Skip to content

Chicago Cubs |
Can the Cubs re-sign Nicholas Castellanos? What happens with Jason Heyward? 4 questions about Cubs right fielders heading into 2020.

  • Jason Heyward takes off his cap to acknowledge fans at...

    John J. Kim / Chicago Tribune

    Jason Heyward takes off his cap to acknowledge fans at the start of Game 1 of the NLDS at Wrigley Field on Oct. 7, 2016.

  • Chicago Cubs right fielder Nicholas Castellanos rounds the bases after...

    Erin Hooley / Chicago Tribune

    Chicago Cubs right fielder Nicholas Castellanos rounds the bases after hitting a home run against the St. Louis Cardinals on Sunday, Sept. 22, 2019, at Wrigley Field.

  • Cubs right fielder Jason Heyward spits his gum out after striking...

    Armando L. Sanchez/Chicago Tribune

    Cubs right fielder Jason Heyward spits his gum out after striking out during the third inning against the Marlins on May 6, 2019, at Wrigley Field.

  • Jason Heyward warms up before a game at Wrigley on...

    Brian Cassella / Chicago Tribune

    Jason Heyward warms up before a game at Wrigley on May 21, 2017.

  • Cubs right fielder Jason Heyward hits a walk-off home run...

    Brian Cassella/Chicago Tribune

    Cubs right fielder Jason Heyward hits a walk-off home run in the 11th inning against the Marlins on May 8, 2019, at Wrigley Field.

  • Dodgers first baseman Cody Bellinger dives to tag out Jason...

    Mark J. Terrill / AP

    Dodgers first baseman Cody Bellinger dives to tag out Jason Heyward during the fifth inning of Game 2 of the NLCS on Oct. 15, 2017.

  • Cubs first baseman Anthony Rizzo and Jason Heyward prepare for...

    Brian Cassella/Chicago Tribune

    Cubs first baseman Anthony Rizzo and Jason Heyward prepare for the resumption of a game against the Mets on Aug. 29, 2018, at Wrigley Field.

  • Jason Heyward makes a throw in the first inning Thursday,...

    Brian Cassella / Chicago Tribune

    Jason Heyward makes a throw in the first inning Thursday, Oct. 20, 2016, in Game 5 of the National League Championship Series at Dodger Stadium in Los Angeles.

  • Jason Heyward hits a two-run double against the Rockies at...

    Jonathan Daniel / Getty Images

    Jason Heyward hits a two-run double against the Rockies at Wrigley Field on June 9, 2017.

  • Jason Heyward hits a double in the 12th inning against...

    Nancy Stone / Chicago Tribune

    Jason Heyward hits a double in the 12th inning against the Mariners at Wrigley Field on July 31, 2016.

  • Cubs right fielder Jason Heyward celebrates with teammates after scoring during the...

    Armando L. Sanchez/Chicago Tribune

    Cubs right fielder Jason Heyward celebrates with teammates after scoring during the fifth inning against the Cardinals on May 5, 2019, at Wrigley Field.

  • Jason Heyward high-fives a group of children as members of...

    Chris Sweda / Chicago Tribune

    Jason Heyward high-fives a group of children as members of the 2018 Cubs are introduced to fans on the first day of the annual Cubs Convention at the Sheraton Grand Chicago on Friday, January 12, 2018.

  • Jason Heyward watches players hit during Cubs spring training Feb....

    Armando L. Sanchez / Chicago Tribune

    Jason Heyward watches players hit during Cubs spring training Feb. 23, 2021, in Mesa, Ariz.

  • Jason Heyward sips a shake during spring training at the...

    John J. Kim / Chicago Tribune

    Jason Heyward sips a shake during spring training at the Under Armour Performance Center on Feb. 19, 2017, in Mesa, Ariz.

  • Cubs right fielder Jason Heyward makes a catch against the Cardinals on May...

    Antonio Perez/Chicago Tribune

    Cubs right fielder Jason Heyward makes a catch against the Cardinals on May 3, 2019, at Wrigley Field.

  • Cubs right fielder Jason Heyward advances to third base in...

    Brian Cassella/Chicago Tribune

    Cubs right fielder Jason Heyward advances to third base in the seventh inning July 3, 2018, at Wrigley Field.

  • Cubs right fielder Jason Heyward dives to third base for...

    John J. Kim/Chicago Tribune

    Cubs right fielder Jason Heyward dives to third base for a triple in the first inning against the Brewers on May 11, 2019, at Wrigley Field.

  • Nicholas Castellanos celebrates with Victor Caratini after scoring against the...

    Armando L. Sanchez / Chicago Tribune

    Nicholas Castellanos celebrates with Victor Caratini after scoring against the Reds on Wednesday, Sept. 18, 2019, at Wrigley Field.

  • Jason Heyward and Anthony Rizzo celebrate after a victory over...

    Chris Sweda / Chicago Tribune

    Jason Heyward and Anthony Rizzo celebrate after a victory over the Marlins at Wrigley Field on June 6, 2017.

  • Cubs right fielder Jason Heyward dives to beat the tag...

    John J. Kim / Chicago Tribune

    Cubs right fielder Jason Heyward dives to beat the tag attempt at home plate from Pirates catcher Michael Perez in the seventh inning May 8, 2021, at Wrigley Field.

  • Jason Heyward slides into the wall while robbing the Giants'...

    Thearon W. Henderson / Getty Images

    Jason Heyward slides into the wall while robbing the Giants' Denard Span of a hit in the first inning at AT&T Park on May 20, 2016. Heyward slid into the wall and injured himself on the play.

  • Jason Heyward prior to a game against the Reds on...

    Brian Cassella / Chicago Tribune

    Jason Heyward prior to a game against the Reds on Wednesday, July 6, 2016, at Wrigley Field.

  • Jason Heyward scales the wall to catch a fould ball...

    Chris Sweda / Chicago Tribune

    Jason Heyward scales the wall to catch a fould ball hit by the Indians' Trevor Bauer during Game 5 of the World Series on Oct. 30, 2016.

  • Chicago Cubs right fielder Jason Heyward makes a diving catch...

    Nuccio DiNuzzo / Chicago Tribune

    Chicago Cubs right fielder Jason Heyward makes a diving catch on the fly out by Los Angeles Angels second baseman Johnny Giavotella, during the eighth inning of their game at Wrigley Field, in Chicago, on Aug. 9, 2016.

  • Cubs right fielder Jason Heyward slides under White Sox shortstop...

    Brian Cassella / Chicago Tribune

    Cubs right fielder Jason Heyward slides under White Sox shortstop Tim Anderson as he advances to third base in the fifth inning Aug. 23, 2020, at Wrigley Field.

  • Jason Heyward and Ben Zobrist celebrate after the Cubs clinched...

    Jeff Roberson / AP

    Jason Heyward and Ben Zobrist celebrate after the Cubs clinched the NL Central on Sept. 27, 2017.

  • Jason Heyward reacts after hitting an RBI double off Cardinals...

    Charles Rex Arbogast / AP

    Jason Heyward reacts after hitting an RBI double off Cardinals starting pitcher Adam Wainwright, scoring Chris Coghlan during the third inning pn June 21, 2016, at Wrigley Field.

  • Jason Heyward catches a fly ball hit by the Mets'...

    Matt Marton / AP

    Jason Heyward catches a fly ball hit by the Mets' Dominic Smith at Wrigley Field on Sept. 12, 2017.

  • The Cardinals' Dexter Fowler talks with former teammates Jason Heyward...

    John J. Kim / Chicago Tribune

    The Cardinals' Dexter Fowler talks with former teammates Jason Heyward and Anthony Rizzo after accepting his World Series Championship ring at Wrigley Field on June 2, 2017.

  • Cubs right fielder Jason Heyward gestures as the Cubs beat...

    John J. Kim / Chicago Tribune

    Cubs right fielder Jason Heyward gestures as the Cubs beat the Pirates 3-2 on May 8, 2021, at Wrigley Field.

  • Jason Heyward talks with Ian Happ while players warm up...

    Armando L. Sanchez / Chicago Tribune

    Jason Heyward talks with Ian Happ while players warm up during the first day of pitchers and catchers practice at Sloan Park during Cubs spring training Wednesday Feb. 14, 2018, in Mesa, Ariz.

  • Cubs right fielder Jason Heyward gets tagged out by Reds...

    Armando L. Sanchez / Chicago Tribune

    Cubs right fielder Jason Heyward gets tagged out by Reds second baseman Mike Moustakas during the second inning Sept. 10, 2020, at Wrigley Field.

  • Jason Heyward departs for the team's Anchorman-themed road trip on...

    Brian Cassella / Chicago Tribune

    Jason Heyward departs for the team's Anchorman-themed road trip on May 25, 2017 at Wrigley Field.

  • Cubs right fielder Jason Heyward gets stuck between second and...

    Armando L. Sanchez / Chicago Tribune

    Cubs right fielder Jason Heyward gets stuck between second and third base before being called out during the sixth inning against the Nationals at Wrigley Field on Sunday, Aug. 6, 2017.

  • The Cardinals' Dexter Fowler talks with Jason Heyward in passing...

    Charles Rex Arbogast / AP

    The Cardinals' Dexter Fowler talks with Jason Heyward in passing during the first inning Friday, July 21, 2017, in Chicago.

  • Jason Heyward is introduced at the Cubs Convention on Friday,...

    Charles Rex Arbogast / AP

    Jason Heyward is introduced at the Cubs Convention on Friday, Jan. 13, 2017, in Chicago.

  • Cubs right fielder Jason Heyward misses a ball hit by...

    Armando L. Sanchez/Chicago Tribune

    Cubs right fielder Jason Heyward misses a ball hit by Dodgers third baseman Justin Turner during the third inning on April 23, 2019, at Wrigley Field.

  • Jason Heyward strikes out to end the top of the...

    Brian Cassella / Chicago Tribune

    Jason Heyward strikes out to end the top of the eighth inning in Game 3 of their National League Division Series at AT&T Park on Oct. 10, 2016.

  • Cubs right fielder Jason Heyward sits in the dugout during...

    Nuccio DiNuzzo/Chicago Tribune

    Cubs right fielder Jason Heyward sits in the dugout during the fourth inning against the Pirates on Sept. 24, 2018, at Wrigley Field.

  • Anthony Rizzo douses Cubs right fielder Jason Heyward as he celebrates...

    Brian Cassella/Chicago Tribune

    Anthony Rizzo douses Cubs right fielder Jason Heyward as he celebrates a walk-off home run in the 11th inning on May 8, 2019, at Wrigley Field.

  • Jason Heyward and Javier Baez leave Wrigley for a trip...

    Nuccio DiNuzzo / Chicago Tribune

    Jason Heyward and Javier Baez leave Wrigley for a trip to Pittsburgh during a "zany suits" theme trip on May 1, 2016.

  • Jason Heyward signs his autographs before a spring training game...

    Jae C. Hong / AP

    Jason Heyward signs his autographs before a spring training game against the Reds on March 22, 2016.

  • Jason Heyward signs autographs prior to a game against the...

    Anthony Souffle / Chicago Tribune

    Jason Heyward signs autographs prior to a game against the Nationals at Wrigley Field on Ma7 6, 2016.

  • Jason Heyward laughs during an interview as he is shown...

    Alex Brandon / AP

    Jason Heyward laughs during an interview as he is shown a bobblehead of Nationals starting pitcher Max Scherzer before a game at Nationals Park on June 13, 2016.

  • Cubs right fielder Jason Heyward carries a Chicago flag onto...

    Brian Cassella / Chicago Tribune

    Cubs right fielder Jason Heyward carries a Chicago flag onto the field before facing the Pirates on April 1, 2021, on opening day at Wrigley Field.

  • Jason Heyward is tagged out by Nationals catcher Wilson Ramos...

    Nam Y. Huh / AP

    Jason Heyward is tagged out by Nationals catcher Wilson Ramos at home during the 11th inning.

  • Cubs right fielder Jason Heyward rests in the dugout after...

    John J. Kim/Chicago Tribune

    Cubs right fielder Jason Heyward rests in the dugout after scoring off a sacrifice fly in the seventh inning against the Twins on June 30, 2018, at Wrigley Field.

  • Jason Heyward hits a double in the second inning of...

    Jonathan Daniel / Getty Images

    Jason Heyward hits a double in the second inning of Game 2 against the Giants at Wrigley Field on Oct. 8, 2016.

  • Jason Heyward scores the tying run in the fourth inning...

    Brian Cassella / Chicago Tribune

    Jason Heyward scores the tying run in the fourth inning against the Brewers on Thursday, Sept. 15, 2016, at Wrigley Field.

  • Jason Heyward is safe at first base as the Pirates'...

    Jon Durr / Getty Images

    Jason Heyward is safe at first base as the Pirates' John Jaso takes the throw during the fourth inning at Wrigley Field on May 14, 2016.

  • Cubs right fielder Jason Heyward makes a leaping catch of...

    Chris Sweda/Chicago Tribune

    Cubs right fielder Jason Heyward makes a leaping catch of a line drive by the Cardinals' Paul DeJong to end the second inning July 19, 2018, at Wrigley Field.

  • Jason Heyward celebrates after scoring against the Reds during a...

    Jae C. Hong / AP

    Jason Heyward celebrates after scoring against the Reds during a spring training game on March 22, 2016.

  • Jason Heyward waits to take batting practice during spring training...

    John J. Kim / Chicago Tribune

    Jason Heyward waits to take batting practice during spring training at the Under Armour Performance Center on Feb. 16, 2017, in Mesa, Ariz.

  • Cubs outfielder Jason Heyward drives in a run with a...

    Chris Sweda / Chicago Tribune

    Cubs outfielder Jason Heyward drives in a run with a single in the second inning against the Indians on Sept. 16, 2020, at Wrigley Field.

  • Jason Heyward drives in a run with a double in...

    Chris Sweda / Chicago Tribune

    Jason Heyward drives in a run with a double in the fifth inning against the Marlins at Wrigley Field on June 6, 2017.

  • Jason Heyward works out on Oct. 9, 2016, a day...

    Brian Cassella / Chicago Tribune

    Jason Heyward works out on Oct. 9, 2016, a day before Game 3 of their National League Division Series at AT&T Park in San Francisco.

  • Cubs right fielder Jason Heyward tosses his glove after striking...

    Nuccio DiNuzzo/Chicago Tribune

    Cubs right fielder Jason Heyward tosses his glove after striking out against the Pirates on Sept. 24, 2018, at Wrigley Field.

  • Jason Heyward walks off after hitting into a double play...

    Brian Cassella / Chicago Tribune

    Jason Heyward walks off after hitting into a double play in the seventh inning on July 17, 2016 at Wrigley Field.

  • Cubs players Anthony Rizzo, Jason Heyward and Kris Bryant celebrate...

    Chris Sweda / Chicago Tribune

    Cubs players Anthony Rizzo, Jason Heyward and Kris Bryant celebrate after the victory over the Cardinals at Wrigley Field on Saturday, July 22, 2017.

  • Jason Heyward walks to the dugout after striking out as...

    Matt York / AP

    Jason Heyward walks to the dugout after striking out as Diamondbacks catcher Welington Castillo waits for the ball during the first inning on April 8, 2016.

  • Jason Heyward walks into the clubhouse at their spring training...

    Armando Sanchez / Chicago Tribune

    Jason Heyward walks into the clubhouse at their spring training facility in Mesa, Ariz., on Friday, Feb. 19, 2016.

  • Jason Heyward slides safety into third base during the third...

    Armando L. Sanchez / Chicago Tribune

    Jason Heyward slides safety into third base during the third inning against the Cardinals at Wrigley Field on Sept. 17, 2017.

  • Jason Heyward is greeted at the dugout by manager Joe...

    Charles Rex Arbogast / AP

    Jason Heyward is greeted at the dugout by manager Joe Maddon after Heyward's home run off Giants starting pitcher Johnny Cueto during the second inning on May 23, 2017.

  • Kyle Schwarber, Mike Montgomery and Jason Heyward before the start...

    Nuccio DiNuzzo / Chicago Tribune

    Kyle Schwarber, Mike Montgomery and Jason Heyward before the start of the game between the Blackhawks and the Stars at the United Center on Nov. 6, 2016.

  • Anthony Rizzo celebrates with Jason Heyward #22 after Rizzo scores...

    Ezra Shaw / Getty Images

    Anthony Rizzo celebrates with Jason Heyward #22 after Rizzo scores a run in the 10th inning in Game 7 of the World Series on Nov. 1, 2016.

  • Jason Heyward hits into a force out in the 9th...

    Nuccio DiNuzzo / Chicago Tribune

    Jason Heyward hits into a force out in the 9th inning during Game 7 of the World Series on Nov. 2, 2016.

  • Cubs outfielder Jason Heyward celebrates his game-winning grand slam in the...

    Chris Sweda/Chicago Tribune

    Cubs outfielder Jason Heyward celebrates his game-winning grand slam in the ninth inning against the Phillies on June 6, 2018, at Wrigley Field.

  • Jason Heyward walks off after popping out to end the...

    Brian Cassella / Chicago Tribune

    Jason Heyward walks off after popping out to end the 3-2 loss to the Cardinals on June 20, 2016 at Wrigley Field.

  • Jason Heyward strikes out swinging to end the Cubs' half...

    Nuccio DiNuzzo / Chicago Tribune

    Jason Heyward strikes out swinging to end the Cubs' half of the seventh inning during Game 3 of the NLCS at Dodger Stadium in Los Angeles on Tuesday, Oct. 18, 2016.

  • Jason Heywardafter striking out, during the second inning against the...

    Nuccio DiNuzzo / Chicago Tribune

    Jason Heywardafter striking out, during the second inning against the Cardinals at Wrigley Field on Aug. 14, 2016.

  • Jason Heyward steals second base in the 8th inning of...

    Chris Sweda / Chicago Tribune

    Jason Heyward steals second base in the 8th inning of Game 5 of the World Series on Oct. 30, 2016.

  • Jason Heyward throws his helmet after striking out to end...

    Jonathan Daniel / Getty Images

    Jason Heyward throws his helmet after striking out to end the 9th inning against the White Sox at U.S. Cellular Field on July 25, 2016.

  • Jason Heyward snacks on sunflower seeds while attending spring training...

    Armando L. Sanchez / Chicago Tribune

    Jason Heyward snacks on sunflower seeds while attending spring training practice on Feb. 26, 2016.

  • Jason Heyward, Kris Bryant, Dexter Fowler and Anthony Rizzo during...

    Dylan Buell / Getty Images

    Jason Heyward, Kris Bryant, Dexter Fowler and Anthony Rizzo during the Cubs' World Series parade on Nov. 4, 2016.

  • Jason Heyward stands at first base after hitting a game-winning...

    John J. Kim / TNS

    Jason Heyward stands at first base after hitting a game-winning single in the 13th inning to beat the San Francisco Giants Sept. 4, 2016 at Wrigley Field.

  • Jason Heyward sits on the bench after warming up during...

    Armando L. Sanchez / Chicago Tribune

    Jason Heyward sits on the bench after warming up during the first day of Cubs spring training on Thursday, Feb. 19, 2016, in Mesa, Ariz.

  • Jason Heyward heads to the team bus after a 3-2...

    John J. Kim / Chicago Tribune

    Jason Heyward heads to the team bus after a 3-2 loss to the Diamondbacks at Wrigley Field on June 5, 2016.

  • Jason Heyward warms up to face the Nationals in Game...

    Brian Cassella / Chicago Tribune

    Jason Heyward warms up to face the Nationals in Game 3 of the NLDs on Oct. 9, 2017.

  • Jason Heyward rounds the bases en route to a triple...

    Chris Sweda / Chicago Tribune

    Jason Heyward rounds the bases en route to a triple in the second inning against the Cardinals at Wrigley Field on Saturday, July 22, 2017.

  • Jason Heyward leaps in vain for a home run ball...

    Jonathan Daniel / Getty Images

    Jason Heyward leaps in vain for a home run ball hit by the Giants' Mac Williamson that lands in the basket in the 9th inning at Wrigley Field on May 24, 2017.

  • Cubs outfielder Jason Heyward signs autographs for fans prior to...

    Ross D. Franklin / AP

    Cubs outfielder Jason Heyward signs autographs for fans prior to a spring training game against the Reds on March 2, 2017, in Goodyear, Ariz.

  • Jason Heyward races around third on his way to score...

    Anthony Souffle / Chicago Tribune

    Jason Heyward races around third on his way to score during the first inning against the Cardinals on Sept. 23, 2016 at Wrigley Field.

  • Jason Heyward throws his batting after striking out against the...

    Jon Durr / Getty Images

    Jason Heyward throws his batting after striking out against the Dodgers during the fifth inning at Wrigley Field on June 1, 2016.

  • Jason Heyward is congratulated in the dugout after scoring on...

    Chris Sweda / Chicago Tribune

    Jason Heyward is congratulated in the dugout after scoring on a single by Willson Contreras in the 7th inning against the Rockies at Wrigley Field on June 10, 2017.

  • Cubs outfielder Jason Heyward celebrates a win over the Nationals...

    Brian Cassella / Chicago Tribune

    Cubs outfielder Jason Heyward celebrates a win over the Nationals with Ian Happ on May 20, 2021 at Wrigley Field.

  • Cubs right fielder Jason Heyward hits a walk-off home run...

    Brian Cassella/Chicago Tribune

    Cubs right fielder Jason Heyward hits a walk-off home run in the 11th inning against the Marlins on May 8, 2019, at Wrigley Field.

  • Jason Heyward drops his helmet after striking out in the...

    Chris Sweda / Chicago Tribune

    Jason Heyward drops his helmet after striking out in the third inning against the Padres at Wrigley Field on May 11, 2016.

  • Cubs center fielder Albert Almora Jr. celebrates scoring the game-winning...

    Brian Cassella / Chicago Tribune

    Cubs center fielder Albert Almora Jr. celebrates scoring the game-winning run with Jason Heyward in the 13th inning Thursday, May 4, 2017, at Wrigley Field against the Phillies.

  • Cubs right fielder Jason Heyward leaves the team offices on Oct....

    Armando L. Sanchez/Chicago Tribune

    Cubs right fielder Jason Heyward leaves the team offices on Oct. 2, 2018, at Wrigley Field.

  • Cubs right fielder Jason Heyward beats the throw to first...

    John J. Kim / Chicago Tribune

    Cubs right fielder Jason Heyward beats the throw to first base in the second inning against the Brewers on April 24, 2021, at Wrigley Field.

  • Cubs right fielder Jason Heyward walks on the field before...

    Armando L. Sanchez/Chicago Tribune

    Cubs right fielder Jason Heyward walks on the field before the Cubs play the Dodgers on April 23, 2019, at Wrigley Field.

  • Jason Heyward is seen in the dugout before a game...

    Jonathan Daniel / Getty Images

    Jason Heyward is seen in the dugout before a game against the Pittsburgh Pirates at Wrigley Field on Aug. 31, 2016.

  • Jason Heyward has brunch at Wrigley Field on Oct. 8,...

    Brian Cassella / Chicago Tribune

    Jason Heyward has brunch at Wrigley Field on Oct. 8, 2017.

  • Jason Heyward scores on a base hit by Jorge Soler...

    Matt York / AP

    Jason Heyward scores on a base hit by Jorge Soler during the seventh inning on April 10, 2016.

  • Cubs right fielder Jason Heyward tries to avoid a pitch...

    Armando L. Sanchez/Chicago Tribune

    Cubs right fielder Jason Heyward tries to avoid a pitch during the sixth inning against the Marlins on May 6, 2019, at Wrigley Field.

  • Jason Heyward warms up before Game 5 of the NLCS...

    Brian Cassella / Chicago Tribune

    Jason Heyward warms up before Game 5 of the NLCS at Wrigley Field on Oct. 19, 2017.

  • Jason Heyward connects with a pitch during a baseball game...

    Michael Caterina / AP

    Jason Heyward connects with a pitch during a baseball game against the Lansing Lugnuts in South Bend, Ind., on Monday, July 3, 2017. Heyward, an outfielder for the Cubs, was on a rehab assignment.

  • Jason Heyward warms up during Cubs spring training Feb. 23,...

    Armando L. Sanchez / Chicago Tribune

    Jason Heyward warms up during Cubs spring training Feb. 23, 2021, in Mesa, Ariz.

  • Jason Heyward, left, received a Golden Glove trophy from Steve...

    Matt Marton / AP

    Jason Heyward, left, received a Golden Glove trophy from Steve Cohen, Rawlings Director Professional Baseball Services, before the game against the Pittsburgh Pirates on Wednesday, April 11, 2018, in Chicago.

  • Cubs right fielder Jason Heyward (22) carries the Chicago flag...

    Chris Sweda / Chicago Tribune / Chicago Tribune

    Cubs right fielder Jason Heyward (22) carries the Chicago flag out to right field before the team's home opener against the Brewers on July 24, 2020, at Wrigley Field.

  • Jason Heyward slides into third base on a lead-off triple...

    Brian Cassella / Chicago Tribune

    Jason Heyward slides into third base on a lead-off triple in the second inning off Dodgers starting pitcher Kenta Maeda Saturday, Oct. 15, 2016, in Game 1 of the National League Championship Series at Wrigley Field.

  • Cubs right fielder Jason Heyward (22) blows a bubble while...

    Armando L. Sanchez/Chicago Tribune

    Cubs right fielder Jason Heyward (22) blows a bubble while walking back to the dugout before the fifth inning against the Athletics at Sloan Park in Mesa, Ariz., on Thursday, Feb. 28, 2019.

  • Cubs right fielder Jason Heyward catches a line drive hit...

    Paul Beaty / AP

    Cubs right fielder Jason Heyward catches a line drive hit by the Reds' Scott Schebler during the fourth inning on April 13, 2016.

  • Jason Heyward walks off the field after striking out against...

    Jon Durr / Getty Images

    Jason Heyward walks off the field after striking out against the Padres during the ninth inningon May 11, 2016.

  • Cubs outfielder Jason Heyward takes the stage at the Bricks...

    Abel Uribe/Chicago Tribune

    Cubs outfielder Jason Heyward takes the stage at the Bricks and Ivy Ball on May 9, 2019, at Navy Pier.

  • Cubs right fielder Jason Heyward (22) celebrates his two-run home...

    Brian Cassella / Chicago Tribune

    Cubs right fielder Jason Heyward (22) celebrates his two-run home run in the fifth inning against the Cardinals, Thursday, April 19, 2018, at Wrigley Field.

  • Cubs right fielder Jason Heyward uses ice to cool off...

    John J. Kim/Chicago Tribune

    Cubs right fielder Jason Heyward uses ice to cool off his head in the fifth inning against the Twins on June 30, 2018, at Wrigley Field.

  • Jason Heyward after the eighth inning Tuesday, April 10, 2018...

    Brian Cassella / Chicago Tribune

    Jason Heyward after the eighth inning Tuesday, April 10, 2018 on Opening Day at Wrigley Field.

  • Cubs right fielder Jason Heyward catches a ball hit by...

    Armando L. Sanchez / Chicago Tribune

    Cubs right fielder Jason Heyward catches a ball hit by Twins center fielder Max Kepler during the eighth inning of an exhibition game July 22, 2020, at Wrigley Field.

  • Jason Heyward catches a fly ball by the Cardinals' Matt...

    Nam Y. Huh / AP

    Jason Heyward catches a fly ball by the Cardinals' Matt Carpenter during the first inning on June 4, 2017.

  • Jason Heyward in the dugout during the seventh inning against...

    Nuccio DiNuzzo / Chicago Tribune

    Jason Heyward in the dugout during the seventh inning against the Brewers at Wrigley Field on Sept. 17, 2016.

  • Jason Heyward signs autographs for fans at the annual Cubs...

    Chris Sweda / Chicago Tribune

    Jason Heyward signs autographs for fans at the annual Cubs Convention.

  • Jason Heyward jogs off after flying out in Game 2...

    Brian Cassella / Chicago Tribune

    Jason Heyward jogs off after flying out in Game 2 of the World Series at Progressive Field on Oct. 26, 2016.

  • Cubs right fielder Jason Heyward gets doused by teammate David Bote...

    Brian Cassella/Chicago Tribune

    Cubs right fielder Jason Heyward gets doused by teammate David Bote after hitting a walk-off home run in the 11th inning on May 8, 2019, at Wrigley Field.

  • Outfielers Ben Zobrist, Jason Heyward and Dexter Fowler wait during...

    Brian Cassella / Chicago Tribune

    Outfielers Ben Zobrist, Jason Heyward and Dexter Fowler wait during a pitching change in the eighth inning of Game 3 of the World Series at Wrigley Field on Oct. 28, 2016.

  • Chicago Cubs right fielder Jason Heyward misses the bag as...

    Anthony Souffle / Chicago Tribune

    Chicago Cubs right fielder Jason Heyward misses the bag as he's tagged out by St. Louis Cardinals short stop Greg Garcia during the fifth inning between the Cubs and the St. Louis Cardinals on Aug. 13, 2016, at Wrigley Field in Chicago.

  • Jason Heyward in the Cubs dugout during a game against...

    Keith Srakocic / AP

    Jason Heyward in the Cubs dugout during a game against the Pirates on May 2, 2016.

  • Jason Heyward makes a driving catch off a fly ball...

    Anthony Souffle / Chicago Tribune

    Jason Heyward makes a driving catch off a fly ball hit by the Rangers' Adrian Beltre in the ninth inning on July 16, 2016.

  • Jason Heyward slides into second after he hits a double...

    Armando Sanchez / Chicago Tribune

    Jason Heyward slides into second after he hits a double in the second inning of Game 2 of a National League Division Series at Wrigley Field on Oct. 8, 2016.

  • Anthony Rizzo douses Cubs right fielder Jason Heyward as he celebrates...

    Brian Cassella/Chicago Tribune

    Anthony Rizzo douses Cubs right fielder Jason Heyward as he celebrates a walk-off home run in the 11th inning on May 8, 2019, at Wrigley Field.

  • Anthony Rizzo and Jason Heyward celebrate their National League Central...

    Chris Sweda / Chicago Tribune

    Anthony Rizzo and Jason Heyward celebrate their National League Central division title at Wrigley Field in Chicago on Sept. 16, 2016.

  • Jason Heyward tries to catch a ball hit by the...

    YONG KIM / TNS

    Jason Heyward tries to catch a ball hit by the Phillies' Jerad Eickhoff on Aug. 25, 2017.

  • Jason Heyward talks with attendees during the Anthony Rizzo Family...

    Armando L. Sanchez / Chicago Tribune

    Jason Heyward talks with attendees during the Anthony Rizzo Family Foundation's second annual "Laugh-Off for Cancer" event at Studio Paris on Thursday, Jan. 12, 2017, in Chicago.

  • Jason Heyward stands before batting during the first inning against...

    Armando L. Sanchez/Chicago Tribune

    Jason Heyward stands before batting during the first inning against the Brewers at Sloan Park in Mesa, Ariz., on Saturday, Feb. 23, 2019.

  • Jason Heyward catches a fly ball hit by Atlanta Braves'...

    Matt Marton / AP

    Jason Heyward catches a fly ball hit by Atlanta Braves' Ozzie Albies during the eighth inning on Friday, April 13, 2018, in Chicago.

  • Chicago Cubs Jason Heyward hit by a pitch in the...

    Nancy Stone / Chicago Tribune

    Chicago Cubs Jason Heyward hit by a pitch in the 9th inning against the Seattle Mariners at Wrigley Field on July 31, 2016.

  • Jason Heyward hits a double in the first inning of...

    Chris Sweda / Chicago Tribune

    Jason Heyward hits a double in the first inning of a game against the Phillies at Wrigley Field in Chicago on May 28, 2016.

  • Jason Heyward dives for a single as the Pirates' Felipe...

    Jon Durr / Getty Images

    Jason Heyward dives for a single as the Pirates' Felipe Rivero is unable to make the catch in time during the eighth inning at Wrigley Field on April 14, 2017.

  • Jason Heyward rounds the bases after hitting a 3-run homer...

    Chris Sweda / Chicago Tribune

    Jason Heyward rounds the bases after hitting a 3-run homer in the sixth inning against the Mets on  Sept. 14, 2017.

  • Jason Heyward of the Cubs hits an RBI single against...

    Armando L. Sanchez/Chicago Tribune

    Jason Heyward of the Cubs hits an RBI single against the Pirates on Sept. 26, 2018, at Wrigley Field.

  • Jason Heyward gets pumped up with his teammates before taking...

    Chris Sweda / Chicago Tribune

    Jason Heyward gets pumped up with his teammates before taking on the Angels in the first game of spring training at Sloan Park on March 4, 2016.

  • Jason Heyward slides in safely at home plate on a...

    Chris Sweda / Chicago Tribune

    Jason Heyward slides in safely at home plate on a single by Dexter Fowler in the fourth inning of a game against the Reds at Wrigley Field on Sept. 20, 2016.

  • Jason Heyward steals second base in front of the Pirates'...

    Nuccio DiNuzzo / Chicago Tribune

    Jason Heyward steals second base in front of the Pirates' Jordy Mercer during the seventh inning on April 16, 2017 at Wrigley Field,

  • Jason Heyward attends the eighth annual Bricks & Ivy Ball...

    Armando L. Sanchez / Chicago Tribune

    Jason Heyward attends the eighth annual Bricks & Ivy Ball at Navy Pier to benefit Cubs Charities Wednesday, April, 18 2018.

  • Jason Heyward makes a diving catch on the fly out...

    Nuccio DiNuzzo / Chicago Tribune

    Jason Heyward makes a diving catch on the fly out by the Angels' Johnny Giavotella during the eighth inning at Wrigley Field on Aug. 9, 2016.

  • Jason Heyward tumbles after making a diving catch off a...

    Chris Sweda / Chicago Tribune

    Jason Heyward tumbles after making a diving catch off a liner by the Indians' Jose Ramirez in the fourth inning of Game 6 of the World Series on Nov. 1, 2016.

  • Cubs right fielder Jason Heyward strikes out to end the...

    Brian Cassella / Chicago Tribune

    Cubs right fielder Jason Heyward strikes out to end the game in the ninth inning against the Diamondbacks on Thursday, Aug. 3, 2017, at Wrigley Field.

  • Jason Heyward swings through on a single in the fourth...

    John J. Kim / Chicago Tribune

    Jason Heyward swings through on a single in the fourth inning against the Indians in Game 4 of the World Series on Oct. 29, 2016.

  • Jason Heyward reacts after scoring off a double by Willson...

    Justin Berl / Getty Images

    Jason Heyward reacts after scoring off a double by Willson Contreras in the 9th inning against the Pirates on June 16, 2017.

  • Jason Heyward scores the go-ahead run in the ninth inning...

    Brian Cassella / Chicago Tribune

    Jason Heyward scores the go-ahead run in the ninth inning in Game 4 of the Cubs' National League Division Series at AT&T Park in San Francisco on Tuesday, Oct. 11, 2016.

  • Cubs right fielder Jason Heyward leaves dressed in an "Easy...

    Armando L. Sanchez / Chicago Tribune

    Cubs right fielder Jason Heyward leaves dressed in an "Easy Rider"-themed outfit after the Cubs lost to the Nationals at Wrigley Field on Sunday, Aug. 6, 2017.

  • Jason Heyward celebrates after his triple in the 8th inning...

    Chris Sweda / Chicago Tribune

    Jason Heyward celebrates after his triple in the 8th inning of a game against the Giants at Wrigley Field on May 24, 2017.

  • Jason Heyward (22) slides in with a two-RBI double in...

    Brian Cassella / Chicago Tribune

    Jason Heyward (22) slides in with a two-RBI double in the eighth inning Tuesday, April 10, 2018 on Opening Day at Wrigley Field. The Pirates defeated the Cubs, 8-5.

  • Jason Heyward wears a football jersey as he leaves Wrigley...

    Erin Hooley / Chicago Tribune

    Jason Heyward wears a football jersey as he leaves Wrigley with the team for their road trip on Sept. 3, 2017.

  • Cubs right fielder Jason Heyward works out on Sunday, Feb....

    Brian Cassella/Chicago Tribune

    Cubs right fielder Jason Heyward works out on Sunday, Feb. 17, 2019, during spring training in Mesa, Ariz.

  • Jason Heyward makes a catch on a ball hit by...

    Nuccio DiNuzzo / Chicago Tribune

    Jason Heyward makes a catch on a ball hit by the Phillies' Freddy Galvis during the fifth inning at Wrigley Field on May 1, 2017.

  • Jason Heyward runs after hitting a two-run single against the...

    Nuccio DiNuzzo / Chicago Tribune

    Jason Heyward runs after hitting a two-run single against the Reds in the 7th inning at Wrigley Field on April 11, 2016.

  • Cubs right fielder Jason Heyward bunts in the eighth inning...

    John J. Kim/Chicago Tribune

    Cubs right fielder Jason Heyward bunts in the eighth inning against the Twins on June 29, 2018, at Wrigley Field.

  • Cubs outfielder Jason Heyward is doused by his teammates after Heyward hit...

    Chris Sweda/Chicago Tribune

    Cubs outfielder Jason Heyward is doused by his teammates after Heyward hit a game-winning grand slam against the Phillies on June 6, 2018, at Wrigley Field.

  • Cubs right fielder Jason Heyward before a game July 24, 2018,...

    Brian Cassella/Chicago Tribune

    Cubs right fielder Jason Heyward before a game July 24, 2018, at Wrigley Field.

  • Jason Heyward adjusts his glove while batting during the 2nd...

    Armando L. Sanchez / Chicago Tribune

    Jason Heyward adjusts his glove while batting during the 2nd inning against the Dodgers during Game 2 of the NLCS on Oct. 15, 2017.

  • Jason Heyward poses for a photo after being presented with...

    Jon Durr / Getty Images

    Jason Heyward poses for a photo after being presented with the Golden Glove award before the game against the Brewers at Wrigley Field on April 18, 2017.

  • Jason Heyward reacts after hitting a game winning single against...

    David Banks / AP

    Jason Heyward reacts after hitting a game winning single against the San Francisco Giants during the 13th inning of a baseball game, Sept. 4, 2016, in Chicago.

  • Chicago Cubs right fielder Jason Heyward watches the ball fly...

    John J. Kim / Chicago Tribune

    Chicago Cubs right fielder Jason Heyward watches the ball fly to right field for an out in the third inning against the Miami Marlins at Wrigley Field on August 1, 2016, in Chicago.

  • Jason Heyward walks to the locker room after the first...

    Armando L. Sanchez / Chicago Tribune

    Jason Heyward walks to the locker room after the first day of spring training at Sloan Park on Feb. 19.

  • Jason Heyward walks off the field after a rain delay...

    Jeff Curry / Getty Images

    Jason Heyward walks off the field after a rain delay was called during the seventh inning against the Cardinals at Busch Stadium on April 20, 2016.

  • Cubs right fielder Jason Heyward walks on the field while...

    Armando L. Sanchez/Chicago Tribune

    Cubs right fielder Jason Heyward walks on the field while warming up before playing the Rockies on May 1, 2018, at Wrigley Field.

  • Jason Heyward in the dugout in the third inning against...

    Jose M. Osorio / Chicago Tribune

    Jason Heyward in the dugout in the third inning against the Brewers at Wrigley Field on May 19, 2017.

  • Jason Heyward stands in the dugout before a game against...

    Nam Y. Huh / AP

    Jason Heyward stands in the dugout before a game against the Nationals on May 8, 2016.

  • Cubs right fielder Jason Heyward takes off his batting gloves...

    Armando L. Sanchez / Chicago Tribune

    Cubs right fielder Jason Heyward takes off his batting gloves after striking out during the second inning against the Reds on Sept. 9, 2020, at Wrigley Field.

  • Cubs right fielder Jason Heyward after the end of the...

    Brian Cassella / Chicago Tribune

    Cubs right fielder Jason Heyward after the end of the fourth inning on Sunday, July 9, 2017, at Wrigley Field.

  • Cubs right fielder Jason Heyward bids on an item at...

    Terrence Antonio James / Chicago Tribune

    Cubs right fielder Jason Heyward bids on an item at the third annual Respect 90 Main Event charity boxing fundraiser hosted by Cubs manager Joe Maddon and wife Jaye Maddon at the Wintrust Bank building in Chicago on Thursday, Aug. 17, 2017.

  • Jason Heyward makes a catch against Angel Pagan of the San...

    Jonathan Daniel / Getty Images

    Jason Heyward makes a catch against Angel Pagan of the San Francisco Giants in te 1st inning at Wrigley Field on Sept. 2, 2016.

  • Jason Heyward celebrates after Albert Almora Jr. hit a double...

    Jonathan Daniel / Getty Images

    Jason Heyward celebrates after Albert Almora Jr. hit a double in the 7th inning during Game 3 of the NLDS against the Nationals on Oct. 9, 2017.

  • Cubs right fielder Jason Heyward catches a fly ball against...

    Erin Hooley / Chicago Tribune

    Cubs right fielder Jason Heyward catches a fly ball against the Pirates during the fifth inning April 4, 2021, at Wrigley Field.

  • Jason Heyward celebrates scoring in the second inning on a...

    Brian Cassella / Chicago Tribune

    Jason Heyward celebrates scoring in the second inning on a Javier Baez double off Dodgers starting pitcher Kenta Maeda Saturday, Oct. 15, 2016, in Game 1 of the National League Championship Series at Wrigley Field.

  • Jason Heyward works out Friday, Oct. 14, 2016, before the...

    Brian Cassella / Chicago Tribune

    Jason Heyward works out Friday, Oct. 14, 2016, before the National League Championship Series at Wrigley Field.

  • Cubs outfielder Jason Heyward heads to first base with a single...

    Chris Sweda/Chicago Tribune

    Cubs outfielder Jason Heyward heads to first base with a single in the ninth inning against the Pirates on April 10, 2019, at Wrigley Field.

  • Chicago Cubs right fielder Jason Heyward (22), is unable to...

    Nuccio DiNuzzo / Chicago Tribune

    Chicago Cubs right fielder Jason Heyward (22), is unable to catch a foul ball hit by Washington Nationals center fielder Michael Taylor (3), during the sixth inning of Game 4 of the National League Division Series playoff, at Wrigley Field, in Chicago, on Wednesday, Oct. 11, 2017. (Nuccio DiNuzzo/Chicago Tribune)

  • Jason Heyward, Ben Zobrist and Matt Szczur stand on stage...

    Armando L. Sanchez / Chicago Tribune

    Jason Heyward, Ben Zobrist and Matt Szczur stand on stage during the Cubs' annual Bricks and Ivy Ball charity event at Navy Pier's Grand Ballroom on April 19, 2017.

of

Expand
Author
PUBLISHED: | UPDATED:

This is the last in a series of 10 position-by-position analyses of the Cubs after the 2019 season.

Read them all: Starting pitching | Relief pitching | Catcher | First base | Second base | Shortstop | Third base | Left field | Center field

1. Will the Cubs be able to re-sign Nicholas Castellanos?

The timing could not be more perfect for Castellanos to reach free agency. He batted .321 in 51 games with the Cubs with 37 extra-base hits, 36 RBIs, a .356 on-base percentage and a 1.002 OPS. For the season, he hit a major-league-high 58 doubles and a career-high 27 home runs in 151 games with the Tigers and Cubs.

Castellanos, 27, would be an ideal fit with the White Sox, who have plenty of cash available to sign a seasoned hitter and at least one front-line starting pitcher, or with the offense-needy Giants.

“He’s not in a bad spot,” agent Scott Boras said with a smile last month. “He’s the youngest free agent and he doesn’t have a qualifying offer. So I would say he’s in position to be optimally observed because he fits the MO of any team — whether you’re a rebuilding team because of his age or whether you’re a club that is close to winning and wants to win or an existing top ‘A’ club that’s going to compete for the World Series. He’s one of those guys who fits all clubs.”

Boras said Castellanos’ age is a “big factor” when comparing him with J.D. Martinez, who was 30 when he signed a five-year, $110 million contract with the Red Sox after the 2017 season. Martinez can opt out of that deal now or after 2020.

It’s highly unlikely Castellanos will come close to getting Martinez’s annual value, but his youth will help him earn a multiyear contract at a robust salary.

2. Why is Nicholas Castellanos a perfect fit for the Cubs?

Castellanos helped shore up a team deficiency by batting .417 (15-for-36) against left-handers after joining the Cubs. And he batted .340 with a .994 OPS overall against finesse pitchers, according to Baseball Reference. That’s important considering the Cubs saw fewer fastballs, according to President Theo Epstein, because of their struggles to make consistent contact.

Castellanos provided more than production at the plate during his two-month stint with the Cubs. He brought a sense of urgency that had been lacking since the second half of 2018.

Nicholas Castellanos celebrates with Victor Caratini after scoring against the Reds on Wednesday, Sept. 18, 2019, at Wrigley Field.
Nicholas Castellanos celebrates with Victor Caratini after scoring against the Reds on Wednesday, Sept. 18, 2019, at Wrigley Field.

Boras spoke of Castellanos’ “bold intensity … where his directness about his evaluation is very honest and forthright.”

“He really likes to win, and he also understands the routine of the game and loves to play it,” Boras said. “So he wants to get better at it all the time. He just enjoys information a lot.”

Castellanos has been durable, playing at least 151 games in each of the last three seasons.

“He plays with a lot of passion and professionalism, a team-oriented approach,” Epstein said. “We love the way he plays the game, and we’d love to have him back. It’s a more complicated issue than we’d love to have him back. He’s worked long and hard to become a free agent.”

3. How much of a liability is Nicholas Castellanos’ defense?

Castellanos had minus-9 defensive runs saved in right field, according to the Fielding Bible, but he was minus-19 with the Tigers. His Ultimate Zone Rating improved after the trade from minus-12.9 to minus-4.4.

Former Cubs manager Joe Maddon said Castellanos played deeper at Wrigley Field to have a better chance of catching balls hit to the gap in right-center, and the move seemed to work.

Boras pointed out that Castellanos was a full-time third baseman until 2018.

“Now he’s in the top 12 to 13 among right fielders,” Boras said. “He’s getting better each year because he’s never played the outfield before, and he’s getting accustomed to doing it at the major-league level.

“The reality of it is you have to be a very, very good athlete to play in the big leagues at third base for that long. To move into the outfield and do that, he’s very adjustable.”

4. What becomes of Jason Heyward if Nicholas Castellanos re-signs with the Cubs?

There’s a reasonable chance Castellanos would move to left field, pending a trade of Kyle Schwarber. That would make room for Heyward to return to right, where he won four consecutive Gold Glove Awards (2014-17).

Heyward started 41 games in center field after Castellanos arrived, occasionally shifting to right late in games for defensive purposes.

Heyward was saddled with leadoff duties through most of August and batted .147 with a .252 on-base percentage from the top spot. He had a slash line of .215/.325/.371 as a center fielder, compared with .289/.362/.488 while playing right.

If Castellanos signs elsewhere, Heyward likely would return to right with Ian Happ and Albert Almora Jr. in center unless either or both are traded.