Transactions
| Date | Player | Transactions |
| 4/24 | David Bote, 3B | Reinstated from Paternity Leave List |
| 4/23 | David Bote, 3B | Placed on Paternity Leave List |
| 4/23 | Alec Mills, P | Sent to Minors |
| 4/23 | Randy Rosario, P | Called Up from Minors |
| 4/21 | Tony Barnette, P | Sent to Minors For Rehabilitation |
| 4/21 | Alec Mills, P | Called Up from Minors |
| 4/20 | Randy Rosario, P | Sent to Minors |
| 4/18 | Xavier Cedeño, P | Sent to Minors For Rehabilitation |
| 4/17 | Mike Montgomery, P | Sent to Minors For Rehabilitation |
| 4/13 | Jen-Ho Tseng, P | Cleared Waivers and Became a Free Agent |
| 4/12 | Victor Caratini, C | Placed on 10-Day IL (Fractured hamate bone, left hand) |
| 4/12 | Taylor Davis, C | Called Up from Minors |
| 4/11 | Jen-Ho Tseng, P | Released |
| 4/10 | Tim Collins, P | Called Up from Minors |
| 4/10 | Jon Lester, P | Placed on 10-Day IL (Left hamstring strain) |
| 4/6 | Mike Montgomery, P | Placed on 10-Day IL (Strained left lat) |
| 4/6 | Kyle Ryan, P | Called Up from Minors |
| 4/6 | Jen-Ho Tseng, P | Designated for Assignment |
| 4/6 | Allen Webster, P | Purchased From Minors |
| 4/5 | Carl Edwards Jr., P | Sent to Minors |
| 4/3 | David Bote, 3B | Signed ( 2020-2024; Opt 2025-2026)(five-year extension) |
| 3/29 | Dixon Machado, 2B | Signed to a Minor League Contract |
| 3/28 | Tony Barnette, P | Placed on 10-Day IL (Right shoulder inflammation) |
| 3/28 | Xavier Cedeño, P | Placed on 10-Day IL (Left wrist inflammation) |
| 3/28 | Brandon Morrow, P | Placed on 10-Day IL (Recovery from right elbow surgery) |
| 3/28 | Addison Russell, SS | Starting to Serve Suspension |
| 3/27 | Brian Duensing, P | Outrighted to Minors |
| 3/26 | Kyle Hendricks, P | Signed ( 2020-2023; Opt 2024)(four-year contract extension) |
| 3/26 | Junichi Tazawa, P | Signed to a Minor League Contract |
| 3/25 | Kyle Ryan, P | Sent to Minors |
| 3/24 | Tim Collins, P | Sent to Minors |
| 3/23 | Tim Collins, P | Signed as Free Agent ( 2019)(one-year contract) |
| 3/23 | Taylor Davis, C | Sent to Minors |
| 3/23 | Brian Duensing, P | Designated for Assignment |
| 3/23 | Ian Happ, CF | Sent to Minors |
| 3/23 | Dillon Maples, P | Sent to Minors |
| 3/23 | Junichi Tazawa, P | Released |
| 3/22 | Christian Bergman, P | Released |
| 3/22 | Alec Mills, P | Sent to Minors |
| 3/15 | James Norwood, P | Sent to Minors |
| 3/15 | Duane Underwood Jr., P | Sent to Minors |
| 3/15 | Rowan Wick, P | Sent to Minors |
| 3/9 | Rob Scahill, P | Released |
| 3/8 | Adbert Alzolay, P | Sent to Minors |
| 3/8 | Oscar De La Cruz, P | Sent to Minors |
| 3/8 | Justin Steele, P | Sent to Minors |
| 3/8 | Jen-Ho Tseng, P | Sent to Minors |
| 2/14 | Xavier Cedeño, P | Signed as Free Agent ( 2019)(one-year contract) |
| 2/13 | Kendall Graveman, P | Placed on 60-Day IL (Recovery from right elbow surgery) |
| 2/11 | Brad Brach, P | Signed as Free Agent ( 2019; Opt 2020)(one-year contract) |
| 2/6 | Carlos Ramírez, P | Signed to a Minor League Contract |
| 2/1 | Tony Barnette, P | Signed as Free Agent ( 2019; Opt 2020)(one-year contract) |
| 1/27 | Allen Webster, P | Signed to a Minor League Contract |
| 1/26 | Junichi Tazawa, P | Signed to a Minor League Contract |
| 1/25 | George Kontos, P | Signed to a Minor League Contract |
| 1/22 | Cristhian Adames, SS | Signed to a Minor League Contract |
| 1/22 | Christian Bergman, P | Signed to a Minor League Contract |
| 1/18 | Rob Scahill, P | Signed to a Minor League Contract |
| 1/13 | Francisco Arcia, C | Signed to a Minor League Contract |
| 1/11 | Javier Báez, SS | Signed ( 2019)(avoids arbitration) |
| 1/11 | Kris Bryant, 3B | Signed ( 2019)(avoids arbitration) |
| 1/11 | Carl Edwards Jr., P | Signed ( 2019)(avoids arbitration) |
| 1/11 | Kyle Hendricks, P | Signed ( 2019)(avoids arbitration) |
| 1/11 | Mike Montgomery, P | Signed ( 2019)(avoids arbitration) |
| 1/11 | Addison Russell, SS | Signed ( 2019)(avoids arbitration) |
| 1/11 | Kyle Schwarber, LF | Signed ( 2019)(avoids arbitration) |
| 1/9 | Jaime García, P | Retired |
| 1/9 | Colin Rea, P | Signed to a Minor League Contract |
| 1/3 | Matt Carasiti, P | Signed to a Minor League Contract |
| 1/2 | Jim Adduci, LF | Signed to a Minor League Contract |
| 12/23 | Kendall Graveman, P | Signed as Free Agent ( 2019; Opt 2020)(one-year contract) |
| 12/19 | Phillip Evans, 3B | Signed to a Minor League Contract |
| 12/19 | Mike Zagurski, P | Signed to a Minor League Contract |
| 12/18 | Daniel Descalso, 2B | Signed as Free Agent ( 2019-2020; Opt 2021)(two-year contract) |
| 12/5 | Justin Hancock, P | Signed to Play in Japan (Nippon Ham Fighters) |
| 11/30 | Justin Hancock, P | Free Agent - No Contract Offer (non-tendered) |
| 11/30 | Ronald Torreyes, 2B | Free Agent - No Contract Offer (non-tendered) |
| 11/30 | Allen Webster, P | Free Agent - No Contract Offer (non-tendered) |
| 11/28 | Kyle Ryan, P | Signed as Free Agent ( 2019)(one-year contract) |
| 11/28 | Ronald Torreyes, 2B | Traded NY Yankees (for future considerations) |
| 11/20 | Johnny Field, RF | Outrighted to Minors |
| 11/20 | Justin Steele, P | Purchased From Minors |
| 11/20 | Jerry Vasto, P | Outrighted to Minors |
| 11/20 | Rowan Wick, P | Traded San Diego (for INF Jason Vosler) |
| 11/2 | Chris Coghlan, LF | Declared Free Agency |
| 11/2 | Casey Coleman, P | Declared Free Agency |
| 11/2 | Yu Darvish, P | Removed From 60-Day DL (Right triceps tendinitis) |
| 11/2 | Mike Freeman, SS | Outrighted to Minors |
| 11/2 | Mike Freeman, SS | Declared Free Agency |
| 11/2 | Terrance Gore, LF | Outrighted to Minors |
| 11/2 | Terrance Gore, LF | Declared Free Agency |
| 11/2 | Cole Hamels, P | Signed ( 2019)(team option exercised) |
| 11/2 | Justin Hancock, P | Removed From 60-Day DL (Right shoulder inflammation) |
| 11/2 | Cory Mazzoni, P | Declared Free Agency |
| 11/2 | Brandon Morrow, P | Removed From 60-Day DL (Right biceps inflammation) |
| 11/2 | Jack Reinheimer, 3B | Acquired Off Waivers NY Mets |
| 11/2 | Kyle Ryan, P | Declared Free Agency |
| 11/2 | Mark Zagunis, RF | Removed From 60-Day DL (Right shoulder inflammation) |
| 11/1 | Johnny Field, RF | Acquired Off Waivers Minnesota |
| 11/1 | Pedro Strop, P | Signed ( 2019)(team option exercised) |
| 10/31 | Brandon Kintzler, P | Signed ( 2019)(exercised player option) |
| 10/31 | José Quintana, P | Signed ( 2019)(team option exercised) |
| 10/31 | Jerry Vasto, P | Acquired Off Waivers Kansas City |
| 10/29 | Jesse Chávez, P | Declared Free Agency |
| 10/29 | Jorge De La Rosa, P | Declared Free Agency |
| 10/29 | Jaime García, P | Declared Free Agency |
| 10/29 | Daniel Murphy, 2B | Declared Free Agency |
| 10/29 | Bobby Wilson, C | Declared Free Agency |
| 10/29 | Justin Wilson, P | Declared Free Agency |
| 10/11 | Anthony Bass, P | Refused Minor League Assignment - Free Agent |
| 10/3 | Addison Russell, SS | Suspension Announced By League (40 games, retroactive to 9/21/18) |
| 10/2 | Oscar De La Cruz, P | Called Up from Minors |
| 10/1 | Adbert Alzolay, P | Called Up from Minors - Not to Report |
| 10/1 | Jen-Ho Tseng, P | Called Up from Minors - Not to Report |
| 10/1 | Duane Underwood Jr., P | Called Up from Minors - Not to Report |
Last updated Apr. 25, 2:00 A.M. ET
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