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Transactions
| Date | Player | Transactions |
| 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 |
| 9/28 | Bobby Wilson, C | Removed From 10-Day DL (Sprained right ankle) |
| 9/22 | Mike Freeman, SS | Purchased From Minors |
| 9/22 | Drew Smyly, P | Recalled From Minors Rehab Assignment |
| 9/21 | Addison Russell, SS | Placed on Restricted List |
| 9/19 | Brandon Morrow, P | Transferred to 60-Day DL (Right biceps inflammation) |
| 9/19 | Allen Webster, P | Purchased From Minors |
| 9/16 | Jason Heyward, RF | Removed From 10-Day DL (Right hamstring tightness) |
| 9/9 | Alec Mills, P | Called Up from Minors |
| 9/4 | Oscar De La Cruz, P | Reinstated from Illegal Substance Suspension |
| 9/4 | Jaime García, P | Purchased From Minors |
| 9/4 | Mark Zagunis, RF | Called Up from Minors |
| 9/4 | Mark Zagunis, RF | Placed on 60-Day DL (Right shoulder inflammation) |
| 9/3 | Tyler Chatwood, P | Recalled From Minors Rehab Assignment |
| 9/3 | Tyler Chatwood, P | Removed From 10-Day DL (Left hip tightness) |
| 9/3 | Brian Duensing, P | Recalled From Minors Rehab Assignment |
| 9/3 | Brian Duensing, P | Removed From 10-Day DL (Left shoulder inflammation) |
| 9/3 | Rob Zastryzny, P | Outrighted to Minors |
| 9/2 | Cory Mazzoni, P | Outrighted to Minors |
| 9/1 | Kris Bryant, 3B | Recalled From Minors Rehab Assignment |
| 9/1 | Kris Bryant, 3B | Removed From 10-Day DL (Left shoulder inflammation) |
| 9/1 | Taylor Davis, C | Purchased From Minors |
| 9/1 | Luke Farrell, P | Designated for Assignment |
| 9/1 | Jaime García, P | Signed to a Minor League Contract |
| 9/1 | Terrance Gore, LF | Purchased From Minors |
| 9/1 | James Norwood, P | Called Up from Minors |
| 9/1 | Addison Russell, SS | Removed From 10-Day DL (Sprained left middle finger) |
| 9/1 | Rob Zastryzny, P | Designated for Assignment |
| 8/31 | Jason Heyward, RF | Placed on 10-Day DL (Right hamstring tightness) |
| 8/31 | Dillon Maples, P | Called Up from Minors |
| 8/30 | Cory Mazzoni, P | Designated for Assignment |
| 8/30 | Mike Montgomery, P | Removed From 10-Day DL (Left shoulder inflammation) |
| 8/30 | Drew Smyly, P | Sent to Minors For Rehabilitation |
| 8/30 | Bobby Wilson, C | Traded Minnesota (for C Chris Gimenez and cash) |
| 8/29 | Alec Mills, P | Sent to Minors |
| 8/29 | James Norwood, P | Called Up from Minors (recalled as 26th roster player) |
| 8/29 | James Norwood, P | Return of 26th man |
| 8/27 | Kris Bryant, 3B | Sent to Minors For Rehabilitation |
| 8/27 | Tyler Chatwood, P | Sent to Minors For Rehabilitation |
| 8/24 | Brian Duensing, P | Sent to Minors For Rehabilitation |
| 8/24 | Alec Mills, P | Called Up from Minors |
| 8/24 | Bobby Wilson, C | Placed on 10-Day DL (Sprained right ankle) |
| 8/23 | Tyler Chatwood, P | Placed on 10-Day DL (Left hip tightness) |
| 8/23 | Dillon Maples, P | Called Up from Minors |
| 8/23 | Dillon Maples, P | Sent to Minors |
| 8/22 | Addison Russell, SS | Placed on 10-Day DL (Sprained left middle finger) |
| 8/21 | Daniel Murphy, 2B | Cleared Waivers/Traded Washington (for INF Andrew Monasterio) |
| 8/20 | Yu Darvish, P | Recalled From Minors Rehab Assignment |
| 8/19 | Yu Darvish, P | Sent to Minors For Rehabilitation |
| 8/17 | Mike Montgomery, P | Placed on 10-Day DL (Left shoulder inflammation) |
| 8/17 | Randy Rosario, P | Called Up from Minors |
| 8/15 | Terrance Gore, LF | Traded Kansas City (for cash considerations) |
| 8/12 | Anthony Bass, P | Recalled From Minors Rehab Assignment |
| 8/12 | Anthony Bass, P | Removed From 10-Day DL (Right mid-thoracic strain) |
| 8/12 | Anthony Bass, P | Outrighted to Minors |
| 8/10 | Yu Darvish, P | Transferred to 60-Day DL (Right triceps tendinitis) |
| 8/10 | Jorge De La Rosa, P | Signed as Free Agent ( 2018)(one-year contract) |
| 8/10 | Ryan Webb, P | Released |
| 8/8 | Randy Rosario, P | Sent to Minors |
| 8/5 | Anthony Bass, P | Sent to Minors For Rehabilitation |
| 8/3 | Brian Duensing, P | Placed on 10-Day DL (Left shoulder inflammation) |
| 8/3 | Randy Rosario, P | Called Up from Minors |
| 7/31 | Justin Hancock, P | Transferred to 60-Day DL (Right shoulder inflammation) |
| 7/31 | Brandon Kintzler, P | Traded Washington (for RHP Jhon Romero) |
| 7/31 | Randy Rosario, P | Sent to Minors |
| 7/28 | Cory Mazzoni, P | Called Up from Minors |
| 7/28 | Cory Mazzoni, P | Sent to Minors |
| 7/27 | Cole Hamels, P | Traded Texas (for RHP Eddie Butler, four-player deal) |
| 7/27 | Alec Mills, P | Called Up from Minors |
| 7/27 | Alec Mills, P | Sent to Minors |
| 7/26 | David Bote, 3B | Called Up from Minors |
| 7/26 | Kris Bryant, 3B | Placed on 10-Day DL (Left shoulder inflammation) |
| 7/24 | Eddie Butler, P | Recalled From Minors Rehab Assignment |
| 7/24 | Eddie Butler, P | Removed From 60-Day DL (Right groin strain) |
| 7/23 | Luke Farrell, P | Sent to Minors |
| 7/22 | Luke Farrell, P | Called Up from Minors |
| 7/21 | Anthony Bass, P | Placed on 10-Day DL (Right mid-thoracic strain) |
| 7/21 | Luke Farrell, P | Called Up from Minors (recalled as 26th roster player) |
| 7/21 | Luke Farrell, P | Return of 26th man |
| 7/21 | Dillon Maples, P | Called Up from Minors |
| 7/21 | Dillon Maples, P | Sent to Minors |
| 7/20 | James Norwood, P | Sent to Minors |
| 7/19 | Albert Almora Jr., CF | Reinstated from Bereavement/Family Medical Emergency List |
| 7/19 | Jesse Chávez, P | Traded Texas (for LHP Tyler Thomas) |
| 7/19 | Brandon Morrow, P | Placed on 10-Day DL (Right biceps inflammation) |
| 7/19 | James Norwood, P | Called Up from Minors |
| 7/17 | Anthony Bass, P | Sent to Minors For Rehabilitation |
| 7/17 | Anthony Bass, P | Recalled From Minors Rehab Assignment |
| 7/17 | Anthony Bass, P | Removed From 10-Day DL (Illness) |
| 7/17 | James Norwood, P | Sent to Minors |
| 7/16 | Carl Edwards Jr., P | Reinstated from Paternity Leave List |
| 7/15 | Albert Almora Jr., CF | Placed on Bereavement/Family Medical Emergency List |
| 7/15 | David Bote, 3B | Called Up from Minors |
| 7/15 | David Bote, 3B | Sent to Minors |
| 7/15 | Rob Zastryzny, P | Sent to Minors |
| 7/14 | Carl Edwards Jr., P | Placed on Paternity Leave List |
| 7/14 | Rob Zastryzny, P | Called Up from Minors |
| 7/13 | Brian Duensing, P | Recalled From Minors Rehab Assignment |
| 7/13 | Brian Duensing, P | Removed From 10-Day DL (Left shoulder fatigue) |
| 7/11 | Kris Bryant, 3B | Removed From 10-Day DL (Left shoulder inflammation) |
| 7/11 | Kris Bryant, 3B | Recalled From Minors Rehab Assignment |
| 7/11 | Luke Farrell, P | Sent to Minors |
| 7/10 | David Bote, 3B | Sent to Minors |
| 7/10 | Brian Duensing, P | Sent to Minors For Rehabilitation |
| 7/9 | Kris Bryant, 3B | Sent to Minors For Rehabilitation |
| 7/8 | Anthony Bass, P | Placed on 10-Day DL (Illness) |
| 7/8 | James Norwood, P | Purchased From Minors |
| 7/6 | Oscar De La Cruz, P | Suspension Announced By League (80 games for violating MLB drug program) |
| 7/6 | Oscar De La Cruz, P | Starting to Serve Illegal Substance Suspension |
| 7/6 | Carl Edwards Jr., P | Recalled From Minors Rehab Assignment |
| 7/6 | Carl Edwards Jr., P | Removed From 10-Day DL (Right shoulder inflammation) |
| 7/6 | Chris Gimenez, C | Outrighted to Minors |
| 7/5 | Casey Coleman, P | Signed to a Minor League Contract |
| 7/5 | Dillon Maples, P | Sent to Minors |
| 7/5 | Rob Zastryzny, P | Sent to Minors For Rehabilitation |
| 7/5 | Rob Zastryzny, P | Recalled From Minors Rehab Assignment |
| 7/5 | Rob Zastryzny, P | Removed From 10-Day DL (Back spasms) |
| 7/5 | Rob Zastryzny, P | Sent to Minors |
| 7/4 | Victor Caratini, C | Called Up from Minors |
| 7/4 | Chris Gimenez, C | Designated for Assignment |
| 7/2 | Shane Victorino, RF | Retired |
| 7/1 | Brian Duensing, P | Placed on 10-Day DL (Left shoulder fatigue) |
| 7/1 | Dillon Maples, P | Called Up from Minors |
| 6/30 | Eddie Butler, P | Sent to Minors For Rehabilitation |
| 6/29 | Carl Edwards Jr., P | Sent to Minors For Rehabilitation |
| 6/28 | Tyler Chatwood, P | Reinstated from Paternity Leave List |
| 6/28 | Yu Darvish, P | Recalled From Minors Rehab Assignment |
| 6/27 | Dillon Maples, P | Sent to Minors |
| 6/27 | Brandon Morrow, P | Removed From 10-Day DL (Lower back tightness) |
| 6/26 | David Bote, 3B | Called Up from Minors |
| 6/26 | Kris Bryant, 3B | Placed on 10-Day DL (Left shoulder inflammation) |
| 6/26 | Luke Farrell, P | Called Up from Minors |
| 6/26 | Justin Hancock, P | Placed on 10-Day DL (Right shoulder inflammation) |
| 6/26 | Dillon Maples, P | Called Up from Minors |
| 6/26 | Cory Mazzoni, P | Sent to Minors |
| 6/26 | Shae Simmons, P | Refused Minor League Assignment - Free Agent |
| 6/25 | Tyler Chatwood, P | Placed on Paternity Leave List |
| 6/25 | Yu Darvish, P | Sent to Minors For Rehabilitation |
| 6/25 | Shae Simmons, P | Called Up from Minors - Not to Report |
| 6/25 | Shae Simmons, P | Outrighted to Minors |
| 6/25 | Duane Underwood Jr., P | Called Up from Minors |
| 6/25 | Duane Underwood Jr., P | Sent to Minors |
| 6/24 | Justin Hancock, P | Called Up from Minors |
| 6/24 | Cory Mazzoni, P | Called Up from Minors |
| 6/24 | Rob Zastryzny, P | Placed on 10-Day DL (Back spasms) |
| 6/23 | Luke Farrell, P | Sent to Minors |
| 6/22 | Brian Duensing, P | Reinstated from Bereavement/Family Medical Emergency List |
| 6/22 | Justin Hancock, P | Sent to Minors |
| 6/20 | Justin Hancock, P | Called Up from Minors |
| 6/20 | Brandon Morrow, P | Placed on 10-Day DL (Lower back tightness) |
| 6/19 | Justin Hancock, P | Called Up from Minors (recalled as 26th roster player) |
| 6/19 | Justin Hancock, P | Return of 26th man |
| 6/18 | Brian Duensing, P | Placed on Bereavement/Family Medical Emergency List |
| 6/18 | Rob Zastryzny, P | Called Up from Minors |
| 6/15 | Efren Navarro, 1B | Signed to Play in Japan (Hanshin Tigers) |
| 6/11 | Anthony Bass, P | Purchased From Minors |
| 6/11 | Eddie Butler, P | Transferred to 60-Day DL (Right groin strain) |
| 6/11 | Ryan Webb, P | Signed to a Minor League Contract |
| 6/10 | Cory Mazzoni, P | Sent to Minors |
| 5/30 | Carl Edwards Jr., P | Placed on 10-Day DL (Right shoulder inflammation) |
| 5/30 | Cory Mazzoni, P | Called Up from Minors |
| 5/29 | Efren Navarro, 1B | Outrighted to Minors |
| 5/28 | Luke Farrell, P | Called Up from Minors |
| 5/27 | Justin Hancock, P | Sent to Minors |
| 5/26 | Yu Darvish, P | Placed on 10-Day DL (Right triceps tendinitis) |
| 5/26 | Chris Gimenez, C | Purchased From Minors |
| 5/26 | Efren Navarro, 1B | Designated for Assignment |
| 5/26 | Randy Rosario, P | Called Up from Minors |
| 5/25 | Victor Caratini, C | Sent to Minors |
| 5/19 | Randy Rosario, P | Called Up from Minors (recalled as 26th roster player) |
| 5/19 | Randy Rosario, P | Return of 26th man |
| 5/18 | Jason Heyward, RF | Removed From 10-Day DL (Concussion) |
| 5/18 | Randy Rosario, P | Sent to Minors |
| 5/17 | Randy Rosario, P | Called Up from Minors |
| 5/16 | David Bote, 3B | Sent to Minors |
| 5/16 | Jason Heyward, RF | Transferred to 10-Day DL (Concussion) |
| 5/15 | Yu Darvish, P | Removed From 10-Day DL (Parainfluenza virus) |
| 5/14 | Mark Zagunis, RF | Sent to Minors |
| 5/9 | Justin Hancock, P | Purchased From Minors |
| 5/9 | Mark Zagunis, RF | Called Up from Minors |
| 5/8 | David Bote, 3B | Called Up from Minors |
| 5/8 | Jason Heyward, RF | Placed on 7-Day DL (Concussion) |
| 5/8 | Jen-Ho Tseng, P | Called Up from Minors |
| 5/8 | Jen-Ho Tseng, P | Sent to Minors |
| 5/8 | Rob Zastryzny, P | Called Up from Minors |
| 5/8 | Rob Zastryzny, P | Sent to Minors |
| 5/7 | Yu Darvish, P | Placed on 10-Day DL (Parainfluenza virus) |
| 5/7 | Luke Farrell, P | Sent to Minors |
| 5/7 | Cory Mazzoni, P | Called Up from Minors |
| 5/7 | Cory Mazzoni, P | Sent to Minors |
| 5/5 | Lane Adams, LF | Signed to a Minor League Contract |
| 4/28 | Ben Zobrist, 2B | Removed From 10-Day DL (Back tightness) |
| 4/27 | David Bote, 3B | Sent to Minors |
| 4/21 | David Bote, 3B | Called Up from Minors |
| 4/21 | Ben Zobrist, 2B | Placed on 10-Day DL (Back tightness) |
| 4/20 | Eddie Butler, P | Placed on 10-Day DL (Right groin strain) |
| 4/20 | Luke Farrell, P | Called Up from Minors |
| 4/17 | Anthony Rizzo, 1B | Removed From 10-Day DL (Lower back tightness) |
| 4/14 | Efren Navarro, 1B | Sent to Minors |
| 4/10 | Efren Navarro, 1B | Purchased From Minors |
| 4/9 | Anthony Rizzo, 1B | Placed on 10-Day DL (Lower back tightness) |
| 3/29 | Chris Coghlan, LF | Signed to a Minor League Contract |
| 3/29 | Cory Mazzoni, P | Acquired Off Waivers Los Angeles |
| 3/29 | Cory Mazzoni, P | Sent to Minors |
| 3/27 | Cory Mazzoni, P | Called Up from Minors - Not to Report |
| 3/27 | Shae Simmons, P | Sent to Minors |
| 3/24 | Peter Bourjos, CF | Released |
| 3/23 | Randy Rosario, P | Sent to Minors |
| 3/21 | Dario Alvarez, P | Called Up from Minors - Not to Report |
| 3/17 | Justin Grimm, P | Cleared Waivers and Became a Free Agent |
| 3/16 | Dillon Maples, P | Sent to Minors |
| 3/16 | Mark Zagunis, RF | Sent to Minors |
| 3/15 | Justin Grimm, P | Released |
| 3/13 | Dario Alvarez, P | Sent to Minors |
| 3/13 | David Bote, 3B | Sent to Minors |
| 3/13 | Luke Farrell, P | Sent to Minors |
| 3/13 | Cory Mazzoni, P | Sent to Minors |
| 3/13 | Alec Mills, P | Sent to Minors |
| 3/13 | Jen-Ho Tseng, P | Sent to Minors |
| 3/13 | Rob Zastryzny, P | Sent to Minors |
| 3/9 | Adbert Alzolay, P | Sent to Minors |
| 3/9 | Oscar De La Cruz, P | Sent to Minors |
| 3/9 | Koji Uehara, P | Signed to Play in Japan (Yomiuri Giants) |
| 3/9 | Duane Underwood Jr., P | Sent to Minors |
| 3/2 | Allen Webster, P | Signed to a Minor League Contract |
| 2/16 | Shae Simmons, P | Signed as Free Agent ( 2018)(one-year contract) |
| 2/14 | Drew Smyly, P | Placed on 60-Day DL (Recovery from left elbow surgery) |
| 2/13 | Yu Darvish, P | Signed as Free Agent ( 2018-2023)(six-year contract) |
| 2/8 | Justin Grimm, P | Signed ( 2018)(loses arbitration) |
| 2/1 | Peter Bourjos, CF | Signed to a Minor League Contract |
| 1/28 | Efren Navarro, 1B | Signed to a Minor League Contract |
| 1/26 | Michael Roth, P | Signed to a Minor League Contract |
| 1/22 | Chris Gimenez, C | Signed to a Minor League Contract |
| 1/21 | Brian Duensing, P | Signed as Free Agent ( 2018-2019)(two-year contract) |
| 1/12 | Kris Bryant, 3B | Signed ( 2018)(avoids arbitration) |
| 1/12 | Kyle Hendricks, P | Signed ( 2018)(avoids arbitration) |
| 1/12 | Tommy La Stella, 2B | Signed ( 2018)(avoids arbitration) |
| 1/12 | Addison Russell, SS | Signed ( 2018)(avoids arbitration) |
| 1/12 | Justin Wilson, P | Signed ( 2018)(avoids arbitration) |
| 12/28 | Kyle Ryan, P | Signed to a Minor League Contract |
| 12/22 | Anthony Bass, P | Signed to a Minor League Contract |
| 12/21 | Taylor Davis, C | Signed to a Minor League Contract |
| 12/16 | Steve Cishek, P | Signed as Free Agent ( 2018-2019)(two-year contract) |
| 12/12 | Brandon Morrow, P | Signed as Free Agent ( 2018-2019; Opt 2020)(two-year contract) |
| 12/12 | Drew Smyly, P | Signed as Free Agent ( 2018-2019)(two-year contract) |
| 12/7 | Tyler Chatwood, P | Signed as Free Agent ( 2018-2020)(three-year contract) |
| 12/4 | Matt Carasiti, P | Signed to Play in Japan (Yakult Swallows) |
| 12/4 | Matt Carasiti, P | Cleared Waivers and Became a Free Agent |
| 12/1 | Taylor Davis, C | Free Agent - No Contract Offer (non-tendered) |
| 12/1 | Héctor Rondón, P | Free Agent - No Contract Offer (non-tendered) |
| 11/30 | Matt Carasiti, P | Released |
| 11/29 | Dario Alvarez, P | Signed as Free Agent ( 2018)(one-year contract) |
| 11/20 | Adbert Alzolay, P | Purchased From Minors |
| 11/20 | David Bote, 3B | Purchased From Minors |
| 11/20 | Oscar De La Cruz, P | Purchased From Minors |
| 11/20 | Jacob Hannemann, CF | Outrighted to Minors |
| 11/6 | Jake Arrieta, P | Tendered Qualifying Offer (declined) |
| 11/6 | Matt Carasiti, P | Purchased From Minors |
| 11/6 | Wade Davis, P | Tendered Qualifying Offer (declined) |
| 11/6 | Leonys Martin, CF | Outrighted to Minors |
| 11/6 | Leonys Martin, CF | Refused Minor League Assignment - Free Agent |
| 11/6 | Cory Mazzoni, P | Acquired Off Waivers San Diego |
| 11/3 | Randy Rosario, P | Acquired Off Waivers Minnesota |
| 11/2 | Jake Arrieta, P | Declared Free Agency |
| 11/2 | Alex Avila, C | Declared Free Agency |
| 11/2 | Wade Davis, P | Declared Free Agency |
| 11/2 | Brian Duensing, P | Declared Free Agency |
| 11/2 | Mike Freeman, SS | Outrighted to Minors |
| 11/2 | Jon Jay, CF | Declared Free Agency |
| 11/2 | John Lackey, P | Declared Free Agency |
| 11/2 | René Rivera, C | Declared Free Agency |
| 11/2 | Koji Uehara, P | Declared Free Agency |
| 10/26 | Mike Freeman, SS | Designated for Assignment |
| 10/26 | Jacob Hannemann, CF | Acquired Off Waivers Seattle |
| 10/4 | Luke Farrell, P | Acquired Off Waivers Cincinnati |
| 10/4 | Felix Peña, P | Designated for Assignment |
| 10/2 | Eddie Butler, P | Called Up from Minors |
| 10/2 | Alec Mills, P | Called Up from Minors |
| 10/2 | Duane Underwood Jr., P | Called Up from Minors |
| 10/2 | Mark Zagunis, RF | Called Up from Minors |
Last updated Oct. 21, 1:37 A.M. ET
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