| | | Monday, December 22nd, 2042 | | Signed SP John Ford to a 1-year contract extension worth a total of $2,000,000. |
| Monday, December 15th, 2042 | | Signed free agent SP Yoshida Nishi to a 6-year contract worth a total of $32,140,000. |
| Friday, December 5th, 2042 | | Signed SP Norman Brooks to a 3-year contract extension worth a total of $3,060,000. |
| Saturday, November 15th, 2042 | | MR David Rivera becomes a free-agent. | | 2B Mark Wiley received a 1-year contract through automatic renewal worth a total of $390,000. | | MR Arnie Collins received a 1-year contract through automatic renewal worth a total of $300,000. | | LF Terry Melton received a 1-year contract through automatic renewal worth a total of $300,000. | | MR Brad Woodward received a 1-year contract through automatic renewal worth a total of $450,000. | | CF Thom Charles becomes a free-agent. | | 3B Phil Colvin becomes a free-agent. |
| Wednesday, November 12th, 2042 | | SP Norman Brooks received a 1-year contract through arbitration worth a total of $800,000. | | RF Juan Silva received a 1-year contract through arbitration worth a total of $450,000. |
| Monday, September 29th, 2042 | | Signed 1B Joey Gray to a 2-year contract extension worth a total of $11,680,000. |
| Sunday, September 21st, 2042 | | Signed SP Domingo Negrón to a 1-year contract extension worth a total of $2,300,000. |
| Saturday, September 6th, 2042 | | Signed SP John Ford to a 1-year contract extension worth a total of $1,700,000. |
| Sunday, August 17th, 2042 | | Signed free agent CF Thomas Robinson to a 1-year contract worth a total of $300,000. | | Signed free agent SP Domingo Negrón to a 1-year contract worth a total of $2,000,000. | | Signed free agent CF Walt Thompson to a 1-year contract worth a total of $320,000. |
| Friday, August 1st, 2042 | | Demoted 2B Mark Wiley to Triple A Iowa. | | Purchased the contract of SP Arnie Collins from Double A Tennessee. | | Demoted MR Roberto Cortéz to Triple A Iowa. | | Traded 22-year-old closer Joe Brown to the St. Louis Cardinals, getting 31-year-old first baseman Joey Gray in return. | | Placed 1B Joey Gray on the active roster. | | Traded 23-year-old reliever Arturo Viera, 23-year-old reliever Maxime Fontaine and 24-year-old reliever Cal White to the Florida Marlins, getting 40-year-old third baseman Phil Colvin in return. | | Placed 3B Phil Colvin on the active roster. | | Traded 20-year-old second baseman Benedict Proctor, 18-year-old first baseman Pedro Jiménez, 18-year-old reliever Cory Hudson, 27-year-old starting pitcher Justin Washington, 28-year-old second baseman Martin Whitaker, 25-year-old left fielder Ryan West, 33-year-old center fielder Otis May and 21-year-old starting pitcher Dan Miller to the New York (A) Yankees, getting 24-year-old right fielder Bill Hood, 36-year-old minor league starting pitcher Juan Zamora and 32-year-old center fielder Thom Charles in return. | | Placed RF Bill Hood on the active roster. | | Placed CF Thom Charles on the active roster. | | Placed SP Juan Zamora on the active roster. |
| Tuesday, June 3rd, 2042 | | Signed MR José Luna to a 3-year contract extension worth a total of $11,400,000. |
| Thursday, May 1st, 2042 | | Traded 23-year-old minor league starting pitcher Matt Brennan and 23-year-old minor league starting pitcher Harvey Campbell to the Milwaukee Brewers, getting a 1st round draft pick and a 3rd round draft pick in return. |
| Wednesday, April 2nd, 2042 | | Signed free agent MR Tomás Zapata to a 1-year contract worth a total of $350,000. |
| Friday, March 21st, 2042 | | Signed 3B Mack Collins to a 4-year contract extension worth a total of $26,400,000. |
| Sunday, March 16th, 2042 | | Designated 2B Joseph Howard for assignment. | | Traded 30-year-old center fielder Bill Pennington, 33-year-old closer Johnny Herman, 26-year-old first baseman Mike Collins, 26-year-old shortstop Jaime Patino, 21-year-old left fielder Steve Epley, 20-year-old starting pitcher Vincent Dufour and 19-year-old starting pitcher John Jones to the Detroit Tigers, getting 26-year-old starting pitcher Dave Miller in return. | | Placed SP Dave Miller on the active roster. | | Traded 29-year-old second baseman Joseph Howard to the Minnesota Twins, getting 27-year-old minor league starting pitcher Justin Washington, 23-year-old minor league reliever Steve Williams and 31-year-old third baseman Paul Shepard in return. | | Placed 3B Paul Shepard on the active roster. |
| Wednesday, March 5th, 2042 | | Signed CL Johnny Herman to a 2-year contract extension worth a total of $8,100,000. |
| Saturday, January 11th, 2042 | | Signed free agent SS Ken Adams to a 1-year contract worth a total of $450,000. |
| Thursday, January 2nd, 2042 | | Signed 2B Joseph Howard to a 3-year contract extension worth a total of $46,800,000. |
| Sunday, December 29th, 2041 | | Signed free agent MR Brad Woodward to a 1-year contract worth a total of $450,000. |
| Friday, December 27th, 2041 | | Signed free agent CF Bill Pennington to a 4-year contract worth a total of $25,200,000. | | Signed free agent 2B Mark Wiley to a 1-year contract worth a total of $390,000. |
| Friday, December 20th, 2041 | | Signed free agent SP Arnie Collins to a 1-year contract worth a total of $300,000. |
| Wednesday, December 18th, 2041 | | Signed free agent MR Santiago Martínez to a 3-year contract worth a total of $1,875,000. |
| Thursday, November 21st, 2041 | | Signed free agent CL Jaime Castro to a 2-year contract worth a total of $2,680,000. |
| Monday, November 18th, 2041 | | SS C. Shaw received a 1-year contract through automatic renewal worth a total of $300,000. | | MR J. Encarnación received a 1-year contract through automatic renewal worth a total of $300,000. | | MR J. Soto received a 1-year contract through automatic renewal worth a total of $1,450,000. | | SP N. Brooks received a 1-year contract through automatic renewal worth a total of $300,000. | | MR F. López received a 1-year contract through automatic renewal worth a total of $300,000. | | MR Á. López becomes a free-agent. | | MR M. Moss received a 1-year contract through automatic renewal worth a total of $300,000. | | 1B M. Collins received a 1-year contract through automatic renewal worth a total of $300,000. | | CF A. Pérez received a 1-year contract through automatic renewal worth a total of $300,000. | | 2B M. Whitaker received a 1-year contract through automatic renewal worth a total of $300,000. | | SP J. MacPhater received a 1-year contract through automatic renewal worth a total of $300,000. | | CF R. West received a 1-year contract through automatic renewal worth a total of $300,000. | | 2B N. McDowell becomes a free-agent. |
| Friday, November 15th, 2041 | | SP J. Ford received a 1-year contract through arbitration worth a total of $800,000. | | MR J. Gutiérrez received a 1-year contract through arbitration worth a total of $650,000. | | SP D. Rivera received a 1-year contract through arbitration worth a total of $450,000. | | SS C. Brewster becomes a free-agent. | | SS M. Collins received a 1-year contract through arbitration worth a total of $6,125,000. | | LF A. Villalobos becomes a free-agent. | | MR D. White received a 1-year contract through arbitration worth a total of $3,200,000. |
| Thursday, November 14th, 2041 | | Signed free agent MR J. Lara to a 2-year contract worth a total of $740,000. |
| Wednesday, October 30th, 2041 | | Signed LF R. Quick to a 3-year contract extension worth a total of $2,610,000. | | Signed MR L. Carnell to a 2-year contract extension worth a total of $900,000. | | Signed CF W. Thompson to a 2-year contract extension worth a total of $1,340,000. |
| Monday, October 28th, 2041 | | Signed CF M. Nakamura to a 3-year contract extension worth a total of $1,950,000. |
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_cubs_110.png "Chicago (N) Cubs")
