| Friday, December 21st, 2018 |
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| Signed free agent LF José Estrada to a 3-year contract worth a total of $71,000,000. |
| Wednesday, December 5th, 2018 |
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| Signed CL Alfonso Ramos to a 4-year contract extension worth a total of $4,720,000. | | Signed SP Carlos López to a 2-year contract extension worth a total of $4,140,000. |
| Sunday, December 2nd, 2018 |
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| Signed SP Bernardo Miranda to a 4-year contract extension worth a total of $10,060,000. |
| Saturday, December 1st, 2018 |
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| Signed free agent 1B Héctor Núñez to a 3-year contract worth a total of $13,700,000. | | Traded 18-year-old minor league center fielder Ronaldo Gois to the Toronto Titans, getting 19-year-old minor league catcher Tadakuni Sugiyama in return. | | Traded 23-year-old minor league shortstop Alberto Velásquez to the Toronto Titans, getting 22-year-old minor league shortstop Will Brown in return. | | Drafted RF Nick Davis in the 2018 Rule 5 Draft (Round 1, Pick 24, 24th overall Pick), from the Chicago Machine. | | Lost MR Luis Silva in the Rule 5 Draft to the Madison Bombers. | | Lost SP Yasuyuki Ishii in the Rule 5 Draft to the Vista Panthers. | | Drafted C David Raymos in the 2018 Rule 5 Draft (Round 2, Pick 24, 52nd overall Pick), from the Chicago Machine. | | Drafted CL José Rivera in the 2018 Rule 5 Draft (Round 3, Pick 24, 80th overall Pick), from the San Francisco Bandits. | | Drafted MR Biagio Muscetta in the 2018 Rule 5 Draft (Round 4, Pick 24, 108th overall Pick), from the Chicago Machine. | | Lost 1B Domingo Bueno in the Rule 5 Draft to the St Charles Sheens. | | Lost SP Carl Lewis in the Rule 5 Draft to the St Charles Sheens. |
| Wednesday, November 28th, 2018 |
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| Signed SS Sadayoshi Kato to a 4-year contract extension worth a total of $4,580,000. |
| Tuesday, November 27th, 2018 |
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| Signed SP Jaime Guzmán to a 4-year contract extension worth a total of $8,860,000. |
| Tuesday, November 20th, 2018 |
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| SS Sadayoshi Kato received a 1-year contract through automatic renewal worth a total of $400,000. | | CL Alfonso Ramos received a 1-year contract through automatic renewal worth a total of $400,000. | | 2B Júlio Pacheco received a 1-year contract through automatic renewal worth a total of $400,000. | | SP Bernardo Miranda received a 1-year contract through automatic renewal worth a total of $400,000. | | CF Clinton Clark received a 1-year contract through automatic renewal worth a total of $400,000. | | CF Shih-k'ai Huang received a 1-year contract through automatic renewal worth a total of $400,000. | | RF Yoshihide Takahashi received a 1-year contract through automatic renewal worth a total of $400,000. | | SS Santiago Vallés received a 1-year contract through automatic renewal worth a total of $400,000. |
| Saturday, November 17th, 2018 |
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| SS Jesús Díaz received a 1-year contract through arbitration worth a total of $850,000. |
| Saturday, October 27th, 2018 |
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| GM Jonathan Ivory retires. |
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