| | | | | | | | | | | _White_Sox.png) | Major Transactions |
| | | | Tuesday, October 4th, 1966 | | Signed free agent LF W. Stargell to a 5-year contract worth a total of $418,000. |
| Tuesday, September 6th, 1966 | | Signed MR H. Score to a 1-year contract extension worth a total of $37,600. |
| Sunday, September 4th, 1966 | | Signed 3B E. Mathews to a 3-year contract extension worth a total of $4,032,000. |
| Wednesday, February 16th, 1966 | | Signed free agent 1B J. Cunningham to a 3-year contract worth a total of $3,233,400. | | Signed free agent MR H. Score to a 1-year contract worth a total of $24,774. |
| Sunday, November 21st, 1965 | | Signed SP R. Herbert to a 2-year contract extension worth a total of $249,600. |
| Tuesday, November 16th, 1965 | | MR J. Brosnan becomes a free-agent. | | CF K. Henderson received a 1-year contract through automatic renewal worth a total of $24,774. | | 1B J. Cunningham becomes a free-agent. | | C J. Martin becomes a free-agent. | | C C. Blefary received a 1-year contract through automatic renewal worth a total of $24,774. | | SS B. Campaneris received a 1-year contract through automatic renewal worth a total of $24,774. | | SS M. Belanger received a 1-year contract through automatic renewal worth a total of $24,774. | | SP P. Niekro received a 1-year contract through automatic renewal worth a total of $24,774. | | MR M. Degerick received a 1-year contract through automatic renewal worth a total of $24,774. | | SP B. Hands received a 1-year contract through automatic renewal worth a total of $24,774. | | 1B R. Joseph received a 1-year contract through automatic renewal worth a total of $24,774. | | 2B D. Kenworthy received a 1-year contract through automatic renewal worth a total of $24,774. | | Purchased the contract of 1B B. Farley from Triple A Indianapolis. |
| Saturday, November 13th, 1965 | | 2B J. Hart received a 1-year contract through arbitration worth a total of $358,688. | | CF B. McCall received a 1-year contract through arbitration worth a total of $157,104. | | CF J. Gosger received a 1-year contract through arbitration worth a total of $254,464. | | MR D. Schneider received a 1-year contract through arbitration worth a total of $24,774. | | SP B. Sadowski received a 1-year contract through arbitration worth a total of $24,774. | | SP J. Horlen received a 1-year contract through arbitration worth a total of $184,384. | | 2B A. Weis received a 1-year contract through arbitration worth a total of $24,774. | | 1B B. Farley received a 1-year contract through arbitration worth a total of $24,774. |
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