| | | Saturday, September 20th, 1969 | | Placed CF Kevin Grenier on the 9-day disabled list. |
| Wednesday, September 3rd, 1969 | | Placed 2B Ron Childress on the 9-day disabled list. |
| Tuesday, August 12th, 1969 | | Signed Quentin Miles to a minor league contract with a signing bonus of $100,400. |
| Sunday, August 10th, 1969 | | Signed Bill Keys to a minor league contract with a signing bonus of $6,300. |
| Tuesday, July 22nd, 1969 | | 1B Román Medina was designated for assignment and placed on waivers (from active). |
| Sunday, July 13th, 1969 | | Signed José Guerrero to a minor league contract with a signing bonus of $120,000. |
| Thursday, July 3rd, 1969 | | Activated MR Tim Johnson from the disabled list. | | MR Tracy Smith was designated for assignment and placed on waivers (from active). |
| Wednesday, June 18th, 1969 | | Signed Dan Foster to a minor league contract with a signing bonus of $23,000. |
| Tuesday, April 1st, 1969 | | Placed C Ángel Acevedo on the 9-day disabled list. |
| Saturday, February 15th, 1969 | | Recalled 1B Randy Fell from Double A San Antonio. | | MR Juan Júlio was designated for assignment, placed on waivers and taken off the 40-man roster. |
| Sunday, February 9th, 1969 | | Recalled 1B Román Medina from Triple A Vaughan. | | RF Yi-ping Lang was designated for assignment and placed on waivers (from active). |
| Monday, December 23rd, 1968 | | Signed free agent 1B Lorenzo Reyes to a 1-year contract worth a total of $25,900. | | 1B Bob Bell was designated for assignment and placed on waivers (from active). |
| Monday, December 2nd, 1968 | | Signed free agent 3B Jeff Womack to a 1-year contract worth a total of $26,500. | | Demoted SS Pat O'Quinn to Triple A Vaughan. |
| Sunday, October 27th, 1968 | | Signed bench coach Howard Watkins to a 5-year, $39,300 per year contract. |
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