| 1969-04-08 | @ KCA | 1 | L 3-4 | 0-1 | 5 | 17,688 | Tom Hall | Wally Bunker | Moe Drabowsky | Joe Grzenda | | 3 | 4 | -1 |
| 1969-04-09 | @ KCA | 2 | L 3-4 | 0-2 | 6 | 13,731 | Jim Kaat | Roger Nelson | Tom Burgmeier | Bob Miller | | 6 | 8 | -2 |
| 1969-04-11 | @ CAL | 3 | L 3-5 | 0-3 | 6 | 9,174 | Jim Perry | George Brunet | George Brunet | Jim Perry | Hoyt Wilhelm | 9 | 13 | -4 |
| 1969-04-12 | @ CAL | 4 | L 3-4 | 0-4 | 6 | 10,609 | Dave Boswell | Rudy May | Rudy May | Dave Boswell | Hoyt Wilhelm | 12 | 17 | -5 |
| 1969-04-13 | @ CAL | 5 | W 5-4 | 1-4 | 6 | 17,614 | Dick Woodson | Tom Murphy | Ron Perranoski | Pedro Borbon | Bob Miller | 17 | 21 | -4 |
| 1969-04-15 | @ OAK | 6 | W 5-4 | 2-4 | 6 | 2,381 | Jim Kaat | Catfish Hunter | Jim Kaat | Catfish Hunter | Ron Perranoski | 22 | 25 | -3 |
| 1969-04-16 | @ SE1 | 7 | W 6-4 | 3-4 | 4 | 7,329 | Dean Chance | Gary Bell | Ron Perranoski | Jack Aker | | 28 | 29 | -1 |
| 1969-04-18 | vs CAL | 8 | W 6-0 | 4-4 | 3 | 22,857 | Tom Hall | Rudy May | Tom Hall | Rudy May | | 34 | 29 | 5 |
| 1969-04-19 | vs CAL | 9 | W 6-5 | 5-4 | 2 | 13,038 | Jim Kaat | Tom Murphy | Ron Perranoski | Eddie Fisher | | 40 | 34 | 6 |
| 1969-04-20 | vs CAL | 10 | W 12-1 | 6-4 | 2 | 9,715 | Dave Boswell | Andy Messersmith | Dave Boswell | Andy Messersmith | | 52 | 35 | 17 |
| 1969-04-21 | vs OAK | 11 | W 8-4 | 7-4 | 1 | 4,130 | Dean Chance | Chuck Dobson | Dean Chance | Chuck Dobson | Bob Miller | 60 | 39 | 21 |
| 1969-04-22 | vs OAK | 12 | L 0-7 | 7-5 | 1 | 4,445 | Tom Hall | Rollie Fingers | Rollie Fingers | Tom Hall | | 60 | 46 | 14 |
| 1969-04-23 | vs OAK | 13 | W 7-6 | 8-5 | 1 | 4,482 | Jim Kaat | Catfish Hunter | Jim Perry | Catfish Hunter | Ron Perranoski | 67 | 52 | 15 |
| 1969-04-24 | vs OAK | 14 | L 4-6 | 8-6 | 3 | 7,085 | Dave Boswell | Blue Moon Odom | Blue Moon Odom | Dave Boswell | Lew Krausse | 71 | 58 | 13 |
| 1969-04-25 | @ CHA | 15 | L 5-6 | 8-7 | 4 | 9,336 | Tom Hall | Tommy John | Bob Locker | Ron Perranoski | | 76 | 64 | 12 |
| 1969-04-26 | @ CHA | 16 | W 12-1 | 9-7 | 2 | 5,314 | Dean Chance | Joe Horlen | Dean Chance | Joe Horlen | Joe Grzenda | 88 | 65 | 23 |
| 1969-04-27 | @ CHA | 17 | W 4-3 | 10-7 | 1 | 12,891 | Dave Boswell | Gary Peters | Dave Boswell | Gary Peters | | 92 | 68 | 24 |
| 1969-04-28 | vs KCA | 18 | W 4-0 | 11-7 | 1 | 3,425 | Jim Perry | Mike Hedlund | Jim Perry | Mike Hedlund | | 96 | 68 | 28 |
| 1969-04-29 | vs KCA | 19 | W 9-1 | 12-7 | 1 | 4,300 | Dick Woodson | Roger Nelson | Dick Woodson | Roger Nelson | | 105 | 69 | 36 |
| 1969-04-30 | vs SE1 | 20 | W 6-4 | 13-7 | 1 | 4,087 | Tom Hall | Gene Brabender | Tom Hall | Gene Brabender | Ron Perranoski | 111 | 73 | 38 |
| 1969-05-01 | vs SE1 | 21 | W 4-1 | 14-7 | 1 | 6,485 | Dave Boswell | Gary Bell | Dave Boswell | Gary Bell | Joe Grzenda | 115 | 74 | 41 |
| 1969-05-03 | vs CHA | 22 | W 3-1 | 15-7 | 1 | 14,315 | Jim Perry | Gary Peters | Jim Perry | Gary Peters | Ron Perranoski | 118 | 75 | 43 |
| 1969-05-04 | vs CHA | 23 | W 4-3 | 16-7 | 1 | 14,184 | Dick Woodson | Tommy John | Joe Grzenda | Bob Locker | Ron Perranoski | 122 | 78 | 44 |
| 1969-05-06 | @ CLE | 24 | L 0-1 | 16-8 | 1 | 5,464 | Dave Boswell | Sam McDowell | Sam McDowell | Dave Boswell | | 122 | 79 | 43 |
| 1969-05-07 | @ CLE | 25 | W 10-3 | 17-8 | 1 | 4,579 | Jim Kaat | Luis Tiant | Jim Kaat | Luis Tiant | | 132 | 82 | 50 |
| 1969-05-09 | @ DET | 26 | W 6-2 | 18-8 | 1 | 16,349 | Dean Chance | Earl Wilson | Dean Chance | Earl Wilson | Ron Perranoski | 138 | 84 | 54 |
| 1969-05-11 | @ DET | 27 | L 2-3 | 18-9 | 1 | 28,505 | Jim Kaat | Denny McLain | Denny McLain | Jim Kaat | Pat Dobson | 140 | 87 | 53 |
| 1969-05-13 | vs BAL | 28 | W 4-2 | 19-9 | 1 | 13,737 | Dave Boswell | Mike Cuellar | Dave Boswell | Mike Cuellar | Ron Perranoski | 144 | 89 | 55 |
| 1969-05-14 | vs BAL | 29 | L 8-9 | 19-10 | 1 | 17,696 | Dick Woodson | Tom Phoebus | Tom Phoebus | Dick Woodson | Eddie Watt | 152 | 98 | 54 |
| 1969-05-15 | vs BAL | 30 | L 0-5 | 19-11 | 2 | 11,423 | Jim Kaat | Dave McNally | Dave McNally | Jim Kaat | | 152 | 103 | 49 |
| 1969-05-17 | vs DET | 31 | L 0-6 | 19-12 | 2 | 17,803 | Dean Chance | Denny McLain | Denny McLain | Dean Chance | | 152 | 109 | 43 |
| 1969-05-18 | vs DET | 32 | L 2-8 | 19-13 | 2 | 20,778 | Dave Boswell | Mickey Lolich | Mickey Lolich | Dave Boswell | | 154 | 117 | 37 |
| 1969-05-20 | @ BAL | 33 | W 3-2 | 20-13 | 2 | 11,489 | Jim Kaat | Dave McNally | Jim Kaat | Marcelino Lopez | Ron Perranoski | 157 | 119 | 38 |
| 1969-05-21 | @ BAL | 34 | L 3-4 | 20-14 | 2 | 8,076 | Dave Boswell | Tom Phoebus | Tom Phoebus | Dave Boswell | Pete Richert | 160 | 123 | 37 |
| 1969-05-22 | @ BAL | 35 | L 2-6 | 20-15 | 2 | 8,493 | Jim Perry | Jim Hardin | Dick Hall | Ron Perranoski | Eddie Watt | 162 | 129 | 33 |
| 1969-05-23 | @ NYA | 36 | L 1-3 | 20-16 | 2 | 18,729 | Tom Hall | Mel Stottlemyre | Mel Stottlemyre | Tom Hall | | 163 | 132 | 31 |
| 1969-05-24 | @ NYA | 37 | W 2-1 | 21-16 | 1 | 10,482 | Jim Kaat | Bill Burbach | Jim Kaat | Bill Burbach | | 165 | 133 | 32 |
| 1969-05-25 | @ NYA | 38 | W 2-1 | 23-16 | 1 | 0 | Dave Boswell | Fritz Peterson | Dave Boswell | Fritz Peterson | | 167 | 134 | 33 |
| 1969-05-25 | @ NYA | 39 | W 3-2 | 23-16 | 1 | 57,445 | Dick Woodson | Stan Bahnsen | Dick Woodson | Stan Bahnsen | Ron Perranoski | 170 | 136 | 34 |
| 1969-05-26 | @ WS2 | 40 | W 7-1 | 24-16 | 1 | 4,734 | Jim Perry | Joe Coleman | Jim Perry | Joe Coleman | | 177 | 137 | 40 |
| 1969-05-27 | @ WS2 | 41 | L 1-5 | 24-17 | 1 | 5,982 | Tom Hall | Barry Moore | Barry Moore | Tom Hall | | 178 | 142 | 36 |
| 1969-05-28 | @ WS2 | 42 | L 3-4 | 24-18 | 1 | 4,372 | Jim Kaat | Frank Bertaina | Dennis Higgins | Jim Kaat | | 181 | 146 | 35 |
| 1969-05-30 | @ BOS | 43 | L 2-3 | 24-19 | 1 | 35,434 | Dave Boswell | Jim Lonborg | Jim Lonborg | Dave Boswell | Vicente Romo | 183 | 149 | 34 |
| 1969-05-31 | @ BOS | 44 | W 10-4 | 25-19 | 1 | 25,540 | Dick Woodson | Sonny Siebert | Dick Woodson | Sonny Siebert | Ron Perranoski | 193 | 153 | 40 |
| 1969-06-01 | @ BOS | 45 | L 2-5 | 25-20 | 1 | 29,207 | Jim Perry | Ray Culp | Ray Culp | Jim Perry | Sparky Lyle | 195 | 158 | 37 |
| 1969-06-02 | vs NYA | 46 | W 3-2 | 26-20 | 1 | 9,316 | Jim Kaat | Mike Kekich | Jim Kaat | Stan Bahnsen | | 198 | 160 | 38 |
| 1969-06-03 | vs NYA | 47 | W 4-0 | 27-20 | 1 | 13,182 | Dave Boswell | Fritz Peterson | Dave Boswell | Fritz Peterson | Ron Perranoski | 202 | 160 | 42 |
| 1969-06-04 | vs NYA | 48 | W 4-2 | 28-20 | 1 | 11,110 | Tom Hall | Mel Stottlemyre | Tom Hall | Mel Stottlemyre | Ron Perranoski | 206 | 162 | 44 |
| 1969-06-06 | vs WS2 | 49 | L 0-1 | 28-21 | 1 | 15,032 | Jim Kaat | Barry Moore | Barry Moore | Jim Kaat | Darold Knowles | 206 | 163 | 43 |
| 1969-06-07 | vs WS2 | 50 | W 10-1 | 29-21 | 1 | 15,415 | Dave Boswell | Jim Hannan | Dave Boswell | Jim Hannan | Bob Miller | 216 | 164 | 52 |
| 1969-06-08 | vs WS2 | 51 | L 5-7 | 29-22 | 1 | 20,486 | Jim Perry | Camilo Pascual | Casey Cox | Tom Hall | | 221 | 171 | 50 |
| 1969-06-09 | vs BOS | 52 | L 3-5 | 29-23 | 1 | 14,233 | Dick Woodson | Ray Jarvis | Ray Jarvis | Dick Woodson | Vicente Romo | 224 | 176 | 48 |
| 1969-06-10 | vs BOS | 53 | W 6-2 | 30-23 | 1 | 14,663 | Jim Kaat | Ray Culp | Jim Kaat | Ray Culp | | 230 | 178 | 52 |
| 1969-06-11 | vs BOS | 54 | L 5-13 | 30-24 | 1 | 15,687 | Dave Boswell | Mike Nagy | Sonny Siebert | Dave Boswell | | 235 | 191 | 44 |
| 1969-06-13 | vs CLE | 55 | L 4-6 | 30-25 | 1 | 14,218 | Jim Perry | Sam McDowell | Sam McDowell | Jim Perry | | 239 | 197 | 42 |
| 1969-06-14 | vs CLE | 56 | L 0-12 | 30-26 | 2 | 17,022 | Jim Kaat | Dick Ellsworth | Dick Ellsworth | Jim Kaat | | 239 | 209 | 30 |
| 1969-06-15 | vs CLE | 57 | W 3-2 | 31-26 | 2 | 20,712 | Dave Boswell | Steve Hargan | Dave Boswell | Steve Hargan | | 242 | 211 | 31 |
| 1969-06-16 | vs CAL | 58 | W 8-2 | 32-26 | 1 | 10,588 | Jim Perry | Tom Murphy | Jim Perry | Tom Murphy | | 250 | 213 | 37 |
| 1969-06-17 | vs CAL | 59 | L 1-13 | 32-27 | 2 | 12,836 | Danny Morris | Andy Messersmith | Andy Messersmith | Danny Morris | | 251 | 226 | 25 |
| 1969-06-18 | vs CAL | 60 | W 3-1 | 33-27 | 2 | 13,014 | Jim Kaat | Jim McGlothlin | Jim Kaat | Hoyt Wilhelm | | 254 | 227 | 27 |
| 1969-06-19 | vs CAL | 61 | W 8-1 | 34-27 | 2 | 14,050 | Dick Woodson | George Brunet | Dick Woodson | George Brunet | | 262 | 228 | 34 |
| 1969-06-20 | @ OAK | 62 | L 2-3 | 34-28 | 2 | 20,691 | Dave Boswell | Jim Nash | Marcel Lachemann | Bob Miller | | 264 | 231 | 33 |
| 1969-06-21 | @ OAK | 63 | W 14-4 | 35-28 | 2 | 16,973 | Jim Perry | Catfish Hunter | Joe Grzenda | Paul Lindblad | | 278 | 235 | 43 |
| 1969-06-22 | @ OAK | 64 | L 3-7 | 36-29 | 2 | 0 | Jim Kaat | Chuck Dobson | Chuck Dobson | Jim Kaat | | 281 | 242 | 39 |
| 1969-06-22 | @ OAK | 65 | W 4-3 | 36-29 | 2 | 31,715 | Bob Miller | Blue Moon Odom | Jim Perry | Rollie Fingers | Jim Kaat | 285 | 245 | 40 |
| 1969-06-23 | @ CAL | 66 | L 2-5 | 36-30 | 2 | 9,566 | Dick Woodson | George Brunet | George Brunet | Dick Woodson | Ken Tatum | 287 | 250 | 37 |
| 1969-06-24 | @ CAL | 67 | W 5-3 | 37-30 | 1 | 8,647 | Dave Boswell | Tom Murphy | Dave Boswell | Tom Murphy | | 292 | 253 | 39 |
| 1969-06-25 | @ CAL | 68 | W 3-2 | 38-30 | 1 | 9,605 | Jim Perry | Andy Messersmith | Ron Perranoski | Andy Messersmith | | 295 | 255 | 40 |
| 1969-06-26 | @ CAL | 69 | W 7-4 | 39-30 | 1 | 7,329 | Jim Kaat | Jim McGlothlin | Al Worthington | Jim McGlothlin | | 302 | 259 | 43 |
| 1969-06-27 | @ KCA | 70 | L 8-9 | 39-31 | 2 | 11,031 | Dick Woodson | Dick Drago | Moe Drabowsky | Ron Perranoski | | 310 | 268 | 42 |
| 1969-06-28 | @ KCA | 71 | L 4-7 | 39-32 | 2 | 10,283 | Dave Boswell | Bill Butler | Galen Cisco | Dave Boswell | Moe Drabowsky | 314 | 275 | 39 |
| 1969-06-29 | @ KCA | 72 | L 2-7 | 40-33 | 2 | 0 | Jim Perry | Wally Bunker | Wally Bunker | Jim Perry | | 316 | 282 | 34 |
| 1969-06-29 | @ KCA | 73 | W 12-2 | 40-33 | 2 | 16,738 | Jim Kaat | Jim Rooker | Jim Kaat | Jim Rooker | | 328 | 284 | 44 |
| 1969-06-30 | @ CHA | 74 | W 7-3 | 41-33 | 2 | 8,259 | Bob Miller | Joe Horlen | Bob Miller | Joe Horlen | Ron Perranoski | 335 | 287 | 48 |
| 1969-07-01 | @ CHA | 75 | W 10-5 | 42-33 | 2 | 7,609 | Jim Perry | Billy Wynne | Dick Woodson | Wilbur Wood | | 345 | 292 | 53 |
| 1969-07-02 | @ CHA | 76 | W 4-2 | 43-33 | 2 | 23,525 | Dave Boswell | Tommy John | Dave Boswell | Tommy John | Ron Perranoski | 349 | 294 | 55 |
| 1969-07-03 | @ CHA | 77 | L 4-5 | 43-34 | 2 | 2,946 | Jim Kaat | Gary Peters | Dan Osinski | Ron Perranoski | | 353 | 299 | 54 |
| 1969-07-04 | vs OAK | 78 | W 10-4 | 44-34 | 2 | 30,654 | Bob Miller | Catfish Hunter | Bob Miller | Catfish Hunter | | 363 | 303 | 60 |
| 1969-07-05 | vs OAK | 79 | W 13-1 | 45-34 | 1 | 21,673 | Jim Perry | Chuck Dobson | Jim Perry | Chuck Dobson | | 376 | 304 | 72 |
| 1969-07-06 | vs OAK | 80 | W 7-6 | 46-34 | 1 | 23,611 | Dave Boswell | Blue Moon Odom | Joe Grzenda | Rollie Fingers | Ron Perranoski | 383 | 310 | 73 |
| 1969-07-07 | vs KCA | 81 | W 6-5 | 47-34 | 1 | 9,052 | Jim Kaat | Jim Rooker | Dick Woodson | Jim Rooker | | 389 | 315 | 74 |
| 1969-07-08 | vs KCA | 82 | W 4-3 | 48-34 | 1 | 13,407 | Bob Miller | Wally Bunker | Al Worthington | Moe Drabowsky | Ron Perranoski | 393 | 318 | 75 |
| 1969-07-09 | vs KCA | 83 | L 3-4 | 48-35 | 1 | 15,211 | Jim Perry | Roger Nelson | Roger Nelson | Dick Woodson | | 396 | 322 | 74 |
| 1969-07-10 | vs KCA | 84 | W 6-5 | 49-35 | 1 | 23,920 | Dave Boswell | Dick Drago | Dave Boswell | Dick Drago | Ron Perranoski | 402 | 327 | 75 |
| 1969-07-11 | vs SE1 | 85 | W 9-3 | 50-35 | 1 | 19,221 | Tom Hall | Gene Brabender | Tom Hall | Gene Brabender | | 411 | 330 | 81 |
| 1969-07-12 | vs SE1 | 86 | W 11-1 | 51-35 | 1 | 17,616 | Jim Perry | Marty Pattin | Jim Perry | Marty Pattin | | 422 | 331 | 91 |
| 1969-07-13 | vs SE1 | 87 | W 5-2 | 53-35 | 1 | 0 | Jim Kaat | Garry Roggenburk | Jim Kaat | Garry Roggenburk | | 427 | 333 | 94 |
| 1969-07-13 | vs SE1 | 88 | W 5-4 | 53-35 | 1 | 26,123 | Bob Miller | Fred Talbot | Ron Perranoski | Diego Segui | | 432 | 337 | 95 |
| 1969-07-14 | vs CHA | 89 | W 4-3 | 54-35 | 1 | 15,143 | Dave Boswell | Tommy John | Al Worthington | Wilbur Wood | | 436 | 340 | 96 |
| 1969-07-16 | vs CHA | 90 | W 9-8 | 56-35 | 1 | 0 | Tom Hall | Billy Wynne | Al Worthington | Don Secrist | | 445 | 348 | 97 |
| 1969-07-16 | vs CHA | 91 | W 6-3 | 56-35 | 1 | 25,776 | Jim Perry | Gary Peters | Jim Perry | Gary Peters | Ron Perranoski | 451 | 351 | 100 |
| 1969-07-17 | vs CHA | 92 | W 8-5 | 57-35 | 1 | 18,383 | Jim Kaat | Joe Horlen | Jim Kaat | Joe Horlen | Jerry Crider | 459 | 356 | 103 |
| 1969-07-18 | @ SE1 | 93 | L 1-2 | 57-37 | 1 | 0 | Bob Miller | Diego Segui | Diego Segui | Ron Perranoski | | 460 | 358 | 102 |
| 1969-07-18 | @ SE1 | 94 | L 2-3 | 57-37 | 1 | 14,134 | Dave Boswell | Fred Talbot | Fred Talbot | Dave Boswell | John O'Donoghue | 462 | 361 | 101 |
| 1969-07-19 | @ SE1 | 95 | W 11-7 | 58-37 | 1 | 12,069 | Jerry Crider | Jim Bouton | Jim Perry | John Gelnar | | 473 | 368 | 105 |
| 1969-07-20 | @ SE1 | 96 | W 4-0 | 59-37 | 1 | 8,287 | Jim Perry | John Gelnar | Jim Perry | John Gelnar | | 477 | 368 | 109 |
| 1969-07-24 | @ CLE | 97 | L 5-6 | 59-38 | 1 | 5,636 | Dave Boswell | Luis Tiant | Ron Law | Bob Miller | | 482 | 374 | 108 |
| 1969-07-25 | @ CLE | 98 | W 4-2 | 60-38 | 1 | 8,959 | Jim Perry | Sam McDowell | Ron Perranoski | Mike Paul | | 486 | 376 | 110 |
| 1969-07-26 | @ CLE | 99 | L 3-6 | 60-39 | 1 | 19,044 | Jim Kaat | Dick Ellsworth | Dick Ellsworth | Bob Miller | Stan Williams | 489 | 382 | 107 |
| 1969-07-27 | @ CLE | 100 | W 8-7 | 61-39 | 1 | 11,822 | Dave Boswell | Juan Pizarro | Jerry Crider | Ron Law | Ron Perranoski | 497 | 389 | 108 |
| 1969-07-29 | vs DET | 101 | W 5-2 | 63-39 | 1 | 0 | Jim Perry | Mickey Lolich | Jim Perry | Mickey Lolich | Al Worthington | 502 | 391 | 111 |
| 1969-07-29 | vs DET | 102 | W 11-5 | 63-39 | 1 | 38,441 | Bob Miller | Denny McLain | Bob Miller | Denny McLain | Ron Perranoski | 513 | 396 | 117 |
| 1969-07-30 | vs DET | 103 | L 1-3 | 63-40 | 1 | 18,867 | Jim Kaat | Earl Wilson | Earl Wilson | Jim Kaat | Don McMahon | 514 | 399 | 115 |
| 1969-07-31 | vs DET | 104 | W 5-3 | 64-40 | 1 | 25,792 | Dave Boswell | Mike Kilkenny | Dave Boswell | Mike Kilkenny | | 519 | 402 | 117 |
| 1969-08-01 | vs BAL | 105 | W 4-3 | 65-40 | 1 | 35,725 | Dean Chance | Jim Hardin | Ron Perranoski | Dave Leonhard | | 523 | 405 | 118 |
| 1969-08-02 | vs BAL | 106 | L 5-6 | 65-41 | 1 | 36,152 | Jim Perry | Mike Cuellar | Mike Cuellar | Al Worthington | Pete Richert | 528 | 411 | 117 |
| 1969-08-03 | vs BAL | 107 | W 5-2 | 66-41 | 1 | 40,661 | Jim Kaat | Dave McNally | Jim Kaat | Dave McNally | Al Worthington | 533 | 413 | 120 |
| 1969-08-04 | @ DET | 108 | W 7-1 | 67-41 | 1 | 12,040 | Bob Miller | Mike Kilkenny | Bob Miller | Mike Kilkenny | Ron Perranoski | 540 | 414 | 126 |
| 1969-08-05 | @ DET | 109 | L 3-4 | 67-42 | 1 | 21,680 | Dean Chance | Denny McLain | John Hiller | Dick Woodson | | 543 | 418 | 125 |
| 1969-08-06 | @ DET | 110 | W 3-1 | 68-42 | 1 | 21,996 | Jim Perry | Mickey Lolich | Jim Perry | Mickey Lolich | | 546 | 419 | 127 |
| 1969-08-07 | @ DET | 111 | L 4-6 | 68-43 | 1 | 17,160 | Jim Kaat | Earl Wilson | Tom Timmermann | Jim Kaat | Don McMahon | 550 | 425 | 125 |
| 1969-08-08 | @ BAL | 112 | L 5-6 | 68-44 | 1 | 20,487 | Bob Miller | Tom Phoebus | Marcelino Lopez | Ron Perranoski | | 555 | 431 | 124 |
| 1969-08-09 | @ BAL | 113 | L 1-5 | 68-45 | 1 | 26,873 | Dean Chance | Jim Palmer | Jim Palmer | Dean Chance | Pete Richert | 556 | 436 | 120 |
| 1969-08-10 | @ BAL | 114 | L 0-2 | 68-46 | 1 | 22,263 | Jim Perry | Mike Cuellar | Mike Cuellar | Jim Perry | | 556 | 438 | 118 |
| 1969-08-12 | @ NYA | 115 | L 3-10 | 68-47 | 1 | 17,016 | Jim Kaat | Stan Bahnsen | Steve Hamilton | Jim Kaat | Lindy McDaniel | 559 | 448 | 111 |
| 1969-08-13 | @ NYA | 116 | W 5-2 | 69-47 | 1 | 15,453 | Tom Hall | Mel Stottlemyre | Tom Hall | Mel Stottlemyre | | 564 | 450 | 114 |
| 1969-08-15 | @ WS2 | 117 | W 2-0 | 70-47 | 1 | 14,364 | Jim Perry | Jim Shellenback | Jim Perry | Jim Shellenback | Ron Perranoski | 566 | 450 | 116 |
| 1969-08-16 | @ WS2 | 118 | L 5-6 | 70-48 | 1 | 10,866 | Jim Kaat | Dick Bosman | Darold Knowles | Jim Kaat | | 571 | 456 | 115 |
| 1969-08-17 | @ WS2 | 119 | W 4-3 | 71-48 | 1 | 14,090 | Dean Chance | Joe Coleman | Ron Perranoski | Dennis Higgins | | 575 | 459 | 116 |
| 1969-08-18 | @ BOS | 120 | L 6-7 | 71-49 | 1 | 28,062 | Dave Boswell | Ray Culp | Sparky Lyle | Ron Perranoski | | 581 | 466 | 115 |
| 1969-08-19 | @ BOS | 121 | W 8-6 | 72-49 | 1 | 29,296 | Jim Perry | Jim Lonborg | Dean Chance | Sparky Lyle | | 589 | 472 | 117 |
| 1969-08-20 | @ BOS | 122 | L 6-7 | 72-50 | 1 | 30,003 | Jim Kaat | Mike Nagy | Sparky Lyle | Ron Perranoski | | 595 | 479 | 116 |
| 1969-08-22 | vs NYA | 123 | W 6-0 | 73-50 | 1 | 38,710 | Dave Boswell | Stan Bahnsen | Dave Boswell | Stan Bahnsen | Ron Perranoski | 601 | 479 | 122 |
| 1969-08-23 | vs NYA | 124 | W 8-3 | 74-50 | 1 | 32,478 | Jim Perry | Mel Stottlemyre | Jim Perry | Mel Stottlemyre | | 609 | 482 | 127 |
| 1969-08-24 | vs NYA | 125 | W 1-0 | 75-50 | 1 | 31,441 | Tom Hall | Al Downing | Tom Hall | Al Downing | | 610 | 482 | 128 |
| 1969-08-25 | vs WS2 | 126 | L 3-7 | 75-51 | 1 | 17,107 | Jim Kaat | Dick Bosman | Dick Bosman | Jim Kaat | Darold Knowles | 613 | 489 | 124 |
| 1969-08-26 | vs WS2 | 127 | W 6-4 | 76-51 | 1 | 18,340 | Dave Boswell | Barry Moore | Dave Boswell | Barry Moore | Ron Perranoski | 619 | 493 | 126 |
| 1969-08-27 | vs WS2 | 128 | W 4-2 | 77-51 | 1 | 16,749 | Jim Perry | Joe Coleman | Jim Perry | Joe Coleman | | 623 | 495 | 128 |
| 1969-08-29 | vs BOS | 129 | W 10-4 | 78-51 | 1 | 24,913 | Tom Hall | Jim Lonborg | Tom Hall | Jim Lonborg | | 633 | 499 | 134 |
| 1969-08-30 | vs BOS | 130 | L 5-7 | 78-52 | 1 | 19,917 | Dave Boswell | Mike Nagy | Mike Nagy | Dave Boswell | Sparky Lyle | 638 | 506 | 132 |
| 1969-08-31 | vs BOS | 131 | W 6-2 | 79-52 | 1 | 25,371 | Jim Perry | Vicente Romo | Jim Perry | Vicente Romo | Ron Perranoski | 644 | 508 | 136 |
| 1969-09-01 | vs CLE | 132 | W 7-5 | 80-52 | 1 | 22,863 | Dean Chance | Sam McDowell | Dean Chance | Sam McDowell | Ron Perranoski | 651 | 513 | 138 |
| 1969-09-02 | vs CLE | 133 | W 5-2 | 81-52 | 1 | 11,496 | Tom Hall | Luis Tiant | Tom Hall | Luis Tiant | Dick Woodson | 656 | 515 | 141 |
| 1969-09-03 | vs CLE | 134 | W 7-1 | 82-52 | 1 | 7,012 | Dave Boswell | Steve Hargan | Dave Boswell | Steve Hargan | | 663 | 516 | 147 |
| 1969-09-04 | @ OAK | 135 | W 10-5 | 83-52 | 1 | 11,476 | Jim Perry | Jim Nash | Ron Perranoski | Ed Sprague | | 673 | 521 | 152 |
| 1969-09-05 | @ OAK | 136 | L 4-5 | 83-53 | 1 | 17,316 | Dean Chance | Catfish Hunter | Paul Lindblad | Ron Perranoski | Marcel Lachemann | 677 | 526 | 151 |
| 1969-09-06 | @ OAK | 137 | W 8-6 | 84-53 | 1 | 17,599 | Tom Hall | Chuck Dobson | Jim Kaat | George Lauzerique | Ron Perranoski | 685 | 532 | 153 |
| 1969-09-07 | @ OAK | 138 | W 16-4 | 85-53 | 1 | 19,262 | Dave Boswell | Fred Talbot | Dave Boswell | Fred Talbot | Joe Grzenda | 701 | 536 | 165 |
| 1969-09-08 | @ CAL | 139 | L 4-6 | 85-54 | 1 | 9,762 | Jim Perry | Rudy May | Rudy May | Jim Perry | Ken Tatum | 705 | 542 | 163 |
| 1969-09-09 | @ CAL | 140 | W 11-7 | 86-54 | 1 | 6,512 | Dean Chance | Vern Geishert | Jim Kaat | Tom Bradley | | 716 | 549 | 167 |
| 1969-09-10 | @ CHA | 141 | L 2-3 | 86-55 | 1 | 3,989 | Tom Hall | Tommy John | Tommy John | Tom Hall | Wilbur Wood | 718 | 552 | 166 |
| 1969-09-11 | @ CHA | 142 | L 0-4 | 86-56 | 1 | 3,762 | Dave Boswell | Joe Horlen | Joe Horlen | Dave Boswell | | 718 | 556 | 162 |
| 1969-09-12 | vs KCA | 143 | W 3-0 | 87-56 | 1 | 13,366 | Jim Perry | Jim Rooker | Jim Perry | Jim Rooker | | 721 | 556 | 165 |
| 1969-09-13 | vs KCA | 144 | L 0-1 | 87-57 | 1 | 15,372 | Dean Chance | Roger Nelson | Moe Drabowsky | Dean Chance | | 721 | 557 | 164 |
| 1969-09-14 | vs KCA | 145 | L 3-4 | 87-58 | 1 | 18,308 | Tom Hall | Dick Drago | Dick Drago | Ron Perranoski | | 724 | 561 | 163 |
| 1969-09-15 | vs OAK | 146 | W 6-3 | 88-58 | 1 | 26,497 | Dave Boswell | Rollie Fingers | Dave Boswell | Rollie Fingers | | 730 | 564 | 166 |
| 1969-09-16 | vs OAK | 147 | W 11-3 | 89-58 | 1 | 12,241 | Jim Perry | Jim Nash | Jim Perry | Jim Nash | | 741 | 567 | 174 |
| 1969-09-17 | vs CAL | 148 | L 4-6 | 89-59 | 1 | 10,746 | Dean Chance | Tom Murphy | Tom Murphy | Dean Chance | Ken Tatum | 745 | 573 | 172 |
| 1969-09-18 | vs CAL | 149 | L 2-5 | 89-60 | 1 | 6,940 | Tom Hall | Andy Messersmith | Andy Messersmith | Tom Hall | Vern Geishert | 747 | 578 | 169 |
| 1969-09-19 | vs SE1 | 150 | W 2-1 | 90-60 | 1 | 23,700 | Dave Boswell | Steve Barber | Dave Boswell | Steve Barber | | 749 | 579 | 170 |
| 1969-09-20 | vs SE1 | 151 | W 3-2 | 91-60 | 1 | 12,797 | Jim Perry | Gene Brabender | Jim Perry | Diego Segui | | 752 | 581 | 171 |
| 1969-09-21 | vs SE1 | 152 | L 3-4 | 91-61 | 1 | 15,443 | Dean Chance | Bob Meyer | John O'Donoghue | Jim Kaat | | 755 | 585 | 170 |
| 1969-09-22 | @ KCA | 153 | W 4-3 | 92-61 | 1 | 7,727 | Bob Miller | Jim Rooker | Bob Miller | Jim Rooker | Al Worthington | 759 | 588 | 171 |
| 1969-09-23 | @ KCA | 154 | W 6-2 | 93-61 | 1 | 8,293 | Dave Boswell | Mike Hedlund | Dave Boswell | Mike Hedlund | Ron Perranoski | 765 | 590 | 175 |
| 1969-09-24 | @ KCA | 155 | W 2-1 | 94-61 | 1 | 7,429 | Jim Perry | Dick Drago | Dick Woodson | Dick Drago | Ron Perranoski | 767 | 591 | 176 |
| 1969-09-25 | @ SE1 | 156 | L 1-5 | 94-62 | 1 | 3,642 | Jim Kaat | Steve Barber | Steve Barber | Jim Kaat | John O'Donoghue | 768 | 596 | 172 |
| 1969-09-26 | @ SE1 | 157 | L 3-4 | 94-63 | 1 | 6,586 | Jim Perry | Skip Lockwood | John Gelnar | Tom Hall | | 771 | 600 | 171 |
| 1969-09-28 | @ SE1 | 158 | W 5-2 | 95-64 | 1 | 0 | Dave Boswell | Miguel Fuentes | Dave Boswell | Miguel Fuentes | Ron Perranoski | 776 | 602 | 174 |
| 1969-09-28 | @ SE1 | 159 | L 1-4 | 95-64 | 1 | 8,096 | Bob Miller | Dick Baney | Dick Baney | Bob Miller | Diego Segui | 777 | 606 | 171 |
| 1969-09-30 | vs CHA | 160 | W 4-3 | 96-64 | 1 | 4,817 | Jim Perry | Tommy John | Jim Kaat | Danny Murphy | | 781 | 609 | 172 |
| 1969-10-01 | vs CHA | 161 | L 3-4 | 96-65 | 1 | 4,615 | Dave Boswell | Billy Wynne | Billy Wynne | Dave Boswell | Wilbur Wood | 784 | 613 | 171 |
| 1969-10-02 | vs CHA | 162 | W 6-5 | 97-65 | 1 | 7,171 | Jim Kaat | Danny Lazar | Joe Grzenda | Bart Johnson | Ron Perranoski | 790 | 618 | 172 |