| 1969-04-07 | @ CIN | 1 | W 3-2 | 1-0 | 2 | 30,111 | Don Drysdale | Gary Nolan | Don Drysdale | Gary Nolan | Bill Singer | 3 | 2 | 1 |
| 1969-04-09 | @ CIN | 2 | L 1-3 | 1-1 | 4 | 8,835 | Don Sutton | Jim Maloney | Wayne Granger | Don Sutton | | 4 | 5 | -1 |
| 1969-04-11 | @ HOU | 3 | W 9-3 | 2-1 | 3 | 17,010 | Claude Osteen | Denny Lemaster | Claude Osteen | Denny Lemaster | | 13 | 8 | 5 |
| 1969-04-12 | @ HOU | 4 | W 5-1 | 3-1 | 2 | 12,585 | Bill Singer | Wade Blasingame | Bill Singer | Wade Blasingame | Jim Brewer | 18 | 9 | 9 |
| 1969-04-13 | @ HOU | 5 | L 2-5 | 3-2 | 2 | 9,352 | Don Drysdale | Don Wilson | Don Wilson | Don Drysdale | | 20 | 14 | 6 |
| 1969-04-14 | @ HOU | 6 | L 5-11 | 3-3 | 2 | 6,434 | Don Sutton | Larry Dierker | Larry Dierker | Don Sutton | Fred Gladding | 25 | 25 | 0 |
| 1969-04-15 | vs SDN | 7 | W 14-0 | 4-3 | 2 | 22,200 | Claude Osteen | Johnny Podres | Claude Osteen | Johnny Podres | | 39 | 25 | 14 |
| 1969-04-16 | vs SDN | 8 | W 9-1 | 5-3 | 2 | 12,180 | Bill Singer | Dick Kelley | Bill Singer | Dick Kelley | | 48 | 26 | 22 |
| 1969-04-18 | vs HOU | 9 | W 5-4 | 6-3 | 2 | 16,035 | Don Drysdale | Don Wilson | Al McBean | Jack Billingham | | 53 | 30 | 23 |
| 1969-04-19 | vs HOU | 10 | W 5-4 | 7-3 | 2 | 19,108 | Don Sutton | Larry Dierker | Pete Mikkelsen | Larry Dierker | | 58 | 34 | 24 |
| 1969-04-20 | vs HOU | 11 | W 2-1 | 8-3 | 2 | 16,540 | Claude Osteen | Denny Lemaster | Claude Osteen | Denny Lemaster | | 60 | 35 | 25 |
| 1969-04-21 | vs SFN | 12 | W 7-5 | 9-3 | 2 | 21,201 | Bill Singer | Juan Marichal | Bill Singer | Juan Marichal | Al McBean | 67 | 40 | 27 |
| 1969-04-22 | vs SFN | 13 | L 0-6 | 9-4 | 2 | 19,253 | Don Drysdale | Ray Sadecki | Ray Sadecki | Don Drysdale | | 67 | 46 | 21 |
| 1969-04-23 | vs CIN | 14 | W 6-3 | 10-4 | 2 | 11,672 | Don Sutton | Gary Nolan | Don Sutton | Gary Nolan | | 73 | 49 | 24 |
| 1969-04-24 | vs CIN | 15 | L 7-8 | 10-5 | 2 | 11,815 | Claude Osteen | Tony Cloninger | Clay Carroll | Claude Osteen | Wayne Granger | 80 | 57 | 23 |
| 1969-04-25 | vs ATL | 16 | W 3-1 | 11-5 | 1 | 40,751 | Bill Singer | Phil Niekro | Bill Singer | Phil Niekro | | 83 | 58 | 25 |
| 1969-04-26 | vs ATL | 17 | L 4-6 | 11-6 | 2 | 24,057 | Alan Foster | Ron Reed | Ron Reed | Alan Foster | Cecil Upshaw | 87 | 64 | 23 |
| 1969-04-27 | vs ATL | 18 | W 10-0 | 12-6 | 1 | 18,161 | Don Sutton | Pat Jarvis | Don Sutton | Pat Jarvis | | 97 | 64 | 33 |
| 1969-04-28 | @ SDN | 19 | W 4-3 | 13-6 | 1 | 13,368 | Claude Osteen | Joe Niekro | Claude Osteen | Dick Kelley | Jim Brewer | 101 | 67 | 34 |
| 1969-04-29 | @ SDN | 20 | W 2-1 | 14-6 | 1 | 13,265 | Joe Moeller | Al Santorini | Joe Moeller | Al Santorini | Jim Brewer | 103 | 68 | 35 |
| 1969-04-30 | @ SFN | 21 | L 0-3 | 14-7 | 3 | 14,129 | Bill Singer | Juan Marichal | Juan Marichal | Bill Singer | | 103 | 71 | 32 |
| 1969-05-01 | @ SFN | 22 | W 5-0 | 15-7 | 1 | 8,193 | Don Sutton | Ray Sadecki | Don Sutton | Ray Sadecki | | 108 | 71 | 37 |
| 1969-05-02 | @ ATL | 23 | L 4-7 | 15-8 | 2 | 18,476 | Claude Osteen | Pat Jarvis | Jim Britton | Pete Mikkelsen | | 112 | 78 | 34 |
| 1969-05-03 | @ ATL | 24 | L 5-6 | 15-9 | 2 | 22,825 | Alan Foster | George Stone | Cecil Upshaw | Jim Brewer | | 117 | 84 | 33 |
| 1969-05-04 | @ ATL | 25 | L 1-4 | 15-10 | 2 | 30,933 | Bill Singer | Milt Pappas | Milt Pappas | Bill Singer | Phil Niekro | 118 | 88 | 30 |
| 1969-05-06 | @ CHN | 26 | L 1-7 | 15-11 | 2 | 7,253 | Don Sutton | Ken Holtzman | Ken Holtzman | Don Sutton | | 119 | 95 | 24 |
| 1969-05-07 | @ CHN | 27 | W 4-2 | 16-11 | 2 | 9,747 | Claude Osteen | Fergie Jenkins | Jim Brewer | Fergie Jenkins | Al McBean | 123 | 97 | 26 |
| 1969-05-09 | @ PIT | 28 | W 13-3 | 17-11 | 2 | 6,837 | Bill Singer | Dock Ellis | Bill Singer | Dock Ellis | Joe Moeller | 136 | 100 | 36 |
| 1969-05-10 | @ PIT | 29 | W 4-1 | 18-11 | 2 | 4,979 | Don Sutton | Jim Bunning | Don Sutton | Jim Bunning | Jim Brewer | 140 | 101 | 39 |
| 1969-05-12 | @ SLN | 30 | L 2-6 | 18-12 | 2 | 15,767 | Claude Osteen | Bob Gibson | Bob Gibson | Claude Osteen | | 142 | 107 | 35 |
| 1969-05-14 | @ SLN | 31 | L 1-2 | 18-13 | 3 | 14,325 | Bill Singer | Nelson Briles | Nelson Briles | Bill Singer | Joe Hoerner | 143 | 109 | 34 |
| 1969-05-16 | vs PIT | 32 | W 4-3 | 19-13 | 2 | 19,016 | Don Sutton | Steve Blass | Jim Brewer | Ron Kline | | 147 | 112 | 35 |
| 1969-05-17 | vs PIT | 33 | W 6-0 | 20-13 | 2 | 50,120 | Claude Osteen | Dock Ellis | Claude Osteen | Dock Ellis | | 153 | 112 | 41 |
| 1969-05-18 | vs PIT | 34 | W 6-5 | 21-13 | 2 | 21,086 | Bill Singer | Bob Veale | Jim Brewer | Pedro Ramos | | 159 | 117 | 42 |
| 1969-05-20 | vs CHN | 35 | L 0-7 | 21-14 | 2 | 21,266 | Don Sutton | Ken Holtzman | Ken Holtzman | Don Sutton | | 159 | 124 | 35 |
| 1969-05-21 | vs CHN | 36 | W 3-1 | 22-14 | 2 | 16,688 | Claude Osteen | Bill Hands | Claude Osteen | Bill Hands | | 162 | 125 | 37 |
| 1969-05-22 | vs CHN | 37 | L 0-3 | 22-15 | 2 | 17,974 | Bill Singer | Fergie Jenkins | Fergie Jenkins | Bill Singer | | 162 | 128 | 34 |
| 1969-05-23 | vs SLN | 38 | L 0-1 | 22-16 | 2 | 26,563 | Alan Foster | Steve Carlton | Steve Carlton | Alan Foster | | 162 | 129 | 33 |
| 1969-05-24 | vs SLN | 39 | W 5-0 | 23-16 | 2 | 18,436 | Don Sutton | Mike Torrez | Don Sutton | Mike Torrez | | 167 | 129 | 38 |
| 1969-05-25 | vs SLN | 40 | L 0-4 | 23-17 | 2 | 28,362 | Claude Osteen | Bob Gibson | Bob Gibson | Claude Osteen | | 167 | 133 | 34 |
| 1969-05-27 | @ MON | 41 | W 5-3 | 24-17 | 2 | 21,412 | Bill Singer | Larry Jaster | Bill Singer | Dan McGinn | | 172 | 136 | 36 |
| 1969-05-28 | @ MON | 42 | W 6-0 | 25-17 | 2 | 11,042 | Don Sutton | Jerry Robertson | Don Sutton | Jerry Robertson | | 178 | 136 | 42 |
| 1969-05-29 | @ MON | 43 | W 5-3 | 26-17 | 2 | 12,414 | Claude Osteen | Bill Stoneman | Claude Osteen | Bill Stoneman | | 183 | 139 | 44 |
| 1969-05-30 | @ PHI | 44 | L 6-13 | 26-18 | 2 | 10,737 | Alan Foster | Woodie Fryman | Woodie Fryman | Alan Foster | Al Raffo | 189 | 152 | 37 |
| 1969-05-31 | @ PHI | 45 | W 7-6 | 27-18 | 2 | 11,345 | Bill Singer | Grant Jackson | Bill Singer | Grant Jackson | Jim Brewer | 196 | 158 | 38 |
| 1969-06-01 | @ PHI | 46 | W 12-4 | 28-18 | 2 | 11,713 | Don Sutton | Rick Wise | Don Sutton | Rick Wise | Al McBean | 208 | 162 | 46 |
| 1969-06-02 | @ NYN | 47 | L 1-2 | 28-19 | 2 | 22,600 | Claude Osteen | Jerry Koosman | Jerry Koosman | Claude Osteen | | 209 | 164 | 45 |
| 1969-06-03 | @ NYN | 48 | L 2-5 | 28-20 | 2 | 24,212 | Alan Foster | Tom Seaver | Tom Seaver | Alan Foster | Tug McGraw | 211 | 169 | 42 |
| 1969-06-04 | @ NYN | 49 | L 0-1 | 28-21 | 2 | 31,331 | Bill Singer | Jack DiLauro | Ron Taylor | Pete Mikkelsen | | 211 | 170 | 41 |
| 1969-06-06 | vs MON | 50 | W 4-2 | 29-21 | 2 | 16,644 | Don Sutton | Dan McGinn | Don Sutton | Dan McGinn | Jim Brewer | 215 | 172 | 43 |
| 1969-06-07 | vs MON | 51 | W 9-5 | 30-21 | 2 | 18,243 | Claude Osteen | Bill Stoneman | Claude Osteen | Bill Stoneman | | 224 | 177 | 47 |
| 1969-06-08 | vs MON | 52 | L 3-4 | 30-22 | 2 | 15,628 | Bill Singer | Jerry Robertson | Jerry Robertson | Bill Singer | Roy Face | 227 | 181 | 46 |
| 1969-06-10 | vs PHI | 53 | W 2-1 | 31-22 | 2 | 13,166 | Don Sutton | Woodie Fryman | Don Sutton | Woodie Fryman | | 229 | 182 | 47 |
| 1969-06-11 | vs PHI | 54 | L 0-3 | 31-23 | 2 | 13,249 | Claude Osteen | Bill Champion | Bill Champion | Claude Osteen | | 229 | 185 | 44 |
| 1969-06-12 | vs PHI | 55 | L 0-1 | 31-24 | 2 | 13,846 | Bill Singer | Grant Jackson | Grant Jackson | Bill Singer | | 229 | 186 | 43 |
| 1969-06-13 | vs NYN | 56 | W 1-0 | 32-24 | 2 | 20,042 | Alan Foster | Jerry Koosman | Alan Foster | Jerry Koosman | | 230 | 186 | 44 |
| 1969-06-14 | vs NYN | 57 | L 1-3 | 32-25 | 2 | 26,727 | Don Sutton | Tom Seaver | Tom Seaver | Don Sutton | Tug McGraw | 231 | 189 | 42 |
| 1969-06-15 | vs NYN | 58 | W 3-2 | 33-25 | 2 | 28,086 | Don Drysdale | Jack DiLauro | Don Drysdale | Jack DiLauro | Jim Brewer | 234 | 191 | 43 |
| 1969-06-16 | vs SDN | 59 | L 2-3 | 33-26 | 2 | 11,588 | Claude Osteen | Dick Kelley | Jack Baldschun | Al McBean | Tommie Sisk | 236 | 194 | 42 |
| 1969-06-17 | vs SDN | 60 | W 7-3 | 35-26 | 2 | 0 | Bill Singer | Gary Ross | Pete Mikkelsen | Gary Ross | Jim Brewer | 243 | 197 | 46 |
| 1969-06-17 | vs SDN | 61 | W 11-0 | 35-26 | 2 | 19,282 | Alan Foster | Joe Niekro | Alan Foster | Joe Niekro | | 254 | 197 | 57 |
| 1969-06-18 | vs SDN | 62 | W 10-1 | 36-26 | 2 | 16,648 | Don Sutton | Johnny Podres | Don Sutton | Johnny Podres | | 264 | 198 | 66 |
| 1969-06-20 | @ CIN | 63 | W 4-2 | 37-26 | 2 | 16,247 | Don Drysdale | Jack Fisher | Don Drysdale | Jack Fisher | Jim Brewer | 268 | 200 | 68 |
| 1969-06-21 | @ CIN | 64 | W 9-0 | 38-26 | 2 | 14,432 | Claude Osteen | George Culver | Claude Osteen | George Culver | | 277 | 200 | 77 |
| 1969-06-22 | @ CIN | 65 | W 5-0 | 39-26 | 1 | 22,686 | Bill Singer | Tony Cloninger | Bill Singer | Tony Cloninger | | 282 | 200 | 82 |
| 1969-06-23 | @ ATL | 66 | W 5-2 | 40-26 | 1 | 15,111 | Don Sutton | George Stone | Don Sutton | George Stone | Jim Brewer | 287 | 202 | 85 |
| 1969-06-24 | @ ATL | 67 | L 5-9 | 40-27 | 1 | 20,442 | Don Drysdale | Ron Reed | Ron Reed | Don Drysdale | Jim Britton | 292 | 211 | 81 |
| 1969-06-25 | @ ATL | 68 | L 3-5 | 40-28 | 2 | 21,255 | Claude Osteen | Phil Niekro | Phil Niekro | Claude Osteen | | 295 | 216 | 79 |
| 1969-06-26 | @ ATL | 69 | W 3-0 | 41-28 | 1 | 21,000 | Bill Singer | Pat Jarvis | Bill Singer | Pat Jarvis | Jim Brewer | 298 | 216 | 82 |
| 1969-06-27 | @ SDN | 70 | L 0-5 | 41-29 | 1 | 11,218 | Don Sutton | Joe Niekro | Joe Niekro | Don Sutton | | 298 | 221 | 77 |
| 1969-06-28 | @ SDN | 71 | W 19-0 | 42-29 | 1 | 13,432 | Don Drysdale | Steve Arlin | Don Drysdale | Steve Arlin | | 317 | 221 | 96 |
| 1969-06-29 | @ SDN | 72 | W 3-1 | 43-29 | 1 | 7,677 | Alan Foster | Al Santorini | Alan Foster | Al Santorini | Jim Brewer | 320 | 222 | 98 |
| 1969-06-30 | vs HOU | 73 | W 7-1 | 44-29 | 1 | 17,569 | Claude Osteen | Tom Griffin | Claude Osteen | Tom Griffin | | 327 | 223 | 104 |
| 1969-07-01 | vs HOU | 74 | W 4-1 | 45-29 | 1 | 16,434 | Bill Singer | Denny Lemaster | Bill Singer | Denny Lemaster | | 331 | 224 | 107 |
| 1969-07-02 | vs HOU | 75 | L 2-8 | 45-30 | 2 | 15,972 | Don Sutton | Don Wilson | Don Wilson | Don Sutton | Fred Gladding | 333 | 232 | 101 |
| 1969-07-03 | vs CIN | 76 | L 3-4 | 45-31 | 2 | 21,238 | Don Drysdale | George Culver | Pedro Ramos | Al McBean | Wayne Granger | 336 | 236 | 100 |
| 1969-07-04 | vs CIN | 77 | L 1-4 | 45-32 | 2 | 17,242 | Claude Osteen | Tony Cloninger | Tony Cloninger | Claude Osteen | Al Jackson | 337 | 240 | 97 |
| 1969-07-05 | vs CIN | 78 | W 6-5 | 46-32 | 2 | 47,231 | Bill Singer | Jim Merritt | Bill Singer | Pedro Ramos | | 343 | 245 | 98 |
| 1969-07-06 | vs CIN | 79 | L 1-8 | 46-33 | 2 | 19,381 | Don Sutton | Clay Carroll | Clay Carroll | Don Sutton | Al Jackson | 344 | 253 | 91 |
| 1969-07-07 | vs ATL | 80 | L 2-5 | 46-34 | 2 | 18,615 | Alan Foster | George Stone | George Stone | Alan Foster | | 346 | 258 | 88 |
| 1969-07-08 | vs ATL | 81 | W 5-3 | 48-34 | 1 | 0 | Claude Osteen | Milt Pappas | Claude Osteen | Milt Pappas | Jim Brewer | 351 | 261 | 90 |
| 1969-07-08 | vs ATL | 82 | W 4-3 | 48-34 | 1 | 42,354 | Joe Moeller | Ron Reed | Al McBean | Cecil Upshaw | | 355 | 264 | 91 |
| 1969-07-09 | vs ATL | 83 | W 3-1 | 49-34 | 1 | 25,375 | Bill Singer | Phil Niekro | Bill Singer | Phil Niekro | | 358 | 265 | 93 |
| 1969-07-10 | vs SFN | 84 | L 0-3 | 49-35 | 1 | 34,816 | Don Sutton | Juan Marichal | Juan Marichal | Don Sutton | | 358 | 268 | 90 |
| 1969-07-11 | vs SFN | 85 | L 4-6 | 49-36 | 2 | 35,359 | Alan Foster | Gaylord Perry | Frank Linzy | Jim Brewer | | 362 | 274 | 88 |
| 1969-07-12 | vs SFN | 86 | W 3-2 | 50-36 | 1 | 45,593 | Claude Osteen | Ron Herbel | Pete Mikkelsen | Frank Linzy | | 365 | 276 | 89 |
| 1969-07-13 | vs SFN | 87 | L 2-3 | 50-37 | 1 | 36,455 | Bill Singer | Mike McCormick | Mike McCormick | Bill Singer | | 367 | 279 | 88 |
| 1969-07-14 | @ HOU | 88 | W 4-1 | 51-37 | 1 | 19,381 | Don Sutton | Denny Lemaster | Don Sutton | Denny Lemaster | Jim Brewer | 371 | 280 | 91 |
| 1969-07-15 | @ HOU | 89 | L 7-10 | 51-38 | 1 | 19,966 | Alan Foster | Don Wilson | Skip Guinn | Pete Mikkelsen | Fred Gladding | 378 | 290 | 88 |
| 1969-07-16 | @ HOU | 90 | W 3-2 | 52-38 | 1 | 22,080 | Claude Osteen | Larry Dierker | Claude Osteen | Larry Dierker | | 381 | 292 | 89 |
| 1969-07-17 | @ SFN | 91 | L 13-14 | 52-39 | 1 | 13,398 | Joe Moeller | Ron Herbel | Ron Bryant | Jim Brewer | | 394 | 306 | 88 |
| 1969-07-18 | @ SFN | 92 | W 3-2 | 53-39 | 1 | 26,912 | Bill Singer | Mike McCormick | Bill Singer | Mike McCormick | Jim Brewer | 397 | 308 | 89 |
| 1969-07-19 | @ SFN | 93 | L 4-5 | 53-40 | 1 | 26,216 | Don Sutton | Juan Marichal | Juan Marichal | Al McBean | | 401 | 313 | 88 |
| 1969-07-20 | @ SFN | 94 | L 3-7 | 53-41 | 2 | 32,560 | Claude Osteen | Gaylord Perry | Gaylord Perry | Claude Osteen | | 404 | 320 | 84 |
| 1969-07-24 | @ CHN | 95 | L 3-5 | 53-42 | 2 | 26,476 | Don Sutton | Ken Holtzman | Ken Holtzman | Don Sutton | Phil Regan | 407 | 325 | 82 |
| 1969-07-25 | @ CHN | 96 | W 4-2 | 54-42 | 2 | 20,844 | Claude Osteen | Fergie Jenkins | Claude Osteen | Fergie Jenkins | Jim Brewer | 411 | 327 | 84 |
| 1969-07-26 | @ CHN | 97 | L 2-3 | 54-43 | 2 | 29,172 | Bill Singer | Dick Selma | Phil Regan | Jim Brewer | | 413 | 330 | 83 |
| 1969-07-27 | @ CHN | 98 | W 6-2 | 55-43 | 2 | 30,291 | Don Drysdale | Fergie Jenkins | Don Drysdale | Fergie Jenkins | Pete Mikkelsen | 419 | 332 | 87 |
| 1969-07-29 | @ PIT | 99 | L 2-4 | 56-44 | 2 | 0 | Don Sutton | Bob Veale | Joe Gibbon | Al McBean | | 421 | 336 | 85 |
| 1969-07-29 | @ PIT | 100 | W 6-5 | 56-44 | 2 | 18,436 | Alan Foster | Dock Ellis | Pete Mikkelsen | Dock Ellis | | 427 | 341 | 86 |
| 1969-07-30 | @ PIT | 101 | L 2-4 | 56-45 | 2 | 8,833 | Claude Osteen | Steve Blass | Steve Blass | Claude Osteen | | 429 | 345 | 84 |
| 1969-07-31 | @ PIT | 102 | L 1-2 | 56-46 | 2 | 8,605 | Bill Singer | Luke Walker | Chuck Hartenstein | Al McBean | | 430 | 347 | 83 |
| 1969-08-01 | @ SLN | 103 | L 2-7 | 56-47 | 4 | 29,919 | Don Drysdale | Steve Carlton | Steve Carlton | Don Drysdale | | 432 | 354 | 78 |
| 1969-08-02 | @ SLN | 104 | L 6-7 | 56-48 | 4 | 39,740 | Don Sutton | Mike Torrez | Mike Torrez | Don Sutton | Joe Hoerner | 438 | 361 | 77 |
| 1969-08-03 | @ SLN | 105 | W 5-0 | 57-48 | 4 | 32,262 | Claude Osteen | Chuck Taylor | Claude Osteen | Chuck Taylor | | 443 | 361 | 82 |
| 1969-08-04 | @ SLN | 106 | L 1-2 | 57-49 | 4 | 34,135 | Bill Singer | Nelson Briles | Nelson Briles | Jim Brewer | | 444 | 363 | 81 |
| 1969-08-05 | vs PIT | 107 | L 3-11 | 57-50 | 4 | 22,604 | Don Drysdale | Steve Blass | Steve Blass | Alan Foster | | 447 | 374 | 73 |
| 1969-08-06 | vs PIT | 108 | W 7-5 | 58-50 | 4 | 18,347 | Don Sutton | Luke Walker | Don Sutton | Luke Walker | Jim Brewer | 454 | 379 | 75 |
| 1969-08-07 | vs PIT | 109 | W 6-0 | 59-50 | 4 | 20,475 | Claude Osteen | Jim Bunning | Claude Osteen | Jim Bunning | | 460 | 379 | 81 |
| 1969-08-08 | vs CHN | 110 | W 5-0 | 60-50 | 4 | 35,173 | Bill Singer | Fergie Jenkins | Bill Singer | Fergie Jenkins | | 465 | 379 | 86 |
| 1969-08-09 | vs CHN | 111 | L 0-4 | 60-51 | 4 | 48,748 | Alan Foster | Bill Hands | Bill Hands | Alan Foster | | 465 | 383 | 82 |
| 1969-08-10 | vs CHN | 112 | W 4-2 | 61-51 | 3 | 27,595 | Don Sutton | Ken Holtzman | Don Sutton | Ken Holtzman | Pete Mikkelsen | 469 | 385 | 84 |
| 1969-08-11 | vs SLN | 113 | L 2-4 | 61-52 | 3 | 14,876 | Claude Osteen | Steve Carlton | Steve Carlton | Claude Osteen | Joe Hoerner | 471 | 389 | 82 |
| 1969-08-12 | vs SLN | 114 | W 5-2 | 62-52 | 3 | 26,650 | Bill Singer | Ray Washburn | Bill Singer | Joe Hoerner | | 476 | 391 | 85 |
| 1969-08-13 | vs SLN | 115 | L 0-5 | 62-53 | 4 | 26,741 | Alan Foster | Chuck Taylor | Chuck Taylor | Alan Foster | | 476 | 396 | 80 |
| 1969-08-15 | @ MON | 116 | W 9-2 | 63-53 | 3 | 24,336 | Don Sutton | Gary Waslewski | Don Sutton | Gary Waslewski | | 485 | 398 | 87 |
| 1969-08-16 | @ MON | 117 | W 9-3 | 64-53 | 2 | 24,949 | Claude Osteen | Larry Jaster | Claude Osteen | Larry Jaster | | 494 | 401 | 93 |
| 1969-08-17 | @ MON | 118 | W 9-3 | 65-53 | 2 | 18,512 | Bill Singer | Bill Stoneman | Jim Brewer | Bill Stoneman | | 503 | 404 | 99 |
| 1969-08-19 | @ PHI | 119 | W 2-0 | 66-53 | 1 | 7,850 | Jim Bunning | Woodie Fryman | Jim Bunning | Woodie Fryman | Jim Brewer | 505 | 404 | 101 |
| 1969-08-20 | @ PHI | 120 | W 8-5 | 67-53 | 1 | 8,232 | Don Sutton | Grant Jackson | Pete Mikkelsen | Grant Jackson | Al McBean | 513 | 409 | 104 |
| 1969-08-21 | @ PHI | 121 | L 1-2 | 67-54 | 1 | 8,357 | Claude Osteen | Jerry Johnson | Jerry Johnson | Claude Osteen | | 514 | 411 | 103 |
| 1969-08-22 | @ NYN | 122 | L 3-5 | 67-55 | 1 | 50,460 | Bill Singer | Jerry Koosman | Jerry Koosman | Bill Singer | Tug McGraw | 517 | 416 | 101 |
| 1969-08-23 | @ NYN | 123 | L 2-3 | 67-56 | 1 | 40,974 | Jim Bunning | Don Cardwell | Ron Taylor | Jim Brewer | | 519 | 419 | 100 |
| 1969-08-24 | @ NYN | 124 | L 4-7 | 67-57 | 3 | 48,435 | Don Sutton | Gary Gentry | Cal Koonce | Don Sutton | | 523 | 426 | 97 |
| 1969-08-26 | vs MON | 125 | W 6-0 | 68-57 | 3 | 21,639 | Claude Osteen | Jerry Robertson | Claude Osteen | Jerry Robertson | | 529 | 426 | 103 |
| 1969-08-27 | vs MON | 126 | W 7-3 | 69-57 | 3 | 17,309 | Bill Singer | Howie Reed | Bill Singer | Howie Reed | | 536 | 429 | 107 |
| 1969-08-28 | vs MON | 127 | L 5-9 | 69-58 | 3 | 16,557 | Jim Bunning | Bill Stoneman | Claude Raymond | Al McBean | | 541 | 438 | 103 |
| 1969-08-29 | vs PHI | 128 | W 6-5 | 70-58 | 3 | 19,512 | Don Sutton | Woodie Fryman | Pete Mikkelsen | Woodie Fryman | Ray Lamb | 547 | 443 | 104 |
| 1969-08-30 | vs PHI | 129 | W 2-0 | 71-58 | 2 | 35,753 | Claude Osteen | Jerry Johnson | Claude Osteen | Jerry Johnson | Pete Mikkelsen | 549 | 443 | 106 |
| 1969-08-31 | vs PHI | 130 | W 4-1 | 72-58 | 2 | 19,357 | Bill Singer | Rick Wise | Bill Singer | Rick Wise | | 553 | 444 | 109 |
| 1969-09-01 | vs NYN | 131 | W 10-6 | 73-58 | 2 | 28,079 | Jim Bunning | Jerry Koosman | Jim Bunning | Jerry Koosman | Pete Mikkelsen | 563 | 450 | 113 |
| 1969-09-02 | vs NYN | 132 | L 4-5 | 73-59 | 2 | 25,676 | Don Sutton | Gary Gentry | Gary Gentry | Don Sutton | Tug McGraw | 567 | 455 | 112 |
| 1969-09-03 | vs NYN | 133 | W 5-4 | 74-59 | 2 | 26,625 | Claude Osteen | Jerry Koosman | Pete Mikkelsen | Jack DiLauro | | 572 | 459 | 113 |
| 1969-09-04 | @ SDN | 134 | L 0-3 | 74-60 | 2 | 6,917 | Bill Singer | Dick Kelley | Gary Ross | Bill Singer | | 572 | 462 | 110 |
| 1969-09-05 | @ SDN | 135 | L 1-4 | 74-61 | 2 | 9,743 | Jim Bunning | Joe Niekro | Joe Niekro | Jim Bunning | | 573 | 466 | 107 |
| 1969-09-06 | @ SDN | 136 | L 1-3 | 74-62 | 3 | 10,022 | Don Sutton | Clay Kirby | Tommie Sisk | Don Sutton | Billy McCool | 574 | 469 | 105 |
| 1969-09-07 | @ SDN | 137 | L 2-4 | 74-63 | 4 | 8,117 | Claude Osteen | Al Santorini | Al Santorini | Claude Osteen | Billy McCool | 576 | 473 | 103 |
| 1969-09-08 | @ ATL | 138 | W 2-0 | 75-63 | 3 | 10,814 | Bill Singer | George Stone | Bill Singer | George Stone | Jim Brewer | 578 | 473 | 105 |
| 1969-09-09 | @ ATL | 139 | L 1-2 | 75-64 | 4 | 14,679 | Jim Bunning | Phil Niekro | Phil Niekro | Pete Mikkelsen | | 579 | 475 | 104 |
| 1969-09-10 | @ HOU | 140 | L 1-8 | 75-65 | 5 | 18,486 | Don Sutton | Denny Lemaster | Denny Lemaster | Don Sutton | | 580 | 483 | 97 |
| 1969-09-11 | @ HOU | 141 | W 1-0 | 76-65 | 4 | 19,822 | Claude Osteen | Don Wilson | Claude Osteen | Don Wilson | | 581 | 483 | 98 |
| 1969-09-12 | vs SDN | 142 | W 5-3 | 77-65 | 4 | 17,818 | Bill Singer | Al Santorini | Bill Singer | Gary Ross | Jim Brewer | 586 | 486 | 100 |
| 1969-09-13 | vs SDN | 143 | W 7-2 | 78-65 | 3 | 17,712 | Jim Bunning | Joe Niekro | Jim Bunning | Joe Niekro | | 593 | 488 | 105 |
| 1969-09-14 | vs SDN | 144 | W 3-1 | 79-65 | 2 | 16,478 | Don Sutton | Clay Kirby | Don Sutton | Clay Kirby | | 596 | 489 | 107 |
| 1969-09-15 | vs CIN | 145 | L 1-4 | 79-66 | 4 | 18,068 | Claude Osteen | Tony Cloninger | Tony Cloninger | Claude Osteen | Wayne Granger | 597 | 493 | 104 |
| 1969-09-16 | vs CIN | 146 | W 2-1 | 81-66 | 2 | 0 | Bill Singer | Gary Nolan | Jim Brewer | Gary Nolan | | 599 | 494 | 105 |
| 1969-09-16 | vs CIN | 147 | W 3-2 | 81-66 | 2 | 37,706 | Joe Moeller | Gerry Arrigo | Jim Brewer | Pedro Ramos | | 602 | 496 | 106 |
| 1969-09-17 | vs ATL | 148 | L 5-6 | 81-67 | 3 | 20,574 | Jim Bunning | George Stone | Cecil Upshaw | Ray Lamb | | 607 | 502 | 105 |
| 1969-09-18 | vs ATL | 149 | W 5-2 | 82-67 | 2 | 21,621 | Don Sutton | Phil Niekro | Don Sutton | Phil Niekro | | 612 | 504 | 108 |
| 1969-09-19 | @ SFN | 150 | L 1-5 | 82-68 | 3 | 21,831 | Claude Osteen | Mike McCormick | Mike McCormick | Claude Osteen | | 613 | 509 | 104 |
| 1969-09-20 | @ SFN | 151 | L 4-5 | 82-69 | 3 | 25,213 | Bill Singer | Juan Marichal | Juan Marichal | Bill Singer | | 617 | 514 | 103 |
| 1969-09-21 | @ SFN | 152 | L 3-4 | 82-70 | 3 | 41,051 | Jim Bunning | Gaylord Perry | Frank Linzy | Pete Mikkelsen | | 620 | 518 | 102 |
| 1969-09-22 | @ CIN | 153 | L 1-2 | 82-71 | 4 | 6,488 | Don Sutton | Jim Maloney | Wayne Granger | Don Sutton | | 621 | 520 | 101 |
| 1969-09-23 | @ CIN | 154 | L 3-6 | 82-73 | 4 | 0 | Claude Osteen | Jim Merritt | Jim Merritt | Claude Osteen | | 624 | 526 | 98 |
| 1969-09-23 | @ CIN | 155 | L 2-5 | 82-73 | 4 | 10,770 | Alan Foster | Gerry Arrigo | Gerry Arrigo | Alan Foster | Wayne Granger | 626 | 531 | 95 |
| 1969-09-24 | @ CIN | 156 | L 2-7 | 82-74 | 4 | 6,690 | Bill Singer | Tony Cloninger | Tony Cloninger | Bill Singer | | 628 | 538 | 90 |
| 1969-09-26 | vs SFN | 157 | L 1-2 | 82-75 | 4 | 37,078 | Don Sutton | Gaylord Perry | Gaylord Perry | Don Sutton | | 629 | 540 | 89 |
| 1969-09-27 | vs SFN | 158 | W 2-1 | 83-75 | 4 | 32,997 | Claude Osteen | Mike McCormick | Jim Brewer | Ron Bryant | | 631 | 541 | 90 |
| 1969-09-28 | vs SFN | 159 | L 1-8 | 83-76 | 4 | 32,798 | Bill Singer | Juan Marichal | Juan Marichal | Bill Singer | | 632 | 549 | 83 |
| 1969-09-30 | vs HOU | 160 | L 3-6 | 83-77 | 4 | 11,605 | Don Sutton | Denny Lemaster | Denny Lemaster | Don Sutton | | 635 | 555 | 80 |
| 1969-10-01 | vs HOU | 161 | W 5-2 | 84-77 | 4 | 9,123 | Claude Osteen | Larry Dierker | Claude Osteen | Larry Dierker | | 640 | 557 | 83 |
| 1969-10-02 | vs HOU | 162 | W 5-4 | 85-77 | 4 | 9,966 | Bill Singer | Jim Ray | Bill Singer | Fred Gladding | | 645 | 561 | 84 |