| Sunday, February 24 |
| Future Cub Earl Grace is born in Barlow, KY. |
| Friday, March 29 |
| Former Cub Cozy Dolan dies in Louisville, KY at the age of 35. |
| Thursday, April 11 |
| » Defeated Cardinals (0-1), 6-1 | West Side Grounds (1-0) | 1-0 | |
| » Starters: Art Fromme vs Orval Overall | First | -- |
| » Major-league debuts: Bobby Byrne and John Kelly (Cardinals) |
| Sunday, April 14 |
| » Defeated Cardinals (0-2), 2-0 | West Side Grounds (2-0) | 2-0 | Won 2 |
| » Starters: Fred Beebe vs Carl Lundgren | First | -- |
| Wednesday, April 17 |
| » Defeated Pirates (0-2), 6-2 | Exposition Park III (1-0) | 3-0 | Won 3 |
| » Starters: Jack Taylor vs Vic Willis | First | -- |
| Thursday, April 18 |
| » Lost to Pirates (1-2), 1-0 | Exposition Park III (1-1) | 3-1 | |
| » Starters: Mordecai Brown vs Lefty Leifield | First | -- |
| Saturday, April 20 |
| » Defeated Pirates (1-3), 5-1 | Exposition Park III (2-1) | 4-1 | |
| » Starters: Carl Lundgren vs Sam Leever | First | -- |
| Sunday, April 21 |
| » Defeated Reds (3-4), 5-3 | Palace of the Fans (1-0) | 5-1 | Won 2 |
| » Starters: Orval Overall vs Cotton Minahan | First | -- |
| Monday, April 22 |
| » Defeated Reds (3-5), 3-2 | West Side Grounds (3-0) | 6-1 | Won 3 |
| » Starters: Charley Hall vs Ed Reulbach | First | -- |
| Tuesday, April 23 |
| » Defeated Reds (3-6), 4-3 | West Side Grounds (4-0) | 7-1 | Won 4 |
| » Starters: Del Mason vs Chick Fraser | First | -- |
| Future Cub Dolf Camilli is born in San Francisco, CA. |
| Wednesday, April 24 |
| » Lost to Reds (4-6), 12-2 | West Side Grounds (4-1) | 7-2 | |
| » Starters: Bob Ewing vs Jack Taylor | First | -- |
| » Major-league debuts: Kid Durbin (Cubs) |
| Thursday, April 25 |
| Future Cub Roy Parmelee is born in Lambertville, MI. |
| Friday, April 26 |
| » Defeated Cardinals (3-9), 5-3 | Robison Field (1-0) | 8-2 | |
| » Starters: Orval Overall vs Buster Brown | First | -- |
| Saturday, April 27 |
| » Defeated Cardinals (3-10), 4-3 | Robison Field (2-0) | 9-2 | Won 2 |
| » Starters: Jack Pfiester vs Stoney McGlynn | First | -- |
| Sunday, April 28 |
| » Defeated Cardinals (3-11), 3-2 | Robison Field (3-0) | 10-2 | Won 3 |
| » Starters: Jack Taylor vs Fred Beebe | First | -- |
| » Defeated Cardinals (3-12), 1-0 | Robison Field (4-0) | 11-2 | Won 4 |
| » Starters: Chick Fraser vs Art Fromme | First | -- |
| Monday, April 29 |
| » Defeated Reds (4-9), 1-0 | Palace of the Fans (2-0) | 12-2 | Won 5 |
| » Starters: Mordecai Brown vs Bob Ewing | First | -- |
| Tuesday, April 30 |
| » Defeated Reds (4-10), 4-3 | Palace of the Fans (3-0) | 13-2 | Won 6 |
| » Starters: Orval Overall vs Charley Hall | First | -- |
| » Major-league debuts: Frank Leary (Reds) |
| Thursday, May 2 |
| » Lost to Reds (5-10), 3-1 | Palace of the Fans (3-1) | 13-3 | |
| » Starters: Jack Pfiester vs Del Mason | First | -- |
| Saturday, May 4 |
| » Defeated Pirates (9-4), 1-0 | West Side Grounds (5-1) | 14-3 | |
| » Starters: Vic Willis vs Carl Lundgren | Second | ½ out |
| Sunday, May 5 |
| » Defeated Pirates (9-5), 3-1 | West Side Grounds (6-1) | 15-3 | Won 2 |
| » Starters: Deacon Phillippe vs Orval Overall | First | -- |
| Wednesday, May 8 |
| » Defeated Dodgers (1-16), 12-4 | Washington Park III (1-0) | 16-3 | Won 3 |
| » Starters: Mordecai Brown vs Elmer Stricklett | Second | ½ out |
| Saturday, May 11 |
| » Lost to Dodgers (2-16), 1-0 | Washington Park III (1-1) | 16-4 | |
| » Starters: Jack Pfiester vs Nap Rucker | Second | 1 out |
| » Defeated Dodgers (2-17), 2-0 | Washington Park III (2-1) | 17-4 | |
| » Starters: Chick Fraser vs Harry McIntire | Second | 1 out |
| Monday, May 13 |
| » Defeated Phillies (12-8), 5-2 | Baker Bowl (1-0) | 18-4 | Won 2 |
| » Starters: Carl Lundgren vs Frank Corridon | Second | 1 out |
| Tuesday, May 14 |
| » Defeated Phillies (12-9), 9-0 | Baker Bowl (2-0) | 19-4 | Won 3 |
| » Starters: Orval Overall vs Johnny Lush | Second | 1 out |
| Wednesday, May 15 |
| » Defeated Phillies (12-10), 4-2 | Baker Bowl (3-0) | 20-4 | Won 4 |
| » Starters: Mordecai Brown vs Togie Pittinger | Second | 1 out |
| Thursday, May 16 |
| » Defeated Braves (10-14), 7-0 | South End Grounds III (1-0) | 21-4 | Won 5 |
| » Starters: Jack Pfiester vs Vive Lindaman | Second | ½ out |
| Friday, May 17 |
| » Defeated Braves (10-15), 5-1 | South End Grounds III (2-0) | 22-4 | Won 6 |
| » Starters: Jack Taylor vs Gus Dorner | Second | 1 out |
| Saturday, May 18 |
| » Defeated Braves (10-16), 2-1 | South End Grounds III (3-0) | 23-4 | Won 7 |
| » Starters: Carl Lundgren vs Big Jeff Pfeffer | Second | 1 out |
| Monday, May 20 |
| » Lost to Braves (11-16), 6-1 | South End Grounds III (3-1) | 23-5 | |
| » Starters: Chick Fraser vs Patsy Flaherty | Second | 1 out |
| Tuesday, May 21 |
| » Defeated Giants (24-5), 3-2 | Polo Grounds IV (1-0) | 24-5 | |
| » Starters: Mordecai Brown vs Christy Mathewson | First | -- |
| Wednesday, May 22 |
| » Lost to Giants (25-5), 7-1 | Polo Grounds IV (1-1) | 24-6 | |
| » Starters: Orval Overall vs Joe McGinnity | Second | 1 out |
| Thursday, May 23 |
| » Defeated Giants (25-6), 5-2 | Polo Grounds IV (2-1) | 25-6 | |
| » Starters: Carl Lundgren vs Hooks Wiltse | First | -- |
| Saturday, May 25 |
| » Defeated Reds (10-21), 5-0 | Palace of the Fans (4-1) | 26-6 | Won 2 |
| » Starters: Ed Reulbach vs Roy Hitt | First | -- |
| Sunday, May 26 |
| » Lost to Reds (11-21), 9-3 | Palace of the Fans (4-2) | 26-7 | |
| » Starters: Orval Overall vs Bob Ewing | First | -- |
| Monday, May 27 |
| » Lost to Reds (12-21), 3-2 | Palace of the Fans (4-3) | 26-8 | Lost 2 |
| » Starters: Carl Lundgren vs Andy Coakley | Second | ½ out |
| Tuesday, May 28 |
| » Defeated Reds (12-22), 10-2 | Palace of the Fans (5-3) | 27-8 | |
| » Starters: Mordecai Brown vs Bill Essick | First | -- |
| Thursday, May 30 |
| » Defeated Pirates (18-14), 6-4 | Exposition Park III (3-1) | 28-8 | Won 2 |
| » Starters: Jack Taylor vs Lefty Leifield | First | -- |
| » Defeated Pirates (18-15), 7-1 | Exposition Park III (4-1) | 29-8 | Won 3 |
| » Starters: Chick Fraser vs Vic Willis | First | -- |
| Friday, May 31 |
| » Lost to Pirates (19-15), 9-2 | Exposition Park III (4-2) | 29-9 | |
| » Starters: Jack Pfiester vs Deacon Phillippe | First | -- |
| Sunday, June 2 |
| » Defeated Pirates (19-16), 4-3 | West Side Grounds (7-1) | 30-9 | |
| » Starters: Sam Leever vs Carl Lundgren | First | -- |
| Monday, June 3 |
| » Defeated Pirates (19-17), 3-2 | West Side Grounds (8-1) | 31-9 | Won 2 |
| » Starters: Lefty Leifield vs Chick Fraser | First | -- |
| Wednesday, June 5 |
| » Defeated Giants (28-12), 8-2 | West Side Grounds (9-1) | 32-9 | Won 3 |
| » Starters: Christy Mathewson vs Mordecai Brown | First | -- |
| Thursday, June 6 |
| » Defeated Giants (28-13), 3-2 | West Side Grounds (10-1) | 33-9 | Won 4 |
| » Starters: Joe McGinnity vs Jack Taylor | First | -- |
| Saturday, June 8 |
| » Defeated Giants (28-14), 4-3 | West Side Grounds (11-1) | 34-9 | Won 5 |
| » Starters: Red Ames vs Mordecai Brown | First | -- |
| Sunday, June 9 |
| » Defeated Phillies (26-17), 4-2 | West Side Grounds (12-1) | 35-9 | Won 6 |
| » Starters: Bill Duggleby vs Carl Lundgren | First | -- |
| Tuesday, June 11 |
| » Lost to Phillies (27-17), 6-5 | West Side Grounds (12-2) | 35-10 | |
| » Starters: Frank Corridon vs Chick Fraser | First | -- |
| Thursday, June 13 |
| » Defeated Dodgers (15-32), 4-2 | West Side Grounds (13-2) | 36-10 | |
| » Starters: Nap Rucker vs Ed Reulbach | First | -- |
| Friday, June 14 |
| » Defeated Dodgers (15-33), 4-2 | West Side Grounds (14-2) | 37-10 | Won 2 |
| » Starters: Weldon Henley vs Jack Pfiester | First | -- |
| » Major-league debuts: Bill Sweeney (Cubs) |
| Saturday, June 15 |
| » Defeated Dodgers (15-34), 4-3 | West Side Grounds (15-2) | 38-10 | Won 3 |
| » Starters: Elmer Stricklett vs Orval Overall | First | -- |
| Sunday, June 16 |
| » Lost to Dodgers (16-34), 11-1 | West Side Grounds (15-3) | 38-11 | |
| » Starters: George Bell vs Jack Taylor | First | -- |
| Monday, June 17 |
| » Defeated Braves (21-29), 2-1 | West Side Grounds (16-3) | 39-11 | |
| » Starters: Irv Young vs Mordecai Brown | First | -- |
| Tuesday, June 18 |
| » Defeated Braves (21-30), 3-1 | West Side Grounds (17-3) | 40-11 | Won 2 |
| » Starters: Big Jeff Pfeffer vs Ed Reulbach | First | -- |
| Wednesday, June 19 |
| » Lost to Braves (22-30), 5-4 | West Side Grounds (17-4) | 40-12 | |
| » Starters: Patsy Flaherty vs Jack Pfiester | First | -- |
| Thursday, June 20 |
| » Defeated Braves (22-31), 4-0 | West Side Grounds (18-4) | 41-12 | |
| » Starters: Gus Dorner vs Orval Overall | First | -- |
| Friday, June 21 |
| » Defeated Cardinals (15-43), 2-0 | West Side Grounds (19-4) | 42-12 | Won 2 |
| » Starters: Johnny Lush vs Mordecai Brown | First | -- |
| Saturday, June 22 |
| » Defeated Cardinals (15-44), 3-0 | West Side Grounds (20-4) | 43-12 | Won 3 |
| » Starters: Fred Beebe vs Carl Lundgren | First | -- |
| Sunday, June 23 |
| » Defeated Cardinals (15-45), 2-1 | West Side Grounds (21-4) | 44-12 | Won 4 |
| » Starters: Ed Karger vs Ed Reulbach | First | -- |
| Monday, June 24 |
| » Defeated Cardinals (15-46), 4-1 | West Side Grounds (22-4) | 45-12 | Won 5 |
| » Starters: Stoney McGlynn vs Orval Overall | First | -- |
| Future Cub Rollie Hemsley is born in Syracuse, OH. |
| Wednesday, June 26 |
| » Defeated Cardinals (15-47), 7-6 | West Side Grounds (23-4) | 46-12 | Won 6 |
| » Starters: Johnny Lush vs Chick Fraser | First | -- |
| » Defeated Cardinals (15-48), 4-1 | West Side Grounds (24-4) | 47-12 | Won 7 |
| » Starters: Fred Beebe vs Jack Taylor | First | -- |
| Thursday, June 27 |
| » Lost to Pirates (31-25), 3-0 | West Side Grounds (24-5) | 47-13 | |
| » Starters: Lefty Leifield vs Mordecai Brown | First | -- |
| Friday, June 28 |
| » Lost to Pirates (32-25), 3-1 | West Side Grounds (24-6) | 47-14 | Lost 2 |
| » Starters: Howie Camnitz vs Carl Lundgren | First | -- |
| Saturday, June 29 |
| » Lost to Pirates (33-25), 2-1 | West Side Grounds (24-7) | 47-15 | Lost 3 |
| » Starters: Deacon Phillippe vs Ed Reulbach | First | -- |
| Sunday, June 30 |
| » Lost to Pirates (34-25), 5-3 | West Side Grounds (24-8) | 47-16 | Lost 4 |
| » Starters: Sam Leever vs Orval Overall | First | -- |
| » Tied Pirates, 4-4 | West Side Grounds (24-8) | 47-16 | |
| » Starters: Vic Willis vs Jack Taylor | First | -- |
| Monday, July 1 |
| » Defeated Pirates (34-26), 5-2 | West Side Grounds (25-8) | 48-16 | |
| » Starters: Lefty Leifield vs Chick Fraser | First | -- |
| Tuesday, July 2 |
| » Defeated Reds (29-36), 5-3 | West Side Grounds (26-8) | 49-16 | Won 2 |
| » Starters: Andy Coakley vs Carl Lundgren | First | -- |
| Wednesday, July 3 |
| » Defeated Reds (29-37), 3-1 | West Side Grounds (27-8) | 50-16 | Won 3 |
| » Starters: Jake Weimer vs Ed Reulbach | First | -- |
| Thursday, July 4 |
| » Defeated Reds (29-38), 5-1 | West Side Grounds (28-8) | 51-16 | Won 4 |
| » Starters: Charley Hall vs Mordecai Brown | First | -- |
| » Defeated Reds (29-39), 2-0 | West Side Grounds (29-8) | 52-16 | Won 5 |
| » Starters: Bob Ewing vs Orval Overall | First | -- |
| Saturday, July 6 |
| » Defeated Dodgers (28-41), 5-2 | Washington Park III (3-1) | 53-16 | Won 6 |
| » Starters: Jack Pfiester vs Nap Rucker | First | -- |
| » Lost to Dodgers (29-41), 6-0 | Washington Park III (3-2) | 53-17 | |
| » Starters: Ed Reulbach vs Elmer Stricklett | First | -- |
| Monday, July 8 |
| » Defeated Dodgers (29-42), 5-0 | Washington Park III (4-2) | 54-17 | |
| » Starters: Mordecai Brown vs Jim Pastorius | First | -- |
| Tuesday, July 9 |
| » Defeated Dodgers (29-43), 7-1 | Washington Park III (5-2) | 55-17 | Won 2 |
| » Starters: Orval Overall vs George Bell | First | -- |
| Wednesday, July 10 |
| » Lost to Dodgers (30-43), 1-0 | Washington Park III (5-3) | 55-18 | |
| » Starters: Jack Pfiester vs Doc Scanlan | First | -- |
| Thursday, July 11 |
| » Lost to Phillies (40-31), 6-3 | Baker Bowl (3-1) | 55-19 | Lost 2 |
| » Starters: Ed Reulbach vs Buster Brown | First | -- |
| Friday, July 12 |
| » Defeated Phillies (40-32), 3-0 | Baker Bowl (4-1) | 56-19 | |
| » Starters: Mordecai Brown vs Frank Corridon | First | -- |
| Saturday, July 13 |
| » Lost to Phillies (41-32), 3-2 | Baker Bowl (4-2) | 56-20 | |
| » Starters: Orval Overall vs Lew Moren | First | -- |
| Monday, July 15 |
| » Defeated Phillies (41-33), 1-0 | Baker Bowl (5-2) | 57-20 | |
| » Starters: Carl Lundgren vs Tully Sparks | First | -- |
| Tuesday, July 16 |
| » Defeated Braves (33-41), 4-3 | South End Grounds III (4-1) | 58-20 | Won 2 |
| » Starters: Jack Pfiester vs Vive Lindaman | First | -- |
| Wednesday, July 17 |
| » Defeated Braves (33-42), 3-2 | South End Grounds III (5-1) | 59-20 | Won 3 |
| » Starters: Ed Reulbach vs Gus Dorner | First | -- |
| Thursday, July 18 |
| » Defeated Braves (33-43), 2-0 | South End Grounds III (6-1) | 60-20 | Won 4 |
| » Starters: Orval Overall vs Patsy Flaherty | First | -- |
| Friday, July 19 |
| » Defeated Giants (47-30), 12-3 | Polo Grounds IV (3-1) | 61-20 | Won 5 |
| » Starters: Mordecai Brown vs Joe McGinnity | First | -- |
| Saturday, July 20 |
| » Lost to Giants (48-30), 1-0 | Polo Grounds IV (3-2) | 61-21 | |
| » Starters: Carl Lundgren vs Christy Mathewson | First | -- |
| Monday, July 22 |
| » Defeated Giants (48-31), 2-0 | Polo Grounds IV (4-2) | 62-21 | |
| » Starters: Ed Reulbach vs Hooks Wiltse | First | -- |
| » Major-league debuts: Larry Doyle (Giants) |
| Tuesday, July 23 |
| » Lost to Giants (49-31), 1-0 | Polo Grounds IV (4-3) | 62-22 | |
| » Starters: Mordecai Brown vs Red Ames | First | -- |
| Thursday, July 25 |
| » Defeated Braves (34-47), 8-0 | West Side Grounds (30-8) | 63-22 | |
| » Starters: Irv Young vs Orval Overall | First | -- |
| Friday, July 26 |
| » Lost to Braves (35-47), 9-7 | West Side Grounds (30-9) | 63-23 | |
| » Starters: Vive Lindaman vs Carl Lundgren | First | -- |
| Saturday, July 27 |
| » Defeated Braves (35-48), 4-0 | West Side Grounds (31-9) | 64-23 | |
| » Starters: Jake Boultes vs Ed Reulbach | First | -- |
| Sunday, July 28 |
| » Lost to Braves (36-48), 5-2 | West Side Grounds (31-10) | 64-24 | |
| » Starters: Patsy Flaherty vs Mordecai Brown | First | -- |
| Monday, July 29 |
| » Defeated Dodgers (41-49), 2-1 | West Side Grounds (32-10) | 65-24 | |
| » Starters: Harry McIntire vs Mordecai Brown | First | -- |
| Tuesday, July 30 |
| » Defeated Dodgers (41-50), 7-6 | West Side Grounds (33-10) | 66-24 | Won 2 |
| » Starters: George Bell vs Orval Overall | First | -- |
| Wednesday, July 31 |
| » Defeated Dodgers (41-51), 4-1 | West Side Grounds (34-10) | 67-24 | Won 3 |
| » Starters: Nap Rucker vs Ed Reulbach | First | -- |
| Thursday, August 1 |
| » Defeated Dodgers (41-52), 7-2 | West Side Grounds (35-10) | 68-24 | Won 4 |
| » Starters: Doc Scanlan vs Jack Pfiester | First | -- |
| Friday, August 2 |
| » Defeated Giants (54-36), 5-0 | West Side Grounds (36-10) | 69-24 | Won 5 |
| » Starters: Christy Mathewson vs Mordecai Brown | First | -- |
| Saturday, August 3 |
| » Defeated Giants (54-37), 3-2 | West Side Grounds (37-10) | 70-24 | Won 6 |
| » Starters: Hooks Wiltse vs Orval Overall | First | -- |
| Sunday, August 4 |
| » Defeated Giants (54-38), 2-1 | West Side Grounds (38-10) | 71-24 | Won 7 |
| » Starters: Joe McGinnity vs Ed Reulbach | First | -- |
| Monday, August 5 |
| » Lost to Giants (55-38), 5-4 | West Side Grounds (38-11) | 71-25 | |
| » Starters: Red Ames vs Jack Taylor | First | -- |
| Tuesday, August 6 |
| » Defeated Giants (55-39), 2-0 | West Side Grounds (39-11) | 72-25 | |
| » Starters: Dummy Taylor vs Mordecai Brown | First | -- |
| Wednesday, August 7 |
| » Lost to Phillies (51-40), 3-0 | West Side Grounds (39-12) | 72-26 | |
| » Starters: Tully Sparks vs Orval Overall | First | -- |
| Thursday, August 8 |
| » Defeated Phillies (51-41), 2-0 | West Side Grounds (40-12) | 73-26 | |
| » Starters: Lew Moren vs Ed Reulbach | First | -- |
| Friday, August 9 |
| » Lost to Phillies (52-41), 3-1 | West Side Grounds (40-13) | 73-27 | |
| » Starters: Frank Corridon vs Carl Lundgren | First | -- |
| Saturday, August 10 |
| » Lost to Phillies (53-41), 4-2 | West Side Grounds (40-14) | 73-28 | Lost 2 |
| » Starters: Tully Sparks vs Jack Taylor | First | -- |
| Sunday, August 11 |
| » Defeated Phillies (53-42), 1-0 | West Side Grounds (41-14) | 74-28 | |
| » Starters: Lew Moren vs Orval Overall | First | -- |
| » Defeated Phillies (53-43), 1-0 | West Side Grounds (42-14) | 75-28 | Won 2 |
| » Starters: Lew Richie vs Jack Pfiester | First | -- |
| Future Cub Bobo Newsom is born in Hartsville, SC. |
| Tuesday, August 13 |
| » Defeated Phillies (53-44), 6-3 | Baker Bowl (6-2) | 76-28 | Won 3 |
| » Starters: Mordecai Brown vs Frank Corridon | First | -- |
| Wednesday, August 14 |
| » Lost to Phillies (54-44), 4-2 | Baker Bowl (6-3) | 76-29 | |
| » Starters: Jack Taylor vs Tully Sparks | First | -- |
| Thursday, August 15 |
| » Defeated Phillies (54-45), 5-1 | Baker Bowl (7-3) | 77-29 | |
| » Starters: Jack Pfiester vs Lew Moren | First | -- |
| Friday, August 16 |
| » Defeated Phillies (54-46), 1-0 | Baker Bowl (8-3) | 78-29 | Won 2 |
| » Starters: Orval Overall vs Frank Corridon | First | -- |
| Saturday, August 17 |
| » Defeated Giants (61-42), 3-2 | Polo Grounds IV (5-3) | 79-29 | Won 3 |
| » Starters: Mordecai Brown vs Christy Mathewson | First | -- |
| Monday, August 19 |
| » Lost to Giants (62-42), 2-1 | Polo Grounds IV (5-4) | 79-30 | |
| » Starters: Carl Lundgren vs Dummy Taylor | First | -- |
| Tuesday, August 20 |
| » Defeated Giants (62-43), 6-2 | Polo Grounds IV (6-4) | 80-30 | |
| » Starters: Jack Pfiester vs Joe McGinnity | First | -- |
| Wednesday, August 21 |
| » Lost to Giants (63-43), 12-4 | Polo Grounds IV (6-5) | 80-31 | |
| » Starters: Jack Taylor vs Red Ames | First | -- |
| Thursday, August 22 |
| » Defeated Braves (41-68), 3-2 | South End Grounds III (7-1) | 81-31 | |
| » Starters: Chick Fraser vs Gus Dorner | First | -- |
| Friday, August 23 |
| » Defeated Braves (41-69), 9-3 | South End Grounds III (8-1) | 82-31 | Won 2 |
| » Starters: Orval Overall vs Patsy Flaherty | First | -- |
| Monday, August 26 |
| » Defeated Braves (41-70), 3-1 | South End Grounds III (9-1) | 83-31 | Won 3 |
| » Starters: Mordecai Brown vs Jake Boultes | First | -- |
| » Defeated Braves (41-71), 4-1 | South End Grounds III (10-1) | 84-31 | Won 4 |
| » Starters: Jack Pfiester vs Patsy Flaherty | First | -- |
| Tuesday, August 27 |
| » Defeated Dodgers (54-61), 1-0 | Washington Park III (6-3) | 85-31 | Won 5 |
| » Starters: Carl Lundgren vs Nap Rucker | First | -- |
| Wednesday, August 28 |
| » Defeated Dodgers (54-62), 6-4 | Washington Park III (7-3) | 86-31 | Won 6 |
| » Starters: Orval Overall vs George Bell | First | -- |
| Thursday, August 29 |
| » Defeated Dodgers (54-63), 5-0 | Washington Park III (8-3) | 87-31 | Won 7 |
| » Starters: Jack Pfiester vs Elmer Stricklett | First | -- |
| Friday, August 30 |
| » Lost to Pirates (68-48), 2-1 | Exposition Park III (4-3) | 87-32 | |
| » Starters: Chick Fraser vs Howie Camnitz | First | -- |
| » Defeated Pirates (68-49), 6-0 | Exposition Park III (5-3) | 88-32 | |
| » Starters: Carl Lundgren vs Lefty Leifield | First | -- |
| Saturday, August 31 |
| » Defeated Reds (50-69), 2-1 | Palace of the Fans (6-3) | 89-32 | Won 2 |
| » Starters: Orval Overall vs Bob Ewing | First | -- |
| Sunday, September 1 |
| » Lost to Cardinals (36-86), 7-2 | West Side Grounds (42-15) | 89-33 | |
| » Starters: Stoney McGlynn vs Ed Reulbach | First | -- |
| Monday, September 2 |
| » Lost to Cardinals (37-86), 6-0 | Robison Field (4-1) | 89-34 | Lost 2 |
| » Starters: Chick Fraser vs Art Fromme | First | -- |
| » Lost to Cardinals (38-86), 9-0 | Robison Field (4-2) | 89-35 | Lost 3 |
| » Starters: Jack Pfiester vs Johnny Lush | First | -- |
| Tuesday, September 3 |
| » Defeated Cardinals (38-87), 5-0 | Robison Field (5-2) | 90-35 | |
| » Starters: Orval Overall vs Ed Karger | First | -- |
| Wednesday, September 4 |
| » Defeated Cardinals (38-88), 8-2 | Robison Field (6-2) | 91-35 | Won 2 |
| » Starters: Ed Reulbach vs Bugs Raymond | First | -- |
| Thursday, September 5 |
| » Lost to Pirates (74-50), 5-0 | Exposition Park III (5-4) | 91-36 | |
| » Starters: Carl Lundgren vs Howie Camnitz | First | -- |
| Friday, September 6 |
| » Lost to Pirates (75-50), 6-4 | Exposition Park III (5-5) | 91-37 | Lost 2 |
| » Starters: Jack Pfiester vs Lefty Leifield | First | -- |
| Saturday, September 7 |
| » Defeated Pirates (75-51), 5-4 | Exposition Park III (6-5) | 92-37 | |
| » Starters: Ed Reulbach vs Bill Duggleby | First | -- |
| Sunday, September 8 |
| » Lost to Pirates (76-51), 3-2 | West Side Grounds (42-16) | 92-38 | |
| » Starters: Vic Willis vs Mordecai Brown | First | -- |
| » Defeated Pirates (76-52), 3-0 | West Side Grounds (43-16) | 93-38 | |
| » Starters: Howie Camnitz vs Carl Lundgren | First | -- |
| » Major-league debuts: Heinie Zimmerman (Cubs) Bill McKechnie (Pirates) |
| Wednesday, September 11 |
| » Tied Cardinals, 4-4 | West Side Grounds (43-16) | 93-38 | |
| » Starters: Stoney McGlynn vs Ed Reulbach | First | -- |
| Thursday, September 12 |
| » Defeated Reds (55-76), 3-1 | West Side Grounds (44-16) | 94-38 | Won 2 |
| » Starters: Jake Weimer vs Orval Overall | First | -- |
| Friday, September 13 |
| » Defeated Reds (55-77), 3-2 | West Side Grounds (45-16) | 95-38 | Won 3 |
| » Starters: Bob Ewing vs Ed Reulbach | First | -- |
| Saturday, September 14 |
| » Defeated Reds (55-78), 12-5 | West Side Grounds (46-16) | 96-38 | Won 4 |
| » Starters: Andy Coakley vs Jack Pfiester | First | -- |
| Sunday, September 15 |
| » Defeated Reds (55-79), 8-1 | West Side Grounds (47-16) | 97-38 | Won 5 |
| » Starters: Roy Hitt vs Carl Lundgren | First | -- |
| Wednesday, September 18 |
| » Defeated Reds (55-80), 2-1 | Palace of the Fans (7-3) | 98-38 | Won 6 |
| » Starters: Orval Overall vs Jake Weimer | First | -- |
| » Major-league debuts: Chick Autry (Reds) |
| Thursday, September 19 |
| » Lost to Reds (56-80), 6-1 | Palace of the Fans (7-4) | 98-39 | |
| » Starters: Chick Fraser vs Andy Coakley | First | -- |
| Saturday, September 21 |
| » Defeated Braves (52-83), 8-3 | West Side Grounds (48-16) | 99-39 | |
| » Starters: Irv Young vs Jack Pfiester | First | -- |
| » Major-league debuts: Sam Frock (Braves) |
| Sunday, September 22 |
| » Defeated Braves (52-84), 8-7 | West Side Grounds (49-16) | 100-39 | Won 2 |
| » Starters: Rube Dessau vs Carl Lundgren | First | -- |
| » Lost to Braves (53-84), 4-2 | West Side Grounds (49-17) | 100-40 | |
| » Starters: Gus Dorner vs Kid Durbin | First | -- |
| » Major-league debuts: Rube Dessau (Braves) |
| Monday, September 23 |
| » Defeated Phillies (74-62), 4-1 | West Side Grounds (50-17) | 101-40 | |
| » Starters: Lew Richie vs Mordecai Brown | First | -- |
| Wednesday, September 25 |
| » Defeated Phillies (74-63), 5-0 | West Side Grounds (51-17) | 102-40 | Won 2 |
| » Starters: Frank Corridon vs Orval Overall | First | -- |
| » Lost to Phillies (75-63), 6-0 | West Side Grounds (51-18) | 102-41 | |
| » Starters: George McQuillan vs Chick Fraser | First | -- |
| Sunday, September 29 |
| » Lost to Dodgers (65-78), 5-2 | West Side Grounds (51-19) | 102-42 | Lost 2 |
| » Starters: Nap Rucker vs Jack Pfiester | First | -- |
| » Tied Dodgers, 2-2 | West Side Grounds (51-19) | 102-42 | |
| » Starters: Elmer Stricklett vs Carl Lundgren | First | -- |
| Monday, September 30 |
| » Defeated Giants (82-66), 6-0 | West Side Grounds (52-19) | 103-42 | |
| » Starters: Hooks Wiltse vs Ed Reulbach | First | -- |
| Tuesday, October 1 |
| » Defeated Giants (82-67), 2-1 | West Side Grounds (53-19) | 104-42 | Won 2 |
| » Starters: Christy Mathewson vs Chick Fraser | First | -- |
| Wednesday, October 2 |
| » Defeated Giants (82-68), 13-7 | West Side Grounds (54-19) | 105-42 | Won 3 |
| » Starters: Dummy Taylor vs Mordecai Brown | First | -- |
| Friday, October 4 |
| » Defeated Cardinals (49-100), 12-1 | Robison Field (7-2) | 106-42 | Won 4 |
| » Starters: Jack Pfiester vs Ed Karger | First | -- |
| Saturday, October 5 |
| » Chicago forfeited to St. Louis. | Robison Field (7-3) | 106-43 | |
| » Starters: Orval Overall vs Johnny Lush | First | -- |
| » Lost to Cardinals (50-101), 4-3 | Robison Field (7-4) | 106-44 | Lost 2 |
| » Starters: Mordecai Brown vs Stoney McGlynn | First | -- |
| Sunday, October 6 |
| » Defeated Cardinals (50-102), 7-1 | Robison Field (8-4) | 107-44 | |
| » Starters: Ed Reulbach vs Art Fromme | First | -- |
| » Lost to Cardinals (51-102), 1-0 | Robison Field (8-5) | 107-45 | |
| » Starters: Carl Lundgren vs Bugs Raymond | First | -- |
| Tuesday, October 22 |
| Future Cub Jimmie Foxx is born in Sudlersville, MD. |
| Friday, November 1 |
| Future Cub Larry French is born in Visalia, CA. |
| Friday, November 22 |
| Future Cub Dick Bartell is born in Chicago, IL. |
| Thursday, December 26 |
| Future Cub Harry Taylor is born in McKeesport, PA. |
Game information provided by Retrosheet (www.retrosheet.org) |
