| Friday, February 24 |
| Future Cub Lynn Nelson is born in Sheldon, ND. |
| Friday, April 14 |
| » Defeated Cardinals (0-1), 6-1 | Robison Field (1-0) | 1-0 | |
| » Starters: Carl Lundgren vs Chappie McFarland | First | -- |
| Saturday, April 15 |
| » Lost to Cardinals (1-1), 2-1 | Robison Field (1-1) | 1-1 | |
| » Starters: Big Jeff Pfeffer vs Wish Egan | Second | 1 out |
| » Major-league debuts: Big Jeff Pfeffer (Cubs) |
| Sunday, April 16 |
| » Defeated Cardinals (1-2), 4-3 | Robison Field (2-1) | 2-1 | |
| » Starters: Jake Weimer vs Win Kellum | Second | ½ out |
| Monday, April 17 |
| » Lost to Cardinals (2-2), 9-5 | Robison Field (2-2) | 2-2 | |
| » Starters: Mordecai Brown vs Billy Campbell | Fourth | 1½ out |
| » Major-league debuts: Billy Campbell (Cardinals) |
| Wednesday, April 19 |
| » Defeated Reds (1-4), 5-1 | West Side Grounds (1-0) | 3-2 | |
| » Starters: Bob Ewing vs Jake Weimer | Fourth | 1 out |
| Friday, April 21 |
| » Lost to Reds (2-4), 5-2 | West Side Grounds (1-1) | 3-3 | |
| » Starters: Charlie Chech vs Carl Lundgren | Third | 1½ out |
| Saturday, April 22 |
| » Lost to Reds (3-4), 5-3 | West Side Grounds (1-2) | 3-4 | Lost 2 |
| » Starters: Orval Overall vs Buttons Briggs | Fourth | 2½ out |
| Sunday, April 23 |
| » Defeated Pirates (5-2), 1-0 | West Side Grounds (2-2) | 4-4 | |
| » Starters: Deacon Phillippe vs Mordecai Brown | Fourth | 1½ out |
| Monday, April 24 |
| » Defeated Pirates (5-3), 7-1 | West Side Grounds (3-2) | 5-4 | Won 2 |
| » Starters: Sam Leever vs Jake Weimer | Fourth | 1½ out |
| » Major-league debuts: Homer Hillebrand (Pirates) |
| Former Cub Jim Gardner dies in Pittsburgh, PA at the age of 31. |
| Wednesday, April 26 |
| » Defeated Pirates (5-4), 2-1 | Exposition Park III (1-0) | 6-4 | Won 3 |
| » Starters: Big Jeff Pfeffer vs Patsy Flaherty | Second | 1 out |
| Friday, April 28 |
| » Lost to Pirates (6-4), 4-2 | Exposition Park III (1-1) | 6-5 | |
| » Starters: Mordecai Brown vs Chick Robitaille | Third | 1½ out |
| Saturday, April 29 |
| » Lost to Pirates (7-4), 3-2 | Exposition Park III (1-2) | 6-6 | Lost 2 |
| » Starters: Jake Weimer vs Deacon Phillippe | Fifth | 2 out |
| Sunday, April 30 |
| » Defeated Reds (6-6), 8-5 | Palace of the Fans (1-0) | 7-6 | |
| » Starters: Carl Lundgren vs Charlie Chech | Third | 2 out |
| Monday, May 1 |
| » Defeated Reds (6-7), 6-0 | Palace of the Fans (2-0) | 8-6 | Won 2 |
| » Starters: Buttons Briggs vs Noodles Hahn | Third | 2 out |
| Tuesday, May 2 |
| » Lost to Reds (7-7), 3-1 | Palace of the Fans (2-1) | 8-7 | |
| » Starters: Big Jeff Pfeffer vs Jack Harper | Fourth | 3 out |
| Wednesday, May 3 |
| » Lost to Reds (8-7), 3-2 | Palace of the Fans (2-2) | 8-8 | Lost 2 |
| » Starters: Mordecai Brown vs Orval Overall | Fifth | 4 out |
| Thursday, May 4 |
| » Defeated Cardinals (5-10), 3-1 | West Side Grounds (4-2) | 9-8 | |
| » Starters: Jack Taylor vs Jake Weimer | Fifth | 4 out |
| Friday, May 5 |
| » Defeated Cardinals (5-11), 10-6 | West Side Grounds (5-2) | 10-8 | Won 2 |
| » Starters: Jim McGinley vs Carl Lundgren | Third | 4 out |
| Saturday, May 6 |
| » Defeated Cardinals (5-12), 5-3 | West Side Grounds (6-2) | 11-8 | Won 3 |
| » Starters: Wish Egan vs Big Jeff Pfeffer | Third | 3 out |
| Sunday, May 7 |
| » Defeated Cardinals (5-13), 3-0 | West Side Grounds (7-2) | 12-8 | Won 4 |
| » Starters: Jack Taylor vs Buttons Briggs | Third | 2½ out |
| Wednesday, May 10 |
| » Lost to Braves (7-13), 4-3 | South End Grounds III (0-1) | 12-9 | |
| » Starters: Jake Weimer vs Chick Fraser | Third | 3 out |
| » Defeated Braves (7-14), 4-2 | South End Grounds III (1-1) | 13-9 | |
| » Starters: Carl Lundgren vs Kaiser Wilhelm | Third | 3 out |
| Thursday, May 11 |
| » Lost to Braves (8-14), 5-0 | South End Grounds III (1-2) | 13-10 | |
| » Starters: Big Jeff Pfeffer vs Irv Young | Third | 4 out |
| Friday, May 12 |
| » Defeated Braves (8-15), 5-4 | South End Grounds III (2-2) | 14-10 | |
| » Starters: Mordecai Brown vs Vic Willis | Third | 4 out |
| Saturday, May 13 |
| » Lost to Giants (18-5), 1-0 | Polo Grounds IV (0-1) | 14-11 | |
| » Starters: Carl Lundgren vs Dummy Taylor | Third | 5 out |
| Monday, May 15 |
| » Lost to Giants (19-5), 4-0 | Polo Grounds IV (0-2) | 14-12 | Lost 2 |
| » Starters: Mordecai Brown vs Joe McGinnity | Third | 6 out |
| Tuesday, May 16 |
| » Lost to Giants (20-5), 4-0 | Polo Grounds IV (0-3) | 14-13 | Lost 3 |
| » Starters: Ed Reulbach vs Red Ames | Third | 7 out |
| » Major-league debuts: Ed Reulbach (Cubs) |
| Wednesday, May 17 |
| » Lost to Giants (21-5), 4-2 | Polo Grounds IV (0-4) | 14-14 | Lost 4 |
| » Starters: Carl Lundgren vs Hooks Wiltse | Third | 8 out |
| Thursday, May 18 |
| » Defeated Dodgers (12-19), 4-1 | Washington Park III (1-0) | 15-14 | |
| » Starters: Big Jeff Pfeffer vs Harry McIntire | Third | 7 out |
| Friday, May 19 |
| » Defeated Dodgers (12-20), 2-1 | Washington Park III (2-0) | 16-14 | Won 2 |
| » Starters: Mordecai Brown vs Mal Eason | Third | 7 out |
| Saturday, May 20 |
| » Lost to Dodgers (13-20), 4-3 | Washington Park III (2-1) | 16-15 | |
| » Starters: Ed Reulbach vs Doc Scanlan | Fourth | 8 out |
| Sunday, May 21 |
| » Defeated Dodgers (13-21), 11-2 | Washington Park III (3-1) | 17-15 | |
| » Starters: Carl Lundgren vs Oscar Jones | Third | 7½ out |
| Tuesday, May 23 |
| » Lost to Phillies (15-14), 8-5 | Baker Bowl (0-1) | 17-16 | |
| » Starters: Mordecai Brown vs Togie Pittinger | Fourth | 9 out |
| Wednesday, May 24 |
| » Lost to Phillies (16-14), 6-2 | Baker Bowl (0-2) | 17-17 | Lost 2 |
| » Starters: Jake Weimer vs Bill Duggleby | Fourth | 9 out |
| Thursday, May 25 |
| » Defeated Phillies (16-15), 9-4 | Baker Bowl (1-2) | 18-17 | |
| » Starters: Carl Lundgren vs Frank Corridon | Fourth | 8 out |
| Saturday, May 27 |
| » Defeated Cardinals (13-20), 8-4 | West Side Grounds (8-2) | 19-17 | Won 2 |
| » Starters: Jake Thielman vs Buttons Briggs | Third | 8½ out |
| Sunday, May 28 |
| » Lost to Cardinals (14-20), 6-1 | West Side Grounds (8-3) | 19-18 | |
| » Starters: Win Kellum vs Big Jeff Pfeffer | Fourth | 9 out |
| Monday, May 29 |
| » Lost to Reds (17-18), 6-3 | Palace of the Fans (2-3) | 19-19 | Lost 2 |
| » Starters: Jake Weimer vs Charlie Chech | Fourth | 10 out |
| Tuesday, May 30 |
| » Defeated Reds (17-19), 1-0 | Palace of the Fans (3-3) | 20-19 | |
| » Starters: Ed Reulbach vs Tom Walker | Fourth | 9½ out |
| Wednesday, May 31 |
| » Lost to Reds (18-19), 11-10 | Palace of the Fans (3-4) | 20-20 | |
| » Starters: Buttons Briggs vs Bob Ewing | Fifth | 11 out |
| » Lost to Reds (19-19), 3-2 | Palace of the Fans (3-5) | 20-21 | Lost 2 |
| » Starters: Big Jeff Pfeffer vs Orval Overall | Fifth | 11 out |
| Thursday, June 1 |
| » Lost to Pirates (24-17), 4-0 | Exposition Park III (1-3) | 20-22 | Lost 3 |
| » Starters: Jake Weimer vs Charlie Case | Fifth | 12 out |
| Saturday, June 3 |
| » Defeated Pirates (24-18), 4-0 | Exposition Park III (2-3) | 21-22 | |
| » Starters: Ed Reulbach vs Chick Robitaille | Fourth | 12 out |
| Sunday, June 4 |
| » Lost to Pirates (25-18), 8-2 | West Side Grounds (8-4) | 21-23 | |
| » Starters: Patsy Flaherty vs Bob Wicker | Fifth | 13 out |
| » Lost to Pirates (26-18), 5-4 | West Side Grounds (8-5) | 21-24 | Lost 2 |
| » Starters: Charlie Case vs Carl Lundgren | Fifth | 13 out |
| Monday, June 5 |
| » Defeated Pirates (26-19), 4-3 | West Side Grounds (9-5) | 22-24 | |
| » Starters: Sam Leever vs Big Jeff Pfeffer | Fifth | 13 out |
| Wednesday, June 7 |
| » Defeated Braves (15-29), 10-2 | West Side Grounds (10-5) | 23-24 | Won 2 |
| » Starters: Irv Young vs Ed Reulbach | Fifth | 13 out |
| Thursday, June 8 |
| » Defeated Braves (15-30), 11-2 | West Side Grounds (11-5) | 24-24 | Won 3 |
| » Starters: Chick Fraser vs Jake Weimer | Fifth | 12 out |
| Friday, June 9 |
| » Defeated Braves (15-31), 3-2 | West Side Grounds (12-5) | 25-24 | Won 4 |
| » Starters: Vic Willis vs Mordecai Brown | Fifth | 11 out |
| Saturday, June 10 |
| » Defeated Braves (15-32), 7-0 | West Side Grounds (13-5) | 26-24 | Won 5 |
| » Starters: Kaiser Wilhelm vs Bob Wicker | Fourth | 11 out |
| Sunday, June 11 |
| » Defeated Giants (36-13), 4-0 | West Side Grounds (14-5) | 27-24 | Won 6 |
| » Starters: Joe McGinnity vs Ed Reulbach | Fourth | 10 out |
| Monday, June 12 |
| » Defeated Giants (36-14), 5-1 | West Side Grounds (15-5) | 28-24 | Won 7 |
| » Starters: Red Ames vs Jake Weimer | Fourth | 9 out |
| Tuesday, June 13 |
| » Lost to Giants (37-14), 1-0 | West Side Grounds (15-6) | 28-25 | |
| » Starters: Christy Mathewson vs Mordecai Brown | Fourth | 10 out |
| Wednesday, June 14 |
| » Defeated Giants (37-15), 1-0 | West Side Grounds (16-6) | 29-25 | |
| » Starters: Joe McGinnity vs Bob Wicker | Fourth | 9 out |
| Thursday, June 15 |
| » Defeated Dodgers (16-37), 10-4 | West Side Grounds (17-6) | 30-25 | Won 2 |
| » Starters: Doc Scanlan vs Big Jeff Pfeffer | Fourth | 8 out |
| Friday, June 16 |
| » Defeated Dodgers (16-38), 4-0 | West Side Grounds (18-6) | 31-25 | Won 3 |
| » Starters: Elmer Stricklett vs Jake Weimer | Fourth | 8 out |
| Sunday, June 18 |
| » Defeated Dodgers (16-39), 4-1 | West Side Grounds (19-6) | 32-25 | Won 4 |
| » Starters: Fred Mitchell vs Mordecai Brown | Fifth | 7½ out |
| Monday, June 19 |
| » Defeated Phillies (29-23), 3-2 | West Side Grounds (20-6) | 33-25 | Won 5 |
| » Starters: Togie Pittinger vs Ed Reulbach | Fourth | 6½ out |
| Tuesday, June 20 |
| » Lost to Phillies (30-23), 3-2 | West Side Grounds (20-7) | 33-26 | |
| » Starters: Bill Duggleby vs Bob Wicker | Fifth | 7½ out |
| Wednesday, June 21 |
| » Defeated Phillies (30-24), 3-0 | West Side Grounds (21-7) | 34-26 | |
| » Starters: Frank Corridon vs Buttons Briggs | Third | 7½ out |
| Thursday, June 22 |
| » Lost to Phillies (31-24), 4-0 | West Side Grounds (21-8) | 34-27 | |
| » Starters: Togie Pittinger vs Mordecai Brown | Fourth | 8½ out |
| Saturday, June 24 |
| » Defeated Cardinals (25-35), 2-1 | Robison Field (3-2) | 35-27 | |
| » Starters: Ed Reulbach vs Jack Taylor | Fourth | 8½ out |
| Sunday, June 25 |
| » Defeated Reds (33-28), 18-2 | West Side Grounds (22-8) | 36-27 | Won 2 |
| » Starters: Jack Harper vs Jake Weimer | Fourth | 8 out |
| Monday, June 26 |
| » Defeated Reds (33-29), 9-1 | West Side Grounds (23-8) | 37-27 | Won 3 |
| » Starters: Bob Ewing vs Bob Wicker | Fourth | 8 out |
| Tuesday, June 27 |
| » Lost to Reds (34-29), 6-0 | West Side Grounds (23-9) | 37-28 | |
| » Starters: Orval Overall vs Buttons Briggs | Fourth | 9 out |
| Saturday, July 1 |
| » Defeated Reds (34-30), 13-5 | West Side Grounds (24-9) | 38-28 | |
| » Manager: Frank Chance |
| » Starters: Tom Walker vs Jake Weimer | Fourth | 9½ out |
| Sunday, July 2 |
| » Defeated Cardinals (25-41), 7-4 | Robison Field (4-2) | 39-28 | Won 2 |
| » Starters: Ed Reulbach vs Jack Taylor | Fourth | 8½ out |
| » Defeated Cardinals (25-42), 2-0 | Robison Field (5-2) | 40-28 | Won 3 |
| » Starters: Buttons Briggs vs Chappie McFarland | Fourth | 8½ out |
| Tuesday, July 4 |
| » Defeated Cardinals (25-43), 3-2 | West Side Grounds (25-9) | 41-28 | Won 4 |
| » Starters: Wish Egan vs Carl Lundgren | Third | 8 out |
| » Defeated Cardinals (25-44), 11-1 | West Side Grounds (26-9) | 42-28 | Won 5 |
| » Starters: Kid Nichols vs Bob Wicker | Third | 8 out |
| Wednesday, July 5 |
| » Lost to Pirates (44-27), 8-3 | West Side Grounds (26-10) | 42-29 | |
| » Starters: Charlie Case vs Jake Weimer | Third | 9 out |
| Thursday, July 6 |
| » Lost to Pirates (45-27), 5-2 | West Side Grounds (26-11) | 42-30 | Lost 2 |
| » Starters: Deacon Phillippe vs Ed Reulbach | Fourth | 10 out |
| Saturday, July 8 |
| » Defeated Pirates (45-28), 8-1 | West Side Grounds (27-11) | 43-30 | |
| » Starters: Mike Lynch vs Mordecai Brown | Fourth | 9½ out |
| » Lost to Pirates (46-28), 5-1 | West Side Grounds (27-12) | 43-31 | |
| » Starters: Sam Leever vs Buttons Briggs | Fourth | 9½ out |
| Sunday, July 9 |
| » Tied Pirates, 2-2 | West Side Grounds (27-12) | 43-31 | |
| » Starters: Patsy Flaherty vs Bob Wicker | Fourth | 9½ out |
| Monday, July 10 |
| » Defeated Pirates (46-29), 4-1 | Exposition Park III (3-3) | 44-31 | |
| » Starters: Jake Weimer vs Charlie Case | Fourth | 9 out |
| Tuesday, July 11 |
| » Lost to Giants (53-21), 6-5 | Polo Grounds IV (0-5) | 44-32 | |
| » Starters: Ed Reulbach vs Joe McGinnity | Fourth | 10 out |
| Wednesday, July 12 |
| » Defeated Giants (53-22), 8-1 | Polo Grounds IV (1-5) | 45-32 | |
| » Starters: Mordecai Brown vs Christy Mathewson | Fourth | 9 out |
| Thursday, July 13 |
| » Lost to Giants (54-22), 4-1 | Polo Grounds IV (1-6) | 45-33 | |
| » Starters: Bob Wicker vs Red Ames | Fourth | 10 out |
| Friday, July 14 |
| » Lost to Giants (55-22), 3-2 | Polo Grounds IV (1-7) | 45-34 | Lost 2 |
| » Starters: Ed Reulbach vs Dummy Taylor | Fourth | 11 out |
| Saturday, July 15 |
| » Defeated Dodgers (23-55), 8-0 | Washington Park III (4-1) | 46-34 | |
| » Starters: Buttons Briggs vs Mal Eason | Fourth | 11 out |
| Monday, July 17 |
| » Defeated Dodgers (23-56), 1-0 | Washington Park III (5-1) | 47-34 | Won 2 |
| » Starters: Jake Weimer vs Doc Scanlan | Fourth | 10 out |
| Tuesday, July 18 |
| » Defeated Dodgers (23-57), 12-2 | Washington Park III (6-1) | 48-34 | Won 3 |
| » Starters: Mordecai Brown vs Oscar Jones | Fourth | 9 out |
| Thursday, July 20 |
| » Defeated Braves (26-57), 3-1 | South End Grounds III (3-2) | 49-34 | Won 4 |
| » Starters: Ed Reulbach vs Irv Young | Fourth | 9½ out |
| » Lost to Braves (27-57), 5-4 | South End Grounds III (3-3) | 49-35 | |
| » Starters: Bob Wicker vs Kaiser Wilhelm | Fourth | 9½ out |
| Friday, July 21 |
| » Defeated Braves (27-58), 3-2 | South End Grounds III (4-3) | 50-35 | |
| » Starters: Buttons Briggs vs Chick Fraser | Third | 9½ out |
| Saturday, July 22 |
| » Lost to Braves (28-58), 2-1 | South End Grounds III (4-4) | 50-36 | |
| » Starters: Jake Weimer vs Vic Willis | Fourth | 10½ out |
| Monday, July 24 |
| » Defeated Phillies (49-36), 7-0 | Baker Bowl (2-2) | 51-36 | |
| » Starters: Ed Reulbach vs Togie Pittinger | Third | 10½ out |
| Tuesday, July 25 |
| » Defeated Phillies (49-37), 2-1 | Baker Bowl (3-2) | 52-36 | Won 2 |
| » Starters: Bob Wicker vs Bill Duggleby | Third | 10½ out |
| Wednesday, July 26 |
| » Lost to Phillies (50-37), 3-2 | Baker Bowl (3-3) | 52-37 | |
| » Starters: Buttons Briggs vs Kid Nichols | Third | 11½ out |
| Thursday, July 27 |
| » Lost to Phillies (51-37), 9-4 | Baker Bowl (3-4) | 52-38 | Lost 2 |
| » Starters: Jake Weimer vs Tully Sparks | Fourth | 12½ out |
| Saturday, July 29 |
| » Lost to Phillies (52-37), 4-3 | West Side Grounds (27-13) | 52-39 | Lost 3 |
| » Starters: Togie Pittinger vs Ed Reulbach | Fourth | 13½ out |
| Sunday, July 30 |
| » Lost to Phillies (53-37), 2-1 | West Side Grounds (27-14) | 52-40 | Lost 4 |
| » Starters: Bill Duggleby vs Buttons Briggs | Fourth | 14½ out |
| Monday, July 31 |
| » Defeated Phillies (53-38), 3-2 | West Side Grounds (28-14) | 53-40 | |
| » Starters: Kid Nichols vs Bob Wicker | Fourth | 14½ out |
| Tuesday, August 1 |
| » Lost to Phillies (54-38), 7-6 | West Side Grounds (28-15) | 53-41 | |
| » Starters: Tully Sparks vs Jake Weimer | Fourth | 15½ out |
| Wednesday, August 2 |
| » Lost to Braves (31-65), 4-3 | West Side Grounds (28-16) | 53-42 | Lost 2 |
| » Starters: Irv Young vs Ed Reulbach | Fourth | 16½ out |
| Friday, August 4 |
| » Defeated Braves (31-66), 2-1 | West Side Grounds (29-16) | 54-42 | |
| » Starters: Vic Willis vs Carl Lundgren | Fourth | 15 out |
| Saturday, August 5 |
| » Defeated Braves (31-67), 6-0 | West Side Grounds (30-16) | 55-42 | Won 2 |
| » Starters: Chick Fraser vs Bob Wicker | Fourth | 14 out |
| » Defeated Braves (31-68), 5-1 | West Side Grounds (31-16) | 56-42 | Won 3 |
| » Starters: Kaiser Wilhelm vs Jake Weimer | Fourth | 14 out |
| Sunday, August 6 |
| » Defeated Braves (31-69), 8-0 | West Side Grounds (32-16) | 57-42 | Won 4 |
| » Starters: Irv Young vs Carl Lundgren | Fourth | 13½ out |
| Monday, August 7 |
| » Defeated Giants (69-28), 4-0 | West Side Grounds (33-16) | 58-42 | Won 5 |
| » Starters: Joe McGinnity vs Ed Reulbach | Fourth | 12½ out |
| Tuesday, August 8 |
| » Lost to Giants (70-28), 4-3 | West Side Grounds (33-17) | 58-43 | |
| » Starters: Dummy Taylor vs Jake Weimer | Fourth | 13½ out |
| Wednesday, August 9 |
| » Defeated Giants (70-29), 7-2 | West Side Grounds (34-17) | 59-43 | |
| » Starters: Red Ames vs Bob Wicker | Fourth | 12½ out |
| Thursday, August 10 |
| » Lost to Giants (71-29), 1-0 | West Side Grounds (34-18) | 59-44 | |
| » Starters: Christy Mathewson vs Ed Reulbach | Fourth | 13½ out |
| Friday, August 11 |
| » Defeated Dodgers (30-70), 3-2 | West Side Grounds (35-18) | 60-44 | |
| » Starters: Oscar Jones vs Buttons Briggs | Third | 13½ out |
| Saturday, August 12 |
| » Lost to Dodgers (31-70), 10-2 | West Side Grounds (35-19) | 60-45 | |
| » Starters: Elmer Stricklett vs Carl Lundgren | Third | 14½ out |
| Future Cub Don Hurst is born in Maysville, KY. |
| Sunday, August 13 |
| » Lost to Dodgers (32-70), 2-1 | West Side Grounds (35-20) | 60-46 | Lost 2 |
| » Starters: Doc Scanlan vs Ed Reulbach | Third | 14½ out |
| » Defeated Dodgers (32-71), 15-1 | West Side Grounds (36-20) | 61-46 | |
| » Starters: Harry McIntire vs Jake Weimer | Third | 14½ out |
| Thursday, August 17 |
| » Lost to Giants (75-30), 3-0 | Polo Grounds IV (1-8) | 61-47 | |
| » Starters: Bob Wicker vs Christy Mathewson | Fourth | 15½ out |
| Friday, August 18 |
| » Lost to Giants (76-30), 5-4 | Polo Grounds IV (1-9) | 61-48 | Lost 2 |
| » Starters: Buttons Briggs vs Joe McGinnity | Fourth | 16½ out |
| Saturday, August 19 |
| » Defeated Giants (76-31), 8-2 | Polo Grounds IV (2-9) | 62-48 | |
| » Starters: Ed Reulbach vs Hooks Wiltse | Fourth | 15½ out |
| Monday, August 21 |
| » Defeated Dodgers (34-75), 12-2 | Washington Park III (7-1) | 63-48 | Won 2 |
| » Starters: Jake Weimer vs Fred Mitchell | Third | 15½ out |
| Tuesday, August 22 |
| » Defeated Dodgers (34-76), 6-3 | Washington Park III (8-1) | 64-48 | Won 3 |
| » Starters: Bob Wicker vs Elmer Stricklett | Third | 14 out |
| » Defeated Dodgers (34-77), 6-5 | Washington Park III (9-1) | 65-48 | Won 4 |
| » Starters: Mordecai Brown vs Doc Scanlan | Third | 14 out |
| Wednesday, August 23 |
| » Lost to Dodgers (35-77), 10-9 | Washington Park III (9-2) | 65-49 | |
| » Starters: Buttons Briggs vs Harry McIntire | Third | 15 out |
| Thursday, August 24 |
| » Defeated Phillies (62-50), 2-1 | Baker Bowl (4-4) | 66-49 | |
| » Starters: Ed Reulbach vs Tully Sparks | Third | 15 out |
| Saturday, August 26 |
| » Defeated Phillies (62-51), 4-3 | Baker Bowl (5-4) | 67-49 | Won 2 |
| » Starters: Bob Wicker vs Kid Nichols | Third | 15 out |
| » Defeated Phillies (62-52), 4-0 | Baker Bowl (6-4) | 68-49 | Won 3 |
| » Starters: Mordecai Brown vs Bill Duggleby | Third | 15 out |
| Monday, August 28 |
| » Defeated Braves (38-82), 4-2 | South End Grounds III (5-4) | 69-49 | Won 4 |
| » Starters: Jake Weimer vs Irv Young | Third | 15 out |
| Tuesday, August 29 |
| » Defeated Braves (38-83), 10-2 | South End Grounds III (6-4) | 70-49 | Won 5 |
| » Starters: Carl Lundgren vs Vic Willis | Third | 15 out |
| Wednesday, August 30 |
| » Lost to Braves (39-83), 3-1 | South End Grounds III (6-5) | 70-50 | |
| » Starters: Buttons Briggs vs Chick Fraser | Third | 15½ out |
| Friday, September 1 |
| » Defeated Reds (61-58), 3-0 | West Side Grounds (37-20) | 71-50 | |
| » Starters: Orval Overall vs Mordecai Brown | Third | 15 out |
| Saturday, September 2 |
| » Defeated Reds (61-59), 3-2 | West Side Grounds (38-20) | 72-50 | Won 2 |
| » Starters: Charlie Chech vs Ed Reulbach | Third | 14½ out |
| Sunday, September 3 |
| » Defeated Pirates (80-44), 1-0 | West Side Grounds (39-20) | 73-50 | Won 3 |
| » Starters: Deacon Phillippe vs Bob Wicker | Third | 14½ out |
| » Lost to Pirates (81-44), 1-0 | West Side Grounds (39-21) | 73-51 | |
| » Starters: Lefty Leifield vs Jake Weimer | Third | 14½ out |
| » Major-league debuts: Lefty Leifield (Pirates) |
| Monday, September 4 |
| » Lost to Pirates (82-44), 3-2 | Exposition Park III (3-4) | 73-52 | Lost 2 |
| » Starters: Buttons Briggs vs Sam Leever | Third | 16½ out |
| » Lost to Pirates (83-44), 4-3 | Exposition Park III (3-5) | 73-53 | Lost 3 |
| » Starters: Mordecai Brown vs Homer Hillebrand | Third | 16½ out |
| Tuesday, September 5 |
| » Lost to Pirates (84-44), 6-4 | Exposition Park III (3-6) | 73-54 | Lost 4 |
| » Starters: Ed Reulbach vs Mike Lynch | Third | 17 out |
| Friday, September 8 |
| » Defeated Cardinals (50-80), 8-3 | Robison Field (6-2) | 74-54 | |
| » Starters: Jake Weimer vs Buster Brown | Third | 17 out |
| Sunday, September 10 |
| » Lost to Reds (64-65), 5-2 | Palace of the Fans (3-6) | 74-55 | |
| » Starters: Ed Reulbach vs Orval Overall | Third | 17½ out |
| Monday, September 11 |
| » Lost to Reds (65-65), 3-2 | Palace of the Fans (3-7) | 74-56 | Lost 2 |
| » Starters: Bob Wicker vs Rip Vowinkel | Third | 17½ out |
| » Defeated Reds (65-66), 12-0 | Palace of the Fans (4-7) | 75-56 | |
| » Starters: Mordecai Brown vs Charlie Chech | Third | 17½ out |
| Friday, September 15 |
| » Lost to Cardinals (52-82), 4-3 | Robison Field (6-3) | 75-57 | |
| » Starters: Buttons Briggs vs Jack Taylor | Third | 19 out |
| Future Cub Vance Page is born in Elm City, NC. |
| Sunday, September 17 |
| » Lost to Cardinals (53-82), 3-2 | West Side Grounds (39-22) | 75-58 | Lost 2 |
| » Starters: Sandy McDougal vs Ed Reulbach | Third | 20 out |
| » Defeated Cardinals (53-83), 4-3 | West Side Grounds (40-22) | 76-58 | |
| » Starters: Buster Brown vs Mordecai Brown | Third | 20 out |
| Monday, September 18 |
| » Defeated Cardinals (53-84), 4-2 | West Side Grounds (41-22) | 77-58 | Won 2 |
| » Starters: Jake Thielman vs Carl Lundgren | Third | 19½ out |
| » Major-league debuts: Jack Himes (Cardinals) |
| Tuesday, September 19 |
| » Defeated Reds (66-68), 8-6 | West Side Grounds (42-22) | 78-58 | Won 3 |
| » Starters: Orval Overall vs Jake Weimer | Third | 19 out |
| Wednesday, September 20 |
| » Defeated Reds (66-69), 5-4 | West Side Grounds (43-22) | 79-58 | Won 4 |
| » Starters: Charlie Chech vs Bob Wicker | Third | 18½ out |
| Thursday, September 21 |
| » Major-league debuts: King Brady (Phillies) |
| Friday, September 22 |
| » Defeated Giants (96-39), 7-4 | West Side Grounds (44-22) | 80-58 | Won 5 |
| » Starters: Dummy Taylor vs Ed Reulbach | Third | 17½ out |
| Saturday, September 23 |
| » Defeated Giants (96-40), 1-0 | West Side Grounds (45-22) | 81-58 | Won 6 |
| » Starters: Christy Mathewson vs Carl Lundgren | Third | 16½ out |
| Sunday, September 24 |
| » Defeated Giants (96-41), 10-5 | West Side Grounds (46-22) | 82-58 | Won 7 |
| » Starters: Joe McGinnity vs Bob Wicker | Third | 15½ out |
| Monday, September 25 |
| » Lost to Dodgers (40-98), 2-0 | West Side Grounds (46-23) | 82-59 | |
| » Starters: Elmer Stricklett vs Ed Reulbach | Third | 16 out |
| » Defeated Dodgers (40-99), 3-2 | West Side Grounds (47-23) | 83-59 | |
| » Starters: Harry McIntire vs Buttons Briggs | Third | 16 out |
| Tuesday, September 26 |
| » Lost to Dodgers (41-99), 1-0 | West Side Grounds (47-24) | 83-60 | |
| » Starters: Mal Eason vs Jake Weimer | Third | 17 out |
| Wednesday, September 27 |
| » Defeated Dodgers (41-100), 7-2 | West Side Grounds (48-24) | 84-60 | |
| » Starters: Jack Doscher vs Carl Lundgren | Third | 17 out |
| Thursday, September 28 |
| » Defeated Braves (48-97), 7-4 | West Side Grounds (49-24) | 85-60 | Won 2 |
| » Starters: Kaiser Wilhelm vs Mordecai Brown | Third | 16 out |
| Saturday, September 30 |
| » Lost to Braves (49-97), 2-0 | West Side Grounds (49-25) | 85-61 | |
| » Starters: Chick Fraser vs Bob Wicker | Third | 18 out |
| Sunday, October 1 |
| » Defeated Phillies (80-65), 3-2 | West Side Grounds (50-25) | 86-61 | |
| » Starters: Bill Duggleby vs Ed Reulbach | Third | 17 out |
| » Defeated Phillies (80-66), 6-0 | West Side Grounds (51-25) | 87-61 | Won 2 |
| » Starters: Harry Kane vs Carl Lundgren | Third | 17 out |
| Monday, October 2 |
| » Defeated Phillies (80-67), 8-4 | West Side Grounds (52-25) | 88-61 | Won 3 |
| » Starters: Kid Nichols vs Mordecai Brown | Third | 16½ out |
| Tuesday, October 3 |
| » Tied Phillies, 5-5 | West Side Grounds (52-25) | 88-61 | |
| » Starters: Togie Pittinger vs Big Jeff Pfeffer | Third | 16 out |
| Friday, October 6 |
| » Defeated Pirates (95-54), 7-3 | Exposition Park III (4-6) | 89-61 | Won 4 |
| » Starters: Jake Weimer vs Mike Lynch | Third | 15 out |
| Saturday, October 7 |
| » Defeated Pirates (95-55), 2-1 | Exposition Park III (5-6) | 90-61 | Won 5 |
| » Starters: Ed Reulbach vs Lefty Leifield | Third | 14½ out |
| Sunday, October 8 |
| » Defeated Cardinals (58-95), 5-4 | West Side Grounds (53-25) | 91-61 | Won 6 |
| » Starters: Sandy McDougal vs Bob Wicker | Third | 13½ out |
| » Defeated Cardinals (58-96), 6-3 | West Side Grounds (54-25) | 92-61 | Won 7 |
| » Starters: Art Hoelskoetter vs Mordecai Brown | Third | 13½ out |
| Tuesday, October 24 |
| Future Cub Jack Russell is born in Paris, TX. |
| Tuesday, November 21 |
| Future Cub Freddie Lindstrom is born in Chicago, IL. |
| Thursday, November 23 |
| Former Cub Bill Hanlon dies in Los Angeles, CA at the age of 30. |
| Tuesday, December 5 |
| Future Cub Gus Mancuso is born in Galveston, TX. |
Game information provided by Retrosheet (www.retrosheet.org) |
