| Tuesday, February 12 |
| Future Cub Virgil Cheeves is born in Oklahoma City, OK. |
| Thursday, April 18 |
| » Major-league debuts: Lefty Davis (Dodgers) |
| Friday, April 19 |
| » Defeated Cardinals (0-1), 8-7 | Robison Field (1-0) | 1-0 | |
| » Starters: Jack Taylor vs Jack Powell | Second | ½ out |
| » Major-league debuts: Jim Delahanty (Cubs) |
| Saturday, April 20 |
| » Lost to Cardinals (1-1), 11-9 | Robison Field (1-1) | 1-1 | |
| » Starters: Tom Hughes vs Cowboy Jones | Third | 1 out |
| Sunday, April 21 |
| » Lost to Cardinals (2-1), 12-5 | Robison Field (1-2) | 1-2 | Lost 2 |
| » Starters: Jock Menefee vs Willie Sudhoff | Fourth | 1½ out |
| Monday, April 22 |
| » Major-league debuts: Doc White (Phillies) |
| Future Cub Taylor Douthit is born in Little Rock, AR. |
| Wednesday, April 24 |
| » Lost to Reds (1-1), 10-9 | League Park II (0-1) | 1-3 | Lost 3 |
| » Starters: Jack Taylor vs Bill Phillips | Fifth | 1½ out |
| » Major-league debuts: Fred Raymer (Cubs) |
| Friday, April 26 |
| » Lost to Reds (2-1), 8-7 | West Side Grounds (0-1) | 1-4 | Lost 4 |
| » Starters: Doc Newton vs Tom Hughes | Sixth | 2 out |
| Saturday, April 27 |
| » Lost to Reds (3-1), 9-2 | West Side Grounds (0-2) | 1-5 | Lost 5 |
| » Starters: Noodles Hahn vs Jack Taylor | Seventh | 3 out |
| Sunday, April 28 |
| » Lost to Reds (4-1), 6-4 | West Side Grounds (0-3) | 1-6 | Lost 6 |
| » Starters: Bill Phillips vs Bert Cunningham | Seventh | 4 out |
| Monday, April 29 |
| » Defeated Reds (4-2), 9-6 | West Side Grounds (1-3) | 2-6 | |
| » Starters: Barney McFadden vs Tom Hughes | Sixth | 3 out |
| Tuesday, April 30 |
| » Defeated Reds (4-3), 8-7 | West Side Grounds (2-3) | 3-6 | Won 2 |
| » Starters: Doc Newton vs Jock Menefee | Sixth | 2½ out |
| Wednesday, May 1 |
| » Defeated Pirates (3-4), 8-3 | Exposition Park III (1-0) | 4-6 | Won 3 |
| » Starters: Jack Taylor vs Rube Waddell | Sixth | 2 out |
| Thursday, May 2 |
| » Lost to Pirates (4-4), 3-2 | Exposition Park III (1-1) | 4-7 | |
| » Starters: Mal Eason vs Jesse Tannehill | Sixth | 3 out |
| Friday, May 3 |
| » Lost to Pirates (5-4), 10-6 | Exposition Park III (1-2) | 4-8 | Lost 2 |
| » Starters: Tom Hughes vs Sam Leever | Sixth | 3½ out |
| Saturday, May 4 |
| » Defeated Pirates (5-5), 4-2 | Exposition Park III (2-2) | 5-8 | |
| » Starters: Jock Menefee vs Deacon Phillippe | Sixth | 3 out |
| Sunday, May 5 |
| » Lost to Pirates (6-5), 4-2 | West Side Grounds (2-4) | 5-9 | |
| » Starters: Snake Wiltse vs Rube Waddell | Eighth | 4 out |
| » Major-league debuts: Snake Wiltse (Pirates) |
| Monday, May 6 |
| » Major-league debuts: Bill Bergen (Reds) |
| Tuesday, May 7 |
| » Lost to Pirates (7-5), 8-0 | West Side Grounds (2-5) | 5-10 | Lost 2 |
| » Starters: Jack Chesbro vs Jack Taylor | Sixth | 4½ out |
| Wednesday, May 8 |
| » Lost to Pirates (8-5), 8-7 | West Side Grounds (2-6) | 5-11 | Lost 3 |
| » Starters: Sam Leever vs Tom Hughes | Sixth | 4½ out |
| Thursday, May 9 |
| » Lost to Pirates (9-5), 8-1 | West Side Grounds (2-7) | 5-12 | Lost 4 |
| » Starters: Deacon Phillippe vs Jock Menefee | Seventh | 5½ out |
| Friday, May 10 |
| » Defeated Cardinals (7-9), 4-1 | West Side Grounds (3-7) | 6-12 | |
| » Starters: Cowboy Jones vs Rube Waddell | Eighth | 5½ out |
| Saturday, May 11 |
| » Defeated Cardinals (7-10), 12-2 | West Side Grounds (4-7) | 7-12 | Won 2 |
| » Starters: Jack Powell vs Mal Eason | Eighth | 5 out |
| Sunday, May 12 |
| » Defeated Cardinals (7-11), 6-3 | West Side Grounds (5-7) | 8-12 | Won 3 |
| » Starters: Ed Murphy vs Rube Waddell | Sixth | 4 out |
| Tuesday, May 14 |
| » Lost to Giants (8-5), 3-0 | Polo Grounds IV (0-1) | 8-13 | |
| » Starters: Jock Menefee vs Roger Denzer | Sixth | 4 out |
| Wednesday, May 15 |
| » Lost to Giants (9-5), 4-0 | Polo Grounds IV (0-2) | 8-14 | Lost 2 |
| » Starters: Jack Taylor vs Christy Mathewson | Seventh | 5 out |
| Thursday, May 16 |
| » Defeated Giants (9-6), 11-3 | Polo Grounds IV (1-2) | 9-14 | |
| » Starters: Rube Waddell vs Dummy Taylor | Seventh | 5½ out |
| Friday, May 17 |
| » Defeated Giants (9-7), 4-0 | Polo Grounds IV (2-2) | 10-14 | Won 2 |
| » Starters: Mal Eason vs Dummy Taylor | Seventh | 4½ out |
| Saturday, May 18 |
| » Lost to Phillies (11-11), 4-0 | Baker Bowl (0-1) | 10-15 | |
| » Starters: Jock Menefee vs Bill Duggleby | Eighth | 5 out |
| Monday, May 20 |
| » Lost to Phillies (12-11), 6-4 | Baker Bowl (0-2) | 10-16 | Lost 2 |
| » Starters: Rube Waddell vs Doc White | Eighth | 5½ out |
| Tuesday, May 21 |
| » Lost to Phillies (13-11), 5-3 | Baker Bowl (0-3) | 10-17 | Lost 3 |
| » Starters: Tom Hughes vs Al Orth | Eighth | 6½ out |
| Wednesday, May 22 |
| » Lost to Phillies (14-11), 3-1 | Baker Bowl (0-4) | 10-18 | Lost 4 |
| » Starters: Rube Waddell vs Red Donahue | Eighth | 7½ out |
| Thursday, May 23 |
| » Defeated Dodgers (11-12), 9-2 | Washington Park III (1-0) | 11-18 | |
| » Starters: Jack Taylor vs Doc McJames | Eighth | 6 out |
| Friday, May 24 |
| » Lost to Dodgers (12-12), 15-7 | Washington Park III (1-1) | 11-19 | |
| » Starters: Mal Eason vs Bill Donovan | Eighth | 7 out |
| Thursday, May 30 |
| » Defeated Braves (10-14), 4-3 | South End Grounds III (1-0) | 12-19 | |
| » Starters: Rube Waddell vs Bill Dinneen | Eighth | 6½ out |
| » Lost to Braves (11-14), 5-3 | South End Grounds III (1-1) | 12-20 | |
| » Starters: Jock Menefee vs Togie Pittinger | Eighth | 6½ out |
| Saturday, June 1 |
| » Lost to Cardinals (14-17), 9-2 | West Side Grounds (5-8) | 12-21 | Lost 2 |
| » Starters: Willie Sudhoff vs Jack Taylor | Eighth | 7½ out |
| Sunday, June 2 |
| » Lost to Pirates (17-15), 6-1 | West Side Grounds (5-9) | 12-22 | Lost 3 |
| » Starters: Sam Leever vs Rube Waddell | Eighth | 8 out |
| Monday, June 3 |
| » Lost to Braves (12-15), 3-0 | West Side Grounds (5-10) | 12-23 | Lost 4 |
| » Starters: Vic Willis vs Tom Hughes | Eighth | 9 out |
| Tuesday, June 4 |
| » Defeated Braves (12-16), 6-5 | West Side Grounds (6-10) | 13-23 | |
| » Starters: Bill Dinneen vs Mal Eason | Eighth | 9 out |
| Thursday, June 6 |
| » Lost to Phillies (19-16), 14-4 | West Side Grounds (6-11) | 13-24 | |
| » Starters: Red Donahue vs Rube Waddell | Eighth | 9 out |
| Friday, June 7 |
| » Defeated Phillies (19-17), 6-4 | West Side Grounds (7-11) | 14-24 | |
| » Starters: Bill Duggleby vs Jock Menefee | Eighth | 8 out |
| Saturday, June 8 |
| » Defeated Phillies (19-18), 5-4 | West Side Grounds (8-11) | 15-24 | Won 2 |
| » Starters: Doc White vs Jack Taylor | Eighth | 7½ out |
| Sunday, June 9 |
| » Lost to Dodgers (18-17), 7-6 | West Side Grounds (8-12) | 15-25 | |
| » Starters: Jim Hughes vs Rube Waddell | Eighth | 8 out |
| Monday, June 10 |
| » Lost to Dodgers (19-17), 9-1 | West Side Grounds (8-13) | 15-26 | Lost 2 |
| » Starters: Bill Donovan vs Mal Eason | Seventh | 8 out |
| Tuesday, June 11 |
| » Lost to Dodgers (20-17), 9-5 | West Side Grounds (8-14) | 15-27 | Lost 3 |
| » Starters: Doc McJames vs Jock Menefee | Seventh | 9 out |
| Wednesday, June 12 |
| » Defeated Dodgers (20-18), 8-1 | West Side Grounds (9-14) | 16-27 | |
| » Starters: Frank Kitson vs Tom Hughes | Seventh | 9 out |
| Thursday, June 13 |
| » Lost to Giants (19-15), 9-7 | West Side Grounds (9-15) | 16-28 | |
| » Starters: Ed Doheny vs Jack Taylor | Seventh | 10 out |
| Friday, June 14 |
| » Lost to Giants (20-15), 4-1 | West Side Grounds (9-16) | 16-29 | Lost 2 |
| » Starters: Dummy Taylor vs Jock Menefee | Eighth | 10 out |
| Saturday, June 15 |
| » Defeated Giants (20-16), 9-2 | West Side Grounds (10-16) | 17-29 | |
| » Starters: Christy Mathewson vs Rube Waddell | Eighth | 10 out |
| Sunday, June 16 |
| » Tied Giants, 4-4 | West Side Grounds (10-16) | 17-29 | |
| » Starters: Bill Phyle vs Tom Hughes | Eighth | 10½ out |
| Wednesday, June 19 |
| » Lost to Braves (18-20), 6-2 | South End Grounds III (1-2) | 17-30 | |
| » Starters: Jock Menefee vs Vic Willis | Eighth | 12 out |
| » Lost to Braves (19-20), 7-6 | South End Grounds III (1-3) | 17-31 | Lost 2 |
| » Starters: Mal Eason vs Bob Lawson | Eighth | 12 out |
| Thursday, June 20 |
| » Lost to Braves (20-20), 6-5 | South End Grounds III (1-4) | 17-32 | Lost 3 |
| » Starters: Rube Waddell vs Bill Dinneen | Eighth | 13½ out |
| » Lost to Braves (21-20), 2-0 | South End Grounds III (1-5) | 17-33 | Lost 4 |
| » Starters: Jack Taylor vs Vic Willis | Eighth | 13½ out |
| Friday, June 21 |
| » Lost to Braves (22-20), 5-3 | South End Grounds III (1-6) | 17-34 | Lost 5 |
| » Starters: Tom Hughes vs Bob Lawson | Eighth | 13½ out |
| Saturday, June 22 |
| » Defeated Dodgers (25-22), 16-6 | Washington Park III (2-1) | 18-34 | |
| » Starters: Jock Menefee vs Doc McJames | Eighth | 12½ out |
| » Defeated Dodgers (25-23), 5-2 | Washington Park III (3-1) | 19-34 | Won 2 |
| » Starters: Jack Taylor vs Frank Kitson | Eighth | 12½ out |
| Monday, June 24 |
| » Lost to Dodgers (26-23), 2-1 | Washington Park III (3-2) | 19-35 | |
| » Starters: Rube Waddell vs Jim Hughes | Eighth | 13½ out |
| Tuesday, June 25 |
| » Lost to Dodgers (27-23), 5-2 | Washington Park III (3-3) | 19-36 | Lost 2 |
| » Starters: Tom Hughes vs Brickyard Kennedy | Eighth | 13½ out |
| Thursday, June 27 |
| » Lost to Phillies (28-25), 16-7 | Baker Bowl (0-5) | 19-37 | Lost 3 |
| » Starters: Mal Eason vs Red Donahue | Eighth | 13½ out |
| » Lost to Phillies (29-25), 4-3 | Baker Bowl (0-6) | 19-38 | Lost 4 |
| » Starters: Jack Taylor vs Bill Duggleby | Eighth | 13½ out |
| Friday, June 28 |
| » Lost to Phillies (30-25), 4-2 | Baker Bowl (0-7) | 19-39 | Lost 5 |
| » Starters: Tom Hughes vs Doc White | Eighth | 14½ out |
| Saturday, June 29 |
| » Lost to Giants (26-21), 14-1 | Polo Grounds IV (2-3) | 19-40 | Lost 6 |
| » Starters: Rube Waddell vs Christy Mathewson | Eighth | 15½ out |
| Monday, July 1 |
| » Lost to Giants (27-21), 6-4 | Polo Grounds IV (2-4) | 19-41 | Lost 7 |
| » Starters: Jack Taylor vs Dummy Taylor | Eighth | 15½ out |
| Tuesday, July 2 |
| » Lost to Giants (28-21), 6-3 | Polo Grounds IV (2-5) | 19-42 | Lost 8 |
| » Starters: Tom Hughes vs Bill Phyle | Eighth | 16½ out |
| Thursday, July 4 |
| » Defeated Dodgers (30-28), 5-3 | West Side Grounds (11-16) | 20-42 | |
| » Starters: Frank Kitson vs Jack Taylor | Eighth | 15½ out |
| » Defeated Dodgers (30-29), 10-9 | West Side Grounds (12-16) | 21-42 | Won 2 |
| » Starters: Bill Donovan vs Rube Waddell | Eighth | 15½ out |
| Friday, July 5 |
| » Lost to Dodgers (31-29), 12-5 | West Side Grounds (12-17) | 21-43 | |
| » Starters: Doc McJames vs Tom Hughes | Eighth | 16½ out |
| Saturday, July 6 |
| » Lost to Dodgers (32-29), 8-6 | West Side Grounds (12-18) | 21-44 | Lost 2 |
| » Starters: Jim Hughes vs Jack Taylor | Eighth | 17½ out |
| Sunday, July 7 |
| » Lost to Dodgers (33-29), 8-5 | West Side Grounds (12-19) | 21-45 | Lost 3 |
| » Starters: Frank Kitson vs Rube Waddell | Seventh | 18 out |
| Monday, July 8 |
| » Defeated Phillies (33-30), 2-1 | West Side Grounds (13-19) | 22-45 | |
| » Starters: Bill Duggleby vs Mal Eason | Eighth | 18 out |
| Tuesday, July 9 |
| » Lost to Phillies (34-30), 6-3 | West Side Grounds (13-20) | 22-46 | |
| » Starters: Al Orth vs Jack Taylor | Seventh | 19 out |
| Wednesday, July 10 |
| » Lost to Phillies (35-30), 6-2 | West Side Grounds (13-21) | 22-47 | Lost 2 |
| » Starters: Red Donahue vs Rube Waddell | Eighth | 20 out |
| Thursday, July 11 |
| » Lost to Phillies (36-30), 4-3 | West Side Grounds (13-22) | 22-48 | Lost 3 |
| » Starters: Bill Duggleby vs Mal Eason | Eighth | 21 out |
| Friday, July 12 |
| » Lost to Braves (30-32), 7-0 | West Side Grounds (13-23) | 22-49 | Lost 4 |
| » Starters: Kid Nichols vs Jack Taylor | Eighth | 21 out |
| Saturday, July 13 |
| » Defeated Braves (30-33), 7-6 | West Side Grounds (14-23) | 23-49 | |
| » Starters: Vic Willis vs Tom Hughes | Seventh | 21 out |
| Sunday, July 14 |
| » Lost to Pirates (43-26), 3-1 | West Side Grounds (14-24) | 23-50 | |
| » Starters: Jesse Tannehill vs Mal Eason | Eighth | 22 out |
| Monday, July 15 |
| » Defeated Braves (30-34), 4-1 | West Side Grounds (15-24) | 24-50 | |
| » Starters: Bill Dinneen vs Jack Taylor | Eighth | 21½ out |
| Tuesday, July 16 |
| » Lost to Braves (31-34), 4-2 | West Side Grounds (15-25) | 24-51 | |
| » Starters: Togie Pittinger vs Tom Hughes | Eighth | 21½ out |
| Wednesday, July 17 |
| » Defeated Giants (32-30), 7-4 | West Side Grounds (16-25) | 25-51 | |
| » Starters: Willie Mills vs Rube Waddell | Eighth | 20½ out |
| Thursday, July 18 |
| » Defeated Giants (32-31), 6-5 | West Side Grounds (17-25) | 26-51 | Won 2 |
| » Starters: Dummy Taylor vs Mal Eason | Eighth | 19½ out |
| Friday, July 19 |
| » Defeated Giants (32-32), 5-2 | West Side Grounds (18-25) | 27-51 | Won 3 |
| » Starters: Christy Mathewson vs Jack Taylor | Eighth | 18½ out |
| Saturday, July 20 |
| » Defeated Giants (32-33), 7-2 | West Side Grounds (19-25) | 28-51 | Won 4 |
| » Starters: Bill Phyle vs Rube Waddell | Eighth | 18½ out |
| Sunday, July 21 |
| » Defeated Giants (32-34), 5-2 | West Side Grounds (20-25) | 29-51 | Won 5 |
| » Starters: Dummy Taylor vs Mal Eason | Eighth | 18 out |
| Monday, July 22 |
| » Lost to Cardinals (44-34), 6-5 | Robison Field (1-3) | 29-52 | |
| » Starters: Tom Hughes vs Jack Powell | Eighth | 18½ out |
| Tuesday, July 23 |
| » Defeated Cardinals (44-35), 6-5 | Robison Field (2-3) | 30-52 | |
| » Starters: Jack Taylor vs Jack Harper | Eighth | 18½ out |
| Wednesday, July 24 |
| » Lost to Cardinals (45-35), 2-1 | Robison Field (2-4) | 30-53 | |
| » Starters: Rube Waddell vs Ed Murphy | Eighth | 19½ out |
| Thursday, July 25 |
| » Lost to Cardinals (46-35), 5-3 | Robison Field (2-5) | 30-54 | Lost 2 |
| » Starters: Mal Eason vs Jack Harper | Eighth | 20½ out |
| Friday, July 26 |
| » Defeated Reds (32-45), 5-2 | West Side Grounds (21-25) | 31-54 | |
| » Starters: Archie Stimmel vs Tom Hughes | Eighth | 19½ out |
| Saturday, July 27 |
| » Defeated Reds (32-46), 9-3 | West Side Grounds (22-25) | 32-54 | Won 2 |
| » Starters: Noodles Hahn vs Jack Taylor | Eighth | 19½ out |
| Monday, July 29 |
| » Defeated Reds (32-47), 3-2 | League Park II (1-1) | 33-54 | Won 3 |
| » Starters: Jock Menefee vs Bill Phillips | Eighth | 19 out |
| Tuesday, July 30 |
| » Defeated Reds (32-48), 5-4 | League Park II (2-1) | 34-54 | Won 4 |
| » Starters: Jack Taylor vs Archie Stimmel | Eighth | 18½ out |
| Wednesday, July 31 |
| » Lost to Reds (33-48), 5-4 | League Park II (2-2) | 34-55 | |
| » Starters: Tom Hughes vs Noodles Hahn | Eighth | 19 out |
| Thursday, August 1 |
| » Defeated Cardinals (48-38), 5-1 | West Side Grounds (23-25) | 35-55 | |
| » Starters: Willie Sudhoff vs Rube Waddell | Eighth | 18½ out |
| Saturday, August 3 |
| » Lost to Cardinals (49-38), 5-2 | West Side Grounds (23-26) | 35-56 | |
| » Starters: Jack Harper vs Mal Eason | Eighth | 18½ out |
| Sunday, August 4 |
| » Lost to Cardinals (50-38), 4-3 | West Side Grounds (23-27) | 35-57 | Lost 2 |
| » Starters: Willie Sudhoff vs Rube Waddell | Eighth | 19½ out |
| Monday, August 5 |
| » Lost to Reds (35-49), 10-7 | League Park II (2-3) | 35-58 | Lost 3 |
| » Starters: Jock Menefee vs Whitey Guese | Eighth | 19½ out |
| » Major-league debuts: Ike Van Zandt (Cubs) |
| Tuesday, August 6 |
| » Defeated Reds (35-50), 6-2 | League Park II (3-3) | 36-58 | |
| » Starters: Rube Waddell vs Archie Stimmel | Eighth | 19½ out |
| Wednesday, August 7 |
| » Lost to Reds (36-50), 6-3 | League Park II (3-4) | 36-59 | |
| » Starters: Jack Taylor vs Bill Phillips | Eighth | 20½ out |
| Thursday, August 8 |
| » Lost to Pirates (53-34), 7-6 | Exposition Park III (2-3) | 36-60 | Lost 2 |
| » Starters: Mal Eason vs Ed Poole | Eighth | 21½ out |
| Friday, August 9 |
| » Defeated Pirates (53-35), 4-1 | Exposition Park III (3-3) | 37-60 | |
| » Starters: Tom Hughes vs Jesse Tannehill | Eighth | 20½ out |
| Sunday, August 11 |
| » Lost to Pirates (54-35), 5-1 | West Side Grounds (23-28) | 37-61 | |
| » Starters: Ed Doheny vs Rube Waddell | Eighth | 21½ out |
| Thursday, August 15 |
| » Defeated Cardinals (55-43), 4-2 | Robison Field (3-5) | 38-61 | |
| » Starters: Tom Hughes vs Jack Powell | Eighth | 21 out |
| Future Cub Les Sweetland is born in St. Ignace, MI. |
| Saturday, August 17 |
| » Defeated Cardinals (55-44), 6-3 | Robison Field (4-5) | 39-61 | Won 2 |
| » Starters: Rube Waddell vs Willie Sudhoff | Eighth | 21 out |
| Sunday, August 18 |
| » Lost to Cardinals (56-44), 8-5 | Robison Field (4-6) | 39-62 | |
| » Starters: Jack Taylor vs Ed Murphy | Eighth | 21 out |
| Monday, August 19 |
| » Lost to Reds (40-55), 2-0 | League Park II (3-5) | 39-63 | Lost 2 |
| » Starters: Tom Hughes vs Archie Stimmel | Eighth | 22 out |
| Wednesday, August 21 |
| » Defeated Reds (40-56), 9-1 | League Park II (4-5) | 40-63 | |
| » Starters: Rube Waddell vs Gus Weyhing | Eighth | 21½ out |
| Thursday, August 22 |
| » Lost to Reds (41-56), 6-3 | League Park II (4-6) | 40-64 | |
| » Starters: Mal Eason vs Noodles Hahn | Eighth | 22½ out |
| Friday, August 23 |
| Future Cub Guy Bush is born in Aberdeen, MS. |
| Saturday, August 24 |
| » Defeated Cardinals (57-48), 5-1 | West Side Grounds (24-28) | 41-64 | |
| » Starters: Willie Sudhoff vs Tom Hughes | Eighth | 22 out |
| Sunday, August 25 |
| » Defeated Cardinals (57-49), 5-3 | West Side Grounds (25-28) | 42-64 | Won 2 |
| » Starters: Ed Murphy vs Rube Waddell | Eighth | 22 out |
| Monday, August 26 |
| » Lost to Reds (42-57), 4-3 | West Side Grounds (25-29) | 42-65 | |
| » Starters: Noodles Hahn vs Tom Hughes | Eighth | 22 out |
| Tuesday, August 27 |
| » Defeated Reds (42-58), 3-2 | West Side Grounds (26-29) | 43-65 | |
| » Starters: Jack Sutthoff vs Jack Taylor | Eighth | 22 out |
| Future Cub Phil Collins is born in Chicago, IL. |
| Wednesday, August 28 |
| » Defeated Reds (42-59), 5-4 | West Side Grounds (27-29) | 44-65 | Won 2 |
| » Starters: Archie Stimmel vs Rube Waddell | Eighth | 21 out |
| Thursday, August 29 |
| » Defeated Pirates (60-40), 4-1 | Exposition Park III (4-3) | 45-65 | Won 3 |
| » Starters: Tom Hughes vs Ed Doheny | Eighth | 21 out |
| » Lost to Pirates (61-40), 2-1 | Exposition Park III (4-4) | 45-66 | |
| » Starters: Mal Eason vs Jack Chesbro | Eighth | 21 out |
| Saturday, August 31 |
| » Defeated Pirates (61-41), 5-1 | Exposition Park III (5-4) | 46-66 | |
| » Starters: Tom Hughes vs Deacon Phillippe | Seventh | 21 out |
| » Lost to Pirates (62-41), 5-2 | Exposition Park III (5-5) | 46-67 | |
| » Starters: Jack Taylor vs Jesse Tannehill | Seventh | 21 out |
| Monday, September 2 |
| » Lost to Giants (42-61), 6-1 | Polo Grounds IV (2-6) | 46-68 | Lost 2 |
| » Starters: Tom Hughes vs Dummy Taylor | Seventh | 22 out |
| » Defeated Giants (42-62), 3-1 | Polo Grounds IV (3-6) | 47-68 | |
| » Starters: Mal Eason vs Charlie Hickman | Seventh | 22 out |
| Tuesday, September 3 |
| » Defeated Giants (42-63), 10-4 | Polo Grounds IV (4-6) | 48-68 | Won 2 |
| » Starters: Jock Menefee vs Al Maul | Sixth | 22 out |
| Wednesday, September 4 |
| » Lost to Phillies (66-47), 5-4 | Baker Bowl (0-8) | 48-69 | |
| » Starters: Tom Hughes vs Happy Townsend | Seventh | 23½ out |
| Thursday, September 5 |
| » Lost to Phillies (67-47), 7-4 | Baker Bowl (0-9) | 48-70 | Lost 2 |
| » Starters: Mal Eason vs Bill Duggleby | Seventh | 25 out |
| Friday, September 6 |
| » Lost to Phillies (68-47), 3-2 | Baker Bowl (0-10) | 48-71 | Lost 3 |
| » Starters: Jock Menefee vs Red Donahue | Seventh | 26½ out |
| Saturday, September 7 |
| » Lost to Dodgers (67-49), 3-0 | Washington Park III (3-4) | 48-72 | Lost 4 |
| » Starters: Tom Hughes vs Bill Donovan | Seventh | 27 out |
| » Lost to Dodgers (68-49), 8-2 | Washington Park III (3-5) | 48-73 | Lost 5 |
| » Starters: Jack Taylor vs Doc Newton | Seventh | 27 out |
| Monday, September 9 |
| » Lost to Dodgers (69-49), 8-0 | Washington Park III (3-6) | 48-74 | Lost 6 |
| » Starters: Mal Eason vs Frank Kitson | Seventh | 28 out |
| Tuesday, September 10 |
| » Defeated Dodgers (69-50), 4-3 | Washington Park III (4-6) | 49-74 | |
| » Starters: Jock Menefee vs Jim Hughes | Sixth | 28 out |
| Wednesday, September 11 |
| » Defeated Braves (59-61), 6-3 | South End Grounds III (2-6) | 50-74 | Won 2 |
| » Starters: Tom Hughes vs Bill Dinneen | Sixth | 28 out |
| Friday, September 13 |
| » Lost to Braves (60-61), 2-1 | South End Grounds III (2-7) | 50-75 | |
| » Starters: Mal Eason vs Togie Pittinger | Sixth | 28 out |
| » Lost to Braves (61-61), 1-0 | South End Grounds III (2-8) | 50-76 | Lost 2 |
| » Starters: Jack Taylor vs Vic Willis | Sixth | 28 out |
| Sunday, September 15 |
| » Lost to Cardinals (66-59), 13-6 | West Side Grounds (27-30) | 50-77 | Lost 3 |
| » Starters: Jack Harper vs Tom Hughes | Fifth | 30 out |
| Friday, September 20 |
| » Lost to Braves (64-62), 3-1 | West Side Grounds (27-31) | 50-78 | Lost 4 |
| » Starters: Kid Nichols vs Jock Menefee | Seventh | 33 out |
| » Lost to Braves (65-62), 7-0 | West Side Grounds (27-32) | 50-79 | Lost 5 |
| » Starters: Vic Willis vs Mal Eason | Seventh | 33 out |
| » Major-league debuts: Pat Carney (Braves) |
| Saturday, September 21 |
| » Defeated Braves (65-63), 1-0 | West Side Grounds (28-32) | 51-79 | |
| » Starters: Bill Dinneen vs Tom Hughes | Seventh | 32 out |
| Sunday, September 22 |
| » Lost to Pirates (82-45), 15-9 | West Side Grounds (28-33) | 51-80 | |
| » Starters: Deacon Phillippe vs Jack Taylor | Sixth | 33 out |
| Monday, September 23 |
| » Lost to Phillies (74-54), 3-1 | West Side Grounds (28-34) | 51-81 | Lost 2 |
| » Starters: Red Donahue vs Jock Menefee | Sixth | 34 out |
| Tuesday, September 24 |
| » Lost to Phillies (75-54), 4-0 | West Side Grounds (28-35) | 51-82 | Lost 3 |
| » Starters: Al Orth vs Mal Eason | Sixth | 35 out |
| Wednesday, September 25 |
| » Lost to Phillies (76-54), 4-3 | West Side Grounds (28-36) | 51-83 | Lost 4 |
| » Starters: Bill Duggleby vs Tom Hughes | Sixth | 36 out |
| Thursday, September 26 |
| » Lost to Giants (51-78), 5-1 | West Side Grounds (28-37) | 51-84 | Lost 5 |
| » Starters: Dummy Taylor vs Jack Taylor | Eighth | 37 out |
| Friday, September 27 |
| » Major-league debuts: George Browne (Phillies) |
| Saturday, September 28 |
| » Defeated Giants (51-79), 5-2 | West Side Grounds (29-37) | 52-84 | |
| » Starters: Bill Phyle vs Jock Menefee | Seventh | 37 out |
| Sunday, September 29 |
| » Lost to Dodgers (77-56), 4-1 | West Side Grounds (29-38) | 52-85 | |
| » Starters: Jim Hughes vs Tom Hughes | Seventh | 36½ out |
| » Major-league debuts: Johnny Gochnauer (Dodgers) |
| Saturday, October 5 |
| » Defeated Pirates (89-49), 2-1 | West Side Grounds (30-38) | 53-85 | |
| » Starters: Ed Poole vs Mal Eason | Sixth | 36 out |
| » Major-league debuts: Germany Schaefer (Cubs) |
| Sunday, October 6 |
| » Lost to Pirates (90-49), 9-5 | West Side Grounds (30-39) | 53-86 | |
| » Starters: George Merritt vs Tom Hughes | Sixth | 37 out |
| Sunday, December 1 |
| Future Cub Mike Cvengros is born in Pana, IL. |
| Tuesday, December 3 |
| Future Cub Bennie Tate is born in Whitwell, TN. |
| Saturday, December 14 |
| Future Cub Les Bell is born in Harrisburg, PA. |
| Thursday, December 26 |
| Future Cub Doc Farrell is born in Johnson City, NY. |
Game information provided by Retrosheet (www.retrosheet.org) |