| Friday, January 8 |
| Future Cub Walker Cooper is born in Atherton, MO. |
| Friday, January 15 |
| Future Cub Dick Culler is born in High Point, NC. |
| Tuesday, January 26 |
| Future Cub Rip Russell is born in Los Angeles, CA. |
| Friday, February 5 |
| Former Cub Ross Barnes dies in Chicago, IL at the age of 65. |
| Saturday, March 27 |
| Future Cub Newt Kimball is born in Logan, UT. |
| Thursday, April 8 |
| Future Cub Kirby Higbe is born in Columbia, SC. |
| Wednesday, April 14 |
| » Defeated Cardinals (0-1), 7-2 | West Side Grounds (1-0) | 1-0 | |
| » Starters: Slim Sallee vs Hippo Vaughn | First | -- |
| Thursday, April 15 |
| » Lost to Cardinals (1-1), 4-2 | West Side Grounds (1-1) | 1-1 | |
| » Starters: Bill Doak vs Larry Cheney | Second | 1 out |
| Friday, April 16 |
| » Defeated Cardinals (1-2), 4-2 | West Side Grounds (2-1) | 2-1 | |
| » Starters: Dan Griner vs Jimmy Lavender | Second | ½ out |
| Saturday, April 17 |
| » Lost to Cardinals (2-2), 7-4 | West Side Grounds (2-2) | 2-2 | |
| » Starters: Dick Niehaus vs Zip Zabel | Second | 1½ out |
| Sunday, April 18 |
| » Defeated Pirates (2-3), 2-1 | West Side Grounds (3-2) | 3-2 | |
| » Starters: George McQuillan vs Hippo Vaughn | Second | 1 out |
| » Major-league debuts: Doug Baird (Pirates) |
| Monday, April 19 |
| » Defeated Pirates (2-4), 8-7 | West Side Grounds (4-2) | 4-2 | Won 2 |
| » Starters: Erv Kantlehner vs Pete Standridge | Second | 1 out |
| Tuesday, April 20 |
| » Lost to Pirates (3-4), 8-6 | West Side Grounds (4-3) | 4-3 | |
| » Starters: Al Mamaux vs Larry Cheney | Fourth | 2 out |
| Thursday, April 22 |
| » Lost to Cardinals (3-6), 9-5 | Robison Field (0-1) | 4-4 | Lost 2 |
| » Starters: Hippo Vaughn vs Lee Meadows | Third | 3½ out |
| Friday, April 23 |
| » Defeated Cardinals (3-7), 8-4 | Robison Field (1-1) | 5-4 | |
| » Starters: George Pearce vs Dick Niehaus | Third | 3½ out |
| Saturday, April 24 |
| » Lost to Cardinals (4-7), 3-0 | Robison Field (1-2) | 5-5 | |
| » Starters: Zip Zabel vs Slim Sallee | Third | 3½ out |
| Sunday, April 25 |
| » Tied Reds, 4-4 | Crosley Field (0-0) | 5-5 | |
| » Starters: Larry Cheney vs Rube Benton | Third | 3½ out |
| Monday, April 26 |
| » Lost to Reds (8-3), 13-12 | Crosley Field (0-1) | 5-6 | Lost 2 |
| » Starters: Karl Adams vs Curly Brown | Fourth | 4½ out |
| Tuesday, April 27 |
| » Defeated Reds (8-4), 6-0 | Crosley Field (1-1) | 6-6 | |
| » Starters: Zip Zabel vs Red Ames | Third | 4½ out |
| Wednesday, April 28 |
| » Defeated Reds (8-5), 9-8 | Crosley Field (2-1) | 7-6 | Won 2 |
| » Starters: Larry Cheney vs King Lear | Third | 4½ out |
| Thursday, April 29 |
| » Major-league debuts: Bud Weiser (Phillies) |
| Friday, April 30 |
| » Defeated Pirates (5-9), 4-1 | Forbes Field (1-0) | 8-6 | Won 3 |
| » Starters: Zip Zabel vs Wilbur Cooper | Third | 3 out |
| Saturday, May 1 |
| » Defeated Pirates (5-10), 3-1 | Forbes Field (2-0) | 9-6 | Won 4 |
| » Starters: Pete Standridge vs Babe Adams | Second | 3 out |
| Sunday, May 2 |
| » Defeated Pirates (5-11), 7-1 | West Side Grounds (5-3) | 10-6 | Won 5 |
| » Starters: George McQuillan vs Hippo Vaughn | Second | 2½ out |
| Monday, May 3 |
| » Defeated Pirates (5-12), 5-1 | West Side Grounds (6-3) | 11-6 | Won 6 |
| » Starters: Wilbur Cooper vs George Pearce | Second | 1½ out |
| Tuesday, May 4 |
| Future Cub Ox Miller is born in Gause, TX. |
| Wednesday, May 5 |
| » Defeated Reds (9-9), 5-0 | West Side Grounds (7-3) | 12-6 | Won 7 |
| » Starters: Gene Dale vs Zip Zabel | Second | ½ out |
| Friday, May 7 |
| » Lost to Reds (10-9), 9-2 | West Side Grounds (7-4) | 12-7 | |
| » Starters: Rube Benton vs Hippo Vaughn | Second | 1½ out |
| Sunday, May 9 |
| » Defeated Cardinals (10-14), 2-1 | West Side Grounds (8-4) | 13-7 | |
| » Starters: Slim Sallee vs Hippo Vaughn | Second | ½ out |
| Monday, May 10 |
| » Lost to Pirates (11-12), 10-7 | Forbes Field (2-1) | 13-8 | |
| » Starters: Zip Zabel vs Wilbur Cooper | Second | ½ out |
| Tuesday, May 11 |
| » Defeated Dodgers (9-13), 5-1 | Ebbets Field (1-0) | 14-8 | |
| » Starters: George Pearce vs Nap Rucker | Second | ½ out |
| Wednesday, May 12 |
| » Lost to Dodgers (10-13), 11-5 | Ebbets Field (1-1) | 14-9 | |
| » Starters: Larry Cheney vs Jeff Pfeffer | Second | 1 out |
| Thursday, May 13 |
| » Lost to Dodgers (11-13), 3-2 | Ebbets Field (1-2) | 14-10 | Lost 2 |
| » Starters: Hippo Vaughn vs Sherry Smith | Third | 1 out |
| Friday, May 14 |
| » Defeated Dodgers (11-14), 19-4 | Ebbets Field (2-2) | 15-10 | |
| » Starters: Pete Standridge vs Raleigh Aitchison | Second | 1 out |
| Saturday, May 15 |
| » Lost to Giants (10-14), 10-0 | Polo Grounds V (0-1) | 15-11 | |
| » Starters: Zip Zabel vs Rube Marquard | Second | 2 out |
| Tuesday, May 18 |
| » Defeated Giants (10-15), 1-0 | Polo Grounds V (1-1) | 16-11 | |
| » Starters: Bert Humphries vs Jeff Tesreau | Second | 1½ out |
| Wednesday, May 19 |
| » Lost to Giants (11-15), 5-1 | Polo Grounds V (1-2) | 16-12 | |
| » Starters: Hippo Vaughn vs Sailor Stroud | Second | 1½ out |
| Thursday, May 20 |
| » Defeated Braves (14-13), 4-2 | Fenway Park (1-0) | 17-12 | |
| » Starters: George Pearce vs Tom Hughes | Second | ½ out |
| Friday, May 21 |
| » Defeated Braves (14-14), 3-2 | Fenway Park (2-0) | 18-12 | Won 2 |
| » Starters: Jimmy Lavender vs Dick Rudolph | Second | 1 out |
| Saturday, May 22 |
| » Defeated Braves (14-15), 5-4 | Fenway Park (3-0) | 19-12 | Won 3 |
| » Starters: Hippo Vaughn vs Lefty Tyler | First | -- |
| Monday, May 24 |
| » Defeated Braves (14-16), 9-1 | Fenway Park (4-0) | 20-12 | Won 4 |
| » Starters: Larry Cheney vs Bill James | First | -- |
| Tuesday, May 25 |
| » Lost to Phillies (18-11), 3-0 | Baker Bowl (0-1) | 20-13 | |
| » Starters: Bert Humphries vs Pete Alexander | Second | 2 out |
| Thursday, May 27 |
| » Lost to Phillies (19-11), 8-5 | Baker Bowl (0-2) | 20-14 | Lost 2 |
| » Starters: Hippo Vaughn vs Erskine Mayer | Second | 2 out |
| Saturday, May 29 |
| » Defeated Reds (13-18), 3-1 | Crosley Field (3-1) | 21-14 | |
| » Starters: Bert Humphries vs Rube Benton | First | -- |
| Sunday, May 30 |
| » Defeated Cardinals (18-19), 3-2 | West Side Grounds (9-4) | 22-14 | Won 2 |
| » Starters: Slim Sallee vs George Pearce | First | -- |
| Monday, May 31 |
| » Lost to Pirates (17-19), 1-0 | Forbes Field (2-2) | 22-15 | |
| » Starters: Jimmy Lavender vs Wilbur Cooper | First | -- |
| » Lost to Pirates (18-19), 1-0 | Forbes Field (2-3) | 22-16 | Lost 2 |
| » Starters: Larry Cheney vs Al Mamaux | First | -- |
| Tuesday, June 1 |
| » Defeated Pirates (18-20), 2-0 | Forbes Field (3-3) | 23-16 | |
| » Starters: Zip Zabel vs Babe Adams | First | -- |
| Saturday, June 5 |
| » Lost to Giants (16-20), 3-0 | West Side Grounds (9-5) | 23-17 | |
| » Starters: Pol Perritt vs Bert Humphries | First | -- |
| Sunday, June 6 |
| » Defeated Giants (16-21), 8-6 | West Side Grounds (10-5) | 24-17 | |
| » Starters: Jeff Tesreau vs Hippo Vaughn | First | -- |
| Tuesday, June 8 |
| » Lost to Giants (17-21), 9-3 | West Side Grounds (10-6) | 24-18 | |
| » Starters: Rube Marquard vs Jimmy Lavender | First | -- |
| Wednesday, June 9 |
| » Lost to Phillies (25-19), 4-3 | West Side Grounds (10-7) | 24-19 | Lost 2 |
| » Starters: Pete Alexander vs Larry Cheney | Second | ½ out |
| Friday, June 11 |
| » Defeated Phillies (25-20), 2-0 | West Side Grounds (11-7) | 25-19 | |
| » Starters: Eppa Rixey vs Bert Humphries | First | -- |
| Saturday, June 12 |
| » Lost to Phillies (26-20), 13-0 | West Side Grounds (11-8) | 25-20 | |
| » Starters: Erskine Mayer vs George Pearce | Second | ½ out |
| Sunday, June 13 |
| » Defeated Braves (23-23), 6-4 | West Side Grounds (12-8) | 26-20 | |
| » Starters: Dick Rudolph vs Hippo Vaughn | First | -- |
| Tuesday, June 15 |
| » Defeated Braves (23-24), 4-0 | West Side Grounds (13-8) | 27-20 | Won 2 |
| » Starters: Tom Hughes vs Hippo Vaughn | First | -- |
| Wednesday, June 16 |
| » Lost to Braves (24-24), 4-3 | West Side Grounds (13-9) | 27-21 | |
| » Starters: Lefty Tyler vs Larry Cheney | First | -- |
| Thursday, June 17 |
| » Defeated Dodgers (24-27), 4-3 | West Side Grounds (14-9) | 28-21 | |
| » Starters: Jeff Pfeffer vs Bert Humphries | First | -- |
| Saturday, June 19 |
| » Defeated Dodgers (24-28), 5-0 | West Side Grounds (15-9) | 29-21 | Won 2 |
| » Starters: Sherry Smith vs Hippo Vaughn | First | -- |
| Sunday, June 20 |
| » Defeated Dodgers (24-29), 6-1 | West Side Grounds (16-9) | 30-21 | Won 3 |
| » Starters: Raleigh Aitchison vs George Pearce | First | -- |
| Wednesday, June 23 |
| » Defeated Cardinals (32-27), 5-3 | West Side Grounds (17-9) | 31-21 | Won 4 |
| » Starters: Slim Sallee vs Hippo Vaughn | First | -- |
| Thursday, June 24 |
| » Defeated Cardinals (32-28), 14-13 | West Side Grounds (18-9) | 32-21 | Won 5 |
| » Starters: Hank Robinson vs Zip Zabel | First | -- |
| Friday, June 25 |
| » Defeated Cardinals (32-29), 5-0 | West Side Grounds (19-9) | 33-21 | Won 6 |
| » Starters: Bill Doak vs George Pearce | First | -- |
| Saturday, June 26 |
| » Lost to Cardinals (33-29), 4-3 | West Side Grounds (19-10) | 33-22 | |
| » Starters: Slim Sallee vs Hippo Vaughn | First | -- |
| Sunday, June 27 |
| » Defeated Reds (22-31), 4-1 | Crosley Field (4-1) | 34-22 | |
| » Starters: Larry Cheney vs Rube Benton | First | -- |
| » Lost to Reds (23-31), 3-0 | Crosley Field (4-2) | 34-23 | |
| » Starters: Bert Humphries vs Pete Schneider | First | -- |
| Monday, June 28 |
| » Lost to Reds (24-31), 3-2 | Crosley Field (4-3) | 34-24 | Lost 2 |
| » Starters: Zip Zabel vs Fred Toney | First | -- |
| Wednesday, June 30 |
| » Lost to Reds (25-31), 1-0 | Crosley Field (4-4) | 34-25 | Lost 3 |
| » Starters: Jimmy Lavender vs Gene Dale | First | -- |
| » Defeated Reds (25-32), 2-0 | Crosley Field (5-4) | 35-25 | |
| » Starters: Larry Cheney vs Pete Schneider | First | -- |
| Thursday, July 1 |
| » Lost to Pirates (32-28), 4-0 | West Side Grounds (19-11) | 35-26 | |
| » Starters: Al Mamaux vs Hippo Vaughn | First | -- |
| Friday, July 2 |
| » Defeated Pirates (32-29), 2-1 | West Side Grounds (20-11) | 36-26 | |
| » Starters: Bob Harmon vs George Pearce | First | -- |
| Saturday, July 3 |
| » Defeated Pirates (32-30), 6-5 | West Side Grounds (21-11) | 37-26 | Won 2 |
| » Starters: Wilbur Cooper vs Bert Humphries | First | -- |
| » Lost to Pirates (33-30), 4-2 | West Side Grounds (21-12) | 37-27 | |
| » Starters: Babe Adams vs Zip Zabel | First | -- |
| Sunday, July 4 |
| » Defeated Pirates (33-31), 8-5 | West Side Grounds (22-12) | 38-27 | |
| » Starters: George McQuillan vs Larry Cheney | First | -- |
| Monday, July 5 |
| » Lost to Reds (29-33), 8-5 | West Side Grounds (22-13) | 38-28 | |
| » Starters: Pete Schneider vs Zip Zabel | First | -- |
| » Lost to Reds (30-33), 12-7 | West Side Grounds (22-14) | 38-29 | Lost 2 |
| » Starters: Red Ames vs Jimmy Lavender | First | -- |
| Tuesday, July 6 |
| » Defeated Reds (30-34), 5-4 | West Side Grounds (23-14) | 39-29 | |
| » Starters: Rube Benton vs Bert Humphries | First | -- |
| » Tied Reds, 2-2 | West Side Grounds (23-14) | 39-29 | |
| » Starters: Fred Toney vs Hippo Vaughn | First | -- |
| Wednesday, July 7 |
| » Defeated Pirates (34-34), 7-4 | Forbes Field (4-3) | 40-29 | Won 2 |
| » Starters: Jimmy Lavender vs Babe Adams | First | -- |
| Friday, July 9 |
| » Lost to Dodgers (35-35), 8-7 | Ebbets Field (2-3) | 40-30 | |
| » Starters: George Pearce vs Jeff Pfeffer | First | -- |
| Saturday, July 10 |
| » Lost to Dodgers (36-35), 8-3 | Ebbets Field (2-4) | 40-31 | Lost 2 |
| » Starters: Hippo Vaughn vs Phil Douglas | First | -- |
| » Lost to Dodgers (37-35), 6-0 | Ebbets Field (2-5) | 40-32 | Lost 3 |
| » Starters: Larry Cheney vs Wheezer Dell | First | -- |
| Monday, July 12 |
| » Lost to Dodgers (38-35), 3-2 | Ebbets Field (2-6) | 40-33 | Lost 4 |
| » Starters: George Pearce vs Sherry Smith | First | -- |
| Tuesday, July 13 |
| » Lost to Giants (33-36), 4-3 | Polo Grounds V (1-3) | 40-34 | Lost 5 |
| » Starters: Bert Humphries vs Rube Marquard | Second | 1 out |
| Wednesday, July 14 |
| » Lost to Giants (34-36), 6-5 | Polo Grounds V (1-4) | 40-35 | Lost 6 |
| » Starters: Hippo Vaughn vs Sailor Stroud | Second | 1½ out |
| » Defeated Giants (34-37), 3-1 | Polo Grounds V (2-4) | 41-35 | |
| » Starters: Larry Cheney vs Jeff Tesreau | Second | 1½ out |
| Thursday, July 15 |
| » Defeated Giants (34-38), 5-2 | Polo Grounds V (3-4) | 42-35 | Won 2 |
| » Starters: Jimmy Lavender vs Pol Perritt | Second | 1½ out |
| Friday, July 16 |
| » Lost to Giants (35-38), 2-0 | Polo Grounds V (3-5) | 42-36 | |
| » Starters: Zip Zabel vs Christy Mathewson | Second | 2 out |
| Saturday, July 17 |
| » Defeated Phillies (41-34), 4-0 | Baker Bowl (1-2) | 43-36 | |
| » Starters: Larry Cheney vs Pete Alexander | Second | 2 out |
| Monday, July 19 |
| » Lost to Phillies (42-34), 5-4 | Baker Bowl (1-3) | 43-37 | |
| » Starters: Bert Humphries vs Erskine Mayer | Second | 2 out |
| Tuesday, July 20 |
| » Lost to Phillies (43-34), 8-6 | Baker Bowl (1-4) | 43-38 | Lost 2 |
| » Starters: Jimmy Lavender vs Eppa Rixey | Second | 2 out |
| Wednesday, July 21 |
| » Lost to Phillies (44-34), 1-0 | Baker Bowl (1-5) | 43-39 | Lost 3 |
| » Starters: Karl Adams vs Pete Alexander | Third | 3 out |
| Thursday, July 22 |
| » Lost to Braves (40-44), 4-3 | Fenway Park (4-1) | 43-40 | Lost 4 |
| » Starters: George Pearce vs Dick Rudolph | Third | 3½ out |
| Friday, July 23 |
| » Lost to Braves (41-44), 2-1 | Fenway Park (4-2) | 43-41 | Lost 5 |
| » Starters: Hippo Vaughn vs Lefty Tyler | Third | 3½ out |
| Saturday, July 24 |
| » Lost to Braves (42-44), 1-0 | Fenway Park (4-3) | 43-42 | Lost 6 |
| » Starters: Jimmy Lavender vs Dick Rudolph | Third | 5 out |
| Monday, July 26 |
| » Lost to Braves (43-44), 1-0 | Fenway Park (4-4) | 43-43 | Lost 7 |
| » Starters: Karl Adams vs Pat Ragan | Third | 6½ out |
| Friday, July 30 |
| » Lost to Giants (42-43), 3-2 | West Side Grounds (23-15) | 43-44 | Lost 8 |
| » Starters: Sailor Stroud vs Jimmy Lavender | Fourth | 6 out |
| » Defeated Giants (42-44), 4-0 | West Side Grounds (24-15) | 44-44 | |
| » Starters: Pol Perritt vs Bert Humphries | Fourth | 6 out |
| Saturday, July 31 |
| » Defeated Giants (42-45), 7-3 | West Side Grounds (25-15) | 45-44 | Won 2 |
| » Starters: Christy Mathewson vs Hippo Vaughn | Fifth | 6 out |
| » Lost to Giants (43-45), 9-2 | West Side Grounds (25-16) | 45-45 | |
| » Starters: Jeff Tesreau vs Larry Cheney | Fifth | 6 out |
| Sunday, August 1 |
| » Defeated Phillies (51-40), 2-1 | West Side Grounds (26-16) | 46-45 | |
| » Starters: Pete Alexander vs Karl Adams | Fifth | 5 out |
| Monday, August 2 |
| » Defeated Phillies (51-41), 4-1 | West Side Grounds (27-16) | 47-45 | Won 2 |
| » Starters: Erskine Mayer vs Larry Cheney | Third | 4 out |
| Thursday, August 5 |
| » Defeated Braves (50-47), 4-3 | West Side Grounds (28-16) | 48-45 | Won 3 |
| » Starters: Iron Davis vs Hippo Vaughn | Second | 3 out |
| Friday, August 6 |
| » Defeated Braves (50-48), 2-0 | West Side Grounds (29-16) | 49-45 | Won 4 |
| » Starters: Dick Rudolph vs George Pearce | Second | 3 out |
| Saturday, August 7 |
| » Defeated Braves (50-49), 3-2 | West Side Grounds (30-16) | 50-45 | Won 5 |
| » Starters: Lefty Tyler vs Karl Adams | Second | 1½ out |
| Sunday, August 8 |
| » Lost to Dodgers (52-48), 10-7 | West Side Grounds (30-17) | 50-46 | |
| » Starters: Phil Douglas vs Hippo Vaughn | Third | 3 out |
| » Lost to Dodgers (53-48), 5-4 | West Side Grounds (30-18) | 50-47 | Lost 2 |
| » Starters: Nap Rucker vs Bert Humphries | Third | 3 out |
| Monday, August 9 |
| » Lost to Dodgers (54-48), 13-0 | West Side Grounds (30-19) | 50-48 | Lost 3 |
| » Starters: Jeff Pfeffer vs George Pearce | Third | 3 out |
| Tuesday, August 10 |
| » Lost to Dodgers (55-48), 3-1 | West Side Grounds (30-20) | 50-49 | Lost 4 |
| » Starters: Sherry Smith vs Karl Adams | Fifth | 3½ out |
| Wednesday, August 11 |
| » Defeated Dodgers (55-49), 5-2 | West Side Grounds (31-20) | 51-49 | |
| » Starters: Wheezer Dell vs Jimmy Lavender | Fourth | 3 out |
| Thursday, August 12 |
| » Defeated Cardinals (49-57), 6-3 | Robison Field (2-2) | 52-49 | Won 2 |
| » Starters: Hippo Vaughn vs Slim Sallee | Third | 2½ out |
| Friday, August 13 |
| » Major-league debuts: Art Nehf (Braves) |
| Saturday, August 14 |
| » Lost to Cardinals (50-57), 12-2 | Robison Field (2-3) | 52-50 | |
| » Starters: George Pearce vs Red Ames | Third | 4 out |
| Sunday, August 15 |
| » Defeated Cardinals (50-58), 3-1 | Robison Field (3-3) | 53-50 | |
| » Starters: Jimmy Lavender vs Bill Doak | Third | 4 out |
| » Lost to Cardinals (51-58), 8-1 | Robison Field (3-4) | 53-51 | |
| » Starters: Karl Adams vs Lee Meadows | Third | 4 out |
| Tuesday, August 17 |
| » Defeated Pirates (53-55), 6-4 | Forbes Field (5-3) | 54-51 | |
| » Starters: Zip Zabel vs Wilbur Cooper | Third | 3½ out |
| Wednesday, August 18 |
| » Defeated Dodgers (58-51), 9-0 | Ebbets Field (3-6) | 55-51 | Won 2 |
| » Starters: Hippo Vaughn vs Sherry Smith | Third | 2½ out |
| Thursday, August 19 |
| » Lost to Dodgers (59-51), 6-5 | Ebbets Field (3-7) | 55-52 | |
| » Starters: Jimmy Lavender vs Jeff Pfeffer | Third | 2½ out |
| Friday, August 20 |
| » Lost to Dodgers (60-51), 6-5 | Ebbets Field (3-8) | 55-53 | Lost 2 |
| » Starters: Zip Zabel vs Phil Douglas | Third | 3½ out |
| Saturday, August 21 |
| » Lost to Phillies (58-48), 7-5 | Baker Bowl (1-6) | 55-54 | Lost 3 |
| » Starters: Bert Humphries vs Pete Alexander | Fourth | 5½ out |
| » Lost to Phillies (59-48), 3-2 | Baker Bowl (1-7) | 55-55 | Lost 4 |
| » Starters: Karl Adams vs Al Demaree | Fourth | 5½ out |
| Monday, August 23 |
| » Defeated Phillies (59-49), 4-3 | Baker Bowl (2-7) | 56-55 | |
| » Starters: Larry Cheney vs Erskine Mayer | Fourth | 5½ out |
| » Lost to Phillies (60-49), 13-5 | Baker Bowl (2-8) | 56-56 | |
| » Starters: Bert Humphries vs George McQuillan | Fourth | 5½ out |
| Tuesday, August 24 |
| » Defeated Phillies (60-50), 6-1 | Baker Bowl (3-8) | 57-56 | |
| » Starters: Jimmy Lavender vs Eppa Rixey | Fourth | 4½ out |
| Wednesday, August 25 |
| » Lost to Braves (59-54), 2-0 | Braves Field (0-1) | 57-57 | |
| » Starters: Hippo Vaughn vs Dick Rudolph | Fourth | 6 out |
| Thursday, August 26 |
| » Tied Braves, 4-4 | Braves Field (0-1) | 57-57 | |
| » Starters: Karl Adams vs Art Nehf | Fourth | 6½ out |
| Friday, August 27 |
| » Lost to Braves (60-54), 9-4 | Braves Field (0-2) | 57-58 | Lost 2 |
| » Starters: George Pearce vs Lefty Tyler | Fourth | 7 out |
| » Defeated Braves (60-55), 4-1 | Braves Field (1-2) | 58-58 | |
| » Starters: George Pearce vs Pat Ragan | Fourth | 7 out |
| Future Cub Emil Verban is born in Lincoln, IL. |
| Saturday, August 28 |
| » Lost to Giants (54-60), 2-0 | Polo Grounds V (3-6) | 58-59 | |
| » Starters: Bert Humphries vs Jeff Tesreau | Fourth | 7½ out |
| Tuesday, August 31 |
| » Defeated Giants (54-61), 2-0 | Polo Grounds V (4-6) | 59-59 | |
| » Starters: Jimmy Lavender vs Rube Schauer | Fourth | 8 out |
| » Lost to Giants (55-61), 7-1 | Polo Grounds V (4-7) | 59-60 | |
| » Starters: Hippo Vaughn vs Rube Benton | Fourth | 8 out |
| Friday, September 3 |
| » Lost to Pirates (60-67), 4-1 | Forbes Field (5-4) | 59-61 | Lost 2 |
| » Starters: Bert Humphries vs Al Mamaux | Fourth | 8½ out |
| Saturday, September 4 |
| » Defeated Pirates (60-68), 5-2 | Forbes Field (6-4) | 60-61 | |
| » Starters: Hippo Vaughn vs Erv Kantlehner | Fourth | 9 out |
| » Lost to Pirates (61-68), 2-1 | Forbes Field (6-5) | 60-62 | |
| » Starters: Jimmy Lavender vs Babe Adams | Fourth | 9 out |
| Sunday, September 5 |
| » Lost to Pirates (62-68), 13-2 | West Side Grounds (31-21) | 60-63 | Lost 2 |
| » Starters: Wilbur Cooper vs Karl Adams | Fourth | 9½ out |
| » Major-league debuts: Bob O'Farrell (Cubs) |
| Monday, September 6 |
| » Lost to Cardinals (63-66), 3-2 | Robison Field (3-5) | 60-64 | Lost 3 |
| » Starters: George Pearce vs Slim Sallee | Sixth | 9½ out |
| » Lost to Cardinals (64-66), 10-0 | Robison Field (3-6) | 60-65 | Lost 4 |
| » Starters: Bert Humphries vs Bill Doak | Sixth | 9½ out |
| Tuesday, September 7 |
| » Defeated Cardinals (64-67), 3-1 | Robison Field (4-6) | 61-65 | |
| » Starters: Hippo Vaughn vs Lee Meadows | Fifth | 8½ out |
| Wednesday, September 8 |
| » Lost to Cardinals (65-67), 2-0 | Robison Field (4-7) | 61-66 | |
| » Starters: Jimmy Lavender vs Red Ames | Fifth | 9½ out |
| Thursday, September 9 |
| Former Cub Albert Spalding dies in San Diego, CA at the age of 66. |
| Saturday, September 11 |
| » Lost to Braves (70-61), 8-1 | West Side Grounds (31-22) | 61-67 | Lost 2 |
| » Starters: Tom Hughes vs George Pearce | Fifth | 12 out |
| Sunday, September 12 |
| » Defeated Braves (70-62), 6-3 | West Side Grounds (32-22) | 62-67 | |
| » Starters: Art Nehf vs Hippo Vaughn | Fifth | 11½ out |
| Monday, September 13 |
| » Lost to Braves (71-62), 5-4 | West Side Grounds (32-23) | 62-68 | |
| » Starters: Jesse Barnes vs George Pearce | Sixth | 12½ out |
| Tuesday, September 14 |
| » Lost to Braves (72-62), 7-1 | West Side Grounds (32-24) | 62-69 | Lost 2 |
| » Starters: Dick Rudolph vs Jimmy Lavender | Sixth | 13½ out |
| Wednesday, September 15 |
| » Defeated Braves (72-63), 1-0 | West Side Grounds (33-24) | 63-69 | |
| » Starters: Lefty Tyler vs Phil Douglas | Sixth | 12½ out |
| Thursday, September 16 |
| » Defeated Dodgers (73-64), 1-0 | West Side Grounds (34-24) | 64-69 | Won 2 |
| » Starters: Jeff Pfeffer vs Hippo Vaughn | Fifth | 12½ out |
| Friday, September 17 |
| » Lost to Dodgers (74-64), 7-5 | West Side Grounds (34-25) | 64-70 | |
| » Starters: Sherry Smith vs Jimmy Lavender | Sixth | 12½ out |
| Saturday, September 18 |
| » Lost to Dodgers (75-64), 7-1 | West Side Grounds (34-26) | 64-71 | Lost 2 |
| » Starters: Jack Coombs vs Karl Adams | Sixth | 13½ out |
| Sunday, September 19 |
| » Lost to Giants (63-76), 7-1 | West Side Grounds (34-27) | 64-72 | Lost 3 |
| » Starters: Sailor Stroud vs Bert Humphries | Sixth | 14 out |
| Tuesday, September 21 |
| » Lost to Giants (64-76), 5-4 | West Side Grounds (34-28) | 64-73 | Lost 4 |
| » Starters: Pol Perritt vs Hippo Vaughn | Seventh | 15 out |
| » Defeated Giants (64-77), 5-3 | West Side Grounds (35-28) | 65-73 | |
| » Starters: Emilio Palmero vs Jimmy Lavender | Seventh | 15 out |
| » Major-league debuts: Emilio Palmero (Giants) |
| Wednesday, September 22 |
| » Lost to Giants (65-77), 3-1 | West Side Grounds (35-29) | 65-74 | |
| » Starters: Rube Benton vs Jimmy Lavender | Seventh | 15½ out |
| Thursday, September 23 |
| » Lost to Phillies (82-59), 5-1 | West Side Grounds (35-30) | 65-75 | Lost 2 |
| » Starters: Pete Alexander vs Karl Adams | Eighth | 17½ out |
| » Lost to Phillies (83-59), 3-2 | West Side Grounds (35-31) | 65-76 | Lost 3 |
| » Starters: Eppa Rixey vs Phil Douglas | Eighth | 17½ out |
| » Major-league debuts: Eddie Mulligan (Cubs) |
| Friday, September 24 |
| » Defeated Phillies (83-60), 6-0 | West Side Grounds (36-31) | 66-76 | |
| » Starters: Erskine Mayer vs Bert Humphries | Seventh | 17½ out |
| » Lost to Phillies (84-60), 6-0 | West Side Grounds (36-32) | 66-77 | |
| » Starters: George Chalmers vs Zip Zabel | Seventh | 17½ out |
| Saturday, September 25 |
| » Lost to Phillies (85-60), 5-4 | West Side Grounds (36-33) | 66-78 | Lost 2 |
| » Starters: Al Demaree vs Brad Hogg | Eighth | 18½ out |
| Monday, September 27 |
| » Defeated Reds (69-77), 7-2 | West Side Grounds (37-33) | 67-78 | |
| » Starters: Lefty George vs Jimmy Lavender | Seventh | 17½ out |
| » Defeated Reds (69-78), 5-1 | West Side Grounds (38-33) | 68-78 | Won 2 |
| » Starters: Pete Schneider vs Bert Humphries | Seventh | 17½ out |
| Tuesday, September 28 |
| » Defeated Reds (69-79), 7-3 | West Side Grounds (39-33) | 69-78 | Won 3 |
| » Starters: Gene Dale vs Phil Douglas | Fourth | 17 out |
| » Defeated Reds (69-80), 5-0 | West Side Grounds (40-33) | 70-78 | Won 4 |
| » Starters: Pete Schneider vs Brad Hogg | Fourth | 17 out |
| Wednesday, September 29 |
| » Defeated Reds (69-81), 5-4 | West Side Grounds (41-33) | 71-78 | Won 5 |
| » Starters: King Lear vs Zip Zabel | Fourth | 17 out |
| Thursday, September 30 |
| » Lost to Reds (70-81), 3-2 | West Side Grounds (41-34) | 71-79 | |
| » Starters: Limb McKenry vs Jimmy Lavender | Fifth | 17 out |
| Saturday, October 2 |
| » Defeated Reds (70-82), 5-3 | Crosley Field (6-4) | 72-79 | |
| » Starters: Phil Douglas vs Gene Dale | Fourth | 17½ out |
| » Lost to Reds (71-82), 3-0 | Crosley Field (6-5) | 72-80 | |
| » Starters: Bert Humphries vs Pete Schneider | Fourth | 17½ out |
| Sunday, October 3 |
| » Defeated Cardinals (72-81), 7-2 | West Side Grounds (42-34) | 73-80 | |
| » Starters: Slim Sallee vs Hippo Vaughn | Fourth | 17 out |
| Wednesday, October 6 |
| Future Cub Dutch Meyer is born in Waco, TX. |
| Thursday, October 7 |
| » Major-league debuts: Red Shannon (Braves) |
| Tuesday, October 12 |
| Future Cub Lou Novikoff is born in Glendale, AZ. |
| Sunday, December 5 |
| Future Cub Bobby Mattick is born in Sioux City, IA. |
| Tuesday, December 14 |
| Future Cub Paul Erickson is born in Zion, IL. |
Game information provided by Retrosheet (www.retrosheet.org) |
