| Tuesday, April 14 |
| » Lost to Reds (1-0), 10-1 | Crosley Field (0-1) | 0-1 | |
| » Starters: Larry Cheney vs Rube Benton | Second | 1 out |
| » Major-league debuts: Johnny Rawlings (Reds) |
| Thursday, April 16 |
| » Major-league debuts: Del Baker (Tigers) |
| Friday, April 17 |
| » Defeated Reds (1-1), 6-5 | Crosley Field (1-1) | 1-1 | |
| » Starters: Hippo Vaughn vs Red Ames | Third | 1 out |
| » Major-league debuts: Dave Davenport (Reds) |
| Saturday, April 18 |
| » Lost to Cardinals (2-3), 5-2 | Robison Field (0-1) | 1-2 | |
| » Starters: George Pearce vs Hank Robinson | Fourth | 2 out |
| Sunday, April 19 |
| » Defeated Cardinals (2-4), 9-7 | Robison Field (1-1) | 2-2 | |
| » Starters: Larry Cheney vs Dan Griner | Third | 1½ out |
| Monday, April 20 |
| » Lost to Cardinals (3-4), 2-0 | Robison Field (1-2) | 2-3 | |
| » Starters: Bert Humphries vs Bill Doak | Fourth | 2 out |
| Tuesday, April 21 |
| » Tied Cardinals, 2-2 | Robison Field (1-2) | 2-3 | |
| » Starters: Jimmy Lavender vs Slim Sallee | Fourth | 3 out |
| Wednesday, April 22 |
| » Lost to Reds (2-4), 4-3 | West Side Grounds (0-1) | 2-4 | Lost 2 |
| » Starters: Rube Benton vs George Pearce | Fifth | 3½ out |
| Thursday, April 23 |
| » Defeated Reds (2-5), 2-1 | West Side Grounds (1-1) | 3-4 | |
| » Starters: Phil Douglas vs Jimmy Lavender | Fourth | 3½ out |
| Friday, April 24 |
| » Defeated Reds (2-6), 2-1 | West Side Grounds (2-1) | 4-4 | Won 2 |
| » Starters: Red Ames vs Bert Humphries | Fourth | 2½ out |
| Saturday, April 25 |
| » Lost to Reds (3-6), 13-1 | West Side Grounds (2-2) | 4-5 | |
| » Starters: Dave Davenport vs Charlie Smith | Third | 3 out |
| Sunday, April 26 |
| » Lost to Pirates (8-2), 6-4 | West Side Grounds (2-3) | 4-6 | Lost 2 |
| » Starters: Wilbur Cooper vs Jimmy Lavender | Third | 4 out |
| Tuesday, April 28 |
| » Lost to Pirates (9-2), 5-2 | West Side Grounds (2-4) | 4-7 | Lost 3 |
| » Starters: George McQuillan vs Bert Humphries | Sixth | 5 out |
| Wednesday, April 29 |
| » Lost to Pirates (10-2), 7-0 | West Side Grounds (2-5) | 4-8 | Lost 4 |
| » Starters: Babe Adams vs Jimmy Lavender | Sixth | 6 out |
| Thursday, April 30 |
| » Defeated Cardinals (4-10), 7-0 | West Side Grounds (3-5) | 5-8 | |
| » Starters: Slim Sallee vs Larry Cheney | Sixth | 5½ out |
| Friday, May 1 |
| » Lost to Cardinals (5-10), 2-0 | West Side Grounds (3-6) | 5-9 | |
| » Starters: Hank Robinson vs George Pearce | Fifth | 6½ out |
| Saturday, May 2 |
| » Lost to Cardinals (6-10), 9-4 | West Side Grounds (3-7) | 5-10 | Lost 2 |
| » Starters: Bill Doak vs Bert Humphries | Seventh | 7½ out |
| Sunday, May 3 |
| » Defeated Cardinals (6-11), 6-1 | West Side Grounds (4-7) | 6-10 | |
| » Starters: Casey Hageman vs Larry Cheney | Sixth | 7½ out |
| Monday, May 4 |
| » Lost to Cardinals (7-11), 6-1 | West Side Grounds (4-8) | 6-11 | |
| » Starters: Hank Robinson vs Jimmy Lavender | Sixth | 8 out |
| Wednesday, May 6 |
| » Lost to Pirates (14-2), 1-0 | Forbes Field (0-1) | 6-12 | Lost 2 |
| » Starters: Larry Cheney vs Babe Adams | Seventh | 9 out |
| Thursday, May 7 |
| » Lost to Pirates (15-2), 7-1 | Forbes Field (0-2) | 6-13 | Lost 3 |
| » Starters: Bert Humphries vs Wilbur Cooper | Sixth | 10 out |
| » Major-league debuts: Joe Leonard (Pirates) |
| Saturday, May 9 |
| » Defeated Pirates (15-3), 10-2 | Forbes Field (1-2) | 7-13 | |
| » Starters: Jimmy Lavender vs Joe Conzelman | Sixth | 9 out |
| Sunday, May 10 |
| » Defeated Pirates (15-4), 4-1 | West Side Grounds (5-8) | 8-13 | Won 2 |
| » Starters: George McQuillan vs Larry Cheney | Sixth | 8 out |
| Future Cub Russ Bauers is born in Townsend, WI. |
| Monday, May 11 |
| » Tied Cardinals, 5-5 | Robison Field (1-2) | 8-13 | |
| » Starters: George Pearce vs Bill Doak | Fifth | 8 out |
| Wednesday, May 13 |
| » Defeated Dodgers (9-7), 6-0 | West Side Grounds (6-8) | 9-13 | Won 3 |
| » Starters: Ed Reulbach vs Larry Cheney | Sixth | 7½ out |
| » Major-league debuts: Charlie Schmutz (Dodgers) |
| Thursday, May 14 |
| » Defeated Dodgers (9-8), 5-0 | West Side Grounds (7-8) | 10-13 | Won 4 |
| » Starters: Pat Ragan vs Hippo Vaughn | Sixth | 6½ out |
| Friday, May 15 |
| » Lost to Dodgers (10-8), 12-5 | West Side Grounds (7-9) | 10-14 | |
| » Starters: Jeff Pfeffer vs Jimmy Lavender | Sixth | 6½ out |
| » Major-league debuts: Clem Clemens (Cubs) |
| Saturday, May 16 |
| » Lost to Dodgers (11-8), 2-1 | West Side Grounds (7-10) | 10-15 | Lost 2 |
| » Starters: Frank Allen vs George Pearce | Seventh | 6½ out |
| Sunday, May 17 |
| » Lost to Phillies (11-9), 4-2 | West Side Grounds (7-11) | 10-16 | Lost 3 |
| » Starters: Erskine Mayer vs Larry Cheney | Sixth | 7 out |
| Monday, May 18 |
| » Defeated Phillies (11-10), 4-2 | West Side Grounds (8-11) | 11-16 | |
| » Starters: Rube Marshall vs Hippo Vaughn | Sixth | 6 out |
| Tuesday, May 19 |
| » Defeated Phillies (11-11), 6-1 | West Side Grounds (9-11) | 12-16 | Won 2 |
| » Starters: Pete Alexander vs Jimmy Lavender | Sixth | 6 out |
| Wednesday, May 20 |
| » Defeated Phillies (11-12), 10-5 | West Side Grounds (10-11) | 13-16 | Won 3 |
| » Starters: Joe Oeschger vs George Pearce | Seventh | 6 out |
| Thursday, May 21 |
| » Lost to Braves (5-18), 3-1 | West Side Grounds (10-12) | 13-17 | |
| » Starters: Lefty Tyler vs Larry Cheney | Seventh | 7 out |
| Friday, May 22 |
| » Lost to Braves (6-18), 2-0 | West Side Grounds (10-13) | 13-18 | Lost 2 |
| » Starters: Otto Hess vs Hippo Vaughn | Seventh | 8 out |
| Saturday, May 23 |
| » Defeated Braves (6-19), 2-1 | West Side Grounds (11-13) | 14-18 | |
| » Starters: Dick Rudolph vs Jimmy Lavender | Sixth | 8 out |
| Sunday, May 24 |
| » Lost to Braves (7-19), 3-2 | West Side Grounds (11-14) | 14-19 | |
| » Starters: Bill James vs Bert Humphries | Sixth | 8½ out |
| Monday, May 25 |
| » Defeated Giants (16-11), 5-1 | West Side Grounds (12-14) | 15-19 | |
| » Starters: Al Demaree vs Larry Cheney | Seventh | 8½ out |
| Tuesday, May 26 |
| » Lost to Giants (17-11), 10-7 | West Side Grounds (12-15) | 15-20 | |
| » Starters: Jeff Tesreau vs Hippo Vaughn | Seventh | 8½ out |
| Wednesday, May 27 |
| » Lost to Giants (18-11), 3-1 | West Side Grounds (12-16) | 15-21 | Lost 2 |
| » Starters: Christy Mathewson vs Zip Zabel | Sixth | 9 out |
| Thursday, May 28 |
| » Defeated Cardinals (18-21), 4-3 | West Side Grounds (13-16) | 16-21 | |
| » Starters: Hank Robinson vs Larry Cheney | Seventh | 8 out |
| Saturday, May 30 |
| » Defeated Cardinals (18-22), 6-4 | West Side Grounds (14-16) | 17-21 | Won 2 |
| » Starters: Bill Doak vs Hippo Vaughn | Seventh | 7½ out |
| » Lost to Cardinals (19-22), 4-2 | West Side Grounds (14-17) | 17-22 | |
| » Starters: Slim Sallee vs Charlie Smith | Seventh | 7½ out |
| Sunday, May 31 |
| » Defeated Cardinals (19-23), 11-1 | West Side Grounds (15-17) | 18-22 | |
| » Starters: Pol Perritt vs Zip Zabel | Sixth | 7 out |
| Monday, June 1 |
| » Defeated Pirates (21-15), 7-3 | West Side Grounds (16-17) | 19-22 | Won 2 |
| » Starters: Marty O'Toole vs Larry Cheney | Fifth | 7 out |
| Tuesday, June 2 |
| » Defeated Pirates (21-16), 7-3 | West Side Grounds (17-17) | 20-22 | Won 3 |
| » Starters: Babe Adams vs George Pearce | Fourth | 6½ out |
| Wednesday, June 3 |
| » Defeated Pirates (21-17), 6-5 | Forbes Field (2-2) | 21-22 | Won 4 |
| » Starters: Bert Humphries vs Bob Harmon | Fourth | 5½ out |
| Friday, June 5 |
| » Defeated Dodgers (18-20), 9-5 | Ebbets Field (1-0) | 22-22 | Won 5 |
| » Starters: Hippo Vaughn vs Frank Allen | Fourth | 4½ out |
| Saturday, June 6 |
| » Lost to Dodgers (19-20), 7-5 | Ebbets Field (1-1) | 22-23 | |
| » Starters: Larry Cheney vs Raleigh Aitchison | Fourth | 5½ out |
| Monday, June 8 |
| » Defeated Dodgers (19-21), 3-2 | Ebbets Field (2-1) | 23-23 | |
| » Starters: Bert Humphries vs Nap Rucker | Fourth | 5½ out |
| Tuesday, June 9 |
| » Lost to Dodgers (20-21), 2-1 | Ebbets Field (2-2) | 23-24 | |
| » Starters: Zip Zabel vs Jeff Pfeffer | Fourth | 5½ out |
| Wednesday, June 10 |
| » Lost to Giants (26-15), 4-1 | Polo Grounds V (0-1) | 23-25 | Lost 2 |
| » Starters: Larry Cheney vs Rube Marquard | Fifth | 6½ out |
| Thursday, June 11 |
| » Defeated Giants (26-16), 7-4 | Polo Grounds V (1-1) | 24-25 | |
| » Starters: Hippo Vaughn vs Christy Mathewson | Fourth | 5½ out |
| Friday, June 12 |
| » Defeated Giants (26-17), 7-6 | Polo Grounds V (2-1) | 25-25 | Won 2 |
| » Starters: Jimmy Lavender vs Jeff Tesreau | Fourth | 4½ out |
| Saturday, June 13 |
| » Lost to Giants (27-17), 8-4 | Polo Grounds V (2-2) | 25-26 | |
| » Starters: George Pearce vs Al Demaree | Fifth | 5½ out |
| Monday, June 15 |
| » Defeated Braves (17-29), 7-5 | South End Grounds III (1-0) | 26-26 | |
| » Starters: Larry Cheney vs Otto Hess | Fifth | 4½ out |
| Tuesday, June 16 |
| » Lost to Braves (18-29), 7-5 | South End Grounds III (1-1) | 26-27 | |
| » Starters: Hippo Vaughn vs Bill James | Fifth | 5½ out |
| Wednesday, June 17 |
| » Lost to Braves (19-29), 8-3 | South End Grounds III (1-2) | 26-28 | Lost 2 |
| » Starters: Zip Zabel vs Lefty Tyler | Sixth | 7 out |
| » Lost to Braves (20-29), 7-3 | South End Grounds III (1-3) | 26-29 | Lost 3 |
| » Starters: George Pearce vs Bill James | Sixth | 7 out |
| Thursday, June 18 |
| » Lost to Phillies (24-24), 12-4 | Baker Bowl (0-1) | 26-30 | Lost 4 |
| » Starters: Larry Cheney vs Rube Marshall | Sixth | 7 out |
| Friday, June 19 |
| » Defeated Phillies (24-25), 8-7 | Baker Bowl (1-1) | 27-30 | |
| » Starters: Zip Zabel vs Elmer Jacobs | Sixth | 7 out |
| Saturday, June 20 |
| » Defeated Phillies (24-26), 5-4 | Baker Bowl (2-1) | 28-30 | Won 2 |
| » Starters: Hippo Vaughn vs Pete Alexander | Fifth | 7 out |
| Wednesday, June 24 |
| » Defeated Reds (31-27), 11-5 | Crosley Field (2-1) | 29-30 | Won 3 |
| » Starters: Larry Cheney vs Earl Yingling | Fourth | 7 out |
| Friday, June 26 |
| » Defeated Reds (31-28), 6-2 | Crosley Field (3-1) | 30-30 | Won 4 |
| » Starters: Hippo Vaughn vs Phil Douglas | Fourth | 6½ out |
| » Defeated Reds (31-29), 1-0 | Crosley Field (4-1) | 31-30 | Won 5 |
| » Starters: Bert Humphries vs Red Ames | Fourth | 6½ out |
| Saturday, June 27 |
| » Defeated Reds (31-30), 7-0 | Crosley Field (5-1) | 32-30 | Won 6 |
| » Starters: Jimmy Lavender vs Rube Benton | Second | 5½ out |
| Sunday, June 28 |
| » Lost to Cardinals (33-32), 6-0 | Robison Field (1-3) | 32-31 | |
| » Starters: Larry Cheney vs Bill Doak | Third | 5½ out |
| » Defeated Cardinals (33-33), 8-5 | Robison Field (2-3) | 33-31 | |
| » Starters: George Pearce vs Hank Robinson | Third | 5½ out |
| Monday, June 29 |
| » Defeated Reds (33-31), 10-7 | West Side Grounds (18-17) | 34-31 | Won 2 |
| » Starters: Earl Yingling vs Hippo Vaughn | Second | 5 out |
| Tuesday, June 30 |
| » Defeated Reds (33-32), 5-1 | West Side Grounds (19-17) | 35-31 | Won 3 |
| » Starters: Red Ames vs Bert Humphries | Second | 5 out |
| Wednesday, July 1 |
| » Defeated Reds (33-33), 7-0 | West Side Grounds (20-17) | 36-31 | Won 4 |
| » Starters: Rube Benton vs Larry Cheney | Second | 4½ out |
| Thursday, July 2 |
| » Defeated Reds (33-34), 5-3 | West Side Grounds (21-17) | 37-31 | Won 5 |
| » Starters: Phil Douglas vs George Pearce | Second | 3½ out |
| Friday, July 3 |
| » Lost to Pirates (31-32), 2-1 | Forbes Field (2-3) | 37-32 | |
| » Starters: Jimmy Lavender vs Marty O'Toole | Second | 4½ out |
| Saturday, July 4 |
| » Defeated Pirates (31-33), 1-0 | Forbes Field (3-3) | 38-32 | |
| » Starters: Hippo Vaughn vs Babe Adams | Second | 4½ out |
| » Defeated Pirates (31-34), 4-2 | Forbes Field (4-3) | 39-32 | Won 2 |
| » Starters: Larry Cheney vs Wilbur Cooper | Second | 4½ out |
| Sunday, July 5 |
| » Defeated Pirates (31-35), 5-4 | West Side Grounds (22-17) | 40-32 | Won 3 |
| » Starters: Bob Harmon vs Bert Humphries | Second | 4 out |
| Wednesday, July 8 |
| » Lost to Braves (29-40), 7-4 | West Side Grounds (22-18) | 40-33 | |
| » Starters: Lefty Tyler vs Larry Cheney | Second | 3½ out |
| Thursday, July 9 |
| » Lost to Braves (30-40), 3-1 | West Side Grounds (22-19) | 40-34 | Lost 2 |
| » Starters: Bill James vs Hippo Vaughn | Second | 3½ out |
| Friday, July 10 |
| » Defeated Braves (30-41), 11-6 | West Side Grounds (23-19) | 41-34 | |
| » Starters: Otto Hess vs Jimmy Lavender | Second | 2½ out |
| Saturday, July 11 |
| » Lost to Braves (31-41), 5-2 | West Side Grounds (23-20) | 41-35 | |
| » Starters: Dick Rudolph vs Bert Humphries | Second | 3½ out |
| Sunday, July 12 |
| » Lost to Giants (43-29), 7-2 | West Side Grounds (23-21) | 41-36 | Lost 2 |
| » Starters: Jeff Tesreau vs Larry Cheney | Second | 4½ out |
| Future Cub Al Glossop is born in Christopher, IL. |
| Monday, July 13 |
| » Defeated Giants (43-30), 4-2 | West Side Grounds (24-21) | 42-36 | |
| » Starters: Art Fromme vs Hippo Vaughn | Second | 3½ out |
| Tuesday, July 14 |
| » Lost to Giants (44-30), 12-8 | West Side Grounds (24-22) | 42-37 | |
| » Starters: Al Demaree vs Larry Cheney | Second | 4½ out |
| Wednesday, July 15 |
| » Defeated Giants (44-31), 5-4 | West Side Grounds (25-22) | 43-37 | |
| » Starters: Jeff Tesreau vs Charlie Smith | Second | 3½ out |
| Friday, July 17 |
| » Defeated Dodgers (35-39), 3-2 | West Side Grounds (26-22) | 44-37 | Won 2 |
| » Starters: Frank Allen vs Hippo Vaughn | Second | 3½ out |
| Saturday, July 18 |
| » Defeated Dodgers (35-40), 4-2 | West Side Grounds (27-22) | 45-37 | Won 3 |
| » Starters: Raleigh Aitchison vs Jimmy Lavender | Second | 3 out |
| Sunday, July 19 |
| » Defeated Dodgers (35-41), 7-3 | West Side Grounds (28-22) | 46-37 | Won 4 |
| » Starters: Nap Rucker vs George Pearce | Second | 2½ out |
| Monday, July 20 |
| » Defeated Phillies (37-42), 8-1 | West Side Grounds (29-22) | 47-37 | Won 5 |
| » Starters: Erskine Mayer vs Bert Humphries | Second | 2½ out |
| Tuesday, July 21 |
| » Defeated Phillies (37-43), 4-3 | West Side Grounds (30-22) | 48-37 | Won 6 |
| » Starters: Joe Oeschger vs Hippo Vaughn | Second | 2½ out |
| Wednesday, July 22 |
| » Defeated Phillies (37-44), 4-2 | West Side Grounds (31-22) | 49-37 | Won 7 |
| » Starters: Pete Alexander vs Jimmy Lavender | Second | 2½ out |
| Thursday, July 23 |
| » Defeated Phillies (37-45), 15-8 | West Side Grounds (32-22) | 50-37 | Won 8 |
| » Starters: Eppa Rixey vs Larry Cheney | Second | 2½ out |
| Saturday, July 25 |
| » Defeated Braves (40-45), 5-4 | South End Grounds III (2-3) | 51-37 | Won 9 |
| » Starters: Hippo Vaughn vs Otto Hess | Second | 2½ out |
| Monday, July 27 |
| » Lost to Braves (41-45), 5-3 | South End Grounds III (2-4) | 51-38 | |
| » Starters: Larry Cheney vs Bill James | Second | 2½ out |
| Wednesday, July 29 |
| » Lost to Braves (42-45), 8-3 | South End Grounds III (2-5) | 51-39 | Lost 2 |
| » Starters: Zip Zabel vs Bill James | Second | 3½ out |
| Thursday, July 30 |
| » Lost to Phillies (40-48), 4-3 | Baker Bowl (2-2) | 51-40 | Lost 3 |
| » Starters: Jimmy Lavender vs Pete Alexander | Second | 3 out |
| » Defeated Phillies (40-49), 5-1 | Baker Bowl (3-2) | 52-40 | |
| » Starters: Hippo Vaughn vs Eppa Rixey | Second | 3 out |
| Friday, July 31 |
| » Lost to Phillies (41-49), 8-1 | Baker Bowl (3-3) | 52-41 | |
| » Starters: Larry Cheney vs Ben Tincup | Second | 3 out |
| Saturday, August 1 |
| » Lost to Phillies (42-49), 10-4 | Baker Bowl (3-4) | 52-42 | Lost 2 |
| » Starters: George Pearce vs Erskine Mayer | Second | 3 out |
| Monday, August 3 |
| » Lost to Phillies (43-49), 5-0 | Baker Bowl (3-5) | 52-43 | Lost 3 |
| » Starters: Eddie Stack vs Pete Alexander | Second | 3½ out |
| Tuesday, August 4 |
| » Lost to Giants (54-37), 4-1 | Polo Grounds V (2-3) | 52-44 | Lost 4 |
| » Starters: Hippo Vaughn vs Rube Marquard | Second | 4½ out |
| Wednesday, August 5 |
| » Lost to Giants (55-37), 3-0 | Polo Grounds V (2-4) | 52-45 | Lost 5 |
| » Starters: Jimmy Lavender vs Jeff Tesreau | Second | 5½ out |
| Thursday, August 6 |
| » Defeated Giants (55-38), 4-3 | Polo Grounds V (3-4) | 53-45 | |
| » Starters: Bert Humphries vs Christy Mathewson | Second | 4½ out |
| Friday, August 7 |
| » Lost to Giants (56-38), 8-4 | Polo Grounds V (3-5) | 53-46 | |
| » Starters: George Pearce vs Art Fromme | Second | 5½ out |
| Saturday, August 8 |
| » Lost to Dodgers (42-52), 6-1 | Ebbets Field (2-3) | 53-47 | Lost 2 |
| » Starters: Hippo Vaughn vs Jeff Pfeffer | Second | 5½ out |
| Monday, August 10 |
| » Lost to Dodgers (43-52), 6-0 | Ebbets Field (2-4) | 53-48 | Lost 3 |
| » Starters: Jimmy Lavender vs Frank Allen | Third | 6½ out |
| Tuesday, August 11 |
| » Lost to Dodgers (44-52), 3-2 | Ebbets Field (2-5) | 53-49 | Lost 4 |
| » Starters: Bert Humphries vs Pat Ragan | Fourth | 6½ out |
| Wednesday, August 12 |
| » Defeated Dodgers (44-53), 4-1 | Ebbets Field (3-5) | 54-49 | |
| » Starters: Larry Cheney vs Jeff Pfeffer | Fourth | 6½ out |
| Saturday, August 15 |
| » Lost to Cardinals (56-52), 2-1 | West Side Grounds (32-23) | 54-50 | |
| » Starters: Bill Doak vs Hippo Vaughn | Fourth | 5½ out |
| Sunday, August 16 |
| » Lost to Cardinals (57-52), 6-1 | West Side Grounds (32-24) | 54-51 | Lost 2 |
| » Starters: Slim Sallee vs Larry Cheney | Fourth | 6 out |
| Monday, August 17 |
| » Defeated Dodgers (48-55), 3-0 | West Side Grounds (33-24) | 55-51 | |
| » Starters: Frank Allen vs Jimmy Lavender | Fourth | 6 out |
| Former Cub Harry Steinfeldt dies in Bellevue, KY at the age of 37. |
| Tuesday, August 18 |
| » Defeated Dodgers (48-56), 8-6 | West Side Grounds (34-24) | 56-51 | Won 2 |
| » Starters: Pat Ragan vs Bert Humphries | Fourth | 5 out |
| Wednesday, August 19 |
| » Lost to Dodgers (49-56), 6-0 | West Side Grounds (34-25) | 56-52 | |
| » Starters: Raleigh Aitchison vs Hippo Vaughn | Fourth | 5 out |
| Thursday, August 20 |
| » Defeated Dodgers (49-57), 3-2 | West Side Grounds (35-25) | 57-52 | |
| » Starters: Frank Allen vs Larry Cheney | Fourth | 4½ out |
| Friday, August 21 |
| » Defeated Phillies (49-58), 7-3 | West Side Grounds (36-25) | 58-52 | Won 2 |
| » Starters: Eppa Rixey vs Hippo Vaughn | Fourth | 3½ out |
| Saturday, August 22 |
| » Lost to Phillies (50-58), 3-1 | West Side Grounds (36-26) | 58-53 | |
| » Starters: Erskine Mayer vs Charlie Smith | Fourth | 3½ out |
| Monday, August 24 |
| » Defeated Braves (59-49), 9-5 | West Side Grounds (37-26) | 59-53 | |
| » Starters: Lefty Tyler vs Jimmy Lavender | Fourth | 2½ out |
| Tuesday, August 25 |
| » Lost to Braves (60-49), 4-1 | West Side Grounds (37-27) | 59-54 | |
| » Starters: Bill James vs Hippo Vaughn | Fourth | 3 out |
| Wednesday, August 26 |
| » Defeated Braves (60-50), 1-0 | West Side Grounds (38-27) | 60-54 | |
| » Starters: Lefty Tyler vs Larry Cheney | Fourth | 2½ out |
| Thursday, August 27 |
| » Lost to Giants (61-49), 9-2 | West Side Grounds (38-28) | 60-55 | |
| » Starters: Jeff Tesreau vs Charlie Smith | Fourth | 3½ out |
| Saturday, August 29 |
| » Defeated Giants (61-50), 1-0 | West Side Grounds (39-28) | 61-55 | |
| » Starters: Rube Marquard vs Hippo Vaughn | Fourth | 3½ out |
| » Lost to Giants (62-50), 7-5 | West Side Grounds (39-29) | 61-56 | |
| » Starters: Christy Mathewson vs Bert Humphries | Fourth | 3½ out |
| Sunday, August 30 |
| » Lost to Giants (63-50), 8-1 | West Side Grounds (39-30) | 61-57 | Lost 2 |
| » Starters: Jeff Tesreau vs Larry Cheney | Fourth | 4½ out |
| Monday, August 31 |
| » Defeated Reds (54-63), 4-2 | Crosley Field (6-1) | 62-57 | |
| » Starters: Larry Cheney vs Phil Douglas | Fourth | 4 out |
| Tuesday, September 1 |
| » Defeated Reds (54-64), 8-7 | Crosley Field (7-1) | 63-57 | Won 2 |
| » Starters: Jimmy Lavender vs Red Ames | Fourth | 3½ out |
| Wednesday, September 2 |
| » Lost to Reds (55-64), 4-3 | Crosley Field (7-2) | 63-58 | |
| » Starters: Hippo Vaughn vs Earl Yingling | Fourth | 4½ out |
| Thursday, September 3 |
| » Defeated Reds (55-65), 7-0 | Crosley Field (8-2) | 64-58 | |
| » Starters: Bert Humphries vs Pete Schneider | Third | 4 out |
| Friday, September 4 |
| » Lost to Reds (56-65), 4-2 | Crosley Field (8-3) | 64-59 | |
| » Starters: Larry Cheney vs Phil Douglas | Third | 5 out |
| Saturday, September 5 |
| » Defeated Pirates (56-64), 3-2 | West Side Grounds (40-30) | 65-59 | |
| » Starters: George McQuillan vs Jimmy Lavender | Second | 4½ out |
| Sunday, September 6 |
| » Defeated Pirates (56-65), 8-3 | West Side Grounds (41-30) | 66-59 | Won 2 |
| » Starters: Babe Adams vs Hippo Vaughn | Second | 4 out |
| Monday, September 7 |
| » Defeated Reds (56-68), 3-2 | West Side Grounds (42-30) | 67-59 | Won 3 |
| » Starters: Pete Schneider vs George Pearce | Second | 3 out |
| » Defeated Reds (56-69), 3-1 | West Side Grounds (43-30) | 68-59 | Won 4 |
| » Starters: Paul Fittery vs Bert Humphries | Second | 3 out |
| Tuesday, September 8 |
| » Defeated Reds (56-70), 4-3 | West Side Grounds (44-30) | 69-59 | Won 5 |
| » Starters: Phil Douglas vs Jimmy Lavender | Third | 3 out |
| Wednesday, September 9 |
| » Lost to Pirates (58-66), 5-1 | Forbes Field (4-4) | 69-60 | |
| » Starters: Larry Cheney vs George McQuillan | Third | 3½ out |
| Thursday, September 10 |
| » Lost to Pirates (59-66), 4-2 | Forbes Field (4-5) | 69-61 | Lost 2 |
| » Starters: Hippo Vaughn vs Wilbur Cooper | Third | 5 out |
| » Major-league debuts: Ike McAuley (Pirates) |
| Saturday, September 12 |
| » Lost to Pirates (60-66), 5-4 | Forbes Field (4-6) | 69-62 | Lost 3 |
| » Starters: Jimmy Lavender vs Babe Adams | Fourth | 6 out |
| » Lost to Pirates (61-66), 4-0 | Forbes Field (4-7) | 69-63 | Lost 4 |
| » Starters: Bert Humphries vs Erv Kantlehner | Fourth | 6 out |
| Sunday, September 13 |
| » Defeated Pirates (61-67), 2-0 | West Side Grounds (45-30) | 70-63 | |
| » Starters: Bob Harmon vs Larry Cheney | Fourth | 5½ out |
| Monday, September 14 |
| » Defeated Pirates (61-68), 7-4 | West Side Grounds (46-30) | 71-63 | Won 2 |
| » Starters: George McQuillan vs Hippo Vaughn | Fourth | 5½ out |
| Wednesday, September 16 |
| » Lost to Dodgers (59-73), 7-2 | Ebbets Field (3-6) | 71-64 | |
| » Starters: Jimmy Lavender vs Frank Allen | Fourth | 7 out |
| Thursday, September 17 |
| » Defeated Dodgers (59-74), 5-1 | Ebbets Field (4-6) | 72-64 | |
| » Starters: Hippo Vaughn vs Ed Reulbach | Third | 7 out |
| Friday, September 18 |
| » Lost to Dodgers (60-74), 2-0 | Ebbets Field (4-7) | 72-65 | |
| » Starters: Larry Cheney vs Raleigh Aitchison | Third | 7½ out |
| Saturday, September 19 |
| » Lost to Giants (76-59), 5-4 | Polo Grounds V (3-6) | 72-66 | Lost 2 |
| » Starters: Casey Hageman vs Jeff Tesreau | Third | 8½ out |
| Sunday, September 20 |
| » Major-league debuts: Elmer Smith (Indians) |
| Monday, September 21 |
| » Defeated Giants (76-60), 6-0 | Polo Grounds V (4-6) | 73-66 | |
| » Starters: Hippo Vaughn vs Rube Marquard | Third | 8½ out |
| » Major-league debuts: Harry Smith (Giants) |
| Tuesday, September 22 |
| » Defeated Giants (76-61), 5-0 | Polo Grounds V (5-6) | 74-66 | Won 2 |
| » Starters: Larry Cheney vs Christy Mathewson | Third | 8½ out |
| Wednesday, September 23 |
| » Lost to Phillies (68-73), 9-4 | Baker Bowl (3-6) | 74-67 | |
| » Starters: Jimmy Lavender vs Pete Alexander | Fourth | 9 out |
| Thursday, September 24 |
| » Defeated Phillies (68-74), 6-3 | Baker Bowl (4-6) | 75-67 | |
| » Starters: Bert Humphries vs Eppa Rixey | Fourth | 9½ out |
| » Lost to Phillies (69-74), 6-2 | Baker Bowl (4-7) | 75-68 | |
| » Starters: George Pearce vs Erskine Mayer | Fourth | 9½ out |
| Friday, September 25 |
| » Lost to Phillies (70-74), 3-2 | Baker Bowl (4-8) | 75-69 | Lost 2 |
| » Starters: Jimmy Lavender vs Stan Baumgartner | Fourth | 11 out |
| Saturday, September 26 |
| » Lost to Braves (85-56), 6-2 | Fenway Park (0-1) | 75-70 | Lost 3 |
| » Starters: Hippo Vaughn vs Lefty Tyler | Fourth | 13 out |
| » Lost to Braves (86-56), 12-2 | Fenway Park (0-2) | 75-71 | Lost 4 |
| » Starters: Larry Cheney vs Otto Hess | Fourth | 13 out |
| Monday, September 28 |
| » Lost to Braves (87-56), 7-6 | Fenway Park (0-3) | 75-72 | Lost 5 |
| » Starters: Bert Humphries vs Bill James | Fourth | 14 out |
| Tuesday, September 29 |
| » Lost to Braves (88-56), 3-2 | Fenway Park (0-4) | 75-73 | Lost 6 |
| » Starters: Larry Cheney vs Tom Hughes | Fourth | 15 out |
| Friday, October 2 |
| » Lost to Cardinals (79-69), 5-0 | Robison Field (2-4) | 75-74 | Lost 7 |
| » Starters: Hippo Vaughn vs Pol Perritt | Fourth | 16 out |
| Saturday, October 3 |
| » Defeated Cardinals (79-70), 4-1 | Robison Field (3-4) | 76-74 | |
| » Starters: Jimmy Lavender vs Hub Perdue | Fourth | 16 out |
| » Lost to Cardinals (80-70), 2-0 | Robison Field (3-5) | 76-75 | |
| » Starters: George McConnell vs Dan Griner | Fourth | 16 out |
| Sunday, October 4 |
| » Lost to Cardinals (81-70), 4-3 | Robison Field (3-6) | 76-76 | Lost 2 |
| » Starters: Larry Cheney vs Dick Niehaus | Fourth | 16 out |
| » Defeated Cardinals (81-71), 4-3 | Robison Field (4-6) | 77-76 | |
| » Starters: Hippo Vaughn vs Steamboat Williams | Fourth | 16 out |
| Monday, October 5 |
| » Defeated Cardinals (81-72), 4-3 | Robison Field (5-6) | 78-76 | Won 2 |
| » Starters: Zip Zabel vs Pol Perritt | Fourth | 16½ out |
| Tuesday, October 6 |
| » Major-league debuts: Billy Martin (Braves) |
| Monday, November 2 |
| Future Cub Jesse Flores is born in Guadalajara, Mexico. Future Cub Johnny Vander Meer is born in Prospect Park, NJ. |
| Monday, November 9 |
| Former Cub Danny Green dies in Camden, NJ at the age of 39. |
| Sunday, November 15 |
| Future Cub Mickey Livingston is born in Newberry, SC. |
| Friday, December 11 |
| Future Cub Bill Nicholson is born in Chestertown, MD. |
Game information provided by Retrosheet (www.retrosheet.org) |
