| Thursday, January 6 |
| Former Cub King Cole dies in Bay City, MI at the age of 30. |
| Friday, January 28 |
| Future Cub Bob Muncrief is born in Madill, OK. |
| Wednesday, February 9 |
| Future Cub Freddy Schmidt is born in Hartford, CT. |
| Saturday, March 18 |
| Future Cub Hi Bithorn is born in Santurce, P.R. |
| Tuesday, April 4 |
| Future Cub Mickey Owen is born in Nixa, MO. Future Cub Willie Ramsdell is born in Williamsburg, KS. |
| Wednesday, April 12 |
| » Defeated Reds (0-1), 7-1 | Crosley Field (1-0) | 1-0 | |
| » Starters: George McConnell vs Fred Toney | First | -- |
| » Major-league debuts: Greasy Neale (Reds) |
| Thursday, April 13 |
| » Lost to Reds (1-1), 8-3 | Crosley Field (1-1) | 1-1 | |
| » Starters: Hippo Vaughn vs Gene Dale | Second | ½ out |
| Friday, April 14 |
| » Lost to Reds (2-1), 4-3 | Crosley Field (1-2) | 1-2 | Lost 2 |
| » Starters: Claude Hendrix vs Pete Schneider | Fourth | 1 out |
| Saturday, April 15 |
| » Lost to Reds (3-1), 2-0 | Crosley Field (1-3) | 1-3 | Lost 3 |
| » Starters: Tom Seaton vs Pete Schneider | Sixth | 2 out |
| Sunday, April 16 |
| » Lost to Cardinals (3-2), 1-0 | Robison Field (0-1) | 1-4 | Lost 4 |
| » Starters: George McConnell vs Lee Meadows | Seventh | 2½ out |
| Monday, April 17 |
| » Defeated Cardinals (3-3), 5-1 | Robison Field (1-1) | 2-4 | |
| » Starters: Hippo Vaughn vs Bill Doak | Sixth | 2 out |
| » Major-league debuts: Tony Brottem and Bob Steele (Cardinals) |
| Thursday, April 20 |
| » Defeated Reds (5-3), 7-6 | Wrigley Field (1-0) | 3-4 | Won 2 |
| » Starters: Pete Schneider vs Claude Hendrix | Fifth | 2½ out |
| Saturday, April 22 |
| » Defeated Reds (5-4), 8-7 | Wrigley Field (2-0) | 4-4 | Won 3 |
| » Starters: Gene Dale vs Tom Seaton | Fourth | 2½ out |
| Sunday, April 23 |
| » Defeated Pirates (4-6), 3-0 | Wrigley Field (3-0) | 5-4 | Won 4 |
| » Starters: Erv Kantlehner vs George McConnell | Second | 2 out |
| Wednesday, April 26 |
| » Defeated Pirates (4-7), 6-3 | Wrigley Field (4-0) | 6-4 | Won 5 |
| » Starters: Babe Adams vs Jimmy Lavender | Second | 1 out |
| Thursday, April 27 |
| » Defeated Cardinals (6-6), 9-5 | Wrigley Field (5-0) | 7-4 | Won 6 |
| » Starters: Hi Jasper vs Hippo Vaughn | Second | 1½ out |
| Friday, April 28 |
| » Defeated Cardinals (6-7), 7-0 | Wrigley Field (6-0) | 8-4 | Won 7 |
| » Starters: Slim Sallee vs Claude Hendrix | First | -- |
| Saturday, April 29 |
| » Lost to Cardinals (7-7), 8-4 | Wrigley Field (6-1) | 8-5 | |
| » Starters: Bill Doak vs George McConnell | Third | 1½ out |
| Tuesday, May 2 |
| » Lost to Cardinals (8-7), 3-0 | Wrigley Field (6-2) | 8-6 | Lost 2 |
| » Starters: Bill Doak vs Hippo Vaughn | Fourth | 1½ out |
| Thursday, May 4 |
| » Lost to Pirates (7-9), 4-2 | Forbes Field (0-1) | 8-7 | Lost 3 |
| » Starters: Jimmy Lavender vs Wilbur Cooper | Fifth | 1½ out |
| Friday, May 5 |
| » Defeated Pirates (7-10), 5-3 | Forbes Field (1-1) | 9-7 | |
| » Starters: George McConnell vs Bob Harmon | Fourth | 2 out |
| Saturday, May 6 |
| » Defeated Pirates (7-11), 2-1 | Forbes Field (2-1) | 10-7 | Won 2 |
| » Starters: Hippo Vaughn vs Babe Adams | Third | 2 out |
| Sunday, May 7 |
| » Lost to Pirates (8-11), 1-0 | Wrigley Field (6-3) | 10-8 | |
| » Starters: Erv Kantlehner vs Jimmy Lavender | Third | 2½ out |
| Monday, May 8 |
| » Defeated Pirates (8-12), 2-1 | Wrigley Field (7-3) | 11-8 | |
| » Starters: Wilbur Cooper vs George McConnell | Third | 3 out |
| » Lost to Pirates (9-12), 6-4 | Wrigley Field (7-4) | 11-9 | |
| » Starters: Al Mamaux vs Gene Packard | Third | 3 out |
| Tuesday, May 9 |
| » Defeated Reds (11-11), 8-5 | Wrigley Field (8-4) | 12-9 | |
| » Starters: Clarence Mitchell vs Tom Seaton | Third | 3½ out |
| Wednesday, May 10 |
| » Lost to Braves (11-5), 11-10 | Wrigley Field (8-5) | 12-10 | |
| » Starters: Art Nehf vs Hippo Vaughn | Third | 3½ out |
| Thursday, May 11 |
| » Defeated Braves (11-6), 3-1 | Wrigley Field (9-5) | 13-10 | |
| » Starters: Dick Rudolph vs Hippo Vaughn | Third | 3½ out |
| Friday, May 12 |
| » Lost to Braves (12-6), 9-4 | Wrigley Field (9-6) | 13-11 | |
| » Starters: Lefty Tyler vs Jimmy Lavender | Third | 4 out |
| Future Cub Hank Borowy is born in Bloomfield, NJ. |
| Sunday, May 14 |
| » Lost to Giants (7-13), 6-4 | Wrigley Field (9-7) | 13-12 | Lost 2 |
| » Starters: Jeff Tesreau vs George McConnell | Fourth | 3½ out |
| Monday, May 15 |
| » Lost to Giants (8-13), 3-2 | Wrigley Field (9-8) | 13-13 | Lost 3 |
| » Starters: Pol Perritt vs Hippo Vaughn | Fourth | 3½ out |
| Wednesday, May 17 |
| » Defeated Dodgers (13-8), 7-2 | Wrigley Field (10-8) | 14-13 | |
| » Starters: Jeff Pfeffer vs Gene Packard | Third | 3 out |
| Thursday, May 18 |
| » Defeated Dodgers (13-9), 4-3 | Wrigley Field (11-8) | 15-13 | Won 2 |
| » Starters: Nap Rucker vs George Pearce | Third | 3 out |
| Friday, May 19 |
| » Lost to Dodgers (14-9), 4-2 | Wrigley Field (11-9) | 15-14 | |
| » Starters: Sherry Smith vs Claude Hendrix | Fourth | 3 out |
| Saturday, May 20 |
| » Lost to Dodgers (15-9), 8-5 | Wrigley Field (11-10) | 15-15 | Lost 2 |
| » Starters: Wheezer Dell vs Gene Packard | Fourth | 3 out |
| Sunday, May 21 |
| » Lost to Phillies (16-11), 4-2 | Wrigley Field (11-11) | 15-16 | Lost 3 |
| » Starters: Eppa Rixey vs Jimmy Lavender | Fifth | 3½ out |
| Monday, May 22 |
| » Lost to Phillies (17-11), 5-3 | Wrigley Field (11-12) | 15-17 | Lost 4 |
| » Starters: Pete Alexander vs Claude Hendrix | Fifth | 4 out |
| Tuesday, May 23 |
| » Defeated Phillies (17-12), 8-3 | Wrigley Field (12-12) | 16-17 | |
| » Starters: Erskine Mayer vs Hippo Vaughn | Fifth | 4 out |
| Wednesday, May 24 |
| » Lost to Phillies (18-12), 6-5 | Wrigley Field (12-13) | 16-18 | |
| » Starters: Eppa Rixey vs Tom Seaton | Fourth | 5 out |
| Thursday, May 25 |
| » Lost to Reds (16-20), 8-4 | Crosley Field (1-4) | 16-19 | Lost 2 |
| » Starters: Mordecai Brown vs Clarence Mitchell | Fourth | 5 out |
| Friday, May 26 |
| » Lost to Reds (17-20), 5-4 | Crosley Field (1-5) | 16-20 | Lost 3 |
| » Starters: Claude Hendrix vs Fred Toney | Sixth | 5½ out |
| Saturday, May 27 |
| » Defeated Reds (17-21), 3-2 | Crosley Field (2-5) | 17-20 | |
| » Starters: Hippo Vaughn vs Pete Schneider | Fifth | 5½ out |
| Sunday, May 28 |
| » Lost to Reds (18-21), 3-2 | Crosley Field (2-6) | 17-21 | |
| » Starters: Tom Seaton vs Al Schulz | Sixth | 6 out |
| Tuesday, May 30 |
| » Lost to Cardinals (17-22), 3-0 | Wrigley Field (12-14) | 17-22 | Lost 2 |
| » Starters: Slim Sallee vs George McConnell | Sixth | 6½ out |
| » Defeated Cardinals (17-23), 5-1 | Wrigley Field (13-14) | 18-22 | |
| » Starters: Bob Steele vs Hippo Vaughn | Sixth | 6½ out |
| Wednesday, May 31 |
| » Lost to Cardinals (18-23), 5-1 | Wrigley Field (13-15) | 18-23 | |
| » Starters: Bill Doak vs Jimmy Lavender | Sixth | 7 out |
| » Defeated Cardinals (18-24), 6-3 | Wrigley Field (14-15) | 19-23 | |
| » Starters: Red Ames vs Tom Seaton | Sixth | 7 out |
| Friday, June 2 |
| » Defeated Braves (18-20), 2-1 | Braves Field (1-0) | 20-23 | Won 2 |
| » Starters: George McConnell vs Lefty Tyler | Sixth | 5 out |
| Saturday, June 3 |
| » Lost to Braves (19-20), 3-2 | Braves Field (1-1) | 20-24 | |
| » Starters: Hippo Vaughn vs Frank Allen | Seventh | 5½ out |
| Monday, June 5 |
| » Defeated Braves (19-21), 1-0 | Braves Field (2-1) | 21-24 | |
| » Starters: Gene Packard vs Art Nehf | Sixth | 5½ out |
| Tuesday, June 6 |
| » Defeated Phillies (23-19), 8-2 | Baker Bowl (1-0) | 22-24 | Won 2 |
| » Starters: Hippo Vaughn vs Eppa Rixey | Fourth | 5½ out |
| Saturday, June 10 |
| » Lost to Giants (23-18), 1-0 | Polo Grounds V (0-1) | 22-25 | |
| » Starters: Jimmy Lavender vs Pol Perritt | Fifth | 5½ out |
| Monday, June 12 |
| » Defeated Giants (23-19), 8-2 | Polo Grounds V (1-1) | 23-25 | |
| » Starters: Gene Packard vs Fred Anderson | Fourth | 5½ out |
| Tuesday, June 13 |
| » Defeated Giants (23-20), 5-2 | Polo Grounds V (2-1) | 24-25 | Won 2 |
| » Starters: Hippo Vaughn vs Rube Benton | Fourth | 5½ out |
| Wednesday, June 14 |
| » Defeated Giants (23-21), 4-0 | Polo Grounds V (3-1) | 25-25 | Won 3 |
| » Starters: Jimmy Lavender vs Christy Mathewson | Fourth | 5½ out |
| Thursday, June 15 |
| » Lost to Dodgers (28-16), 2-1 | Ebbets Field (0-1) | 25-26 | |
| » Starters: George McConnell vs Wheezer Dell | Fourth | 6½ out |
| Saturday, June 17 |
| » Lost to Dodgers (29-16), 4-3 | Ebbets Field (0-2) | 25-27 | Lost 2 |
| » Starters: Hippo Vaughn vs Larry Cheney | Fifth | 7½ out |
| Wednesday, June 21 |
| » Lost to Reds (25-28), 4-3 | Wrigley Field (14-16) | 25-28 | Lost 3 |
| » Starters: Fred Toney vs Gene Packard | Sixth | 7 out |
| » Lost to Reds (26-28), 3-2 | Wrigley Field (14-17) | 25-29 | Lost 4 |
| » Starters: Clarence Mitchell vs Jimmy Lavender | Sixth | 7 out |
| Friday, June 23 |
| » Defeated Reds (26-29), 2-1 | Wrigley Field (15-17) | 26-29 | |
| » Starters: Al Schulz vs Tom Seaton | Fifth | 7 out |
| Saturday, June 24 |
| » Defeated Reds (26-30), 6-5 | Wrigley Field (16-17) | 27-29 | Won 2 |
| » Starters: Pete Schneider vs Hippo Vaughn | Fifth | 8 out |
| » Lost to Reds (27-30), 7-6 | Wrigley Field (16-18) | 27-30 | |
| » Starters: Clarence Mitchell vs Mordecai Brown | Fifth | 8 out |
| Sunday, June 25 |
| » Lost to Pirates (25-29), 8-3 | Wrigley Field (16-19) | 27-31 | Lost 2 |
| » Starters: Erv Kantlehner vs George McConnell | Fifth | 8½ out |
| Tuesday, June 27 |
| » Defeated Pirates (25-30), 1-0 | Wrigley Field (17-19) | 28-31 | |
| » Starters: Wilbur Cooper vs Mike Prendergast | Fifth | 7 out |
| » Defeated Pirates (25-31), 10-4 | Wrigley Field (18-19) | 29-31 | Won 2 |
| » Starters: Babe Adams vs Tom Seaton | Fifth | 7 out |
| Wednesday, June 28 |
| » Lost to Pirates (26-31), 3-2 | Wrigley Field (18-20) | 29-32 | |
| » Starters: Al Mamaux vs Jimmy Lavender | Fifth | 8½ out |
| » Lost to Pirates (27-31), 3-2 | Wrigley Field (18-21) | 29-33 | Lost 2 |
| » Starters: Frank Miller vs George McConnell | Fifth | 8½ out |
| Thursday, June 29 |
| » Defeated Cardinals (28-37), 3-2 | Robison Field (2-1) | 30-33 | |
| » Starters: Gene Packard vs Bob Steele | Fifth | 8½ out |
| Friday, June 30 |
| » Lost to Cardinals (29-37), 5-3 | Robison Field (2-2) | 30-34 | |
| » Starters: Tom Seaton vs Bill Doak | Sixth | 8½ out |
| Saturday, July 1 |
| » Defeated Cardinals (29-38), 9-2 | Robison Field (3-2) | 31-34 | |
| » Starters: Mike Prendergast vs Hi Jasper | Sixth | 7½ out |
| » Lost to Cardinals (30-38), 4-3 | Robison Field (3-3) | 31-35 | |
| » Starters: Hippo Vaughn vs Red Ames | Sixth | 7½ out |
| Sunday, July 2 |
| » Defeated Cardinals (30-39), 5-1 | Robison Field (4-3) | 32-35 | |
| » Starters: Jimmy Lavender vs Bob Steele | Sixth | 7 out |
| Monday, July 3 |
| » Defeated Pirates (30-33), 3-2 | Forbes Field (3-1) | 33-35 | Won 2 |
| » Starters: Tom Seaton vs Wilbur Cooper | Fifth | 7 out |
| Tuesday, July 4 |
| » Defeated Pirates (30-34), 5-0 | Forbes Field (4-1) | 34-35 | Won 3 |
| » Starters: Hippo Vaughn vs Erv Kantlehner | Fourth | 8 out |
| » Lost to Pirates (31-34), 1-0 | Forbes Field (4-2) | 34-36 | |
| » Starters: Mike Prendergast vs Al Mamaux | Fourth | 8 out |
| Wednesday, July 5 |
| » Defeated Pirates (31-35), 4-3 | Forbes Field (5-2) | 35-36 | |
| » Starters: Claude Hendrix vs Frank Miller | Fourth | 7½ out |
| Friday, July 7 |
| » Defeated Braves (33-29), 1-0 | Wrigley Field (19-21) | 36-36 | Won 2 |
| » Starters: Frank Allen vs Gene Packard | Fourth | 7½ out |
| Saturday, July 8 |
| » Lost to Braves (34-29), 3-1 | Wrigley Field (19-22) | 36-37 | |
| » Starters: Lefty Tyler vs George McConnell | Fourth | 8½ out |
| Sunday, July 9 |
| » Lost to Braves (35-29), 5-1 | Wrigley Field (19-23) | 36-38 | Lost 2 |
| » Starters: Art Nehf vs Hippo Vaughn | Fourth | 9 out |
| Monday, July 10 |
| » Lost to Braves (36-29), 4-0 | Wrigley Field (19-24) | 36-39 | Lost 3 |
| » Starters: Frank Allen vs Mike Prendergast | Fourth | 9 out |
| Tuesday, July 11 |
| » Lost to Phillies (39-30), 2-1 | Wrigley Field (19-25) | 36-40 | Lost 4 |
| » Starters: Pete Alexander vs Jimmy Lavender | Sixth | 10 out |
| Wednesday, July 12 |
| » Lost to Phillies (40-30), 6-2 | Wrigley Field (19-26) | 36-41 | Lost 5 |
| » Starters: Al Demaree vs Gene Packard | Sixth | 10½ out |
| Thursday, July 13 |
| » Defeated Phillies (40-31), 6-5 | Wrigley Field (20-26) | 37-41 | |
| » Starters: Chief Bender vs Hippo Vaughn | Fifth | 10 out |
| Friday, July 14 |
| » Defeated Phillies (40-32), 6-3 | Wrigley Field (21-26) | 38-41 | Won 2 |
| » Starters: Eppa Rixey vs Mike Prendergast | Fifth | 9 out |
| Saturday, July 15 |
| » Defeated Dodgers (44-30), 5-4 | Wrigley Field (22-26) | 39-41 | Won 3 |
| » Starters: Sherry Smith vs George McConnell | Fifth | 8 out |
| Sunday, July 16 |
| » Tied Dodgers, 7-7 | Wrigley Field (22-26) | 39-41 | |
| » Starters: Rube Marquard vs Tom Seaton | Fifth | 8 out |
| Monday, July 17 |
| » Lost to Dodgers (45-30), 2-1 | Wrigley Field (22-27) | 39-42 | |
| » Starters: Wheezer Dell vs Claude Hendrix | Fifth | 9 out |
| Tuesday, July 18 |
| » Cubs forfeited to Dodgers. | Wrigley Field (22-28) | 39-43 | Lost 2 |
| » Starters: Rube Marquard vs George McConnell | Fifth | 9 out |
| Wednesday, July 19 |
| » Lost to Giants (38-39), 8-6 | Wrigley Field (22-29) | 39-44 | Lost 3 |
| » Starters: Rube Benton vs Jimmy Lavender | Sixth | 8½ out |
| Future Cub Phil Cavarretta is born in Chicago, IL. |
| Thursday, July 20 |
| » Defeated Giants (38-40), 1-0 | Wrigley Field (23-29) | 40-44 | |
| » Starters: Ferdie Schupp vs Claude Hendrix | Fifth | 8 out |
| Friday, July 21 |
| » Lost to Giants (39-40), 2-1 | Wrigley Field (23-30) | 40-45 | |
| » Starters: Jeff Tesreau vs Gene Packard | Sixth | 8½ out |
| Saturday, July 22 |
| » Defeated Giants (39-41), 5-2 | Wrigley Field (24-30) | 41-45 | |
| » Starters: Pol Perritt vs Hippo Vaughn | Fifth | 9 out |
| Sunday, July 23 |
| » Defeated Giants (39-42), 8-3 | Wrigley Field (25-30) | 42-45 | Won 2 |
| » Starters: Rube Benton vs Mordecai Brown | Fourth | 8½ out |
| Tuesday, July 25 |
| » Defeated Braves (43-35), 3-2 | Braves Field (3-1) | 43-45 | Won 3 |
| » Starters: Claude Hendrix vs Jesse Barnes | Fourth | 8 out |
| Wednesday, July 26 |
| » Lost to Braves (44-35), 1-0 | Braves Field (3-2) | 43-46 | |
| » Starters: Hippo Vaughn vs Frank Allen | Fourth | 8½ out |
| Thursday, July 27 |
| » Tied Braves, 2-2 | Braves Field (3-2) | 43-46 | |
| » Starters: Gene Packard vs Lefty Tyler | Fourth | 9 out |
| Friday, July 28 |
| » Lost to Braves (45-35), 2-1 | Braves Field (3-3) | 43-47 | Lost 2 |
| » Starters: George McConnell vs Art Nehf | Fifth | 10 out |
| Saturday, July 29 |
| » Defeated Phillies (47-38), 5-2 | Baker Bowl (2-0) | 44-47 | |
| » Starters: Claude Hendrix vs Pete Alexander | Fifth | 10 out |
| » Lost to Phillies (48-38), 4-1 | Baker Bowl (2-1) | 44-48 | |
| » Starters: Jimmy Lavender vs Al Demaree | Fifth | 10 out |
| Monday, July 31 |
| » Lost to Phillies (49-38), 4-2 | Baker Bowl (2-2) | 44-49 | Lost 2 |
| » Starters: Hippo Vaughn vs Eppa Rixey | Fifth | 11½ out |
| Tuesday, August 1 |
| » Defeated Phillies (49-39), 2-0 | Baker Bowl (3-2) | 45-49 | |
| » Starters: Jimmy Lavender vs George Chalmers | Fifth | 12 out |
| » Lost to Phillies (50-39), 3-2 | Baker Bowl (3-3) | 45-50 | |
| » Starters: Claude Hendrix vs Al Demaree | Fifth | 12 out |
| Wednesday, August 2 |
| » Lost to Phillies (51-39), 1-0 | Baker Bowl (3-4) | 45-51 | Lost 2 |
| » Starters: Mike Prendergast vs Pete Alexander | Fifth | 13 out |
| Thursday, August 3 |
| » Lost to Giants (47-44), 1-0 | Polo Grounds V (3-2) | 45-52 | Lost 3 |
| » Starters: Hippo Vaughn vs Pol Perritt | Fifth | 14 out |
| Friday, August 4 |
| » Defeated Giants (47-45), 6-2 | Polo Grounds V (4-2) | 46-52 | |
| » Starters: Jimmy Lavender vs Jeff Tesreau | Fifth | 14 out |
| Saturday, August 5 |
| » Lost to Giants (48-45), 3-2 | Polo Grounds V (4-3) | 46-53 | |
| » Starters: Claude Hendrix vs Slim Sallee | Fifth | 14½ out |
| Monday, August 7 |
| » Lost to Giants (49-45), 3-2 | Polo Grounds V (4-4) | 46-54 | Lost 2 |
| » Starters: Jimmy Lavender vs Ferdie Schupp | Fifth | 15 out |
| Wednesday, August 9 |
| » Lost to Dodgers (59-35), 6-0 | Ebbets Field (0-3) | 46-55 | Lost 3 |
| » Starters: Hippo Vaughn vs Larry Cheney | Fifth | 16 out |
| Friday, August 11 |
| » Lost to Dodgers (60-35), 2-1 | Ebbets Field (0-4) | 46-56 | Lost 4 |
| » Starters: Claude Hendrix vs Wheezer Dell | Fifth | 18 out |
| » Lost to Dodgers (61-35), 4-1 | Ebbets Field (0-5) | 46-57 | Lost 5 |
| » Starters: Hippo Vaughn vs Rube Marquard | Fifth | 18 out |
| Saturday, August 12 |
| » Lost to Pirates (43-54), 3-0 | Forbes Field (5-3) | 46-58 | Lost 6 |
| » Starters: Jimmy Lavender vs Wilbur Cooper | Fifth | 17½ out |
| Sunday, August 13 |
| » Lost to Reds (42-68), 4-3 | Crosley Field (2-7) | 46-59 | Lost 7 |
| » Starters: Tom Seaton vs Clarence Mitchell | Sixth | 18 out |
| Monday, August 14 |
| » Lost to Reds (43-68), 6-3 | Crosley Field (2-8) | 46-60 | Lost 8 |
| » Starters: George McConnell vs Fred Toney | Sixth | 19 out |
| Wednesday, August 16 |
| » Defeated Reds (43-69), 5-0 | Crosley Field (3-8) | 47-60 | |
| » Starters: Claude Hendrix vs Earl Moseley | Sixth | 18 out |
| Thursday, August 17 |
| » Defeated Giants (52-51), 1-0 | Wrigley Field (26-30) | 48-60 | Won 2 |
| » Starters: Slim Sallee vs Hippo Vaughn | Sixth | 18 out |
| Friday, August 18 |
| » Lost to Giants (53-51), 8-1 | Wrigley Field (26-31) | 48-61 | |
| » Starters: Pol Perritt vs Mike Prendergast | Fifth | 18½ out |
| » Defeated Giants (53-52), 8-6 | Wrigley Field (27-31) | 49-61 | |
| » Starters: Fred Anderson vs Paul Carter | Fifth | 18½ out |
| Saturday, August 19 |
| » Defeated Giants (53-53), 3-2 | Wrigley Field (28-31) | 50-61 | Won 2 |
| » Starters: Jeff Tesreau vs Gene Packard | Fifth | 18 out |
| Sunday, August 20 |
| » Lost to Dodgers (66-39), 1-0 | Wrigley Field (28-32) | 50-62 | |
| » Starters: Jack Coombs vs Claude Hendrix | Fifth | 19 out |
| Monday, August 21 |
| » Defeated Dodgers (66-40), 5-3 | Wrigley Field (29-32) | 51-62 | |
| » Starters: Jeff Pfeffer vs Hippo Vaughn | Sixth | 18 out |
| Tuesday, August 22 |
| » Lost to Dodgers (67-40), 9-4 | Wrigley Field (29-33) | 51-63 | |
| » Starters: Larry Cheney vs Mike Prendergast | Sixth | 19 out |
| Wednesday, August 23 |
| » Defeated Dodgers (67-41), 7-6 | Wrigley Field (30-33) | 52-63 | |
| » Starters: Wheezer Dell vs Jimmy Lavender | Sixth | 18 out |
| Thursday, August 24 |
| » Lost to Braves (63-42), 5-1 | Wrigley Field (30-34) | 52-64 | |
| » Starters: Tom Hughes vs Claude Hendrix | Sixth | 18 out |
| Friday, August 25 |
| » Lost to Braves (64-42), 1-0 | Wrigley Field (30-35) | 52-65 | Lost 2 |
| » Starters: Dick Rudolph vs Mike Prendergast | Seventh | 19 out |
| Saturday, August 26 |
| » Lost to Braves (65-42), 8-3 | Wrigley Field (30-36) | 52-66 | Lost 3 |
| » Starters: Jesse Barnes vs George McConnell | Seventh | 19 out |
| » Major-league debuts: Ed Sicking (Cubs) |
| Sunday, August 27 |
| » Defeated Braves (65-43), 5-1 | Wrigley Field (31-36) | 53-66 | |
| » Starters: Jesse Barnes vs Paul Carter | Seventh | 19 out |
| Monday, August 28 |
| » Lost to Phillies (66-48), 8-2 | Wrigley Field (31-37) | 53-67 | |
| » Starters: Pete Alexander vs Claude Hendrix | Seventh | 19 out |
| Tuesday, August 29 |
| » Lost to Phillies (67-48), 8-3 | Wrigley Field (31-38) | 53-68 | Lost 2 |
| » Starters: Eppa Rixey vs Hippo Vaughn | Seventh | 20 out |
| Wednesday, August 30 |
| » Defeated Phillies (67-49), 2-0 | Wrigley Field (32-38) | 54-68 | |
| » Starters: Al Demaree vs Jimmy Lavender | Seventh | 20 out |
| Thursday, August 31 |
| » Defeated Cardinals (55-68), 8-1 | Robison Field (5-3) | 55-68 | Won 2 |
| » Starters: Gene Packard vs Lee Meadows | Sixth | 19½ out |
| » Major-league debuts: Cy Warmoth (Cardinals) |
| Future Cub Ray Mack is born in Cleveland, OH. |
| Saturday, September 2 |
| » Lost to Cardinals (56-68), 7-3 | Robison Field (5-4) | 55-69 | |
| » Starters: Paul Carter vs Milt Watson | Sixth | 18 out |
| » Defeated Cardinals (56-69), 5-4 | Robison Field (6-4) | 56-69 | |
| » Starters: Claude Hendrix vs Steamboat Williams | Sixth | 18 out |
| Sunday, September 3 |
| » Defeated Cardinals (56-70), 4-2 | Wrigley Field (33-38) | 57-69 | Won 2 |
| » Starters: Red Ames vs Jimmy Lavender | Fifth | 17 out |
| » Defeated Cardinals (56-71), 4-1 | Wrigley Field (34-38) | 58-69 | Won 3 |
| » Starters: Bob Steele vs Hippo Vaughn | Fifth | 17 out |
| Future Cub Eddie Stanky is born in Philadelphia, PA. |
| Monday, September 4 |
| » Defeated Reds (49-80), 3-0 | Wrigley Field (35-38) | 59-69 | Won 4 |
| » Starters: Al Schulz vs Mike Prendergast | Sixth | 16½ out |
| » Lost to Reds (50-80), 10-8 | Wrigley Field (35-39) | 59-70 | |
| » Starters: Christy Mathewson vs Mordecai Brown | Sixth | 16½ out |
| Tuesday, September 5 |
| » Lost to Reds (51-80), 3-2 | Wrigley Field (35-40) | 59-71 | Lost 2 |
| » Starters: Elmer Knetzer vs Claude Hendrix | Sixth | 17½ out |
| Thursday, September 7 |
| » Lost to Pirates (61-67), 5-4 | Forbes Field (5-4) | 59-72 | Lost 3 |
| » Starters: Gene Packard vs Al Mamaux | Sixth | 19 out |
| Saturday, September 9 |
| » Defeated Pirates (61-68), 3-0 | Forbes Field (6-4) | 60-72 | |
| » Starters: Hippo Vaughn vs Erv Kantlehner | Sixth | 17½ out |
| » Defeated Pirates (61-69), 2-0 | Forbes Field (7-4) | 61-72 | Won 2 |
| » Starters: Jimmy Lavender vs Wilbur Cooper | Sixth | 17½ out |
| Sunday, September 10 |
| » Lost to Pirates (62-69), 8-7 | Wrigley Field (35-41) | 61-73 | |
| » Starters: Frank Miller vs Gene Packard | Sixth | 18 out |
| » Major-league debuts: Burleigh Grimes (Pirates) |
| Tuesday, September 12 |
| » Lost to Braves (73-54), 1-0 | Braves Field (3-4) | 61-74 | Lost 2 |
| » Starters: Paul Carter vs Dick Rudolph | Sixth | 18 out |
| » Tied Braves, 3-3 | Braves Field (3-4) | 61-74 | |
| » Starters: Claude Hendrix vs Dick Rudolph | Sixth | 18 out |
| » Major-league debuts: Earl Smith (Cubs) |
| Future Cub Ralph Hamner is born in Gibsland, LA. |
| Wednesday, September 13 |
| » Lost to Braves (74-54), 7-3 | Braves Field (3-5) | 61-75 | Lost 3 |
| » Starters: Hippo Vaughn vs Ed Reulbach | Fifth | 18½ out |
| » Lost to Braves (75-54), 11-6 | Braves Field (3-6) | 61-76 | Lost 4 |
| » Starters: Jimmy Lavender vs Jesse Barnes | Fifth | 18½ out |
| Thursday, September 14 |
| » Defeated Braves (75-55), 2-0 | Braves Field (4-6) | 62-76 | |
| » Starters: Scott Perry vs Pat Ragan | Sixth | 18½ out |
| Saturday, September 16 |
| » Lost to Phillies (78-55), 6-3 | Baker Bowl (3-5) | 62-77 | |
| » Starters: Paul Carter vs Pete Alexander | Sixth | 20½ out |
| » Lost to Phillies (79-55), 6-0 | Baker Bowl (3-6) | 62-78 | Lost 2 |
| » Starters: Claude Hendrix vs Al Demaree | Sixth | 20½ out |
| Monday, September 18 |
| » Lost to Phillies (80-55), 6-1 | Baker Bowl (3-7) | 62-79 | Lost 3 |
| » Starters: George McConnell vs Eppa Rixey | Sixth | 21 out |
| Tuesday, September 19 |
| » Defeated Phillies (80-56), 2-0 | Baker Bowl (4-7) | 63-79 | |
| » Starters: Hippo Vaughn vs Pete Alexander | Sixth | 21 out |
| Wednesday, September 20 |
| » Lost to Giants (74-62), 4-2 | Polo Grounds V (4-5) | 63-80 | |
| » Starters: Jimmy Lavender vs Ferdie Schupp | Sixth | 22 out |
| Thursday, September 21 |
| » Lost to Giants (75-62), 4-0 | Polo Grounds V (4-6) | 63-81 | Lost 2 |
| » Starters: Claude Hendrix vs Pol Perritt | Sixth | 23 out |
| Friday, September 22 |
| » Lost to Giants (76-62), 5-0 | Polo Grounds V (4-7) | 63-82 | Lost 3 |
| » Starters: Scott Perry vs Slim Sallee | Sixth | 24 out |
| Saturday, September 23 |
| » Defeated Dodgers (85-56), 3-1 | Ebbets Field (1-5) | 64-82 | |
| » Starters: Hippo Vaughn vs Jack Coombs | Sixth | 24 out |
| » Lost to Dodgers (86-56), 4-1 | Ebbets Field (1-6) | 64-83 | |
| » Starters: George McConnell vs Jeff Pfeffer | Sixth | 24 out |
| Monday, September 25 |
| » Defeated Dodgers (86-57), 7-4 | Ebbets Field (2-6) | 65-83 | |
| » Starters: Jimmy Lavender vs Larry Cheney | Fifth | 24 out |
| » Lost to Dodgers (87-57), 4-2 | Ebbets Field (2-7) | 65-84 | |
| » Starters: Claude Hendrix vs Rube Marquard | Fifth | 24 out |
| Tuesday, September 26 |
| » Lost to Dodgers (88-57), 4-1 | Ebbets Field (2-8) | 65-85 | Lost 2 |
| » Starters: George McConnell vs Jeff Pfeffer | Fifth | 25 out |
| Wednesday, September 27 |
| » Lost to Dodgers (89-57), 2-0 | Ebbets Field (2-9) | 65-86 | Lost 3 |
| » Starters: Hippo Vaughn vs Sherry Smith | Fifth | 26 out |
| Saturday, September 30 |
| » Defeated Cardinals (60-92), 8-4 | Wrigley Field (36-41) | 66-86 | |
| » Starters: Lee Meadows vs Gene Packard | Fifth | 25 out |
| Sunday, October 1 |
| » Defeated Cardinals (60-93), 6-3 | Wrigley Field (37-41) | 67-86 | Won 2 |
| » Starters: Bob Steele vs Scott Perry | Fifth | 24½ out |
| Sunday, October 22 |
| Future Cub Harry Walker is born in Pascagoula, MS. |
| Saturday, November 4 |
| Future Cub Emil Kush is born in Chicago, IL. |
| Friday, November 17 |
| Future Cub Joe Hatten is born in Bancroft, IA. |
| Wednesday, December 27 |
| Future Cub Charlie Brewster is born in Marthaville, LA. |
Game information provided by Retrosheet (www.retrosheet.org) |