| Sunday, January 13 |
| Future Cub Steve Mesner is born in Los Angeles, CA. Future Cub Emmett O'Neill is born in San Mateo, CA. |
| Tuesday, February 12 |
| Future Cub Monk Dubiel is born in Hartford, CT. |
| Friday, March 1 |
| Future Cub Hank Wyse is born in Lunsford, AR. |
| Saturday, March 16 |
| Future Cub Vern Olsen is born in Hillsboro, OR. |
| Monday, April 15 |
| » Major-league debuts: Truck Hannah (Yankees) |
| Tuesday, April 16 |
| » Lost to Cardinals (1-0), 4-2 | Robison Field (0-1) | 0-1 | |
| » Starters: Pete Alexander vs Lee Meadows | Second | 1 out |
| » Major-league debuts: Charlie Hollocher (Cubs) |
| Thursday, April 18 |
| » Defeated Cardinals (1-1), 6-4 | Robison Field (1-1) | 1-1 | |
| » Starters: Hippo Vaughn vs Bill Doak | Third | 1 out |
| Sunday, April 21 |
| » Defeated Reds (2-2), 9-1 | Crosley Field (1-0) | 2-1 | Won 2 |
| » Starters: Pete Alexander vs Dutch Ruether | Third | 1½ out |
| Monday, April 22 |
| » Lost to Reds (3-2), 3-2 | Crosley Field (1-1) | 2-2 | |
| » Starters: Roy Walker vs Pete Schneider | Fourth | 2½ out |
| Tuesday, April 23 |
| » Lost to Reds (4-2), 3-2 | Crosley Field (1-2) | 2-3 | Lost 2 |
| » Starters: Lefty Tyler vs Rube Bressler | Fifth | 3½ out |
| Wednesday, April 24 |
| » Defeated Cardinals (2-3), 2-0 | Wrigley Field (1-0) | 3-3 | |
| » Starters: Lee Meadows vs Hippo Vaughn | Fourth | 3½ out |
| Thursday, April 25 |
| » Defeated Cardinals (2-4), 3-2 | Wrigley Field (2-0) | 4-3 | Won 2 |
| » Starters: Gene Packard vs Claude Hendrix | Third | 3½ out |
| Friday, April 26 |
| » Defeated Cardinals (2-5), 3-2 | Wrigley Field (3-0) | 5-3 | Won 3 |
| » Starters: Jakie May vs Pete Alexander | Third | 3½ out |
| Saturday, April 27 |
| » Defeated Cardinals (2-6), 5-4 | Wrigley Field (4-0) | 6-3 | Won 4 |
| » Starters: Oscar Horstmann vs Lefty Tyler | Third | 2½ out |
| Wednesday, May 1 |
| » Defeated Pirates (4-5), 5-3 | Wrigley Field (5-0) | 7-3 | Won 5 |
| » Starters: Hal Carlson vs Hippo Vaughn | Second | 3 out |
| Thursday, May 2 |
| » Defeated Reds (6-7), 12-8 | Wrigley Field (6-0) | 8-3 | Won 6 |
| » Starters: Mike Regan vs Roy Walker | Second | 3 out |
| Friday, May 3 |
| » Defeated Reds (6-8), 9-8 | Wrigley Field (7-0) | 9-3 | Won 7 |
| » Starters: Rube Bressler vs Claude Hendrix | Second | 3 out |
| Saturday, May 4 |
| » Defeated Reds (6-9), 1-0 | Wrigley Field (8-0) | 10-3 | Won 8 |
| » Starters: Hod Eller vs Lefty Tyler | Second | 3 out |
| Sunday, May 5 |
| » Defeated Cardinals (5-10), 3-0 | Wrigley Field (9-0) | 11-3 | Won 9 |
| » Starters: Lee Meadows vs Hippo Vaughn | Second | 2½ out |
| Monday, May 6 |
| » Lost to Pirates (8-7), 7-2 | Forbes Field (0-1) | 11-4 | |
| » Starters: Claude Hendrix vs Earl Hamilton | Second | 3½ out |
| Tuesday, May 7 |
| » Lost to Pirates (9-7), 2-1 | Forbes Field (0-2) | 11-5 | Lost 2 |
| » Starters: Harry Weaver vs Frank Miller | Second | 4½ out |
| Wednesday, May 8 |
| » Defeated Pirates (9-8), 8-1 | Forbes Field (1-2) | 12-5 | |
| » Starters: Lefty Tyler vs Wilbur Cooper | Second | 4½ out |
| Thursday, May 9 |
| » Defeated Pirates (9-9), 6-2 | Forbes Field (2-2) | 13-5 | Won 2 |
| » Starters: Hippo Vaughn vs Roy Sanders | Second | 4½ out |
| Saturday, May 11 |
| » Lost to Braves (6-14), 6-4 | Wrigley Field (9-1) | 13-6 | |
| » Starters: Bunny Hearn vs Harry Weaver | Second | 4 out |
| Monday, May 13 |
| » Defeated Braves (6-15), 10-2 | Wrigley Field (10-1) | 14-6 | |
| » Starters: Art Nehf vs Lefty Tyler | Second | 3½ out |
| Tuesday, May 14 |
| » Lost to Braves (7-15), 5-0 | Wrigley Field (10-2) | 14-7 | |
| » Starters: Dana Fillingim vs Hippo Vaughn | Second | 4½ out |
| Wednesday, May 15 |
| » Lost to Phillies (10-11), 5-3 | Wrigley Field (10-3) | 14-8 | Lost 2 |
| » Starters: Mike Prendergast vs Roy Walker | Second | 4½ out |
| Thursday, May 16 |
| » Lost to Phillies (11-11), 6-5 | Wrigley Field (10-4) | 14-9 | Lost 3 |
| » Starters: Erskine Mayer vs Paul Carter | Second | 4½ out |
| Friday, May 17 |
| » Defeated Phillies (11-12), 2-0 | Wrigley Field (11-4) | 15-9 | |
| » Starters: Alex Main vs Hippo Vaughn | Second | 3½ out |
| Saturday, May 18 |
| » Defeated Phillies (11-13), 7-1 | Wrigley Field (12-4) | 16-9 | Won 2 |
| » Starters: Joe Oeschger vs Claude Hendrix | Second | 3½ out |
| Sunday, May 19 |
| » Defeated Phillies (11-14), 3-0 | Wrigley Field (13-4) | 17-9 | Won 3 |
| » Starters: Brad Hogg vs Lefty Tyler | Second | 2½ out |
| Monday, May 20 |
| » Lost to Dodgers (10-16), 5-2 | Wrigley Field (13-5) | 17-10 | |
| » Starters: Rube Marquard vs Roy Walker | Second | 3½ out |
| Tuesday, May 21 |
| » Lost to Dodgers (11-16), 1-0 | Wrigley Field (13-6) | 17-11 | Lost 2 |
| » Starters: Jack Coombs vs Hippo Vaughn | Second | 4½ out |
| Wednesday, May 22 |
| » Defeated Dodgers (11-17), 2-1 | Wrigley Field (14-6) | 18-11 | |
| » Starters: Larry Cheney vs Claude Hendrix | Second | 4 out |
| Thursday, May 23 |
| » Defeated Dodgers (11-18), 5-0 | Wrigley Field (15-6) | 19-11 | Won 2 |
| » Starters: Dan Griner vs Harry Weaver | Second | 4 out |
| Saturday, May 25 |
| » Defeated Giants (23-8), 7-4 | Wrigley Field (16-6) | 20-11 | Won 3 |
| » Starters: Jesse Barnes vs Lefty Tyler | Second | 3 out |
| Sunday, May 26 |
| » Defeated Giants (23-9), 5-1 | Wrigley Field (17-6) | 21-11 | Won 4 |
| » Starters: Slim Sallee vs Hippo Vaughn | Second | 2 out |
| Monday, May 27 |
| » Defeated Giants (23-10), 7-3 | Wrigley Field (18-6) | 22-11 | Won 5 |
| » Starters: Pol Perritt vs Claude Hendrix | Second | 1 out |
| Thursday, May 30 |
| » Lost to Reds (21-17), 9-6 | Wrigley Field (18-7) | 22-12 | |
| » Starters: Fred Toney vs Lefty Tyler | Second | 1 out |
| » Defeated Reds (21-18), 2-1 | Wrigley Field (19-7) | 23-12 | |
| » Starters: Pete Schneider vs Hippo Vaughn | Second | 1 out |
| Saturday, June 1 |
| » Defeated Braves (18-21), 4-3 | Braves Field (1-0) | 24-12 | Won 2 |
| » Starters: Claude Hendrix vs Pat Ragan | Second | 1½ out |
| Monday, June 3 |
| » Defeated Braves (18-22), 5-3 | Braves Field (2-0) | 25-12 | Won 3 |
| » Starters: Lefty Tyler vs Art Nehf | Second | ½ out |
| Tuesday, June 4 |
| » Defeated Braves (18-23), 3-2 | Braves Field (3-0) | 26-12 | Won 4 |
| » Starters: Hippo Vaughn vs Dana Fillingim | Second | ½ out |
| Wednesday, June 5 |
| » Defeated Braves (18-24), 7-3 | Braves Field (4-0) | 27-12 | Won 5 |
| » Starters: Claude Hendrix vs Pat Ragan | Second | ½ out |
| Thursday, June 6 |
| » Defeated Phillies (18-23), 3-0 | Baker Bowl (1-0) | 28-12 | Won 6 |
| » Starters: Phil Douglas vs Mike Prendergast | First | -- |
| Saturday, June 8 |
| » Defeated Phillies (18-24), 6-0 | Baker Bowl (2-0) | 29-12 | Won 7 |
| » Starters: Lefty Tyler vs Brad Hogg | First | -- |
| Monday, June 10 |
| » Defeated Phillies (18-25), 6-1 | Baker Bowl (3-0) | 30-12 | Won 8 |
| » Starters: Hippo Vaughn vs Joe Oeschger | First | -- |
| Tuesday, June 11 |
| » Defeated Giants (29-15), 5-3 | Polo Grounds V (1-0) | 31-12 | Won 9 |
| » Starters: Claude Hendrix vs Jeff Tesreau | First | -- |
| Wednesday, June 12 |
| » Lost to Giants (30-15), 1-0 | Polo Grounds V (1-1) | 31-13 | |
| » Starters: Lefty Tyler vs Pol Perritt | First | -- |
| Thursday, June 13 |
| » Defeated Giants (30-16), 8-4 | Polo Grounds V (2-1) | 32-13 | |
| » Starters: Phil Douglas vs Slim Sallee | First | -- |
| Friday, June 14 |
| » Lost to Giants (31-16), 7-0 | Polo Grounds V (2-2) | 32-14 | |
| » Starters: Hippo Vaughn vs Al Demaree | First | -- |
| Saturday, June 15 |
| » Defeated Dodgers (19-28), 6-1 | Ebbets Field (1-0) | 33-14 | |
| » Starters: Claude Hendrix vs Jack Coombs | First | -- |
| Monday, June 17 |
| » Lost to Dodgers (20-28), 4-3 | Ebbets Field (1-1) | 33-15 | |
| » Starters: Lefty Tyler vs Larry Cheney | First | -- |
| Tuesday, June 18 |
| » Defeated Dodgers (20-29), 4-3 | Ebbets Field (2-1) | 34-15 | |
| » Starters: Hippo Vaughn vs Rube Marquard | First | -- |
| Wednesday, June 19 |
| » Defeated Pirates (20-30), 1-0 | Forbes Field (3-2) | 35-15 | Won 2 |
| » Starters: Phil Douglas vs Bob Harmon | First | -- |
| Thursday, June 20 |
| » Lost to Pirates (21-30), 3-1 | Forbes Field (3-3) | 35-16 | |
| » Starters: Claude Hendrix vs Roy Sanders | First | -- |
| Friday, June 21 |
| » Lost to Pirates (22-30), 3-0 | Forbes Field (3-4) | 35-17 | Lost 2 |
| » Starters: Lefty Tyler vs Bob Steele | First | -- |
| Saturday, June 22 |
| » Defeated Pirates (22-31), 5-2 | Forbes Field (4-4) | 36-17 | |
| » Starters: Hippo Vaughn vs Wilbur Cooper | First | -- |
| Sunday, June 23 |
| » Defeated Cardinals (21-31), 3-2 | Wrigley Field (20-7) | 37-17 | Won 2 |
| » Starters: Bill Doak vs Phil Douglas | First | -- |
| Monday, June 24 |
| » Defeated Cardinals (21-32), 8-3 | Wrigley Field (21-7) | 38-17 | Won 3 |
| » Starters: Lee Meadows vs Claude Hendrix | First | -- |
| Tuesday, June 25 |
| » Defeated Cardinals (21-33), 14-0 | Wrigley Field (22-7) | 39-17 | Won 4 |
| » Starters: Bill Sherdel vs Lefty Tyler | First | -- |
| Wednesday, June 26 |
| » Defeated Cardinals (21-34), 1-0 | Wrigley Field (23-7) | 40-17 | Won 5 |
| » Starters: Red Ames vs Hippo Vaughn | First | -- |
| Future Cub Elmer Singleton is born in Ogden, UT. |
| Thursday, June 27 |
| » Defeated Reds (24-34), 7-1 | Crosley Field (2-2) | 41-17 | Won 6 |
| » Starters: Phil Douglas vs Mike Regan | First | -- |
| Saturday, June 29 |
| » Defeated Reds (24-35), 2-0 | Crosley Field (3-2) | 42-17 | Won 7 |
| » Starters: Hippo Vaughn vs Fred Toney | First | -- |
| Sunday, June 30 |
| » Lost to Reds (25-35), 7-0 | Crosley Field (3-3) | 42-18 | |
| » Starters: Claude Hendrix vs Jimmy Ring | First | -- |
| » Tied Reds, 7-7 | Crosley Field (3-3) | 42-18 | |
| » Starters: Lefty Tyler vs Pete Schneider | First | -- |
| Monday, July 1 |
| » Defeated Cardinals (24-38), 4-2 | Robison Field (2-1) | 43-18 | |
| » Starters: Claude Hendrix vs Jakie May | First | -- |
| Tuesday, July 2 |
| » Defeated Cardinals (24-39), 7-1 | Robison Field (3-1) | 44-18 | Won 2 |
| » Starters: Hippo Vaughn vs Lee Meadows | First | -- |
| » Defeated Cardinals (24-40), 6-2 | Robison Field (4-1) | 45-18 | Won 3 |
| » Starters: Paul Carter vs Lee Meadows | First | -- |
| Wednesday, July 3 |
| » Lost to Cardinals (25-40), 2-1 | Robison Field (4-2) | 45-19 | |
| » Starters: Phil Douglas vs Gene Packard | First | -- |
| Thursday, July 4 |
| » Defeated Cardinals (25-41), 1-0 | Robison Field (5-2) | 46-19 | |
| » Starters: Lefty Tyler vs Red Ames | First | -- |
| » Defeated Cardinals (25-42), 1-0 | Robison Field (6-2) | 47-19 | Won 2 |
| » Starters: Claude Hendrix vs Bill Doak | First | -- |
| Friday, July 5 |
| » Lost to Cardinals (26-42), 6-5 | Robison Field (6-3) | 47-20 | |
| » Starters: Roy Walker vs Jakie May | First | -- |
| Saturday, July 6 |
| » Defeated Giants (43-25), 1-0 | Wrigley Field (24-7) | 48-20 | |
| » Starters: Al Demaree vs Hippo Vaughn | First | -- |
| Sunday, July 7 |
| » Defeated Giants (43-26), 6-1 | Wrigley Field (25-7) | 49-20 | Won 2 |
| » Starters: Pol Perritt vs Phil Douglas | First | -- |
| Monday, July 8 |
| » Defeated Giants (43-27), 6-3 | Wrigley Field (26-7) | 50-20 | Won 3 |
| » Starters: Red Causey vs Lefty Tyler | First | -- |
| » Lost to Giants (44-27), 3-1 | Wrigley Field (26-8) | 50-21 | |
| » Starters: Pol Perritt vs Claude Hendrix | First | -- |
| Tuesday, July 9 |
| » Lost to Giants (45-27), 7-6 | Wrigley Field (26-9) | 50-22 | Lost 2 |
| » Starters: Fred Anderson vs Hippo Vaughn | First | -- |
| Wednesday, July 10 |
| » Lost to Braves (33-40), 4-1 | Wrigley Field (26-10) | 50-23 | Lost 3 |
| » Starters: Dick Rudolph vs Paul Carter | First | -- |
| Thursday, July 11 |
| » Defeated Braves (33-41), 4-3 | Wrigley Field (27-10) | 51-23 | |
| » Starters: Art Nehf vs Lefty Tyler | First | -- |
| » Defeated Braves (33-42), 3-2 | Wrigley Field (28-10) | 52-23 | Won 2 |
| » Starters: Pat Ragan vs Phil Douglas | First | -- |
| Friday, July 12 |
| » Defeated Braves (33-43), 8-0 | Wrigley Field (29-10) | 53-23 | Won 3 |
| » Starters: Ed Konetchy vs Claude Hendrix | First | -- |
| Saturday, July 13 |
| » Defeated Braves (33-44), 5-3 | Wrigley Field (30-10) | 54-23 | Won 4 |
| » Starters: Hugh Canavan vs Hippo Vaughn | First | -- |
| Sunday, July 14 |
| » Defeated Phillies (35-40), 9-5 | Wrigley Field (31-10) | 55-23 | Won 5 |
| » Starters: Joe Oeschger vs Lefty Tyler | First | -- |
| Tuesday, July 16 |
| » Lost to Phillies (36-40), 7-5 | Wrigley Field (31-11) | 55-24 | |
| » Starters: Mike Prendergast vs Claude Hendrix | First | -- |
| » Lost to Phillies (37-40), 4-3 | Wrigley Field (31-12) | 55-25 | Lost 2 |
| » Starters: Brad Hogg vs Phil Douglas | First | -- |
| Wednesday, July 17 |
| » Defeated Phillies (37-41), 2-1 | Wrigley Field (32-12) | 56-25 | |
| » Starters: Milt Watson vs Lefty Tyler | First | -- |
| Thursday, July 18 |
| » Lost to Dodgers (31-47), 3-2 | Wrigley Field (32-13) | 56-26 | |
| » Starters: Burleigh Grimes vs Hippo Vaughn | First | -- |
| Future Cub Al Lyons is born in St. Joseph, MO. |
| Friday, July 19 |
| » Lost to Dodgers (32-47), 2-0 | Wrigley Field (32-14) | 56-27 | Lost 2 |
| » Starters: Jeff Pfeffer vs Phil Douglas | First | -- |
| Saturday, July 20 |
| » Lost to Dodgers (33-47), 6-4 | Wrigley Field (32-15) | 56-28 | Lost 3 |
| » Starters: Rube Marquard vs Claude Hendrix | First | -- |
| Sunday, July 21 |
| » Lost to Dodgers (34-47), 6-3 | Wrigley Field (32-16) | 56-29 | Lost 4 |
| » Starters: Jack Coombs vs Lefty Tyler | First | -- |
| Wednesday, July 24 |
| » Defeated Phillies (39-44), 5-4 | Baker Bowl (4-0) | 57-29 | |
| » Starters: Hippo Vaughn vs Mike Prendergast | First | -- |
| Thursday, July 25 |
| » Lost to Phillies (40-44), 10-5 | Baker Bowl (4-1) | 57-30 | |
| » Starters: Phil Douglas vs Milt Watson | First | -- |
| » Defeated Phillies (40-45), 12-6 | Baker Bowl (5-1) | 58-30 | |
| » Starters: Claude Hendrix vs Joe Oeschger | First | -- |
| Friday, July 26 |
| » Lost to Phillies (41-45), 3-2 | Baker Bowl (5-2) | 58-31 | |
| » Starters: Lefty Tyler vs Elmer Jacobs | First | -- |
| Saturday, July 27 |
| » Defeated Braves (40-52), 7-1 | Braves Field (5-0) | 59-31 | |
| » Starters: Hippo Vaughn vs Dick Rudolph | First | -- |
| Monday, July 29 |
| » Lost to Braves (41-52), 3-2 | Braves Field (5-1) | 59-32 | |
| » Starters: Phil Douglas vs Pat Ragan | First | -- |
| Wednesday, July 31 |
| » Defeated Braves (41-53), 5-4 | Braves Field (6-1) | 60-32 | |
| » Starters: Claude Hendrix vs Dick Rudolph | First | -- |
| Thursday, August 1 |
| » Defeated Giants (57-37), 5-0 | Polo Grounds V (3-2) | 61-32 | Won 2 |
| » Starters: Hippo Vaughn vs Fred Toney | First | -- |
| Friday, August 2 |
| » Defeated Giants (57-38), 11-1 | Polo Grounds V (4-2) | 62-32 | Won 3 |
| » Starters: Lefty Tyler vs Pol Perritt | First | -- |
| Saturday, August 3 |
| » Lost to Giants (58-38), 4-2 | Polo Grounds V (4-3) | 62-33 | |
| » Starters: Phil Douglas vs Red Causey | First | -- |
| » Defeated Giants (58-39), 11-6 | Polo Grounds V (5-3) | 63-33 | |
| » Starters: Claude Hendrix vs Pol Perritt | First | -- |
| Monday, August 5 |
| » Defeated Giants (58-40), 5-3 | Polo Grounds V (6-3) | 64-33 | Won 2 |
| » Starters: Hippo Vaughn vs Fred Toney | First | -- |
| Tuesday, August 6 |
| » Defeated Dodgers (43-53), 6-3 | Ebbets Field (3-1) | 65-33 | Won 3 |
| » Starters: Lefty Tyler vs Jack Coombs | First | -- |
| Wednesday, August 7 |
| » Lost to Dodgers (44-53), 3-2 | Ebbets Field (3-2) | 65-34 | |
| » Starters: Phil Douglas vs Burleigh Grimes | First | -- |
| Thursday, August 8 |
| » Lost to Dodgers (45-53), 4-1 | Ebbets Field (3-3) | 65-35 | Lost 2 |
| » Starters: Hippo Vaughn vs Rube Marquard | First | -- |
| Friday, August 9 |
| » Defeated Dodgers (45-54), 8-2 | Ebbets Field (4-3) | 66-35 | |
| » Starters: Claude Hendrix vs Dick Robertson | First | -- |
| Saturday, August 10 |
| » Tied Pirates, 3-3 | Forbes Field (4-4) | 66-35 | |
| » Starters: Lefty Tyler vs Wilbur Cooper | First | -- |
| Sunday, August 11 |
| » Defeated Pirates (53-48), 5-3 | Wrigley Field (33-16) | 67-35 | Won 2 |
| » Starters: Babe Adams vs Phil Douglas | First | -- |
| » Lost to Pirates (54-48), 6-3 | Wrigley Field (33-17) | 67-36 | |
| » Starters: Erskine Mayer vs Hippo Vaughn | First | -- |
| Monday, August 12 |
| » Lost to Pirates (55-48), 12-1 | Wrigley Field (33-18) | 67-37 | Lost 2 |
| » Starters: Carmen Hill vs Speed Martin | First | -- |
| Future Cub Charlie Gassaway is born in Gassaway, TN. |
| Tuesday, August 13 |
| » Defeated Pirates (55-49), 2-1 | Wrigley Field (34-18) | 68-37 | |
| » Starters: Hal Carlson vs Lefty Tyler | First | -- |
| » Lost to Pirates (56-49), 7-2 | Wrigley Field (34-19) | 68-38 | |
| » Starters: Frank Miller vs Phil Douglas | First | -- |
| Wednesday, August 14 |
| » Defeated Pirates (56-50), 2-0 | Wrigley Field (35-19) | 69-38 | |
| » Starters: Ralph Comstock vs Hippo Vaughn | First | -- |
| Saturday, August 17 |
| » Defeated Phillies (47-58), 3-0 | Wrigley Field (36-19) | 70-38 | Won 2 |
| » Starters: Elmer Jacobs vs Claude Hendrix | First | -- |
| » Defeated Phillies (47-59), 2-0 | Wrigley Field (37-19) | 71-38 | Won 3 |
| » Starters: Joe Oeschger vs Lefty Tyler | First | -- |
| Sunday, August 18 |
| » Lost to Braves (48-61), 3-1 | Wrigley Field (37-20) | 71-39 | |
| » Starters: Lefty George vs Hippo Vaughn | First | -- |
| » Defeated Braves (48-62), 3-1 | Wrigley Field (38-20) | 72-39 | |
| » Starters: Jake Northrop vs Phil Douglas | First | -- |
| Monday, August 19 |
| » Defeated Braves (48-63), 2-0 | Wrigley Field (39-20) | 73-39 | Won 2 |
| » Starters: Doc Crandall vs Speed Martin | First | -- |
| Tuesday, August 20 |
| » Defeated Braves (48-64), 7-6 | Wrigley Field (40-20) | 74-39 | Won 3 |
| » Starters: Dick Rudolph vs Paul Carter | First | -- |
| Wednesday, August 21 |
| » Defeated Giants (64-49), 9-2 | Wrigley Field (41-20) | 75-39 | Won 4 |
| » Starters: Pol Perritt vs Lefty Tyler | First | -- |
| Thursday, August 22 |
| » Lost to Giants (65-49), 4-2 | Wrigley Field (41-21) | 75-40 | |
| » Starters: Fred Toney vs Hippo Vaughn | First | -- |
| Friday, August 23 |
| » Defeated Giants (65-50), 3-2 | Wrigley Field (42-21) | 76-40 | |
| » Starters: Red Causey vs Phil Douglas | First | -- |
| Saturday, August 24 |
| » Defeated Dodgers (53-63), 8-3 | Wrigley Field (43-21) | 77-40 | Won 2 |
| » Starters: Burleigh Grimes vs Claude Hendrix | First | -- |
| » Defeated Dodgers (53-64), 3-1 | Wrigley Field (44-21) | 78-40 | Won 3 |
| » Starters: Larry Cheney vs Speed Martin | First | -- |
| Sunday, August 25 |
| » Defeated Dodgers (53-65), 5-3 | Wrigley Field (45-21) | 79-40 | Won 4 |
| » Starters: Rube Marquard vs Roy Walker | First | -- |
| » Lost to Dodgers (54-65), 2-1 | Wrigley Field (45-22) | 79-41 | |
| » Starters: George Smith vs Lefty Tyler | First | -- |
| Wednesday, August 28 |
| » Defeated Reds (61-58), 7-5 | Wrigley Field (46-22) | 80-41 | |
| » Starters: Dolf Luque vs Hippo Vaughn | First | -- |
| » Lost to Reds (62-58), 9-0 | Wrigley Field (46-23) | 80-42 | |
| » Starters: Roy Mitchell vs Speed Martin | First | -- |
| Thursday, August 29 |
| » Defeated Reds (62-59), 1-0 | Wrigley Field (47-23) | 81-42 | |
| » Starters: Hod Eller vs Lefty Tyler | First | -- |
| » Defeated Reds (62-60), 6-4 | Wrigley Field (48-23) | 82-42 | Won 2 |
| » Starters: Jimmy Ring vs Claude Hendrix | First | -- |
| Friday, August 30 |
| » Lost to Reds (63-60), 5-0 | Wrigley Field (48-24) | 82-43 | |
| » Starters: Roy Mitchell vs Roy Walker | First | -- |
| Saturday, August 31 |
| » Lost to Reds (64-60), 8-4 | Wrigley Field (48-25) | 82-44 | Lost 2 |
| » Starters: Dolf Luque vs Phil Douglas | First | -- |
| Sunday, September 1 |
| » Defeated Pirates (64-59), 4-0 | Wrigley Field (49-25) | 83-44 | |
| » Starters: Carmen Hill vs Hippo Vaughn | First | -- |
| Monday, September 2 |
| » Defeated Pirates (64-60), 4-3 | Forbes Field (5-4) | 84-44 | Won 2 |
| » Starters: Speed Martin vs Frank Miller | First | -- |
| » Lost to Pirates (65-60), 3-2 | Forbes Field (5-5) | 84-45 | |
| » Starters: Claude Hendrix vs Wilbur Cooper | First | -- |
| Monday, October 7 |
| Future Cub Frankie Baumholtz is born in Midvale, OH. |
| Friday, October 11 |
| Future Cub Bob Chipman is born in Brooklyn, NY. |
| Monday, October 21 |
| Former Cub Harry Chapman dies in Nevada, MO at the age of 31. |
Game information provided by Retrosheet (www.retrosheet.org) |