| Wednesday, January 3 |
| Future Cub John Andre is born in Brockton, MA. |
| Wednesday, March 21 |
| Future Cub Jim Hughes is born in Chicago, IL. |
| Tuesday, April 17 |
| » Lost to Pirates (1-0), 3-2 | Wrigley Field (0-1) | 0-1 | |
| » Starters: Johnny Morrison vs Tiny Osborne | Third | 1 out |
| Wednesday, April 18 |
| » Defeated Pirates (1-1), 7-2 | Wrigley Field (1-1) | 1-1 | |
| » Starters: George Boehler vs Pete Alexander | Third | 1 out |
| Thursday, April 19 |
| » Defeated Pirates (1-2), 10-5 | Wrigley Field (2-1) | 2-1 | Won 2 |
| » Starters: Babe Adams vs Vic Aldridge | Second | 1½ out |
| Friday, April 20 |
| » Defeated Pirates (1-3), 12-11 | Wrigley Field (3-1) | 3-1 | Won 3 |
| » Starters: Whitey Glazner vs Nick Dumovich | Second | ½ out |
| Saturday, April 21 |
| » Defeated Cardinals (2-3), 10-8 | Wrigley Field (4-1) | 4-1 | Won 4 |
| » Starters: Jeff Pfeffer vs Virgil Cheeves | Second | ½ out |
| Sunday, April 22 |
| » Defeated Cardinals (2-4), 8-7 | Wrigley Field (5-1) | 5-1 | Won 5 |
| » Starters: Bill Sherdel vs Tiny Osborne | Second | ½ out |
| Monday, April 23 |
| » Defeated Cardinals (2-5), 7-3 | Wrigley Field (6-1) | 6-1 | Won 6 |
| » Starters: Fred Toney vs Pete Alexander | Second | ½ out |
| Tuesday, April 24 |
| » Defeated Cardinals (2-6), 3-0 | Wrigley Field (7-1) | 7-1 | Won 7 |
| » Starters: Jesse Haines vs Vic Aldridge | Second | ½ out |
| Wednesday, April 25 |
| » Lost to Pirates (4-5), 7-3 | Forbes Field (0-1) | 7-2 | |
| » Starters: Fred Fussell vs Wilbur Cooper | Second | 1 out |
| Thursday, April 26 |
| » Lost to Pirates (5-5), 7-2 | Forbes Field (0-2) | 7-3 | Lost 2 |
| » Starters: Tiny Osborne vs Babe Adams | Second | 2 out |
| » Major-league debuts: Ed Stauffer (Cubs) |
| Friday, April 27 |
| » Lost to Pirates (6-5), 2-1 | Forbes Field (0-3) | 7-4 | Lost 3 |
| » Starters: Pete Alexander vs Johnny Morrison | Second | 2 out |
| Sunday, April 29 |
| » Lost to Reds (6-6), 3-0 | Crosley Field (0-1) | 7-5 | Lost 4 |
| » Starters: Vic Aldridge vs Pete Donohue | Second | 1½ out |
| Monday, April 30 |
| » Lost to Reds (7-6), 6-4 | Crosley Field (0-2) | 7-6 | Lost 5 |
| » Starters: Virgil Cheeves vs Eppa Rixey | Second | 2½ out |
| Tuesday, May 1 |
| » Defeated Reds (7-7), 3-1 | Crosley Field (1-2) | 8-6 | |
| » Starters: Nick Dumovich vs Cactus Keck | Second | 2½ out |
| Wednesday, May 2 |
| » Defeated Reds (7-8), 2-1 | Crosley Field (2-2) | 9-6 | Won 2 |
| » Starters: Tiny Osborne vs Dolf Luque | Second | 2½ out |
| Thursday, May 3 |
| » Lost to Cardinals (8-8), 3-2 | Sportsman's Park III (0-1) | 9-7 | |
| » Starters: Pete Alexander vs Jesse Haines | Second | 2½ out |
| Friday, May 4 |
| » Defeated Cardinals (8-9), 2-1 | Sportsman's Park III (1-1) | 10-7 | |
| » Starters: Vic Aldridge vs Fred Toney | Second | 2½ out |
| Saturday, May 5 |
| » Lost to Cardinals (9-9), 7-6 | Sportsman's Park III (1-2) | 10-8 | |
| » Starters: Nick Dumovich vs Bill Doak | Second | 3½ out |
| Sunday, May 6 |
| » Lost to Cardinals (10-9), 16-4 | Sportsman's Park III (1-3) | 10-9 | Lost 2 |
| » Starters: Tiny Osborne vs Jeff Pfeffer | Third | 4 out |
| Tuesday, May 8 |
| » Lost to Giants (16-5), 4-1 | Polo Grounds V (0-1) | 10-10 | Lost 3 |
| » Starters: Pete Alexander vs Art Nehf | Fourth | 5½ out |
| Wednesday, May 9 |
| » Defeated Giants (16-6), 9-6 | Polo Grounds V (1-1) | 11-10 | |
| » Starters: Vic Aldridge vs Fred Johnson | Fourth | 4½ out |
| Friday, May 11 |
| » Lost to Giants (17-6), 7-4 | Polo Grounds V (1-2) | 11-11 | |
| » Starters: Nick Dumovich vs Jack Scott | Fourth | 5½ out |
| Saturday, May 12 |
| » Lost to Dodgers (9-13), 11-8 | Ebbets Field (0-1) | 11-12 | Lost 2 |
| » Starters: Vic Keen vs Dutch Ruether | Fourth | 6 out |
| Sunday, May 13 |
| » Defeated Dodgers (9-14), 5-2 | Ebbets Field (1-1) | 12-12 | |
| » Starters: Pete Alexander vs Dazzy Vance | Fourth | 6 out |
| Monday, May 14 |
| » Lost to Dodgers (10-14), 6-3 | Ebbets Field (1-2) | 12-13 | |
| » Starters: Vic Aldridge vs Leon Cadore | Fifth | 6 out |
| Wednesday, May 16 |
| » Lost to Dodgers (11-14), 8-2 | Ebbets Field (1-3) | 12-14 | Lost 2 |
| » Starters: Nick Dumovich vs Leo Dickerman | Fifth | 7 out |
| Thursday, May 17 |
| » Defeated Phillies (7-17), 7-4 | Baker Bowl (1-0) | 13-14 | |
| » Starters: Pete Alexander vs Lee Meadows | Fourth | 7 out |
| Friday, May 18 |
| » Defeated Phillies (7-18), 10-7 | Baker Bowl (2-0) | 14-14 | Won 2 |
| » Starters: Vic Aldridge vs Ralph Head | Fifth | 6 out |
| Saturday, May 19 |
| » Lost to Phillies (8-18), 11-4 | Baker Bowl (2-1) | 14-15 | |
| » Starters: Tiny Osborne vs Jimmy Ring | Fourth | 7 out |
| Tuesday, May 22 |
| » Defeated Braves (12-16), 8-2 | Braves Field (1-0) | 15-15 | |
| » Starters: Vic Aldridge vs Rube Marquard | Fourth | 7½ out |
| Wednesday, May 23 |
| » Lost to Braves (13-16), 6-4 | Braves Field (1-1) | 15-16 | |
| » Starters: Nick Dumovich vs Dana Fillingim | Fourth | 8½ out |
| Thursday, May 24 |
| » Major-league debuts: Freddy Leach (Phillies) |
| Friday, May 25 |
| » Defeated Reds (13-18), 4-0 | Wrigley Field (8-1) | 16-16 | |
| » Starters: Pete Donohue vs Pete Alexander | Third | 9 out |
| Saturday, May 26 |
| » Defeated Reds (13-19), 5-4 | Wrigley Field (9-1) | 17-16 | Won 2 |
| » Starters: Eppa Rixey vs Tiny Osborne | Third | 9 out |
| Sunday, May 27 |
| » Lost to Pirates (21-14), 4-2 | Wrigley Field (9-2) | 17-17 | |
| » Starters: Lee Meadows vs Vic Aldridge | Third | 10 out |
| Monday, May 28 |
| » Defeated Pirates (21-15), 5-4 | Wrigley Field (10-2) | 18-17 | |
| » Starters: Earl Hamilton vs Virgil Cheeves | Third | 9 out |
| Tuesday, May 29 |
| » Lost to Pirates (22-15), 7-6 | Forbes Field (0-4) | 18-18 | |
| » Starters: Pete Alexander vs Babe Adams | Fourth | 9 out |
| Wednesday, May 30 |
| » Lost to Pirates (23-15), 5-4 | Forbes Field (0-5) | 18-19 | Lost 2 |
| » Starters: Tony Kaufmann vs Johnny Morrison | Fourth | 10 out |
| » Lost to Pirates (24-15), 10-2 | Forbes Field (0-6) | 18-20 | Lost 3 |
| » Starters: Vic Aldridge vs Wilbur Cooper | Fourth | 10 out |
| Thursday, May 31 |
| » Lost to Reds (18-20), 3-2 | Crosley Field (2-3) | 18-21 | Lost 4 |
| » Starters: Virgil Cheeves vs Dolf Luque | Sixth | 11 out |
| Friday, June 1 |
| » Lost to Reds (19-20), 5-3 | Crosley Field (2-4) | 18-22 | Lost 5 |
| » Starters: Vic Aldridge vs Johnny Couch | Sixth | 12 out |
| Saturday, June 2 |
| » Lost to Reds (20-20), 2-1 | Crosley Field (2-5) | 18-23 | Lost 6 |
| » Starters: Pete Alexander vs Pete Donohue | Sixth | 13 out |
| Sunday, June 3 |
| » Defeated Reds (20-21), 4-3 | Crosley Field (3-5) | 19-23 | |
| » Starters: Tiny Osborne vs Rube Benton | Sixth | 12½ out |
| Monday, June 4 |
| » Defeated Reds (20-22), 8-7 | Crosley Field (4-5) | 20-23 | Won 2 |
| » Starters: Tony Kaufmann vs Eppa Rixey | Fifth | 12 out |
| Tuesday, June 5 |
| » Lost to Giants (33-11), 8-3 | Wrigley Field (10-3) | 20-24 | |
| » Starters: Jack Bentley vs Virgil Cheeves | Sixth | 13 out |
| Wednesday, June 6 |
| » Defeated Giants (33-12), 6-1 | Wrigley Field (11-3) | 21-24 | |
| » Starters: Art Nehf vs Vic Aldridge | Sixth | 12 out |
| Thursday, June 7 |
| » Defeated Giants (33-13), 9-7 | Wrigley Field (12-3) | 22-24 | Won 2 |
| » Starters: Rosy Ryan vs Pete Alexander | Sixth | 11 out |
| Friday, June 8 |
| » Defeated Braves (17-30), 4-2 | Wrigley Field (13-3) | 23-24 | Won 3 |
| » Starters: Dana Fillingim vs Tiny Osborne | Sixth | 10 out |
| Saturday, June 9 |
| » Defeated Braves (17-31), 4-3 | Wrigley Field (14-3) | 24-24 | Won 4 |
| » Starters: Larry Benton vs Tony Kaufmann | Sixth | 10 out |
| Sunday, June 10 |
| » Defeated Braves (17-32), 3-0 | Wrigley Field (15-3) | 25-24 | Won 5 |
| » Starters: Joe Genewich vs Vic Aldridge | Sixth | 9½ out |
| Monday, June 11 |
| » Defeated Braves (17-33), 10-3 | Wrigley Field (16-3) | 26-24 | Won 6 |
| » Starters: Jesse Barnes vs Pete Alexander | Sixth | 9 out |
| Tuesday, June 12 |
| » Defeated Braves (17-34), 12-11 | Wrigley Field (17-3) | 27-24 | Won 7 |
| » Starters: Frank Miller vs Virgil Cheeves | Fifth | 8 out |
| Wednesday, June 13 |
| » Lost to Dodgers (26-22), 8-4 | Wrigley Field (17-4) | 27-25 | |
| » Starters: Leo Dickerman vs Tiny Osborne | Fifth | 8 out |
| Thursday, June 14 |
| » Defeated Dodgers (26-23), 9-6 | Wrigley Field (18-4) | 28-25 | |
| » Starters: Dazzy Vance vs Vic Aldridge | Sixth | 7 out |
| Friday, June 15 |
| » Lost to Dodgers (27-23), 9-7 | Wrigley Field (18-5) | 28-26 | |
| » Starters: Dutch Ruether vs Pete Alexander | Sixth | 7 out |
| Saturday, June 16 |
| » Defeated Dodgers (27-24), 7-3 | Wrigley Field (19-5) | 29-26 | |
| » Starters: Burleigh Grimes vs Tony Kaufmann | Sixth | 6 out |
| Sunday, June 17 |
| » Lost to Phillies (15-37), 6-4 | Wrigley Field (19-6) | 29-27 | |
| » Starters: Whitey Glazner vs Tiny Osborne | Sixth | 6 out |
| Monday, June 18 |
| » Defeated Phillies (15-38), 9-3 | Wrigley Field (20-6) | 30-27 | |
| » Starters: Petie Behan vs Vic Aldridge | Sixth | 6 out |
| Tuesday, June 19 |
| » Lost to Phillies (16-38), 4-3 | Wrigley Field (20-7) | 30-28 | |
| » Starters: Jimmy Ring vs Fred Fussell | Sixth | 7 out |
| Wednesday, June 20 |
| » Defeated Phillies (16-39), 16-1 | Wrigley Field (21-7) | 31-28 | |
| » Starters: Lefty Weinert vs Pete Alexander | Fifth | 7 out |
| Thursday, June 21 |
| » Defeated Cardinals (30-28), 4-0 | Sportsman's Park III (2-3) | 32-28 | Won 2 |
| » Starters: Tony Kaufmann vs Bill Doak | Fourth | 6½ out |
| Friday, June 22 |
| » Defeated Cardinals (30-29), 3-2 | Sportsman's Park III (3-3) | 33-28 | Won 3 |
| » Starters: Vic Aldridge vs Bill Sherdel | Fourth | 6½ out |
| Saturday, June 23 |
| » Lost to Cardinals (31-29), 9-5 | Sportsman's Park III (3-4) | 33-29 | |
| » Starters: Tiny Osborne vs Fred Toney | Fourth | 7½ out |
| Sunday, June 24 |
| » Defeated Reds (33-25), 2-0 | Wrigley Field (22-7) | 34-29 | |
| » Starters: Dolf Luque vs Pete Alexander | Fourth | 7½ out |
| Monday, June 25 |
| » Lost to Reds (34-25), 6-5 | Wrigley Field (22-8) | 34-30 | |
| » Starters: Rube Benton vs Tony Kaufmann | Fourth | 8½ out |
| Tuesday, June 26 |
| » Lost to Reds (35-25), 4-3 | Wrigley Field (22-9) | 34-31 | Lost 2 |
| » Starters: Eppa Rixey vs Vic Aldridge | Fourth | 9½ out |
| Wednesday, June 27 |
| » Major-league debuts: Moe Berg (Dodgers) |
| Thursday, June 28 |
| » Lost to Cardinals (32-33), 1-0 | Wrigley Field (22-10) | 34-32 | Lost 3 |
| » Starters: Fred Toney vs Pete Alexander | Fourth | 11 out |
| Friday, June 29 |
| » Defeated Cardinals (32-34), 11-4 | Wrigley Field (23-10) | 35-32 | |
| » Starters: Jesse Haines vs Tony Kaufmann | Fourth | 10½ out |
| Saturday, June 30 |
| » Defeated Cardinals (32-35), 3-2 | Wrigley Field (24-10) | 36-32 | Won 2 |
| » Starters: Bill Doak vs Vic Keen | Fourth | 10 out |
| Sunday, July 1 |
| » Lost to Cardinals (33-35), 8-7 | Wrigley Field (24-11) | 36-33 | |
| » Starters: Bill Sherdel vs Vic Aldridge | Fifth | 10 out |
| Monday, July 2 |
| » Lost to Reds (38-27), 9-8 | Wrigley Field (24-12) | 36-34 | Lost 2 |
| » Starters: Cactus Keck vs Pete Alexander | Fifth | 10 out |
| Tuesday, July 3 |
| » Lost to Reds (39-27), 6-5 | Wrigley Field (24-13) | 36-35 | Lost 3 |
| » Starters: Rube Benton vs Tony Kaufmann | Fifth | 11 out |
| Wednesday, July 4 |
| » Lost to Reds (40-27), 6-3 | Wrigley Field (24-14) | 36-36 | Lost 4 |
| » Starters: Dolf Luque vs Vic Keen | Fifth | 12 out |
| » Defeated Reds (40-28), 6-3 | Wrigley Field (25-14) | 37-36 | |
| » Starters: Pete Donohue vs Tiny Osborne | Fifth | 12 out |
| Saturday, July 7 |
| » Defeated Braves (22-48), 9-1 | Braves Field (2-1) | 38-36 | Won 2 |
| » Starters: Pete Alexander vs Joe Genewich | Fifth | 10½ out |
| » Defeated Braves (22-49), 5-3 | Braves Field (3-1) | 39-36 | Won 3 |
| » Starters: Tony Kaufmann vs Rube Marquard | Fifth | 10½ out |
| Monday, July 9 |
| » Defeated Braves (22-50), 4-1 | Braves Field (4-1) | 40-36 | Won 4 |
| » Starters: Tiny Osborne vs Jesse Barnes | Fifth | 10 out |
| Tuesday, July 10 |
| » Lost to Dodgers (39-34), 9-0 | Ebbets Field (1-4) | 40-37 | |
| » Starters: Vic Keen vs Dutch Henry | Fifth | 11 out |
| Wednesday, July 11 |
| » Defeated Dodgers (39-35), 2-0 | Ebbets Field (2-4) | 41-37 | |
| » Starters: Pete Alexander vs Dutch Ruether | Fifth | 11 out |
| Thursday, July 12 |
| » Defeated Dodgers (39-36), 2-0 | Ebbets Field (3-4) | 42-37 | Won 2 |
| » Starters: Tony Kaufmann vs Burleigh Grimes | Fourth | 10½ out |
| Friday, July 13 |
| » Defeated Dodgers (39-37), 5-1 | Ebbets Field (4-4) | 43-37 | Won 3 |
| » Starters: Tiny Osborne vs Leo Dickerman | Fourth | 9½ out |
| Saturday, July 14 |
| » Lost to Giants (53-27), 6-5 | Polo Grounds V (1-3) | 43-38 | |
| » Starters: Virgil Cheeves vs Hugh McQuillan | Fourth | 10½ out |
| Sunday, July 15 |
| » Defeated Giants (53-28), 9-5 | Polo Grounds V (2-3) | 44-38 | |
| » Starters: Pete Alexander vs Mule Watson | Fourth | 9½ out |
| Future Cub Bruce Edwards is born in Quincy, IL. |
| Monday, July 16 |
| » Defeated Giants (53-29), 7-4 | Polo Grounds V (3-3) | 45-38 | Won 2 |
| » Starters: Tony Kaufmann vs Virgil Barnes | Fourth | 9½ out |
| » Lost to Giants (54-29), 3-1 | Polo Grounds V (3-4) | 45-39 | |
| » Starters: Vic Keen vs Jack Bentley | Fourth | 9½ out |
| Tuesday, July 17 |
| » Lost to Giants (55-29), 7-3 | Polo Grounds V (3-5) | 45-40 | Lost 2 |
| » Starters: Tiny Osborne vs Rosy Ryan | Fourth | 10½ out |
| Wednesday, July 18 |
| » Lost to Phillies (24-58), 7-6 | Baker Bowl (2-2) | 45-41 | Lost 3 |
| » Starters: Virgil Cheeves vs Lefty Weinert | Fourth | 10½ out |
| Thursday, July 19 |
| » Defeated Phillies (24-59), 7-1 | Baker Bowl (3-2) | 46-41 | |
| » Starters: Pete Alexander vs Petie Behan | Fourth | 9½ out |
| Friday, July 20 |
| » Lost to Phillies (25-59), 1-0 | Baker Bowl (3-3) | 46-42 | |
| » Starters: Tony Kaufmann vs Clarence Mitchell | Fourth | 10½ out |
| Saturday, July 21 |
| » Lost to Phillies (26-59), 17-4 | Baker Bowl (3-4) | 46-43 | Lost 2 |
| » Starters: Tiny Osborne vs Jimmy Ring | Fourth | 11 out |
| » Defeated Phillies (26-60), 16-9 | Baker Bowl (4-4) | 47-43 | |
| » Starters: Vic Aldridge vs Ralph Head | Fourth | 11 out |
| Monday, July 23 |
| » Defeated Pirates (52-35), 12-3 | Forbes Field (1-6) | 48-43 | Won 2 |
| » Starters: Pete Alexander vs Earl Hamilton | Fourth | 11½ out |
| Thursday, July 26 |
| » Defeated Giants (59-32), 11-10 | Wrigley Field (26-14) | 49-43 | Won 3 |
| » Starters: Jack Scott vs Tony Kaufmann | Third | 10½ out |
| Saturday, July 28 |
| » Lost to Giants (60-32), 6-1 | Wrigley Field (26-15) | 49-44 | |
| » Starters: Jack Bentley vs Pete Alexander | Fourth | 10½ out |
| » Defeated Giants (60-33), 7-5 | Wrigley Field (27-15) | 50-44 | |
| » Starters: Art Nehf vs Vic Aldridge | Fourth | 10½ out |
| Sunday, July 29 |
| » Lost to Giants (61-33), 15-3 | Wrigley Field (27-16) | 50-45 | |
| » Starters: Rosy Ryan vs Tony Kaufmann | Fourth | 11½ out |
| Monday, July 30 |
| » Lost to Braves (26-69), 6-5 | Wrigley Field (27-17) | 50-46 | Lost 2 |
| » Starters: Rube Marquard vs Tiny Osborne | Fourth | 12 out |
| Future Cub Paul Minner is born in New Wilmington, PA. |
| Tuesday, July 31 |
| » Lost to Braves (27-69), 6-3 | Wrigley Field (27-18) | 50-47 | Lost 3 |
| » Starters: Jesse Barnes vs Vic Keen | Fifth | 13 out |
| Wednesday, August 1 |
| » Defeated Braves (27-70), 8-2 | Wrigley Field (28-18) | 51-47 | |
| » Starters: Joe Genewich vs Pete Alexander | Fourth | 12 out |
| Thursday, August 2 |
| » Defeated Braves (27-71), 5-1 | Wrigley Field (29-18) | 52-47 | Won 2 |
| » Starters: Larry Benton vs Vic Aldridge | Fourth | 12 out |
| Saturday, August 4 |
| » Lost to Dodgers (50-48), 7-3 | Wrigley Field (29-19) | 52-48 | |
| » Starters: Dazzy Vance vs Tony Kaufmann | Fourth | 12½ out |
| » Defeated Dodgers (50-49), 3-0 | Wrigley Field (30-19) | 53-48 | |
| » Starters: Burleigh Grimes vs Tiny Osborne | Fourth | 12½ out |
| Sunday, August 5 |
| » Defeated Dodgers (50-50), 4-3 | Wrigley Field (31-19) | 54-48 | Won 2 |
| » Starters: Dutch Henry vs Pete Alexander | Fourth | 12½ out |
| Monday, August 6 |
| » Lost to Dodgers (51-50), 5-1 | Wrigley Field (31-20) | 54-49 | |
| » Starters: Dutch Ruether vs Nick Dumovich | Fourth | 14 out |
| Wednesday, August 8 |
| » Defeated Phillies (34-69), 4-2 | Wrigley Field (32-20) | 55-49 | |
| » Starters: Jimmy Ring vs Tony Kaufmann | Fourth | 13½ out |
| Thursday, August 9 |
| » Defeated Phillies (34-70), 2-1 | Wrigley Field (33-20) | 56-49 | Won 2 |
| » Starters: Johnny Couch vs Vic Keen | Fourth | 12½ out |
| Friday, August 10 |
| Future Cub Bob Porterfield is born in Newport, VA. |
| Saturday, August 11 |
| » Defeated Phillies (34-71), 5-4 | Wrigley Field (34-20) | 57-49 | Won 3 |
| » Starters: Petie Behan vs Pete Alexander | Fourth | 13½ out |
| » Lost to Phillies (35-71), 8-6 | Wrigley Field (34-21) | 57-50 | |
| » Starters: Clarence Mitchell vs Tiny Osborne | Fourth | 13½ out |
| Sunday, August 12 |
| » Lost to Phillies (36-71), 7-5 | Wrigley Field (34-22) | 57-51 | Lost 2 |
| » Starters: Jimmy Ring vs Tony Kaufmann | Third | 13½ out |
| Tuesday, August 14 |
| » Defeated Braves (32-74), 6-1 | Braves Field (5-1) | 58-51 | |
| » Starters: Tiny Osborne vs Dana Fillingim | Fourth | 13 out |
| » Defeated Braves (32-75), 5-4 | Braves Field (6-1) | 59-51 | Won 2 |
| » Starters: Vic Keen vs Joe Genewich | Fourth | 13 out |
| Wednesday, August 15 |
| » Lost to Braves (33-75), 3-2 | Braves Field (6-2) | 59-52 | |
| » Starters: Pete Alexander vs Rube Marquard | Fourth | 12½ out |
| Thursday, August 16 |
| » Defeated Braves (33-76), 6-2 | Braves Field (7-2) | 60-52 | |
| » Starters: Tony Kaufmann vs Joe Oeschger | Fourth | 12½ out |
| Friday, August 17 |
| » Defeated Braves (33-77), 6-2 | Braves Field (8-2) | 61-52 | Won 2 |
| » Starters: Vic Keen vs Dana Fillingim | Fourth | 11½ out |
| Saturday, August 18 |
| » Lost to Braves (34-77), 5-2 | Braves Field (8-3) | 61-53 | |
| » Starters: Tiny Osborne vs Joe Genewich | Fourth | 11½ out |
| Sunday, August 19 |
| » Defeated Dodgers (57-57), 15-8 | Ebbets Field (5-4) | 62-53 | |
| » Starters: Pete Alexander vs Dutch Ruether | Fourth | 11½ out |
| Monday, August 20 |
| » Defeated Dodgers (57-58), 10-4 | Ebbets Field (6-4) | 63-53 | Won 2 |
| » Starters: Tony Kaufmann vs Burleigh Grimes | Fourth | 10½ out |
| Tuesday, August 21 |
| » Defeated Dodgers (57-59), 9-1 | Ebbets Field (7-4) | 64-53 | Won 3 |
| » Starters: Vic Keen vs Dazzy Vance | Fourth | 9½ out |
| Thursday, August 23 |
| » Defeated Phillies (38-78), 5-4 | Baker Bowl (5-4) | 65-53 | Won 4 |
| » Starters: Pete Alexander vs Whitey Glazner | Fourth | 9 out |
| Friday, August 24 |
| » Lost to Phillies (39-78), 6-5 | Baker Bowl (5-5) | 65-54 | |
| » Starters: Tony Kaufmann vs Johnny Couch | Fourth | 10 out |
| Saturday, August 25 |
| » Defeated Phillies (39-79), 3-1 | Baker Bowl (6-5) | 66-54 | |
| » Starters: Vic Keen vs Jimmy Ring | Fourth | 10 out |
| Sunday, August 26 |
| » Lost to Giants (78-45), 4-3 | Polo Grounds V (3-6) | 66-55 | |
| » Starters: Vic Aldridge vs Jack Scott | Fourth | 11 out |
| Monday, August 27 |
| » Lost to Giants (79-45), 8-4 | Polo Grounds V (3-7) | 66-56 | Lost 2 |
| » Starters: Tiny Osborne vs Art Nehf | Fourth | 12 out |
| Tuesday, August 28 |
| » Defeated Giants (79-46), 4-1 | Polo Grounds V (4-7) | 67-56 | |
| » Starters: Pete Alexander vs Hugh McQuillan | Fourth | 11 out |
| Wednesday, August 29 |
| » Defeated Pirates (72-49), 6-2 | Forbes Field (2-6) | 68-56 | Won 2 |
| » Starters: Tony Kaufmann vs Wilbur Cooper | Fourth | 10½ out |
| Friday, August 31 |
| » Defeated Reds (74-49), 5-1 | Crosley Field (5-5) | 69-56 | Won 3 |
| » Starters: Vic Aldridge vs Eppa Rixey | Fourth | 10 out |
| Saturday, September 1 |
| » Lost to Reds (75-49), 4-3 | Crosley Field (5-6) | 69-57 | |
| » Starters: Pete Alexander vs Dolf Luque | Fourth | 10 out |
| Sunday, September 2 |
| » Lost to Pirates (73-52), 8-6 | Wrigley Field (34-23) | 69-58 | Lost 2 |
| » Starters: Earl Hamilton vs Tony Kaufmann | Fourth | 10 out |
| Monday, September 3 |
| » Lost to Cardinals (65-63), 1-0 | Wrigley Field (34-24) | 69-59 | Lost 3 |
| » Starters: Johnny Stuart vs Vic Keen | Fourth | 10 out |
| » Defeated Cardinals (65-64), 5-4 | Wrigley Field (35-24) | 70-59 | |
| » Starters: Lou North vs Tiny Osborne | Fourth | 10 out |
| Tuesday, September 4 |
| » Defeated Cardinals (65-65), 3-2 | Wrigley Field (36-24) | 71-59 | Won 2 |
| » Starters: Bill Doak vs Vic Aldridge | Fourth | 10 out |
| Thursday, September 6 |
| » Lost to Pirates (76-53), 5-1 | Forbes Field (2-7) | 71-60 | |
| » Starters: Pete Alexander vs Earl Hamilton | Fourth | 11 out |
| Friday, September 7 |
| » Defeated Pirates (76-54), 6-4 | Forbes Field (3-7) | 72-60 | |
| » Starters: Vic Keen vs Babe Adams | Fourth | 10 out |
| Saturday, September 8 |
| » Lost to Pirates (77-54), 4-0 | Forbes Field (3-8) | 72-61 | |
| » Starters: Vic Aldridge vs Johnny Morrison | Fourth | 11 out |
| Sunday, September 9 |
| » Lost to Cardinals (69-66), 3-0 | Sportsman's Park III (3-5) | 72-62 | Lost 2 |
| » Starters: Tony Kaufmann vs Eddie Dyer | Fourth | 11 out |
| Wednesday, September 12 |
| » Lost to Reds (79-57), 4-0 | Wrigley Field (36-25) | 72-63 | Lost 3 |
| » Starters: Eppa Rixey vs Pete Alexander | Fourth | 12½ out |
| Thursday, September 13 |
| » Lost to Reds (80-57), 5-3 | Wrigley Field (36-26) | 72-64 | Lost 4 |
| » Starters: Herb McQuaid vs Vic Aldridge | Fourth | 13 out |
| Friday, September 14 |
| » Defeated Giants (86-53), 7-1 | Wrigley Field (37-26) | 73-64 | |
| » Starters: Hugh McQuillan vs Vic Keen | Fourth | 12 out |
| Saturday, September 15 |
| » Defeated Giants (86-54), 3-2 | Wrigley Field (38-26) | 74-64 | Won 2 |
| » Starters: Mule Watson vs Tony Kaufmann | Fourth | 11 out |
| Sunday, September 16 |
| » Lost to Giants (87-54), 10-6 | Wrigley Field (38-27) | 74-65 | |
| » Starters: Jack Scott vs Nick Dumovich | Fourth | 12 out |
| Monday, September 17 |
| » Lost to Giants (88-54), 13-6 | Wrigley Field (38-28) | 74-66 | Lost 2 |
| » Starters: Jack Bentley vs Vic Aldridge | Fourth | 13 out |
| » Major-league debuts: Guy Bush (Cubs) |
| Tuesday, September 18 |
| » Major-league debuts: Les Bell (Cardinals) |
| Wednesday, September 19 |
| » Lost to Dodgers (68-70), 5-1 | Wrigley Field (38-29) | 74-67 | Lost 3 |
| » Starters: Dazzy Vance vs Vic Keen | Fourth | 13½ out |
| » Defeated Dodgers (68-71), 4-3 | Wrigley Field (39-29) | 75-67 | |
| » Starters: Dutch Ruether vs Pete Alexander | Fourth | 13½ out |
| Thursday, September 20 |
| » Lost to Dodgers (69-71), 9-7 | Wrigley Field (39-30) | 75-68 | |
| » Starters: Burleigh Grimes vs Rip Wheeler | Fourth | 14 out |
| Saturday, September 22 |
| » Defeated Phillies (46-96), 5-3 | Wrigley Field (40-30) | 76-68 | |
| » Starters: Clarence Mitchell vs Vic Keen | Fourth | 15 out |
| Sunday, September 23 |
| » Defeated Phillies (46-97), 4-1 | Wrigley Field (41-30) | 77-68 | Won 2 |
| » Starters: Jimmy Ring vs Vic Aldridge | Fourth | 14½ out |
| Monday, September 24 |
| » Defeated Braves (49-95), 8-7 | Wrigley Field (42-30) | 78-68 | Won 3 |
| » Starters: Dana Fillingim vs Pete Alexander | Fourth | 13½ out |
| Tuesday, September 25 |
| » Lost to Braves (50-95), 2-0 | Wrigley Field (42-31) | 78-69 | |
| » Starters: Jesse Barnes vs Rip Wheeler | Fourth | 14½ out |
| Thursday, September 27 |
| » Defeated Pirates (85-64), 8-2 | Wrigley Field (43-31) | 79-69 | |
| » Starters: Earl Hamilton vs Vic Keen | Fourth | 14 out |
| Friday, September 28 |
| » Defeated Pirates (85-65), 2-1 | Wrigley Field (44-31) | 80-69 | Won 2 |
| » Starters: Wilbur Cooper vs Vic Aldridge | Fourth | 14 out |
| Saturday, September 29 |
| » Defeated Pirates (85-66), 5-4 | Wrigley Field (45-31) | 81-69 | Won 3 |
| » Starters: Lee Meadows vs Pete Alexander | Fourth | 13 out |
| Sunday, September 30 |
| » Defeated Pirates (85-67), 5-4 | Wrigley Field (46-31) | 82-69 | Won 4 |
| » Starters: Johnny Morrison vs Rip Wheeler | Fourth | 13 out |
| Wednesday, October 3 |
| » Major-league debuts: Ernie Padgett (Braves) |
| Saturday, October 6 |
| » Lost to Cardinals (78-73), 5-2 | Sportsman's Park III (3-6) | 82-70 | |
| » Starters: Vic Aldridge vs Eddie Dyer | Fourth | 13 out |
| Sunday, October 7 |
| » Defeated Cardinals (78-74), 10-3 | Sportsman's Park III (4-6) | 83-70 | |
| » Starters: Phil Collins vs Jesse Haines | Fourth | 12½ out |
| » Lost to Cardinals (79-74), 6-3 | Sportsman's Park III (4-7) | 83-71 | |
| » Starters: Tiny Osborne vs Johnny Stuart | Fourth | 12½ out |
| » Major-league debuts: Phil Collins (Cubs) |
| Thursday, October 25 |
| Future Cub Russ Meyer is born in Peru, IL. Future Cub Bobby Thomson is born in Glasgow, Scotland. |
| Friday, October 26 |
| Former Cub Jimmy Ryan dies in Chicago, IL at the age of 61. |
| Tuesday, November 27 |
| Future Cub Bob Schultz is born in Louisville, KY. |
Game information provided by Retrosheet (www.retrosheet.org) |