| Sunday, February 15 |
| Former Cub Duke Farrell dies in Boston, MA at the age of 59. |
| Sunday, March 1 |
| Future Cub Bob Usher is born in San Diego, CA. |
| Tuesday, April 14 |
| » Defeated Pirates (0-1), 8-2 | Wrigley Field (1-0) | 1-0 | |
| » Starters: Emil Yde vs Pete Alexander | First | -- |
| Wednesday, April 15 |
| » Lost to Pirates (1-1), 8-4 | Wrigley Field (1-1) | 1-1 | |
| » Starters: Lee Meadows vs Wilbur Cooper | Third | 1 out |
| Thursday, April 16 |
| » Defeated Pirates (1-2), 8-3 | Wrigley Field (2-1) | 2-1 | |
| » Starters: Ray Kremer vs Sheriff Blake | Second | 1 out |
| Friday, April 17 |
| » Defeated Pirates (1-3), 9-6 | Wrigley Field (3-1) | 3-1 | Won 2 |
| » Starters: Johnny Morrison vs Tony Kaufmann | First | -- |
| » Major-league debuts: Lou Koupal (Pirates) |
| Saturday, April 18 |
| » Lost to Cardinals (2-3), 20-5 | Wrigley Field (3-2) | 3-2 | |
| » Starters: Clyde Day vs Vic Keen | Third | 1 out |
| Sunday, April 19 |
| » Lost to Cardinals (3-3), 6-0 | Wrigley Field (3-3) | 3-3 | Lost 2 |
| » Starters: Leo Dickerman vs Pete Alexander | Fourth | 2 out |
| Monday, April 20 |
| » Lost to Cardinals (4-3), 2-1 | Wrigley Field (3-4) | 3-4 | Lost 3 |
| » Starters: Allen Sothoron vs Sheriff Blake | Fifth | 2 out |
| Wednesday, April 22 |
| » Lost to Pirates (3-5), 6-1 | Forbes Field (0-1) | 3-5 | Lost 4 |
| » Starters: Tony Kaufmann vs Johnny Morrison | Fourth | 3 out |
| Thursday, April 23 |
| » Defeated Pirates (3-6), 10-9 | Forbes Field (1-1) | 4-5 | |
| » Starters: Guy Bush vs Ray Kremer | Fifth | 3 out |
| Friday, April 24 |
| » Defeated Pirates (3-7), 7-2 | Forbes Field (2-1) | 5-5 | Won 2 |
| » Starters: Pete Alexander vs Emil Yde | Fourth | 2 out |
| Saturday, April 25 |
| » Defeated Pirates (3-8), 4-3 | Forbes Field (3-1) | 6-5 | Won 3 |
| » Starters: Sheriff Blake vs Lee Meadows | Third | 2 out |
| Sunday, April 26 |
| » Defeated Reds (8-4), 6-5 | Crosley Field (1-0) | 7-5 | Won 4 |
| » Starters: Wilbur Cooper vs Rube Benton | Third | 2 out |
| Monday, April 27 |
| » Defeated Reds (8-5), 5-2 | Crosley Field (2-0) | 8-5 | Won 5 |
| » Starters: Tony Kaufmann vs Dolf Luque | Second | 2 out |
| Tuesday, April 28 |
| » Lost to Reds (9-5), 9-3 | Crosley Field (2-1) | 8-6 | |
| » Starters: Pete Alexander vs Eppa Rixey | Third | 2 out |
| Friday, May 1 |
| » Defeated Cardinals (5-9), 6-4 | Sportsman's Park III (1-0) | 9-6 | |
| » Starters: Sheriff Blake vs Duster Mails | Third | 1 out |
| Saturday, May 2 |
| » Defeated Cardinals (5-10), 3-1 | Sportsman's Park III (2-0) | 10-6 | Won 2 |
| » Starters: Tony Kaufmann vs Allen Sothoron | Second | 1 out |
| Sunday, May 3 |
| » Lost to Cardinals (6-10), 8-7 | Sportsman's Park III (2-1) | 10-7 | |
| » Starters: Wilbur Cooper vs Leo Dickerman | Third | 1½ out |
| Friday, May 8 |
| » Lost to Braves (8-11), 5-2 | Braves Field (0-1) | 10-8 | Lost 2 |
| » Starters: Pete Alexander vs Joe Genewich | Third | 3 out |
| Saturday, May 9 |
| » Lost to Braves (9-11), 2-1 | Braves Field (0-2) | 10-9 | Lost 3 |
| » Starters: Wilbur Cooper vs Jesse Barnes | Third | 3 out |
| Tuesday, May 12 |
| » Lost to Braves (10-11), 2-0 | Braves Field (0-3) | 10-10 | Lost 4 |
| » Starters: Tony Kaufmann vs Johnny Cooney | Fifth | 5 out |
| » Lost to Braves (11-11), 3-1 | Braves Field (0-4) | 10-11 | Lost 5 |
| » Starters: Sheriff Blake vs Rube Marquard | Fifth | 5 out |
| Wednesday, May 13 |
| » Lost to Phillies (12-12), 6-5 | Baker Bowl (0-1) | 10-12 | Lost 6 |
| » Starters: Vic Keen vs Hal Carlson | Sixth | 6 out |
| Thursday, May 14 |
| » Defeated Phillies (12-13), 4-2 | Baker Bowl (1-1) | 11-12 | |
| » Starters: Pete Alexander vs Clarence Mitchell | Fifth | 6 out |
| Friday, May 15 |
| » Lost to Phillies (13-13), 8-4 | Baker Bowl (1-2) | 11-13 | |
| » Starters: Sheriff Blake vs Huck Betts | Fifth | 7 out |
| Saturday, May 16 |
| » Lost to Phillies (14-13), 7-5 | Baker Bowl (1-3) | 11-14 | Lost 2 |
| » Starters: Tony Kaufmann vs Jimmy Ring | Sixth | 8 out |
| Sunday, May 17 |
| » Lost to Giants (20-6), 10-3 | Polo Grounds V (0-1) | 11-15 | Lost 3 |
| » Starters: Wilbur Cooper vs Jack Scott | Sixth | 9 out |
| Monday, May 18 |
| » Lost to Giants (21-6), 5-2 | Polo Grounds V (0-2) | 11-16 | Lost 4 |
| » Starters: Pete Alexander vs Hugh McQuillan | Seventh | 10 out |
| Tuesday, May 19 |
| » Defeated Giants (21-7), 8-2 | Polo Grounds V (1-2) | 12-16 | |
| » Starters: Tony Kaufmann vs Art Nehf | Sixth | 9 out |
| Wednesday, May 20 |
| » Lost to Giants (22-7), 6-1 | Polo Grounds V (1-3) | 12-17 | |
| » Starters: Sheriff Blake vs Virgil Barnes | Fifth | 10 out |
| Thursday, May 21 |
| » Lost to Dodgers (17-14), 5-4 | Ebbets Field (0-1) | 12-18 | Lost 2 |
| » Starters: Wilbur Cooper vs Dazzy Vance | Fifth | 11 out |
| Friday, May 22 |
| » Defeated Dodgers (17-15), 2-0 | Ebbets Field (1-1) | 13-18 | |
| » Starters: Percy Jones vs Burleigh Grimes | Fifth | 10 out |
| Saturday, May 23 |
| » Lost to Dodgers (18-15), 6-5 | Ebbets Field (1-2) | 13-19 | |
| » Starters: Sheriff Blake vs Jesse Petty | Seventh | 11 out |
| Sunday, May 24 |
| » Defeated Reds (15-16), 5-1 | Crosley Field (3-1) | 14-19 | |
| » Starters: Pete Alexander vs Dolf Luque | Seventh | 11 out |
| » Lost to Reds (16-16), 6-1 | Crosley Field (3-2) | 14-20 | |
| » Starters: Tony Kaufmann vs Tom Sheehan | Seventh | 11 out |
| Monday, May 25 |
| » Lost to Pirates (15-16), 5-3 | Forbes Field (3-2) | 14-21 | Lost 2 |
| » Starters: Guy Bush vs Johnny Morrison | Seventh | 11½ out |
| Tuesday, May 26 |
| » Lost to Pirates (16-16), 7-2 | Forbes Field (3-3) | 14-22 | Lost 3 |
| » Starters: Percy Jones vs Ray Kremer | Eighth | 11 out |
| Wednesday, May 27 |
| » Lost to Pirates (17-16), 13-3 | Forbes Field (3-4) | 14-23 | Lost 4 |
| » Starters: Sheriff Blake vs Vic Aldridge | Eighth | 11 out |
| Thursday, May 28 |
| » Defeated Reds (17-18), 13-3 | Crosley Field (4-2) | 15-23 | |
| » Starters: Wilbur Cooper vs Dolf Luque | Sixth | 11 out |
| Friday, May 29 |
| » Defeated Reds (17-19), 10-6 | Crosley Field (5-2) | 16-23 | Won 2 |
| » Starters: Pete Alexander vs Tom Sheehan | Seventh | 10½ out |
| Saturday, May 30 |
| » Lost to Reds (18-19), 7-1 | Crosley Field (5-3) | 16-24 | |
| » Starters: Duke Brett vs Pete Donohue | Seventh | 11½ out |
| » Lost to Reds (19-19), 4-2 | Crosley Field (5-4) | 16-25 | Lost 2 |
| » Starters: Tony Kaufmann vs Eppa Rixey | Seventh | 11½ out |
| » Major-league debuts: Mandy Brooks (Cubs) |
| Sunday, May 31 |
| » Defeated Pirates (21-17), 11-2 | Wrigley Field (4-4) | 17-25 | |
| » Starters: Ray Kremer vs Sheriff Blake | Seventh | 11½ out |
| Monday, June 1 |
| » Defeated Pirates (21-18), 6-5 | Wrigley Field (5-4) | 18-25 | Won 2 |
| » Starters: Vic Aldridge vs Pete Alexander | Seventh | 11½ out |
| Thursday, June 4 |
| » Defeated Dodgers (24-19), 11-9 | Wrigley Field (6-4) | 19-25 | Won 3 |
| » Starters: Rube Ehrhardt vs Percy Jones | Sixth | 11 out |
| Friday, June 5 |
| » Lost to Dodgers (25-19), 7-6 | Wrigley Field (6-5) | 19-26 | |
| » Starters: Dazzy Vance vs Wilbur Cooper | Sixth | 12 out |
| Saturday, June 6 |
| » Lost to Dodgers (26-19), 12-9 | Wrigley Field (6-6) | 19-27 | Lost 2 |
| » Starters: Burleigh Grimes vs Sheriff Blake | Seventh | 12 out |
| Sunday, June 7 |
| » Lost to Dodgers (27-19), 10-9 | Wrigley Field (6-7) | 19-28 | Lost 3 |
| » Starters: Rube Ehrhardt vs Percy Jones | Seventh | 13 out |
| Monday, June 8 |
| » Defeated Giants (31-15), 10-4 | Wrigley Field (7-7) | 20-28 | |
| » Starters: Jack Bentley vs Pete Alexander | Sixth | 12 out |
| Tuesday, June 9 |
| » Lost to Giants (32-15), 9-7 | Wrigley Field (7-8) | 20-29 | |
| » Starters: Jack Scott vs Guy Bush | Eighth | 13 out |
| Wednesday, June 10 |
| » Lost to Giants (33-15), 5-3 | Wrigley Field (7-9) | 20-30 | Lost 2 |
| » Starters: Wayland Dean vs Sheriff Blake | Eighth | 14 out |
| Thursday, June 11 |
| » Defeated Giants (33-16), 7-4 | Wrigley Field (8-9) | 21-30 | |
| » Starters: Art Nehf vs Percy Jones | Eighth | 13 out |
| Friday, June 12 |
| » Defeated Braves (20-29), 9-7 | Wrigley Field (9-9) | 22-30 | Won 2 |
| » Starters: Johnny Cooney vs Wilbur Cooper | Seventh | 12 out |
| Saturday, June 13 |
| » Defeated Braves (20-30), 2-0 | Wrigley Field (10-9) | 23-30 | Won 3 |
| » Starters: Jesse Barnes vs Elmer Jacobs | Sixth | 11 out |
| Sunday, June 14 |
| » Defeated Braves (20-31), 7-3 | Wrigley Field (11-9) | 24-30 | Won 4 |
| » Starters: Skinny Graham vs Pete Alexander | Sixth | 10½ out |
| Monday, June 15 |
| » Defeated Braves (20-32), 8-4 | Wrigley Field (12-9) | 25-30 | Won 5 |
| » Starters: Joe Genewich vs Percy Jones | Sixth | 9½ out |
| Future Cub Gene Baker is born in Davenport, IA. |
| Tuesday, June 16 |
| » Lost to Braves (21-32), 7-4 | Wrigley Field (12-10) | 25-31 | |
| » Starters: Rosy Ryan vs Wilbur Cooper | Sixth | 9½ out |
| Wednesday, June 17 |
| » Defeated Phillies (21-32), 5-4 | Wrigley Field (13-10) | 26-31 | |
| » Starters: Art Decatur vs Sheriff Blake | Sixth | 8½ out |
| Thursday, June 18 |
| » Lost to Phillies (22-32), 5-1 | Wrigley Field (13-11) | 26-32 | |
| » Starters: Jimmy Ring vs Elmer Jacobs | Sixth | 9½ out |
| Friday, June 19 |
| » Lost to Phillies (23-32), 5-4 | Wrigley Field (13-12) | 26-33 | Lost 2 |
| » Starters: Hal Carlson vs Guy Bush | Sixth | 10½ out |
| Saturday, June 20 |
| » Lost to Phillies (24-32), 3-2 | Wrigley Field (13-13) | 26-34 | Lost 3 |
| » Starters: Clarence Mitchell vs Pete Alexander | Sixth | 10½ out |
| Sunday, June 21 |
| » Defeated Phillies (24-33), 3-2 | Wrigley Field (14-13) | 27-34 | |
| » Starters: Art Decatur vs Percy Jones | Sixth | 10½ out |
| Monday, June 22 |
| » Defeated Reds (31-28), 9-6 | Wrigley Field (15-13) | 28-34 | Won 2 |
| » Starters: Jakie May vs Elmer Jacobs | Sixth | 10 out |
| Tuesday, June 23 |
| » Defeated Reds (31-29), 6-5 | Wrigley Field (16-13) | 29-34 | Won 3 |
| » Starters: Pete Donohue vs Wilbur Cooper | Fifth | 9½ out |
| Friday, June 26 |
| » Lost to Cardinals (30-34), 3-2 | Sportsman's Park III (2-2) | 29-35 | |
| » Starters: Pete Alexander vs Flint Rhem | Sixth | 10½ out |
| Saturday, June 27 |
| » Lost to Cardinals (31-34), 5-0 | Sportsman's Park III (2-3) | 29-36 | Lost 2 |
| » Starters: Percy Jones vs Art Reinhart | Seventh | 10½ out |
| Future Cub Wayne Terwilliger is born in Clare, MI. |
| Sunday, June 28 |
| » Lost to Cardinals (32-34), 3-1 | Sportsman's Park III (2-4) | 29-37 | Lost 3 |
| » Starters: Sheriff Blake vs Jesse Haines | Sixth | 12 out |
| » Lost to Cardinals (33-34), 8-3 | Sportsman's Park III (2-5) | 29-38 | Lost 4 |
| » Starters: Wilbur Cooper vs Bill Sherdel | Sixth | 12 out |
| Tuesday, June 30 |
| » Defeated Pirates (39-25), 1-0 | Wrigley Field (17-13) | 30-38 | |
| » Starters: Lee Meadows vs Tony Kaufmann | Seventh | 11 out |
| Wednesday, July 1 |
| » Lost to Pirates (40-25), 8-6 | Wrigley Field (17-14) | 30-39 | |
| » Starters: Ray Kremer vs Pete Alexander | Seventh | 12½ out |
| Thursday, July 2 |
| » Defeated Cardinals (33-35), 11-6 | Wrigley Field (18-14) | 31-39 | |
| » Starters: Flint Rhem vs Elmer Jacobs | Seventh | 12½ out |
| » Lost to Cardinals (34-35), 6-5 | Wrigley Field (18-15) | 31-40 | |
| » Starters: Art Reinhart vs Vic Keen | Seventh | 12½ out |
| Friday, July 3 |
| » Lost to Cardinals (35-35), 10-8 | Wrigley Field (18-16) | 31-41 | Lost 2 |
| » Starters: Leo Dickerman vs Sheriff Blake | Seventh | 12½ out |
| Saturday, July 4 |
| » Defeated Cardinals (35-36), 7-6 | Wrigley Field (19-16) | 32-41 | |
| » Starters: Jesse Haines vs Vic Keen | Seventh | 12½ out |
| » Defeated Cardinals (35-37), 9-1 | Wrigley Field (20-16) | 33-41 | Won 2 |
| » Starters: Bill Sherdel vs Tony Kaufmann | Seventh | 12½ out |
| Sunday, July 5 |
| » Lost to Pirates (44-26), 3-2 | Wrigley Field (20-17) | 33-42 | |
| » Starters: Ray Kremer vs Guy Bush | Seventh | 13½ out |
| Tuesday, July 7 |
| » Defeated Dodgers (38-37), 10-5 | Ebbets Field (2-2) | 34-42 | |
| » Manager: Rabbit Maranville |
| » Starters: Wilbur Cooper vs Tiny Osborne | Seventh | 12½ out |
| Thursday, July 9 |
| » Lost to Dodgers (39-37), 4-2 | Ebbets Field (2-3) | 34-43 | |
| » Starters: Pete Alexander vs Dazzy Vance | Seventh | 13 out |
| Saturday, July 11 |
| » Lost to Giants (47-31), 10-3 | Polo Grounds V (1-4) | 34-44 | Lost 2 |
| » Starters: Sheriff Blake vs Virgil Barnes | Seventh | 14 out |
| Sunday, July 12 |
| » Defeated Giants (47-32), 9-8 | Polo Grounds V (2-4) | 35-44 | |
| » Starters: Tony Kaufmann vs Art Nehf | Seventh | 13 out |
| Monday, July 13 |
| » Lost to Giants (48-32), 3-1 | Polo Grounds V (2-5) | 35-45 | |
| » Starters: Wilbur Cooper vs Kent Greenfield | Seventh | 14 out |
| Tuesday, July 14 |
| » Lost to Giants (49-32), 6-3 | Polo Grounds V (2-6) | 35-46 | Lost 2 |
| » Starters: Vic Keen vs Jack Bentley | Sixth | 15 out |
| Wednesday, July 15 |
| » Defeated Phillies (39-43), 8-3 | Baker Bowl (2-3) | 36-46 | |
| » Starters: Pete Alexander vs Jimmy Ring | Sixth | 14 out |
| Thursday, July 16 |
| » Lost to Phillies (40-43), 3-0 | Baker Bowl (2-4) | 36-47 | |
| » Starters: Tony Kaufmann vs Clarence Mitchell | Seventh | 15 out |
| Friday, July 17 |
| » Defeated Phillies (40-44), 7-5 | Baker Bowl (3-4) | 37-47 | |
| » Starters: Guy Bush vs Jimmy Ring | Sixth | 14 out |
| Saturday, July 18 |
| » Defeated Phillies (40-45), 7-6 | Baker Bowl (4-4) | 38-47 | Won 2 |
| » Starters: Sheriff Blake vs Art Decatur | Seventh | 13½ out |
| Monday, July 20 |
| » Lost to Braves (36-52), 6-3 | Braves Field (0-5) | 38-48 | |
| » Starters: Percy Jones vs Larry Benton | Seventh | 13½ out |
| Tuesday, July 21 |
| » Defeated Braves (36-53), 15-3 | Braves Field (1-5) | 39-48 | |
| » Starters: Tony Kaufmann vs Jesse Barnes | Sixth | 13 out |
| Friday, July 24 |
| » Lost to Reds (43-43), 3-1 | Wrigley Field (20-18) | 39-49 | |
| » Starters: Dolf Luque vs Wilbur Cooper | Sixth | 14 out |
| Saturday, July 25 |
| » Lost to Reds (44-43), 3-2 | Wrigley Field (20-19) | 39-50 | Lost 2 |
| » Starters: Pete Donohue vs Sheriff Blake | Seventh | 13½ out |
| » Defeated Reds (44-44), 8-1 | Wrigley Field (21-19) | 40-50 | |
| » Starters: Rube Benton vs Pete Alexander | Seventh | 13½ out |
| Sunday, July 26 |
| » Lost to Pirates (53-35), 6-4 | Wrigley Field (21-20) | 40-51 | |
| » Starters: Vic Aldridge vs Tony Kaufmann | Seventh | 14½ out |
| Tuesday, July 28 |
| » Lost to Giants (55-38), 10-3 | Wrigley Field (21-21) | 40-52 | Lost 2 |
| » Starters: Jack Bentley vs Wilbur Cooper | Seventh | 16 out |
| Wednesday, July 29 |
| » Defeated Giants (55-39), 4-2 | Wrigley Field (22-21) | 41-52 | |
| » Starters: Kent Greenfield vs Sheriff Blake | Seventh | 16 out |
| Thursday, July 30 |
| » Lost to Giants (56-39), 4-2 | Wrigley Field (22-22) | 41-53 | |
| » Starters: Jack Scott vs Pete Alexander | Seventh | 16 out |
| Friday, July 31 |
| » Lost to Giants (57-39), 4-3 | Wrigley Field (22-23) | 41-54 | Lost 2 |
| » Starters: Wayland Dean vs Tony Kaufmann | Seventh | 16½ out |
| Saturday, August 1 |
| » Lost to Dodgers (47-45), 7-1 | Wrigley Field (22-24) | 41-55 | Lost 3 |
| » Starters: Burleigh Grimes vs Percy Jones | Seventh | 16½ out |
| Sunday, August 2 |
| » Lost to Dodgers (48-45), 4-2 | Wrigley Field (22-25) | 41-56 | Lost 4 |
| » Starters: Tiny Osborne vs Guy Bush | Seventh | 16½ out |
| Monday, August 3 |
| » Defeated Dodgers (48-46), 7-4 | Wrigley Field (23-25) | 42-56 | |
| » Starters: Bill Hubbell vs Sheriff Blake | Seventh | 17 out |
| Tuesday, August 4 |
| » Defeated Dodgers (48-47), 5-2 | Wrigley Field (24-25) | 43-56 | Won 2 |
| » Starters: Tiny Osborne vs Pete Alexander | Seventh | 16 out |
| Wednesday, August 5 |
| » Defeated Phillies (45-51), 7-6 | Wrigley Field (25-25) | 44-56 | Won 3 |
| » Starters: Jimmy Ring vs Tony Kaufmann | Seventh | 15½ out |
| Thursday, August 6 |
| » Lost to Phillies (46-51), 3-1 | Wrigley Field (25-26) | 44-57 | |
| » Starters: Art Decatur vs Percy Jones | Seventh | 16½ out |
| Friday, August 7 |
| » Defeated Phillies (46-52), 5-1 | Wrigley Field (26-26) | 45-57 | |
| » Starters: Hal Carlson vs Sheriff Blake | Seventh | 16½ out |
| Saturday, August 8 |
| » Lost to Phillies (47-52), 2-0 | Wrigley Field (26-27) | 45-58 | |
| » Starters: Johnny Couch vs Guy Bush | Seventh | 18 out |
| Sunday, August 9 |
| » Defeated Braves (43-64), 8-1 | Wrigley Field (27-27) | 46-58 | |
| » Starters: Jesse Barnes vs Pete Alexander | Seventh | 17 out |
| » Defeated Braves (43-65), 13-3 | Wrigley Field (28-27) | 47-58 | Won 2 |
| » Starters: Skinny Graham vs Wilbur Cooper | Seventh | 17 out |
| Monday, August 10 |
| » Lost to Braves (44-65), 5-3 | Wrigley Field (28-28) | 47-59 | |
| » Starters: Joe Genewich vs George Milstead | Seventh | 17 out |
| Tuesday, August 11 |
| » Lost to Braves (45-65), 9-2 | Wrigley Field (28-29) | 47-60 | Lost 2 |
| » Starters: Larry Benton vs Sheriff Blake | Seventh | 18 out |
| Thursday, August 13 |
| » Defeated Cardinals (54-56), 8-5 | Sportsman's Park III (3-5) | 48-60 | |
| » Starters: Wilbur Cooper vs Jesse Haines | Seventh | 17½ out |
| Friday, August 14 |
| » Defeated Cardinals (54-57), 7-4 | Sportsman's Park III (4-5) | 49-60 | Won 2 |
| » Starters: Pete Alexander vs Duster Mails | Seventh | 17½ out |
| Saturday, August 15 |
| » Lost to Cardinals (55-57), 4-2 | Sportsman's Park III (4-6) | 49-61 | |
| » Starters: Guy Bush vs Allen Sothoron | Seventh | 17½ out |
| Sunday, August 16 |
| » Lost to Cardinals (56-57), 6-2 | Sportsman's Park III (4-7) | 49-62 | Lost 2 |
| » Starters: Sheriff Blake vs Bill Sherdel | Seventh | 17½ out |
| Tuesday, August 18 |
| » Lost to Giants (66-49), 7-1 | Polo Grounds V (2-7) | 49-63 | Lost 3 |
| » Starters: Wilbur Cooper vs Jack Scott | Seventh | 18½ out |
| Wednesday, August 19 |
| » Lost to Giants (67-49), 7-6 | Polo Grounds V (2-8) | 49-64 | Lost 4 |
| » Starters: Pete Alexander vs Jack Bentley | Seventh | 18½ out |
| Thursday, August 20 |
| » Defeated Giants (67-50), 5-3 | Polo Grounds V (3-8) | 50-64 | |
| » Starters: Tony Kaufmann vs Jack Bentley | Seventh | 18½ out |
| Saturday, August 22 |
| » Lost to Dodgers (54-58), 9-2 | Ebbets Field (2-4) | 50-65 | |
| » Starters: Sheriff Blake vs Rube Ehrhardt | Seventh | 19½ out |
| » Defeated Dodgers (54-59), 9-2 | Ebbets Field (3-4) | 51-65 | |
| » Starters: Wilbur Cooper vs Jesse Petty | Seventh | 19½ out |
| Sunday, August 23 |
| » Lost to Dodgers (55-59), 6-0 | Ebbets Field (3-5) | 51-66 | |
| » Starters: George Milstead vs Dazzy Vance | Seventh | 19½ out |
| » Defeated Dodgers (55-60), 9-7 | Ebbets Field (4-5) | 52-66 | |
| » Starters: Pete Alexander vs Lloyd Brown | Seventh | 19½ out |
| Monday, August 24 |
| » Lost to Dodgers (56-60), 13-6 | Ebbets Field (4-6) | 52-67 | |
| » Starters: Percy Jones vs Burleigh Grimes | Seventh | 20 out |
| » Defeated Dodgers (56-61), 11-6 | Ebbets Field (5-6) | 53-67 | |
| » Starters: Guy Bush vs Rube Ehrhardt | Seventh | 20 out |
| Tuesday, August 25 |
| » Defeated Phillies (52-65), 19-10 | Baker Bowl (5-4) | 54-67 | Won 2 |
| » Starters: Vic Keen vs Johnny Couch | Sixth | 19 out |
| Wednesday, August 26 |
| » Lost to Phillies (53-65), 12-2 | Baker Bowl (5-5) | 54-68 | |
| » Starters: Vic Keen vs Jack Knight | Seventh | 20 out |
| Thursday, August 27 |
| » Lost to Phillies (54-65), 4-0 | Baker Bowl (5-6) | 54-69 | Lost 2 |
| » Starters: Sheriff Blake vs Hal Carlson | Seventh | 21 out |
| Friday, August 28 |
| » Defeated Braves (54-71), 6-4 | Braves Field (2-5) | 55-69 | |
| » Starters: Wilbur Cooper vs Johnny Cooney | Seventh | 21 out |
| Future Cub Johnny Pramesa is born in Barton, OH. |
| Saturday, August 29 |
| » Lost to Braves (55-71), 3-2 | Braves Field (2-6) | 55-70 | |
| » Starters: Guy Bush vs Skinny Graham | Sixth | 22 out |
| » Defeated Braves (55-72), 12-6 | Braves Field (3-6) | 56-70 | |
| » Starters: George Milstead vs Rube Marquard | Sixth | 22 out |
| Monday, August 31 |
| » Lost to Braves (56-72), 5-3 | Braves Field (3-7) | 56-71 | |
| » Starters: Tony Kaufmann vs Jesse Barnes | Sixth | 23 out |
| Tuesday, September 1 |
| » Lost to Braves (57-72), 2-0 | Braves Field (3-8) | 56-72 | Lost 2 |
| » Starters: Pete Alexander vs Larry Benton | Seventh | 24 out |
| Thursday, September 3 |
| » Defeated Reds (67-60), 3-2 | Wrigley Field (29-29) | 57-72 | |
| » Manager: George Gibson |
| » Starters: Dolf Luque vs Wilbur Cooper | Seventh | 25 out |
| » Lost to Reds (68-60), 4-0 | Wrigley Field (29-30) | 57-73 | |
| » Starters: Eppa Rixey vs Sheriff Blake | Seventh | 25 out |
| Friday, September 4 |
| » Lost to Reds (69-60), 2-1 | Wrigley Field (29-31) | 57-74 | Lost 2 |
| » Starters: Jakie May vs Guy Bush | Seventh | 25 out |
| Saturday, September 5 |
| » Defeated Reds (69-61), 6-0 | Wrigley Field (30-31) | 58-74 | |
| » Starters: Carl Mays vs Tony Kaufmann | Seventh | 25½ out |
| » Lost to Reds (70-61), 4-1 | Wrigley Field (30-32) | 58-75 | |
| » Starters: Rube Benton vs Vic Keen | Seventh | 25½ out |
| Sunday, September 6 |
| » Lost to Pirates (82-47), 9-2 | Wrigley Field (30-33) | 58-76 | Lost 2 |
| » Starters: Vic Aldridge vs Sheriff Blake | Seventh | 26½ out |
| Monday, September 7 |
| » Lost to Pirates (83-47), 8-5 | Forbes Field (3-5) | 58-77 | Lost 3 |
| » Starters: Wilbur Cooper vs Red Oldham | Seventh | 26½ out |
| » Defeated Pirates (83-48), 9-8 | Forbes Field (4-5) | 59-77 | |
| » Starters: Guy Bush vs Ray Kremer | Seventh | 26½ out |
| Tuesday, September 8 |
| » Defeated Pirates (83-49), 3-2 | Forbes Field (5-5) | 60-77 | Won 2 |
| » Starters: Pete Alexander vs Emil Yde | Seventh | 25½ out |
| Wednesday, September 9 |
| » Defeated Pirates (83-50), 9-7 | Forbes Field (6-5) | 61-77 | Won 3 |
| » Starters: Tony Kaufmann vs Ray Kremer | Seventh | 24½ out |
| Thursday, September 10 |
| » Lost to Reds (73-63), 8-3 | Crosley Field (5-5) | 61-78 | |
| » Starters: Sheriff Blake vs Carl Mays | Seventh | 25½ out |
| Saturday, September 12 |
| » Lost to Reds (74-63), 5-2 | Crosley Field (5-6) | 61-79 | Lost 2 |
| » Starters: Wilbur Cooper vs Dolf Luque | Seventh | 25 out |
| Sunday, September 13 |
| » Lost to Reds (75-63), 5-2 | Wrigley Field (30-34) | 61-80 | Lost 3 |
| » Starters: Pete Donohue vs Guy Bush | Seventh | 24½ out |
| Wednesday, September 16 |
| » Defeated Braves (64-78), 3-0 | Wrigley Field (31-34) | 62-80 | |
| » Starters: Joe Genewich vs Pete Alexander | Seventh | 26 out |
| » Lost to Braves (65-78), 8-6 | Wrigley Field (31-35) | 62-81 | |
| » Starters: Larry Benton vs Tony Kaufmann | Seventh | 26 out |
| » Major-league debuts: Bob Osborn (Cubs) |
| Friday, September 18 |
| » Lost to Giants (81-60), 8-3 | Wrigley Field (31-36) | 62-82 | Lost 2 |
| » Starters: Virgil Barnes vs Wilbur Cooper | Eighth | 27½ out |
| » Major-league debuts: Joe Munson (Cubs) |
| Saturday, September 19 |
| » Defeated Giants (81-61), 6-2 | Wrigley Field (32-36) | 63-82 | |
| » Starters: Jack Scott vs Sheriff Blake | Seventh | 27½ out |
| Sunday, September 20 |
| » Lost to Giants (82-61), 6-2 | Wrigley Field (32-37) | 63-83 | |
| » Starters: Freddie Fitzsimmons vs Guy Bush | Eighth | 28 out |
| Monday, September 21 |
| » Defeated Dodgers (66-76), 3-2 | Wrigley Field (33-37) | 64-83 | |
| » Starters: Rube Ehrhardt vs Tony Kaufmann | Seventh | 28 out |
| Former Cub Charlie Irwin dies in Chicago, IL at the age of 57. |
| Tuesday, September 22 |
| » Defeated Dodgers (66-77), 3-2 | Wrigley Field (34-37) | 65-83 | Won 2 |
| » Starters: Burleigh Grimes vs Pete Alexander | Seventh | 28 out |
| Wednesday, September 23 |
| » Defeated Dodgers (66-78), 2-1 | Wrigley Field (35-37) | 66-83 | Won 3 |
| » Starters: Lloyd Brown vs Wilbur Cooper | Seventh | 28 out |
| Saturday, September 26 |
| » Lost to Phillies (63-84), 4-2 | Wrigley Field (35-38) | 66-84 | |
| » Starters: Hal Carlson vs Sheriff Blake | Seventh | 27 out |
| Future Cub Bobby Shantz is born in Pottstown, PA. |
| Sunday, September 27 |
| » Defeated Phillies (63-85), 3-1 | Wrigley Field (36-38) | 67-84 | |
| » Starters: Clarence Mitchell vs Pete Alexander | Seventh | 27 out |
| Friday, October 2 |
| » Lost to Cardinals (76-75), 4-3 | Wrigley Field (36-39) | 67-85 | |
| » Starters: Johnny Stuart vs Pete Alexander | Seventh | 27½ out |
| Saturday, October 3 |
| » Defeated Cardinals (76-76), 7-3 | Wrigley Field (37-39) | 68-85 | |
| » Starters: Ed Clough vs Sheriff Blake | Sixth | 27 out |
| Sunday, October 4 |
| » Lost to Cardinals (77-76), 7-5 | Wrigley Field (37-40) | 68-86 | |
| » Starters: Bill Sherdel vs Percy Jones | Seventh | 27½ out |
| Friday, November 6 |
| Future Cub Bob Addis is born in Mineral, OH. |
| Wednesday, November 18 |
| Future Cub Gene Mauch is born in Salina, KS. |
| Tuesday, December 1 |
| Future Cub Cal McLish is born in Anadarko, OK. |
| Monday, December 14 |
| Future Cub Sam Jones is born in Stewartsville, OH. |
| Monday, December 21 |
| Future Cub Bob Rush is born in Battle Creek, MI. |
Game information provided by Retrosheet (www.retrosheet.org) |