| Saturday, January 7 |
| Future Cub Alvin Dark is born in Comanche, OK. |
| Tuesday, January 10 |
| Future Cub Cliff Chambers is born. |
| Thursday, February 2 |
| Future Cub Sheldon Jones is born in Tecumseh, NE. |
| Thursday, February 23 |
| Former Cub Pickles Dillhoefer dies in St.Louis, MO at the age of 28. |
| Wednesday, April 12 |
| » Defeated Reds (0-1), 7-3 | Crosley Field (1-0) | 1-0 | |
| » Starters: Pete Alexander vs Eppa Rixey | First | -- |
| » Major-league debuts: Gabby Hartnett (Cubs) |
| Thursday, April 13 |
| » Defeated Reds (0-2), 5-1 | Crosley Field (2-0) | 2-0 | Won 2 |
| » Starters: Vic Aldridge vs Dolf Luque | First | -- |
| » Major-league debuts: Marty Callaghan (Cubs) |
| Friday, April 14 |
| Former Cub Cap Anson dies in Chicago, IL at the age of 70. |
| Saturday, April 15 |
| » Lost to Reds (1-2), 8-3 | Crosley Field (2-1) | 2-1 | |
| » Starters: Virgil Cheeves vs Pete Donohue | Third | 1 out |
| » Major-league debuts: Tiny Osborne (Cubs) |
| Sunday, April 16 |
| » Lost to Cardinals (4-0), 3-2 | Sportsman's Park III (0-1) | 2-2 | Lost 2 |
| » Starters: Percy Jones vs Bill Sherdel | Fourth | 2 out |
| Monday, April 17 |
| » Defeated Cardinals (4-1), 7-6 | Sportsman's Park III (1-1) | 3-2 | |
| » Starters: Speed Martin vs Bill Doak | Second | 1 out |
| Tuesday, April 18 |
| » Defeated Cardinals (4-2), 7-5 | Sportsman's Park III (2-1) | 4-2 | Won 2 |
| » Starters: Vic Aldridge vs Jeff Pfeffer | Second | ½ out |
| Thursday, April 20 |
| » Defeated Reds (1-6), 3-1 | Wrigley Field (1-0) | 5-2 | Won 3 |
| » Starters: Pete Donohue vs Pete Alexander | Second | ½ out |
| Friday, April 21 |
| » Defeated Reds (1-7), 8-3 | Wrigley Field (2-0) | 6-2 | Won 4 |
| » Starters: Eppa Rixey vs Virgil Cheeves | Second | ½ out |
| Saturday, April 22 |
| » Defeated Reds (1-8), 3-1 | Wrigley Field (3-0) | 7-2 | Won 5 |
| » Starters: Dolf Luque vs Tiny Osborne | First | -- |
| Sunday, April 23 |
| » Lost to Pirates (6-3), 14-3 | Wrigley Field (3-1) | 7-3 | |
| » Starters: Hal Carlson vs Percy Jones | Second | ½ out |
| Monday, April 24 |
| » Defeated Pirates (6-4), 4-2 | Wrigley Field (4-1) | 8-3 | |
| » Starters: Wilbur Cooper vs Vic Aldridge | Second | ½ out |
| Wednesday, April 26 |
| » Defeated Pirates (6-5), 4-3 | Wrigley Field (5-1) | 9-3 | Won 2 |
| » Starters: Babe Adams vs Pete Alexander | First | -- |
| Thursday, April 27 |
| » Defeated Cardinals (6-6), 6-4 | Wrigley Field (6-1) | 10-3 | Won 3 |
| » Starters: Lou North vs Percy Jones | First | -- |
| Friday, April 28 |
| » Lost to Cardinals (7-6), 11-3 | Wrigley Field (6-2) | 10-4 | |
| » Starters: Bill Sherdel vs Virgil Cheeves | Second | 1 out |
| Saturday, April 29 |
| » Defeated Cardinals (7-7), 4-3 | Wrigley Field (7-2) | 11-4 | |
| » Starters: Clyde Barfoot vs Vic Aldridge | Second | 1 out |
| Sunday, April 30 |
| » Lost to Cardinals (8-7), 10-0 | Wrigley Field (7-3) | 11-5 | |
| » Starters: Jeff Pfeffer vs Pete Alexander | Second | 1½ out |
| Friday, May 5 |
| » Lost to Pirates (9-9), 3-1 | Forbes Field (0-1) | 11-6 | Lost 2 |
| » Starters: Percy Jones vs Wilbur Cooper | Second | 2½ out |
| Saturday, May 6 |
| » Defeated Pirates (9-10), 11-7 | Forbes Field (1-1) | 12-6 | |
| » Starters: Vic Aldridge vs Whitey Glazner | Second | 2½ out |
| Sunday, May 7 |
| » Lost to Pirates (10-10), 11-5 | Wrigley Field (7-4) | 12-7 | |
| » Starters: Hal Carlson vs Pete Alexander | Second | 3½ out |
| » Major-league debuts: Walter Mueller (Pirates) |
| Monday, May 8 |
| » Major-league debuts: George Murray (Yankees) |
| Tuesday, May 9 |
| » Lost to Phillies (7-11), 9-4 | Wrigley Field (7-5) | 12-8 | Lost 2 |
| » Starters: Jimmy Ring vs Buck Freeman | Second | 4½ out |
| Wednesday, May 10 |
| » Lost to Phillies (8-11), 4-0 | Wrigley Field (7-6) | 12-9 | Lost 3 |
| » Starters: Lee Meadows vs Pete Alexander | Second | 5½ out |
| Thursday, May 11 |
| » Lost to Phillies (9-11), 11-9 | Wrigley Field (7-7) | 12-10 | Lost 4 |
| » Starters: Bill Hubbell vs Tiny Osborne | Third | 5½ out |
| Friday, May 12 |
| » Lost to Phillies (10-11), 7-4 | Wrigley Field (7-8) | 12-11 | Lost 5 |
| » Starters: George Smith vs Percy Jones | Third | 5½ out |
| Saturday, May 13 |
| » Defeated Giants (18-7), 3-0 | Wrigley Field (8-8) | 13-11 | |
| » Starters: Rosy Ryan vs Virgil Cheeves | Fourth | 4½ out |
| Sunday, May 14 |
| » Lost to Giants (19-7), 5-4 | Wrigley Field (8-9) | 13-12 | |
| » Starters: Jesse Barnes vs Pete Alexander | Fourth | 5½ out |
| Monday, May 15 |
| » Lost to Giants (20-7), 1-0 | Wrigley Field (8-10) | 13-13 | Lost 2 |
| » Starters: Art Nehf vs Vic Aldridge | Fourth | 6½ out |
| Tuesday, May 16 |
| » Defeated Giants (20-8), 3-2 | Wrigley Field (9-10) | 14-13 | |
| » Starters: Fred Toney vs Virgil Cheeves | Fourth | 5½ out |
| Wednesday, May 17 |
| » Defeated Braves (8-18), 6-3 | Wrigley Field (10-10) | 15-13 | Won 2 |
| » Starters: Hugh McQuillan vs Percy Jones | Fourth | 5 out |
| Saturday, May 20 |
| » Defeated Braves (8-19), 5-3 | Wrigley Field (11-10) | 16-13 | Won 3 |
| » Starters: Dana Fillingim vs Pete Alexander | Fourth | 4 out |
| Sunday, May 21 |
| » Lost to Dodgers (13-18), 8-4 | Wrigley Field (11-11) | 16-14 | |
| » Starters: Dutch Ruether vs Vic Aldridge | Fourth | 4 out |
| Monday, May 22 |
| » Lost to Dodgers (14-18), 3-0 | Wrigley Field (11-12) | 16-15 | Lost 2 |
| » Starters: Dazzy Vance vs Virgil Cheeves | Fourth | 4 out |
| Tuesday, May 23 |
| » Lost to Dodgers (15-18), 6-2 | Wrigley Field (11-13) | 16-16 | Lost 3 |
| » Starters: Al Mamaux vs Percy Jones | Fourth | 4 out |
| Thursday, May 25 |
| » Tied Reds, 2-2 | Crosley Field (2-1) | 16-16 | |
| » Starters: Pete Alexander vs Pete Donohue | Fourth | 4½ out |
| Friday, May 26 |
| » Defeated Reds (18-20), 5-2 | Crosley Field (3-1) | 17-16 | |
| » Starters: Virgil Cheeves vs Eppa Rixey | Fifth | 5½ out |
| » Lost to Reds (19-20), 2-1 | Crosley Field (3-2) | 17-17 | |
| » Starters: Vic Aldridge vs Cactus Keck | Fifth | 5½ out |
| » Major-league debuts: Cactus Keck (Reds) |
| Saturday, May 27 |
| » Lost to Reds (20-20), 8-1 | Crosley Field (3-3) | 17-18 | Lost 2 |
| » Starters: Percy Jones vs John Gillespie | Sixth | 7 out |
| » Lost to Reds (21-20), 7-6 | Crosley Field (3-4) | 17-19 | Lost 3 |
| » Starters: Tiny Osborne vs Johnny Couch | Sixth | 7 out |
| Sunday, May 28 |
| » Defeated Reds (21-21), 8-7 | Crosley Field (4-4) | 18-19 | |
| » Starters: Pete Alexander vs Dolf Luque | Sixth | 7 out |
| Monday, May 29 |
| » Lost to Cardinals (23-18), 5-4 | Wrigley Field (11-14) | 18-20 | |
| » Starters: Lou North vs Percy Jones | Sixth | 7 out |
| Tuesday, May 30 |
| » Defeated Cardinals (23-19), 4-1 | Wrigley Field (12-14) | 19-20 | |
| » Starters: Bill Sherdel vs George Stueland | Fifth | 6 out |
| » Defeated Cardinals (23-20), 3-1 | Wrigley Field (13-14) | 20-20 | Won 2 |
| » Starters: Bill Doak vs Vic Aldridge | Fifth | 6 out |
| Thursday, June 1 |
| » Lost to Reds (23-24), 6-1 | Wrigley Field (13-15) | 20-21 | |
| » Starters: Dolf Luque vs Pete Alexander | Sixth | 5½ out |
| Friday, June 2 |
| » Lost to Reds (24-24), 11-7 | Wrigley Field (13-16) | 20-22 | Lost 2 |
| » Starters: John Gillespie vs George Stueland | Sixth | 5½ out |
| Saturday, June 3 |
| » Lost to Reds (25-24), 4-2 | Wrigley Field (13-17) | 20-23 | Lost 3 |
| » Starters: Eppa Rixey vs Vic Aldridge | Sixth | 5½ out |
| Sunday, June 4 |
| » Defeated Reds (25-25), 6-5 | Wrigley Field (14-17) | 21-23 | |
| » Starters: Cactus Keck vs Pete Alexander | Sixth | 5½ out |
| Wednesday, June 7 |
| » Lost to Giants (28-18), 9-4 | Polo Grounds V (0-1) | 21-24 | |
| » Starters: Virgil Cheeves vs Phil Douglas | Fifth | 6½ out |
| Thursday, June 8 |
| » Lost to Giants (29-18), 11-5 | Polo Grounds V (0-2) | 21-25 | Lost 2 |
| » Starters: Vic Aldridge vs Jesse Barnes | Sixth | 7½ out |
| Friday, June 9 |
| » Defeated Giants (29-19), 4-3 | Polo Grounds V (1-2) | 22-25 | |
| » Starters: Pete Alexander vs Art Nehf | Sixth | 6½ out |
| Saturday, June 10 |
| » Lost to Dodgers (27-24), 13-0 | Ebbets Field (0-1) | 22-26 | |
| » Starters: Tony Kaufmann vs Dazzy Vance | Sixth | 7½ out |
| Sunday, June 11 |
| » Lost to Dodgers (28-24), 6-1 | Ebbets Field (0-2) | 22-27 | Lost 2 |
| » Starters: Percy Jones vs Dutch Ruether | Sixth | 8½ out |
| Monday, June 12 |
| » Defeated Dodgers (28-25), 8-0 | Ebbets Field (1-2) | 23-27 | |
| » Starters: Vic Aldridge vs Sherry Smith | Sixth | 8½ out |
| Tuesday, June 13 |
| » Defeated Dodgers (28-26), 8-3 | Ebbets Field (2-2) | 24-27 | Won 2 |
| » Starters: Pete Alexander vs Burleigh Grimes | Sixth | 8½ out |
| Wednesday, June 14 |
| » Defeated Braves (23-28), 15-2 | Braves Field (1-0) | 25-27 | Won 3 |
| » Starters: George Stueland vs Joe Oeschger | Fifth | 8½ out |
| Friday, June 16 |
| » Defeated Braves (23-29), 7-6 | Braves Field (2-0) | 26-27 | Won 4 |
| » Starters: Percy Jones vs Joe Oeschger | Fifth | 9 out |
| Saturday, June 17 |
| » Lost to Braves (24-29), 6-4 | Braves Field (2-1) | 26-28 | |
| » Starters: Vic Aldridge vs Frank Miller | Fifth | 9½ out |
| » Defeated Braves (24-30), 3-2 | Braves Field (3-1) | 27-28 | |
| » Starters: Pete Alexander vs Hugh McQuillan | Fifth | 9½ out |
| Monday, June 19 |
| » Lost to Phillies (19-34), 8-6 | Baker Bowl (0-1) | 27-29 | |
| » Starters: George Stueland vs Lefty Weinert | Fifth | 9 out |
| Wednesday, June 21 |
| » Defeated Phillies (19-35), 6-3 | Baker Bowl (1-1) | 28-29 | |
| » Starters: Vic Aldridge vs George Smith | Fifth | 8½ out |
| Thursday, June 22 |
| » Lost to Pirates (29-27), 8-6 | Forbes Field (1-2) | 28-30 | |
| » Starters: Pete Alexander vs Wilbur Cooper | Fifth | 8½ out |
| Friday, June 23 |
| » Defeated Cardinals (33-27), 5-2 | Sportsman's Park III (3-1) | 29-30 | |
| » Starters: Virgil Cheeves vs Bill Doak | Fifth | 8½ out |
| Saturday, June 24 |
| » Defeated Cardinals (33-28), 10-9 | Sportsman's Park III (4-1) | 30-30 | Won 2 |
| » Starters: Percy Jones vs Jesse Haines | Fifth | 7½ out |
| Sunday, June 25 |
| » Lost to Cardinals (34-28), 11-1 | Sportsman's Park III (4-2) | 30-31 | |
| » Starters: Vic Aldridge vs Bill Sherdel | Sixth | 8½ out |
| Monday, June 26 |
| » Defeated Pirates (29-31), 6-4 | Wrigley Field (15-17) | 31-31 | |
| » Starters: Johnny Morrison vs George Stueland | Fifth | 8 out |
| Tuesday, June 27 |
| » Lost to Pirates (30-31), 6-1 | Wrigley Field (15-18) | 31-32 | |
| » Starters: Wilbur Cooper vs Virgil Cheeves | Sixth | 9½ out |
| » Lost to Pirates (31-31), 7-6 | Wrigley Field (15-19) | 31-33 | Lost 2 |
| » Starters: Whitey Glazner vs Pete Alexander | Sixth | 9½ out |
| Wednesday, June 28 |
| » Lost to Pirates (32-31), 7-2 | Wrigley Field (15-20) | 31-34 | Lost 3 |
| » Starters: Earl Hamilton vs Vic Aldridge | Sixth | 10 out |
| Friday, June 30 |
| » Lost to Reds (34-33), 9-5 | Wrigley Field (15-21) | 31-35 | Lost 4 |
| » Starters: Eppa Rixey vs George Stueland | Sixth | 11½ out |
| Saturday, July 1 |
| » Defeated Reds (34-34), 6-5 | Wrigley Field (16-21) | 32-35 | |
| » Starters: Johnny Couch vs Virgil Cheeves | Sixth | 11 out |
| Sunday, July 2 |
| » Defeated Pirates (33-35), 5-1 | Wrigley Field (17-21) | 33-35 | Won 2 |
| » Starters: Earl Hamilton vs Pete Alexander | Fifth | 10½ out |
| Monday, July 3 |
| » Lost to Pirates (34-35), 5-2 | Forbes Field (1-3) | 33-36 | |
| » Starters: George Stueland vs Chief Yellowhorse | Sixth | 11½ out |
| Tuesday, July 4 |
| » Defeated Pirates (34-36), 8-4 | Forbes Field (2-3) | 34-36 | |
| » Starters: Virgil Cheeves vs Whitey Glazner | Fourth | 10½ out |
| » Defeated Pirates (34-37), 8-0 | Forbes Field (3-3) | 35-36 | Won 2 |
| » Starters: Vic Aldridge vs Johnny Morrison | Fourth | 10½ out |
| Wednesday, July 5 |
| » Defeated Pirates (34-38), 11-5 | Forbes Field (4-3) | 36-36 | Won 3 |
| » Starters: Percy Jones vs Hal Carlson | Fourth | 10 out |
| Thursday, July 6 |
| » Major-league debuts: Joe Shaute (Indians) |
| Friday, July 7 |
| » Defeated Braves (26-44), 7-2 | Wrigley Field (18-21) | 37-36 | Won 4 |
| » Starters: Frank Miller vs Pete Alexander | Fourth | 10½ out |
| Saturday, July 8 |
| » Defeated Braves (26-45), 6-5 | Wrigley Field (19-21) | 38-36 | Won 5 |
| » Starters: Mule Watson vs Virgil Cheeves | Fourth | 9 out |
| » Defeated Braves (26-46), 8-2 | Wrigley Field (20-21) | 39-36 | Won 6 |
| » Starters: Hugh McQuillan vs Tony Kaufmann | Fourth | 9 out |
| Sunday, July 9 |
| » Defeated Braves (26-47), 7-2 | Wrigley Field (21-21) | 40-36 | Won 7 |
| » Starters: Joe Oeschger vs Vic Aldridge | Third | 8½ out |
| Monday, July 10 |
| » Defeated Braves (26-48), 4-0 | Wrigley Field (22-21) | 41-36 | Won 8 |
| » Starters: Rube Marquard vs Percy Jones | Third | 8 out |
| Tuesday, July 11 |
| » Lost to Giants (48-26), 4-0 | Wrigley Field (22-22) | 41-37 | |
| » Starters: Jesse Barnes vs Virgil Cheeves | Third | 9 out |
| Wednesday, July 12 |
| » Lost to Giants (49-26), 5-1 | Wrigley Field (22-23) | 41-38 | Lost 2 |
| » Starters: Fred Toney vs Pete Alexander | Fourth | 10 out |
| Thursday, July 13 |
| » Defeated Giants (49-27), 5-4 | Wrigley Field (23-23) | 42-38 | |
| » Starters: Red Causey vs Vic Aldridge | Third | 9 out |
| Friday, July 14 |
| » Defeated Giants (49-28), 8-4 | Wrigley Field (24-23) | 43-38 | Won 2 |
| » Starters: Art Nehf vs Percy Jones | Third | 8 out |
| Saturday, July 15 |
| » Lost to Phillies (30-47), 2-1 | Wrigley Field (24-24) | 43-39 | |
| » Starters: Lefty Weinert vs Tony Kaufmann | Fourth | 8 out |
| Sunday, July 16 |
| » Lost to Phillies (31-47), 10-7 | Wrigley Field (24-25) | 43-40 | Lost 2 |
| » Starters: Jimmy Ring vs Pete Alexander | Fourth | 8 out |
| Monday, July 17 |
| » Defeated Phillies (31-48), 3-2 | Wrigley Field (25-25) | 44-40 | |
| » Starters: Lee Meadows vs Percy Jones | Third | 8 out |
| Tuesday, July 18 |
| » Defeated Phillies (31-49), 6-3 | Wrigley Field (26-25) | 45-40 | Won 2 |
| » Starters: John Singleton vs Vic Aldridge | Fourth | 7 out |
| Wednesday, July 19 |
| » Defeated Dodgers (42-44), 8-6 | Wrigley Field (27-25) | 46-40 | Won 3 |
| » Starters: Leon Cadore vs Virgil Cheeves | Third | 7 out |
| Thursday, July 20 |
| » Lost to Dodgers (43-44), 11-7 | Wrigley Field (27-26) | 46-41 | |
| » Starters: Burleigh Grimes vs Tony Kaufmann | Third | 8 out |
| » Major-league debuts: Uel Eubanks (Cubs) |
| Friday, July 21 |
| » Defeated Dodgers (43-45), 1-0 | Wrigley Field (28-26) | 47-41 | |
| » Starters: Dutch Ruether vs Pete Alexander | Third | 7 out |
| Saturday, July 22 |
| » Lost to Dodgers (44-45), 7-6 | Wrigley Field (28-27) | 47-42 | |
| » Starters: Dazzy Vance vs Percy Jones | Third | 8½ out |
| Sunday, July 23 |
| » Defeated Dodgers (44-46), 4-1 | Wrigley Field (29-27) | 48-42 | |
| » Starters: Harry Shriver vs Vic Aldridge | Third | 7 out |
| Tuesday, July 25 |
| » Defeated Braves (30-57), 6-3 | Braves Field (4-1) | 49-42 | Won 2 |
| » Starters: Tiny Osborne vs Mule Watson | Third | 7 out |
| Wednesday, July 26 |
| » Lost to Braves (31-57), 2-1 | Braves Field (4-2) | 49-43 | |
| » Starters: Pete Alexander vs Hugh McQuillan | Third | 7½ out |
| » Defeated Braves (31-58), 5-1 | Braves Field (5-2) | 50-43 | |
| » Starters: Tony Kaufmann vs Frank Miller | Third | 7½ out |
| Future Cub Hoyt Wilhelm is born in Huntersville, NC. |
| Thursday, July 27 |
| » Lost to Braves (32-58), 8-7 | Braves Field (5-3) | 50-44 | |
| » Starters: Vic Aldridge vs Rube Marquard | Third | 8½ out |
| Friday, July 28 |
| » Defeated Braves (32-59), 9-0 | Braves Field (6-3) | 51-44 | |
| » Starters: Percy Jones vs Joe Oeschger | Third | 8 out |
| Saturday, July 29 |
| » Lost to Phillies (35-55), 6-2 | Baker Bowl (1-2) | 51-45 | |
| » Starters: Tiny Osborne vs Jimmy Ring | Third | 7½ out |
| » Defeated Phillies (35-56), 7-5 | Baker Bowl (2-2) | 52-45 | |
| » Starters: Virgil Cheeves vs Lefty Weinert | Third | 7½ out |
| Monday, July 31 |
| » Defeated Phillies (35-57), 13-5 | Baker Bowl (3-2) | 53-45 | Won 2 |
| » Starters: George Stueland vs Bill Hubbell | Third | 6 out |
| Wednesday, August 2 |
| » Tied Phillies, 7-7 | Baker Bowl (3-2) | 53-45 | |
| » Starters: Percy Jones vs Lefty Weinert | Third | 5½ out |
| Thursday, August 3 |
| » Lost to Giants (59-39), 5-0 | Polo Grounds V (1-3) | 53-46 | |
| » Starters: Vic Aldridge vs Art Nehf | Third | 6½ out |
| Friday, August 4 |
| » Defeated Giants (59-40), 3-2 | Polo Grounds V (2-3) | 54-46 | |
| » Starters: Tony Kaufmann vs Hugh McQuillan | Third | 7 out |
| » Lost to Giants (60-40), 2-1 | Polo Grounds V (2-4) | 54-47 | |
| » Starters: Pete Alexander vs Jack Scott | Third | 7 out |
| Saturday, August 5 |
| » Lost to Giants (61-40), 19-7 | Polo Grounds V (2-5) | 54-48 | Lost 2 |
| » Starters: Virgil Cheeves vs Jesse Barnes | Third | 7½ out |
| » Major-league debuts: Ed Morris (Cubs) |
| Sunday, August 6 |
| » Defeated Giants (61-41), 10-3 | Polo Grounds V (3-5) | 55-48 | |
| » Starters: Tiny Osborne vs Rosy Ryan | Third | 6½ out |
| Tuesday, August 8 |
| » Defeated Dodgers (50-52), 4-1 | Ebbets Field (3-2) | 56-48 | Won 2 |
| » Starters: Vic Aldridge vs Dutch Ruether | Fourth | 5½ out |
| Wednesday, August 9 |
| » Defeated Dodgers (50-53), 6-5 | Ebbets Field (4-2) | 57-48 | Won 3 |
| » Starters: Pete Alexander vs Leon Cadore | Third | 5 out |
| Thursday, August 10 |
| » Lost to Dodgers (51-53), 16-1 | Ebbets Field (4-3) | 57-49 | |
| » Starters: Tony Kaufmann vs Dazzy Vance | Fourth | 6 out |
| Saturday, August 12 |
| » Defeated Cardinals (64-45), 6-4 | Sportsman's Park III (5-2) | 58-49 | |
| » Starters: Tiny Osborne vs Bill Doak | Fourth | 5½ out |
| Sunday, August 13 |
| » Defeated Cardinals (64-46), 16-5 | Sportsman's Park III (6-2) | 59-49 | Won 2 |
| » Starters: Vic Aldridge vs Bill Sherdel | Fourth | 5½ out |
| Monday, August 14 |
| » Defeated Cardinals (64-47), 8-6 | Sportsman's Park III (7-2) | 60-49 | Won 3 |
| » Starters: Pete Alexander vs Jesse Haines | Third | 5 out |
| Tuesday, August 15 |
| » Defeated Braves (35-70), 5-0 | Wrigley Field (30-27) | 61-49 | Won 4 |
| » Starters: Mule Watson vs Tony Kaufmann | Third | 3½ out |
| » Defeated Braves (35-71), 8-3 | Wrigley Field (31-27) | 62-49 | Won 5 |
| » Starters: Tim McNamara vs Percy Jones | Third | 3½ out |
| Wednesday, August 16 |
| » Defeated Braves (35-72), 9-4 | Wrigley Field (32-27) | 63-49 | Won 6 |
| » Starters: Harry Hulihan vs Tiny Osborne | Third | 3½ out |
| Thursday, August 17 |
| » Defeated Braves (35-73), 7-2 | Wrigley Field (33-27) | 64-49 | Won 7 |
| » Starters: Joe Oeschger vs George Stueland | Second | 3½ out |
| Friday, August 18 |
| » Lost to Giants (68-45), 17-11 | Wrigley Field (33-28) | 64-50 | |
| » Starters: Virgil Barnes vs Vic Aldridge | Third | 4½ out |
| Saturday, August 19 |
| » Defeated Giants (68-46), 2-1 | Wrigley Field (34-28) | 65-50 | |
| » Starters: Art Nehf vs Pete Alexander | Second | 3½ out |
| Sunday, August 20 |
| » Lost to Giants (69-46), 5-4 | Wrigley Field (34-29) | 65-51 | |
| » Starters: Jack Scott vs Tony Kaufmann | Third | 4½ out |
| Tuesday, August 22 |
| » Lost to Dodgers (55-59), 5-4 | Wrigley Field (34-30) | 65-52 | Lost 2 |
| » Starters: Dazzy Vance vs Vic Aldridge | Third | 5½ out |
| Wednesday, August 23 |
| » Lost to Dodgers (56-59), 6-0 | Wrigley Field (34-31) | 65-53 | Lost 3 |
| » Starters: Sherry Smith vs Percy Jones | Third | 6 out |
| Thursday, August 24 |
| » Defeated Dodgers (56-60), 4-1 | Wrigley Field (35-31) | 66-53 | |
| » Starters: Al Mamaux vs Pete Alexander | Third | 6 out |
| Friday, August 25 |
| » Defeated Phillies (40-72), 26-23 | Wrigley Field (36-31) | 67-53 | Won 2 |
| » Starters: Jimmy Ring vs Tony Kaufmann | Third | 6 out |
| Saturday, August 26 |
| » Lost to Phillies (41-72), 3-0 | Wrigley Field (36-32) | 67-54 | |
| » Starters: Lee Meadows vs Vic Aldridge | Third | 7 out |
| Sunday, August 27 |
| » Defeated Phillies (41-73), 3-1 | Wrigley Field (37-32) | 68-54 | |
| » Starters: Jimmy Ring vs Virgil Cheeves | Second | 7 out |
| Tuesday, August 29 |
| » Defeated Cardinals (67-55), 15-11 | Sportsman's Park III (8-2) | 69-54 | Won 2 |
| » Starters: Pete Alexander vs Jeff Pfeffer | Second | 6½ out |
| Wednesday, August 30 |
| » Lost to Cardinals (68-55), 5-4 | Sportsman's Park III (8-3) | 69-55 | |
| » Starters: Vic Aldridge vs Lou North | Second | 6½ out |
| Friday, September 1 |
| » Defeated Reds (68-58), 7-4 | Wrigley Field (38-32) | 70-55 | |
| » Starters: Dolf Luque vs Virgil Cheeves | Second | 5 out |
| Saturday, September 2 |
| » Lost to Reds (69-58), 17-5 | Wrigley Field (38-33) | 70-56 | |
| » Starters: Pete Donohue vs Tony Kaufmann | Second | 5½ out |
| Sunday, September 3 |
| » Lost to Pirates (71-57), 2-0 | Wrigley Field (38-34) | 70-57 | Lost 2 |
| » Starters: Earl Hamilton vs Pete Alexander | Third | 6½ out |
| Future Cub Morrie Martin is born in Dixon, MO. |
| Monday, September 4 |
| » Lost to Reds (70-59), 4-3 | Crosley Field (4-5) | 70-58 | Lost 3 |
| » Starters: Virgil Cheeves vs Johnny Couch | Fifth | 7½ out |
| » Lost to Reds (71-59), 5-0 | Crosley Field (4-6) | 70-59 | Lost 4 |
| » Starters: Vic Aldridge vs Cactus Keck | Fifth | 7½ out |
| Tuesday, September 5 |
| » Defeated Reds (71-60), 3-1 | Crosley Field (5-6) | 71-59 | |
| » Starters: Tiny Osborne vs Dolf Luque | Third | 6 out |
| Wednesday, September 6 |
| Future Cub Harry Perkowski is born in Dante, VA. |
| Thursday, September 7 |
| » Lost to Pirates (74-58), 6-0 | Forbes Field (4-4) | 71-60 | |
| » Starters: George Stueland vs Wilbur Cooper | Fourth | 7 out |
| Friday, September 8 |
| » Defeated Pirates (74-59), 10-7 | Forbes Field (5-4) | 72-60 | |
| » Starters: Vic Aldridge vs Earl Hamilton | Fourth | 6 out |
| Saturday, September 9 |
| » Lost to Pirates (75-59), 7-4 | Forbes Field (5-5) | 72-61 | |
| » Starters: Pete Alexander vs Whitey Glazner | Fifth | 7½ out |
| » Lost to Pirates (76-59), 8-7 | Forbes Field (5-6) | 72-62 | Lost 2 |
| » Starters: Tiny Osborne vs Myrl Brown | Fifth | 7½ out |
| Wednesday, September 13 |
| » Lost to Giants (82-53), 8-3 | Polo Grounds V (3-6) | 72-63 | Lost 3 |
| » Starters: Virgil Cheeves vs Art Nehf | Fifth | 10 out |
| Thursday, September 14 |
| » Lost to Giants (83-53), 7-6 | Polo Grounds V (3-7) | 72-64 | Lost 4 |
| » Starters: Vic Aldridge vs Hugh McQuillan | Fifth | 11 out |
| Friday, September 15 |
| » Lost to Giants (84-53), 7-6 | Polo Grounds V (3-8) | 72-65 | Lost 5 |
| » Starters: Tiny Osborne vs Carmen Hill | Fifth | 12 out |
| Saturday, September 16 |
| » Defeated Dodgers (68-71), 7-5 | Ebbets Field (5-3) | 73-65 | |
| » Starters: Percy Jones vs Dutch Ruether | Fifth | 12 out |
| » Lost to Dodgers (69-71), 1-0 | Ebbets Field (5-4) | 73-66 | |
| » Starters: Vic Keen vs Harry Shriver | Fifth | 12 out |
| Sunday, September 17 |
| » Defeated Dodgers (69-72), 6-2 | Ebbets Field (6-4) | 74-66 | |
| » Starters: Tiny Osborne vs Sherry Smith | Fifth | 11 out |
| Monday, September 18 |
| » Defeated Dodgers (69-73), 4-3 | Ebbets Field (7-4) | 75-66 | Won 2 |
| » Starters: Tony Kaufmann vs Dazzy Vance | Fifth | 11 out |
| » Major-league debuts: Sparky Adams (Cubs) |
| Wednesday, September 20 |
| » Lost to Phillies (52-89), 9-8 | Baker Bowl (3-3) | 75-67 | |
| » Starters: George Stueland vs Lee Meadows | Fifth | 11½ out |
| » Lost to Phillies (53-89), 11-1 | Baker Bowl (3-4) | 75-68 | Lost 2 |
| » Starters: Vic Aldridge vs Petie Behan | Fifth | 11½ out |
| » Major-league debuts: George Grantham (Cubs) |
| Thursday, September 21 |
| » Defeated Phillies (53-90), 8-6 | Baker Bowl (4-4) | 76-68 | |
| » Starters: Vic Keen vs Lefty Weinert | Fifth | 11 out |
| » Lost to Phillies (54-90), 4-2 | Baker Bowl (4-5) | 76-69 | |
| » Starters: Tony Kaufmann vs Bill Hubbell | Fifth | 11 out |
| Friday, September 22 |
| » Defeated Phillies (54-91), 7-5 | Baker Bowl (5-5) | 77-69 | |
| » Starters: Virgil Cheeves vs Jimmy Ring | Fifth | 11½ out |
| » Lost to Phillies (55-91), 9-5 | Baker Bowl (5-6) | 77-70 | |
| » Starters: Tiny Osborne vs John Singleton | Fifth | 11½ out |
| Saturday, September 23 |
| » Lost to Braves (50-96), 8-4 | Braves Field (6-4) | 77-71 | Lost 2 |
| » Starters: Fred Fussell vs Harry Hulihan | Fifth | 12 out |
| » Defeated Braves (50-97), 3-1 | Braves Field (7-4) | 78-71 | |
| » Starters: Percy Jones vs Frank Miller | Fifth | 12 out |
| » Major-league debuts: Fred Fussell (Cubs) |
| Wednesday, September 27 |
| » Defeated Pirates (85-67), 4-1 | Forbes Field (6-6) | 79-71 | Won 2 |
| » Starters: Fred Fussell vs Wilbur Cooper | Fifth | 12 out |
| Friday, September 29 |
| » Defeated Cardinals (82-69), 3-0 | Wrigley Field (39-34) | 80-71 | Won 3 |
| » Starters: Jeff Pfeffer vs Tiny Osborne | Fifth | 11½ out |
| Saturday, September 30 |
| » Lost to Cardinals (83-69), 9-8 | Wrigley Field (39-35) | 80-72 | |
| » Starters: Bill Sherdel vs Vic Aldridge | Fifth | 12½ out |
| » Lost to Cardinals (84-69), 5-3 | Wrigley Field (39-36) | 80-73 | Lost 2 |
| » Starters: Jesse Haines vs Percy Jones | Fifth | 12½ out |
| Sunday, October 1 |
| » Lost to Cardinals (85-69), 7-1 | Wrigley Field (39-37) | 80-74 | Lost 3 |
| » Starters: Jeff Pfeffer vs Tony Kaufmann | Fourth | 13 out |
| Saturday, October 7 |
| Future Cub Grady Hatton is born in Beaumont, TX. |
| Friday, October 27 |
| Future Cub Ralph Kiner is born in Santa Rita, NM. Future Cub Del Rice is born in Portsmouth, OH. |
| Sunday, November 26 |
| Future Cub Ben Wade is born in Morehead City, NC. |
Game information provided by Retrosheet (www.retrosheet.org) |
