| Wednesday, February 14 |
| Future Cub Len Gabrielson is born in Oakland, CA. |
| Sunday, February 25 |
| Future Cub Ron Santo is born in Seattle, WA. |
| Friday, March 22 |
| Future Cub Dick Ellsworth is born in Lusk, WY. |
| Monday, April 15 |
| Future Cub Woodie Fryman is born in Ewing, KY. |
| Tuesday, April 16 |
| » Lost to Reds (1-0), 2-1 | Crosley Field (0-1) | 0-1 | |
| » Starters: Bill Lee vs Paul Derringer | Second | 1 out |
| » Major-league debuts: Mike McCormick (Reds) Bobby Sturgeon (Cubs) |
| Thursday, April 18 |
| » Lost to Reds (2-0), 2-1 | Crosley Field (0-2) | 0-2 | Lost 2 |
| » Starters: Claude Passeau vs Junior Thompson | Fourth | 2 out |
| Friday, April 19 |
| » Defeated Cardinals (0-2), 5-0 | Wrigley Field (1-0) | 1-2 | |
| » Starters: Mort Cooper vs Larry French | Third | 1½ out |
| Saturday, April 20 |
| » Defeated Cardinals (0-3), 4-3 | Wrigley Field (2-0) | 2-2 | Won 2 |
| » Starters: Lon Warneke vs Bill Lee | Third | 1 out |
| Sunday, April 21 |
| » Lost to Cardinals (1-3), 5-4 | Wrigley Field (2-1) | 2-3 | |
| » Starters: Curt Davis vs Dizzy Dean | Third | 1½ out |
| Future Cub Bill Faul is born in Cincinnati, OH. |
| Monday, April 22 |
| » Lost to Pirates (2-0), 9-5 | Forbes Field (0-1) | 2-4 | Lost 2 |
| » Starters: Claude Passeau vs Joe Bowman | Fourth | 2½ out |
| Former Cub Alex Hardy dies in Toronto, ON at the age of 64. |
| Tuesday, April 23 |
| » Lost to Pirates (3-0), 3-2 | Forbes Field (0-2) | 2-5 | Lost 3 |
| » Starters: Larry French vs Danny MacFayden | Fourth | 3 out |
| Wednesday, April 24 |
| » Defeated Pirates (3-1), 9-4 | Forbes Field (1-2) | 3-5 | |
| » Starters: Bill Lee vs Max Butcher | Fifth | 3 out |
| Thursday, April 25 |
| » Defeated Reds (3-1), 4-2 | Wrigley Field (3-1) | 4-5 | Won 2 |
| » Starters: Paul Derringer vs Dizzy Dean | Fourth | 3 out |
| Friday, April 26 |
| » Defeated Reds (3-2), 6-2 | Wrigley Field (4-1) | 5-5 | Won 3 |
| » Starters: Junior Thompson vs Claude Passeau | Fourth | 3 out |
| » Major-league debuts: Johnny Hutchings (Reds) |
| Saturday, April 27 |
| » Defeated Cardinals (2-6), 4-0 | Sportsman's Park III (1-0) | 6-5 | Won 4 |
| » Starters: Larry French vs Lon Warneke | Fourth | 3 out |
| Sunday, April 28 |
| » Lost to Cardinals (3-6), 7-5 | Sportsman's Park III (1-1) | 6-6 | |
| » Starters: Bill Lee vs Bill McGee | Fourth | 4 out |
| » Major-league debuts: Rip Collins and Clyde McCullough (Cubs) |
| Monday, April 29 |
| » Lost to Cardinals (4-6), 6-5 | Sportsman's Park III (1-2) | 6-7 | Lost 2 |
| » Starters: Dizzy Dean vs Mort Cooper | Fourth | 4½ out |
| Tuesday, April 30 |
| » Defeated Braves (1-7), 8-7 | Wrigley Field (5-1) | 7-7 | |
| » Starters: Dick Errickson vs Claude Passeau | Fourth | 4½ out |
| Saturday, May 4 |
| » Defeated Giants (5-5), 3-2 | Wrigley Field (6-1) | 8-7 | Won 2 |
| » Starters: Carl Hubbell vs Larry French | Third | 3½ out |
| Sunday, May 5 |
| » Lost to Phillies (4-6), 7-5 | Wrigley Field (6-2) | 8-8 | |
| » Starters: Hugh Mulcahy vs Bill Lee | Third | 4½ out |
| Monday, May 6 |
| » Defeated Phillies (4-7), 5-4 | Wrigley Field (7-2) | 9-8 | |
| » Starters: Si Johnson vs Dizzy Dean | Third | 4½ out |
| Future Cub Bill Hands is born in Hackensack, NJ. |
| Tuesday, May 7 |
| » Lost to Phillies (5-7), 1-0 | Wrigley Field (7-3) | 9-9 | |
| » Starters: Ike Pearson vs Claude Passeau | Third | 4½ out |
| Thursday, May 9 |
| » Lost to Dodgers (12-2), 4-1 | Wrigley Field (7-4) | 9-10 | Lost 2 |
| » Starters: Tex Carleton vs Larry French | Third | 5½ out |
| Friday, May 10 |
| » Lost to Pirates (5-11), 8-3 | Wrigley Field (7-5) | 9-11 | Lost 3 |
| » Starters: Mace Brown vs Bill Lee | Fourth | 5½ out |
| Saturday, May 11 |
| » Defeated Pirates (5-12), 7-5 | Wrigley Field (8-5) | 10-11 | |
| » Starters: Joe Bowman vs Claude Passeau | Fourth | 5 out |
| Sunday, May 12 |
| » Defeated Pirates (5-13), 7-5 | Wrigley Field (9-5) | 11-11 | Won 2 |
| » Starters: Rip Sewell vs Dizzy Dean | Fourth | 5½ out |
| Wednesday, May 15 |
| » Defeated Braves (6-13), 2-0 | Braves Field (1-0) | 12-11 | Won 3 |
| » Starters: Larry French vs Nick Strincevich | Fourth | 5 out |
| Thursday, May 16 |
| » Defeated Braves (6-14), 5-4 | Braves Field (2-0) | 13-11 | Won 4 |
| » Starters: Bill Lee vs Joe Sullivan | Fourth | 4½ out |
| Friday, May 17 |
| » Defeated Giants (12-10), 4-0 | Polo Grounds V (1-0) | 14-11 | Won 5 |
| » Starters: Claude Passeau vs Hal Schumacher | Third | 4½ out |
| Saturday, May 18 |
| » Lost to Giants (13-10), 6-4 | Polo Grounds V (1-1) | 14-12 | |
| » Starters: Vern Olsen vs Harry Gumbert | Fourth | 4½ out |
| Sunday, May 19 |
| » Defeated Dodgers (16-7), 7-6 | Ebbets Field (1-0) | 15-12 | |
| » Starters: Larry French vs Tex Carleton | Third | 4½ out |
| Monday, May 20 |
| » Defeated Dodgers (16-8), 6-4 | Ebbets Field (2-0) | 16-12 | Won 2 |
| » Starters: Bill Lee vs Hugh Casey | Third | 3½ out |
| Tuesday, May 21 |
| » Lost to Dodgers (17-8), 4-3 | Ebbets Field (2-1) | 16-13 | |
| » Starters: Claude Passeau vs Whit Wyatt | Fourth | 4 out |
| Thursday, May 23 |
| » Defeated Phillies (11-13), 4-3 | Shibe Park (1-0) | 17-13 | |
| » Starters: Charlie Root vs Hugh Mulcahy | Third | 3 out |
| Saturday, May 25 |
| » Lost to Pirates (7-18), 12-7 | Forbes Field (1-3) | 17-14 | |
| » Starters: Larry French vs Joe Bowman | Fourth | 3½ out |
| Sunday, May 26 |
| » Lost to Pirates (8-18), 3-2 | Forbes Field (1-4) | 17-15 | Lost 2 |
| » Starters: Bill Lee vs Bob Klinger | Fourth | 4½ out |
| Monday, May 27 |
| » Defeated Cardinals (11-20), 7-1 | Wrigley Field (10-5) | 18-15 | |
| » Starters: Bob Bowman vs Claude Passeau | Fourth | 4½ out |
| Tuesday, May 28 |
| » Lost to Cardinals (12-20), 5-0 | Wrigley Field (10-6) | 18-16 | |
| » Starters: Max Lanier vs Vern Olsen | Fourth | 5½ out |
| Wednesday, May 29 |
| » Lost to Cardinals (13-20), 8-2 | Wrigley Field (10-7) | 18-17 | Lost 2 |
| » Starters: Lon Warneke vs Larry French | Fourth | 6 out |
| Thursday, May 30 |
| » Lost to Reds (24-10), 4-2 | Wrigley Field (10-8) | 18-18 | Lost 3 |
| » Starters: Paul Derringer vs Bill Lee | Fourth | 8 out |
| » Lost to Reds (25-10), 9-8 | Wrigley Field (10-9) | 18-19 | Lost 4 |
| » Starters: Whitey Moore vs Charlie Root | Fourth | 8 out |
| Saturday, June 1 |
| » Defeated Dodgers (21-11), 4-3 | Wrigley Field (11-9) | 19-19 | |
| » Starters: Tex Carleton vs Ken Raffensberger | Fourth | 8 out |
| Sunday, June 2 |
| » Lost to Dodgers (22-11), 3-2 | Wrigley Field (11-10) | 19-20 | |
| » Starters: Whit Wyatt vs Bill Lee | Fourth | 9 out |
| » Lost to Dodgers (23-11), 2-1 | Wrigley Field (11-11) | 19-21 | Lost 2 |
| » Starters: Luke Hamlin vs Vern Olsen | Fourth | 9 out |
| Monday, June 3 |
| » Lost to Dodgers (24-11), 3-2 | Wrigley Field (11-12) | 19-22 | Lost 3 |
| » Starters: Hugh Casey vs Claude Passeau | Fourth | 10 out |
| Tuesday, June 4 |
| » Defeated Phillies (14-20), 12-6 | Wrigley Field (12-12) | 20-22 | |
| » Starters: Kirby Higbe vs Vance Page | Fourth | 9 out |
| Wednesday, June 5 |
| » Defeated Phillies (14-21), 3-2 | Wrigley Field (13-12) | 21-22 | Won 2 |
| » Starters: Hugh Mulcahy vs Larry French | Fourth | 9 out |
| Thursday, June 6 |
| » Defeated Phillies (14-22), 11-5 | Wrigley Field (14-12) | 22-22 | Won 3 |
| » Starters: Ike Pearson vs Bill Lee | Fourth | 8½ out |
| Friday, June 7 |
| » Defeated Braves (12-24), 5-3 | Wrigley Field (15-12) | 23-22 | Won 4 |
| » Starters: Dick Errickson vs Claude Passeau | Fourth | 7½ out |
| Saturday, June 8 |
| » Defeated Braves (12-25), 3-1 | Wrigley Field (16-12) | 24-22 | Won 5 |
| » Starters: Lou Fette vs Vern Olsen | Fourth | 7½ out |
| Sunday, June 9 |
| » Defeated Braves (12-26), 7-1 | Wrigley Field (17-12) | 25-22 | Won 6 |
| » Starters: Bill Posedel vs Larry French | Fourth | 6½ out |
| » Defeated Braves (12-27), 15-8 | Wrigley Field (18-12) | 26-22 | Won 7 |
| » Starters: George Barnicle vs Charlie Root | Fourth | 6½ out |
| Tuesday, June 11 |
| » Lost to Giants (27-15), 4-0 | Wrigley Field (18-13) | 26-23 | |
| » Starters: Bill Lohrman vs Bill Lee | Fourth | 7 out |
| » Lost to Giants (28-15), 3-1 | Wrigley Field (18-14) | 26-24 | Lost 2 |
| » Starters: Paul Dean vs Claude Passeau | Fourth | 7 out |
| Friday, June 14 |
| » Lost to Braves (14-27), 4-2 | Braves Field (2-1) | 26-25 | Lost 3 |
| » Starters: Vern Olsen vs Dick Errickson | Fourth | 8½ out |
| Saturday, June 15 |
| » Defeated Braves (14-28), 11-5 | Braves Field (3-1) | 27-25 | |
| » Starters: Larry French vs Bill Posedel | Fourth | 8½ out |
| Sunday, June 16 |
| » Lost to Braves (15-28), 5-4 | Braves Field (3-2) | 27-26 | |
| » Starters: Bill Lee vs Joe Sullivan | Fourth | 7½ out |
| » Defeated Braves (15-29), 9-1 | Braves Field (4-2) | 28-26 | |
| » Starters: Claude Passeau vs Lou Fette | Fourth | 7½ out |
| Monday, June 17 |
| » Lost to Giants (31-17), 2-1 | Polo Grounds V (1-2) | 28-27 | |
| » Starters: Charlie Root vs Paul Dean | Fourth | 8½ out |
| Tuesday, June 18 |
| » Defeated Giants (31-18), 6-1 | Polo Grounds V (2-2) | 29-27 | |
| » Starters: Jake Mooty vs Bill Lohrman | Fourth | 7½ out |
| Thursday, June 20 |
| » Lost to Giants (32-18), 6-3 | Polo Grounds V (2-3) | 29-28 | |
| » Starters: Larry French vs Hal Schumacher | Fourth | 7½ out |
| Friday, June 21 |
| » Lost to Phillies (19-31), 6-5 | Shibe Park (1-1) | 29-29 | Lost 2 |
| » Starters: Bill Lee vs Lloyd Brown | Fourth | 8½ out |
| Saturday, June 22 |
| » Defeated Phillies (19-32), 10-2 | Shibe Park (2-1) | 30-29 | |
| » Starters: Claude Passeau vs Cy Blanton | Fourth | 7½ out |
| Sunday, June 23 |
| » Defeated Phillies (19-33), 3-2 | Shibe Park (3-1) | 31-29 | Won 2 |
| » Starters: Jake Mooty vs Hugh Mulcahy | Fourth | 7½ out |
| » Defeated Phillies (19-34), 7-2 | Shibe Park (4-1) | 32-29 | Won 3 |
| » Starters: Ken Raffensberger vs Boom-Boom Beck | Fourth | 7½ out |
| Tuesday, June 25 |
| » Defeated Dodgers (34-20), 8-3 | Ebbets Field (3-1) | 33-29 | Won 4 |
| » Starters: Larry French vs Luke Hamlin | Fourth | 7 out |
| Thursday, June 27 |
| » Lost to Dodgers (35-20), 5-4 | Ebbets Field (3-2) | 33-30 | |
| » Starters: Bill Lee vs Tex Carleton | Fourth | 7½ out |
| Friday, June 28 |
| » Defeated Reds (38-21), 3-2 | Crosley Field (1-2) | 34-30 | |
| » Starters: Jake Mooty vs Paul Derringer | Fourth | 6½ out |
| Saturday, June 29 |
| » Lost to Reds (39-21), 4-1 | Crosley Field (1-3) | 34-31 | |
| » Starters: Claude Passeau vs Jim Turner | Fourth | 7½ out |
| Sunday, June 30 |
| » Lost to Reds (40-21), 7-4 | Crosley Field (1-4) | 34-32 | Lost 2 |
| » Starters: Larry French vs Bucky Walters | Fourth | 9½ out |
| » Lost to Reds (41-21), 7-6 | Crosley Field (1-5) | 34-33 | Lost 3 |
| » Starters: Charlie Root vs Junior Thompson | Fourth | 9½ out |
| Monday, July 1 |
| » Lost to Pirates (25-34), 4-3 | Wrigley Field (18-15) | 34-34 | Lost 4 |
| » Starters: Danny MacFayden vs Ken Raffensberger | Fourth | 9½ out |
| Tuesday, July 2 |
| » Defeated Pirates (25-35), 10-0 | Wrigley Field (19-15) | 35-34 | |
| » Starters: Joe Bowman vs Bill Lee | Fourth | 9 out |
| Wednesday, July 3 |
| » Defeated Pirates (25-36), 7-5 | Wrigley Field (20-15) | 36-34 | Won 2 |
| » Starters: Rip Sewell vs Claude Passeau | Fourth | 9 out |
| Thursday, July 4 |
| » Defeated Cardinals (26-35), 4-3 | Sportsman's Park III (2-2) | 37-34 | Won 3 |
| » Starters: Larry French vs Mort Cooper | Fourth | 10 out |
| » Lost to Cardinals (27-35), 5-2 | Sportsman's Park III (2-3) | 37-35 | |
| » Starters: Ken Raffensberger vs Clyde Shoun | Fourth | 10 out |
| Friday, July 5 |
| » Defeated Cardinals (27-36), 11-5 | Sportsman's Park III (3-3) | 38-35 | |
| » Starters: Vern Olsen vs Max Lanier | Fourth | 10 out |
| Saturday, July 6 |
| » Lost to Reds (45-23), 4-0 | Wrigley Field (20-16) | 38-36 | |
| » Starters: Paul Derringer vs Jake Mooty | Fourth | 11 out |
| Sunday, July 7 |
| » Lost to Reds (46-23), 4-3 | Wrigley Field (20-17) | 38-37 | Lost 2 |
| » Starters: Johnny Hutchings vs Bill Lee | Fourth | 11 out |
| Thursday, July 11 |
| » Defeated Braves (25-40), 8-2 | Wrigley Field (21-17) | 39-37 | |
| » Starters: Joe Sullivan vs Claude Passeau | Fourth | 11½ out |
| » Lost to Braves (26-40), 2-1 | Wrigley Field (21-18) | 39-38 | |
| » Starters: Dick Errickson vs Larry French | Fourth | 11½ out |
| Friday, July 12 |
| » Defeated Braves (26-41), 2-0 | Wrigley Field (22-18) | 40-38 | |
| » Starters: Bill Posedel vs Vern Olsen | Fourth | 11 out |
| Saturday, July 13 |
| » Lost to Braves (27-41), 5-0 | Wrigley Field (22-19) | 40-39 | |
| » Starters: Manny Salvo vs Jake Mooty | Fourth | 11½ out |
| Future Cub Jack Aker is born in Tulare, CA. |
| Sunday, July 14 |
| » Defeated Giants (41-31), 6-5 | Wrigley Field (23-19) | 41-39 | |
| » Starters: Hal Schumacher vs Bill Lee | Fourth | 12½ out |
| » Lost to Giants (42-31), 2-0 | Wrigley Field (23-20) | 41-40 | |
| » Starters: Bill Lohrman vs Ken Raffensberger | Fourth | 12½ out |
| Monday, July 15 |
| » Defeated Giants (42-32), 5-3 | Wrigley Field (24-20) | 42-40 | |
| » Starters: Cliff Melton vs Larry French | Fourth | 12½ out |
| Tuesday, July 16 |
| » Defeated Giants (42-33), 2-0 | Wrigley Field (25-20) | 43-40 | Won 2 |
| » Starters: Harry Gumbert vs Vern Olsen | Fourth | 12 out |
| Wednesday, July 17 |
| » Lost to Dodgers (49-28), 2-1 | Wrigley Field (25-21) | 43-41 | |
| » Starters: Luke Hamlin vs Jake Mooty | Fourth | 13 out |
| Thursday, July 18 |
| » Lost to Dodgers (50-28), 7-4 | Wrigley Field (25-22) | 43-42 | Lost 2 |
| » Starters: Curt Davis vs Bill Lee | Fourth | 13½ out |
| Friday, July 19 |
| » Defeated Dodgers (50-29), 11-4 | Wrigley Field (26-22) | 44-42 | |
| » Starters: Whit Wyatt vs Claude Passeau | Fourth | 12½ out |
| Saturday, July 20 |
| » Lost to Phillies (27-51), 9-3 | Wrigley Field (26-23) | 44-43 | |
| » Starters: Ike Pearson vs Larry French | Fourth | 13½ out |
| Sunday, July 21 |
| » Lost to Phillies (28-51), 8-2 | Wrigley Field (26-24) | 44-44 | Lost 2 |
| » Starters: Hugh Mulcahy vs Vern Olsen | Fourth | 14½ out |
| » Defeated Phillies (28-52), 8-5 | Wrigley Field (27-24) | 45-44 | |
| » Starters: Lloyd Brown vs Jake Mooty | Fourth | 14½ out |
| Tuesday, July 23 |
| » Defeated Braves (28-50), 6-1 | Braves Field (5-2) | 46-44 | Won 2 |
| » Starters: Ken Raffensberger vs Joe Sullivan | Fourth | 15 out |
| Wednesday, July 24 |
| » Lost to Braves (29-50), 4-3 | Braves Field (5-3) | 46-45 | |
| » Starters: Claude Passeau vs Dick Errickson | Fourth | 16 out |
| Thursday, July 25 |
| » Defeated Braves (29-51), 8-4 | Braves Field (6-3) | 47-45 | |
| » Starters: Bill Lee vs Manny Salvo | Fourth | 15½ out |
| Friday, July 26 |
| » Defeated Giants (45-38), 14-1 | Polo Grounds V (3-3) | 48-45 | Won 2 |
| » Starters: Larry French vs Cliff Melton | Fourth | 15½ out |
| Saturday, July 27 |
| » Lost to Giants (46-38), 1-0 | Polo Grounds V (3-4) | 48-46 | |
| » Starters: Vern Olsen vs Bill Lohrman | Fourth | 15½ out |
| Sunday, July 28 |
| » Lost to Giants (47-38), 8-4 | Polo Grounds V (3-5) | 48-47 | Lost 2 |
| » Starters: Jake Mooty vs Harry Gumbert | Fourth | 16 out |
| Monday, July 29 |
| » Defeated Phillies (30-56), 7-3 | Shibe Park (5-1) | 49-47 | |
| » Starters: Claude Passeau vs Ike Pearson | Fourth | 15 out |
| Tuesday, July 30 |
| » Lost to Phillies (31-56), 7-5 | Shibe Park (5-2) | 49-48 | |
| » Starters: Bill Lee vs Kirby Higbe | Fourth | 16 out |
| Wednesday, July 31 |
| » Lost to Phillies (32-56), 7-3 | Shibe Park (5-3) | 49-49 | Lost 2 |
| » Starters: Jake Mooty vs Hugh Mulcahy | Fourth | 16 out |
| Friday, August 2 |
| » Defeated Dodgers (56-38), 4-3 | Ebbets Field (4-2) | 50-49 | |
| » Starters: Larry French vs Vito Tamulis | Fourth | 14½ out |
| Saturday, August 3 |
| » Defeated Dodgers (56-39), 2-1 | Ebbets Field (5-2) | 51-49 | Won 2 |
| » Starters: Ken Raffensberger vs Curt Davis | Fourth | 14 out |
| Sunday, August 4 |
| » Defeated Dodgers (56-40), 11-3 | Ebbets Field (6-2) | 52-49 | Won 3 |
| » Starters: Vern Olsen vs Freddie Fitzsimmons | Fourth | 14 out |
| » Lost to Dodgers (57-40), 7-6 | Ebbets Field (6-3) | 52-50 | |
| » Starters: Claude Passeau vs Hugh Casey | Fourth | 14 out |
| Wednesday, August 7 |
| » Defeated Reds (63-34), 5-3 | Crosley Field (2-5) | 53-50 | |
| » Starters: Bill Lee vs Paul Derringer | Fourth | 13 out |
| Thursday, August 8 |
| » Lost to Reds (64-34), 3-1 | Crosley Field (2-6) | 53-51 | |
| » Starters: Larry French vs Bucky Walters | Fourth | 14 out |
| Friday, August 9 |
| » Lost to Pirates (50-48), 6-2 | Forbes Field (1-5) | 53-52 | Lost 2 |
| » Starters: Ken Raffensberger vs Rip Sewell | Fifth | 15 out |
| Saturday, August 10 |
| » Defeated Pirates (50-49), 1-0 | Forbes Field (2-5) | 54-52 | |
| » Starters: Vern Olsen vs Mace Brown | Fourth | 15 out |
| Sunday, August 11 |
| » Lost to Pirates (51-49), 7-3 | Forbes Field (2-6) | 54-53 | |
| » Starters: Bill Lee vs Ken Heintzelman | Fifth | 15 out |
| » Lost to Pirates (52-49), 5-1 | Forbes Field (2-7) | 54-54 | Lost 2 |
| » Starters: Claude Passeau vs Dick Lanahan | Fifth | 15 out |
| Tuesday, August 13 |
| » Lost to Cardinals (50-52), 5-1 | Wrigley Field (27-25) | 54-55 | Lost 3 |
| » Starters: Clyde Shoun vs Larry French | Fifth | 15½ out |
| Wednesday, August 14 |
| Former Cub Charlie Hollocher dies in Frontenac, MO at the age of 45. |
| Thursday, August 15 |
| » Defeated Reds (67-38), 1-0 | Wrigley Field (28-25) | 55-55 | |
| » Starters: Paul Derringer vs Claude Passeau | Fifth | 14½ out |
| Friday, August 16 |
| » Lost to Reds (68-38), 9-4 | Wrigley Field (28-26) | 55-56 | |
| » Starters: Whitey Moore vs Vern Olsen | Sixth | 16½ out |
| » Lost to Reds (69-38), 6-3 | Wrigley Field (28-27) | 55-57 | Lost 2 |
| » Starters: Junior Thompson vs Bill Lee | Sixth | 16½ out |
| Saturday, August 17 |
| » Defeated Pirates (54-53), 6-5 | Wrigley Field (29-27) | 56-57 | |
| » Starters: Bob Klinger vs Jake Mooty | Fifth | 16 out |
| Sunday, August 18 |
| » Defeated Pirates (54-54), 9-1 | Wrigley Field (30-27) | 57-57 | Won 2 |
| » Starters: Rip Sewell vs Larry French | Sixth | 14½ out |
| Future Cub Paul Popovich is born in Flemington, WV. |
| Tuesday, August 20 |
| » Defeated Phillies (37-69), 4-0 | Wrigley Field (31-27) | 58-57 | Won 3 |
| » Starters: Hugh Mulcahy vs Claude Passeau | Fifth | 14 out |
| Wednesday, August 21 |
| » Lost to Phillies (38-69), 7-5 | Wrigley Field (31-28) | 58-58 | |
| » Starters: Ike Pearson vs Bill Lee | Sixth | 14 out |
| Thursday, August 22 |
| » Defeated Dodgers (65-49), 5-0 | Wrigley Field (32-28) | 59-58 | |
| » Starters: Whit Wyatt vs Vern Olsen | Fourth | 14 out |
| Friday, August 23 |
| » Defeated Dodgers (65-50), 5-4 | Wrigley Field (33-28) | 60-58 | Won 2 |
| » Starters: Luke Hamlin vs Larry French | Sixth | 13 out |
| Saturday, August 24 |
| » Lost to Dodgers (66-50), 11-3 | Wrigley Field (33-29) | 60-59 | |
| » Starters: Curt Davis vs Ken Raffensberger | Fifth | 14 out |
| Sunday, August 25 |
| » Defeated Giants (59-55), 5-4 | Wrigley Field (34-29) | 61-59 | |
| » Starters: Hal Schumacher vs Jake Mooty | Fifth | 15 out |
| » Lost to Giants (60-55), 12-8 | Wrigley Field (34-30) | 61-60 | |
| » Starters: Paul Dean vs Bill Lee | Fifth | 15 out |
| Monday, August 26 |
| » Lost to Giants (61-55), 10-5 | Wrigley Field (34-31) | 61-61 | Lost 2 |
| » Starters: Harry Gumbert vs Vern Olsen | Fifth | 15½ out |
| Tuesday, August 27 |
| » Defeated Giants (61-56), 3-1 | Wrigley Field (35-31) | 62-61 | |
| » Starters: Bill Lohrman vs Claude Passeau | Fifth | 15 out |
| Wednesday, August 28 |
| » Lost to Braves (48-72), 8-3 | Wrigley Field (35-32) | 62-62 | |
| » Starters: Dick Errickson vs Larry French | Fifth | 15½ out |
| Thursday, August 29 |
| » Lost to Braves (49-72), 3-1 | Wrigley Field (35-33) | 62-63 | Lost 2 |
| » Starters: Bill Posedel vs Jake Mooty | Sixth | 16½ out |
| Saturday, August 31 |
| » Lost to Reds (77-45), 5-4 | Crosley Field (2-7) | 62-64 | Lost 3 |
| » Starters: Claude Passeau vs Bucky Walters | Fifth | 17 out |
| Future Cub Ramon Hernandez is born in Carolina, P.R. |
| Sunday, September 1 |
| » Lost to Reds (78-45), 6-5 | Crosley Field (2-8) | 62-65 | Lost 4 |
| » Starters: Bill Lee vs Jim Turner | Sixth | 19 out |
| » Lost to Reds (79-45), 2-1 | Crosley Field (2-9) | 62-66 | Lost 5 |
| » Starters: Larry French vs Whitey Moore | Sixth | 19 out |
| Monday, September 2 |
| » Lost to Pirates (64-58), 5-2 | Forbes Field (2-8) | 62-67 | Lost 6 |
| » Starters: Charlie Root vs Rip Sewell | Sixth | 19 out |
| » Defeated Pirates (64-59), 7-1 | Forbes Field (3-8) | 63-67 | |
| » Starters: Vern Olsen vs Joe Bowman | Sixth | 19 out |
| Former Cub Johnny Welch dies in St.Louis, MO at the age of 34. |
| Wednesday, September 4 |
| » Lost to Cardinals (65-59), 4-2 | Sportsman's Park III (3-4) | 63-68 | |
| » Starters: Claude Passeau vs Max Lanier | Sixth | 20½ out |
| Friday, September 6 |
| » Lost to Cardinals (66-59), 6-4 | Sportsman's Park III (3-5) | 63-69 | Lost 2 |
| » Starters: Larry French vs Clyde Shoun | Sixth | 21½ out |
| Saturday, September 7 |
| » Lost to Reds (84-46), 7-6 | Wrigley Field (35-34) | 63-70 | Lost 3 |
| » Starters: Paul Derringer vs Charlie Root | Sixth | 22½ out |
| Sunday, September 8 |
| » Defeated Reds (84-47), 3-1 | Wrigley Field (36-34) | 64-70 | |
| » Starters: Jim Turner vs Vern Olsen | Sixth | 21½ out |
| Wednesday, September 11 |
| » Defeated Dodgers (78-56), 8-5 | Ebbets Field (7-3) | 65-70 | Won 2 |
| » Starters: Claude Passeau vs Whit Wyatt | Sixth | 21½ out |
| » Defeated Dodgers (78-57), 3-2 | Ebbets Field (8-3) | 66-70 | Won 3 |
| » Starters: Dizzy Dean vs Lee Grissom | Sixth | 21½ out |
| Thursday, September 12 |
| » Defeated Phillies (43-91), 5-1 | Shibe Park (6-3) | 67-70 | Won 4 |
| » Starters: Larry French vs Si Johnson | Sixth | 21½ out |
| Friday, September 13 |
| » Lost to Phillies (44-91), 6-1 | Shibe Park (6-4) | 67-71 | |
| » Starters: Charlie Root vs Kirby Higbe | Sixth | 22½ out |
| Saturday, September 14 |
| » Lost to Phillies (45-91), 5-3 | Shibe Park (6-5) | 67-72 | Lost 2 |
| » Starters: Bill Lee vs Syl Johnson | Sixth | 23½ out |
| Sunday, September 15 |
| » Lost to Braves (59-81), 7-3 | Braves Field (6-4) | 67-73 | Lost 3 |
| » Starters: Claude Passeau vs Manny Salvo | Fifth | 24 out |
| » Defeated Braves (59-82), 7-4 | Braves Field (7-4) | 68-73 | |
| » Starters: Dizzy Dean vs Nick Strincevich | Fifth | 24 out |
| Tuesday, September 17 |
| » Defeated Giants (66-74), 9-8 | Polo Grounds V (4-5) | 69-73 | Won 2 |
| » Starters: Vern Olsen vs Carl Hubbell | Fifth | 24½ out |
| Wednesday, September 18 |
| » Defeated Giants (66-75), 6-4 | Polo Grounds V (5-5) | 70-73 | Won 3 |
| » Starters: Larry French vs Hal Schumacher | Fifth | 24½ out |
| Thursday, September 19 |
| » Defeated Giants (66-76), 8-2 | Polo Grounds V (6-5) | 71-73 | Won 4 |
| » Starters: Claude Passeau vs Bill Lohrman | Fifth | 24½ out |
| Saturday, September 21 |
| » Defeated Cardinals (77-66), 4-3 | Wrigley Field (37-34) | 72-73 | Won 5 |
| » Starters: Lon Warneke vs Vern Olsen | Fifth | 24 out |
| Sunday, September 22 |
| » Lost to Cardinals (78-66), 8-1 | Wrigley Field (37-35) | 72-74 | |
| » Starters: Mort Cooper vs Dizzy Dean | Fifth | 25 out |
| » Lost to Cardinals (79-66), 2-1 | Wrigley Field (37-36) | 72-75 | Lost 2 |
| » Starters: Max Lanier vs Larry French | Fifth | 25 out |
| » Major-league debuts: Carden Gillenwater (Cardinals) |
| Monday, September 23 |
| » Defeated Cardinals (79-67), 10-0 | Wrigley Field (38-36) | 73-75 | |
| » Starters: Clyde Shoun vs Claude Passeau | Fifth | 24 out |
| Wednesday, September 25 |
| » Defeated Pirates (76-73), 2-1 | Wrigley Field (39-36) | 74-75 | Won 2 |
| » Starters: Rip Sewell vs Bill Lee | Fifth | 23 out |
| » Defeated Pirates (76-74), 6-4 | Wrigley Field (40-36) | 75-75 | Won 3 |
| » Starters: Mace Brown vs Vern Olsen | Fifth | 23 out |
| Thursday, September 26 |
| » Lost to Pirates (77-74), 7-6 | Wrigley Field (40-37) | 75-76 | |
| » Starters: Ken Heintzelman vs Larry French | Fifth | 23½ out |
| Friday, September 27 |
| » Lost to Cardinals (82-69), 11-1 | Sportsman's Park III (3-6) | 75-77 | Lost 2 |
| » Starters: Ken Raffensberger vs Lon Warneke | Fifth | 23½ out |
| Saturday, September 28 |
| » Lost to Cardinals (83-69), 4-3 | Sportsman's Park III (3-7) | 75-78 | Lost 3 |
| » Starters: Larry French vs Max Lanier | Fifth | 24½ out |
| Sunday, September 29 |
| » Lost to Cardinals (84-69), 6-0 | Sportsman's Park III (3-8) | 75-79 | Lost 4 |
| » Starters: Dizzy Dean vs Mort Cooper | Fifth | 25½ out |
| Monday, October 7 |
| Future Cub Morrie Steevens is born in Salem, IL. |
| Wednesday, October 9 |
| Future Cub Joe Pepitone is born in Brooklyn, NY. |
| Saturday, October 12 |
| Future Cub Glenn Beckert is born in Pittsburgh, PA. |
| Monday, November 18 |
| Future Cub Cal Koonce is born in Fayetteville, NC. |
| Friday, December 13 |
| Future Cub Nate Oliver is born in St. Petersburg, FL. |
| Sunday, December 22 |
| Future Cub Ellie Hendricks is born in Charlotte Amalie, V.I. |
Game information provided by Retrosheet (www.retrosheet.org) |