| Sunday, January 5 |
| Future Cub Daryl Robertson is born in Cripple Creek, CO. |
| Thursday, January 23 |
| Future Cub Don Nottebart is born in West Newton, MA. |
| Wednesday, February 5 |
| Future Cub Lee Thomas is born in Peoria, IL. |
| Sunday, February 16 |
| Future Cub Don Landrum is born in Santa Rosa, CA. |
| Friday, February 21 |
| Future Cub Ted Savage is born in Venice, IL. |
| Sunday, April 5 |
| Future Cub Jimmie Schaffer is born in Limeport, PA. |
| Tuesday, April 14 |
| » Defeated Cardinals (0-1), 12-7 | Sportsman's Park III (1-0) | 1-0 | |
| » Starters: Lon Warneke vs Dizzy Dean | First | -- |
| » Major-league debuts: Stu Martin and Eddie Morgan (Cardinals) |
| Wednesday, April 15 |
| » Lost to Cardinals (1-1), 3-2 | Sportsman's Park III (1-1) | 1-1 | |
| » Starters: Bill Lee vs Roy Parmelee | Second | 1 out |
| Thursday, April 16 |
| » Defeated Cardinals (1-2), 5-3 | Sportsman's Park III (2-1) | 2-1 | |
| » Starters: Larry French vs Paul Dean | Second | 1 out |
| » Major-league debuts: Johnny Mize and Lou Scoffic (Cardinals) |
| Friday, April 17 |
| » Lost to Reds (2-2), 12-3 | Wrigley Field (0-1) | 2-2 | |
| » Starters: Paul Derringer vs Tex Carleton | Third | 2 out |
| Saturday, April 18 |
| » Lost to Reds (3-2), 5-4 | Wrigley Field (0-2) | 2-3 | Lost 2 |
| » Starters: Lee Stine vs Lon Warneke | Fourth | 2½ out |
| Sunday, April 19 |
| » Defeated Reds (3-3), 16-6 | Wrigley Field (1-2) | 3-3 | |
| » Starters: Gene Schott vs Bill Lee | Third | 2½ out |
| Monday, April 20 |
| » Lost to Pirates (3-2), 9-8 | Forbes Field (0-1) | 3-4 | |
| » Starters: Roy Henshaw vs Cy Blanton | Fourth | 2½ out |
| Thursday, April 23 |
| » Defeated Pirates (3-3), 2-1 | Wrigley Field (2-2) | 4-4 | |
| » Starters: Ralph Birkofer vs Larry French | Fourth | 2½ out |
| Friday, April 24 |
| » Defeated Pirates (3-4), 6-1 | Wrigley Field (3-2) | 5-4 | Won 2 |
| » Starters: Cy Blanton vs Lon Warneke | Second | 1½ out |
| Future Cub Glen Hobbie is born in Witt, IL. |
| Saturday, April 25 |
| » Lost to Reds (6-4), 5-3 | Crosley Field (0-1) | 5-5 | |
| » Starters: Bill Lee vs Gene Schott | Fourth | 2½ out |
| Sunday, April 26 |
| » Defeated Reds (6-5), 5-0 | Crosley Field (1-1) | 6-5 | |
| » Starters: Tex Carleton vs Lee Stine | Second | 2 out |
| Monday, April 27 |
| » Lost to Reds (7-5), 5-4 | Crosley Field (1-2) | 6-6 | |
| » Starters: Larry French vs Al Hollingsworth | Third | 2½ out |
| Wednesday, April 29 |
| » Defeated Dodgers (6-7), 1-0 | Wrigley Field (4-2) | 7-6 | |
| » Starters: Van Mungo vs Bill Lee | Second | 1½ out |
| Thursday, April 30 |
| » Defeated Dodgers (6-8), 2-1 | Wrigley Field (5-2) | 8-6 | Won 2 |
| » Starters: Ed Brandt vs Tex Carleton | Second | ½ out |
| Saturday, May 2 |
| » Defeated Giants (8-6), 5-4 | Wrigley Field (6-2) | 9-6 | Won 3 |
| » Starters: Hal Schumacher vs Larry French | Second | 1 out |
| Sunday, May 3 |
| » Lost to Phillies (9-10), 8-5 | Wrigley Field (6-3) | 9-7 | |
| » Starters: Curt Davis vs Lon Warneke | Third | 1 out |
| Tuesday, May 5 |
| » Defeated Phillies (9-11), 5-4 | Wrigley Field (7-3) | 10-7 | |
| » Starters: Joe Bowman vs Bill Lee | First | -- |
| Wednesday, May 6 |
| » Defeated Braves (8-10), 8-6 | Wrigley Field (8-3) | 11-7 | Won 2 |
| » Starters: Wayne Osborne vs Tex Carleton | First | -- |
| Thursday, May 7 |
| » Defeated Braves (8-11), 9-8 | Wrigley Field (9-3) | 12-7 | Won 3 |
| » Starters: Tiny Chaplin vs Charlie Root | First | -- |
| Friday, May 8 |
| » Lost to Cardinals (12-7), 11-9 | Wrigley Field (9-4) | 12-8 | |
| » Starters: Bill Hallahan vs Larry French | Second | ½ out |
| Saturday, May 9 |
| » Lost to Cardinals (13-7), 4-2 | Wrigley Field (9-5) | 12-9 | Lost 2 |
| » Starters: Roy Parmelee vs Lon Warneke | Third | 1½ out |
| Sunday, May 10 |
| » Lost to Cardinals (14-7), 5-1 | Wrigley Field (9-6) | 12-10 | Lost 3 |
| » Starters: Paul Dean vs Tex Carleton | Third | 2½ out |
| Tuesday, May 12 |
| » Lost to Giants (13-10), 5-4 | Polo Grounds V (0-1) | 12-11 | Lost 4 |
| » Starters: Larry French vs Slick Castleman | Fourth | 2½ out |
| Thursday, May 14 |
| » Lost to Giants (14-10), 5-0 | Polo Grounds V (0-2) | 12-12 | Lost 5 |
| » Starters: Lon Warneke vs Carl Hubbell | Fourth | 3½ out |
| Friday, May 15 |
| » Lost to Phillies (12-16), 11-6 | Baker Bowl (0-1) | 12-13 | Lost 6 |
| » Starters: Bill Lee vs Joe Bowman | Fourth | 3½ out |
| Saturday, May 16 |
| » Defeated Phillies (12-17), 7-3 | Baker Bowl (1-1) | 13-13 | |
| » Starters: Roy Henshaw vs Bucky Walters | Fourth | 3½ out |
| Monday, May 18 |
| » Defeated Braves (12-15), 7-2 | Braves Field (1-0) | 14-13 | Won 2 |
| » Starters: Tex Carleton vs Danny MacFayden | Third | 4 out |
| Tuesday, May 19 |
| » Lost to Braves (13-15), 6-5 | Braves Field (1-1) | 14-14 | |
| » Starters: Lon Warneke vs Ray Benge | Fourth | 4½ out |
| Wednesday, May 20 |
| » Lost to Dodgers (12-18), 11-2 | Ebbets Field (0-1) | 14-15 | Lost 2 |
| » Starters: Bill Lee vs Van Mungo | Fifth | 5 out |
| Thursday, May 21 |
| » Defeated Dodgers (12-19), 4-0 | Ebbets Field (1-1) | 15-15 | |
| » Starters: Roy Henshaw vs Fred Frankhouse | Fourth | 4½ out |
| Saturday, May 23 |
| » Defeated Cardinals (20-11), 7-2 | Sportsman's Park III (3-1) | 16-15 | Won 2 |
| » Starters: Lon Warneke vs Bill Walker | Third | 4 out |
| Sunday, May 24 |
| » Lost to Cardinals (21-11), 7-1 | Sportsman's Park III (3-2) | 16-16 | |
| » Starters: Curt Davis vs Roy Parmelee | Third | 5 out |
| Monday, May 25 |
| » Lost to Cardinals (22-11), 2-1 | Sportsman's Park III (3-3) | 16-17 | Lost 2 |
| » Starters: Bill Lee vs Paul Dean | Fifth | 6 out |
| Tuesday, May 26 |
| » Defeated Reds (17-19), 10-4 | Wrigley Field (10-6) | 17-17 | |
| » Starters: Lee Stine vs Roy Henshaw | Third | 6½ out |
| Wednesday, May 27 |
| » Lost to Reds (18-19), 5-3 | Wrigley Field (10-7) | 17-18 | |
| » Starters: Paul Derringer vs Larry French | Third | 6½ out |
| Thursday, May 28 |
| » Defeated Reds (18-20), 11-5 | Wrigley Field (11-7) | 18-18 | |
| » Starters: Al Hollingsworth vs Lon Warneke | Fourth | 5½ out |
| Friday, May 29 |
| » Defeated Reds (18-21), 8-1 | Wrigley Field (12-7) | 19-18 | Won 2 |
| » Starters: Gene Schott vs Curt Davis | Third | 5½ out |
| Saturday, May 30 |
| » Lost to Pirates (20-19), 7-5 | Wrigley Field (12-8) | 19-19 | |
| » Starters: Red Lucas vs Bill Lee | Fourth | 6½ out |
| » Lost to Pirates (21-19), 11-7 | Wrigley Field (12-9) | 19-20 | Lost 2 |
| » Starters: Ralph Birkofer vs Roy Henshaw | Fourth | 6½ out |
| Sunday, May 31 |
| » Defeated Pirates (21-20), 8-7 | Wrigley Field (13-9) | 20-20 | |
| » Starters: Cy Blanton vs Larry French | Fourth | 6½ out |
| Wednesday, June 3 |
| » Lost to Giants (26-17), 3-0 | Wrigley Field (13-10) | 20-21 | |
| » Starters: Hal Schumacher vs Curt Davis | Fourth | 8 out |
| Thursday, June 4 |
| » Defeated Giants (26-18), 8-5 | Wrigley Field (14-10) | 21-21 | |
| » Starters: Slick Castleman vs Lon Warneke | Fourth | 7 out |
| Friday, June 5 |
| » Defeated Dodgers (19-28), 12-3 | Wrigley Field (15-10) | 22-21 | Won 2 |
| » Starters: Van Mungo vs Bill Lee | Fourth | 7 out |
| Saturday, June 6 |
| » Defeated Dodgers (19-29), 10-4 | Wrigley Field (16-10) | 23-21 | Won 3 |
| » Starters: Watty Clark vs Tex Carleton | Third | 5½ out |
| Sunday, June 7 |
| » Defeated Dodgers (19-30), 4-3 | Wrigley Field (17-10) | 24-21 | Won 4 |
| » Starters: Tom Baker vs Curt Davis | Third | 5½ out |
| Monday, June 8 |
| » Defeated Phillies (19-31), 3-0 | Wrigley Field (18-10) | 25-21 | Won 5 |
| » Starters: Bucky Walters vs Larry French | Third | 5 out |
| Tuesday, June 9 |
| » Defeated Phillies (19-32), 6-3 | Wrigley Field (19-10) | 26-21 | Won 6 |
| » Starters: Hal Kelleher vs Roy Henshaw | Third | 5 out |
| Wednesday, June 10 |
| » Defeated Phillies (19-33), 4-3 | Wrigley Field (20-10) | 27-21 | Won 7 |
| » Starters: Fabian Kowalik vs Lon Warneke | Third | 4½ out |
| Thursday, June 11 |
| » Defeated Braves (24-28), 6-4 | Wrigley Field (21-10) | 28-21 | Won 8 |
| » Starters: Ray Benge vs Bill Lee | Second | 3½ out |
| Friday, June 12 |
| » Defeated Braves (24-29), 17-1 | Wrigley Field (22-10) | 29-21 | Won 9 |
| » Starters: Danny MacFayden vs Tex Carleton | Second | 3½ out |
| Saturday, June 13 |
| » Defeated Braves (24-30), 7-2 | Wrigley Field (23-10) | 30-21 | Won 10 |
| » Starters: Ben Cantwell vs Curt Davis | Second | 3½ out |
| Sunday, June 14 |
| » Defeated Braves (24-31), 3-1 | Wrigley Field (24-10) | 31-21 | Won 11 |
| » Starters: Johnny Lanning vs Lon Warneke | Second | 3½ out |
| Tuesday, June 16 |
| » Defeated Phillies (20-37), 4-1 | Baker Bowl (2-1) | 32-21 | Won 12 |
| » Starters: Larry French vs Fabian Kowalik | Second | 2½ out |
| Wednesday, June 17 |
| » Defeated Phillies (20-38), 5-3 | Baker Bowl (3-1) | 33-21 | Won 13 |
| » Starters: Roy Henshaw vs Bucky Walters | Second | 2 out |
| Saturday, June 20 |
| » Defeated Dodgers (20-40), 6-4 | Ebbets Field (2-1) | 34-21 | Won 14 |
| » Starters: Bill Lee vs Watty Clark | Second | 2 out |
| » Major-league debuts: Johnny Hudson (Dodgers) |
| Sunday, June 21 |
| » Defeated Dodgers (20-41), 7-2 | Ebbets Field (3-1) | 35-21 | Won 15 |
| » Starters: Curt Davis vs Ed Brandt | Second | 1½ out |
| » Lost to Dodgers (21-41), 6-4 | Ebbets Field (3-2) | 35-22 | |
| » Starters: Lon Warneke vs Van Mungo | Second | 1½ out |
| Monday, June 22 |
| » Lost to Braves (30-33), 5-1 | Braves Field (1-2) | 35-23 | Lost 2 |
| » Starters: Tex Carleton vs Ray Benge | Second | 1½ out |
| Tuesday, June 23 |
| » Defeated Braves (30-34), 8-6 | Braves Field (2-2) | 36-23 | |
| » Starters: Charlie Root vs Bob Smith | Second | 1½ out |
| Thursday, June 25 |
| » Defeated Braves (30-35), 1-0 | Braves Field (3-2) | 37-23 | Won 2 |
| » Starters: Bill Lee vs Tiny Chaplin | Second | 1½ out |
| » Defeated Braves (30-36), 8-4 | Braves Field (4-2) | 38-23 | Won 3 |
| » Starters: Tex Carleton vs Johnny Lanning | Second | 1½ out |
| Friday, June 26 |
| » Defeated Giants (36-28), 3-1 | Polo Grounds V (1-2) | 39-23 | Won 4 |
| » Starters: Curt Davis vs Hal Schumacher | Second | 1½ out |
| Saturday, June 27 |
| » Lost to Giants (37-28), 11-2 | Polo Grounds V (1-3) | 39-24 | |
| » Starters: Lon Warneke vs Harry Gumbert | Second | 1 out |
| Sunday, June 28 |
| » Defeated Giants (37-29), 3-0 | Polo Grounds V (2-3) | 40-24 | |
| » Starters: Larry French vs Carl Hubbell | First | -- |
| » Defeated Giants (37-30), 6-0 | Polo Grounds V (3-3) | 41-24 | Won 2 |
| » Starters: Bill Lee vs Dick Coffman | First | -- |
| Monday, June 29 |
| » Lost to Reds (36-30), 4-3 | Crosley Field (1-3) | 41-25 | |
| » Starters: Curt Davis vs Paul Derringer | First | -- |
| Wednesday, July 1 |
| Future Cub Dick Drott is born in Cincinnati, OH. |
| Thursday, July 2 |
| » Defeated Reds (36-31), 8-6 | Crosley Field (2-3) | 42-25 | |
| » Starters: Tex Carleton vs Al Hollingsworth | Second | 1½ out |
| Saturday, July 4 |
| » Defeated Pirates (39-33), 3-2 | Forbes Field (1-1) | 43-25 | Won 2 |
| » Starters: Larry French vs Cy Blanton | First | -- |
| » Lost to Pirates (40-33), 7-4 | Forbes Field (1-2) | 43-26 | |
| » Starters: Bill Lee vs Mace Brown | First | -- |
| Sunday, July 5 |
| » Lost to Pirates (41-33), 4-2 | Forbes Field (1-3) | 43-27 | Lost 2 |
| » Starters: Lon Warneke vs Bill Swift | Second | 2 out |
| Thursday, July 9 |
| » Defeated Dodgers (24-51), 4-3 | Wrigley Field (25-10) | 44-27 | |
| » Starters: Van Mungo vs Tex Carleton | Second | 1½ out |
| » Defeated Dodgers (24-52), 5-4 | Wrigley Field (26-10) | 45-27 | Won 2 |
| » Starters: Ed Brandt vs Bill Lee | Second | 1½ out |
| Friday, July 10 |
| » Defeated Dodgers (24-53), 6-2 | Wrigley Field (27-10) | 46-27 | Won 3 |
| » Starters: Fred Frankhouse vs Curt Davis | Second | 1½ out |
| Saturday, July 11 |
| » Lost to Dodgers (25-53), 5-3 | Wrigley Field (27-11) | 46-28 | |
| » Starters: George Earnshaw vs Roy Henshaw | Second | 1½ out |
| Sunday, July 12 |
| » Defeated Giants (39-38), 4-2 | Wrigley Field (28-11) | 47-28 | |
| » Starters: Hal Schumacher vs Larry French | Second | 1½ out |
| » Lost to Giants (40-38), 8-6 | Wrigley Field (28-12) | 47-29 | |
| » Starters: Harry Gumbert vs Lon Warneke | Second | 1½ out |
| Monday, July 13 |
| » Defeated Giants (40-39), 1-0 | Wrigley Field (29-12) | 48-29 | |
| » Starters: Carl Hubbell vs Bill Lee | First | -- |
| Tuesday, July 14 |
| » Defeated Giants (40-40), 6-1 | Wrigley Field (30-12) | 49-29 | Won 2 |
| » Starters: Hal Schumacher vs Curt Davis | First | -- |
| Wednesday, July 15 |
| » Defeated Braves (39-43), 2-0 | Wrigley Field (31-12) | 50-29 | Won 3 |
| » Starters: Ray Benge vs Tex Carleton | First | -- |
| Thursday, July 16 |
| » Defeated Braves (39-44), 1-0 | Wrigley Field (32-12) | 51-29 | Won 4 |
| » Starters: Ben Cantwell vs Lon Warneke | First | -- |
| Friday, July 17 |
| » Lost to Braves (40-44), 5-1 | Wrigley Field (32-13) | 51-30 | |
| » Starters: Bob Smith vs Curt Davis | First | -- |
| Saturday, July 18 |
| » Defeated Phillies (32-51), 8-6 | Wrigley Field (33-13) | 52-30 | |
| » Starters: Fabian Kowalik vs Roy Henshaw | First | -- |
| Sunday, July 19 |
| » Defeated Phillies (32-52), 2-1 | Wrigley Field (34-13) | 53-30 | Won 2 |
| » Starters: Bucky Walters vs Bill Lee | First | -- |
| » Lost to Phillies (33-52), 4-1 | Wrigley Field (34-14) | 53-31 | |
| » Starters: Claude Passeau vs Tex Carleton | First | -- |
| Tuesday, July 21 |
| » Defeated Dodgers (30-56), 5-3 | Ebbets Field (4-2) | 54-31 | |
| » Starters: Lon Warneke vs Ed Brandt | First | -- |
| Wednesday, July 22 |
| » Defeated Dodgers (30-57), 3-2 | Ebbets Field (5-2) | 55-31 | Won 2 |
| » Starters: Larry French vs Van Mungo | First | -- |
| Thursday, July 23 |
| » Lost to Dodgers (31-57), 6-5 | Ebbets Field (5-3) | 55-32 | |
| » Starters: Bill Lee vs Fred Frankhouse | First | -- |
| Saturday, July 25 |
| » Defeated Phillies (34-55), 17-4 | Baker Bowl (4-1) | 56-32 | |
| » Starters: Curt Davis vs Bucky Walters | First | -- |
| Sunday, July 26 |
| » Lost to Phillies (35-55), 4-0 | Baker Bowl (4-2) | 56-33 | |
| » Starters: Larry French vs Bucky Walters | First | -- |
| » Defeated Phillies (35-56), 18-5 | Baker Bowl (5-2) | 57-33 | |
| » Starters: Lon Warneke vs Joe Bowman | First | -- |
| Tuesday, July 28 |
| » Lost to Phillies (36-56), 5-3 | Baker Bowl (5-3) | 57-34 | |
| » Starters: Roy Henshaw vs Claude Passeau | First | -- |
| » Major-league debuts: Stan Sperry (Phillies) |
| Wednesday, July 29 |
| » Lost to Giants (52-44), 7-2 | Polo Grounds V (3-4) | 57-35 | Lost 2 |
| » Starters: Bill Lee vs Frank Gabler | First | -- |
| Thursday, July 30 |
| » Lost to Giants (53-44), 3-1 | Polo Grounds V (3-5) | 57-36 | Lost 3 |
| » Starters: Curt Davis vs Carl Hubbell | First | -- |
| Friday, July 31 |
| » Defeated Giants (53-45), 3-1 | Polo Grounds V (4-5) | 58-36 | |
| » Starters: Larry French vs Harry Gumbert | First | -- |
| Saturday, August 1 |
| » Defeated Braves (45-53), 1-0 | Braves Field (5-2) | 59-36 | Won 2 |
| » Starters: Tex Carleton vs Johnny Lanning | First | -- |
| Sunday, August 2 |
| » Lost to Braves (46-53), 4-3 | Braves Field (5-3) | 59-37 | |
| » Starters: Bill Lee vs Danny MacFayden | First | -- |
| » Lost to Braves (47-53), 3-2 | Braves Field (5-4) | 59-38 | Lost 2 |
| » Starters: Lon Warneke vs Ben Cantwell | First | -- |
| Tuesday, August 4 |
| » Lost to Cardinals (61-39), 6-1 | Wrigley Field (34-15) | 59-39 | Lost 3 |
| » Starters: Jim Winford vs Curt Davis | Second | 1 out |
| Wednesday, August 5 |
| » Lost to Cardinals (62-39), 4-1 | Wrigley Field (34-16) | 59-40 | Lost 4 |
| » Starters: Roy Parmelee vs Tex Carleton | Second | 2 out |
| Thursday, August 6 |
| » Lost to Cardinals (63-39), 3-2 | Wrigley Field (34-17) | 59-41 | Lost 5 |
| » Starters: Dizzy Dean vs Bill Lee | Second | 3 out |
| Friday, August 7 |
| » Defeated Cardinals (63-40), 14-5 | Wrigley Field (35-17) | 60-41 | |
| » Starters: George Earnshaw vs Lon Warneke | Second | 2 out |
| Saturday, August 8 |
| » Defeated Pirates (53-50), 3-2 | Wrigley Field (36-17) | 61-41 | Won 2 |
| » Starters: Bill Swift vs Larry French | Second | 2 out |
| Sunday, August 9 |
| » Defeated Pirates (53-51), 9-2 | Wrigley Field (37-17) | 62-41 | Won 3 |
| » Starters: Mace Brown vs Bill Lee | First | -- |
| » Defeated Pirates (53-52), 10-1 | Wrigley Field (38-17) | 63-41 | Won 4 |
| » Starters: Ralph Birkofer vs Curt Davis | First | -- |
| Monday, August 10 |
| » Lost to Cardinals (65-42), 7-3 | Sportsman's Park III (3-4) | 63-42 | |
| » Starters: Lon Warneke vs Dizzy Dean | Second | 1 out |
| Tuesday, August 11 |
| » Defeated Cardinals (65-43), 6-4 | Sportsman's Park III (4-4) | 64-42 | |
| » Starters: Tex Carleton vs Roy Parmelee | First | -- |
| Wednesday, August 12 |
| » Lost to Cardinals (66-43), 5-3 | Sportsman's Park III (4-5) | 64-43 | |
| » Starters: Larry French vs Si Johnson | Second | 1 out |
| Future Cub Ellis Burton is born in Los Angeles, CA. |
| Friday, August 14 |
| » Defeated Reds (52-57), 7-5 | Crosley Field (3-3) | 65-43 | |
| » Starters: Curt Davis vs Peaches Davis | Second | ½ out |
| Saturday, August 15 |
| » Lost to Reds (53-57), 5-4 | Crosley Field (3-4) | 65-44 | |
| » Starters: Bill Lee vs Benny Frey | Second | ½ out |
| Former Cub Lew Richie dies in South Mountain, PA at the age of 53. |
| Sunday, August 16 |
| » Lost to Reds (54-57), 4-3 | Crosley Field (3-5) | 65-45 | Lost 2 |
| » Starters: Lon Warneke vs Bill Hallahan | Third | 2½ out |
| » Lost to Reds (55-57), 5-4 | Crosley Field (3-6) | 65-46 | Lost 3 |
| » Starters: Tex Carleton vs Paul Derringer | Third | 2½ out |
| Monday, August 17 |
| Future Cub John Buzhardt is born in Prosperity, SC. |
| Tuesday, August 18 |
| » Defeated Pirates (57-56), 5-4 | Forbes Field (2-3) | 66-46 | |
| » Starters: Larry French vs Cy Blanton | Third | 3 out |
| » Lost to Pirates (58-56), 3-1 | Forbes Field (2-4) | 66-47 | |
| » Starters: Bill Lee vs Waite Hoyt | Third | 3 out |
| Wednesday, August 19 |
| » Lost to Pirates (59-56), 5-4 | Forbes Field (2-5) | 66-48 | Lost 2 |
| » Starters: Roy Henshaw vs Jim Weaver | Third | 3½ out |
| Thursday, August 20 |
| » Lost to Pirates (60-56), 8-7 | Forbes Field (2-6) | 66-49 | Lost 3 |
| » Starters: Tex Carleton vs Russ Bauers | Third | 4½ out |
| » Major-league debuts: Russ Bauers (Pirates) |
| Friday, August 21 |
| » Defeated Reds (55-60), 7-2 | Wrigley Field (39-17) | 67-49 | |
| » Starters: Bill Hallahan vs Bill Lee | Third | 3½ out |
| Saturday, August 22 |
| » Lost to Reds (56-60), 6-4 | Wrigley Field (39-18) | 67-50 | |
| » Starters: Paul Derringer vs Tex Carleton | Third | 4½ out |
| Sunday, August 23 |
| » Defeated Reds (56-61), 7-0 | Wrigley Field (40-18) | 68-50 | |
| » Starters: Benny Frey vs Larry French | Third | 4½ out |
| Monday, August 24 |
| » Defeated Reds (56-62), 2-1 | Wrigley Field (41-18) | 69-50 | Won 2 |
| » Starters: Gene Schott vs Lon Warneke | Second | 3½ out |
| Wednesday, August 26 |
| » Defeated Phillies (41-77), 4-2 | Wrigley Field (42-18) | 70-50 | Won 3 |
| » Starters: Claude Passeau vs Bill Lee | Third | 3½ out |
| » Defeated Phillies (41-78), 7-4 | Wrigley Field (43-18) | 71-50 | Won 4 |
| » Starters: Joe Bowman vs Larry French | Third | 3½ out |
| Thursday, August 27 |
| » Defeated Phillies (41-79), 1-0 | Wrigley Field (44-18) | 72-50 | Won 5 |
| » Starters: Syl Johnson vs Roy Henshaw | Second | 3 out |
| Friday, August 28 |
| » Defeated Braves (57-65), 18-3 | Wrigley Field (45-18) | 73-50 | Won 6 |
| » Starters: Bob Smith vs Tex Carleton | Second | 3 out |
| Saturday, August 29 |
| » Lost to Braves (58-65), 6-4 | Wrigley Field (45-19) | 73-51 | |
| » Starters: Johnny Lanning vs Charlie Root | Second | 3 out |
| Sunday, August 30 |
| » Lost to Giants (76-47), 6-1 | Wrigley Field (45-20) | 73-52 | Lost 2 |
| » Starters: Carl Hubbell vs Bill Lee | Third | 5 out |
| » Lost to Giants (77-47), 8-6 | Wrigley Field (45-21) | 73-53 | Lost 3 |
| » Starters: Hal Schumacher vs Larry French | Third | 5 out |
| Monday, August 31 |
| » Defeated Giants (77-48), 1-0 | Wrigley Field (46-21) | 74-53 | |
| » Starters: Frank Gabler vs Lon Warneke | Third | 4 out |
| Tuesday, September 1 |
| » Lost to Giants (78-48), 7-4 | Wrigley Field (46-22) | 74-54 | |
| » Starters: Freddie Fitzsimmons vs Curt Davis | Third | 5 out |
| Wednesday, September 2 |
| » Defeated Dodgers (51-75), 4-0 | Wrigley Field (47-22) | 75-54 | |
| » Starters: Max Butcher vs Tex Carleton | Third | 4 out |
| Thursday, September 3 |
| » Lost to Dodgers (52-75), 1-0 | Wrigley Field (47-23) | 75-55 | |
| » Starters: Van Mungo vs Bill Lee | Third | 5 out |
| Future Cub Steve Boros is born in Flint, MI. |
| Friday, September 4 |
| » Defeated Pirates (68-63), 8-0 | Forbes Field (3-6) | 76-55 | |
| » Starters: Larry French vs Bill Swift | Third | 4½ out |
| Saturday, September 5 |
| » Lost to Pirates (69-63), 1-0 | Forbes Field (3-7) | 76-56 | |
| » Starters: Roy Henshaw vs Cy Blanton | Third | 4 out |
| Sunday, September 6 |
| » Lost to Pirates (70-63), 5-4 | Forbes Field (3-8) | 76-57 | Lost 2 |
| » Starters: Curt Davis vs Jim Weaver | Third | 4 out |
| Monday, September 7 |
| » Lost to Reds (66-66), 6-2 | Crosley Field (3-7) | 76-58 | Lost 3 |
| » Starters: Tex Carleton vs Paul Derringer | Third | 6 out |
| » Lost to Reds (67-66), 8-4 | Crosley Field (3-8) | 76-59 | Lost 4 |
| » Starters: Lon Warneke vs Gene Schott | Third | 6 out |
| Wednesday, September 9 |
| » Defeated Phillies (44-89), 10-3 | Baker Bowl (6-3) | 77-59 | |
| » Starters: Larry French vs Ray Benge | Third | 6 out |
| » Lost to Phillies (45-89), 5-4 | Baker Bowl (6-4) | 77-60 | |
| » Starters: Roy Henshaw vs Pete Sivess | Third | 6 out |
| Thursday, September 10 |
| » Defeated Phillies (45-90), 3-2 | Baker Bowl (7-4) | 78-60 | |
| » Starters: Bill Lee vs Bucky Walters | Third | 5 out |
| Friday, September 11 |
| » Lost to Giants (83-54), 5-1 | Polo Grounds V (4-6) | 78-61 | |
| » Starters: Curt Davis vs Carl Hubbell | Third | 6 out |
| Saturday, September 12 |
| » Defeated Giants (83-55), 6-0 | Polo Grounds V (5-6) | 79-61 | |
| » Starters: Lon Warneke vs Hal Schumacher | Third | 5 out |
| Sunday, September 13 |
| » Lost to Dodgers (59-80), 6-3 | Ebbets Field (5-4) | 79-62 | |
| » Starters: Larry French vs Ed Brandt | Third | 5 out |
| » Defeated Dodgers (59-81), 9-7 | Ebbets Field (6-4) | 80-62 | |
| » Starters: Tex Carleton vs Max Butcher | Third | 5 out |
| Monday, September 14 |
| » Lost to Dodgers (60-81), 2-1 | Ebbets Field (6-5) | 80-63 | |
| » Starters: Roy Henshaw vs Van Mungo | Third | 6 out |
| Wednesday, September 16 |
| » Defeated Braves (64-77), 3-2 | Braves Field (6-4) | 81-63 | |
| » Starters: Tex Carleton vs Johnny Lanning | Third | 5 out |
| » Defeated Braves (64-78), 4-2 | Braves Field (7-4) | 82-63 | Won 2 |
| » Starters: Bill Lee vs Bob Smith | Third | 5 out |
| Friday, September 18 |
| » Defeated Cardinals (82-63), 3-0 | Wrigley Field (48-23) | 83-63 | Won 3 |
| » Starters: Roy Parmelee vs Lon Warneke | Second | 5 out |
| Saturday, September 19 |
| » Lost to Cardinals (83-63), 9-6 | Wrigley Field (48-24) | 83-64 | |
| » Starters: Bill McGee vs Larry French | Third | 6 out |
| Sunday, September 20 |
| » Defeated Cardinals (83-64), 4-3 | Wrigley Field (49-24) | 84-64 | |
| » Starters: Dizzy Dean vs Bill Lee | Second | 6 out |
| Monday, September 21 |
| » Lost to Cardinals (84-64), 5-4 | Wrigley Field (49-25) | 84-65 | |
| » Starters: Jim Winford vs Tex Carleton | Third | 6½ out |
| Tuesday, September 22 |
| » Defeated Pirates (82-68), 11-4 | Wrigley Field (50-25) | 85-65 | |
| » Starters: Waite Hoyt vs Larry French | Third | 5 out |
| Wednesday, September 23 |
| » Lost to Pirates (83-68), 7-6 | Wrigley Field (50-26) | 85-66 | |
| » Starters: Bill Swift vs Roy Henshaw | Third | 6 out |
| Thursday, September 24 |
| » Lost to Pirates (84-68), 4-0 | Wrigley Field (50-27) | 85-67 | Lost 2 |
| » Starters: Cy Blanton vs Larry French | Third | 6½ out |
| Saturday, September 26 |
| » Defeated Cardinals (87-66), 12-2 | Sportsman's Park III (5-5) | 86-67 | |
| » Starters: Bill Lee vs Jim Winford | Third | 6 out |
| Sunday, September 27 |
| » Defeated Cardinals (87-67), 6-3 | Sportsman's Park III (6-5) | 87-67 | Won 2 |
| » Starters: Lon Warneke vs Dizzy Dean | Second | 5 out |
| » Major-league debuts: Walter Alston (Cardinals) |
| Saturday, October 3 |
| Future Cub Jack Lamabe is born in Farmingdale, NY. |
| Friday, November 27 |
| Former Cub Shad Barry dies in Los Angeles, CA at the age of 59. |
| Sunday, December 13 |
| Future Cub J.C. Martin is born in Axton, VA. |
Game information provided by Retrosheet (www.retrosheet.org) |