| Saturday, January 12 |
| Future Cub Bob Thorpe is born in San Diego, CA. |
| Sunday, February 3 |
| Future Cub Don Kaiser is born in Byng, OK. |
| Friday, March 22 |
| Future Cub Gene Oliver is born in Moline, IL. |
| Tuesday, April 2 |
| Former Cub Brad Hogg dies in Buena Vista, GA at the age of 47. |
| Sunday, April 14 |
| Future Cub Marty Keough is born in Oakland, CA. |
| Tuesday, April 16 |
| » Defeated Cardinals (0-1), 4-3 | Wrigley Field (1-0) | 1-0 | |
| » Starters: Dizzy Dean vs Lon Warneke | First | -- |
| » Major-league debuts: Ray Harrell and Terry Moore (Cardinals) |
| Thursday, April 18 |
| » Lost to Cardinals (1-1), 1-0 | Wrigley Field (1-1) | 1-1 | |
| » Starters: Paul Dean vs Larry French | Third | ½ out |
| Friday, April 19 |
| » Lost to Reds (3-1), 4-0 | Wrigley Field (1-2) | 1-2 | Lost 2 |
| » Starters: Si Johnson vs Bill Lee | Fourth | 1½ out |
| » Major-league debuts: Clay Bryant (Cubs) |
| Saturday, April 20 |
| » Defeated Reds (3-2), 4-3 | Wrigley Field (2-2) | 2-2 | |
| » Starters: Danny MacFayden vs Tex Carleton | Second | ½ out |
| Sunday, April 21 |
| » Lost to Reds (4-2), 8-4 | Wrigley Field (2-3) | 2-3 | |
| » Starters: Paul Derringer vs Roy Henshaw | Fourth | 1½ out |
| » Major-league debuts: Ken O'Dea (Cubs) |
| Tuesday, April 23 |
| » Lost to Cardinals (4-2), 9-5 | Sportsman's Park III (0-1) | 2-4 | Lost 2 |
| » Starters: Larry French vs Paul Dean | Sixth | 2½ out |
| Wednesday, April 24 |
| » Defeated Cardinals (4-3), 7-6 | Sportsman's Park III (1-1) | 3-4 | |
| » Starters: Lon Warneke vs Ray Harrell | Fifth | 2½ out |
| Thursday, April 25 |
| » Defeated Cardinals (4-4), 7-5 | Sportsman's Park III (2-1) | 4-4 | Won 2 |
| » Starters: Charlie Root vs Nub Kleinke | Fourth | 2½ out |
| » Major-league debuts: Ed Heusser (Cardinals) |
| Friday, April 26 |
| » Defeated Reds (5-5), 3-2 | Crosley Field (1-0) | 5-4 | Won 3 |
| » Starters: Tex Carleton vs Si Johnson | Third | 2½ out |
| Saturday, April 27 |
| » Lost to Reds (6-5), 2-1 | Crosley Field (1-1) | 5-5 | |
| » Starters: Larry French vs Paul Derringer | Fourth | 2 out |
| Sunday, April 28 |
| » Defeated Reds (6-6), 4-1 | Crosley Field (2-1) | 6-5 | |
| » Starters: Bill Lee vs Danny MacFayden | Third | 2 out |
| Monday, April 29 |
| » Defeated Pirates (6-7), 12-11 | Wrigley Field (3-3) | 7-5 | Won 2 |
| » Starters: Waite Hoyt vs Lon Warneke | Third | 1½ out |
| » Major-league debuts: Hugh Casey and Walter Stephenson (Cubs) |
| Tuesday, April 30 |
| » Defeated Pirates (6-8), 3-0 | Wrigley Field (4-3) | 8-5 | Won 3 |
| » Starters: Ralph Birkofer vs Roy Henshaw | Third | 1½ out |
| Wednesday, May 8 |
| » Lost to Giants (10-3), 3-1 | Polo Grounds V (0-1) | 8-6 | |
| » Starters: Lon Warneke vs Roy Parmelee | Third | 3½ out |
| » Lost to Giants (11-3), 6-2 | Polo Grounds V (0-2) | 8-7 | Lost 2 |
| » Starters: Bill Lee vs Slick Castleman | Third | 3½ out |
| Thursday, May 9 |
| » Defeated Braves (6-11), 5-1 | Braves Field (1-0) | 9-7 | |
| » Starters: Tex Carleton vs Huck Betts | Third | 3½ out |
| Saturday, May 11 |
| » Defeated Braves (6-12), 14-7 | Braves Field (2-0) | 10-7 | Won 2 |
| » Starters: Larry French vs Bob Smith | Third | 3 out |
| » Major-league debuts: Ray Mueller (Braves) |
| Sunday, May 12 |
| » Defeated Braves (6-13), 4-1 | Braves Field (3-0) | 11-7 | Won 3 |
| » Starters: Lon Warneke vs Ed Brandt | Third | 3 out |
| Monday, May 13 |
| » Defeated Dodgers (14-8), 3-2 | Ebbets Field (1-0) | 12-7 | Won 4 |
| » Starters: Bill Lee vs Watty Clark | Third | 2 out |
| Wednesday, May 15 |
| » Defeated Dodgers (14-9), 8-4 | Ebbets Field (2-0) | 13-7 | Won 5 |
| » Starters: Tex Carleton vs Johnny Babich | Third | 2 out |
| » Lost to Dodgers (15-9), 3-1 | Ebbets Field (2-1) | 13-8 | |
| » Starters: Charlie Root vs Dutch Leonard | Third | 2 out |
| Friday, May 17 |
| » Defeated Phillies (5-16), 5-0 | Wrigley Field (5-3) | 14-8 | |
| » Starters: Jim Bivin vs Larry French | Third | 1 out |
| Saturday, May 18 |
| » Lost to Phillies (6-16), 1-0 | Wrigley Field (5-4) | 14-9 | |
| » Starters: Bucky Walters vs Roy Henshaw | Third | 2 out |
| Sunday, May 19 |
| » Lost to Phillies (7-16), 3-2 | Wrigley Field (5-5) | 14-10 | Lost 2 |
| » Starters: Ray Prim vs Lon Warneke | Third | 3 out |
| Monday, May 20 |
| » Defeated Braves (7-17), 5-0 | Wrigley Field (6-5) | 15-10 | |
| » Starters: Ed Brandt vs Bill Lee | Third | 2 out |
| Tuesday, May 21 |
| » Lost to Braves (8-17), 4-1 | Wrigley Field (6-6) | 15-11 | |
| » Starters: Fred Frankhouse vs Tex Carleton | Third | 3 out |
| Thursday, May 23 |
| » Defeated Giants (19-9), 6-4 | Wrigley Field (7-6) | 16-11 | |
| » Starters: Freddie Fitzsimmons vs Larry French | Second | 2½ out |
| Friday, May 24 |
| » Lost to Giants (20-9), 13-0 | Wrigley Field (7-7) | 16-12 | |
| » Starters: Hal Schumacher vs Roy Henshaw | Third | 3½ out |
| Saturday, May 25 |
| » Lost to Giants (21-9), 3-2 | Wrigley Field (7-8) | 16-13 | Lost 2 |
| » Starters: Carl Hubbell vs Lon Warneke | Fourth | 4½ out |
| Sunday, May 26 |
| » Defeated Dodgers (19-15), 8-3 | Wrigley Field (8-8) | 17-13 | |
| » Starters: George Earnshaw vs Bill Lee | Second | 4½ out |
| Future Cub Eddie Haas is born in Paducah, KY. |
| Monday, May 27 |
| Future Cub Jerry Kindall is born in St. Paul, MN. |
| Thursday, May 30 |
| » Defeated Pirates (21-19), 6-4 | Forbes Field (1-0) | 18-13 | Won 2 |
| » Starters: Tex Carleton vs Cy Blanton | Third | 5½ out |
| » Lost to Pirates (22-19), 4-1 | Forbes Field (1-1) | 18-14 | |
| » Starters: Larry French vs Red Lucas | Third | 5½ out |
| Saturday, June 1 |
| » Lost to Cardinals (22-15), 4-3 | Wrigley Field (8-9) | 18-15 | Lost 2 |
| » Starters: Paul Dean vs Lon Warneke | Fourth | 7½ out |
| » Lost to Cardinals (23-15), 4-1 | Wrigley Field (8-10) | 18-16 | Lost 3 |
| » Starters: Phil Collins vs Bill Lee | Fourth | 7½ out |
| Sunday, June 2 |
| » Lost to Cardinals (24-15), 6-5 | Wrigley Field (8-11) | 18-17 | Lost 4 |
| » Starters: Bill Walker vs Tex Carleton | Fourth | 7½ out |
| Monday, June 3 |
| » Defeated Cardinals (24-16), 6-2 | Wrigley Field (9-11) | 19-17 | |
| » Starters: Ed Heusser vs Charlie Root | Fourth | 7 out |
| Tuesday, June 4 |
| » Defeated Reds (16-22), 10-2 | Wrigley Field (10-11) | 20-17 | Won 2 |
| » Starters: Si Johnson vs Roy Henshaw | Fourth | 6½ out |
| Wednesday, June 5 |
| » Defeated Reds (16-23), 5-2 | Wrigley Field (11-11) | 21-17 | Won 3 |
| » Starters: Gene Schott vs Larry French | Fourth | 6 out |
| Saturday, June 8 |
| » Lost to Cardinals (25-18), 5-4 | Sportsman's Park III (2-2) | 21-18 | |
| » Starters: Lon Warneke vs Paul Dean | Fifth | 7½ out |
| » Lost to Cardinals (26-18), 6-5 | Sportsman's Park III (2-3) | 21-19 | Lost 2 |
| » Starters: Bill Lee vs Bill Walker | Fifth | 7½ out |
| Sunday, June 9 |
| » Lost to Cardinals (27-18), 13-2 | Sportsman's Park III (2-4) | 21-20 | Lost 3 |
| » Starters: Charlie Root vs Dizzy Dean | Fifth | 8½ out |
| Tuesday, June 11 |
| » Lost to Phillies (15-26), 10-4 | Baker Bowl (0-1) | 21-21 | Lost 4 |
| » Starters: Roy Henshaw vs Syl Johnson | Fifth | 8 out |
| Wednesday, June 12 |
| » Defeated Phillies (15-27), 15-0 | Baker Bowl (1-1) | 22-21 | |
| » Starters: Larry French vs Jim Bivin | Fifth | 8½ out |
| » Lost to Phillies (16-27), 11-8 | Baker Bowl (1-2) | 22-22 | |
| » Starters: Tex Carleton vs Bucky Walters | Fifth | 8½ out |
| Thursday, June 13 |
| » Defeated Phillies (16-28), 12-6 | Baker Bowl (2-2) | 23-22 | |
| » Starters: Lon Warneke vs Euel Moore | Fourth | 8½ out |
| » Defeated Phillies (16-29), 9-7 | Baker Bowl (3-2) | 24-22 | Won 2 |
| » Starters: Bill Lee vs Orville Jorgens | Fourth | 8½ out |
| Friday, June 14 |
| » Lost to Phillies (17-29), 5-4 | Baker Bowl (3-3) | 24-23 | |
| » Starters: Fabian Kowalik vs Curt Davis | Fourth | 8½ out |
| Saturday, June 15 |
| » Defeated Dodgers (24-24), 9-4 | Ebbets Field (3-1) | 25-23 | |
| » Starters: Bill Lee vs Johnny Babich | Fourth | 8½ out |
| Sunday, June 16 |
| » Defeated Dodgers (24-25), 6-2 | Ebbets Field (4-1) | 26-23 | Won 2 |
| » Starters: Tex Carleton vs Van Mungo | Fourth | 8½ out |
| Monday, June 17 |
| » Defeated Dodgers (24-26), 5-3 | Ebbets Field (5-1) | 27-23 | Won 3 |
| » Starters: Larry French vs George Earnshaw | Fourth | 8½ out |
| Wednesday, June 19 |
| » Lost to Braves (17-34), 2-1 | Braves Field (3-1) | 27-24 | |
| » Starters: Lon Warneke vs Bob Smith | Fourth | 8½ out |
| » Defeated Braves (17-35), 3-0 | Braves Field (4-1) | 28-24 | |
| » Starters: Bill Lee vs Huck Betts | Fourth | 8½ out |
| Friday, June 21 |
| » Defeated Braves (17-36), 11-3 | Braves Field (5-1) | 29-24 | Won 2 |
| » Starters: Tex Carleton vs Fred Frankhouse | Fourth | 9 out |
| Saturday, June 22 |
| » Defeated Braves (17-37), 7-4 | Braves Field (6-1) | 30-24 | Won 3 |
| » Starters: Larry French vs Danny MacFayden | Fourth | 8 out |
| » Defeated Braves (17-38), 5-3 | Braves Field (7-1) | 31-24 | Won 4 |
| » Starters: Charlie Root vs Ben Cantwell | Fourth | 8 out |
| Sunday, June 23 |
| » Lost to Giants (39-15), 8-0 | Polo Grounds V (0-3) | 31-25 | |
| » Starters: Lon Warneke vs Freddie Fitzsimmons | Fourth | 9 out |
| Monday, June 24 |
| » Defeated Giants (39-16), 10-9 | Polo Grounds V (1-3) | 32-25 | |
| » Starters: Bill Lee vs Roy Parmelee | Fourth | 8 out |
| Tuesday, June 25 |
| » Lost to Giants (40-16), 3-2 | Polo Grounds V (1-4) | 32-26 | |
| » Starters: Larry French vs Slick Castleman | Fourth | 8 out |
| » Defeated Giants (40-17), 10-5 | Polo Grounds V (2-4) | 33-26 | |
| » Starters: Tex Carleton vs Carl Hubbell | Fourth | 8 out |
| Wednesday, June 26 |
| » Lost to Giants (41-17), 5-2 | Polo Grounds V (2-5) | 33-27 | |
| » Starters: Charlie Root vs Hal Schumacher | Fourth | 9 out |
| Friday, June 28 |
| » Defeated Pirates (38-28), 8-0 | Wrigley Field (12-11) | 34-27 | |
| » Starters: Jim Weaver vs Roy Henshaw | Fourth | 9 out |
| Saturday, June 29 |
| » Defeated Pirates (38-29), 1-0 | Wrigley Field (13-11) | 35-27 | Won 2 |
| » Starters: Waite Hoyt vs Larry French | Second | 7½ out |
| » Defeated Pirates (38-30), 2-1 | Wrigley Field (14-11) | 36-27 | Won 3 |
| » Starters: Red Lucas vs Lon Warneke | Second | 7½ out |
| Former Cub Jack O'Neill dies in Minooka, PA at the age of 63. |
| Sunday, June 30 |
| » Lost to Pirates (39-30), 9-7 | Wrigley Field (14-12) | 36-28 | |
| » Starters: Bill Swift vs Bill Lee | Third | 9 out |
| Future Cub Paul Toth is born in McRoberts, KY. |
| Monday, July 1 |
| » Defeated Reds (29-37), 8-4 | Crosley Field (3-1) | 37-28 | |
| » Starters: Clay Bryant vs Gene Schott | Second | 8½ out |
| Tuesday, July 2 |
| » Defeated Reds (29-38), 9-3 | Crosley Field (4-1) | 38-28 | Won 2 |
| » Starters: Tex Carleton vs Si Johnson | Second | 8½ out |
| Wednesday, July 3 |
| » Lost to Reds (30-38), 4-3 | Crosley Field (4-2) | 38-29 | |
| » Starters: Bill Lee vs Paul Derringer | Second | 8½ out |
| Thursday, July 4 |
| » Lost to Cardinals (38-29), 5-3 | Wrigley Field (14-13) | 38-30 | Lost 2 |
| » Starters: Bill Walker vs Larry French | Fourth | 10½ out |
| » Lost to Cardinals (39-29), 6-4 | Wrigley Field (14-14) | 38-31 | Lost 3 |
| » Starters: Dizzy Dean vs Lon Warneke | Fourth | 10½ out |
| Friday, July 5 |
| » Lost to Pirates (41-32), 4-0 | Forbes Field (1-2) | 38-32 | Lost 4 |
| » Starters: Roy Henshaw vs Red Lucas | Fourth | 10½ out |
| Saturday, July 6 |
| » Defeated Pirates (41-33), 10-8 | Forbes Field (2-2) | 39-32 | |
| » Starters: Tex Carleton vs Guy Bush | Fourth | 9½ out |
| Sunday, July 7 |
| » Defeated Pirates (41-34), 13-1 | Forbes Field (3-2) | 40-32 | Won 2 |
| » Starters: Bill Lee vs Cy Blanton | Third | 9½ out |
| Wednesday, July 10 |
| » Defeated Braves (21-53), 6-4 | Wrigley Field (15-14) | 41-32 | Won 3 |
| » Starters: Fred Frankhouse vs Lon Warneke | Third | 9½ out |
| Thursday, July 11 |
| » Defeated Braves (21-54), 5-3 | Wrigley Field (16-14) | 42-32 | Won 4 |
| » Starters: Ed Brandt vs Tex Carleton | Third | 9½ out |
| Saturday, July 13 |
| » Defeated Braves (21-55), 10-2 | Wrigley Field (17-14) | 43-32 | Won 5 |
| » Starters: Danny MacFayden vs Roy Henshaw | Third | 9 out |
| » Defeated Braves (21-56), 3-1 | Wrigley Field (18-14) | 44-32 | Won 6 |
| » Starters: Bob Smith vs Bill Lee | Third | 9 out |
| Sunday, July 14 |
| » Defeated Braves (21-57), 8-7 | Wrigley Field (19-14) | 45-32 | Won 7 |
| » Starters: Huck Betts vs Lon Warneke | Third | 8 out |
| Monday, July 15 |
| » Defeated Phillies (31-45), 2-1 | Wrigley Field (20-14) | 46-32 | Won 8 |
| » Starters: Bucky Walters vs Larry French | Third | 7 out |
| Tuesday, July 16 |
| » Lost to Phillies (32-45), 7-5 | Wrigley Field (20-15) | 46-33 | |
| » Starters: Joe Bowman vs Roy Henshaw | Third | 7 out |
| Wednesday, July 17 |
| » Lost to Phillies (33-45), 3-2 | Wrigley Field (20-16) | 46-34 | Lost 2 |
| » Starters: Curt Davis vs Bill Lee | Third | 8 out |
| Thursday, July 18 |
| » Defeated Phillies (33-46), 11-3 | Wrigley Field (21-16) | 47-34 | |
| » Starters: Orville Jorgens vs Roy Henshaw | Third | 8 out |
| Friday, July 19 |
| » Defeated Giants (53-25), 9-3 | Wrigley Field (22-16) | 48-34 | Won 2 |
| » Starters: Hal Schumacher vs Lon Warneke | Third | 7 out |
| Saturday, July 20 |
| » Defeated Giants (53-26), 7-2 | Wrigley Field (23-16) | 49-34 | Won 3 |
| » Starters: Roy Parmelee vs Larry French | Third | 6 out |
| Sunday, July 21 |
| » Defeated Giants (53-27), 5-4 | Wrigley Field (24-16) | 50-34 | Won 4 |
| » Starters: Carl Hubbell vs Tex Carleton | Third | 4 out |
| » Defeated Giants (53-28), 11-5 | Wrigley Field (25-16) | 51-34 | Won 5 |
| » Starters: Allyn Stout vs Bill Lee | Third | 4 out |
| Future Cub Moe Drabowsky is born in Ozanna, Poland. |
| Monday, July 22 |
| » Lost to Dodgers (39-44), 14-13 | Wrigley Field (25-17) | 51-35 | |
| » Starters: George Earnshaw vs Fabian Kowalik | Third | 4 out |
| Tuesday, July 23 |
| » Defeated Dodgers (39-45), 8-0 | Wrigley Field (26-17) | 52-35 | |
| » Starters: Johnny Babich vs Roy Henshaw | Third | 3 out |
| » Defeated Dodgers (39-46), 6-4 | Wrigley Field (27-17) | 53-35 | Won 2 |
| » Starters: Tom Zachary vs Lon Warneke | Third | 3 out |
| Wednesday, July 24 |
| » Defeated Dodgers (39-47), 9-3 | Wrigley Field (28-17) | 54-35 | Won 3 |
| » Starters: Ray Benge vs Charlie Root | Third | 2½ out |
| » Defeated Dodgers (39-48), 7-6 | Wrigley Field (29-17) | 55-35 | Won 4 |
| » Starters: Les Munns vs Bill Lee | Third | 2½ out |
| Thursday, July 25 |
| » Defeated Dodgers (39-49), 4-2 | Wrigley Field (30-17) | 56-35 | Won 5 |
| » Starters: Watty Clark vs Tex Carleton | Second | 3 out |
| Friday, July 26 |
| » Defeated Reds (40-50), 5-1 | Wrigley Field (31-17) | 57-35 | Won 6 |
| » Starters: Paul Derringer vs Larry French | Second | 2½ out |
| Future Cub Lou Jackson is born in Riverton, LA. |
| Saturday, July 27 |
| » Defeated Reds (40-51), 9-8 | Wrigley Field (32-17) | 58-35 | Won 7 |
| » Starters: Benny Frey vs Roy Henshaw | Second | 3 out |
| » Defeated Reds (40-52), 12-1 | Wrigley Field (33-17) | 59-35 | Won 8 |
| » Starters: Leroy Herrmann vs Lon Warneke | Second | 3 out |
| Sunday, July 28 |
| » Defeated Reds (40-53), 11-7 | Wrigley Field (34-17) | 60-35 | Won 9 |
| » Starters: Gene Schott vs Charlie Root | Second | 2½ out |
| Tuesday, July 30 |
| » Defeated Pirates (53-43), 9-6 | Forbes Field (4-2) | 61-35 | Won 10 |
| » Starters: Larry French vs Mace Brown | Second | 2 out |
| Wednesday, July 31 |
| » Defeated Pirates (53-44), 4-2 | Forbes Field (5-2) | 62-35 | Won 11 |
| » Starters: Roy Henshaw vs Cy Blanton | Second | 2½ out |
| » Lost to Pirates (54-44), 6-5 | Forbes Field (5-3) | 62-36 | |
| » Starters: Tex Carleton vs Guy Bush | Second | 2½ out |
| Thursday, August 1 |
| » Lost to Pirates (55-44), 6-5 | Forbes Field (5-4) | 62-37 | Lost 2 |
| » Starters: Lon Warneke vs Bill Swift | Second | 3 out |
| Friday, August 2 |
| » Lost to Reds (43-54), 8-0 | Crosley Field (4-3) | 62-38 | Lost 3 |
| » Starters: Bill Lee vs Gene Schott | Second | 3 out |
| Saturday, August 3 |
| » Defeated Reds (43-55), 11-3 | Crosley Field (5-3) | 63-38 | |
| » Starters: Larry French vs Emmett Nelson | Second | 3 out |
| Sunday, August 4 |
| » Lost to Reds (44-55), 5-1 | Crosley Field (5-4) | 63-39 | |
| » Starters: Lon Warneke vs Paul Derringer | Second | 3 out |
| » Defeated Reds (44-56), 4-3 | Crosley Field (6-4) | 64-39 | |
| » Starters: Charlie Root vs Benny Frey | Second | 3 out |
| Monday, August 5 |
| » Lost to Reds (45-56), 3-1 | Crosley Field (6-5) | 64-40 | |
| » Starters: Tex Carleton vs Al Hollingsworth | Second | 4 out |
| Tuesday, August 6 |
| » Defeated Pirates (55-48), 2-1 | Wrigley Field (35-17) | 65-40 | |
| » Starters: Ralph Birkofer vs Roy Henshaw | Second | 3 out |
| Wednesday, August 7 |
| » Lost to Pirates (56-48), 6-0 | Wrigley Field (35-18) | 65-41 | |
| » Starters: Cy Blanton vs Larry French | Second | 3½ out |
| » Major-league debuts: Clyde Shoun (Cubs) |
| Thursday, August 8 |
| » Defeated Pirates (56-49), 9-5 | Wrigley Field (36-18) | 66-41 | |
| » Starters: Red Lucas vs Bill Lee | Second | 3 out |
| Friday, August 9 |
| » Lost to Cardinals (62-39), 3-1 | Wrigley Field (36-19) | 66-42 | |
| » Starters: Paul Dean vs Lon Warneke | Third | 3 out |
| Saturday, August 10 |
| » Lost to Cardinals (63-39), 4-2 | Wrigley Field (36-20) | 66-43 | Lost 2 |
| » Starters: Dizzy Dean vs Larry French | Third | 3½ out |
| Sunday, August 11 |
| » Defeated Cardinals (63-40), 3-2 | Wrigley Field (37-20) | 67-43 | |
| » Starters: Bill Walker vs Charlie Root | Third | 2½ out |
| Wednesday, August 14 |
| » Lost to Dodgers (49-57), 9-5 | Ebbets Field (5-2) | 67-44 | |
| » Starters: Bill Lee vs Johnny Babich | Third | 3½ out |
| » Lost to Dodgers (50-57), 3-2 | Ebbets Field (5-3) | 67-45 | Lost 2 |
| » Starters: Tex Carleton vs Dutch Leonard | Third | 3½ out |
| Thursday, August 15 |
| » Defeated Dodgers (50-58), 11-3 | Ebbets Field (6-3) | 68-45 | |
| » Starters: Lon Warneke vs Tom Zachary | Third | 3½ out |
| » Major-league debuts: Tom Baker (Dodgers) |
| Friday, August 16 |
| » Lost to Dodgers (51-58), 2-1 | Ebbets Field (6-4) | 68-46 | |
| » Starters: Charlie Root vs George Earnshaw | Third | 3½ out |
| Saturday, August 17 |
| » Defeated Dodgers (51-59), 7-1 | Ebbets Field (7-4) | 69-46 | |
| » Starters: Bill Lee vs Johnny Babich | Third | 2½ out |
| Sunday, August 18 |
| » Defeated Phillies (49-63), 8-3 | Baker Bowl (4-3) | 70-46 | Won 2 |
| » Starters: Roy Henshaw vs Curt Davis | Third | 3 out |
| » Lost to Phillies (50-63), 6-5 | Baker Bowl (4-4) | 70-47 | |
| » Starters: Larry French vs Syl Johnson | Third | 3 out |
| Future Cub Bob Humphreys is born in Covington, VA. |
| Monday, August 19 |
| » Defeated Phillies (50-64), 2-1 | Baker Bowl (5-4) | 71-47 | |
| » Starters: Clyde Shoun vs Joe Bowman | Third | 3 out |
| Wednesday, August 21 |
| » Lost to Phillies (51-64), 13-12 | Baker Bowl (5-5) | 71-48 | |
| » Starters: Charlie Root vs Orville Jorgens | Third | 4 out |
| » Defeated Phillies (51-65), 19-5 | Baker Bowl (6-5) | 72-48 | |
| » Starters: Bill Lee vs Hugh Mulcahy | Third | 4 out |
| Thursday, August 22 |
| » Defeated Giants (73-42), 4-3 | Polo Grounds V (3-5) | 73-48 | Won 2 |
| » Starters: Lon Warneke vs Carl Hubbell | Third | 3 out |
| Friday, August 23 |
| » Defeated Giants (73-43), 7-4 | Polo Grounds V (4-5) | 74-48 | Won 3 |
| » Starters: Larry French vs Slick Castleman | Third | 3 out |
| Saturday, August 24 |
| » Lost to Giants (74-43), 9-4 | Polo Grounds V (4-6) | 74-49 | |
| » Starters: Tex Carleton vs Roy Parmelee | Third | 3 out |
| Sunday, August 25 |
| » Defeated Giants (74-44), 5-4 | Polo Grounds V (5-6) | 75-49 | |
| » Starters: Bill Lee vs Hal Schumacher | Third | 3½ out |
| Tuesday, August 27 |
| Future Cub Ernie Broglio is born in Berkeley, CA. |
| Wednesday, August 28 |
| » Lost to Braves (33-87), 2-1 | Braves Field (7-2) | 75-50 | |
| » Starters: Charlie Root vs Ben Cantwell | Third | 3 out |
| » Defeated Braves (33-88), 5-2 | Braves Field (8-2) | 76-50 | |
| » Starters: Lon Warneke vs Bob Smith | Third | 3 out |
| Thursday, August 29 |
| » Defeated Braves (33-89), 8-2 | Braves Field (9-2) | 77-50 | Won 2 |
| » Starters: Bill Lee vs Fred Frankhouse | Third | 3 out |
| Saturday, August 31 |
| » Lost to Pirates (74-55), 5-0 | Forbes Field (5-5) | 77-51 | |
| » Starters: Larry French vs Ralph Birkofer | Third | 2½ out |
| Sunday, September 1 |
| » Defeated Pirates (74-56), 8-2 | Forbes Field (6-5) | 78-51 | |
| » Starters: Roy Henshaw vs Cy Blanton | Third | 2½ out |
| Monday, September 2 |
| » Defeated Reds (55-74), 3-1 | Wrigley Field (38-20) | 79-51 | Won 2 |
| » Starters: Tony Freitas vs Lon Warneke | Third | 2½ out |
| » Lost to Reds (56-74), 4-2 | Wrigley Field (38-21) | 79-52 | |
| » Starters: Gene Schott vs Bill Lee | Third | 2½ out |
| Wednesday, September 4 |
| » Defeated Phillies (54-72), 8-2 | Wrigley Field (39-21) | 80-52 | |
| » Starters: Orville Jorgens vs Larry French | Third | 2½ out |
| Thursday, September 5 |
| » Defeated Phillies (54-73), 3-2 | Wrigley Field (40-21) | 81-52 | Won 2 |
| » Starters: Curt Davis vs Charlie Root | Third | 2½ out |
| Friday, September 6 |
| » Defeated Phillies (54-74), 3-2 | Wrigley Field (41-21) | 82-52 | Won 3 |
| » Starters: Joe Bowman vs Lon Warneke | Third | 2½ out |
| Saturday, September 7 |
| » Defeated Phillies (54-75), 4-0 | Wrigley Field (42-21) | 83-52 | Won 4 |
| » Starters: Hugh Mulcahy vs Bill Lee | Second | 2½ out |
| Monday, September 9 |
| » Defeated Braves (33-96), 5-1 | Wrigley Field (43-21) | 84-52 | Won 5 |
| » Starters: Ed Brandt vs Tex Carleton | Second | 2 out |
| » Defeated Braves (33-97), 2-1 | Wrigley Field (44-21) | 85-52 | Won 6 |
| » Starters: Fred Frankhouse vs Larry French | Second | 2 out |
| Tuesday, September 10 |
| » Defeated Braves (33-98), 4-0 | Wrigley Field (45-21) | 86-52 | Won 7 |
| » Starters: Ben Cantwell vs Charlie Root | Second | 2 out |
| Wednesday, September 11 |
| » Defeated Braves (33-99), 15-3 | Wrigley Field (46-21) | 87-52 | Won 8 |
| » Starters: Danny MacFayden vs Bill Lee | Second | 2 out |
| Thursday, September 12 |
| » Defeated Dodgers (61-73), 13-3 | Wrigley Field (47-21) | 88-52 | Won 9 |
| » Starters: Ray Benge vs Lon Warneke | Second | 2 out |
| Friday, September 13 |
| » Defeated Dodgers (61-74), 4-1 | Wrigley Field (48-21) | 89-52 | Won 10 |
| » Starters: George Earnshaw vs Larry French | Second | 2 out |
| Saturday, September 14 |
| » Defeated Dodgers (61-75), 18-14 | Wrigley Field (49-21) | 90-52 | Won 11 |
| » Starters: Johnny Babich vs Charlie Root | First | -- |
| Sunday, September 15 |
| » Defeated Dodgers (61-76), 6-3 | Wrigley Field (50-21) | 91-52 | Won 12 |
| » Starters: Watty Clark vs Bill Lee | First | -- |
| Monday, September 16 |
| » Defeated Giants (84-53), 8-3 | Wrigley Field (51-21) | 92-52 | Won 13 |
| » Starters: Harry Gumbert vs Lon Warneke | First | -- |
| Tuesday, September 17 |
| » Defeated Giants (84-54), 5-3 | Wrigley Field (52-21) | 93-52 | Won 14 |
| » Starters: Hal Schumacher vs Larry French | First | -- |
| Wednesday, September 18 |
| » Defeated Giants (84-55), 15-3 | Wrigley Field (53-21) | 94-52 | Won 15 |
| » Starters: Slick Castleman vs Charlie Root | First | -- |
| Thursday, September 19 |
| » Defeated Giants (84-56), 6-1 | Wrigley Field (54-21) | 95-52 | Won 16 |
| » Starters: Carl Hubbell vs Bill Lee | First | -- |
| Saturday, September 21 |
| » Defeated Pirates (84-64), 4-3 | Wrigley Field (55-21) | 96-52 | Won 17 |
| » Starters: Guy Bush vs Roy Henshaw | First | -- |
| Sunday, September 22 |
| » Defeated Pirates (84-65), 2-0 | Wrigley Field (56-21) | 97-52 | Won 18 |
| » Starters: Cy Blanton vs Larry French | First | -- |
| Wednesday, September 25 |
| » Defeated Cardinals (94-56), 1-0 | Sportsman's Park III (3-4) | 98-52 | Won 19 |
| » Starters: Lon Warneke vs Paul Dean | First | -- |
| Friday, September 27 |
| » Defeated Cardinals (94-57), 6-2 | Sportsman's Park III (4-4) | 99-52 | Won 20 |
| » Starters: Bill Lee vs Dizzy Dean | First | -- |
| » Defeated Cardinals (94-58), 5-3 | Sportsman's Park III (5-4) | 100-52 | Won 21 |
| » Starters: Charlie Root vs Mike Ryba | First | -- |
| Saturday, September 28 |
| » Lost to Cardinals (95-58), 7-5 | Sportsman's Park III (5-5) | 100-53 | |
| » Starters: Larry French vs Jim Winford | First | -- |
| Sunday, September 29 |
| » Lost to Cardinals (96-58), 2-1 | Sportsman's Park III (5-6) | 100-54 | Lost 2 |
| » Starters: Tex Carleton vs Bill McGee | First | -- |
| » Major-league debuts: Bill McGee (Cardinals) |
| Future Cub Bob Anderson is born in East Chicago, IN. |
| Friday, October 11 |
| Former Cub George Pearce dies in Joliet, IL at the age of 48. |
| Wednesday, November 6 |
| Former Cub Billy Sunday dies in Chicago, IL at the age of 73. |
| Thursday, November 21 |
| Future Cub Dick Bertell is born in Oak Park, IL. |
| Saturday, November 30 |
| Future Cub Steve Hamilton is born in Columbia, KY. |
| Saturday, December 7 |
| Future Cub Don Cardwell is born in Winston-Salem, NC. |
| Friday, December 13 |
| Future Cub Lindy McDaniel is born in Hollis, OK. |
| Thursday, December 19 |
| Future Cub Tony Taylor is born in Central Alava, Cuba. |
Game information provided by Retrosheet (www.retrosheet.org) |