| Friday, February 4 |
| Former Cub Dixie Davis dies in Raleigh, NC at the age of 54. |
| Friday, March 10 |
| Future Cub Johnny Briggs is born in Paterson, NJ. |
| Friday, March 17 |
| Former Cub Rube Kroh dies in New Orleans, LA at the age of 58. |
| Friday, April 7 |
| Future Cub Bill Stoneman is born in Oak Park, IL. |
| Tuesday, April 18 |
| » Defeated Reds (0-1), 3-0 | Crosley Field (1-0) | 1-0 | |
| » Starters: Hank Wyse vs Bucky Walters | First | -- |
| Wednesday, April 19 |
| » Lost to Reds (1-1), 2-1 | Crosley Field (1-1) | 1-1 | |
| » Starters: Ed Hanyzewski vs Elmer Riddle | Third | 1 out |
| Thursday, April 20 |
| » Lost to Reds (2-1), 2-1 | Crosley Field (1-2) | 1-2 | Lost 2 |
| » Starters: Bill Fleming vs Tommy DeLa Cruz | Fourth | 2 out |
| Friday, April 21 |
| » Lost to Cardinals (3-0), 4-0 | Wrigley Field (0-1) | 1-3 | Lost 3 |
| » Starters: Harry Brecheen vs Paul Derringer | Sixth | 3 out |
| Sunday, April 23 |
| » Lost to Cardinals (4-0), 11-3 | Wrigley Field (0-2) | 1-4 | Lost 4 |
| » Starters: Max Lanier vs Hank Wyse | Fifth | 4½ out |
| » Lost to Cardinals (5-0), 5-4 | Wrigley Field (0-3) | 1-5 | Lost 5 |
| » Starters: Harry Gumbert vs Ed Hanyzewski | Fifth | 4½ out |
| Tuesday, April 25 |
| » Major-league debuts: Freddy Schmidt and Ted Wilks (Cardinals) |
| Wednesday, April 26 |
| » Lost to Pirates (1-3), 6-1 | Forbes Field (0-1) | 1-6 | Lost 6 |
| » Starters: Bill Fleming vs Preacher Roe | Sixth | 4½ out |
| Saturday, April 29 |
| » Lost to Cardinals (7-2), 4-2 | Sportsman's Park III (0-1) | 1-7 | Lost 7 |
| » Starters: Paul Derringer vs Harry Brecheen | Eighth | 5½ out |
| Sunday, April 30 |
| » Lost to Cardinals (8-2), 5-0 | Sportsman's Park III (0-2) | 1-8 | Lost 8 |
| » Starters: Ed Hanyzewski vs Max Lanier | Eighth | 7½ out |
| » Lost to Cardinals (9-2), 7-5 | Sportsman's Park III (0-3) | 1-9 | Lost 9 |
| » Starters: Hank Wyse vs Ted Wilks | Eighth | 7½ out |
| Monday, May 1 |
| » Major-league debuts: Joe Wood (Red Sox) |
| Wednesday, May 3 |
| » Lost to Reds (8-4), 10-4 | Wrigley Field (0-4) | 1-10 | Lost 10 |
| » Manager: Roy Johnson |
| » Starters: Tommy DeLa Cruz vs Paul Derringer | Seventh | 8 out |
| Friday, May 5 |
| » Major-league debuts: Preston Gomez (Senators) |
| Saturday, May 6 |
| » Major-league debuts: Blix Donnelly (Cardinals) |
| Sunday, May 7 |
| » Lost to Pirates (6-6), 6-5 | Wrigley Field (0-5) | 1-11 | Lost 11 |
| » Manager: Charlie Grimm |
| » Starters: Rip Sewell vs Ed Hanyzewski | Eighth | 9 out |
| » Lost to Pirates (7-6), 3-2 | Wrigley Field (0-6) | 1-12 | Lost 12 |
| » Starters: Preacher Roe vs Hank Wyse | Eighth | 9 out |
| Wednesday, May 10 |
| » Lost to Phillies (10-5), 7-1 | Wrigley Field (0-7) | 1-13 | Lost 13 |
| » Starters: Al Gerheauser vs Bill Fleming | Eighth | 10 out |
| Thursday, May 11 |
| » Defeated Phillies (10-6), 5-3 | Wrigley Field (1-7) | 2-13 | |
| » Starters: Dick Barrett vs Ed Hanyzewski | Eighth | 9 out |
| Friday, May 12 |
| » Lost to Phillies (11-6), 9-3 | Wrigley Field (1-8) | 2-14 | |
| » Starters: Charley Schanz vs Paul Derringer | Eighth | 10 out |
| Saturday, May 13 |
| » Lost to Phillies (12-6), 6-2 | Wrigley Field (1-9) | 2-15 | Lost 2 |
| » Starters: Bill Lee vs Hank Wyse | Eighth | 11 out |
| Sunday, May 14 |
| » Lost to Dodgers (10-10), 4-2 | Wrigley Field (1-10) | 2-16 | Lost 3 |
| » Starters: Fritz Ostermueller vs Claude Passeau | Eighth | 12 out |
| » Defeated Dodgers (10-11), 8-7 | Wrigley Field (2-10) | 3-16 | |
| » Starters: Bob Chipman vs Hy Vandenberg | Eighth | 12 out |
| Monday, May 15 |
| » Lost to Dodgers (11-11), 14-3 | Wrigley Field (2-11) | 3-17 | |
| » Starters: Hal Gregg vs Ed Hanyzewski | Eighth | 13 out |
| Tuesday, May 16 |
| » Defeated Dodgers (11-12), 7-6 | Wrigley Field (3-11) | 4-17 | |
| » Starters: Curt Davis vs Dale Alderson | Eighth | 12½ out |
| Wednesday, May 17 |
| » Lost to Giants (12-13), 10-6 | Wrigley Field (3-12) | 4-18 | |
| » Starters: Harry Feldman vs Hank Wyse | Eighth | 12½ out |
| Friday, May 19 |
| » Defeated Giants (12-14), 3-2 | Wrigley Field (4-12) | 5-18 | |
| » Starters: Cliff Melton vs Ed Hanyzewski | Eighth | 12 out |
| Saturday, May 20 |
| » Defeated Braves (14-16), 3-2 | Wrigley Field (5-12) | 6-18 | Won 2 |
| » Starters: Nate Andrews vs Paul Derringer | Seventh | 12 out |
| Sunday, May 21 |
| » Defeated Braves (14-17), 15-1 | Wrigley Field (6-12) | 7-18 | Won 3 |
| » Starters: Red Barrett vs Hank Wyse | Eighth | 11 out |
| » Defeated Braves (14-18), 14-5 | Wrigley Field (7-12) | 8-18 | Won 4 |
| » Starters: Al Javery vs Bill Fleming | Eighth | 11 out |
| Wednesday, May 24 |
| » Defeated Phillies (14-14), 2-0 | Shibe Park (1-0) | 9-18 | Won 5 |
| » Starters: Paul Erickson vs Ken Raffensberger | Seventh | 10½ out |
| Friday, May 26 |
| » Defeated Phillies (14-15), 9-1 | Shibe Park (2-0) | 10-18 | Won 6 |
| » Starters: Paul Derringer vs Al Gerheauser | Seventh | 10½ out |
| Saturday, May 27 |
| » Defeated Braves (15-21), 3-2 | Braves Field (1-0) | 11-18 | Won 7 |
| » Starters: Hank Wyse vs Red Barrett | Seventh | 10½ out |
| Sunday, May 28 |
| » Lost to Braves (16-21), 7-3 | Braves Field (1-1) | 11-19 | |
| » Starters: Claude Passeau vs Jim Tobin | Eighth | 11½ out |
| » Lost to Braves (17-21), 7-4 | Braves Field (1-2) | 11-20 | Lost 2 |
| » Starters: Hy Vandenberg vs Al Javery | Eighth | 11½ out |
| Tuesday, May 30 |
| » Lost to Giants (16-20), 6-5 | Polo Grounds V (0-1) | 11-21 | Lost 3 |
| » Starters: Paul Derringer vs Harry Feldman | Seventh | 12 out |
| » Lost to Giants (17-20), 5-4 | Polo Grounds V (0-2) | 11-22 | Lost 4 |
| » Starters: Hank Wyse vs Ewald Pyle | Seventh | 12 out |
| Wednesday, May 31 |
| » Lost to Giants (18-20), 8-5 | Polo Grounds V (0-3) | 11-23 | Lost 5 |
| » Starters: Claude Passeau vs Frank Seward | Seventh | 12 out |
| Thursday, June 1 |
| » Lost to Giants (19-20), 5-3 | Polo Grounds V (0-4) | 11-24 | Lost 6 |
| » Starters: Paul Erickson vs Bill Voiselle | Eighth | 13 out |
| Friday, June 2 |
| » Defeated Dodgers (18-22), 2-1 | Ebbets Field (1-0) | 12-24 | |
| » Starters: Claude Passeau vs Ed Head | Eighth | 13 out |
| Saturday, June 3 |
| » Lost to Dodgers (19-22), 4-0 | Ebbets Field (1-1) | 12-25 | |
| » Starters: Hank Wyse vs Rube Melton | Eighth | 14 out |
| Sunday, June 4 |
| » Defeated Dodgers (19-23), 6-5 | Ebbets Field (2-1) | 13-25 | |
| » Starters: Paul Derringer vs Whit Wyatt | Eighth | 13½ out |
| » Tied Dodgers, 8-8 | Ebbets Field (2-1) | 13-25 | |
| » Starters: Paul Erickson vs Hal Gregg | Eighth | 13½ out |
| Wednesday, June 7 |
| Future Cub Frank Reberger is born in Caldwell, ID. |
| Thursday, June 8 |
| » Defeated Pirates (24-18), 10-6 | Forbes Field (1-1) | 14-25 | Won 2 |
| » Starters: Hank Wyse vs Preacher Roe | Eighth | 12½ out |
| Friday, June 9 |
| » Tied Pirates, 3-3 | Forbes Field (1-1) | 14-25 | |
| » Starters: Claude Passeau vs Fritz Ostermueller | Eighth | 12½ out |
| Saturday, June 10 |
| » Lost to Pirates (25-18), 9-4 | Forbes Field (1-2) | 14-26 | |
| » Starters: Paul Derringer vs Ray Starr | Eighth | 13½ out |
| Sunday, June 11 |
| » Defeated Pirates (25-19), 5-0 | Forbes Field (2-2) | 15-26 | |
| » Starters: Paul Erickson vs Max Butcher | Eighth | 13½ out |
| » Defeated Pirates (25-20), 1-0 | Forbes Field (3-2) | 16-26 | Won 2 |
| » Starters: Bob Chipman vs Nick Strincevich | Eighth | 13½ out |
| Tuesday, June 13 |
| » Lost to Cardinals (33-15), 8-3 | Sportsman's Park III (0-4) | 16-27 | |
| » Starters: Claude Passeau vs Max Lanier | Eighth | 14½ out |
| Wednesday, June 14 |
| » Lost to Cardinals (34-15), 10-9 | Sportsman's Park III (0-5) | 16-28 | Lost 2 |
| » Starters: Hank Wyse vs Mort Cooper | Eighth | 15½ out |
| Friday, June 16 |
| » Lost to Reds (27-24), 10-5 | Wrigley Field (7-13) | 16-29 | Lost 3 |
| » Starters: Clyde Shoun vs Paul Erickson | Eighth | 16 out |
| Saturday, June 17 |
| » Defeated Reds (27-25), 2-1 | Wrigley Field (8-13) | 17-29 | |
| » Starters: Arnold Carter vs Claude Passeau | Seventh | 16 out |
| Sunday, June 18 |
| » Lost to Reds (28-25), 5-2 | Wrigley Field (8-14) | 17-30 | |
| » Starters: Harry Gumbert vs Hank Wyse | Eighth | 16½ out |
| » Tied Reds, 6-6 | Wrigley Field (8-14) | 17-30 | |
| » Starters: Jim Konstanty vs Paul Derringer | Eighth | 16½ out |
| » Major-league debuts: Jim Konstanty (Reds) |
| Tuesday, June 20 |
| » Lost to Cardinals (37-16), 2-1 | Wrigley Field (8-15) | 17-31 | Lost 2 |
| » Starters: Al Jurisich vs Bob Chipman | Eighth | 17½ out |
| Wednesday, June 21 |
| » Lost to Cardinals (38-16), 6-4 | Wrigley Field (8-16) | 17-32 | Lost 3 |
| » Starters: Red Munger vs Paul Erickson | Eighth | 19½ out |
| » Lost to Cardinals (39-16), 7-2 | Wrigley Field (8-17) | 17-33 | Lost 4 |
| » Starters: Harry Brecheen vs Claude Passeau | Eighth | 19½ out |
| Friday, June 23 |
| » Defeated Reds (29-29), 3-1 | Crosley Field (2-2) | 18-33 | |
| » Starters: Hank Wyse vs Clyde Shoun | Eighth | 19 out |
| » Major-league debuts: Kermit Wahl (Reds) |
| Saturday, June 24 |
| » Lost to Reds (30-29), 1-0 | Crosley Field (2-3) | 18-34 | |
| » Starters: Paul Erickson vs Jim Konstanty | Eighth | 20 out |
| Sunday, June 25 |
| » Lost to Reds (31-29), 4-3 | Crosley Field (2-4) | 18-35 | Lost 2 |
| » Starters: Bill Fleming vs Bucky Walters | Eighth | 20½ out |
| » Defeated Reds (31-30), 5-0 | Crosley Field (3-4) | 19-35 | |
| » Starters: Claude Passeau vs Harry Gumbert | Eighth | 20½ out |
| Wednesday, June 28 |
| » Defeated Dodgers (33-31), 12-6 | Wrigley Field (9-17) | 20-35 | Won 2 |
| » Starters: Whit Wyatt vs Bob Chipman | Eighth | 18½ out |
| » Defeated Dodgers (33-32), 6-2 | Wrigley Field (10-17) | 21-35 | Won 3 |
| » Starters: Hal Gregg vs Hank Wyse | Eighth | 18½ out |
| Future Cub Hal Breeden is born in Albany, GA. |
| Friday, June 30 |
| » Defeated Dodgers (33-33), 2-0 | Wrigley Field (11-17) | 22-35 | Won 4 |
| » Starters: Ed Head vs Bill Fleming | Eighth | 18 out |
| Saturday, July 1 |
| » Lost to Phillies (27-36), 4-2 | Wrigley Field (11-18) | 22-36 | |
| » Starters: Dick Barrett vs Paul Erickson | Eighth | 19 out |
| Sunday, July 2 |
| » Defeated Phillies (27-37), 8-1 | Wrigley Field (12-18) | 23-36 | |
| » Starters: Charley Schanz vs Bob Chipman | Eighth | 20 out |
| » Lost to Phillies (28-37), 4-2 | Wrigley Field (12-19) | 23-37 | |
| » Starters: Ken Raffensberger vs Hank Wyse | Eighth | 20 out |
| Tuesday, July 4 |
| » Defeated Braves (28-42), 7-1 | Wrigley Field (13-19) | 24-37 | |
| » Starters: Red Barrett vs Bill Fleming | Seventh | 20 out |
| » Defeated Braves (28-43), 4-2 | Wrigley Field (14-19) | 25-37 | Won 2 |
| » Starters: Ben Cardoni vs Claude Passeau | Seventh | 20 out |
| Wednesday, July 5 |
| » Lost to Braves (29-43), 7-2 | Wrigley Field (14-20) | 25-38 | |
| » Starters: Jim Tobin vs Paul Erickson | Eighth | 21 out |
| Thursday, July 6 |
| » Defeated Braves (29-44), 11-6 | Wrigley Field (15-20) | 26-38 | |
| » Starters: Al Javery vs Bob Chipman | Seventh | 20 out |
| Friday, July 7 |
| » Defeated Giants (35-37), 3-2 | Wrigley Field (16-20) | 27-38 | Won 2 |
| » Starters: Johnny Allen vs Hank Wyse | Seventh | 19½ out |
| » Lost to Giants (36-37), 6-2 | Wrigley Field (16-21) | 27-39 | |
| » Starters: Frank Seward vs Bill Fleming | Seventh | 19½ out |
| Saturday, July 8 |
| » Lost to Giants (37-37), 6-3 | Wrigley Field (16-22) | 27-40 | Lost 2 |
| » Starters: Harry Feldman vs Paul Erickson | Seventh | 20½ out |
| Sunday, July 9 |
| » Defeated Giants (37-38), 6-2 | Wrigley Field (17-22) | 28-40 | |
| » Starters: Andy Hansen vs Bob Chipman | Seventh | 20½ out |
| » Defeated Giants (37-39), 1-0 | Wrigley Field (18-22) | 29-40 | Won 2 |
| » Starters: Bill Voiselle vs Claude Passeau | Seventh | 20½ out |
| Thursday, July 13 |
| » Lost to Pirates (42-30), 3-2 | Wrigley Field (18-23) | 29-41 | |
| » Starters: Fritz Ostermueller vs Hank Wyse | Seventh | 21½ out |
| Friday, July 14 |
| » Defeated Pirates (42-31), 11-5 | Wrigley Field (19-23) | 30-41 | |
| » Starters: Ray Starr vs Bob Chipman | Seventh | 20½ out |
| Saturday, July 15 |
| » Defeated Pirates (42-32), 4-3 | Wrigley Field (20-23) | 31-41 | Won 2 |
| » Starters: Preacher Roe vs Bill Fleming | Sixth | 20½ out |
| Sunday, July 16 |
| » Defeated Pirates (42-33), 1-0 | Wrigley Field (21-23) | 32-41 | Won 3 |
| » Starters: Rip Sewell vs Hank Wyse | Sixth | 20½ out |
| » Lost to Pirates (43-33), 1-0 | Wrigley Field (21-24) | 32-42 | |
| » Starters: Max Butcher vs Claude Passeau | Sixth | 20½ out |
| Wednesday, July 19 |
| » Lost to Braves (33-48), 6-1 | Braves Field (1-3) | 32-43 | Lost 2 |
| » Starters: Bob Chipman vs Nate Andrews | Sixth | 21½ out |
| Thursday, July 20 |
| » Lost to Braves (34-48), 5-4 | Braves Field (1-4) | 32-44 | Lost 3 |
| » Starters: Hank Wyse vs Jim Tobin | Seventh | 23½ out |
| » Lost to Braves (35-48), 5-4 | Braves Field (1-5) | 32-45 | Lost 4 |
| » Starters: Claude Passeau vs Al Javery | Seventh | 23½ out |
| Friday, July 21 |
| » Defeated Braves (35-49), 4-2 | Braves Field (2-5) | 33-45 | |
| » Starters: Red Lynn vs Ben Cardoni | Sixth | 23½ out |
| Saturday, July 22 |
| » Defeated Giants (40-44), 6-3 | Polo Grounds V (1-4) | 34-45 | Won 2 |
| » Starters: Bill Fleming vs Johnny Allen | Sixth | 22½ out |
| Sunday, July 23 |
| » Defeated Giants (40-45), 7-4 | Polo Grounds V (2-4) | 35-45 | Won 3 |
| » Starters: Bob Chipman vs Bill Voiselle | Sixth | 23½ out |
| » Lost to Giants (41-45), 12-10 | Polo Grounds V (2-5) | 35-46 | |
| » Starters: Hank Wyse vs Frank Seward | Sixth | 23½ out |
| Monday, July 24 |
| » Lost to Giants (42-45), 5-3 | Polo Grounds V (2-6) | 35-47 | Lost 2 |
| » Starters: Claude Passeau vs Ewald Pyle | Sixth | 24½ out |
| Tuesday, July 25 |
| » Defeated Dodgers (36-53), 14-6 | Ebbets Field (3-1) | 36-47 | |
| » Starters: Red Lynn vs Tommy Warren | Fifth | 24½ out |
| Wednesday, July 26 |
| » Defeated Dodgers (36-54), 4-1 | Ebbets Field (4-1) | 37-47 | Won 2 |
| » Starters: Bill Fleming vs Clyde King | Fifth | 24½ out |
| Friday, July 28 |
| » Defeated Dodgers (36-55), 4-1 | Ebbets Field (5-1) | 38-47 | Won 3 |
| » Starters: Bob Chipman vs Curt Davis | Fifth | 25 out |
| Saturday, July 29 |
| » Defeated Phillies (36-52), 4-2 | Shibe Park (3-0) | 39-47 | Won 4 |
| » Starters: Claude Passeau vs Dick Barrett | Fifth | 25½ out |
| Sunday, July 30 |
| » Defeated Phillies (36-53), 4-2 | Shibe Park (4-0) | 40-47 | Won 5 |
| » Starters: Hank Wyse vs Charley Schanz | Fifth | 24½ out |
| » Defeated Phillies (36-54), 11-2 | Shibe Park (5-0) | 41-47 | Won 6 |
| » Starters: Bill Fleming vs Al Gerheauser | Fifth | 24½ out |
| Monday, July 31 |
| » Defeated Phillies (36-55), 5-1 | Shibe Park (6-0) | 42-47 | Won 7 |
| » Starters: Hy Vandenberg vs Bill Lee | Fifth | 23½ out |
| Thursday, August 3 |
| » Defeated Dodgers (38-60), 6-2 | Ebbets Field (6-1) | 43-47 | Won 8 |
| » Starters: Bob Chipman vs Curt Davis | Fourth | 24 out |
| » Defeated Dodgers (38-61), 7-1 | Ebbets Field (7-1) | 44-47 | Won 9 |
| » Starters: Claude Passeau vs Tommy Warren | Fourth | 24 out |
| » Major-league debuts: Tommy Brown (Dodgers) |
| Friday, August 4 |
| » Defeated Pirates (53-43), 4-3 | Forbes Field (4-2) | 45-47 | Won 10 |
| » Starters: Hank Wyse vs Max Butcher | Fourth | 23 out |
| Future Cub Rich Nye is born in Oakland, CA. |
| Saturday, August 5 |
| » Defeated Pirates (53-44), 7-2 | Forbes Field (5-2) | 46-47 | Won 11 |
| » Starters: Bill Fleming vs Fritz Ostermueller | Fourth | 22½ out |
| Sunday, August 6 |
| » Lost to Pirates (54-44), 13-5 | Forbes Field (5-3) | 46-48 | |
| » Starters: Hy Vandenberg vs Cookie Cuccurullo | Fifth | 24 out |
| » Lost to Pirates (55-44), 5-4 | Forbes Field (5-4) | 46-49 | Lost 2 |
| » Starters: Bob Chipman vs Nick Strincevich | Fifth | 24 out |
| Wednesday, August 9 |
| » Lost to Dodgers (41-63), 5-2 | Wrigley Field (21-25) | 46-50 | Lost 3 |
| » Starters: Curt Davis vs Hank Wyse | Fifth | 25 out |
| Thursday, August 10 |
| » Lost to Dodgers (42-63), 6-4 | Wrigley Field (21-26) | 46-51 | Lost 4 |
| » Starters: Hal Gregg vs Claude Passeau | Fifth | 26 out |
| Friday, August 11 |
| » Lost to Dodgers (43-63), 7-6 | Wrigley Field (21-27) | 46-52 | Lost 5 |
| » Starters: Ben Chapman vs Bill Fleming | Fifth | 27 out |
| Saturday, August 12 |
| » Defeated Dodgers (43-64), 2-0 | Wrigley Field (22-27) | 47-52 | |
| » Starters: Rube Melton vs Red Lynn | Fifth | 26 out |
| Sunday, August 13 |
| » Lost to Phillies (39-61), 3-2 | Wrigley Field (22-28) | 47-53 | |
| » Starters: Bill Lee vs Bob Chipman | Fifth | 28 out |
| » Lost to Phillies (40-61), 7-6 | Wrigley Field (22-29) | 47-54 | Lost 2 |
| » Starters: Vern Kennedy vs Claude Passeau | Fifth | 28 out |
| Monday, August 14 |
| » Lost to Phillies (41-61), 6-1 | Wrigley Field (22-30) | 47-55 | Lost 3 |
| » Starters: Ken Raffensberger vs Bill Fleming | Fifth | 29 out |
| Tuesday, August 15 |
| » Defeated Phillies (41-62), 4-1 | Wrigley Field (23-30) | 48-55 | |
| » Starters: Al Gerheauser vs Hy Vandenberg | Fourth | 29 out |
| Wednesday, August 16 |
| » Defeated Braves (43-67), 11-3 | Wrigley Field (24-30) | 49-55 | Won 2 |
| » Starters: Nate Andrews vs Red Lynn | Fourth | 29 out |
| Thursday, August 17 |
| » Lost to Braves (44-67), 7-5 | Wrigley Field (24-31) | 49-56 | |
| » Starters: Jim Tobin vs Bob Chipman | Fourth | 30 out |
| Friday, August 18 |
| » Defeated Braves (44-68), 5-3 | Wrigley Field (25-31) | 50-56 | |
| » Starters: Red Barrett vs Claude Passeau | Fourth | 30 out |
| Saturday, August 19 |
| » Lost to Braves (45-68), 4-2 | Wrigley Field (25-32) | 50-57 | |
| » Starters: Nate Andrews vs Hank Wyse | Fourth | 31 out |
| Sunday, August 20 |
| » Defeated Giants (50-64), 7-4 | Wrigley Field (26-32) | 51-57 | |
| » Starters: Harry Feldman vs Hy Vandenberg | Fourth | 31 out |
| » Lost to Giants (51-64), 3-1 | Wrigley Field (26-33) | 51-58 | |
| » Starters: Bill Voiselle vs Red Lynn | Fourth | 31 out |
| Monday, August 21 |
| » Lost to Giants (52-64), 4-3 | Wrigley Field (26-34) | 51-59 | Lost 2 |
| » Starters: Johnny Allen vs Bill Fleming | Fourth | 31½ out |
| Tuesday, August 22 |
| » Lost to Giants (53-64), 9-8 | Wrigley Field (26-35) | 51-60 | Lost 3 |
| » Starters: Ewald Pyle vs Hank Wyse | Fourth | 33 out |
| Wednesday, August 23 |
| » Lost to Cardinals (87-29), 11-1 | Sportsman's Park III (0-6) | 51-61 | Lost 4 |
| » Starters: Bob Chipman vs Mort Cooper | Fourth | 34 out |
| Thursday, August 24 |
| » Lost to Cardinals (88-29), 2-1 | Sportsman's Park III (0-7) | 51-62 | Lost 5 |
| » Starters: Claude Passeau vs Ted Wilks | Fifth | 35 out |
| Friday, August 25 |
| » Lost to Reds (66-49), 2-0 | Wrigley Field (26-36) | 51-63 | Lost 6 |
| » Starters: Ed Heusser vs Hank Wyse | Fifth | 36 out |
| Saturday, August 26 |
| » Lost to Reds (67-49), 10-7 | Wrigley Field (26-37) | 51-64 | Lost 7 |
| » Starters: Bucky Walters vs Hy Vandenberg | Fifth | 36½ out |
| Tuesday, August 29 |
| » Defeated Pirates (71-48), 15-4 | Wrigley Field (27-37) | 52-64 | |
| » Starters: Max Butcher vs Paul Derringer | Fifth | 37 out |
| » Lost to Pirates (72-48), 5-4 | Wrigley Field (27-38) | 52-65 | |
| » Starters: Preacher Roe vs Claude Passeau | Fifth | 37 out |
| Wednesday, August 30 |
| » Defeated Pirates (72-49), 12-5 | Wrigley Field (28-38) | 53-65 | |
| » Starters: Rip Sewell vs Hank Wyse | Fifth | 36 out |
| » Defeated Pirates (72-50), 6-3 | Wrigley Field (29-38) | 54-65 | Won 2 |
| » Starters: Nick Strincevich vs Bob Chipman | Fifth | 36 out |
| Friday, September 1 |
| » Defeated Reds (67-52), 3-2 | Crosley Field (4-4) | 55-65 | Won 3 |
| » Starters: Bill Fleming vs Bucky Walters | Fifth | 35 out |
| Saturday, September 2 |
| » Lost to Reds (68-52), 6-1 | Crosley Field (4-5) | 55-66 | |
| » Starters: Paul Derringer vs Clyde Shoun | Fifth | 35 out |
| Sunday, September 3 |
| » Defeated Reds (68-53), 5-1 | Crosley Field (5-5) | 56-66 | |
| » Starters: Hank Wyse vs Arnold Carter | Fourth | 33 out |
| » Defeated Reds (68-54), 6-2 | Crosley Field (6-5) | 57-66 | Won 2 |
| » Starters: Claude Passeau vs Ed Heusser | Fourth | 33 out |
| Monday, September 4 |
| » Defeated Pirates (76-51), 6-3 | Forbes Field (6-4) | 58-66 | Won 3 |
| » Starters: Paul Erickson vs Max Butcher | Fourth | 33½ out |
| » Lost to Pirates (77-51), 4-3 | Forbes Field (6-5) | 58-67 | |
| » Starters: Hy Vandenberg vs Xavier Rescigno | Fourth | 33½ out |
| Thursday, September 7 |
| » Lost to Cardinals (94-35), 3-2 | Sportsman's Park III (0-8) | 58-68 | Lost 2 |
| » Starters: Bob Chipman vs Harry Brecheen | Fifth | 34½ out |
| Saturday, September 9 |
| » Defeated Cardinals (94-36), 6-1 | Sportsman's Park III (1-8) | 59-68 | |
| » Starters: Claude Passeau vs Ted Wilks | Fourth | 33½ out |
| Sunday, September 10 |
| » Defeated Cardinals (94-37), 9-0 | Sportsman's Park III (2-8) | 60-68 | Won 2 |
| » Starters: Paul Erickson vs Max Lanier | Fourth | 33½ out |
| » Lost to Cardinals (95-37), 4-2 | Sportsman's Park III (2-9) | 60-69 | |
| » Starters: Paul Derringer vs Mort Cooper | Fourth | 33½ out |
| Monday, September 11 |
| » Lost to Reds (73-57), 6-5 | Wrigley Field (29-39) | 60-70 | Lost 2 |
| » Starters: Tommy DeLa Cruz vs Hank Wyse | Fourth | 34 out |
| Future Cub Dave Roberts is born in Gallipolis, OH. |
| Wednesday, September 13 |
| » Lost to Reds (74-57), 4-1 | Wrigley Field (29-40) | 60-71 | Lost 3 |
| » Starters: Harry Gumbert vs Red Lynn | Fourth | 32 out |
| » Defeated Reds (74-58), 3-2 | Wrigley Field (30-40) | 61-71 | |
| » Starters: Clyde Shoun vs Claude Passeau | Fourth | 32 out |
| Thursday, September 14 |
| » Lost to Reds (75-58), 3-2 | Wrigley Field (30-41) | 61-72 | |
| » Starters: Ed Heusser vs Paul Erickson | Fifth | 32 out |
| » Defeated Reds (75-59), 4-2 | Wrigley Field (31-41) | 62-72 | |
| » Starters: Jim Konstanty vs Paul Derringer | Fifth | 32 out |
| Friday, September 15 |
| » Defeated Cardinals (95-42), 2-1 | Wrigley Field (32-41) | 63-72 | Won 2 |
| » Starters: Mort Cooper vs Bob Chipman | Fourth | 32 out |
| » Lost to Cardinals (96-42), 3-2 | Wrigley Field (32-42) | 63-73 | |
| » Starters: Ted Wilks vs Hy Vandenberg | Fourth | 32 out |
| Saturday, September 16 |
| » Defeated Cardinals (96-43), 9-5 | Wrigley Field (33-42) | 64-73 | |
| » Starters: Bill Trotter vs Red Lynn | Fourth | 31 out |
| Sunday, September 17 |
| » Defeated Cardinals (96-44), 2-1 | Wrigley Field (34-42) | 65-73 | Won 2 |
| » Starters: Max Lanier vs Hank Wyse | Fourth | 29 out |
| » Defeated Cardinals (96-45), 2-1 | Wrigley Field (35-42) | 66-73 | Won 3 |
| » Starters: Harry Brecheen vs Claude Passeau | Fourth | 29 out |
| Thursday, September 21 |
| » Defeated Giants (63-78), 11-8 | Polo Grounds V (3-6) | 67-73 | Won 4 |
| » Starters: Bob Chipman vs Bill Voiselle | Fourth | 29 out |
| » Defeated Giants (63-79), 6-4 | Polo Grounds V (4-6) | 68-73 | Won 5 |
| » Starters: Claude Passeau vs Ewald Pyle | Fourth | 29 out |
| Friday, September 22 |
| » Defeated Giants (63-80), 8-1 | Polo Grounds V (5-6) | 69-73 | Won 6 |
| » Starters: Hank Wyse vs Harry Feldman | Fourth | 28 out |
| Saturday, September 23 |
| » Lost to Dodgers (59-86), 12-3 | Ebbets Field (7-2) | 69-74 | |
| » Starters: Paul Erickson vs Ben Chapman | Fourth | 29 out |
| Future Cub Oscar Zamora is born in Camaguey, Cuba. |
| Sunday, September 24 |
| » Lost to Dodgers (60-86), 10-3 | Ebbets Field (7-3) | 69-75 | Lost 2 |
| » Starters: Bill Fleming vs Curt Davis | Fourth | 30 out |
| » Defeated Dodgers (60-87), 4-3 | Ebbets Field (8-3) | 70-75 | |
| » Starters: Paul Derringer vs Art Herring | Fourth | 30 out |
| Monday, September 25 |
| » Defeated Phillies (58-88), 7-6 | Shibe Park (7-0) | 71-75 | Won 2 |
| » Starters: Charlie Gassaway vs Charlie Ripple | Fourth | 29½ out |
| » Defeated Phillies (58-89), 4-1 | Shibe Park (8-0) | 72-75 | Won 3 |
| » Starters: Claude Passeau vs Dick Barrett | Fourth | 29½ out |
| » Major-league debuts: Charlie Gassaway (Cubs) |
| Tuesday, September 26 |
| » Defeated Phillies (58-90), 15-0 | Shibe Park (9-0) | 73-75 | Won 4 |
| » Starters: Hank Wyse vs Al Gerheauser | Fourth | 30 out |
| » Lost to Phillies (59-90), 10-1 | Shibe Park (9-1) | 73-76 | |
| » Starters: Bob Chipman vs Vern Kennedy | Fourth | 30 out |
| Wednesday, September 27 |
| » Defeated Phillies (59-91), 5-3 | Shibe Park (10-1) | 74-76 | |
| » Starters: Paul Erickson vs Bill Lee | Fourth | 29 out |
| Thursday, September 28 |
| » Major-league debuts: Howie Fox (Reds) |
| Friday, September 29 |
| » Lost to Braves (63-88), 5-1 | Braves Field (2-6) | 74-77 | |
| » Starters: Charlie Gassaway vs Nate Andrews | Fourth | 29½ out |
| Saturday, September 30 |
| » Lost to Braves (64-88), 5-2 | Braves Field (2-7) | 74-78 | Lost 2 |
| » Starters: Paul Derringer vs Jim Tobin | Fourth | 30 out |
| Sunday, October 1 |
| » Defeated Braves (64-89), 4-3 | Braves Field (3-7) | 75-78 | |
| » Starters: Hank Wyse vs Red Barrett | Fourth | 30 out |
| » Lost to Braves (65-89), 7-6 | Braves Field (3-8) | 75-79 | |
| » Starters: Bob Chipman vs Johnny Hutchings | Fourth | 30 out |
| Wednesday, October 4 |
| Future Cub Tony LaRussa is born in Tampa, FL. |
| Tuesday, November 7 |
| Future Cub Joe Niekro is born in Martins Ferry, OH. |
| Monday, December 4 |
| Former Cub Roger Bresnahan dies in Toledo, OH at the age of 66. |
| Sunday, December 10 |
| Future Cub Steve Renko is born in Kansas City, KS. |
| Tuesday, December 19 |
| Future Cub Rob Gardner is born in Binghamton, NY. |
Game information provided by Retrosheet (www.retrosheet.org) |
