| Sunday, January 3 |
| Future Cub Adrian Garrett is born in Brooksville, FL. |
| Saturday, January 30 |
| Future Cub Davey Johnson is born in Orlando, FL. |
| Thursday, February 4 |
| Former Cub Frank Dwyer dies in Pittsfield, MA at the age of 75. |
| Tuesday, February 16 |
| Future Cub Bobby Darwin is born in Los Angeles, CA. |
| Friday, February 19 |
| Future Cub Jim Cosman is born in Brockport, NY. |
| Sunday, March 14 |
| Former Cub Earl Smith dies in Portsmouth, OH at the age of 53. |
| Wednesday, April 21 |
| » Lost to Pirates (1-0), 6-0 | Wrigley Field (0-1) | 0-1 | |
| » Starters: Rip Sewell vs Paul Derringer | Third | 1 out |
| Thursday, April 22 |
| » Defeated Pirates (1-1), 4-3 | Wrigley Field (1-1) | 1-1 | |
| » Starters: Hank Gornicki vs Claude Passeau | Fourth | 1 out |
| » Major-league debuts: Xavier Rescigno (Pirates) |
| Friday, April 23 |
| » Major-league debuts: Tom McBride and Roy Partee (Red Sox) |
| Former Cub Cliff Curtis dies in Utica, OH at the age of 62. |
| Saturday, April 24 |
| » Defeated Pirates (1-2), 6-3 | Wrigley Field (2-1) | 2-1 | Won 2 |
| » Starters: Johnny Lanning vs Bill Lee | Second | ½ out |
| » Major-league debuts: Tommy O'Brien (Pirates) |
| Sunday, April 25 |
| » Lost to Pirates (2-2), 6-2 | Wrigley Field (2-2) | 2-2 | |
| » Starters: Rip Sewell vs Lon Warneke | Third | ½ out |
| Tuesday, April 27 |
| » Lost to Cardinals (3-2), 7-0 | Sportsman's Park III (0-1) | 2-3 | Lost 2 |
| » Starters: Paul Derringer vs Mort Cooper | Fourth | 1½ out |
| Wednesday, April 28 |
| » Defeated Cardinals (3-3), 4-0 | Sportsman's Park III (1-1) | 3-3 | |
| » Starters: Hi Bithorn vs Ernie White | Third | 1½ out |
| Thursday, April 29 |
| » Lost to Cardinals (4-3), 4-3 | Sportsman's Park III (1-2) | 3-4 | |
| » Starters: Ed Hanyzewski vs Max Lanier | Fourth | 2½ out |
| Saturday, May 1 |
| » Lost to Pirates (4-4), 6-3 | Forbes Field (0-1) | 3-5 | Lost 2 |
| » Starters: Claude Passeau vs Rip Sewell | Fifth | 4 out |
| Sunday, May 2 |
| » Lost to Pirates (5-4), 3-0 | Forbes Field (0-2) | 3-6 | Lost 3 |
| » Starters: Hi Bithorn vs Wally Hebert | Fifth | 5 out |
| » Lost to Pirates (6-4), 1-0 | Forbes Field (0-3) | 3-7 | Lost 4 |
| » Starters: Dick Barrett vs Bob Klinger | Fifth | 5 out |
| Tuesday, May 4 |
| » Lost to Cardinals (7-4), 11-3 | Wrigley Field (2-3) | 3-8 | Lost 5 |
| » Starters: Ernie White vs Ed Hanyzewski | Seventh | 5½ out |
| Wednesday, May 5 |
| » Defeated Cardinals (7-5), 2-1 | Wrigley Field (3-3) | 4-8 | |
| » Starters: Max Lanier vs Claude Passeau | Sixth | 5½ out |
| Thursday, May 6 |
| » Defeated Cardinals (7-6), 5-1 | Wrigley Field (4-3) | 5-8 | Won 2 |
| » Starters: Harry Gumbert vs Hi Bithorn | Fourth | 4½ out |
| Friday, May 7 |
| » Lost to Reds (8-6), 5-4 | Crosley Field (0-1) | 5-9 | |
| » Starters: Dick Barrett vs Johnny Vander Meer | Sixth | 5½ out |
| Saturday, May 8 |
| » Lost to Reds (9-6), 6-5 | Crosley Field (0-2) | 5-10 | Lost 2 |
| » Starters: Lon Warneke vs Clyde Shoun | Seventh | 5½ out |
| Sunday, May 9 |
| » Defeated Reds (9-7), 13-2 | Crosley Field (1-2) | 6-10 | |
| » Starters: Paul Derringer vs Elmer Riddle | Sixth | 4½ out |
| » Defeated Reds (9-8), 4-3 | Crosley Field (2-2) | 7-10 | Won 2 |
| » Starters: Bill Lee vs Bucky Walters | Sixth | 4½ out |
| Thursday, May 13 |
| » Lost to Giants (7-11), 7-4 | Polo Grounds V (0-1) | 7-11 | |
| » Starters: Claude Passeau vs Carl Hubbell | Sixth | 5½ out |
| Former Cub Jack Hendricks dies in Chicago, IL at the age of 69. Former Cub Pat Malone dies in Altoona, PA at the age of 41. |
| Friday, May 14 |
| » Lost to Giants (8-11), 3-2 | Polo Grounds V (0-2) | 7-12 | Lost 2 |
| » Starters: Hi Bithorn vs Bill Lohrman | Seventh | 5½ out |
| Saturday, May 15 |
| » Lost to Dodgers (14-7), 13-6 | Ebbets Field (0-1) | 7-13 | Lost 3 |
| » Starters: Paul Derringer vs Max Macon | Eighth | 6½ out |
| Sunday, May 16 |
| » Lost to Dodgers (15-7), 4-0 | Ebbets Field (0-2) | 7-14 | Lost 4 |
| » Starters: Lon Warneke vs Ed Head | Sixth | 8½ out |
| » Lost to Dodgers (16-7), 3-2 | Ebbets Field (0-3) | 7-15 | Lost 5 |
| » Starters: Bill Lee vs Kirby Higbe | Sixth | 8½ out |
| Monday, May 17 |
| » Lost to Phillies (10-11), 8-4 | Shibe Park (0-1) | 7-16 | Lost 6 |
| » Starters: Claude Passeau vs Johnny Podgajny | Eighth | 9½ out |
| Tuesday, May 18 |
| » Lost to Phillies (11-11), 5-4 | Shibe Park (0-2) | 7-17 | Lost 7 |
| » Starters: Hi Bithorn vs Si Johnson | Eighth | 9½ out |
| Thursday, May 20 |
| » Lost to Phillies (12-11), 3-0 | Shibe Park (0-3) | 7-18 | Lost 8 |
| » Starters: Bill Lee vs Charlie Fuchs | Eighth | 10½ out |
| » Lost to Phillies (13-11), 2-0 | Shibe Park (0-4) | 7-19 | Lost 9 |
| » Starters: Dick Barrett vs Al Gerheauser | Eighth | 10½ out |
| Sunday, May 23 |
| » Defeated Braves (14-9), 2-1 | Braves Field (1-0) | 8-19 | |
| » Starters: Claude Passeau vs Red Barrett | Eighth | 11 out |
| » Defeated Braves (14-10), 1-0 | Braves Field (2-0) | 9-19 | Won 2 |
| » Starters: Hi Bithorn vs Nate Andrews | Eighth | 11 out |
| Wednesday, May 26 |
| » Lost to Giants (12-18), 4-2 | Wrigley Field (4-4) | 9-20 | |
| » Starters: Bill Lohrman vs Paul Derringer | Eighth | 11 out |
| Thursday, May 27 |
| » Lost to Giants (13-18), 3-2 | Wrigley Field (4-5) | 9-21 | Lost 2 |
| » Starters: Johnnie Wittig vs Lon Warneke | Eighth | 11 out |
| Friday, May 28 |
| » Lost to Giants (14-18), 3-1 | Wrigley Field (4-6) | 9-22 | Lost 3 |
| » Starters: Harry Feldman vs Hi Bithorn | Eighth | 12 out |
| Saturday, May 29 |
| » Defeated Braves (15-13), 4-3 | Wrigley Field (5-6) | 10-22 | |
| » Starters: Nate Andrews vs Claude Passeau | Eighth | 11 out |
| Sunday, May 30 |
| » Defeated Braves (15-14), 5-1 | Wrigley Field (6-6) | 11-22 | Won 2 |
| » Starters: Al Javery vs Paul Derringer | Eighth | 11½ out |
| Monday, May 31 |
| » Lost to Phillies (16-18), 10-4 | Wrigley Field (6-7) | 11-23 | |
| » Starters: Johnny Podgajny vs Dick Barrett | Eighth | 11½ out |
| » Defeated Phillies (16-19), 8-2 | Wrigley Field (7-7) | 12-23 | |
| » Starters: Charlie Fuchs vs Ray Prim | Eighth | 11½ out |
| Tuesday, June 1 |
| » Lost to Phillies (17-19), 7-2 | Wrigley Field (7-8) | 12-24 | |
| » Starters: Si Johnson vs Hi Bithorn | Eighth | 11½ out |
| Wednesday, June 2 |
| » Lost to Phillies (18-19), 6-5 | Wrigley Field (7-9) | 12-25 | Lost 2 |
| » Starters: Schoolboy Rowe vs Claude Passeau | Eighth | 12½ out |
| Thursday, June 3 |
| » Defeated Dodgers (26-15), 8-1 | Wrigley Field (8-9) | 13-25 | |
| » Starters: Ed Head vs Lon Warneke | Eighth | 11½ out |
| Friday, June 4 |
| » Lost to Dodgers (27-15), 18-5 | Wrigley Field (8-10) | 13-26 | |
| » Starters: Rube Melton vs Paul Derringer | Eighth | 12½ out |
| Saturday, June 5 |
| » Defeated Dodgers (27-16), 3-2 | Wrigley Field (9-10) | 14-26 | |
| » Starters: Kirby Higbe vs Ray Prim | Eighth | 11½ out |
| Sunday, June 6 |
| » Lost to Dodgers (28-16), 4-3 | Wrigley Field (9-11) | 14-27 | |
| » Starters: Whit Wyatt vs Claude Passeau | Eighth | 11½ out |
| » Defeated Dodgers (28-17), 11-5 | Wrigley Field (10-11) | 15-27 | |
| » Starters: Curt Davis vs Hi Bithorn | Eighth | 11½ out |
| Friday, June 11 |
| » Lost to Reds (22-19), 7-4 | Wrigley Field (10-12) | 15-28 | |
| » Starters: Ray Starr vs Lon Warneke | Eighth | 13 out |
| Saturday, June 12 |
| » Lost to Reds (23-19), 6-5 | Wrigley Field (10-13) | 15-29 | Lost 2 |
| » Starters: Johnny Vander Meer vs Paul Derringer | Eighth | 14 out |
| Sunday, June 13 |
| » Lost to Reds (24-19), 10-6 | Wrigley Field (10-14) | 15-30 | Lost 3 |
| » Starters: Elmer Riddle vs Claude Passeau | Eighth | 13½ out |
| » Defeated Reds (24-20), 4-1 | Wrigley Field (11-14) | 16-30 | |
| » Starters: Ed Heusser vs Bill Lee | Eighth | 13½ out |
| Tuesday, June 15 |
| » Lost to Pirates (24-22), 4-2 | Forbes Field (0-4) | 16-31 | |
| » Starters: Ray Prim vs Rip Sewell | Seventh | 15 out |
| Wednesday, June 16 |
| » Lost to Pirates (25-22), 5-2 | Forbes Field (0-5) | 16-32 | Lost 2 |
| » Starters: Hi Bithorn vs Hank Gornicki | Seventh | 15 out |
| Thursday, June 17 |
| » Defeated Pirates (25-23), 3-2 | Forbes Field (1-5) | 17-32 | |
| » Starters: Paul Derringer vs Wally Hebert | Eighth | 14 out |
| Friday, June 18 |
| » Defeated Cardinals (30-18), 6-1 | Sportsman's Park III (2-2) | 18-32 | Won 2 |
| » Starters: Claude Passeau vs Max Lanier | Eighth | 13 out |
| Saturday, June 19 |
| » Lost to Cardinals (31-18), 4-2 | Sportsman's Park III (2-3) | 18-33 | |
| » Starters: Bill Lee vs Mort Cooper | Eighth | 14 out |
| Sunday, June 20 |
| » Lost to Cardinals (32-18), 10-9 | Sportsman's Park III (2-4) | 18-34 | Lost 2 |
| » Starters: Ray Prim vs Harry Gumbert | Eighth | 14 out |
| » Defeated Cardinals (32-19), 2-1 | Sportsman's Park III (3-4) | 19-34 | |
| » Starters: Hi Bithorn vs Howie Pollet | Eighth | 14 out |
| Tuesday, June 22 |
| » Defeated Pirates (28-25), 1-0 | Wrigley Field (12-14) | 20-34 | Won 2 |
| » Starters: Johnny Podgajny vs Paul Derringer | Eighth | 14 out |
| Wednesday, June 23 |
| » Defeated Pirates (28-26), 4-1 | Wrigley Field (13-14) | 21-34 | Won 3 |
| » Starters: Wally Hebert vs Claude Passeau | Seventh | 13½ out |
| » Lost to Pirates (29-26), 7-5 | Wrigley Field (13-15) | 21-35 | |
| » Starters: Bob Klinger vs Lon Warneke | Seventh | 13½ out |
| Thursday, June 24 |
| » Lost to Pirates (30-26), 2-1 | Wrigley Field (13-16) | 21-36 | Lost 2 |
| » Starters: Rip Sewell vs Bill Lee | Seventh | 14½ out |
| Friday, June 25 |
| » Defeated Cardinals (34-21), 6-0 | Wrigley Field (14-16) | 22-36 | |
| » Starters: Ernie White vs Hi Bithorn | Seventh | 13½ out |
| Saturday, June 26 |
| » Defeated Cardinals (34-22), 5-2 | Wrigley Field (15-16) | 23-36 | Won 2 |
| » Starters: Howie Pollet vs Paul Derringer | Seventh | 12½ out |
| Sunday, June 27 |
| » Lost to Cardinals (35-22), 3-2 | Wrigley Field (15-17) | 23-37 | |
| » Starters: Mort Cooper vs Claude Passeau | Seventh | 14½ out |
| » Lost to Cardinals (36-22), 4-3 | Wrigley Field (15-18) | 23-38 | Lost 2 |
| » Starters: Harry Gumbert vs Hank Wyse | Seventh | 14½ out |
| Wednesday, June 30 |
| » Defeated Braves (28-31), 6-2 | Braves Field (3-0) | 24-38 | |
| » Starters: Hi Bithorn vs Nate Andrews | Seventh | 14½ out |
| » Defeated Braves (28-32), 5-4 | Braves Field (4-0) | 25-38 | Won 2 |
| » Starters: Bill Lee vs Jim Tobin | Seventh | 14½ out |
| Thursday, July 1 |
| » Defeated Braves (28-33), 6-5 | Braves Field (5-0) | 26-38 | Won 3 |
| » Starters: Paul Derringer vs Red Barrett | Seventh | 13 out |
| Friday, July 2 |
| » Defeated Braves (28-34), 7-1 | Braves Field (6-0) | 27-38 | Won 4 |
| » Starters: Claude Passeau vs Nate Andrews | Seventh | 13 out |
| Saturday, July 3 |
| » Defeated Phillies (30-33), 6-1 | Shibe Park (1-4) | 28-38 | Won 5 |
| » Starters: Hank Wyse vs Newt Kimball | Seventh | 13 out |
| » Major-league debuts: Dale Matthewson (Phillies) |
| Sunday, July 4 |
| » Lost to Phillies (31-33), 2-1 | Shibe Park (1-5) | 28-39 | |
| » Starters: Hi Bithorn vs Si Johnson | Seventh | 14 out |
| » Defeated Phillies (31-34), 5-2 | Shibe Park (2-5) | 29-39 | |
| » Starters: Bill Lee vs Dick Barrett | Seventh | 14 out |
| Monday, July 5 |
| » Lost to Dodgers (43-31), 6-3 | Ebbets Field (0-4) | 29-40 | |
| » Starters: Paul Derringer vs Bobo Newsom | Seventh | 15 out |
| » Lost to Dodgers (44-31), 8-2 | Ebbets Field (0-5) | 29-41 | Lost 2 |
| » Starters: Ray Prim vs Kirby Higbe | Seventh | 15 out |
| Tuesday, July 6 |
| » Defeated Dodgers (44-32), 9-4 | Ebbets Field (1-5) | 30-41 | |
| » Starters: Claude Passeau vs Rube Melton | Seventh | 15 out |
| Friday, July 9 |
| » Defeated Giants (28-43), 5-3 | Polo Grounds V (1-2) | 31-41 | Won 2 |
| » Starters: Hank Wyse vs Johnnie Wittig | Seventh | 15 out |
| Saturday, July 10 |
| » Defeated Giants (28-44), 10-4 | Polo Grounds V (2-2) | 32-41 | Won 3 |
| » Starters: Hi Bithorn vs Carl Hubbell | Seventh | 15½ out |
| » Lost to Giants (29-44), 9-2 | Polo Grounds V (2-3) | 32-42 | |
| » Starters: Bill Lee vs Rube Fischer | Seventh | 15½ out |
| Sunday, July 11 |
| » Lost to Giants (30-44), 4-3 | Polo Grounds V (2-4) | 32-43 | Lost 2 |
| » Starters: Paul Derringer vs Cliff Melton | Seventh | 16½ out |
| » Defeated Giants (30-45), 4-3 | Polo Grounds V (3-4) | 33-43 | |
| » Starters: Claude Passeau vs Ken Chase | Seventh | 16½ out |
| Thursday, July 15 |
| » Defeated Reds (39-38), 8-0 | Crosley Field (3-2) | 34-43 | Won 2 |
| » Starters: Hi Bithorn vs Elmer Riddle | Seventh | 15½ out |
| Saturday, July 17 |
| » Lost to Reds (40-38), 6-5 | Crosley Field (3-3) | 34-44 | |
| » Starters: Paul Derringer vs Ray Starr | Seventh | 14½ out |
| Sunday, July 18 |
| » Defeated Reds (40-39), 3-1 | Crosley Field (4-3) | 35-44 | |
| » Starters: Claude Passeau vs Johnny Vander Meer | Fifth | 13½ out |
| » Defeated Reds (40-40), 7-0 | Crosley Field (5-3) | 36-44 | Won 2 |
| » Starters: Hank Wyse vs Bucky Walters | Fifth | 13½ out |
| Wednesday, July 21 |
| » Defeated Braves (33-42), 4-1 | Wrigley Field (16-18) | 37-44 | Won 3 |
| » Starters: Nate Andrews vs Hi Bithorn | Fifth | 14 out |
| Thursday, July 22 |
| » Lost to Braves (34-42), 8-6 | Wrigley Field (16-19) | 37-45 | |
| » Starters: Al Javery vs Paul Derringer | Sixth | 15½ out |
| » Lost to Braves (35-42), 3-2 | Wrigley Field (16-20) | 37-46 | Lost 2 |
| » Starters: Red Barrett vs Bill Lee | Sixth | 15½ out |
| Friday, July 23 |
| » Defeated Braves (35-43), 5-0 | Wrigley Field (17-20) | 38-46 | |
| » Starters: Jim Tobin vs Claude Passeau | Fifth | 15½ out |
| Saturday, July 24 |
| » Defeated Giants (33-52), 7-1 | Wrigley Field (18-20) | 39-46 | Won 2 |
| » Starters: Bill Lohrman vs Hank Wyse | Fifth | 15½ out |
| Sunday, July 25 |
| » Defeated Giants (33-53), 2-0 | Wrigley Field (19-20) | 40-46 | Won 3 |
| » Starters: Rube Fischer vs Hi Bithorn | Fifth | 15½ out |
| » Defeated Giants (33-54), 2-0 | Wrigley Field (20-20) | 41-46 | Won 4 |
| » Starters: Cliff Melton vs Ed Hanyzewski | Fifth | 15½ out |
| Monday, July 26 |
| » Lost to Giants (34-54), 4-3 | Wrigley Field (20-21) | 41-47 | |
| » Starters: Johnnie Wittig vs Bill Lee | Fifth | 16½ out |
| Wednesday, July 28 |
| » Defeated Dodgers (51-41), 8-7 | Wrigley Field (21-21) | 42-47 | |
| » Starters: Rube Melton vs Claude Passeau | Fifth | 16 out |
| » Defeated Dodgers (51-42), 4-2 | Wrigley Field (22-21) | 43-47 | Won 2 |
| » Starters: Kirby Higbe vs Hank Wyse | Fifth | 16 out |
| Friday, July 30 |
| » Defeated Dodgers (51-43), 12-3 | Wrigley Field (23-21) | 44-47 | Won 3 |
| » Starters: Rube Melton vs Hi Bithorn | Fifth | 15 out |
| Saturday, July 31 |
| » Defeated Phillies (41-54), 3-1 | Wrigley Field (24-21) | 45-47 | Won 4 |
| » Starters: Dick Conger vs Ed Hanyzewski | Fifth | 15 out |
| Sunday, August 1 |
| » Lost to Phillies (42-54), 4-1 | Wrigley Field (24-22) | 45-48 | |
| » Starters: Dick Barrett vs Claude Passeau | Fifth | 17 out |
| » Lost to Phillies (43-54), 5-3 | Wrigley Field (24-23) | 45-49 | Lost 2 |
| » Starters: Jack Kraus vs Hank Wyse | Fifth | 17 out |
| Thursday, August 5 |
| » Lost to Reds (51-46), 4-1 | Wrigley Field (24-24) | 45-50 | Lost 3 |
| » Starters: Bucky Walters vs Hi Bithorn | Fifth | 18 out |
| Friday, August 6 |
| » Lost to Reds (52-46), 9-7 | Wrigley Field (24-25) | 45-51 | Lost 4 |
| » Starters: Ray Starr vs Ed Hanyzewski | Fifth | 19 out |
| Saturday, August 7 |
| » Lost to Reds (53-46), 4-1 | Wrigley Field (24-26) | 45-52 | Lost 5 |
| » Starters: Johnny Vander Meer vs Hank Wyse | Fifth | 19 out |
| Sunday, August 8 |
| » Defeated Reds (53-47), 4-3 | Wrigley Field (25-26) | 46-52 | |
| » Starters: Elmer Riddle vs Claude Passeau | Fifth | 20 out |
| » Lost to Reds (54-47), 10-7 | Wrigley Field (25-27) | 46-53 | |
| » Starters: Bucky Walters vs Paul Erickson | Fifth | 20 out |
| Wednesday, August 11 |
| » Defeated Braves (43-52), 3-0 | Braves Field (7-0) | 47-53 | |
| » Starters: Hi Bithorn vs Jim Tobin | Sixth | 19½ out |
| » Lost to Braves (44-52), 6-2 | Braves Field (7-1) | 47-54 | |
| » Starters: Ed Hanyzewski vs Red Barrett | Sixth | 19½ out |
| Thursday, August 12 |
| » Lost to Braves (45-52), 3-2 | Braves Field (7-2) | 47-55 | Lost 2 |
| » Starters: Hank Wyse vs Al Javery | Seventh | 20½ out |
| Friday, August 13 |
| » Lost to Braves (46-52), 5-4 | Braves Field (7-3) | 47-56 | Lost 3 |
| » Starters: Claude Passeau vs Nate Andrews | Seventh | 21 out |
| Saturday, August 14 |
| » Lost to Braves (47-52), 3-2 | Braves Field (7-4) | 47-57 | Lost 4 |
| » Starters: Ed Hanyzewski vs Manny Salvo | Seventh | 21½ out |
| Sunday, August 15 |
| » Defeated Phillies (50-59), 5-2 | Shibe Park (3-5) | 48-57 | |
| » Starters: Hi Bithorn vs Dick Barrett | Sixth | 20½ out |
| » Defeated Phillies (50-60), 3-0 | Shibe Park (4-5) | 49-57 | Won 2 |
| » Starters: Paul Derringer vs Bill Lee | Sixth | 20½ out |
| Monday, August 16 |
| » Lost to Phillies (51-60), 4-3 | Shibe Park (4-6) | 49-58 | |
| » Starters: Paul Erickson vs Schoolboy Rowe | Seventh | 20½ out |
| Tuesday, August 17 |
| » Defeated Phillies (51-61), 7-5 | Shibe Park (5-6) | 50-58 | |
| » Starters: Hank Wyse vs Dick Conger | Fourth | 20½ out |
| Wednesday, August 18 |
| » Defeated Dodgers (55-55), 7-5 | Ebbets Field (2-5) | 51-58 | Won 2 |
| » Starters: Claude Passeau vs Hal Gregg | Fourth | 19½ out |
| » Defeated Dodgers (55-56), 15-6 | Ebbets Field (3-5) | 52-58 | Won 3 |
| » Starters: Ed Hanyzewski vs Rex Barney | Fourth | 19½ out |
| » Major-league debuts: Rex Barney and Hal Gregg (Dodgers) |
| Thursday, August 19 |
| » Lost to Dodgers (56-56), 9-2 | Ebbets Field (3-6) | 52-59 | |
| » Starters: Hi Bithorn vs Curt Davis | Fourth | 19½ out |
| Friday, August 20 |
| » Lost to Dodgers (57-56), 6-3 | Ebbets Field (3-7) | 52-60 | Lost 2 |
| » Starters: Paul Derringer vs Whit Wyatt | Fifth | 20½ out |
| Saturday, August 21 |
| » Defeated Dodgers (57-57), 13-1 | Ebbets Field (4-7) | 53-60 | |
| » Starters: Lon Warneke vs Hal Gregg | Fifth | 19½ out |
| Sunday, August 22 |
| » Defeated Giants (42-73), 6-2 | Polo Grounds V (4-4) | 54-60 | Won 2 |
| » Starters: Claude Passeau vs Johnnie Wittig | Fifth | 19½ out |
| » Defeated Giants (42-74), 4-3 | Polo Grounds V (5-4) | 55-60 | Won 3 |
| » Starters: Hank Wyse vs Van Mungo | Fifth | 19½ out |
| Future Cub Jose Arcia is born in Havana, Cuba. |
| Tuesday, August 24 |
| » Lost to Giants (43-74), 8-7 | Polo Grounds V (5-5) | 55-61 | |
| » Starters: Hi Bithorn vs Ken Chase | Fifth | 20½ out |
| » Defeated Giants (43-75), 6-1 | Polo Grounds V (6-5) | 56-61 | |
| » Starters: Ed Hanyzewski vs Cliff Melton | Fifth | 20½ out |
| Thursday, August 26 |
| » Defeated Pirates (64-56), 3-2 | Forbes Field (2-5) | 57-61 | Won 2 |
| » Starters: Paul Derringer vs Wally Hebert | Fifth | 20½ out |
| Friday, August 27 |
| » Defeated Pirates (64-57), 3-2 | Forbes Field (3-5) | 58-61 | Won 3 |
| » Starters: Claude Passeau vs Bob Klinger | Fifth | 19½ out |
| Saturday, August 28 |
| » Lost to Pirates (65-57), 5-4 | Forbes Field (3-6) | 58-62 | |
| » Starters: Hank Wyse vs Johnny Podgajny | Fifth | 19½ out |
| Sunday, August 29 |
| » Defeated Pirates (65-58), 11-2 | Forbes Field (4-6) | 59-62 | |
| » Starters: Hi Bithorn vs Rip Sewell | Fifth | 19½ out |
| » Lost to Pirates (66-58), 3-1 | Forbes Field (4-7) | 59-63 | |
| » Starters: Ed Hanyzewski vs Hank Gornicki | Fifth | 19½ out |
| Monday, August 30 |
| Future Cub Carmen Fanzone is born in Detroit, MI. |
| Tuesday, August 31 |
| » Lost to Reds (69-53), 3-2 | Crosley Field (5-4) | 59-64 | Lost 2 |
| » Starters: Paul Derringer vs Bucky Walters | Fifth | 20½ out |
| Wednesday, September 1 |
| » Defeated Reds (69-54), 12-9 | Crosley Field (6-4) | 60-64 | |
| » Starters: Claude Passeau vs Ray Starr | Fifth | 21½ out |
| Thursday, September 2 |
| » Defeated Reds (69-55), 3-1 | Crosley Field (7-4) | 61-64 | Won 2 |
| » Starters: Hi Bithorn vs Elmer Riddle | Fifth | 21 out |
| Friday, September 3 |
| » Lost to Pirates (68-63), 5-1 | Wrigley Field (25-28) | 61-65 | |
| » Starters: Rip Sewell vs Ed Hanyzewski | Fifth | 22 out |
| Saturday, September 4 |
| » Lost to Pirates (69-63), 7-4 | Wrigley Field (25-29) | 61-66 | Lost 2 |
| » Starters: Hank Gornicki vs Paul Derringer | Fifth | 23 out |
| Sunday, September 5 |
| » Lost to Pirates (70-63), 5-4 | Wrigley Field (25-30) | 61-67 | Lost 3 |
| » Starters: Bob Klinger vs Claude Passeau | Fifth | 23½ out |
| Monday, September 6 |
| » Lost to Reds (71-58), 10-1 | Wrigley Field (25-31) | 61-68 | Lost 4 |
| » Starters: Elmer Riddle vs Lon Warneke | Fifth | 25½ out |
| » Lost to Reds (72-58), 3-1 | Wrigley Field (25-32) | 61-69 | Lost 5 |
| » Starters: Johnny Vander Meer vs Ed Hanyzewski | Fifth | 25½ out |
| Friday, September 10 |
| » Lost to Cardinals (89-44), 2-1 | Wrigley Field (25-33) | 61-70 | Lost 6 |
| » Starters: Max Lanier vs Claude Passeau | Fifth | 27 out |
| Saturday, September 11 |
| » Lost to Cardinals (90-44), 3-1 | Wrigley Field (25-34) | 61-71 | Lost 7 |
| » Starters: Al Brazle vs Ed Hanyzewski | Fifth | 28 out |
| Former Cub Kid Durbin dies in Kirkwood, MO at the age of 58. |
| Thursday, September 16 |
| » Lost to Cardinals (91-44), 7-5 | Sportsman's Park III (3-5) | 61-72 | Lost 8 |
| » Starters: Hi Bithorn vs Harry Brecheen | Fifth | 29 out |
| Friday, September 17 |
| » Lost to Cardinals (92-44), 2-1 | Sportsman's Park III (3-6) | 61-73 | Lost 9 |
| » Starters: Claude Passeau vs Mort Cooper | Fifth | 30 out |
| » Major-league debuts: Ed Sauer (Cubs) |
| Saturday, September 18 |
| » Lost to Cardinals (93-44), 2-1 | Sportsman's Park III (3-7) | 61-74 | Lost 10 |
| » Starters: Ed Hanyzewski vs Max Lanier | Fifth | 32 out |
| » Lost to Cardinals (94-44), 5-0 | Sportsman's Park III (3-8) | 61-75 | Lost 11 |
| » Starters: Walter Signer vs Al Brazle | Fifth | 32 out |
| Sunday, September 19 |
| » Defeated Cardinals (94-45), 6-0 | Sportsman's Park III (4-8) | 62-75 | |
| » Starters: Hank Wyse vs Harry Gumbert | Fifth | 30 out |
| » Defeated Cardinals (94-46), 10-9 | Sportsman's Park III (5-8) | 63-75 | Won 2 |
| » Starters: Paul Erickson vs Ernie White | Fifth | 30 out |
| Wednesday, September 22 |
| » Defeated Phillies (60-82), 5-1 | Wrigley Field (26-34) | 64-75 | Won 3 |
| » Starters: Dick Barrett vs Claude Passeau | Sixth | 30½ out |
| » Lost to Phillies (61-82), 3-0 | Wrigley Field (26-35) | 64-76 | |
| » Starters: Al Gerheauser vs Hi Bithorn | Sixth | 30½ out |
| Thursday, September 23 |
| » Defeated Phillies (61-83), 8-7 | Wrigley Field (27-35) | 65-76 | |
| » Starters: Schoolboy Rowe vs Ed Hanyzewski | Sixth | 29½ out |
| Friday, September 24 |
| » Defeated Phillies (61-84), 7-4 | Wrigley Field (28-35) | 66-76 | Won 2 |
| » Starters: Bill Lee vs Paul Erickson | Fifth | 29½ out |
| » Major-league debuts: John Ostrowski (Cubs) |
| Saturday, September 25 |
| » Defeated Dodgers (77-67), 5-3 | Wrigley Field (29-35) | 67-76 | Won 3 |
| » Starters: Rex Barney vs Hank Wyse | Fifth | 29½ out |
| Sunday, September 26 |
| » Lost to Dodgers (78-67), 5-1 | Wrigley Field (29-36) | 67-77 | |
| » Starters: Kirby Higbe vs Claude Passeau | Fifth | 29½ out |
| » Defeated Dodgers (78-68), 5-3 | Wrigley Field (30-36) | 68-77 | |
| » Starters: Ed Head vs Ed Hanyzewski | Fifth | 29½ out |
| » Major-league debuts: Don Johnson (Cubs) |
| Monday, September 27 |
| » Defeated Giants (55-92), 10-9 | Wrigley Field (31-36) | 69-77 | Won 2 |
| » Starters: Ace Adams vs Dale Alderson | Fifth | 29½ out |
| Tuesday, September 28 |
| » Defeated Giants (55-93), 3-2 | Wrigley Field (32-36) | 70-77 | Won 3 |
| » Starters: Frank Seward vs Paul Derringer | Fifth | 28½ out |
| » Defeated Giants (55-94), 2-1 | Wrigley Field (33-36) | 71-77 | Won 4 |
| » Starters: Hugh East vs Lon Warneke | Fifth | 28½ out |
| Wednesday, September 29 |
| » Tied Giants, 3-3 | Wrigley Field (33-36) | 71-77 | |
| » Starters: Ken Chase vs Hi Bithorn | Fifth | 29 out |
| Thursday, September 30 |
| » Defeated Braves (66-83), 5-4 | Wrigley Field (34-36) | 72-77 | Won 5 |
| » Starters: Nate Andrews vs Hank Wyse | Fifth | 29 out |
| Friday, October 1 |
| » Defeated Braves (66-84), 3-1 | Wrigley Field (35-36) | 73-77 | Won 6 |
| » Starters: Red Barrett vs Walter Signer | Fifth | 29 out |
| Saturday, October 2 |
| » Lost to Braves (67-84), 2-0 | Wrigley Field (35-37) | 73-78 | |
| » Starters: Al Javery vs Dale Alderson | Fifth | 30 out |
| Sunday, October 3 |
| » Defeated Braves (67-85), 7-0 | Wrigley Field (36-37) | 74-78 | |
| » Starters: Carl Lindquist vs Hi Bithorn | Fifth | 30½ out |
| » Lost to Braves (68-85), 5-2 | Wrigley Field (36-38) | 74-79 | |
| » Starters: John Dagenhard vs John Burrows | Fifth | 30½ out |
| Thursday, October 7 |
| Future Cub Jose Cardenal is born in Matanzas, Cuba. |
| Tuesday, October 19 |
| Future Cub Brock Davis is born in Oakland, CA. |
| Thursday, November 4 |
| Future Cub Dick Selma is born in Santa Ana, CA. |
| Monday, November 29 |
| Future Cub Dan McGinn is born in Omaha, NE. |
Game information provided by Retrosheet (www.retrosheet.org) |