| Sunday, January 12 |
| Future Cub Paul Reuschel is born in Quincy, IL. |
| Thursday, January 30 |
| Future Cub Matt Alexander is born in Shreveport, LA. |
| Friday, January 31 |
| Former Cub Johnny Kling dies in Kansas City, MO at the age of 72. |
| Monday, February 3 |
| Future Cub Joe Coleman is born in Boston, MA. |
| Wednesday, February 19 |
| Former Cub Hooks Warner dies in San Francisco, CA at the age of 53. |
| Thursday, February 27 |
| Former Cub Ensign Cottrell dies in Syracuse, NY at the age of 59. |
| Wednesday, March 19 |
| Future Cub Garry Jestadt is born in Chicago, IL. |
| Friday, March 21 |
| Future Cub Bill Plummer is born in Oakland, CA. |
| Sunday, March 23 |
| Future Cub Pat Bourque is born in Worcester, MA. |
| Friday, March 28 |
| Former Cub Johnny Evers dies in Albany, NY at the age of 66. |
| Tuesday, April 1 |
| Former Cub Mike Lynch dies in Jennings Lodge, OR at the age of 72. |
| Tuesday, April 15 |
| » Lost to Pirates (1-0), 1-0 | Wrigley Field (0-1) | 0-1 | |
| » Starters: Rip Sewell vs Hank Borowy | Second | 1 out |
| » Major-league debuts: Wally Westlake (Pirates) |
| Thursday, April 17 |
| » Lost to Pirates (2-0), 7-1 | Wrigley Field (0-2) | 0-2 | Lost 2 |
| » Starters: Preacher Roe vs Hank Wyse | Fourth | 2 out |
| Friday, April 18 |
| » Lost to Cardinals (2-2), 4-1 | Sportsman's Park III (0-1) | 0-3 | Lost 3 |
| » Starters: Johnny Schmitz vs Harry Brecheen | Fifth | 3 out |
| Saturday, April 19 |
| » Defeated Cardinals (2-3), 7-1 | Sportsman's Park III (1-1) | 1-3 | |
| » Starters: Bob Chipman vs Al Brazle | Fifth | 3 out |
| Sunday, April 20 |
| » Defeated Cardinals (2-4), 7-4 | Sportsman's Park III (2-1) | 2-3 | Won 2 |
| » Starters: Hank Borowy vs Howie Pollet | Fifth | 2½ out |
| » Major-league debuts: Gerry Staley (Cardinals) |
| Monday, April 21 |
| » Defeated Reds (3-5), 3-0 | Wrigley Field (1-2) | 3-3 | Won 3 |
| » Starters: Kent Peterson vs Hank Wyse | Fourth | 2 out |
| Tuesday, April 22 |
| » Lost to Reds (4-5), 7-6 | Wrigley Field (1-3) | 3-4 | |
| » Starters: Joe Beggs vs Doyle Lade | Fifth | 2½ out |
| Wednesday, April 23 |
| » Defeated Reds (4-6), 7-1 | Wrigley Field (2-3) | 4-4 | |
| » Starters: Eddie Erautt vs Johnny Schmitz | Fourth | 2½ out |
| Thursday, April 24 |
| » Defeated Pirates (6-2), 6-5 | Forbes Field (1-0) | 5-4 | Won 2 |
| » Starters: Hank Borowy vs Preacher Roe | Fourth | 1½ out |
| Saturday, April 26 |
| » Defeated Cardinals (2-6), 4-1 | Wrigley Field (3-3) | 6-4 | Won 3 |
| » Starters: Harry Brecheen vs Bob Chipman | Fourth | 1 out |
| Sunday, April 27 |
| » Defeated Cardinals (2-7), 3-0 | Wrigley Field (4-3) | 7-4 | Won 4 |
| » Starters: Murry Dickson vs Johnny Schmitz | Second | 1 out |
| Tuesday, April 29 |
| » Lost to Dodgers (8-2), 10-6 | Ebbets Field (0-1) | 7-5 | |
| » Starters: Hank Wyse vs Joe Hatten | Second | 2 out |
| Wednesday, April 30 |
| » Defeated Dodgers (8-3), 3-1 | Ebbets Field (1-1) | 8-5 | |
| » Starters: Doyle Lade vs Ralph Branca | Second | 1 out |
| Thursday, May 1 |
| » Lost to Dodgers (9-3), 5-2 | Ebbets Field (1-2) | 8-6 | |
| » Starters: Bob Chipman vs Kirby Higbe | Fourth | 2 out |
| Former Cub Kitty Bransfield dies in Worcester, MA at the age of 73. |
| Tuesday, May 6 |
| » Defeated Phillies (8-9), 3-2 | Shibe Park (1-0) | 9-6 | |
| » Starters: Hank Borowy vs Tommy Hughes | Second | 2 out |
| Thursday, May 8 |
| » Defeated Phillies (8-10), 2-1 | Shibe Park (2-0) | 10-6 | Won 2 |
| » Starters: Hank Wyse vs Freddy Schmidt | Second | 1 out |
| » Defeated Phillies (8-11), 8-7 | Shibe Park (3-0) | 11-6 | Won 3 |
| » Starters: Doyle Lade vs Al Jurisich | Second | 1 out |
| Friday, May 9 |
| » Defeated Reds (8-12), 5-1 | Crosley Field (1-0) | 12-6 | Won 4 |
| » Starters: Johnny Schmitz vs Johnny Vander Meer | First | -- |
| Saturday, May 10 |
| » Lost to Reds (9-12), 5-1 | Crosley Field (1-1) | 12-7 | |
| » Starters: Bill Lee vs Ewell Blackwell | Second | 1 out |
| Future Cub Tim Hosley is born in Spartanburg, SC. |
| Sunday, May 11 |
| » Defeated Reds (9-13), 6-3 | Crosley Field (2-1) | 13-7 | |
| » Starters: Doyle Lade vs Johnny Hetki | First | -- |
| » Defeated Reds (9-14), 4-3 | Crosley Field (3-1) | 14-7 | Won 2 |
| » Starters: Hank Wyse vs Kent Peterson | First | -- |
| Tuesday, May 13 |
| » Lost to Braves (14-9), 7-4 | Wrigley Field (4-4) | 14-8 | |
| » Starters: Warren Spahn vs Johnny Schmitz | First | -- |
| Wednesday, May 14 |
| Future Cub Dick Tidrow is born in San Francisco, CA. |
| Thursday, May 15 |
| » Lost to Giants (11-10), 8-3 | Wrigley Field (4-5) | 14-9 | Lost 2 |
| » Starters: Clint Hartung vs Bob Chipman | First | -- |
| Friday, May 16 |
| » Lost to Giants (12-10), 5-3 | Wrigley Field (4-6) | 14-10 | Lost 3 |
| » Starters: Monte Kennedy vs Hank Wyse | First | -- |
| Saturday, May 17 |
| » Lost to Giants (13-10), 3-1 | Wrigley Field (4-7) | 14-11 | Lost 4 |
| » Starters: Dave Koslo vs Doyle Lade | Third | ½ out |
| Sunday, May 18 |
| » Lost to Dodgers (14-12), 4-2 | Wrigley Field (4-8) | 14-12 | Lost 5 |
| » Starters: Joe Hatten vs Johnny Schmitz | Third | 1 out |
| Monday, May 19 |
| » Defeated Dodgers (14-13), 8-7 | Wrigley Field (5-8) | 15-12 | |
| » Starters: Hal Gregg vs Hank Borowy | Third | ½ out |
| Tuesday, May 20 |
| » Defeated Phillies (15-15), 3-2 | Wrigley Field (6-8) | 16-12 | Won 2 |
| » Starters: Freddy Schmidt vs Hank Wyse | Second | 1 out |
| Wednesday, May 21 |
| » Defeated Phillies (15-16), 2-1 | Wrigley Field (7-8) | 17-12 | Won 3 |
| » Starters: Al Jurisich vs Doyle Lade | First | -- |
| Saturday, May 24 |
| » Lost to Reds (14-18), 6-0 | Wrigley Field (7-9) | 17-13 | |
| » Starters: Johnny Vander Meer vs Hank Wyse | Second | 1 out |
| Sunday, May 25 |
| » Defeated Reds (14-19), 3-1 | Wrigley Field (8-9) | 18-13 | |
| » Starters: Kent Peterson vs Hank Borowy | Second | 1 out |
| Monday, May 26 |
| » Lost to Cardinals (13-20), 3-1 | Sportsman's Park III (2-2) | 18-14 | |
| » Starters: Johnny Schmitz vs Harry Brecheen | Second | 1½ out |
| Tuesday, May 27 |
| » Defeated Cardinals (13-21), 10-3 | Sportsman's Park III (3-2) | 19-14 | |
| » Starters: Bob Chipman vs Howie Pollet | First | -- |
| Wednesday, May 28 |
| » Lost to Pirates (16-15), 7-6 | Forbes Field (1-1) | 19-15 | |
| » Starters: Doyle Lade vs Rip Sewell | Second | ½ out |
| Friday, May 30 |
| » Lost to Pirates (17-15), 2-1 | Forbes Field (1-2) | 19-16 | Lost 2 |
| » Starters: Paul Erickson vs Preacher Roe | Second | 1 out |
| » Defeated Pirates (17-16), 5-2 | Forbes Field (2-2) | 20-16 | |
| » Starters: Hank Borowy vs Kirby Higbe | Second | 1 out |
| Saturday, May 31 |
| » Defeated Phillies (17-22), 7-1 | Shibe Park (4-0) | 21-16 | Won 2 |
| » Starters: Johnny Schmitz vs Freddy Schmidt | Second | 1 out |
| Sunday, June 1 |
| » Defeated Phillies (17-23), 4-3 | Shibe Park (5-0) | 22-16 | Won 3 |
| » Starters: Hank Wyse vs Ken Raffensberger | Second | ½ out |
| Tuesday, June 3 |
| » Lost to Giants (23-16), 8-3 | Polo Grounds V (0-1) | 22-17 | |
| » Starters: Doyle Lade vs Dave Koslo | Second | 1 out |
| Wednesday, June 4 |
| » Defeated Giants (23-17), 6-0 | Polo Grounds V (1-1) | 23-17 | |
| » Starters: Hank Borowy vs Monte Kennedy | First | -- |
| Thursday, June 5 |
| » Defeated Giants (23-18), 5-1 | Polo Grounds V (2-1) | 24-17 | Won 2 |
| » Starters: Paul Erickson vs Larry Jansen | Second | ½ out |
| » Lost to Giants (24-18), 9-3 | Polo Grounds V (2-2) | 24-18 | |
| » Starters: Johnny Schmitz vs Monte Kennedy | Second | ½ out |
| Friday, June 6 |
| » Lost to Dodgers (26-18), 6-2 | Ebbets Field (1-3) | 24-19 | Lost 2 |
| » Starters: Hank Wyse vs Joe Hatten | Third | 1½ out |
| Monday, June 9 |
| » Lost to Braves (26-20), 1-0 | Braves Field (0-1) | 24-20 | Lost 3 |
| » Starters: Hank Borowy vs Red Barrett | Fourth | 2 out |
| Tuesday, June 10 |
| » Lost to Braves (27-20), 2-1 | Braves Field (0-2) | 24-21 | Lost 4 |
| » Starters: Johnny Schmitz vs Johnny Sain | Third | 3 out |
| Wednesday, June 11 |
| » Defeated Braves (27-21), 4-0 | Braves Field (1-2) | 25-21 | |
| » Starters: Doyle Lade vs Warren Spahn | Third | 1½ out |
| » Defeated Braves (27-22), 5-2 | Braves Field (2-2) | 26-21 | Won 2 |
| » Starters: Bob Chipman vs Mort Cooper | Third | 1½ out |
| Thursday, June 12 |
| » Defeated Pirates (20-28), 7-3 | Forbes Field (3-2) | 27-21 | Won 3 |
| » Starters: Paul Erickson vs Ed Bahr | Second | 1 out |
| Friday, June 13 |
| » Defeated Phillies (23-29), 4-3 | Wrigley Field (9-9) | 28-21 | Won 4 |
| » Starters: Charley Schanz vs Hank Borowy | Second | 1½ out |
| Saturday, June 14 |
| » Defeated Phillies (23-30), 6-3 | Wrigley Field (10-9) | 29-21 | Won 5 |
| » Starters: Dutch Leonard vs Hank Wyse | First | -- |
| Sunday, June 15 |
| » Lost to Phillies (24-30), 6-1 | Wrigley Field (10-10) | 29-22 | |
| » Starters: Schoolboy Rowe vs Johnny Schmitz | Third | ½ out |
| Monday, June 16 |
| » Lost to Dodgers (28-25), 2-1 | Wrigley Field (10-11) | 29-23 | Lost 2 |
| » Starters: Harry Taylor vs Doyle Lade | Third | 1 out |
| Future Cub Joe Decker is born in Storm Lake, IA. |
| Wednesday, June 18 |
| » Lost to Dodgers (29-25), 5-3 | Wrigley Field (10-12) | 29-24 | Lost 3 |
| » Starters: Rex Barney vs Hank Borowy | Third | 1½ out |
| Thursday, June 19 |
| » Lost to Dodgers (30-25), 5-1 | Wrigley Field (10-13) | 29-25 | Lost 4 |
| » Starters: Ralph Branca vs Johnny Schmitz | Fourth | 2 out |
| Friday, June 20 |
| » Defeated Braves (31-24), 6-5 | Wrigley Field (11-13) | 30-25 | |
| » Starters: Warren Spahn vs Paul Erickson | Third | 1 out |
| Saturday, June 21 |
| » Lost to Braves (32-24), 5-1 | Wrigley Field (11-14) | 30-26 | |
| » Starters: Johnny Sain vs Doyle Lade | Fourth | 2 out |
| Sunday, June 22 |
| » Lost to Braves (33-24), 8-7 | Wrigley Field (11-15) | 30-27 | Lost 2 |
| » Starters: Bill Voiselle vs Hank Borowy | Fourth | 3 out |
| Monday, June 23 |
| » Defeated Giants (30-25), 6-3 | Wrigley Field (12-15) | 31-27 | |
| » Starters: Mort Cooper vs Paul Erickson | Fourth | 2 out |
| Tuesday, June 24 |
| » Lost to Giants (31-25), 11-0 | Wrigley Field (12-16) | 31-28 | |
| » Starters: Hooks Iott vs Hank Wyse | Fourth | 3 out |
| Wednesday, June 25 |
| » Lost to Giants (32-25), 9-3 | Wrigley Field (12-17) | 31-29 | Lost 2 |
| » Starters: Dave Koslo vs Johnny Schmitz | Fourth | 3½ out |
| Future Cub Jose Ortiz is born in Ponce, P.R. |
| Thursday, June 26 |
| » Lost to Pirates (23-36), 8-0 | Wrigley Field (12-18) | 31-30 | Lost 3 |
| » Starters: Tiny Bonham vs Doyle Lade | Fourth | 4 out |
| Friday, June 27 |
| » Lost to Pirates (24-36), 12-8 | Wrigley Field (12-19) | 31-31 | Lost 4 |
| » Starters: Jim Bagby vs Bill Lee | Fourth | 5 out |
| Saturday, June 28 |
| » Defeated Pirates (24-37), 6-2 | Wrigley Field (13-19) | 32-31 | |
| » Starters: Preacher Roe vs Russ Meyer | Fourth | 3½ out |
| » Defeated Pirates (24-38), 6-5 | Wrigley Field (14-19) | 33-31 | Won 2 |
| » Starters: Ed Bahr vs Hank Borowy | Fourth | 3½ out |
| Sunday, June 29 |
| » Lost to Pirates (25-38), 10-4 | Wrigley Field (14-20) | 33-32 | |
| » Starters: Kirby Higbe vs Claude Passeau | Fourth | 4½ out |
| Monday, June 30 |
| » Lost to Reds (33-35), 6-4 | Crosley Field (3-2) | 33-33 | Lost 2 |
| » Starters: Paul Erickson vs Ewell Blackwell | Fifth | 5 out |
| Thursday, July 3 |
| » Defeated Cardinals (34-33), 4-2 | Wrigley Field (15-20) | 34-33 | |
| » Starters: Harry Brecheen vs Hank Borowy | Fourth | 4 out |
| Friday, July 4 |
| » Lost to Cardinals (35-33), 7-0 | Wrigley Field (15-21) | 34-34 | |
| » Starters: Red Munger vs Bob Chipman | Fourth | 5 out |
| » Defeated Cardinals (35-34), 5-4 | Wrigley Field (16-21) | 35-34 | |
| » Starters: Howie Pollet vs Johnny Schmitz | Fourth | 5 out |
| Saturday, July 5 |
| » Defeated Pirates (26-43), 4-3 | Forbes Field (4-2) | 36-34 | Won 2 |
| » Starters: Doyle Lade vs Rip Sewell | Fourth | 4 out |
| Sunday, July 6 |
| » Lost to Pirates (27-43), 6-2 | Forbes Field (4-3) | 36-35 | |
| » Starters: Paul Erickson vs Tiny Bonham | Fifth | 5½ out |
| » Lost to Pirates (28-43), 10-0 | Forbes Field (4-4) | 36-36 | Lost 2 |
| » Starters: Russ Meyer vs Fritz Ostermueller | Fifth | 5½ out |
| Thursday, July 10 |
| » Lost to Dodgers (43-31), 5-3 | Ebbets Field (1-4) | 36-37 | Lost 3 |
| » Starters: Hank Borowy vs Ralph Branca | Sixth | 7½ out |
| » Lost to Dodgers (44-31), 4-3 | Ebbets Field (1-5) | 36-38 | Lost 4 |
| » Starters: Bob Chipman vs Harry Taylor | Sixth | 7½ out |
| Friday, July 11 |
| » Lost to Dodgers (45-31), 5-0 | Ebbets Field (1-6) | 36-39 | Lost 5 |
| » Starters: Claude Passeau vs Vic Lombardi | Sixth | 8½ out |
| Saturday, July 12 |
| » Lost to Dodgers (46-31), 7-2 | Ebbets Field (1-7) | 36-40 | Lost 6 |
| » Starters: Doyle Lade vs Joe Hatten | Sixth | 10½ out |
| » Lost to Dodgers (47-31), 6-5 | Ebbets Field (1-8) | 36-41 | Lost 7 |
| » Starters: Johnny Schmitz vs Hank Behrman | Sixth | 10½ out |
| Sunday, July 13 |
| » Lost to Braves (43-33), 8-7 | Braves Field (2-3) | 36-42 | Lost 8 |
| » Starters: Paul Erickson vs Red Barrett | Sixth | 12 out |
| » Lost to Braves (44-33), 6-5 | Braves Field (2-4) | 36-43 | Lost 9 |
| » Starters: Hank Wyse vs Bill Voiselle | Sixth | 12 out |
| Monday, July 14 |
| » Defeated Braves (44-34), 5-3 | Braves Field (3-4) | 37-43 | |
| » Starters: Bob Chipman vs Johnny Sain | Sixth | 11 out |
| Future Cub Steve Stone is born in Euclid, OH. Former Cub Orval Overall dies in Fresno, CA at the age of 67. |
| Tuesday, July 15 |
| » Lost to Giants (42-35), 4-0 | Polo Grounds V (2-3) | 37-44 | |
| » Starters: Doyle Lade vs Dave Koslo | Sixth | 10½ out |
| Wednesday, July 16 |
| » Lost to Giants (43-35), 6-3 | Polo Grounds V (2-4) | 37-45 | Lost 2 |
| » Starters: Hank Borowy vs Monte Kennedy | Sixth | 11½ out |
| Friday, July 18 |
| » Defeated Phillies (36-48), 7-5 | Shibe Park (6-0) | 38-45 | |
| » Starters: Johnny Schmitz vs Schoolboy Rowe | Sixth | 11 out |
| » Major-league debuts: Cliff Aberson (Cubs) |
| Sunday, July 20 |
| » Defeated Phillies (36-49), 4-2 | Shibe Park (7-0) | 39-45 | Won 2 |
| » Starters: Paul Erickson vs Ken Heintzelman | Sixth | 9½ out |
| » Defeated Phillies (36-50), 2-1 | Shibe Park (8-0) | 40-45 | Won 3 |
| » Starters: Doyle Lade vs Tommy Hughes | Sixth | 9½ out |
| Tuesday, July 22 |
| » Lost to Braves (47-38), 2-0 | Wrigley Field (16-22) | 40-46 | |
| » Starters: Red Barrett vs Hank Borowy | Sixth | 11 out |
| » Defeated Braves (47-39), 2-0 | Wrigley Field (17-22) | 41-46 | |
| » Starters: Bill Voiselle vs Claude Passeau | Sixth | 11 out |
| Future Cub Cliff Johnson is born in San Antonio, TX. |
| Wednesday, July 23 |
| » Lost to Braves (48-39), 12-4 | Wrigley Field (17-23) | 41-47 | |
| » Starters: Johnny Sain vs Hank Wyse | Sixth | 12 out |
| Thursday, July 24 |
| » Defeated Braves (48-40), 6-4 | Wrigley Field (18-23) | 42-47 | |
| » Starters: Warren Spahn vs Doyle Lade | Fourth | 12 out |
| Friday, July 25 |
| » Defeated Giants (45-40), 5-3 | Wrigley Field (19-23) | 43-47 | Won 2 |
| » Starters: Clint Hartung vs Paul Erickson | Fifth | 12 out |
| Future Cub Mick Kelleher is born in Seattle, WA. |
| Saturday, July 26 |
| » Lost to Giants (46-40), 7-3 | Wrigley Field (19-24) | 43-48 | |
| » Starters: Hooks Iott vs Hank Borowy | Fifth | 13 out |
| Sunday, July 27 |
| » Lost to Giants (47-40), 12-6 | Wrigley Field (19-25) | 43-49 | Lost 2 |
| » Starters: Dave Koslo vs Claude Passeau | Sixth | 14½ out |
| Monday, July 28 |
| » Lost to Dodgers (60-36), 4-0 | Wrigley Field (19-26) | 43-50 | Lost 3 |
| » Starters: Joe Hatten vs Johnny Schmitz | Sixth | 15½ out |
| Tuesday, July 29 |
| » Defeated Phillies (38-57), 5-4 | Wrigley Field (20-26) | 44-50 | |
| » Starters: Al Jurisich vs Doyle Lade | Sixth | 15½ out |
| Wednesday, July 30 |
| » Lost to Phillies (39-57), 9-2 | Wrigley Field (20-27) | 44-51 | |
| » Starters: Blix Donnelly vs Bob Carpenter | Sixth | 16½ out |
| Thursday, July 31 |
| » Lost to Phillies (40-57), 3-0 | Wrigley Field (20-28) | 44-52 | Lost 2 |
| » Starters: Dutch Leonard vs Paul Erickson | Sixth | 17½ out |
| Friday, August 1 |
| » Defeated Dodgers (63-37), 10-8 | Wrigley Field (21-28) | 45-52 | |
| » Starters: Joe Hatten vs Hank Borowy | Sixth | 16½ out |
| Saturday, August 2 |
| » Defeated Dodgers (63-38), 12-7 | Wrigley Field (22-28) | 46-52 | Won 2 |
| » Starters: Harry Taylor vs Doyle Lade | Sixth | 15½ out |
| Sunday, August 3 |
| » Defeated Dodgers (63-39), 6-0 | Wrigley Field (23-28) | 47-52 | Won 3 |
| » Starters: Ralph Branca vs Johnny Schmitz | Sixth | 14½ out |
| Monday, August 4 |
| » Lost to Cardinals (55-44), 8-1 | Wrigley Field (23-29) | 47-53 | |
| » Starters: Howie Pollet vs Bob Chipman | Sixth | 15½ out |
| Tuesday, August 5 |
| » Lost to Cardinals (56-44), 8-2 | Wrigley Field (23-30) | 47-54 | Lost 2 |
| » Starters: Harry Brecheen vs Claude Passeau | Sixth | 15½ out |
| Wednesday, August 6 |
| » Lost to Pirates (43-60), 7-2 | Wrigley Field (23-31) | 47-55 | Lost 3 |
| » Starters: Roger Wolff vs Paul Erickson | Sixth | 15½ out |
| Thursday, August 7 |
| » Lost to Pirates (44-60), 3-0 | Wrigley Field (23-32) | 47-56 | Lost 4 |
| » Starters: Kirby Higbe vs Hank Borowy | Sixth | 15½ out |
| Friday, August 8 |
| » Defeated Reds (51-58), 2-1 | Wrigley Field (24-32) | 48-56 | |
| » Starters: Ewell Blackwell vs Johnny Schmitz | Sixth | 15½ out |
| Saturday, August 9 |
| » Defeated Reds (51-59), 8-1 | Wrigley Field (25-32) | 49-56 | Won 2 |
| » Starters: Ken Raffensberger vs Russ Meers | Sixth | 15 out |
| » Lost to Reds (52-59), 5-0 | Wrigley Field (25-33) | 49-57 | |
| » Starters: Buddy Lively vs Claude Passeau | Sixth | 15 out |
| Sunday, August 10 |
| » Defeated Reds (52-60), 4-3 | Wrigley Field (26-33) | 50-57 | |
| » Starters: Johnny Vander Meer vs Doyle Lade | Fifth | 15 out |
| Monday, August 11 |
| » Lost to Cardinals (62-45), 3-1 | Sportsman's Park III (3-3) | 50-58 | |
| » Starters: Hank Borowy vs Harry Brecheen | Sixth | 15½ out |
| Tuesday, August 12 |
| » Defeated Cardinals (62-46), 2-1 | Sportsman's Park III (4-3) | 51-58 | |
| » Starters: Johnny Schmitz vs Jim Hearn | Fifth | 14½ out |
| Wednesday, August 13 |
| » Lost to Pirates (47-64), 10-2 | Forbes Field (4-5) | 51-59 | |
| » Starters: Paul Erickson vs Mel Queen | Sixth | 15½ out |
| Friday, August 15 |
| » Defeated Reds (53-62), 6-5 | Crosley Field (4-2) | 52-59 | |
| » Starters: Doyle Lade vs Johnny Vander Meer | Fifth | 16 out |
| Saturday, August 16 |
| » Lost to Reds (54-62), 7-6 | Crosley Field (4-3) | 52-60 | |
| » Starters: Bob Chipman vs Buddy Lively | Sixth | 17 out |
| Sunday, August 17 |
| » Lost to Reds (55-62), 2-0 | Crosley Field (4-4) | 52-61 | Lost 2 |
| » Starters: Paul Erickson vs Ewell Blackwell | Sixth | 18 out |
| » Lost to Reds (56-62), 11-3 | Crosley Field (4-5) | 52-62 | Lost 3 |
| » Starters: Johnny Schmitz vs Ken Raffensberger | Sixth | 18 out |
| Tuesday, August 19 |
| » Lost to Phillies (46-69), 8-1 | Shibe Park (8-1) | 52-63 | Lost 4 |
| » Starters: Hank Borowy vs Ken Heintzelman | Sixth | 19½ out |
| » Lost to Phillies (47-69), 8-2 | Shibe Park (8-2) | 52-64 | Lost 5 |
| » Starters: Doyle Lade vs Schoolboy Rowe | Sixth | 19½ out |
| Wednesday, August 20 |
| » Tied Phillies, 1-1 | Shibe Park (8-2) | 52-64 | |
| » Starters: Hank Wyse vs Al Jurisich | Sixth | 19 out |
| Thursday, August 21 |
| » Lost to Braves (65-53), 8-2 | Braves Field (3-5) | 52-65 | Lost 6 |
| » Starters: Paul Erickson vs Warren Spahn | Sixth | 20½ out |
| » Lost to Braves (66-53), 6-4 | Braves Field (3-6) | 52-66 | Lost 7 |
| » Starters: Bob Chipman vs Bill Voiselle | Sixth | 20½ out |
| Friday, August 22 |
| » Defeated Braves (66-54), 5-1 | Braves Field (4-6) | 53-66 | |
| » Starters: Emil Kush vs Walt Lanfranconi | Sixth | 20½ out |
| Saturday, August 23 |
| » Lost to Braves (67-54), 10-4 | Braves Field (4-7) | 53-67 | |
| » Starters: Johnny Schmitz vs Red Barrett | Sixth | 21½ out |
| Sunday, August 24 |
| » Lost to Giants (61-57), 4-0 | Polo Grounds V (2-5) | 53-68 | Lost 2 |
| » Starters: Hank Borowy vs Larry Jansen | Sixth | 22 out |
| » Defeated Giants (61-58), 8-3 | Polo Grounds V (3-5) | 54-68 | |
| » Starters: Hank Wyse vs Hooks Iott | Sixth | 22 out |
| Monday, August 25 |
| » Defeated Giants (61-59), 9-7 | Polo Grounds V (4-5) | 55-68 | Won 2 |
| » Starters: Paul Erickson vs Clint Hartung | Sixth | 22 out |
| Tuesday, August 26 |
| » Lost to Giants (62-59), 7-6 | Polo Grounds V (4-6) | 55-69 | |
| » Starters: Bob Chipman vs Dave Koslo | Sixth | 22 out |
| Wednesday, August 27 |
| » Defeated Dodgers (78-49), 6-3 | Ebbets Field (2-8) | 56-69 | |
| » Starters: Johnny Schmitz vs Joe Hatten | Sixth | 21 out |
| Thursday, August 28 |
| » Lost to Dodgers (79-49), 6-2 | Ebbets Field (2-9) | 56-70 | |
| » Starters: Hank Wyse vs Vic Lombardi | Sixth | 22 out |
| Saturday, August 30 |
| » Lost to Pirates (54-73), 8-5 | Wrigley Field (26-34) | 56-71 | Lost 2 |
| » Starters: Tiny Bonham vs Paul Erickson | Sixth | 23½ out |
| Sunday, August 31 |
| » Defeated Pirates (54-74), 6-3 | Wrigley Field (27-34) | 57-71 | |
| » Starters: Nick Strincevich vs Doyle Lade | Sixth | 23½ out |
| Future Cub Boots Day is born in Ilion, NY. |
| Monday, September 1 |
| » Defeated Reds (61-72), 1-0 | Wrigley Field (28-34) | 58-71 | Won 2 |
| » Starters: Ken Raffensberger vs Bob Chipman | Sixth | 23½ out |
| » Lost to Reds (62-72), 13-2 | Wrigley Field (28-35) | 58-72 | |
| » Starters: Johnny Vander Meer vs Ox Miller | Sixth | 23½ out |
| Wednesday, September 3 |
| » Lost to Cardinals (75-55), 11-1 | Wrigley Field (28-36) | 58-73 | Lost 2 |
| » Starters: Red Munger vs Johnny Schmitz | Sixth | 24 out |
| Saturday, September 6 |
| » Lost to Pirates (55-78), 7-6 | Forbes Field (4-6) | 58-74 | Lost 3 |
| » Starters: Hank Borowy vs Tiny Bonham | Sixth | 25 out |
| Sunday, September 7 |
| » Defeated Pirates (55-79), 4-3 | Forbes Field (5-6) | 59-74 | |
| » Starters: Ox Miller vs Kirby Higbe | Sixth | 24 out |
| Tuesday, September 9 |
| » Defeated Dodgers (85-53), 4-3 | Wrigley Field (29-36) | 60-74 | Won 2 |
| » Starters: Vic Lombardi vs Johnny Schmitz | Sixth | 23 out |
| Wednesday, September 10 |
| » Lost to Dodgers (86-53), 5-1 | Wrigley Field (29-37) | 60-75 | |
| » Starters: Joe Hatten vs Bob Chipman | Sixth | 24 out |
| Thursday, September 11 |
| Future Cub Larry Cox is born in Bluffton, OH. |
| Friday, September 12 |
| » Defeated Phillies (55-83), 4-3 | Wrigley Field (30-37) | 61-75 | |
| » Starters: Ken Heintzelman vs Ralph Hamner | Sixth | 23 out |
| » Defeated Phillies (55-84), 7-5 | Wrigley Field (31-37) | 62-75 | Won 2 |
| » Starters: Blix Donnelly vs Doyle Lade | Sixth | 23 out |
| Saturday, September 13 |
| » Defeated Phillies (55-85), 7-3 | Wrigley Field (32-37) | 63-75 | Won 3 |
| » Starters: Lefty Hoerst vs Ox Miller | Sixth | 23½ out |
| » Lost to Phillies (56-85), 3-1 | Wrigley Field (32-38) | 63-76 | |
| » Starters: Oscar Judd vs Hank Wyse | Sixth | 23½ out |
| Sunday, September 14 |
| » Lost to Braves (79-65), 1-0 | Wrigley Field (32-39) | 63-77 | Lost 2 |
| » Starters: Warren Spahn vs Paul Erickson | Sixth | 24½ out |
| » Defeated Braves (79-66), 6-1 | Wrigley Field (33-39) | 64-77 | |
| » Starters: Clyde Shoun vs Johnny Schmitz | Sixth | 24½ out |
| Monday, September 15 |
| » Defeated Braves (79-67), 3-2 | Wrigley Field (34-39) | 65-77 | Won 2 |
| » Starters: Johnny Sain vs Bob Chipman | Sixth | 24 out |
| Tuesday, September 16 |
| Future Cub Gary Ross is born in McKeesport, PA. |
| Wednesday, September 17 |
| » Lost to Giants (75-67), 9-3 | Wrigley Field (34-40) | 65-78 | |
| » Starters: Hooks Iott vs Doyle Lade | Sixth | 25 out |
| » Defeated Giants (75-68), 12-10 | Wrigley Field (35-40) | 66-78 | |
| » Starters: Monte Kennedy vs Hank Borowy | Sixth | 25 out |
| » Major-league debuts: Wes Westrum (Giants) |
| Thursday, September 18 |
| » Lost to Giants (76-68), 9-5 | Wrigley Field (35-41) | 66-79 | |
| » Starters: Larry Jansen vs Ox Miller | Sixth | 25 out |
| Friday, September 19 |
| » Lost to Cardinals (81-63), 5-2 | Sportsman's Park III (4-4) | 66-80 | Lost 2 |
| » Starters: Johnny Schmitz vs Al Brazle | Sixth | 25½ out |
| Saturday, September 20 |
| » Lost to Cardinals (82-63), 5-0 | Sportsman's Park III (4-5) | 66-81 | Lost 3 |
| » Starters: Bob Chipman vs Red Munger | Sixth | 25½ out |
| Sunday, September 21 |
| Future Cub Jim Todd is born in Lancaster, PA. |
| Monday, September 22 |
| » Lost to Cardinals (83-63), 4-2 | Sportsman's Park III (4-6) | 66-82 | Lost 4 |
| » Starters: Ralph Hamner vs Harry Brecheen | Sixth | 25 out |
| » Defeated Cardinals (83-64), 6-3 | Sportsman's Park III (5-6) | 67-82 | |
| » Starters: Paul Erickson vs Murry Dickson | Sixth | 25 out |
| Tuesday, September 23 |
| » Defeated Reds (72-80), 7-2 | Crosley Field (5-5) | 68-82 | Won 2 |
| » Starters: Hank Wyse vs Johnny Vander Meer | Sixth | 25 out |
| Wednesday, September 24 |
| » Lost to Reds (73-80), 6-5 | Crosley Field (5-6) | 68-83 | |
| » Starters: Freddy Schmidt vs Ken Raffensberger | Sixth | 25 out |
| Friday, September 26 |
| » Lost to Cardinals (88-64), 5-3 | Wrigley Field (35-42) | 68-84 | Lost 2 |
| » Starters: Al Brazle vs Paul Erickson | Sixth | 26 out |
| Saturday, September 27 |
| » Lost to Cardinals (89-64), 3-1 | Wrigley Field (35-43) | 68-85 | Lost 3 |
| » Starters: Ken Johnson vs Ralph Hamner | Sixth | 26 out |
| Sunday, September 28 |
| » Defeated Cardinals (89-65), 3-0 | Wrigley Field (36-43) | 69-85 | |
| » Starters: Ken Burkhart vs Johnny Schmitz | Sixth | 25 out |
| Friday, October 10 |
| Future Cub Roger Metzger</ |
