| Friday, January 13 |
| Future Cub Mike Tyson is born in Rocky Mount, NC. |
| Tuesday, February 7 |
| Future Cub Burt Hooton is born in Greenville, TX. |
| Saturday, February 11 |
| Former Cub Kiki Cuyler dies in Ann Arbor, MI at the age of 52. Former Cub Hank Griffin dies in Terrell, TX at the age of 64. |
| Thursday, March 2 |
| Future Cub Pete Broberg is born in West Palm Beach, FL. |
| Sunday, March 5 |
| Future Cub Doug Bird is born in Corona, CA. |
| Monday, March 27 |
| Future Cub Lynn McGlothen is born in Monroe, LA. |
| Tuesday, April 18 |
| » Defeated Reds (0-1), 9-6 | Crosley Field (1-0) | 1-0 | |
| » Starters: Johnny Schmitz vs Ken Raffensberger | First | -- |
| » Major-league debuts: Frank Smith (Reds) |
| Wednesday, April 19 |
| » Major-league debuts: Bob Hooper (Athletics) |
| Thursday, April 20 |
| Future Cub Milt Wilcox is born in Honolulu, HI. |
| Friday, April 21 |
| » Defeated Cardinals (1-3), 2-0 | Wrigley Field (1-0) | 2-0 | Won 2 |
| » Starters: Harry Brecheen vs Bob Rush | First | -- |
| Saturday, April 22 |
| » Defeated Cardinals (1-4), 7-6 | Wrigley Field (2-0) | 3-0 | Won 3 |
| » Starters: Gerry Staley vs Bill Voiselle | First | -- |
| » Major-league debuts: Bob Borkowski (Cubs) |
| Sunday, April 23 |
| » Major-league debuts: Joe Adcock (Reds) |
| Friday, April 28 |
| » Lost to Reds (1-6), 3-1 | Wrigley Field (2-1) | 3-1 | |
| » Starters: Herm Wehmeier vs Paul Minner | Third | 2½ out |
| Sunday, April 30 |
| » Lost to Cardinals (5-5), 1-0 | Sportsman's Park III (0-1) | 3-2 | Lost 2 |
| » Starters: Johnny Schmitz vs Harry Brecheen | Second | 2 out |
| Tuesday, May 2 |
| » Defeated Phillies (6-7), 10-8 | Wrigley Field (3-1) | 4-2 | |
| » Starters: Ken Heintzelman vs Bob Rush | Second | 2½ out |
| » Major-league debuts: Randy Jackson (Cubs) |
| Wednesday, May 3 |
| » Lost to Phillies (7-7), 5-2 | Wrigley Field (3-2) | 4-3 | |
| » Starters: Ken Johnson vs Johnny Klippstein | Second | 2½ out |
| » Major-league debuts: Johnny Klippstein (Cubs) |
| Thursday, May 4 |
| » Lost to Dodgers (9-4), 10-2 | Wrigley Field (3-3) | 4-4 | Lost 2 |
| » Starters: Dan Bankhead vs Monk Dubiel | Fourth | 2½ out |
| Friday, May 5 |
| » Defeated Dodgers (9-5), 7-6 | Wrigley Field (4-3) | 5-4 | |
| » Starters: Ralph Branca vs Johnny Schmitz | Fourth | 2½ out |
| Saturday, May 6 |
| » Defeated Dodgers (9-6), 5-4 | Wrigley Field (5-3) | 6-4 | Won 2 |
| » Starters: Joe Hatten vs Doyle Lade | Second | 2½ out |
| Sunday, May 7 |
| » Lost to Giants (4-8), 4-3 | Wrigley Field (5-4) | 6-5 | |
| » Starters: Monty Kennedy vs Bob Rush | Fifth | 2 out |
| » Lost to Giants (5-8), 5-2 | Wrigley Field (5-5) | 6-6 | Lost 2 |
| » Starters: Dave Koslo vs Johnny Klippstein | Fifth | 2 out |
| Tuesday, May 9 |
| » Defeated Giants (5-9), 6-0 | Wrigley Field (6-5) | 7-6 | |
| » Starters: Larry Jansen vs Johnny Schmitz | Fourth | 2½ out |
| Wednesday, May 10 |
| » Defeated Braves (10-10), 6-3 | Wrigley Field (7-5) | 8-6 | Won 2 |
| » Starters: Warren Spahn vs Doyle Lade | Third | 3 out |
| Thursday, May 11 |
| » Lost to Braves (11-10), 3-0 | Wrigley Field (7-6) | 8-7 | |
| » Starters: Johnny Sain vs Bill Voiselle | Third | 3 out |
| Friday, May 12 |
| » Defeated Pirates (10-11), 6-3 | Wrigley Field (8-6) | 9-7 | |
| » Starters: Hal Gregg vs Bob Rush | Third | 2½ out |
| Saturday, May 13 |
| » Defeated Pirates (10-12), 4-3 | Wrigley Field (9-6) | 10-7 | Won 2 |
| » Starters: Cliff Chambers vs Frank Hiller | Second | 2½ out |
| Sunday, May 14 |
| » Lost to Pirates (11-12), 6-5 | Wrigley Field (9-7) | 10-8 | |
| » Starters: Junior Walsh vs Johnny Schmitz | Fourth | 2½ out |
| » Lost to Pirates (12-12), 16-9 | Wrigley Field (9-8) | 10-9 | Lost 2 |
| » Starters: Mel Queen vs Doyle Lade | Fourth | 2½ out |
| Tuesday, May 16 |
| » Defeated Giants (6-12), 4-3 | Polo Grounds V (1-0) | 11-9 | |
| » Starters: Bob Rush vs Dave Koslo | Fourth | 2½ out |
| Wednesday, May 17 |
| » Lost to Giants (7-12), 4-1 | Polo Grounds V (1-1) | 11-10 | |
| » Starters: Bill Voiselle vs Sheldon Jones | Fourth | 3½ out |
| Thursday, May 18 |
| » Lost to Giants (8-12), 10-4 | Polo Grounds V (1-2) | 11-11 | Lost 2 |
| » Starters: Johnny Schmitz vs Clint Hartung | Fourth | 4 out |
| Saturday, May 20 |
| » Defeated Phillies (16-10), 7-2 | Shibe Park (1-0) | 12-11 | |
| » Starters: Bob Rush vs Curt Simmons | Fourth | 3½ out |
| Sunday, May 21 |
| » Lost to Braves (14-13), 3-2 | Braves Field (0-1) | 12-12 | |
| » Starters: Paul Minner vs Johnny Sain | Fifth | 4 out |
| » Lost to Braves (15-13), 4-3 | Braves Field (0-2) | 12-13 | Lost 2 |
| » Starters: Johnny Vander Meer vs Vern Bickford | Fifth | 4 out |
| Future Cub Bob Molinaro is born in Newark, NJ. |
| Tuesday, May 23 |
| » Defeated Dodgers (18-11), 5-4 | Ebbets Field (1-0) | 13-13 | |
| » Starters: Johnny Schmitz vs Ralph Branca | Sixth | 3½ out |
| Wednesday, May 24 |
| » Lost to Dodgers (19-11), 6-1 | Ebbets Field (1-1) | 13-14 | |
| » Starters: Bob Rush vs Dan Bankhead | Sixth | 4½ out |
| Thursday, May 25 |
| » Lost to Dodgers (20-11), 5-4 | Ebbets Field (1-2) | 13-15 | Lost 2 |
| » Starters: Bill Voiselle vs Preacher Roe | Sixth | 5½ out |
| Friday, May 26 |
| » Defeated Pirates (16-18), 4-0 | Forbes Field (1-0) | 14-15 | |
| » Starters: Frank Hiller vs Mel Queen | Fifth | 5½ out |
| Saturday, May 27 |
| » Defeated Pirates (16-19), 7-5 | Forbes Field (2-0) | 15-15 | Won 2 |
| » Starters: Paul Minner vs Bob Chesnes | Fifth | 5 out |
| Sunday, May 28 |
| » Defeated Pirates (16-20), 6-0 | Forbes Field (3-0) | 16-15 | Won 3 |
| » Starters: Johnny Schmitz vs Murry Dickson | Fifth | 4 out |
| » Defeated Pirates (16-21), 5-1 | Forbes Field (4-0) | 17-15 | Won 4 |
| » Starters: Bob Rush vs Vic Lombardi | Fifth | 4 out |
| Tuesday, May 30 |
| » Lost to Reds (10-24), 4-1 | Wrigley Field (9-9) | 17-16 | |
| » Starters: Ken Raffensberger vs Johnny Vander Meer | Fifth | 4 out |
| » Defeated Reds (10-25), 7-4 | Wrigley Field (10-9) | 18-16 | |
| » Starters: Herm Wehmeier vs Bill Voiselle | Fifth | 4 out |
| Thursday, June 1 |
| » Lost to Phillies (23-15), 8-4 | Wrigley Field (10-10) | 18-17 | |
| » Starters: Curt Simmons vs Frank Hiller | Fourth | 4 out |
| Saturday, June 3 |
| » Lost to Phillies (24-15), 6-2 | Wrigley Field (10-11) | 18-18 | Lost 2 |
| » Starters: Bubba Church vs Bob Rush | Fifth | 5 out |
| Sunday, June 4 |
| » Defeated Dodgers (24-15), 13-8 | Wrigley Field (11-11) | 19-18 | |
| » Starters: Jack Banta vs Johnny Schmitz | Fourth | 4 out |
| Monday, June 5 |
| » Lost to Dodgers (25-15), 13-1 | Wrigley Field (11-12) | 19-19 | |
| » Starters: Preacher Roe vs Paul Minner | Fifth | 5 out |
| Tuesday, June 6 |
| » Defeated Dodgers (25-16), 7-6 | Wrigley Field (12-12) | 20-19 | |
| » Starters: Dan Bankhead vs Frank Hiller | Fourth | 4 out |
| Wednesday, June 7 |
| » Lost to Giants (18-21), 13-4 | Wrigley Field (12-13) | 20-20 | |
| » Starters: Dave Koslo vs Bob Rush | Fifth | 5 out |
| Thursday, June 8 |
| » Lost to Giants (19-21), 6-5 | Wrigley Field (12-14) | 20-21 | Lost 2 |
| » Starters: Monty Kennedy vs Doyle Lade | Fourth | 5 out |
| Friday, June 9 |
| » Lost to Giants (20-21), 9-3 | Wrigley Field (12-15) | 20-22 | Lost 3 |
| » Starters: Larry Jansen vs Johnny Schmitz | Fourth | 6 out |
| Saturday, June 10 |
| » Defeated Braves (24-21), 13-10 | Wrigley Field (13-15) | 21-22 | |
| » Starters: Vern Bickford vs Paul Minner | Fourth | 6 out |
| Sunday, June 11 |
| » Defeated Braves (24-22), 5-4 | Wrigley Field (14-15) | 22-22 | Won 2 |
| » Starters: Vern Bickford vs Johnny Vander Meer | Fourth | 6 out |
| » Defeated Braves (24-23), 2-1 | Wrigley Field (15-15) | 23-22 | Won 3 |
| » Starters: Warren Spahn vs Bob Rush | Fourth | 6 out |
| Tuesday, June 13 |
| » Defeated Dodgers (28-20), 6-3 | Ebbets Field (2-2) | 24-22 | Won 4 |
| » Starters: Bill Voiselle vs Ralph Branca | Third | 6 out |
| Friday, June 16 |
| » Lost to Giants (22-24), 6-1 | Polo Grounds V (1-3) | 24-23 | |
| » Starters: Bob Rush vs Sheldon Jones | Fifth | 6½ out |
| Saturday, June 17 |
| » Defeated Giants (22-25), 9-7 | Polo Grounds V (2-3) | 25-23 | |
| » Starters: Johnny Schmitz vs Jack Kramer | Fifth | 5½ out |
| Sunday, June 18 |
| » Lost to Giants (23-25), 6-0 | Polo Grounds V (2-4) | 25-24 | |
| » Starters: Johnny Vander Meer vs Larry Jansen | Fifth | 6 out |
| » Lost to Giants (24-25), 10-5 | Polo Grounds V (2-5) | 25-25 | Lost 2 |
| » Starters: Bill Voiselle vs Dave Koslo | Fifth | 6 out |
| Tuesday, June 20 |
| » Defeated Braves (30-25), 4-3 | Braves Field (1-2) | 26-25 | |
| » Starters: Bob Rush vs Johnny Sain | Fourth | 6 out |
| Wednesday, June 21 |
| » Defeated Braves (30-26), 3-0 | Braves Field (2-2) | 27-25 | Won 2 |
| » Starters: Johnny Schmitz vs Vern Bickford | Fourth | 5 out |
| Friday, June 23 |
| » Defeated Phillies (32-23), 7-4 | Shibe Park (2-0) | 28-25 | Won 3 |
| » Starters: Johnny Klippstein vs Curt Simmons | Fifth | 4½ out |
| Saturday, June 24 |
| » Lost to Phillies (33-23), 5-4 | Shibe Park (2-1) | 28-26 | |
| » Starters: Monk Dubiel vs Russ Meyer | Fifth | 5 out |
| Sunday, June 25 |
| » Defeated Phillies (33-24), 11-8 | Shibe Park (3-1) | 29-26 | |
| » Starters: Johnny Schmitz vs Ken Heintzelman | Fifth | 4½ out |
| » Lost to Phillies (34-24), 2-1 | Shibe Park (3-2) | 29-27 | |
| » Starters: Bob Rush vs Robin Roberts | Fifth | 4½ out |
| Monday, June 26 |
| Future Cub Dave Rosello is born in Mayaguez, P.R. |
| Tuesday, June 27 |
| » Lost to Cardinals (35-25), 3-2 | Wrigley Field (15-16) | 29-28 | Lost 2 |
| » Starters: Howie Pollet vs Johnny Vander Meer | Fifth | 6 out |
| » Lost to Cardinals (36-25), 4-1 | Wrigley Field (15-17) | 29-29 | Lost 3 |
| » Starters: Max Lanier vs Paul Minner | Fifth | 6 out |
| Wednesday, June 28 |
| » Defeated Cardinals (36-26), 15-3 | Wrigley Field (16-17) | 30-29 | |
| » Starters: Red Munger vs Doyle Lade | Fifth | 5 out |
| Future Cub Chris Speier is born in Alameda, CA. |
| Thursday, June 29 |
| » Defeated Cardinals (36-27), 6-1 | Wrigley Field (17-17) | 31-29 | Won 2 |
| » Starters: Al Brazle vs Bob Rush | Fifth | 4 out |
| Friday, June 30 |
| » Lost to Reds (21-41), 8-5 | Crosley Field (1-1) | 31-30 | |
| » Starters: Johnny Schmitz vs Ken Raffensberger | Fifth | 5 out |
| Saturday, July 1 |
| » Lost to Reds (22-41), 5-3 | Crosley Field (1-2) | 31-31 | Lost 2 |
| » Starters: Paul Minner vs Ewell Blackwell | Fifth | 6 out |
| Sunday, July 2 |
| » Defeated Reds (22-42), 16-0 | Crosley Field (2-2) | 32-31 | |
| » Starters: Monk Dubiel vs Herm Wehmeier | Fifth | 6 out |
| Tuesday, July 4 |
| » Lost to Cardinals (40-27), 4-1 | Sportsman's Park III (0-2) | 32-32 | |
| » Starters: Johnny Schmitz vs Max Lanier | Sixth | 7½ out |
| » Lost to Cardinals (41-27), 4-3 | Sportsman's Park III (0-3) | 32-33 | Lost 2 |
| » Starters: Bob Rush vs Harry Brecheen | Sixth | 7½ out |
| Wednesday, July 5 |
| » Lost to Pirates (24-45), 4-1 | Wrigley Field (17-18) | 32-34 | Lost 3 |
| » Starters: Mel Queen vs Doyle Lade | Sixth | 8½ out |
| Future Cub Gary Matthews is born in San Fernando, CA. |
| Thursday, July 6 |
| » Defeated Pirates (24-46), 4-2 | Wrigley Field (18-18) | 33-34 | |
| » Starters: Bill Werle vs Paul Minner | Fifth | 8½ out |
| Friday, July 7 |
| » Lost to Reds (26-44), 5-4 | Wrigley Field (18-19) | 33-35 | |
| » Starters: Willie Ramsdell vs Monk Dubiel | Fourth | 8½ out |
| Saturday, July 8 |
| » Lost to Reds (27-44), 5-1 | Wrigley Field (18-20) | 33-36 | Lost 2 |
| » Starters: Herm Wehmeier vs Johnny Schmitz | Fifth | 9½ out |
| Sunday, July 9 |
| » Lost to Reds (28-44), 6-0 | Wrigley Field (18-21) | 33-37 | Lost 3 |
| » Starters: Ken Raffensberger vs Doyle Lade | Fifth | 10 out |
| » Lost to Reds (29-44), 6-5 | Wrigley Field (18-22) | 33-38 | Lost 4 |
| » Starters: Howie Fox vs Bob Rush | Fifth | 10 out |
| Thursday, July 13 |
| » Defeated Dodgers (38-33), 6-4 | Wrigley Field (19-22) | 34-38 | |
| » Starters: Preacher Roe vs Paul Minner | Fifth | 10 out |
| » Major-league debuts: Joe Landrum (Dodgers) |
| Friday, July 14 |
| » Lost to Dodgers (39-33), 1-0 | Wrigley Field (19-23) | 34-39 | |
| » Starters: Erv Palica vs Bob Rush | Sixth | 10 out |
| Saturday, July 15 |
| » Lost to Dodgers (40-33), 13-5 | Wrigley Field (19-24) | 34-40 | Lost 2 |
| » Starters: Don Newcombe vs Johnny Schmitz | Fifth | 10 out |
| Sunday, July 16 |
| » Defeated Phillies (45-32), 8-0 | Wrigley Field (20-24) | 35-40 | |
| » Starters: Russ Meyer vs Monk Dubiel | Fifth | 8½ out |
| » Defeated Phillies (45-33), 10-3 | Wrigley Field (21-24) | 36-40 | Won 2 |
| » Starters: Bob Miller vs Doyle Lade | Fifth | 8½ out |
| Tuesday, July 18 |
| » Defeated Phillies (45-34), 5-2 | Wrigley Field (22-24) | 37-40 | Won 3 |
| » Starters: Robin Roberts vs Paul Minner | Third | 8 out |
| » Lost to Phillies (46-34), 8-3 | Wrigley Field (22-25) | 37-41 | |
| » Starters: Bubba Church vs Bob Rush | Third | 8 out |
| Wednesday, July 19 |
| » Defeated Braves (46-35), 11-3 | Wrigley Field (23-25) | 38-41 | |
| » Starters: Bob Chipman vs Johnny Klippstein | Fifth | 8½ out |
| Friday, July 21 |
| » Defeated Braves (46-36), 4-3 | Wrigley Field (24-25) | 39-41 | Won 2 |
| » Starters: Johnny Sain vs Bob Rush | Fourth | 7 out |
| Saturday, July 22 |
| » Lost to Giants (39-46), 7-0 | Wrigley Field (24-26) | 39-42 | |
| » Starters: Jim Hearn vs Doyle Lade | Fourth | 7½ out |
| Sunday, July 23 |
| » Lost to Giants (40-46), 5-3 | Wrigley Field (24-27) | 39-43 | Lost 2 |
| » Starters: Larry Jansen vs Paul Minner | Sixth | 9½ out |
| » Lost to Giants (41-46), 3-0 | Wrigley Field (24-28) | 39-44 | Lost 3 |
| » Starters: Sheldon Jones vs Johnny Schmitz | Sixth | 9½ out |
| Former Cub Bill Lange dies in San Francisco, CA at the age of 80. |
| Tuesday, July 25 |
| » Lost to Phillies (52-38), 7-0 | Shibe Park (3-3) | 39-45 | Lost 4 |
| » Starters: Johnny Klippstein vs Bubba Church | Sixth | 11 out |
| » Lost to Phillies (53-38), 1-0 | Shibe Park (3-4) | 39-46 | Lost 5 |
| » Starters: Bob Rush vs Robin Roberts | Sixth | 11 out |
| Wednesday, July 26 |
| » Lost to Phillies (54-38), 6-4 | Shibe Park (3-5) | 39-47 | Lost 6 |
| » Starters: Monk Dubiel vs Russ Meyer | Sixth | 12 out |
| Thursday, July 27 |
| » Lost to Phillies (55-38), 13-3 | Shibe Park (3-6) | 39-48 | Lost 7 |
| » Starters: Doyle Lade vs Curt Simmons | Sixth | 13 out |
| Friday, July 28 |
| » Defeated Dodgers (47-39), 12-5 | Ebbets Field (3-2) | 40-48 | |
| » Starters: Paul Minner vs Erv Palica | Sixth | 13 out |
| Saturday, July 29 |
| » Lost to Dodgers (48-39), 6-4 | Ebbets Field (3-3) | 40-49 | |
| » Starters: Johnny Schmitz vs Preacher Roe | Sixth | 13½ out |
| » Lost to Dodgers (49-39), 2-1 | Ebbets Field (3-4) | 40-50 | Lost 2 |
| » Starters: Johnny Klippstein vs Ralph Branca | Sixth | 13½ out |
| Sunday, July 30 |
| » Lost to Dodgers (50-39), 7-2 | Ebbets Field (3-5) | 40-51 | Lost 3 |
| » Starters: Bob Rush vs Don Newcombe | Sixth | 15 out |
| Monday, July 31 |
| » Defeated Dodgers (50-40), 8-5 | Ebbets Field (4-5) | 41-51 | |
| » Starters: Frank Hiller vs Dan Bankhead | Sixth | 14½ out |
| Wednesday, August 2 |
| » Lost to Giants (46-47), 11-1 | Polo Grounds V (2-6) | 41-52 | |
| » Starters: Monk Dubiel vs Larry Jansen | Sixth | 16 out |
| » Lost to Giants (47-47), 8-6 | Polo Grounds V (2-7) | 41-53 | Lost 2 |
| » Starters: Johnny Klippstein vs Sal Maglie | Sixth | 16 out |
| Friday, August 4 |
| » Lost to Braves (56-41), 10-2 | Braves Field (2-3) | 41-54 | Lost 3 |
| » Starters: Bob Rush vs Warren Spahn | Sixth | 17 out |
| Saturday, August 5 |
| » Defeated Braves (56-42), 4-2 | Braves Field (3-3) | 42-54 | |
| » Starters: Paul Minner vs Bob Chipman | Sixth | 17 out |
| Sunday, August 6 |
| » Lost to Braves (57-42), 5-2 | Braves Field (3-4) | 42-55 | |
| » Starters: Johnny Schmitz vs Johnny Sain | Sixth | 16 out |
| » Defeated Braves (57-43), 9-1 | Braves Field (4-4) | 43-55 | |
| » Starters: Frank Hiller vs Johnny Antonelli | Sixth | 16 out |
| Tuesday, August 8 |
| » Lost to Reds (42-58), 10-1 | Crosley Field (2-3) | 43-56 | |
| » Starters: Bob Rush vs Ken Raffensberger | Sixth | 18 out |
| » Lost to Reds (43-58), 9-0 | Crosley Field (2-4) | 43-57 | Lost 2 |
| » Starters: Johnny Klippstein vs Willie Ramsdell | Sixth | 18 out |
| Wednesday, August 9 |
| Future Cub Junior Kennedy is born in Fort Gibson, OK. |
| Thursday, August 10 |
| » Lost to Pirates (35-67), 7-4 | Forbes Field (4-1) | 43-58 | Lost 3 |
| » Starters: Paul Minner vs Vern Law | Sixth | 19½ out |
| Friday, August 11 |
| » Defeated Pirates (35-68), 3-1 | Forbes Field (5-1) | 44-58 | |
| » Starters: Frank Hiller vs Bill Werle | Sixth | 18½ out |
| Saturday, August 12 |
| » Defeated Pirates (35-69), 7-2 | Forbes Field (6-1) | 45-58 | Won 2 |
| » Starters: Bob Rush vs Bill Macdonald | Sixth | 18½ out |
| Sunday, August 13 |
| » Lost to Pirates (36-69), 7-4 | Forbes Field (6-2) | 45-59 | |
| » Starters: Johnny Schmitz vs Cliff Chambers | Seventh | 19 out |
| » Lost to Pirates (37-69), 2-0 | Forbes Field (6-3) | 45-60 | Lost 2 |
| » Starters: Monk Dubiel vs Mel Queen | Seventh | 19 out |
| Monday, August 14 |
| » Defeated Cardinals (58-49), 7-6 | Wrigley Field (25-28) | 46-60 | |
| » Starters: Harry Brecheen vs Doyle Lade | Seventh | 18½ out |
| Tuesday, August 15 |
| » Defeated Cardinals (58-50), 3-2 | Wrigley Field (26-28) | 47-60 | Won 2 |
| » Starters: Howie Pollet vs Paul Minner | Sixth | 18½ out |
| Wednesday, August 16 |
| » Defeated Reds (46-61), 4-3 | Wrigley Field (27-28) | 48-60 | Won 3 |
| » Starters: Herm Wehmeier vs Frank Hiller | Sixth | 18½ out |
| Thursday, August 17 |
| » Lost to Reds (47-61), 2-1 | Wrigley Field (27-29) | 48-61 | |
| » Starters: Ken Raffensberger vs Bob Rush | Sixth | 19 out |
| Friday, August 18 |
| » Lost to Pirates (40-70), 9-3 | Wrigley Field (27-30) | 48-62 | Lost 2 |
| » Starters: Cliff Chambers vs Monk Dubiel | Sixth | 19 out |
| Saturday, August 19 |
| » Lost to Pirates (41-70), 13-8 | Wrigley Field (27-31) | 48-63 | Lost 3 |
| » Starters: Mel Queen vs Doyle Lade | Sixth | 19½ out |
| Sunday, August 20 |
| » Defeated Pirates (41-71), 4-2 | Wrigley Field (28-31) | 49-63 | |
| » Starters: Vern Law vs Paul Minner | Sixth | 18½ out |
| » Defeated Pirates (41-72), 5-2 | Wrigley Field (29-31) | 50-63 | Won 2 |
| » Starters: Bill Macdonald vs Frank Hiller | Sixth | 18½ out |
| Tuesday, August 22 |
| » Lost to Giants (58-54), 6-5 | Wrigley Field (29-32) | 50-64 | |
| » Starters: Jim Hearn vs Bob Rush | Sixth | 20 out |
| Future Cub Ray Burris is born in Idabel, OK. |
| Wednesday, August 23 |
| » Lost to Giants (59-54), 5-4 | Wrigley Field (29-33) | 50-65 | Lost 2 |
| » Starters: Sheldon Jones vs Johnny Klippstein | Sixth | 21 out |
| Thursday, August 24 |
| » Lost to Braves (63-51), 11-9 | Wrigley Field (29-34) | 50-66 | Lost 3 |
| » Starters: Max Surkont vs Paul Minner | Sixth | 21½ out |
| » Defeated Braves (63-52), 4-3 | Wrigley Field (30-34) | 51-66 | |
| » Starters: Mickey Haefner vs Frank Hiller | Sixth | 21½ out |
| Friday, August 25 |
| » Defeated Braves (63-53), 7-6 | Wrigley Field (31-34) | 52-66 | Won 2 |
| » Starters: Johnny Sain vs Johnny Vander Meer | Sixth | 21½ out |
| Saturday, August 26 |
| » Lost to Braves (64-53), 12-4 | Wrigley Field (31-35) | 52-67 | |
| » Starters: Vern Bickford vs Johnny Schmitz | Sixth | 21½ out |
| Sunday, August 27 |
| » Lost to Phillies (75-46), 6-1 | Wrigley Field (31-36) | 52-68 | Lost 2 |
| » Starters: Bubba Church vs Paul Minner | Sixth | 22½ out |
| » Tied Phillies, 4-4 | Wrigley Field (31-36) | 52-68 | |
| » Starters: Bob Miller vs Bob Rush | Sixth | 22½ out |
| Monday, August 28 |
| » Defeated Phillies (75-47), 7-5 | Wrigley Field (32-36) | 53-68 | |
| » Starters: Curt Simmons vs Dutch Leonard | Sixth | 22½ out |
| » Lost to Phillies (76-47), 9-5 | Wrigley Field (32-37) | 53-69 | |
| » Starters: Russ Meyer vs Johnny Schmitz | Sixth | 22½ out |
| Tuesday, August 29 |
| » Lost to Dodgers (68-49), 8-2 | Wrigley Field (32-38) | 53-70 | Lost 2 |
| » Starters: Don Newcombe vs Frank Hiller | Sixth | 23½ out |
| Wednesday, August 30 |
| » Defeated Dodgers (68-50), 6-5 | Wrigley Field (33-38) | 54-70 | |
| » Starters: Erv Palica vs Monk Dubiel | Sixth | 23½ out |
| Saturday, September 2 |
| » Lost to Reds (50-73), 5-1 | Wrigley Field (33-39) | 54-71 | |
| » Starters: Ewell Blackwell vs Paul Minner | Sixth | 25 out |
| Sunday, September 3 |
| » Lost to Reds (51-73), 7-5 | Wrigley Field (33-40) | 54-72 | Lost 2 |
| » Starters: Ken Raffensberger vs Frank Hiller | Sixth | 25½ out |
| Monday, September 4 |
| » Lost to Pirates (46-82), 5-3 | Forbes Field (6-4) | 54-73 | Lost 3 |
| » Starters: Monk Dubiel vs Cliff Chambers | Sixth | 25½ out |
| » Lost to Pirates (47-82), 3-0 | Forbes Field (6-5) | 54-74 | Lost 4 |
| » Starters: Bob Rush vs Bill Macdonald | Sixth | 25½ out |
| Tuesday, September 5 |
| » Lost to Cardinals (66-62), 4-2 | Sportsman's Park III (0-4) | 54-75 | Lost 5 |
| » Starters: Johnny Schmitz vs Gerry Staley | Seventh | 26 out |
| Wednesday, September 6 |
| » Lost to Cardinals (67-62), 5-4 | Sportsman's Park III (0-5) | 54-76 | Lost 6 |
| » Starters: Paul Minner vs Erv Dusak | Seventh | 26 out |
| » Lost to Cardinals (68-62), 7-3 | Sportsman's Park III (0-6) | 54-77 | Lost 7 |
| » Starters: Frank Hiller vs Harry Brecheen | Seventh | 26 out |
| Thursday, September 7 |
| » Defeated Cardinals (68-63), 4-2 | Sportsman's Park III (1-6) | 55-77 | |
| » Starters: Bob Rush vs Cloyd Boyer | Seventh | 25 out |
| Friday, September 8 |
| » Major-league debuts: Julio Moreno (Senators) |
| Saturday, September 9 |
| » Lost to Reds (55-74), 7-4 | Crosley Field (2-5) | 55-78 | |
| » Starters: Monk Dubiel vs Ken Raffensberger | Seventh | 27 out |
| » Lost to Reds (56-74), 7-5 | Crosley Field (2-6) | 55-79 | Lost 2 |
| » Starters: Johnny Klippstein vs Willie Ramsdell | Seventh | 27 out |
| Sunday, September 10 |
| » Lost to Reds (57-74), 12-5 | Crosley Field (2-7) | 55-80 | Lost 3 |
| » Starters: Johnny Schmitz vs Herm Wehmeier | Seventh | 27½ out |
| » Lost to Reds (58-74), 2-1 | Crosley Field (2-8) | 55-81 | Lost 4 |
| » Starters: Warren Hacker vs Howie Fox | Seventh | 27½ out |
| Tuesday, September 12 |
| » Defeated Braves (73-59), 3-1 | Braves Field (5-4) | 56-81 | |
| » Starters: Bob Rush vs Vern Bickford | Seventh | 27½ out |
| Wednesday, September 13 |
| » Lost to Braves (74-59), 5-2 | Braves Field (5-5) | 56-82 | |
| » Starters: Paul Minner vs Warren Spahn | Seventh | 28 out |
| Thursday, September 14 |
| » Lost to Braves (75-59), 7-4 | Braves Field (5-6) | 56-83 | Lost 2 |
| » Starters: Frank Hiller vs Johnny Sain | Seventh | 29 out |
| Friday, September 15 |
| » Defeated Giants (75-62), 4-3 | Polo Grounds V (3-7) | 57-83 | |
| » Starters: Warren Hacker vs Dave Koslo | Seventh | 29½ out |
| Saturday, September 16 |
| » Defeated Giants (75-63), 6-4 | Polo Grounds V (4-7) | 58-83 | Won 2 |
| » Starters: Johnny Schmitz vs Sheldon Jones | Seventh | 28½ out |
| Sunday, September 17 |
| » Defeated Dodgers (76-60), 3-2 | Ebbets Field (5-5) | 59-83 | Won 3 |
| » Starters: Bob Rush vs Ralph Branca | Seventh | 28½ out |
| Monday, September 18 |
| » Defeated Dodgers (76-61), 9-7 | Ebbets Field (6-5) | 60-83 | Won 4 |
| » Starters: Paul Minner vs Preacher Roe | Seventh | 28 out |
| Tuesday, September 19 |
| » Defeated Phillies (87-55), 1-0 | Shibe Park (4-6) | 61-83 | Won 5 |
| » Starters: Frank Hiller vs Robin Roberts | Sixth | 27 out |
| Future Cub Buddy Schultz is born in Cleveland, OH. |
| Wednesday, September 20 |
| » Lost to Phillies (88-55), 9-6 | Shibe Park (4-7) | 61-84 | |
| » Starters: Warren Hacker vs Russ Meyer | Sixth | 28 out |
| Saturday, September 23 |
| » Defeated Cardinals (72-72), 2-0 | Wrigley Field (34-40) | 62-84 | |
| » Starters: Red Munger vs Paul Minner | Seventh | 27½ out |
| » Lost to Cardinals (73-72), 2-1 | Wrigley Field (34-41) | 62-85 | |
| » Starters: Howie Pollet vs Bob Rush | Seventh | 27½ out |
| Sunday, September 24 |
| » Defeated Cardinals (73-73), 8-3 | Wrigley Field (35-41) | 63-85 | |
| » Starters: Fred Martin vs Frank Hiller | Seventh | 26½ out |
| Wednesday, September 27 |
| » Lost to Pirates (56-94), 7-4 | Wrigley Field (35-42) | 63-86 | |
| » Starters: Bob Chesnes vs Johnny Klippstein | Seventh | 26½ out |
| » Major-league debuts: Harry Chiti (Cubs) |
| Thursday, September 28 |
| » Major-league debuts: Don Bollweg (Cardinals) |
| Friday, September 29 |
| » Lost to Cardinals (76-74), 5-1 | Sportsman's Park III (1-7) | 63-87 | Lost 2 |
| » Starters: Paul Minner vs Cloyd Boyer | Seventh | 26 out |
| Saturday, September 30 |
| » Lost to Cardinals (77-74), 2-0 | Sportsman's Park III (1-8) | 63-88 | Lost 3 |
| » Starters: Johnny Schmitz vs Gerry Staley | Seventh | 26½ out |
| » Lost to Cardinals (78-74), 4-0 | Sportsman's Park III (1-9) | 63-89 | Lost 4 |
| » Starters: Bob Rush vs Red Munger | Seventh | 26½ out |
| Former Cub Jack Harper dies in Jamestown, NY at the age of 73. |
| Sunday, October 1 |
| » Defeated Cardinals (78-75), 3-2 | Sportsman's Park III (2-9) | 64-89 | |
| » Starters: Frank Hiller vs Tom Poholsky | Seventh | 26½ out |
| Tuesday, October 24 |
| Future Cub Rawly Eastwick is born in Camden, NJ. |
| Wednesday, November 1 |
| Future Cub Clint Compton is born in Montgomery, AL. |
| Saturday, November 4 |
| Former Cub Grover Cleveland Alexander dies in St.Paul, NE at the age of 64. |
| Tuesday, December 5 |
| Former Cub Bill Dahlen dies in Brooklyn, NY at the age of 81. |
| Friday, December 15 |
| Future Cub Mike Proly is born in Jamaica, NY. |
| Wednesday, December 20 |
| Former Cub Carroll Yerkes dies in Oakland, CA at the age of 48. |
| Monday, December 25 |
| Future Cub Manny Trillo is born in Caripito, Venezuela. |
Game information provided by Retrosheet (www.retrosheet.org) |