| Tuesday, January 2 |
| Future Cub Bill Madlock is born in Memphis, TN. |
| Thursday, February 8 |
| Future Cub Steve Dillard is born in Memphis, TN. |
| Friday, February 9 |
| Future Cub Eddie Solomon is born in Perry, GA. |
| Tuesday, March 27 |
| Future Cub Dick Ruthven is born in Sacramento, CA. |
| Tuesday, April 17 |
| » Defeated Reds (0-2), 8-3 | Wrigley Field (1-0) | 1-0 | |
| » Starters: Ken Raffensberger vs Frank Hiller | Second | ½ out |
| » Major-league debuts: Dee Fondy (Cubs) Roy McMillan (Reds) |
| Thursday, April 19 |
| » Defeated Reds (0-3), 3-0 | Wrigley Field (2-0) | 2-0 | Won 2 |
| » Starters: Willie Ramsdell vs Paul Minner | First | -- |
| Friday, April 20 |
| » Lost to Cardinals (1-1), 5-1 | Sportsman's Park III (0-1) | 2-1 | |
| » Starters: Johnny Schmitz vs Gerry Staley | Second | ½ out |
| » Major-league debuts: Bob Schultz (Cubs) |
| Saturday, April 21 |
| » Major-league debuts: Leo Cristante (Phillies) George Estock (Braves) |
| Sunday, April 22 |
| » Defeated Cardinals (1-2), 10-5 | Sportsman's Park III (1-1) | 3-1 | |
| » Starters: Bob Rush vs Cloyd Boyer | Second | ½ out |
| Monday, April 23 |
| » Defeated Pirates (3-2), 2-1 | Wrigley Field (3-0) | 4-1 | Won 2 |
| » Starters: Mel Queen vs Frank Hiller | Second | ½ out |
| Tuesday, April 24 |
| » Lost to Pirates (4-2), 6-4 | Wrigley Field (3-1) | 4-2 | |
| » Starters: Vern Law vs Turk Lown | Second | ½ out |
| » Major-league debuts: Turk Lown (Cubs) |
| Wednesday, April 25 |
| » Lost to Reds (2-6), 4-3 | Crosley Field (0-1) | 4-3 | Lost 2 |
| » Starters: Paul Minner vs Howie Fox | Fourth | ½ out |
| Friday, April 27 |
| » Lost to Cardinals (5-2), 3-0 | Wrigley Field (3-2) | 4-4 | Lost 3 |
| » Starters: Gerry Staley vs Bob Schultz | Fourth | 1½ out |
| » Major-league debuts: Dick Cole (Cardinals) |
| Saturday, April 28 |
| » Defeated Cardinals (5-3), 8-2 | Wrigley Field (4-2) | 5-4 | |
| » Starters: Cloyd Boyer vs Bob Rush | Fourth | 2 out |
| Sunday, April 29 |
| » Lost to Cardinals (6-3), 6-3 | Wrigley Field (4-3) | 5-5 | |
| » Starters: Harry Brecheen vs Frank Hiller | Fifth | 2½ out |
| Monday, April 30 |
| » Major-league debuts: Earl Mossor (Dodgers) |
| Tuesday, May 1 |
| » Lost to Giants (4-12), 5-3 | Polo Grounds V (0-1) | 5-6 | Lost 2 |
| » Starters: Paul Minner vs Jim Hearn | Fifth | 2½ out |
| Future Cub Rudi Meoli is born in Troy, NY. |
| Wednesday, May 2 |
| » Lost to Giants (5-12), 8-1 | Polo Grounds V (0-2) | 5-7 | Lost 3 |
| » Starters: Johnny Schmitz vs George Spencer | Fifth | 3½ out |
| Thursday, May 3 |
| » Defeated Braves (11-7), 9-3 | Braves Field (1-0) | 6-7 | |
| » Starters: Bob Schultz vs Max Surkont | Sixth | 2½ out |
| Friday, May 4 |
| » Lost to Braves (12-7), 9-3 | Braves Field (1-1) | 6-8 | |
| » Starters: Bob Rush vs Vern Bickford | Fifth | 3½ out |
| » Major-league debuts: Bob Kelly (Cubs) |
| Saturday, May 5 |
| » Defeated Braves (12-8), 2-0 | Braves Field (2-1) | 7-8 | |
| » Starters: Cal McLish vs Johnny Sain | Sixth | 2½ out |
| Sunday, May 6 |
| » Lost to Phillies (10-9), 5-4 | Shibe Park (0-1) | 7-9 | |
| » Starters: Frank Hiller vs Bubba Church | Sixth | 3 out |
| » Defeated Phillies (10-10), 9-7 | Shibe Park (1-1) | 8-9 | |
| » Starters: Paul Minner vs Robin Roberts | Sixth | 3 out |
| Tuesday, May 8 |
| » Defeated Dodgers (11-10), 2-1 | Ebbets Field (1-0) | 9-9 | Won 2 |
| » Starters: Bob Schultz vs Carl Erskine | Fifth | 2½ out |
| Wednesday, May 9 |
| » Lost to Dodgers (12-10), 5-4 | Ebbets Field (1-1) | 9-10 | |
| » Starters: Johnny Schmitz vs Chris VanCuyk | Sixth | 3½ out |
| Thursday, May 10 |
| » Lost to Dodgers (13-10), 6-1 | Ebbets Field (1-2) | 9-11 | Lost 2 |
| » Starters: Cal McLish vs Don Newcombe | Sixth | 3½ out |
| Friday, May 11 |
| » Defeated Pirates (11-10), 10-4 | Forbes Field (1-0) | 10-11 | |
| » Starters: Bob Rush vs Cliff Chambers | Sixth | 3 out |
| Saturday, May 12 |
| » Defeated Pirates (11-11), 8-4 | Forbes Field (2-0) | 11-11 | Won 2 |
| » Starters: Frank Hiller vs Vern Law | Fourth | 2½ out |
| Sunday, May 13 |
| » Lost to Pirates (12-11), 2-1 | Forbes Field (2-1) | 11-12 | |
| » Starters: Bob Schultz vs Mel Queen | Third | 2 out |
| » Defeated Pirates (12-12), 6-0 | Forbes Field (3-1) | 12-12 | |
| » Starters: Johnny Klippstein vs Murry Dickson | Third | 2 out |
| Tuesday, May 15 |
| » Lost to Dodgers (15-10), 8-4 | Wrigley Field (4-4) | 12-13 | |
| » Starters: Don Newcombe vs Bob Rush | Fifth | 3 out |
| Wednesday, May 16 |
| » Defeated Dodgers (15-11), 14-4 | Wrigley Field (5-4) | 13-13 | |
| » Starters: Carl Erskine vs Paul Minner | Third | 2 out |
| Thursday, May 17 |
| » Defeated Dodgers (15-12), 7-0 | Wrigley Field (6-4) | 14-13 | Won 2 |
| » Starters: Erv Palica vs Frank Hiller | Second | 1 out |
| Friday, May 18 |
| » Defeated Phillies (13-17), 18-9 | Wrigley Field (7-4) | 15-13 | Won 3 |
| » Starters: Leo Cristante vs Bob Schultz | Second | 1 out |
| Future Cub Jim Sundberg is born in Galesburg, IL. |
| Saturday, May 19 |
| » Lost to Phillies (14-17), 2-1 | Wrigley Field (7-5) | 15-14 | |
| » Starters: Bubba Church vs Johnny Klippstein | Third | 1 out |
| Sunday, May 20 |
| » Defeated Braves (17-15), 4-3 | Wrigley Field (8-5) | 16-14 | |
| » Starters: Johnny Sain vs Cal McLish | Second | 1 out |
| » Defeated Braves (17-16), 5-4 | Wrigley Field (9-5) | 17-14 | Won 2 |
| » Starters: Jim Wilson vs Bob Rush | Second | 1 out |
| Wednesday, May 23 |
| » Lost to Giants (17-19), 2-1 | Wrigley Field (9-6) | 17-15 | |
| » Starters: Sal Maglie vs Paul Minner | Second | 2½ out |
| Friday, May 25 |
| » Lost to Pirates (15-19), 10-1 | Wrigley Field (9-7) | 17-16 | Lost 2 |
| » Starters: Murry Dickson vs Frank Hiller | Third | 3½ out |
| Saturday, May 26 |
| » Defeated Pirates (15-20), 5-4 | Wrigley Field (10-7) | 18-16 | |
| » Starters: Vern Law vs Johnny Klippstein | Second | 2½ out |
| Wednesday, May 30 |
| » Lost to Reds (18-20), 6-5 | Crosley Field (0-2) | 18-17 | |
| » Starters: Bob Rush vs Ken Raffensberger | Third | 3 out |
| » Defeated Reds (18-21), 5-1 | Crosley Field (1-2) | 19-17 | |
| » Starters: Paul Minner vs Ewell Blackwell | Third | 3 out |
| Friday, June 1 |
| » Lost to Braves (22-19), 3-2 | Braves Field (2-2) | 19-18 | |
| » Starters: Bob Schultz vs Johnny Sain | Fourth | 3½ out |
| Saturday, June 2 |
| » Defeated Braves (22-20), 7-5 | Braves Field (3-2) | 20-18 | |
| » Starters: Johnny Klippstein vs Warren Spahn | Third | 3½ out |
| Sunday, June 3 |
| » Lost to Dodgers (26-16), 8-3 | Ebbets Field (1-3) | 20-19 | |
| » Starters: Frank Hiller vs Don Newcombe | Fourth | 5½ out |
| » Lost to Dodgers (27-16), 3-2 | Ebbets Field (1-4) | 20-20 | Lost 2 |
| » Starters: Turk Lown vs Preacher Roe | Fourth | 5½ out |
| Tuesday, June 5 |
| » Defeated Phillies (21-26), 3-2 | Shibe Park (2-1) | 21-20 | |
| » Starters: Bob Rush vs Jim Konstanty | Fourth | 5½ out |
| Wednesday, June 6 |
| » Lost to Phillies (22-26), 9-1 | Shibe Park (2-2) | 21-21 | |
| » Starters: Bob Schultz vs Robin Roberts | Fourth | 6½ out |
| Thursday, June 7 |
| » Lost to Phillies (23-26), 7-1 | Shibe Park (2-3) | 21-22 | Lost 2 |
| » Starters: Johnny Klippstein vs Bubba Church | Fifth | 7½ out |
| Saturday, June 9 |
| » Lost to Giants (26-25), 10-1 | Polo Grounds V (0-3) | 21-23 | Lost 3 |
| » Starters: Paul Minner vs Jim Hearn | Sixth | 7½ out |
| Sunday, June 10 |
| » Lost to Giants (27-25), 6-1 | Polo Grounds V (0-4) | 21-24 | Lost 4 |
| » Starters: Turk Lown vs Larry Jansen | Sixth | 7½ out |
| » Defeated Giants (27-26), 7-3 | Polo Grounds V (1-4) | 22-24 | |
| » Starters: Bob Rush vs Sal Maglie | Sixth | 7½ out |
| Tuesday, June 12 |
| » Lost to Phillies (24-27), 6-5 | Wrigley Field (10-8) | 22-25 | |
| » Starters: Russ Meyer vs Frank Hiller | Seventh | 8½ out |
| Wednesday, June 13 |
| » Lost to Phillies (25-27), 5-0 | Wrigley Field (10-9) | 22-26 | Lost 2 |
| » Starters: Robin Roberts vs Johnny Klippstein | Sixth | 9½ out |
| Thursday, June 14 |
| » Lost to Phillies (26-27), 11-3 | Wrigley Field (10-10) | 22-27 | Lost 3 |
| » Starters: Russ Meyer vs Bob Rush | Fifth | 10½ out |
| Friday, June 15 |
| » Lost to Dodgers (35-18), 2-1 | Wrigley Field (10-11) | 22-28 | Lost 4 |
| » Starters: Don Newcombe vs Paul Minner | Sixth | 11½ out |
| Saturday, June 16 |
| » Defeated Dodgers (35-19), 6-4 | Wrigley Field (11-11) | 23-28 | |
| » Starters: Preacher Roe vs Bob Schultz | Seventh | 10½ out |
| Sunday, June 17 |
| » Lost to Dodgers (36-19), 3-2 | Wrigley Field (11-12) | 23-29 | |
| » Starters: Bud Podbielan vs Turk Lown | Seventh | 11½ out |
| Monday, June 18 |
| » Defeated Braves (28-30), 5-4 | Wrigley Field (12-12) | 24-29 | |
| » Starters: Vern Bickford vs Frank Hiller | Seventh | 11 out |
| Tuesday, June 19 |
| » Defeated Braves (28-31), 3-0 | Wrigley Field (13-12) | 25-29 | Won 2 |
| » Starters: Max Surkont vs Bob Rush | Seventh | 11 out |
| Wednesday, June 20 |
| » Lost to Braves (29-31), 9-0 | Wrigley Field (13-13) | 25-30 | |
| » Starters: Warren Spahn vs Paul Minner | Seventh | 11 out |
| Friday, June 22 |
| » Lost to Giants (36-29), 9-6 | Wrigley Field (13-14) | 25-31 | Lost 2 |
| » Starters: Sal Maglie vs Johnny Klippstein | Seventh | 12½ out |
| Saturday, June 23 |
| » Defeated Giants (36-30), 7-4 | Wrigley Field (14-14) | 26-31 | |
| » Starters: Larry Jansen vs Turk Lown | Seventh | 12½ out |
| Sunday, June 24 |
| » Lost to Giants (37-30), 10-7 | Wrigley Field (14-15) | 26-32 | |
| » Starters: Jim Hearn vs Bob Rush | Seventh | 12 out |
| Future Cub Ken Reitz is born in San Francisco, CA. |
| Tuesday, June 26 |
| » Defeated Cardinals (32-31), 7-5 | Sportsman's Park III (2-1) | 27-32 | |
| » Starters: Paul Minner vs Gerry Staley | Seventh | 11 out |
| Wednesday, June 27 |
| » Lost to Cardinals (33-31), 14-2 | Sportsman's Park III (2-2) | 27-33 | |
| » Starters: Bob Schultz vs Joe Presko | Seventh | 12 out |
| Thursday, June 28 |
| » Defeated Cardinals (33-32), 8-0 | Sportsman's Park III (3-2) | 28-33 | |
| » Starters: Frank Hiller vs Gerry Staley | Sixth | 11 out |
| Friday, June 29 |
| » Tied Cardinals, 6-6 | Sportsman's Park III (3-2) | 28-33 | |
| » Starters: Bob Rush vs Tom Poholsky | Seventh | 10½ out |
| Future Cub Bruce Kimm is born in Cedar Rapids, IA. |
| Sunday, July 1 |
| » Defeated Reds (32-34), 7-0 | Crosley Field (2-2) | 29-33 | Won 2 |
| » Starters: Paul Minner vs Willie Ramsdell | Sixth | 10½ out |
| » Defeated Reds (32-35), 7-5 | Crosley Field (3-2) | 30-33 | Won 3 |
| » Starters: Turk Lown vs Howie Fox | Sixth | 10½ out |
| Monday, July 2 |
| » Lost to Pirates (26-42), 7-2 | Forbes Field (3-2) | 30-34 | |
| » Starters: Frank Hiller vs Murry Dickson | Sixth | 11½ out |
| Tuesday, July 3 |
| » Lost to Pirates (27-42), 2-0 | Forbes Field (3-3) | 30-35 | Lost 2 |
| » Starters: Bob Rush vs Vern Law | Seventh | 11½ out |
| Former Cub Hugh Casey dies in Atlanta, GA at the age of 38. |
| Wednesday, July 4 |
| » Lost to Cardinals (37-33), 10-5 | Wrigley Field (14-16) | 30-36 | Lost 3 |
| » Starters: Tom Poholsky vs Cal McLish | Seventh | 13 out |
| Thursday, July 5 |
| » Lost to Cardinals (38-33), 10-2 | Wrigley Field (14-17) | 30-37 | Lost 4 |
| » Starters: Cliff Chambers vs Johnny Klippstein | Seventh | 14 out |
| Future Cub Goose Gossage is born in Colorado Springs, CO. |
| Friday, July 6 |
| » Lost to Reds (35-38), 4-2 | Wrigley Field (14-18) | 30-38 | Lost 5 |
| » Starters: Harry Perkowski vs Paul Minner | Seventh | 15 out |
| Saturday, July 7 |
| » Lost to Reds (36-38), 8-6 | Wrigley Field (14-19) | 30-39 | Lost 6 |
| » Starters: Ewell Blackwell vs Dutch Leonard | Seventh | 16 out |
| Thursday, July 12 |
| » Lost to Dodgers (51-26), 9-3 | Ebbets Field (1-5) | 30-40 | Lost 7 |
| » Starters: Paul Minner vs Ralph Branca | Seventh | 17½ out |
| Friday, July 13 |
| » Lost to Dodgers (52-26), 8-6 | Ebbets Field (1-6) | 30-41 | Lost 8 |
| » Starters: Bob Schultz vs Don Newcombe | Seventh | 18½ out |
| Saturday, July 14 |
| » Defeated Dodgers (52-27), 5-4 | Ebbets Field (2-6) | 31-41 | |
| » Starters: Turk Lown vs Carl Erskine | Seventh | 16½ out |
| » Defeated Dodgers (52-28), 11-7 | Ebbets Field (3-6) | 32-41 | Won 2 |
| » Starters: Bob Kelly vs Dan Bankhead | Seventh | 16½ out |
| Former Cub Vance Page dies in Wilson, NC at the age of 46. |
| Sunday, July 15 |
| » Lost to Braves (35-42), 7-0 | Braves Field (3-3) | 32-42 | |
| » Starters: Frank Hiller vs Warren Spahn | Seventh | 15½ out |
| » Defeated Braves (35-43), 10-4 | Braves Field (4-3) | 33-42 | |
| » Starters: Bob Rush vs Chet Nichols | Seventh | 15½ out |
| Monday, July 16 |
| » Lost to Braves (36-43), 9-4 | Braves Field (4-4) | 33-43 | |
| » Starters: Paul Minner vs Jim Wilson | Seventh | 16½ out |
| Tuesday, July 17 |
| » Defeated Giants (47-40), 7-4 | Polo Grounds V (2-4) | 34-43 | |
| » Starters: Cal McLish vs Sheldon Jones | Seventh | 15½ out |
| Wednesday, July 18 |
| » Defeated Giants (47-41), 6-3 | Polo Grounds V (3-4) | 35-43 | Won 2 |
| » Starters: Frank Hiller vs Dave Koslo | Seventh | 14½ out |
| Friday, July 20 |
| » Lost to Phillies (43-44), 4-3 | Shibe Park (2-4) | 35-44 | |
| » Starters: Bob Rush vs Russ Meyer | Seventh | 15½ out |
| Saturday, July 21 |
| » Lost to Phillies (44-44), 5-0 | Shibe Park (2-5) | 35-45 | Lost 2 |
| » Starters: Turk Lown vs Robin Roberts | Seventh | 16½ out |
| Sunday, July 22 |
| » Defeated Phillies (44-45), 8-7 | Shibe Park (3-5) | 36-45 | |
| » Manager: Phil Cavarretta |
| » Starters: Frank Hiller vs Bubba Church | Seventh | 17 out |
| » Lost to Phillies (45-45), 3-2 | Shibe Park (3-6) | 36-46 | |
| » Starters: Cal McLish vs Ken Johnson | Seventh | 17 out |
| Tuesday, July 24 |
| » Lost to Dodgers (57-32), 6-3 | Wrigley Field (14-20) | 36-47 | Lost 2 |
| » Starters: Ralph Branca vs Paul Minner | Seventh | 18 out |
| Wednesday, July 25 |
| » Lost to Dodgers (58-32), 6-2 | Wrigley Field (14-21) | 36-48 | Lost 3 |
| » Starters: Preacher Roe vs Bob Rush | Seventh | 19 out |
| Thursday, July 26 |
| » Lost to Dodgers (59-32), 9-1 | Wrigley Field (14-22) | 36-49 | Lost 4 |
| » Starters: Don Newcombe vs Turk Lown | Seventh | 20 out |
| Friday, July 27 |
| » Lost to Phillies (48-46), 2-0 | Wrigley Field (14-23) | 36-50 | Lost 5 |
| » Starters: Bubba Church vs Frank Hiller | Seventh | 21 out |
| Saturday, July 28 |
| » Lost to Phillies (49-46), 1-0 | Wrigley Field (14-24) | 36-51 | Lost 6 |
| » Starters: Russ Meyer vs Cal McLish | Seventh | 22 out |
| Sunday, July 29 |
| » Defeated Phillies (49-47), 5-4 | Wrigley Field (15-24) | 37-51 | |
| » Starters: Robin Roberts vs Paul Minner | Seventh | 21½ out |
| » Defeated Phillies (49-48), 8-6 | Wrigley Field (16-24) | 38-51 | Won 2 |
| » Starters: Jocko Thompson vs Bob Rush | Seventh | 21½ out |
| Future Cub Ken Kravec is born in Cleveland, OH. |
| Monday, July 30 |
| » Defeated Giants (55-44), 7-6 | Wrigley Field (17-24) | 39-51 | Won 3 |
| » Starters: Dave Koslo vs Turk Lown | Seventh | 21 out |
| Tuesday, July 31 |
| » Lost to Giants (56-44), 4-3 | Wrigley Field (17-25) | 39-52 | |
| » Starters: Jim Hearn vs Frank Hiller | Seventh | 22 out |
| Wednesday, August 1 |
| » Defeated Giants (56-45), 3-2 | Wrigley Field (18-25) | 40-52 | |
| » Starters: Larry Jansen vs Cal McLish | Sixth | 21½ out |
| » Lost to Giants (57-45), 2-0 | Wrigley Field (18-26) | 40-53 | |
| » Starters: Al Corwin vs Bob Kelly | Sixth | 21½ out |
| Thursday, August 2 |
| » Defeated Giants (57-46), 6-3 | Wrigley Field (19-26) | 41-53 | |
| » Starters: Sheldon Jones vs Bob Rush | Seventh | 21½ out |
| Friday, August 3 |
| » Defeated Braves (47-50), 2-1 | Wrigley Field (20-26) | 42-53 | Won 2 |
| » Starters: Vern Bickford vs Paul Minner | Sixth | 20½ out |
| Saturday, August 4 |
| » Defeated Braves (47-51), 7-6 | Wrigley Field (21-26) | 43-53 | Won 3 |
| » Starters: Jim Wilson vs Turk Lown | Sixth | 19½ out |
| Sunday, August 5 |
| » Lost to Braves (48-51), 7-4 | Wrigley Field (21-27) | 43-54 | |
| » Starters: Warren Spahn vs Frank Hiller | Seventh | 21½ out |
| » Lost to Braves (49-51), 4-3 | Wrigley Field (21-28) | 43-55 | Lost 2 |
| » Starters: Chet Nichols vs Cal McLish | Seventh | 21½ out |
| Tuesday, August 7 |
| » Defeated Reds (47-55), 4-1 | Wrigley Field (22-28) | 44-55 | |
| » Starters: Willie Ramsdell vs Bob Rush | Seventh | 21 out |
| Wednesday, August 8 |
| » Lost to Reds (48-55), 7-5 | Wrigley Field (22-29) | 44-56 | |
| » Starters: Ewell Blackwell vs Paul Minner | Seventh | 23 out |
| » Lost to Reds (49-55), 4-3 | Wrigley Field (22-30) | 44-57 | Lost 2 |
| » Starters: Herm Wehmeier vs Frank Hiller | Seventh | 23 out |
| Thursday, August 9 |
| » Defeated Reds (49-56), 5-4 | Wrigley Field (23-30) | 45-57 | |
| » Starters: Howie Fox vs Turk Lown | Seventh | 23 out |
| Future Cub Steve Swisher is born in Parkersburg, WV. |
| Friday, August 10 |
| » Lost to Pirates (43-63), 3-0 | Wrigley Field (23-31) | 45-58 | |
| » Starters: Mel Queen vs Cal McLish | Seventh | 23½ out |
| Saturday, August 11 |
| » Defeated Pirates (43-64), 4-3 | Wrigley Field (24-31) | 46-58 | |
| » Starters: Vern Law vs Bob Kelly | Seventh | 23½ out |
| » Lost to Pirates (44-64), 2-1 | Wrigley Field (24-32) | 46-59 | |
| » Starters: Bob Friend vs Bob Rush | Seventh | 23½ out |
| Sunday, August 12 |
| » Lost to Pirates (45-64), 1-0 | Wrigley Field (24-33) | 46-60 | Lost 2 |
| » Starters: Murry Dickson vs Joe Hatten | Seventh | 24 out |
| » Defeated Pirates (45-65), 6-0 | Wrigley Field (25-33) | 47-60 | |
| » Starters: Bill Werle vs Paul Minner | Seventh | 24 out |
| Monday, August 13 |
| » Defeated Cardinals (52-54), 6-3 | Sportsman's Park III (4-2) | 48-60 | Won 2 |
| » Starters: Frank Hiller vs Dick Bokelmann | Seventh | 24 out |
| Tuesday, August 14 |
| » Defeated Cardinals (52-55), 5-4 | Sportsman's Park III (5-2) | 49-60 | Won 3 |
| » Starters: Turk Lown vs Cliff Chambers | Seventh | 23 out |
| Wednesday, August 15 |
| » Lost to Reds (52-59), 1-0 | Crosley Field (3-3) | 49-61 | |
| » Starters: Cal McLish vs Ken Raffensberger | Seventh | 23 out |
| Thursday, August 16 |
| » Defeated Reds (52-60), 8-4 | Crosley Field (4-3) | 50-61 | |
| » Starters: Bob Rush vs Willie Ramsdell | Seventh | 22 out |
| Friday, August 17 |
| » Lost to Pirates (47-68), 8-3 | Forbes Field (3-4) | 50-62 | |
| » Starters: Paul Minner vs Mel Queen | Seventh | 22½ out |
| » Major-league debuts: Frank Thomas (Pirates) |
| Saturday, August 18 |
| » Defeated Pirates (47-69), 11-5 | Forbes Field (4-4) | 51-62 | |
| » Starters: Bob Kelly vs Howie Pollet | Seventh | 22½ out |
| Sunday, August 19 |
| » Lost to Pirates (48-69), 4-2 | Forbes Field (4-5) | 51-63 | |
| » Starters: Joe Hatten vs Don Carlsen | Seventh | 23 out |
| » Lost to Pirates (49-69), 5-4 | Forbes Field (4-6) | 51-64 | Lost 2 |
| » Starters: Johnny Klippstein vs Murry Dickson | Seventh | 23 out |
| Tuesday, August 21 |
| » Lost to Phillies (59-60), 4-1 | Shibe Park (3-7) | 51-65 | Lost 3 |
| » Starters: Cal McLish vs Ken Johnson | Seventh | 23½ out |
| Wednesday, August 22 |
| » Lost to Phillies (60-60), 4-0 | Shibe Park (3-8) | 51-66 | Lost 4 |
| » Starters: Bob Rush vs Robin Roberts | Seventh | 25 out |
| Friday, August 24 |
| » Lost to Dodgers (77-42), 1-0 | Ebbets Field (3-7) | 51-67 | Lost 5 |
| » Starters: Paul Minner vs Ralph Branca | Seventh | 25½ out |
| Saturday, August 25 |
| » Defeated Dodgers (77-43), 5-1 | Ebbets Field (4-7) | 52-67 | |
| » Starters: Bob Kelly vs Carl Erskine | Seventh | 24½ out |
| Sunday, August 26 |
| » Lost to Giants (72-51), 5-4 | Polo Grounds V (3-5) | 52-68 | |
| » Starters: Cal McLish vs Sal Maglie | Seventh | 25½ out |
| » Lost to Giants (73-51), 5-1 | Polo Grounds V (3-6) | 52-69 | Lost 2 |
| » Starters: Johnny Klippstein vs Jim Hearn | Seventh | 25½ out |
| Monday, August 27 |
| » Lost to Giants (74-51), 5-4 | Polo Grounds V (3-7) | 52-70 | Lost 3 |
| » Starters: Joe Hatten vs Larry Jansen | Seventh | 26½ out |
| » Lost to Giants (75-51), 6-3 | Polo Grounds V (3-8) | 52-71 | Lost 4 |
| » Starters: Bob Rush vs Al Corwin | Seventh | 26½ out |
| Tuesday, August 28 |
| » Defeated Braves (63-61), 1-0 | Braves Field (5-4) | 53-71 | |
| » Starters: Turk Lown vs Chet Nichols | Seventh | 26½ out |
| Former Cub Bill Piercy dies in Long Beach, CA at the age of 56. |
| Wednesday, August 29 |
| » Lost to Braves (64-61), 4-1 | Braves Field (5-5) | 53-72 | |
| » Starters: Paul Minner vs Dave Cole | Seventh | 27½ out |
| Thursday, August 30 |
| » Lost to Braves (65-61), 16-2 | Braves Field (5-6) | 53-73 | Lost 2 |
| » Starters: Bob Kelly vs Jim Wilson | Eighth | 28½ out |
| Saturday, September 1 |
| » Lost to Reds (55-74), 4-3 | Wrigley Field (25-34) | 53-74 | Lost 3 |
| » Starters: Herm Wehmeier vs Cal McLish | Eighth | 28½ out |
| Sunday, September 2 |
| » Lost to Reds (56-74), 7-0 | Wrigley Field (25-35) | 53-75 | Lost 4 |
| » Starters: Ken Raffensberger vs Johnny Klippstein | Eighth | 28 out |
| » Defeated Reds (56-75), 3-0 | Wrigley Field (26-35) | 54-75 | |
| » Starters: Howie Fox vs Bob Rush | Eighth | 28 out |
| Monday, September 3 |
| » Defeated Pirates (55-77), 11-10 | Wrigley Field (27-35) | 55-75 | Won 2 |
| » Starters: Mel Queen vs Paul Minner | Seventh | 29 out |
| » Lost to Pirates (56-77), 4-3 | Wrigley Field (27-36) | 55-76 | |
| » Starters: Ted Wilks vs Turk Lown | Seventh | 29 out |
| Wednesday, September 5 |
| » Defeated Cardinals (65-64), 3-2 | Wrigley Field (28-36) | 56-76 | |
| » Starters: Harry Brecheen vs Bob Kelly | Seventh | 29½ out |
| » Lost to Cardinals (66-64), 6-5 | Wrigley Field (28-37) | 56-77 | |
| » Starters: Gerry Staley vs Joe Hatten | Seventh | 29½ out |
| Thursday, September 6 |
| » Lost to Cardinals (67-64), 10-2 | Wrigley Field (28-38) | 56-78 | Lost 2 |
| » Starters: Cliff Chambers vs Cal McLish | Seventh | 30 out |
| Friday, September 7 |
| » Lost to Reds (58-78), 7-6 | Crosley Field (4-4) | 56-79 | Lost 3 |
| » Starters: Bob Rush vs Ken Raffensberger | Eighth | 31 out |
| Saturday, September 8 |
| » Lost to Reds (59-78), 4-3 | Crosley Field (4-5) | 56-80 | Lost 4 |
| » Starters: Paul Minner vs Willie Ramsdell | Eighth | 32 out |
| Sunday, September 9 |
| » Defeated Reds (59-79), 7-3 | Crosley Field (5-5) | 57-80 | |
| » Starters: Bob Kelly vs Ewell Blackwell | Seventh | 31½ out |
| » Lost to Reds (60-79), 7-0 | Crosley Field (5-6) | 57-81 | |
| » Starters: Turk Lown vs Herm Wehmeier | Seventh | 31½ out |
| Tuesday, September 11 |
| » Defeated Braves (69-68), 13-11 | Wrigley Field (29-38) | 58-81 | |
| » Starters: Jim Wilson vs Cal McLish | Seventh | 31½ out |
| Wednesday, September 12 |
| » Lost to Braves (70-68), 7-3 | Wrigley Field (29-39) | 58-82 | |
| » Starters: Max Surkont vs Joe Hatten | Seventh | 31½ out |
| Friday, September 14 |
| » Lost to Giants (85-57), 7-2 | Wrigley Field (29-40) | 58-83 | Lost 2 |
| » Starters: Jim Hearn vs Bob Rush | Seventh | 32½ out |
| Saturday, September 15 |
| » Lost to Giants (86-57), 5-2 | Wrigley Field (29-41) | 58-84 | Lost 3 |
| » Starters: Sheldon Jones vs Paul Minner | Eighth | 32½ out |
| Sunday, September 16 |
| » Lost to Dodgers (90-50), 6-1 | Wrigley Field (29-42) | 58-85 | Lost 4 |
| » Starters: Clem Labine vs Bob Kelly | Eighth | 33½ out |
| Monday, September 17 |
| » Defeated Dodgers (90-51), 5-3 | Wrigley Field (30-42) | 59-85 | |
| » Starters: Don Newcombe vs Turk Lown | Seventh | 32½ out |
| Tuesday, September 18 |
| » Defeated Phillies (69-76), 7-4 | Wrigley Field (31-42) | 60-85 | Won 2 |
| » Starters: Lou Possehl vs Cal McLish | Seventh | 31½ out |
| Wednesday, September 19 |
| » Lost to Phillies (70-76), 5-1 | Wrigley Field (31-43) | 60-86 | |
| » Starters: Bubba Church vs Bob Rush | Eighth | 32½ out |
| Friday, September 21 |
| » Lost to Cardinals (77-70), 6-0 | Sportsman's Park III (5-3) | 60-87 | Lost 2 |
| » Starters: Frank Hiller vs Jackie Collum | Eighth | 33 out |
| » Major-league debuts: Jackie Collum (Cardinals) |
| Saturday, September 22 |
| » Defeated Cardinals (77-71), 6-5 | Sportsman's Park III (6-3) | 61-87 | |
| » Starters: Paul Minner vs Al Brazle | Seventh | 32 out |
| Sunday, September 23 |
| » Lost to Cardinals (78-71), 9-3 | Sportsman's Park III (6-4) | 61-88 | |
| » Starters: Bob Kelly vs Tom Poholsky | Eighth | 33½ out |
| » Lost to Cardinals (79-71), 5-2 | Sportsman's Park III (6-5) | 61-89 | Lost 2 |
| » Starters: Joe Hatten vs Gerry Staley | Eighth | 33½ out |
| Tuesday, September 25 |
| » Lost to Pirates (63-88), 6-3 | Forbes Field (4-7) | 61-90 | Lost 3 |
| » Starters: Turk Lown vs Mel Queen | Eighth | 33 out |
| Saturday, September 29 |
| » Lost to Cardinals (80-72), 4-3 | Wrigley Field (31-44) | 61-91 | Lost 4 |
| » Starters: Jackie Collum vs Bob Rush | Seventh | 33½ out |
| Sunday, September 30 |
| » Defeated Cardinals (80-73), 7-6 | Wrigley Field (32-44) | 62-91 | |
| » Starters: Cliff Chambers vs Bob Kelly | Seventh | 34 out |
| » Lost to Cardinals (81-73), 3-0 | Wrigley Field (32-45) | 62-92 | |
| » Starters: Gerry Staley vs Paul Minner | Seventh | 34 out |
| Friday, October 26 |
| Future Cub Steve Ontiveros is born in Bakersfield, CA. |
| Saturday, November 10 |
| Future Cub Mike Vail is born in San Francisco, CA. |
| Saturday, December 8 |
| Former Cub Bobby Lowe dies in Detroit, MI at the age of 87. |
Game information provided by Retrosheet (www.retrosheet.org) |