| Tuesday, January 18 |
| Future Cub Dave Geisel is born in Windber, PA. |
| Friday, January 21 |
| Future Cub Dave Smith is born in Richmond, CA. |
| Saturday, January 22 |
| Former Cub Bob Wicker dies in Evanston, IL at the age of 77. |
| Tuesday, February 15 |
| Former Cub Lynn Nelson dies in Kansas City, MO at the age of 50. |
| Monday, April 11 |
| » Defeated Reds (0-1), 7-5 | Crosley Field (1-0) | 1-0 | |
| » Starters: Bob Rush vs Art Fowler | First | -- |
| » Major-league debuts: Glen Gorbous and Rudy Minarcin (Reds) Gale Wade (Cubs) |
| Tuesday, April 12 |
| » Defeated Cardinals (0-1), 14-4 | Wrigley Field (1-0) | 2-0 | Won 2 |
| » Starters: Brooks Lawrence vs Paul Minner | First | -- |
| » Major-league debuts: Ken Boyer, Herb Moford, Barney Schultz and Bill Virdon (Cardinals) |
| Thursday, April 14 |
| » Defeated Reds (0-3), 6-4 | Crosley Field (2-0) | 3-0 | Won 3 |
| » Starters: Bob Rush vs Corky Valentine | First | -- |
| » Major-league debuts: Bob Thurman (Reds) |
| Saturday, April 16 |
| » Lost to Cardinals (2-1), 12-11 | Sportsman's Park III (0-1) | 3-1 | |
| » Starters: Sam Jones vs Tom Poholsky | Second | 1 out |
| » Major-league debuts: Bob Speake (Cubs) |
| Sunday, April 17 |
| » Defeated Cardinals (2-2), 6-5 | Sportsman's Park III (1-1) | 4-1 | |
| » Starters: Paul Minner vs Gordon Jones | Third | 2 out |
| » Lost to Cardinals (3-2), 14-1 | Sportsman's Park III (1-2) | 4-2 | |
| » Starters: Harry Perkowski vs Larry Jackson | Third | 2 out |
| » Major-league debuts: Larry Jackson (Cardinals) Jim King and Bob Thorpe (Cubs) |
| Monday, April 18 |
| » Lost to Braves (4-2), 2-1 | County Stadium (0-1) | 4-3 | Lost 2 |
| » Starters: Warren Hacker vs Bob Buhl | Third | 3 out |
| Tuesday, April 19 |
| » Lost to Braves (5-2), 3-2 | County Stadium (0-2) | 4-4 | Lost 3 |
| » Starters: Bob Rush vs Gene Conley | Fourth | 4 out |
| Wednesday, April 20 |
| » Lost to Braves (6-2), 9-5 | Wrigley Field (1-1) | 4-5 | Lost 4 |
| » Starters: Lew Burdette vs Sam Jones | Fifth | 5 out |
| » Major-league debuts: Humberto Robinson (Braves) |
| Friday, April 22 |
| » Defeated Reds (2-8), 6-3 | Wrigley Field (2-1) | 5-5 | |
| » Starters: Gerry Staley vs Paul Minner | Third | 4½ out |
| Saturday, April 23 |
| » Defeated Reds (2-9), 1-0 | Wrigley Field (3-1) | 6-5 | Won 2 |
| » Starters: Joe Nuxhall vs Warren Hacker | Fourth | 4½ out |
| Sunday, April 24 |
| » Defeated Reds (2-10), 2-1 | Wrigley Field (4-1) | 7-5 | Won 3 |
| » Starters: Art Fowler vs Sam Jones | Fourth | 3½ out |
| Wednesday, April 27 |
| » Lost to Pirates (2-9), 4-1 | Forbes Field (0-1) | 7-6 | |
| » Starters: Paul Minner vs Bob Purkey | Fourth | 4½ out |
| Thursday, April 28 |
| » Lost to Dodgers (13-2), 4-2 | Ebbets Field (0-1) | 7-7 | Lost 2 |
| » Starters: Bob Rush vs Carl Erskine | Fifth | 5½ out |
| Saturday, April 30 |
| » Lost to Dodgers (14-2), 7-5 | Ebbets Field (0-2) | 7-8 | Lost 3 |
| » Starters: Sam Jones vs Russ Meyer | Fifth | 6½ out |
| » Major-league debuts: Dave Hillman (Cubs) |
| Sunday, May 1 |
| » Defeated Phillies (9-8), 8-7 | Shibe Park (1-0) | 8-8 | |
| » Starters: Hy Cohen vs Curt Simmons | Fourth | 6 out |
| » Defeated Phillies (9-9), 4-2 | Shibe Park (2-0) | 9-8 | Won 2 |
| » Starters: John Andre vs Jack Meyer | Fourth | 6 out |
| Monday, May 2 |
| » Defeated Phillies (9-10), 2-1 | Shibe Park (3-0) | 10-8 | Won 3 |
| » Starters: Warren Hacker vs Robin Roberts | Second | 6 out |
| Tuesday, May 3 |
| » Defeated Giants (7-9), 6-0 | Polo Grounds V (1-0) | 11-8 | Won 4 |
| » Starters: Bob Rush vs Jim Hearn | Second | 5½ out |
| Wednesday, May 4 |
| » Lost to Giants (8-9), 4-3 | Polo Grounds V (1-1) | 11-9 | |
| » Starters: Sam Jones vs Ruben Gomez | Second | 6½ out |
| Thursday, May 5 |
| » Lost to Giants (9-9), 6-3 | Polo Grounds V (1-2) | 11-10 | Lost 2 |
| » Starters: Harry Perkowski vs Sal Maglie | Second | 7½ out |
| Friday, May 6 |
| » Lost to Reds (7-13), 4-2 | Crosley Field (2-1) | 11-11 | Lost 3 |
| » Starters: Paul Minner vs Joe Nuxhall | Second | 8½ out |
| Saturday, May 7 |
| » Lost to Reds (8-13), 8-7 | Crosley Field (2-2) | 11-12 | Lost 4 |
| » Starters: Howie Pollet vs Art Fowler | Fourth | 9½ out |
| Sunday, May 8 |
| » Defeated Reds (8-14), 5-3 | Crosley Field (3-2) | 12-12 | |
| » Starters: Sam Jones vs Steve Ridzik | Fourth | 10 out |
| » Lost to Reds (9-14), 4-3 | Crosley Field (3-3) | 12-13 | |
| » Starters: Bob Rush vs Gerry Staley | Fourth | 10 out |
| Tuesday, May 10 |
| » Lost to Dodgers (22-2), 3-0 | Wrigley Field (4-2) | 12-14 | Lost 2 |
| » Starters: Don Newcombe vs Warren Hacker | Fourth | 11 out |
| Wednesday, May 11 |
| » Defeated Dodgers (22-3), 10-8 | Wrigley Field (5-2) | 13-14 | |
| » Starters: Russ Meyer vs John Andre | Fourth | 10 out |
| Thursday, May 12 |
| » Defeated Pirates (11-16), 4-0 | Wrigley Field (6-2) | 14-14 | Won 2 |
| » Starters: Nellie King vs Sam Jones | Fourth | 9 out |
| Saturday, May 14 |
| » Defeated Giants (14-12), 8-0 | Wrigley Field (7-2) | 15-14 | Won 3 |
| » Starters: Johnny Antonelli vs Bob Rush | Fourth | 9½ out |
| Sunday, May 15 |
| » Defeated Giants (14-13), 5-2 | Wrigley Field (8-2) | 16-14 | Won 4 |
| » Starters: Jim Hearn vs Warren Hacker | Fourth | 9½ out |
| » Lost to Giants (15-13), 9-4 | Wrigley Field (8-3) | 16-15 | |
| » Starters: Sal Maglie vs Harry Perkowski | Fourth | 9½ out |
| Wednesday, May 18 |
| » Defeated Phillies (10-20), 3-2 | Wrigley Field (9-3) | 17-15 | |
| » Starters: Curt Simmons vs Sam Jones | Second | 7½ out |
| » Defeated Phillies (10-21), 7-5 | Wrigley Field (10-3) | 18-15 | Won 2 |
| » Starters: Murry Dickson vs John Andre | Second | 7½ out |
| Friday, May 20 |
| » Defeated Braves (17-17), 4-2 | County Stadium (1-2) | 19-15 | Won 3 |
| » Starters: Bob Rush vs Lew Burdette | Third | 6½ out |
| Saturday, May 21 |
| » Defeated Braves (17-18), 2-1 | County Stadium (2-2) | 20-15 | Won 4 |
| » Starters: Warren Hacker vs Chet Nichols | Third | 6½ out |
| Sunday, May 22 |
| » Lost to Braves (18-18), 5-1 | County Stadium (2-3) | 20-16 | |
| » Starters: Sam Jones vs Gene Conley | Third | 7½ out |
| Wednesday, May 25 |
| » Defeated Cardinals (16-17), 1-0 | Wrigley Field (11-3) | 21-16 | |
| » Starters: Larry Jackson vs Paul Minner | Second | 6 out |
| » Defeated Cardinals (16-18), 3-1 | Wrigley Field (12-3) | 22-16 | Won 2 |
| » Starters: Brooks Lawrence vs Bob Rush | Second | 6 out |
| Thursday, May 26 |
| » Defeated Cardinals (16-19), 3-0 | Wrigley Field (13-3) | 23-16 | Won 3 |
| » Starters: Gordon Jones vs Howie Pollet | Second | 6 out |
| Friday, May 27 |
| » Lost to Braves (19-20), 7-5 | Wrigley Field (13-4) | 23-17 | |
| » Starters: Gene Conley vs Sam Jones | Second | 6 out |
| Saturday, May 28 |
| » Defeated Braves (19-21), 5-2 | Wrigley Field (14-4) | 24-17 | |
| » Starters: Chet Nichols vs Warren Hacker | Second | 6 out |
| Sunday, May 29 |
| » Defeated Braves (19-22), 9-6 | Wrigley Field (15-4) | 25-17 | Won 2 |
| » Starters: Lew Burdette vs Bob Rush | Second | 6 out |
| Monday, May 30 |
| » Defeated Cardinals (18-21), 9-5 | Sportsman's Park III (2-2) | 26-17 | Won 3 |
| » Starters: Paul Minner vs Gordon Jones | Second | 6 out |
| » Defeated Cardinals (18-22), 4-3 | Sportsman's Park III (3-2) | 27-17 | Won 4 |
| » Starters: Jim Davis vs Larry Jackson | Second | 6 out |
| Wednesday, June 1 |
| » Lost to Phillies (20-26), 3-1 | Shibe Park (3-1) | 27-18 | |
| » Starters: Sam Jones vs Robin Roberts | Second | 6½ out |
| Thursday, June 2 |
| » Lost to Phillies (21-26), 8-4 | Shibe Park (3-2) | 27-19 | Lost 2 |
| » Starters: Warren Hacker vs Curt Simmons | Second | 7½ out |
| Friday, June 3 |
| » Defeated Giants (25-23), 4-1 | Polo Grounds V (2-2) | 28-19 | |
| » Starters: Bob Rush vs Ramon Monzant | Second | 7½ out |
| » Major-league debuts: Gail Harris (Giants) |
| Saturday, June 4 |
| » Defeated Giants (25-24), 9-8 | Polo Grounds V (3-2) | 29-19 | Won 2 |
| » Starters: Howie Pollet vs Ruben Gomez | Second | 7½ out |
| Sunday, June 5 |
| » Lost to Giants (26-24), 3-2 | Polo Grounds V (3-3) | 29-20 | |
| » Starters: Jim Davis vs Sal Maglie | Second | 7½ out |
| » Defeated Giants (26-25), 3-1 | Polo Grounds V (4-3) | 30-20 | |
| » Starters: Sam Jones vs Jim Hearn | Second | 7½ out |
| Tuesday, June 7 |
| » Defeated Pirates (17-35), 4-3 | Forbes Field (1-1) | 31-20 | Won 2 |
| » Starters: Warren Hacker vs Max Surkont | Second | 8 out |
| Wednesday, June 8 |
| » Lost to Pirates (18-35), 2-1 | Forbes Field (1-2) | 31-21 | |
| » Starters: Bob Rush vs Ron Kline | Second | 9 out |
| Thursday, June 9 |
| » Defeated Pirates (18-36), 6-2 | Forbes Field (2-2) | 32-21 | |
| » Starters: Paul Minner vs Bob Purkey | Second | 8½ out |
| Friday, June 10 |
| » Lost to Dodgers (41-12), 7-0 | Ebbets Field (0-3) | 32-22 | |
| » Starters: Sam Jones vs Carl Erskine | Second | 9½ out |
| Saturday, June 11 |
| » Lost to Dodgers (42-12), 4-3 | Ebbets Field (0-4) | 32-23 | Lost 2 |
| » Starters: Warren Hacker vs Billy Loes | Second | 10½ out |
| Sunday, June 12 |
| » Defeated Dodgers (42-13), 9-5 | Ebbets Field (1-4) | 33-23 | |
| » Starters: Jim Davis vs Don Newcombe | Second | 10½ out |
| » Lost to Dodgers (43-13), 6-2 | Ebbets Field (1-5) | 33-24 | |
| » Starters: Bob Rush vs Russ Meyer | Second | 10½ out |
| Tuesday, June 14 |
| » Lost to Giants (30-27), 5-0 | Wrigley Field (15-5) | 33-25 | Lost 2 |
| » Starters: Ruben Gomez vs Sam Jones | Second | 11½ out |
| Wednesday, June 15 |
| » Lost to Giants (31-27), 7-2 | Wrigley Field (15-6) | 33-26 | Lost 3 |
| » Starters: Jim Hearn vs Paul Minner | Second | 11½ out |
| Thursday, June 16 |
| » Defeated Giants (31-28), 2-1 | Wrigley Field (16-6) | 34-26 | |
| » Starters: Ramon Monzant vs Warren Hacker | Second | 10½ out |
| Friday, June 17 |
| » Lost to Phillies (27-32), 3-2 | Wrigley Field (16-7) | 34-27 | |
| » Starters: Curt Simmons vs Bob Rush | Second | 11½ out |
| Saturday, June 18 |
| » Defeated Phillies (27-33), 4-0 | Wrigley Field (17-7) | 35-27 | |
| » Starters: Robin Roberts vs Sam Jones | Second | 10½ out |
| Former Cub John Katoll dies in Hartland, IL at the age of 83. |
| Sunday, June 19 |
| » Lost to Phillies (28-33), 1-0 | Wrigley Field (17-8) | 35-28 | |
| » Starters: Ron Negray vs Jim Davis | Second | 11 out |
| » Defeated Phillies (28-34), 8-7 | Wrigley Field (18-8) | 36-28 | |
| » Starters: Herm Wehmeier vs Dave Hillman | Second | 11 out |
| Tuesday, June 21 |
| » Lost to Dodgers (47-16), 7-2 | Wrigley Field (18-9) | 36-29 | |
| » Starters: Don Newcombe vs Warren Hacker | Second | 12 out |
| Wednesday, June 22 |
| » Lost to Dodgers (48-16), 3-2 | Wrigley Field (18-10) | 36-30 | Lost 2 |
| » Starters: Russ Meyer vs Bob Rush | Second | 13 out |
| Thursday, June 23 |
| » Lost to Dodgers (49-16), 7-4 | Wrigley Field (18-11) | 36-31 | Lost 3 |
| » Starters: Clem Labine vs Sam Jones | Third | 14 out |
| Friday, June 24 |
| » Defeated Pirates (22-46), 10-3 | Wrigley Field (19-11) | 37-31 | |
| » Starters: Bob Friend vs Paul Minner | Third | 13 out |
| Saturday, June 25 |
| » Defeated Pirates (22-47), 6-4 | Wrigley Field (20-11) | 38-31 | Won 2 |
| » Starters: Dick Littlefield vs Warren Hacker | Second | 13 out |
| Sunday, June 26 |
| » Lost to Pirates (23-47), 5-4 | Wrigley Field (20-12) | 38-32 | |
| » Starters: Vern Law vs Jim Davis | Second | 12½ out |
| » Defeated Pirates (23-48), 2-1 | Wrigley Field (21-12) | 39-32 | |
| » Starters: Lino Donoso vs Bob Rush | Second | 12½ out |
| Tuesday, June 28 |
| » Defeated Braves (37-32), 7-3 | County Stadium (3-3) | 40-32 | Won 2 |
| » Starters: Sam Jones vs Warren Spahn | Second | 12½ out |
| Wednesday, June 29 |
| » Lost to Braves (38-32), 14-1 | County Stadium (3-4) | 40-33 | |
| » Starters: Howie Pollet vs Lew Burdette | Second | 12½ out |
| Thursday, June 30 |
| » Lost to Braves (39-32), 7-4 | County Stadium (3-5) | 40-34 | Lost 2 |
| » Starters: Warren Hacker vs Gene Conley | Third | 13½ out |
| Friday, July 1 |
| » Defeated Cardinals (31-38), 11-7 | Wrigley Field (22-12) | 41-34 | |
| » Starters: Luis Arroyo vs Bob Rush | Second | 12½ out |
| Saturday, July 2 |
| » Defeated Cardinals (31-39), 4-3 | Wrigley Field (23-12) | 42-34 | Won 2 |
| » Starters: Larry Jackson vs Paul Minner | Second | 11½ out |
| Sunday, July 3 |
| » Lost to Cardinals (32-39), 8-2 | Wrigley Field (23-13) | 42-35 | |
| » Starters: Floyd Wooldridge vs Jim Davis | Second | 11½ out |
| » Defeated Cardinals (32-40), 10-5 | Wrigley Field (24-13) | 43-35 | |
| » Starters: Harvey Haddix vs Sam Jones | Second | 11½ out |
| Future Cub Matt Keough is born in Pomona, CA. |
| Monday, July 4 |
| » Lost to Reds (35-36), 6-3 | Wrigley Field (24-14) | 43-36 | |
| » Starters: Art Fowler vs Howie Pollet | Second | 12½ out |
| » Defeated Reds (35-37), 4-3 | Wrigley Field (25-14) | 44-36 | |
| » Starters: Rudy Minarcin vs Warren Hacker | Second | 12½ out |
| Wednesday, July 6 |
| » Lost to Braves (41-36), 5-1 | Wrigley Field (25-15) | 44-37 | |
| » Starters: Gene Conley vs Bob Rush | Second | 12½ out |
| Thursday, July 7 |
| » Lost to Braves (42-36), 3-2 | Wrigley Field (25-16) | 44-38 | Lost 2 |
| » Starters: Bob Buhl vs Sam Jones | Third | 13½ out |
| Friday, July 8 |
| » Defeated Cardinals (36-42), 6-4 | Sportsman's Park III (4-2) | 45-38 | |
| » Starters: Paul Minner vs Floyd Wooldridge | Third | 13½ out |
| Saturday, July 9 |
| » Lost to Cardinals (37-42), 4-2 | Sportsman's Park III (4-3) | 45-39 | |
| » Starters: Warren Hacker vs Tom Poholsky | Third | 13½ out |
| Future Cub Willie Wilson is born in Montgomery, AL. |
| Sunday, July 10 |
| » Lost to Cardinals (38-42), 7-2 | Sportsman's Park III (4-4) | 45-40 | Lost 2 |
| » Starters: Howie Pollet vs Luis Arroyo | Third | 13½ out |
| Thursday, July 14 |
| » Lost to Giants (43-41), 3-2 | Polo Grounds V (4-4) | 45-41 | Lost 3 |
| » Starters: Bob Rush vs Ruben Gomez | Third | 13½ out |
| Friday, July 15 |
| » Lost to Giants (44-41), 5-3 | Polo Grounds V (4-5) | 45-42 | Lost 4 |
| » Starters: Sam Jones vs Jim Hearn | Fourth | 14½ out |
| Saturday, July 16 |
| » Lost to Phillies (39-48), 5-4 | Shibe Park (3-3) | 45-43 | Lost 5 |
| » Starters: Warren Hacker vs Robin Roberts | Fourth | 15½ out |
| Sunday, July 17 |
| » Lost to Phillies (40-48), 12-11 | Shibe Park (3-4) | 45-44 | Lost 6 |
| » Starters: Dave Hillman vs Saul Rogovin | Fourth | 17½ out |
| » Lost to Phillies (41-48), 8-6 | Shibe Park (3-5) | 45-45 | Lost 7 |
| » Starters: Paul Minner vs Curt Simmons | Fourth | 17½ out |
| Monday, July 18 |
| » Lost to Phillies (42-48), 2-1 | Shibe Park (3-6) | 45-46 | Lost 8 |
| » Starters: Warren Hacker vs Herm Wehmeier | Fourth | 17½ out |
| Wednesday, July 20 |
| » Lost to Dodgers (63-28), 10-1 | Ebbets Field (1-6) | 45-47 | Lost 9 |
| » Starters: Sam Jones vs Don Newcombe | Fourth | 17½ out |
| » Defeated Dodgers (63-29), 5-3 | Ebbets Field (2-6) | 46-47 | |
| » Starters: Bob Rush vs Clem Labine | Fourth | 17½ out |
| » Major-league debuts: Don Kaiser (Cubs) |
| Thursday, July 21 |
| » Lost to Dodgers (64-29), 4-1 | Ebbets Field (2-7) | 46-48 | |
| » Starters: Jim Davis vs Don Bessent | Fifth | 18½ out |
| Friday, July 22 |
| » Lost to Pirates (34-62), 3-1 | Forbes Field (2-3) | 46-49 | Lost 2 |
| » Starters: Paul Minner vs Roy Face | Sixth | 19½ out |
| Saturday, July 23 |
| » Lost to Pirates (35-62), 10-2 | Forbes Field (2-4) | 46-50 | Lost 3 |
| » Starters: Warren Hacker vs Bob Friend | Fifth | 19½ out |
| Sunday, July 24 |
| » Lost to Pirates (36-62), 12-5 | Forbes Field (2-5) | 46-51 | Lost 4 |
| » Starters: Bob Rush vs Dick Hall | Fifth | 20½ out |
| » Lost to Pirates (37-62), 3-2 | Forbes Field (2-6) | 46-52 | Lost 5 |
| » Starters: Sam Jones vs Vern Law | Fifth | 20½ out |
| Tuesday, July 26 |
| » Lost to Giants (52-46), 6-5 | Wrigley Field (25-17) | 46-53 | Lost 6 |
| » Starters: Sal Maglie vs Jim Davis | Fifth | 21½ out |
| Wednesday, July 27 |
| » Defeated Giants (52-47), 4-2 | Wrigley Field (26-17) | 47-53 | |
| » Starters: Jim Hearn vs Paul Minner | Fifth | 20 out |
| » Defeated Giants (52-48), 9-8 | Wrigley Field (27-17) | 48-53 | Won 2 |
| » Starters: Ramon Monzant vs Warren Hacker | Fifth | 20 out |
| Thursday, July 28 |
| » Lost to Giants (53-48), 4-1 | Wrigley Field (27-18) | 48-54 | |
| » Starters: Ruben Gomez vs Bob Rush | Sixth | 21 out |
| Friday, July 29 |
| » Lost to Phillies (52-52), 6-4 | Wrigley Field (27-19) | 48-55 | Lost 2 |
| » Starters: Saul Rogovin vs Sam Jones | Sixth | 22 out |
| Saturday, July 30 |
| » Lost to Phillies (53-52), 3-0 | Wrigley Field (27-20) | 48-56 | Lost 3 |
| » Starters: Curt Simmons vs Jim Davis | Sixth | 23 out |
| Sunday, July 31 |
| » Defeated Phillies (53-53), 7-1 | Wrigley Field (28-20) | 49-56 | |
| » Starters: Robin Roberts vs Warren Hacker | Fifth | 22½ out |
| » Defeated Phillies (53-54), 6-5 | Wrigley Field (29-20) | 50-56 | Won 2 |
| » Starters: Herm Wehmeier vs Dave Hillman | Fifth | 22½ out |
| Monday, August 1 |
| » Lost to Pirates (39-68), 5-4 | Wrigley Field (29-21) | 50-57 | |
| » Starters: Dick Hall vs Paul Minner | Fifth | 23½ out |
| Tuesday, August 2 |
| » Defeated Pirates (39-69), 12-4 | Wrigley Field (30-21) | 51-57 | |
| » Starters: Vern Law vs Bob Rush | Fifth | 22½ out |
| Wednesday, August 3 |
| » Lost to Pirates (40-69), 3-2 | Wrigley Field (30-22) | 51-58 | |
| » Starters: Roy Face vs Jim Davis | Fifth | 23 out |
| » Defeated Pirates (40-70), 5-4 | Wrigley Field (31-22) | 52-58 | |
| » Starters: Ron Kline vs Sam Jones | Fifth | 23 out |
| Thursday, August 4 |
| » Defeated Pirates (40-71), 11-10 | Wrigley Field (32-22) | 53-58 | Won 2 |
| » Starters: Lino Donoso vs Howie Pollet | Fifth | 23 out |
| Friday, August 5 |
| » Defeated Dodgers (74-34), 10-8 | Wrigley Field (33-22) | 54-58 | Won 3 |
| » Starters: Johnny Podres vs Warren Hacker | Fifth | 22 out |
| Saturday, August 6 |
| Future Cub Ron Davis is born in Houston, TX. |
| Sunday, August 7 |
| » Defeated Dodgers (74-35), 4-3 | Wrigley Field (34-22) | 55-58 | Won 4 |
| » Starters: Billy Loes vs Bob Rush | Fifth | 21 out |
| Monday, August 8 |
| » Defeated Dodgers (74-36), 1-0 | Wrigley Field (35-22) | 56-58 | Won 5 |
| » Starters: Don Newcombe vs Sam Jones | Fifth | 20 out |
| Tuesday, August 9 |
| » Defeated Reds (52-60), 4-3 | Wrigley Field (36-22) | 57-58 | Won 6 |
| » Starters: Johnny Klippstein vs Jim Davis | Fifth | 20 out |
| Wednesday, August 10 |
| » Lost to Reds (53-60), 7-2 | Wrigley Field (36-23) | 57-59 | |
| » Starters: Don Gross vs Paul Minner | Fifth | 21½ out |
| » Lost to Reds (54-60), 6-3 | Wrigley Field (36-24) | 57-60 | Lost 2 |
| » Starters: Art Fowler vs Warren Hacker | Fifth | 21½ out |
| Thursday, August 11 |
| » Lost to Reds (55-60), 6-5 | Wrigley Field (36-25) | 57-61 | Lost 3 |
| » Starters: Joe Black vs Harry Perkowski | Fifth | 22 out |
| Friday, August 12 |
| » Defeated Braves (61-54), 7-1 | Wrigley Field (37-25) | 58-61 | |
| » Starters: Ray Crone vs Bob Rush | Fifth | 21½ out |
| Saturday, August 13 |
| » Lost to Braves (62-54), 4-3 | Wrigley Field (37-26) | 58-62 | |
| » Starters: Gene Conley vs Sam Jones | Fifth | 22 out |
| Sunday, August 14 |
| » Lost to Braves (63-54), 4-3 | Wrigley Field (37-27) | 58-63 | Lost 2 |
| » Starters: Lew Burdette vs Warren Hacker | Fifth | 22½ out |
| Tuesday, August 16 |
| » Lost to Reds (57-62), 11-2 | Crosley Field (3-4) | 58-64 | Lost 3 |
| » Starters: Jim Davis vs Joe Black | Sixth | 22½ out |
| Wednesday, August 17 |
| » Defeated Reds (57-63), 3-2 | Crosley Field (4-4) | 59-64 | |
| » Starters: Bob Rush vs Don Gross | Fifth | 21½ out |
| Thursday, August 18 |
| » Lost to Reds (58-63), 2-1 | Crosley Field (4-5) | 59-65 | |
| » Starters: Paul Minner vs Art Fowler | Sixth | 22½ out |
| Friday, August 19 |
| » Lost to Braves (67-55), 7-0 | County Stadium (3-6) | 59-66 | Lost 2 |
| » Starters: Warren Hacker vs Lew Burdette | Sixth | 22½ out |
| Saturday, August 20 |
| » Lost to Braves (68-55), 6-1 | County Stadium (3-7) | 59-67 | Lost 3 |
| » Starters: Sam Jones vs Ray Crone | Sixth | 22½ out |
| Sunday, August 21 |
| » Lost to Braves (69-55), 8-1 | County Stadium (3-8) | 59-68 | Lost 4 |
| » Starters: Jim Davis vs Bob Buhl | Sixth | 22½ out |
| Tuesday, August 23 |
| » Lost to Dodgers (79-42), 6-4 | Ebbets Field (2-8) | 59-69 | Lost 5 |
| » Starters: Bob Rush vs Don Newcombe | Sixth | 23½ out |
| Wednesday, August 24 |
| » Lost to Dodgers (80-42), 9-5 | Ebbets Field (2-9) | 59-70 | Lost 6 |
| » Starters: Warren Hacker vs Russ Meyer | Sixth | 24½ out |
| Thursday, August 25 |
| » Lost to Pirates (48-78), 2-1 | Forbes Field (2-7) | 59-71 | Lost 7 |
| » Starters: Paul Minner vs Roy Face | Sixth | 24 out |
| Friday, August 26 |
| » Defeated Pirates (48-79), 6-3 | Forbes Field (3-7) | 60-71 | |
| » Starters: Sam Jones vs Bob Friend | Sixth | 23 out |
| Saturday, August 27 |
| » Defeated Pirates (48-80), 4-3 | Forbes Field (4-7) | 61-71 | Won 2 |
| » Starters: Jim Davis vs Max Surkont | Sixth | 23 out |
| Sunday, August 28 |
| » Defeated Giants (65-62), 3-0 | Polo Grounds V (5-5) | 62-71 | Won 3 |
| » Starters: Bob Rush vs Ramon Monzant | Sixth | 23 out |
| Monday, August 29 |
| » Defeated Giants (65-63), 6-3 | Polo Grounds V (6-5) | 63-71 | Won 4 |
| » Starters: Warren Hacker vs Jim Hearn | Sixth | 23 out |
| Tuesday, August 30 |
| » Defeated Phillies (69-64), 3-1 | Shibe Park (4-6) | 64-71 | Won 5 |
| » Starters: Sam Jones vs Saul Rogovin | Sixth | 23 out |
| Wednesday, August 31 |
| » Lost to Phillies (70-64), 13-2 | Shibe Park (4-7) | 64-72 | |
| » Starters: Jim Davis vs Murry Dickson | Sixth | 23 out |
| Friday, September 2 |
| » Defeated Cardinals (55-78), 12-2 | Wrigley Field (38-27) | 65-72 | |
| » Starters: Tom Poholsky vs Paul Minner | Sixth | 23½ out |
| » Major-league debuts: Lindy McDaniel (Cardinals) |
| Saturday, September 3 |
| » Lost to Cardinals (56-78), 3-2 | Wrigley Field (38-28) | 65-73 | |
| » Starters: Harvey Haddix vs Bob Rush | Sixth | 24½ out |
| Sunday, September 4 |
| » Defeated Cardinals (56-79), 4-3 | Wrigley Field (39-28) | 66-73 | |
| » Starters: Willard Schmidt vs Jim Davis | Sixth | 24½ out |
| Monday, September 5 |
| » Defeated Braves (75-62), 2-0 | Wrigley Field (40-28) | 67-73 | Won 2 |
| » Starters: Bob Buhl vs Sam Jones | Fifth | 25½ out |
| » Lost to Braves (76-62), 1-0 | Wrigley Field (40-29) | 67-74 | |
| » Starters: Ray Crone vs Warren Hacker | Fifth | 25½ out |
| Wednesday, September 7 |
| » Lost to Pirates (55-84), 2-0 | Wrigley Field (40-30) | 67-75 | Lost 2 |
| » Starters: Bob Friend vs Paul Minner | Sixth | 26½ out |
| Thursday, September 8 |
| » Major-league debuts: Bob Hazle (Reds) |
| Friday, September 9 |
| » Defeated Dodgers (92-47), 11-4 | Wrigley Field (41-30) | 68-75 | |
| » Starters: Don Newcombe vs Bob Rush | Sixth | 27 out |
| » Lost to Dodgers (93-47), 16-9 | Wrigley Field (41-31) | 68-76 | |
| » Starters: Russ Meyer vs Sam Jones | Sixth | 27 out |
| » Major-league debuts: Chuck Templeton (Dodgers) |
| Saturday, September 10 |
| » Tied Dodgers, 3-3 | Wrigley Field (41-31) | 68-76 | |
| » Starters: Carl Erskine vs Hal Jeffcoat | Sixth | 27 out |
| Sunday, September 11 |
| » Defeated Giants (73-69), 7-5 | Wrigley Field (42-31) | 69-76 | |
| » Starters: Ramon Monzant vs Warren Hacker | Sixth | 25½ out |
| Tuesday, September 13 |
| » Lost to Phillies (73-73), 10-0 | Wrigley Field (42-32) | 69-77 | |
| » Starters: Murry Dickson vs Sam Jones | Sixth | 25½ out |
| Saturday, September 17 |
| » Defeated Reds (72-77), 3-2 | Wrigley Field (43-32) | 70-77 | |
| » Starters: Johnny Klippstein vs Bob Rush | Sixth | 24 out |
| Sunday, September 18 |
| » Lost to Reds (73-77), 12-5 | Wrigley Field (43-33) | 70-78 | |
| » Starters: Joe Nuxhall vs Warren Hacker | Sixth | 25 out |
| Monday, September 19 |
| » Lost to Cardinals (65-84), 6-5 | Sportsman's Park III (4-5) | 70-79 | Lost 2 |
| » Starters: Paul Minner vs Lindy McDaniel | Sixth | 25½ out |
| Tuesday, September 20 |
| » Lost to Cardinals (66-84), 2-0 | Sportsman's Park III (4-6) | 70-80 | Lost 3 |
| » Starters: Sam Jones vs Ben Flowers | Sixth | 27 out |
| » Major-league debuts: Don Blasingame (Cardinals) |
| Wednesday, September 21 |
| » Defeated Cardinals (66-85), 7-5 | Sportsman's Park III (5-6) | 71-80 | |
| » Starters: Bob Rush vs Willard Schmidt | Sixth | 26½ out |
| Saturday, September 24 |
| » Defeated Reds (74-79), 3-2 | Crosley Field (5-5) | 72-80 | Won 2 |
| » Starters: Sam Jones vs Joe Nuxhall | Sixth | 25 out |
| Sunday, September 25 |
| » Lost to Reds (75-79), 13-0 | Crosley Field (5-6) | 72-81 | |
| » Starters: Bob Rush vs Art Fowler | Sixth | 26 out |
| Friday, September 30 |
| Future Cub Carlos Lezcano is born in Arecibo, P.R. |
| Saturday, November 26 |
| Future Cub Jay Howell is born in Miami, FL. |
| Wednesday, December 7 |
| Future Cub Scot Thompson is born in Grove City, PA. |
| Saturday, December 31 |
| Future Cub Jim Tracy is born in Hamilton, OH. |
Game information provided by Retrosheet (www.retrosheet.org) |
