| Tuesday, January 19 |
| Future Cub Kevin Coffman is born in Austin, TX. |
| Thursday, February 11 |
| Former Cub Pete Noonan dies in Great Barrington, MA at the age of 84. |
| Monday, February 22 |
| Future Cub Eric Yelding is born in Montrose, AL. |
| Monday, March 22 |
| Future Cub Glenallen Hill is born in Santa Cruz, CA. |
| Monday, April 12 |
| » Tied Cardinals, 10-10 | Wrigley Field (0-0) | 0-0 | |
| » Manager: Bob Kennedy |
| » Starters: Bob Gibson vs Larry Jackson | Second | ½ out |
| » Major-league debuts: Glenn Beckert and Roberto Pena (Cubs) Steve Carlton (Cardinals) |
| Tuesday, April 13 |
| » Defeated Cardinals (0-1), 3-1 | Wrigley Field (1-0) | 1-0 | |
| » Starters: Curt Simmons vs Bob Buhl | Second | ½ out |
| Wednesday, April 14 |
| » Defeated Cardinals (0-2), 7-3 | Wrigley Field (2-0) | 2-0 | Won 2 |
| » Starters: Ray Sadecki vs Dick Ellsworth | First | -- |
| Thursday, April 15 |
| » Lost to Braves (2-1), 5-1 | County Stadium (0-1) | 2-1 | |
| » Starters: Larry Jackson vs Bob Sadowski | Second | ½ out |
| Saturday, April 17 |
| » Defeated Braves (2-2), 9-4 | County Stadium (1-1) | 3-1 | |
| » Starters: Cal Koonce vs Tony Cloninger | First | -- |
| Sunday, April 18 |
| » Lost to Braves (3-2), 9-6 | County Stadium (1-2) | 3-2 | |
| » Starters: Bob Buhl vs Denny Lemaster | Third | ½ out |
| Monday, April 19 |
| » Defeated Cardinals (1-5), 7-3 | Sportsman's Park III (1-0) | 4-2 | |
| » Starters: Dick Ellsworth vs Ray Sadecki | Second | 1 out |
| » Major-league debuts: Nellie Briles (Cardinals) |
| Wednesday, April 21 |
| » Lost to Reds (5-2), 9-2 | Wrigley Field (2-1) | 4-3 | |
| » Starters: Joey Jay vs Larry Jackson | Fourth | 1 out |
| Thursday, April 22 |
| » Defeated Reds (5-3), 3-2 | Wrigley Field (3-1) | 5-3 | |
| » Starters: Jim O'Toole vs Cal Koonce | Second | ½ out |
| Saturday, April 24 |
| » Defeated Braves (3-5), 3-1 | Wrigley Field (4-1) | 6-3 | Won 2 |
| » Starters: Tony Cloninger vs Bob Buhl | Second | 1 out |
| Tuesday, April 27 |
| » Lost to Reds (7-4), 5-3 | Crosley Field (0-1) | 6-4 | |
| » Starters: Dick Ellsworth vs Jim Maloney | Third | 1 out |
| Wednesday, April 28 |
| » Lost to Reds (8-4), 3-2 | Crosley Field (0-2) | 6-5 | Lost 2 |
| » Starters: Larry Jackson vs Joey Jay | Fourth | 1½ out |
| Thursday, April 29 |
| » Defeated Reds (8-5), 6-3 | Crosley Field (1-2) | 7-5 | |
| » Starters: Cal Koonce vs Jim O'Toole | Fourth | 1 out |
| Friday, April 30 |
| » Lost to Astros (10-6), 4-3 | Astrodome (0-1) | 7-6 | |
| » Starters: Bob Buhl vs Turk Farrell | Fourth | 2 out |
| Saturday, May 1 |
| » Lost to Astros (11-6), 6-4 | Astrodome (0-2) | 7-7 | Lost 2 |
| » Starters: Lew Burdette vs Ken Johnson | Fifth | 3½ out |
| » Lost to Astros (12-6), 6-1 | Astrodome (0-3) | 7-8 | Lost 3 |
| » Starters: Dick Ellsworth vs Dave Giusti | Fifth | 3½ out |
| Sunday, May 2 |
| » Defeated Astros (12-7), 6-3 | Astrodome (1-3) | 8-8 | |
| » Starters: Larry Jackson vs Don Nottebart | Fourth | 3½ out |
| Tuesday, May 4 |
| » Lost to Pirates (7-12), 6-3 | Wrigley Field (4-2) | 8-9 | |
| » Starters: Joe Gibbon vs Cal Koonce | Fifth | 3½ out |
| Wednesday, May 5 |
| » Defeated Pirates (7-13), 3-1 | Wrigley Field (5-2) | 9-9 | |
| » Starters: Vern Law vs Bob Buhl | Fifth | 3½ out |
| Thursday, May 6 |
| » Defeated Pirates (7-14), 5-3 | Wrigley Field (6-2) | 10-9 | Won 2 |
| » Starters: Don Cardwell vs Larry Jackson | Fifth | 3½ out |
| Friday, May 7 |
| » Lost to Astros (13-9), 5-4 | Wrigley Field (6-3) | 10-10 | |
| » Starters: Dave Giusti vs Lew Burdette | Fifth | 4½ out |
| Saturday, May 8 |
| » Lost to Astros (14-9), 11-6 | Wrigley Field (6-4) | 10-11 | Lost 2 |
| » Starters: Don Nottebart vs Cal Koonce | Fifth | 5½ out |
| Sunday, May 9 |
| » Lost to Astros (15-9), 11-5 | Wrigley Field (6-5) | 10-12 | Lost 3 |
| » Starters: Ken Johnson vs Bob Buhl | Sixth | 5 out |
| » Defeated Astros (15-10), 7-1 | Wrigley Field (7-5) | 11-12 | |
| » Starters: Bob Bruce vs Dick Ellsworth | Sixth | 5 out |
| Tuesday, May 11 |
| » Lost to Giants (12-13), 3-0 | Candlestick Park (0-1) | 11-13 | |
| » Starters: Larry Jackson vs Ron Herbel | Seventh | 5½ out |
| Wednesday, May 12 |
| » Defeated Giants (12-14), 7-3 | Candlestick Park (1-1) | 12-13 | |
| » Starters: Cal Koonce vs Juan Marichal | Fifth | 5½ out |
| Thursday, May 13 |
| » Lost to Giants (13-14), 6-3 | Candlestick Park (1-2) | 12-14 | |
| » Starters: Ernie Broglio vs Jack Sanford | Seventh | 6½ out |
| Friday, May 14 |
| » Defeated Dodgers (19-9), 2-1 | Dodger Stadium (1-0) | 13-14 | |
| » Starters: Bob Buhl vs John Purdin | Seventh | 5½ out |
| Saturday, May 15 |
| » Lost to Dodgers (20-9), 3-1 | Dodger Stadium (1-1) | 13-15 | |
| » Starters: Dick Ellsworth vs Claude Osteen | Eighth | 6½ out |
| Sunday, May 16 |
| » Defeated Dodgers (20-10), 5-3 | Dodger Stadium (2-1) | 14-15 | |
| » Starters: Larry Jackson vs Johnny Podres | Seventh | 6½ out |
| » Lost to Dodgers (21-10), 3-2 | Dodger Stadium (2-2) | 14-16 | |
| » Starters: Cal Koonce vs Don Drysdale | Seventh | 6½ out |
| Tuesday, May 18 |
| » Defeated Giants (17-15), 7-6 | Wrigley Field (8-5) | 15-16 | |
| » Starters: Jack Sanford vs Ernie Broglio | Seventh | 6 out |
| Wednesday, May 19 |
| » Defeated Giants (17-16), 2-1 | Wrigley Field (9-5) | 16-16 | Won 2 |
| » Starters: Gaylord Perry vs Bob Buhl | Sixth | 6 out |
| Thursday, May 20 |
| » Lost to Giants (18-16), 2-0 | Wrigley Field (9-6) | 16-17 | |
| » Starters: Bob Shaw vs Larry Jackson | Sixth | 6½ out |
| Friday, May 21 |
| » Defeated Dodgers (23-12), 4-3 | Wrigley Field (10-6) | 17-17 | |
| » Starters: Don Drysdale vs Dick Ellsworth | Sixth | 5½ out |
| Saturday, May 22 |
| » Lost to Dodgers (24-12), 3-1 | Wrigley Field (10-7) | 17-18 | |
| » Starters: Sandy Koufax vs Cal Koonce | Sixth | 6½ out |
| Sunday, May 23 |
| » Defeated Dodgers (24-13), 3-2 | Wrigley Field (11-7) | 18-18 | |
| » Starters: Johnny Podres vs Bob Buhl | Sixth | 5½ out |
| Former Cub Earl Webb dies in Jamestown, TN at the age of 68. |
| Monday, May 24 |
| » Lost to Pirates (13-24), 6-4 | Forbes Field (0-1) | 18-19 | |
| » Starters: Lew Burdette vs Joe Gibbon | Sixth | 5½ out |
| Tuesday, May 25 |
| » Lost to Pirates (14-24), 7-6 | Forbes Field (0-2) | 18-20 | Lost 2 |
| » Starters: Larry Jackson vs Bob Friend | Sixth | 6½ out |
| » Major-league debuts: Frank Carpin (Pirates) |
| Wednesday, May 26 |
| » Defeated Mets (15-25), 8-6 | Shea Stadium (1-0) | 19-20 | |
| » Starters: Dick Ellsworth vs Jack Fisher | Sixth | 5½ out |
| Thursday, May 27 |
| » Lost to Mets (16-25), 8-5 | Shea Stadium (1-1) | 19-21 | |
| » Starters: Cal Koonce vs Gary Kroll | Sixth | 6½ out |
| Friday, May 28 |
| » Lost to Phillies (19-22), 3-1 | Shibe Park (0-1) | 19-22 | Lost 2 |
| » Starters: Bob Buhl vs Ray Culp | Seventh | 6½ out |
| Saturday, May 29 |
| » Lost to Phillies (20-22), 4-2 | Shibe Park (0-2) | 19-23 | Lost 3 |
| » Starters: Larry Jackson vs Jim Bunning | Eighth | 7½ out |
| Sunday, May 30 |
| » Defeated Phillies (20-23), 4-1 | Shibe Park (1-2) | 20-23 | |
| » Starters: Dick Ellsworth vs Ray Herbert | Seventh | 7½ out |
| » Major-league debuts: Chris Krug (Cubs) |
| Monday, May 31 |
| » Lost to Mets (17-29), 5-2 | Wrigley Field (11-8) | 20-24 | |
| » Starters: Jack Fisher vs Cal Koonce | Seventh | 8 out |
| » Tied Mets, 3-3 | Wrigley Field (11-8) | 20-24 | |
| » Starters: Gary Kroll vs Ernie Broglio | Seventh | 8 out |
| Tuesday, June 1 |
| » Lost to Mets (18-29), 10-5 | Wrigley Field (11-9) | 20-25 | Lost 2 |
| » Starters: Warren Spahn vs Bob Buhl | Eighth | 8½ out |
| Friday, June 4 |
| » Lost to Phillies (21-25), 6-0 | Wrigley Field (11-10) | 20-26 | Lost 3 |
| » Starters: Jim Bunning vs Larry Jackson | Ninth | 9½ out |
| Saturday, June 5 |
| » Defeated Phillies (21-26), 9-8 | Wrigley Field (12-10) | 21-26 | |
| » Starters: Chris Short vs Dick Ellsworth | Eighth | 8½ out |
| Sunday, June 6 |
| » Lost to Phillies (22-26), 2-1 | Wrigley Field (12-11) | 21-27 | |
| » Starters: Ray Culp vs Bob Buhl | Ninth | 9½ out |
| » Lost to Phillies (23-26), 10-9 | Wrigley Field (12-12) | 21-28 | Lost 2 |
| » Starters: Art Mahaffey vs Larry Jackson | Ninth | 9½ out |
| Tuesday, June 8 |
| » Lost to Braves (27-20), 8-2 | Wrigley Field (12-13) | 21-29 | Lost 3 |
| » Starters: Ken Johnson vs Dick Ellsworth | Eighth | 11 out |
| Wednesday, June 9 |
| » Defeated Braves (27-21), 4-2 | Wrigley Field (13-13) | 22-29 | |
| » Starters: Wade Blasingame vs Cal Koonce | Eighth | 10 out |
| Thursday, June 10 |
| » Lost to Braves (28-21), 6-4 | Wrigley Field (13-14) | 22-30 | |
| » Starters: Tony Cloninger vs Larry Jackson | Ninth | 10 out |
| Friday, June 11 |
| » Lost to Reds (30-23), 4-3 | Wrigley Field (13-15) | 22-31 | Lost 2 |
| » Starters: Sammy Ellis vs Bob Buhl | Eighth | 11 out |
| Saturday, June 12 |
| » Defeated Reds (30-24), 3-2 | Wrigley Field (14-15) | 23-31 | |
| » Starters: Jim O'Toole vs Dick Ellsworth | Ninth | 11 out |
| Sunday, June 13 |
| » Defeated Reds (30-25), 9-7 | Wrigley Field (15-15) | 24-31 | Won 2 |
| » Starters: Gerry Arrigo vs Cal Koonce | Ninth | 12 out |
| » Lost to Reds (31-25), 7-0 | Wrigley Field (15-16) | 24-32 | |
| » Starters: Joey Jay vs Bob Hendley | Ninth | 12 out |
| Monday, June 14 |
| » Defeated Astros (26-35), 2-0 | Astrodome (2-3) | 25-32 | |
| » Manager: Lou Klein |
| » Starters: Larry Jackson vs Bob Bruce | Seventh | 11½ out |
| Tuesday, June 15 |
| » Defeated Astros (26-36), 5-0 | Astrodome (3-3) | 26-32 | Won 2 |
| » Starters: Bob Buhl vs Larry Dierker | Seventh | 10½ out |
| Wednesday, June 16 |
| » Lost to Astros (27-36), 3-2 | Astrodome (3-4) | 26-33 | |
| » Starters: Dick Ellsworth vs Turk Farrell | Eighth | 11½ out |
| Thursday, June 17 |
| » Defeated Astros (27-37), 6-5 | Astrodome (4-4) | 27-33 | |
| » Starters: Bob Hendley vs Dave Giusti | Seventh | 11½ out |
| Friday, June 18 |
| » Lost to Reds (34-26), 3-1 | Crosley Field (1-3) | 27-34 | |
| » Starters: Cal Koonce vs Joey Jay | Eighth | 11½ out |
| Saturday, June 19 |
| » Lost to Reds (35-26), 9-4 | Crosley Field (1-4) | 27-35 | Lost 2 |
| » Starters: Larry Jackson vs Jim Maloney | Eighth | 12½ out |
| Sunday, June 20 |
| » Defeated Reds (35-27), 8-5 | Crosley Field (2-4) | 28-35 | |
| » Starters: Bob Buhl vs Sammy Ellis | Eighth | 12½ out |
| » Lost to Reds (36-27), 9-8 | Crosley Field (2-5) | 28-36 | |
| » Starters: Dick Ellsworth vs Jim O'Toole | Eighth | 12½ out |
| Tuesday, June 22 |
| » Defeated Braves (34-26), 6-1 | County Stadium (2-2) | 29-36 | |
| » Starters: Cal Koonce vs Ken Johnson | Eighth | 12 out |
| Wednesday, June 23 |
| » Lost to Braves (35-26), 6-2 | County Stadium (2-3) | 29-37 | |
| » Starters: Larry Jackson vs Wade Blasingame | Eighth | 12½ out |
| Thursday, June 24 |
| » Defeated Braves (35-27), 3-1 | County Stadium (3-3) | 30-37 | |
| » Starters: Dick Ellsworth vs Tony Cloninger | Eighth | 11½ out |
| Friday, June 25 |
| » Defeated Cardinals (31-38), 12-4 | Sportsman's Park III (2-0) | 31-37 | Won 2 |
| » Starters: Bob Buhl vs Bob Purkey | Seventh | 11½ out |
| Saturday, June 26 |
| » Lost to Cardinals (32-38), 8-1 | Sportsman's Park III (2-1) | 31-38 | |
| » Starters: Cal Koonce vs Steve Carlton | Eighth | 11½ out |
| Sunday, June 27 |
| » Lost to Cardinals (33-38), 8-0 | Sportsman's Park III (2-2) | 31-39 | Lost 2 |
| » Starters: Ernie Broglio vs Bob Gibson | Eighth | 11 out |
| » Defeated Cardinals (33-39), 6-3 | Sportsman's Park III (3-2) | 32-39 | |
| » Starters: Bob Hendley vs Curt Simmons | Eighth | 11 out |
| Monday, June 28 |
| » Defeated Astros (33-42), 7-2 | Wrigley Field (16-16) | 33-39 | Won 2 |
| » Starters: Dave Giusti vs Larry Jackson | Seventh | 10 out |
| Wednesday, June 30 |
| » Defeated Dodgers (45-31), 4-1 | Wrigley Field (17-16) | 34-39 | Won 3 |
| » Starters: Claude Osteen vs Dick Ellsworth | Seventh | 10½ out |
| » Lost to Dodgers (46-31), 4-3 | Wrigley Field (17-17) | 34-40 | |
| » Starters: Nick Willhite vs Bob Buhl | Seventh | 10½ out |
| » Major-league debuts: Don LeJohn (Dodgers) |
| Thursday, July 1 |
| » Defeated Dodgers (46-32), 6-3 | Wrigley Field (18-17) | 35-40 | |
| » Starters: Johnny Podres vs Bob Hendley | Seventh | 9½ out |
| Friday, July 2 |
| » Lost to Giants (41-33), 4-0 | Wrigley Field (18-18) | 35-41 | |
| » Starters: Juan Marichal vs Cal Koonce | Eighth | 9½ out |
| Saturday, July 3 |
| » Defeated Giants (41-34), 4-1 | Wrigley Field (19-18) | 36-41 | |
| » Starters: Bob Shaw vs Larry Jackson | Eighth | 9½ out |
| Sunday, July 4 |
| » Lost to Giants (42-34), 7-4 | Wrigley Field (19-19) | 36-42 | |
| » Starters: Ron Herbel vs Bob Buhl | Eighth | 9½ out |
| Monday, July 5 |
| » Lost to Mets (28-53), 3-2 | Shea Stadium (1-2) | 36-43 | Lost 2 |
| » Starters: Dick Ellsworth vs Warren Spahn | Ninth | 10 out |
| » Lost to Mets (29-53), 3-0 | Shea Stadium (1-3) | 36-44 | Lost 3 |
| » Starters: Bill Faul vs Tom Parsons | Ninth | 10 out |
| Wednesday, July 7 |
| » Defeated Mets (29-54), 8-3 | Shea Stadium (2-3) | 37-44 | |
| » Starters: Larry Jackson vs Al Jackson | Eighth | 9½ out |
| Thursday, July 8 |
| Future Cub Jerome Walton is born in Newnan, GA. |
| Friday, July 9 |
| » Lost to Cardinals (41-42), 7-3 | Wrigley Field (19-20) | 37-45 | |
| » Starters: Tracy Stallard vs Bob Buhl | Ninth | 10½ out |
| Saturday, July 10 |
| » Defeated Cardinals (41-43), 5-3 | Wrigley Field (20-20) | 38-45 | |
| » Starters: Ray Washburn vs Dick Ellsworth | Ninth | 10½ out |
| Sunday, July 11 |
| » Defeated Cardinals (41-44), 6-0 | Wrigley Field (21-20) | 39-45 | Won 2 |
| » Starters: Curt Simmons vs Larry Jackson | Eighth | 9 out |
| » Defeated Cardinals (41-45), 6-0 | Wrigley Field (22-20) | 40-45 | Won 3 |
| » Starters: Ray Sadecki vs Cal Koonce | Eighth | 9 out |
| Wednesday, July 14 |
| » Defeated Braves (41-40), 5-2 | Wrigley Field (23-20) | 41-45 | Won 4 |
| » Starters: Tony Cloninger vs Bob Buhl | Eighth | 9 out |
| » Lost to Braves (42-40), 6-3 | Wrigley Field (23-21) | 41-46 | |
| » Starters: Hank Fischer vs Bill Faul | Eighth | 9 out |
| Thursday, July 15 |
| » Lost to Dodgers (52-38), 5-0 | Dodger Stadium (2-3) | 41-47 | Lost 2 |
| » Starters: Dick Ellsworth vs Don Drysdale | Eighth | 10 out |
| Friday, July 16 |
| » Lost to Dodgers (53-38), 3-0 | Dodger Stadium (2-4) | 41-48 | Lost 3 |
| » Starters: Larry Jackson vs Sandy Koufax | Eighth | 11 out |
| Saturday, July 17 |
| » Lost to Dodgers (54-38), 7-2 | Dodger Stadium (2-5) | 41-49 | Lost 4 |
| » Starters: Cal Koonce vs Claude Osteen | Eighth | 12 out |
| Sunday, July 18 |
| » Lost to Dodgers (55-38), 4-3 | Dodger Stadium (2-6) | 41-50 | Lost 5 |
| » Starters: Bob Buhl vs Nick Willhite | Ninth | 13 out |
| Monday, July 19 |
| » Defeated Giants (47-40), 6-2 | Candlestick Park (2-2) | 42-50 | |
| » Starters: Dick Ellsworth vs Jack Sanford | Eighth | 13 out |
| Tuesday, July 20 |
| » Lost to Giants (48-40), 2-0 | Candlestick Park (2-3) | 42-51 | |
| » Starters: Larry Jackson vs Bob Shaw | Eighth | 14 out |
| Wednesday, July 21 |
| » Defeated Phillies (47-44), 8-7 | Wrigley Field (24-21) | 43-51 | |
| » Starters: Ray Culp vs Cal Koonce | Eighth | 13 out |
| Thursday, July 22 |
| » Defeated Phillies (47-45), 10-6 | Wrigley Field (25-21) | 44-51 | Won 2 |
| » Starters: Ray Herbert vs Bob Buhl | Eighth | 12 out |
| Friday, July 23 |
| » Lost to Pirates (48-48), 6-0 | Wrigley Field (25-22) | 44-52 | |
| » Starters: Bob Friend vs Dick Ellsworth | Eighth | 12 out |
| Saturday, July 24 |
| » Lost to Pirates (49-48), 8-5 | Wrigley Field (25-23) | 44-53 | Lost 2 |
| » Starters: Vern Law vs Larry Jackson | Ninth | 12 out |
| Sunday, July 25 |
| » Lost to Pirates (50-48), 3-2 | Wrigley Field (25-24) | 44-54 | Lost 3 |
| » Starters: Bob Veale vs Cal Koonce | Eighth | 12½ out |
| » Defeated Pirates (50-49), 5-0 | Wrigley Field (26-24) | 45-54 | |
| » Starters: Don Cardwell vs Bill Faul | Eighth | 12½ out |
| Tuesday, July 27 |
| » Defeated Mets (32-66), 6-3 | Wrigley Field (27-24) | 46-54 | Won 2 |
| » Starters: Jack Fisher vs Bob Buhl | Eighth | 13 out |
| Wednesday, July 28 |
| » Defeated Mets (32-67), 7-2 | Wrigley Field (28-24) | 47-54 | Won 3 |
| » Starters: Tom Parsons vs Dick Ellsworth | Eighth | 11½ out |
| » Defeated Mets (32-68), 9-0 | Wrigley Field (29-24) | 48-54 | Won 4 |
| » Starters: Tug McGraw vs Larry Jackson | Eighth | 11½ out |
| Thursday, July 29 |
| » Lost to Mets (33-68), 14-0 | Wrigley Field (29-25) | 48-55 | |
| » Starters: Galen Cisco vs Cal Koonce | Eighth | 11½ out |
| » Defeated Mets (33-69), 2-1 | Wrigley Field (30-25) | 49-55 | |
| » Starters: Dennis Musgraves vs Bill Faul | Eighth | 11½ out |
| Friday, July 30 |
| » Lost to Pirates (52-52), 3-1 | Forbes Field (0-3) | 49-56 | |
| » Starters: Ernie Broglio vs Don Cardwell | Eighth | 12½ out |
| Future Cub Todd Haney is born in Waco, TX. |
| Saturday, July 31 |
| » Defeated Pirates (52-53), 7-6 | Forbes Field (1-3) | 50-56 | |
| » Starters: Bob Buhl vs Tommie Sisk | Eighth | 11½ out |
| Sunday, August 1 |
| » Lost to Pirates (53-53), 8-2 | Forbes Field (1-4) | 50-57 | |
| » Starters: Dick Ellsworth vs Al McBean | Eighth | 13 out |
| » Lost to Pirates (54-53), 3-1 | Forbes Field (1-5) | 50-58 | Lost 2 |
| » Starters: Larry Jackson vs Joe Gibbon | Eighth | 13 out |
| Tuesday, August 3 |
| » Defeated Phillies (54-50), 2-0 | Shibe Park (2-2) | 51-58 | |
| » Starters: Bill Faul vs Ray Culp | Eighth | 12 out |
| Wednesday, August 4 |
| » Lost to Phillies (55-50), 7-2 | Shibe Park (2-3) | 51-59 | |
| » Starters: Bob Buhl vs Chris Short | Eighth | 12½ out |
| Thursday, August 5 |
| » Lost to Phillies (56-50), 4-3 | Shibe Park (2-4) | 51-60 | Lost 2 |
| » Starters: Dick Ellsworth vs Lew Burdette | Eighth | 13½ out |
| Friday, August 6 |
| » Defeated Mets (34-75), 4-3 | Shea Stadium (3-3) | 52-60 | |
| » Starters: Larry Jackson vs Tom Parsons | Eighth | 12½ out |
| Saturday, August 7 |
| » Defeated Mets (34-76), 7-1 | Shea Stadium (4-3) | 53-60 | Won 2 |
| » Starters: Bill Faul vs Galen Cisco | Eighth | 12½ out |
| Sunday, August 8 |
| » Defeated Mets (34-77), 7-6 | Shea Stadium (5-3) | 54-60 | Won 3 |
| » Starters: Bob Buhl vs Jack Fisher | Eighth | 11 out |
| » Defeated Mets (34-78), 14-10 | Shea Stadium (6-3) | 55-60 | Won 4 |
| » Starters: Ernie Broglio vs Gary Kroll | Eighth | 11 out |
| Tuesday, August 10 |
| » Lost to Reds (63-49), 6-2 | Crosley Field (2-6) | 55-61 | |
| » Starters: Dick Ellsworth vs Sammy Ellis | Eighth | 12 out |
| Wednesday, August 11 |
| » Defeated Reds (63-50), 7-2 | Crosley Field (3-6) | 56-61 | |
| » Starters: Larry Jackson vs Jim O'Toole | Eighth | 12 out |
| Friday, August 13 |
| » Lost to Braves (64-49), 8-3 | Wrigley Field (30-26) | 56-62 | |
| » Starters: Denny Lemaster vs Bob Buhl | Eighth | 13 out |
| Saturday, August 14 |
| » Lost to Braves (65-49), 8-2 | Wrigley Field (30-27) | 56-63 | Lost 2 |
| » Starters: Tony Cloninger vs Bill Faul | Eighth | 14 out |
| Sunday, August 15 |
| » Lost to Braves (66-49), 4-3 | Wrigley Field (30-28) | 56-64 | Lost 3 |
| » Starters: Ken Johnson vs Larry Jackson | Eighth | 14 out |
| Tuesday, August 17 |
| » Lost to Reds (65-52), 6-4 | Wrigley Field (30-29) | 56-65 | Lost 4 |
| » Starters: Ted Davidson vs Dick Ellsworth | Eighth | 14½ out |
| Thursday, August 19 |
| » Lost to Reds (66-52), 1-0 | Wrigley Field (30-30) | 56-66 | Lost 5 |
| » Starters: Jim Maloney vs Larry Jackson | Eighth | 14½ out |
| » Defeated Reds (66-53), 5-4 | Wrigley Field (31-30) | 57-66 | |
| » Starters: Joey Jay vs Cal Koonce | Eighth | 14½ out |
| Friday, August 20 |
| » Lost to Astros (50-71), 7-4 | Wrigley Field (31-31) | 57-67 | |
| » Starters: Bob Bruce vs Bob Buhl | Eighth | 14½ out |
| » Defeated Astros (50-72), 2-0 | Wrigley Field (32-31) | 58-67 | |
| » Starters: Larry Dierker vs Bill Faul | Eighth | 14½ out |
| Saturday, August 21 |
| » Lost to Astros (51-72), 9-2 | Wrigley Field (32-32) | 58-68 | |
| » Starters: Robin Roberts vs Dick Ellsworth | Eighth | 15 out |
| Future Cub Jim Bullinger is born in New Orleans, LA. |
| Sunday, August 22 |
| » Defeated Astros (51-73), 3-1 | Wrigley Field (33-32) | 59-68 | |
| » Starters: Turk Farrell vs Billy Hoeft | Eighth | 14 out |
| Monday, August 23 |
| » Lost to Cardinals (61-65), 10-2 | Sportsman's Park III (3-3) | 59-69 | |
| » Starters: Larry Jackson vs Curt Simmons | Eighth | 15 out |
| Tuesday, August 24 |
| » Lost to Cardinals (62-65), 7-6 | Sportsman's Park III (3-4) | 59-70 | Lost 2 |
| » Starters: Bill Faul vs Ray Sadecki | Eighth | 15 out |
| Wednesday, August 25 |
| » Defeated Cardinals (62-66), 6-3 | Sportsman's Park III (4-4) | 60-70 | |
| » Starters: Dick Ellsworth vs Bob Gibson | Eighth | 14 out |
| Thursday, August 26 |
| » Lost to Cardinals (63-66), 7-4 | Sportsman's Park III (4-5) | 60-71 | |
| » Starters: Billy Hoeft vs Bob Purkey | Seventh | 14 out |
| Friday, August 27 |
| » Defeated Braves (71-56), 5-3 | County Stadium (4-3) | 61-71 | |
| » Starters: Bob Buhl vs Ken Johnson | Seventh | 14 out |
| Saturday, August 28 |
| » Defeated Braves (71-57), 3-1 | County Stadium (5-3) | 62-71 | Won 2 |
| » Starters: Larry Jackson vs Wade Blasingame | Eighth | 14 out |
| Sunday, August 29 |
| » Defeated Braves (71-58), 10-2 | County Stadium (6-3) | 63-71 | Won 3 |
| » Starters: Bill Faul vs Hank Fischer | Eighth | 13 out |
| Tuesday, August 31 |
| » Lost to Cardinals (66-67), 3-0 | Wrigley Field (33-33) | 63-72 | |
| » Starters: Bob Gibson vs Dick Ellsworth | Seventh | 13½ out |
| Wednesday, September 1 |
| » Lost to Cardinals (67-67), 9-0 | Wrigley Field (33-34) | 63-73 | Lost 2 |
| » Starters: Tracy Stallard vs Larry Jackson | Eighth | 13 out |
| Thursday, September 2 |
| » Defeated Cardinals (67-68), 5-3 | Wrigley Field (34-34) | 64-73 | |
| » Starters: Curt Simmons vs Bob Hendley | Eighth | 13 out |
| Friday, September 3 |
| » Defeated Giants (73-59), 5-4 | Wrigley Field (35-34) | 65-73 | Won 2 |
| » Starters: Bobby Bolin vs Bill Faul | Eighth | 13 out |
| Saturday, September 4 |
| » Lost to Giants (74-59), 7-3 | Wrigley Field (35-35) | 65-74 | |
| » Starters: Ron Herbel vs Bob Buhl | Eighth | 14 out |
| » Major-league debuts: Ken Holtzman (Cubs) |
| Sunday, September 5 |
| » Lost to Giants (75-59), 4-2 | Wrigley Field (35-36) | 65-75 | Lost 2 |
| » Starters: Juan Marichal vs Dick Ellsworth | Eighth | 15 out |
| Monday, September 6 |
| » Lost to Astros (60-79), 2-1 | Astrodome (4-5) | 65-76 | Lost 3 |
| » Starters: Larry Jackson vs Turk Farrell | Seventh | 15 out |
| Thursday, September 9 |
| » Lost to Dodgers (80-61), 1-0 | Dodger Stadium (2-7) | 65-77 | Lost 4 |
| » Starters: Bob Hendley vs Sandy Koufax | Seventh | 16 out |
| » Major-league debuts: Byron Browne and Don Young (Cubs) |
| Future Cub Todd Zeile is born in Van Nuys, CA. |
| Friday, September 10 |
| » Lost to Giants (80-59), 5-2 | Candlestick Park (2-4) | 65-78 | Lost 5 |
| » Starters: Dick Ellsworth vs Ron Herbel | Eighth | 17 out |
| » Major-league debuts: Ollie Brown (Giants) |
| Saturday, September 11 |
| » Lost to Giants (81-59), 6-4 | Candlestick Park (2-5) | 65-79 | Lost 6 |
| » Starters: Bill Faul vs Bob Shaw | Eighth | 18 out |
| » Major-league debuts: Chuck Hartenstein (Cubs) |
| Sunday, September 12 |
| » Lost to Giants (82-59), 4-3 | Candlestick Park (2-6) | 65-80 | Lost 7 |
| » Starters: Larry Jackson vs Bobby Bolin | Eighth | 20 out |
| » Lost to Giants (83-59), 9-2 | Candlestick Park (2-7) | 65-81 | Lost 8 |
| » Starters: Bob Buhl vs Warren Spahn | Eighth | 20 out |
| Tuesday, September 14 |
| » Defeated Dodgers (82-63), 2-1 | Wrigley Field (36-36) | 66-81 | |
| » Starters: Sandy Koufax vs Bob Hendley | Seventh | 20½ out |
| Wednesday, September 15 |
| » Defeated Dodgers (82-64), 8-6 | Wrigley Field (37-36) | 67-81 | Won 2 |
| » Starters: Don Drysdale vs Dick Ellsworth | Eighth | 20½ out |
| Thursday, September 16 |
| » Lost to Dodgers (83-64), 2-0 | Wrigley Field (37-37) | 67-82 | |
| » Starters: Claude Osteen vs Bill Faul | Seventh | 21½ out |
| Saturday, September 18 |
| » Defeated Mets (47-103), 4-3 | Wrigley Field (38-37) | 68-82 | |
| » Starters: Tug McGraw vs Larry Jackson | Eighth | 21 out |
| Sunday, September 19 |
| » Lost to Mets (48-103), 8-6 | Wrigley Field (38-38) | 68-83 | |
| » Starters: Dick Selma vs Bob Hendley | Eighth | 22 out |
| Tuesday, September 21 |
| » Defeated Phillies (77-73), 7-5 | Wrigley Field (39-38) | 69-83 | |
| » Starters: Grant Jackson vs Dick Ellsworth | Eighth | 21½ out |
| Wednesday, September 22 |
| Future Cub Mark Guthrie is born in Buffalo, NY. |
| Thursday, September 23 |
| » Lost to Phillies (78-73), 11-5 | Wrigley Field (39-39) | 69-84 | |
| » Starters: Jim Bunning vs Larry Jackson | Eighth | 22 out |
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