| Wednesday, January 19 |
| Future Cub Anthony Young is born in Houston, TX. |
| Tuesday, February 1 |
| Future Cub Eduardo Zambrano is born in Maracaibo, Venezuela. |
| Saturday, February 12 |
| Future Cub Jeff Pico is born in Antioch, CA. |
| Wednesday, March 2 |
| Future Cub Leo Gomez is born in Canovanas, P.R. |
| Friday, April 1 |
| Former Cub John Sullivan dies in Milton, PA at the age of 77. |
| Tuesday, April 12 |
| » Lost to Giants (1-0), 9-1 | Candlestick Park (0-1) | 0-1 | |
| » Starters: Larry Jackson vs Juan Marichal | Third | 1 out |
| Wednesday, April 13 |
| » Lost to Giants (2-0), 4-0 | Candlestick Park (0-2) | 0-2 | Lost 2 |
| » Starters: Ernie Broglio vs Bobby Bolin | Sixth | 2 out |
| Thursday, April 14 |
| » Defeated Giants (2-1), 9-4 | Candlestick Park (1-2) | 1-2 | |
| » Starters: Bob Buhl vs Ron Herbel | Fourth | 1½ out |
| » Major-league debuts: Don Mason (Giants) |
| Future Cub Greg Maddux is born in San Angelo, TX. |
| Friday, April 15 |
| » Lost to Dodgers (2-2), 4-2 | Dodger Stadium (0-1) | 1-3 | |
| » Starters: Dick Ellsworth vs Don Drysdale | Sixth | 2½ out |
| Saturday, April 16 |
| » Lost to Dodgers (3-2), 4-2 | Dodger Stadium (0-2) | 1-4 | Lost 2 |
| » Starters: Bob Hendley vs Claude Osteen | Seventh | 3 out |
| Sunday, April 17 |
| » Lost to Dodgers (4-2), 5-0 | Dodger Stadium (0-3) | 1-5 | Lost 3 |
| » Starters: Larry Jackson vs Sandy Koufax | Eighth | 4 out |
| Tuesday, April 19 |
| » Lost to Giants (6-1), 11-10 | Wrigley Field (0-1) | 1-6 | Lost 4 |
| » Starters: Ron Herbel vs Ernie Broglio | Eighth | 5 out |
| Thursday, April 21 |
| » Lost to Giants (7-1), 5-2 | Wrigley Field (0-2) | 1-7 | Lost 5 |
| » Starters: Juan Marichal vs Bill Hands | Ninth | 6½ out |
| Friday, April 22 |
| » Lost to Dodgers (7-3), 2-1 | Wrigley Field (0-3) | 1-8 | Lost 6 |
| » Starters: Sandy Koufax vs Dick Ellsworth | Ninth | 6½ out |
| Future Cub Mickey Morandini is born in Kittanning, PA. |
| Saturday, April 23 |
| » Defeated Dodgers (7-4), 2-0 | Wrigley Field (1-3) | 2-8 | |
| » Starters: Don Sutton vs Bob Hendley | Ninth | 6½ out |
| Sunday, April 24 |
| » Defeated Dodgers (7-5), 2-0 | Wrigley Field (2-3) | 3-8 | Won 2 |
| » Starters: Don Drysdale vs Ken Holtzman | Sixth | 5½ out |
| Monday, April 25 |
| Future Cub Erik Pappas is born in Chicago, IL. |
| Tuesday, April 26 |
| » Lost to Mets (4-6), 14-11 | Wrigley Field (2-4) | 3-9 | |
| » Starters: Jack Hamilton vs Ernie Broglio | Eighth | 5½ out |
| Thursday, April 28 |
| » Lost to Pirates (10-4), 9-6 | Wrigley Field (2-5) | 3-10 | Lost 2 |
| » Starters: Tommie Sisk vs Bill Hands | Ninth | 6½ out |
| Friday, April 29 |
| » Lost to Phillies (7-5), 5-1 | Wrigley Field (2-6) | 3-11 | Lost 3 |
| » Starters: Jim Bunning vs Dick Ellsworth | Ninth | 6½ out |
| Saturday, April 30 |
| » Lost to Phillies (8-5), 12-0 | Wrigley Field (2-7) | 3-12 | Lost 4 |
| » Starters: Chris Short vs Ken Holtzman | Ninth | 7 out |
| Sunday, May 1 |
| » Defeated Phillies (8-6), 6-1 | Wrigley Field (3-7) | 4-12 | |
| » Starters: Larry Jackson vs Bill Faul | Eighth | 7 out |
| Tuesday, May 3 |
| » Lost to Astros (11-9), 10-2 | Astrodome (0-1) | 4-13 | |
| » Starters: Bill Hands vs Dave Giusti | Ninth | 8 out |
| Wednesday, May 4 |
| » Lost to Astros (12-9), 4-0 | Astrodome (0-2) | 4-14 | Lost 2 |
| » Starters: Dick Ellsworth vs Robin Roberts | Ninth | 9 out |
| Thursday, May 5 |
| » Lost to Astros (13-9), 4-3 | Astrodome (0-3) | 4-15 | Lost 3 |
| » Starters: Bill Faul vs Turk Farrell | Ninth | 9 out |
| Friday, May 6 |
| » Lost to Mets (7-8), 2-1 | Shea Stadium (0-1) | 4-16 | Lost 4 |
| » Starters: Ken Holtzman vs Rob Gardner | Ninth | 10½ out |
| Saturday, May 7 |
| » Defeated Mets (7-9), 3-2 | Shea Stadium (1-1) | 5-16 | |
| » Starters: Ernie Broglio vs Tug McGraw | Ninth | 10½ out |
| Sunday, May 8 |
| » Defeated Mets (7-10), 3-1 | Shea Stadium (2-1) | 6-16 | Won 2 |
| » Starters: Dick Ellsworth vs Jack Hamilton | Ninth | 11 out |
| » Lost to Mets (8-10), 5-1 | Shea Stadium (2-2) | 6-17 | |
| » Starters: Bill Hands vs Dennis Ribant | Ninth | 11 out |
| Tuesday, May 10 |
| » Lost to Cardinals (9-14), 8-0 | Wrigley Field (3-8) | 6-18 | Lost 2 |
| » Starters: Bob Gibson vs Bill Faul | Tenth | 12 out |
| Wednesday, May 11 |
| Future Cub Trenidad Hubbard is born in Chicago, IL. |
| Saturday, May 14 |
| » Lost to Reds (11-15), 2-1 | Wrigley Field (3-9) | 6-19 | Lost 3 |
| » Starters: Jim O'Toole vs Dick Ellsworth | Ninth | 13½ out |
| Sunday, May 15 |
| » Lost to Reds (12-15), 9-2 | Wrigley Field (3-10) | 6-20 | Lost 4 |
| » Starters: Milt Pappas vs Ken Holtzman | Ninth | 13½ out |
| Wednesday, May 18 |
| » Lost to Astros (19-12), 5-1 | Wrigley Field (3-11) | 6-21 | Lost 5 |
| » Starters: Dave Giusti vs Ernie Broglio | Tenth | 14½ out |
| » Lost to Astros (20-12), 4-2 | Wrigley Field (3-12) | 6-22 | Lost 6 |
| » Starters: Robin Roberts vs Dick Ellsworth | Tenth | 14½ out |
| Thursday, May 19 |
| » Defeated Astros (20-13), 7-1 | Wrigley Field (4-12) | 7-22 | |
| » Starters: Turk Farrell vs Bill Hands | Tenth | 13½ out |
| Friday, May 20 |
| » Lost to Braves (17-19), 12-2 | Atlanta-Fulton County Stadium (0-1) | 7-23 | |
| » Starters: Ken Holtzman vs Denny Lemaster | Tenth | 13½ out |
| Saturday, May 21 |
| » Defeated Braves (17-20), 7-6 | Atlanta-Fulton County Stadium (1-1) | 8-23 | |
| » Starters: Fergie Jenkins vs Tony Cloninger | Ninth | 13½ out |
| Sunday, May 22 |
| » Lost to Braves (18-20), 5-2 | Atlanta-Fulton County Stadium (1-2) | 8-24 | |
| » Starters: Dick Ellsworth vs Wade Blasingame | Tenth | 13½ out |
| » Defeated Braves (18-21), 4-3 | Atlanta-Fulton County Stadium (2-2) | 9-24 | |
| » Starters: Ernie Broglio vs Ken Johnson | Tenth | 13½ out |
| Tuesday, May 24 |
| » Defeated Cardinals (14-20), 2-0 | Busch Stadium II (1-0) | 10-24 | Won 2 |
| » Starters: Bill Hands vs Al Jackson | Tenth | 13½ out |
| Wednesday, May 25 |
| » Lost to Cardinals (15-20), 9-1 | Busch Stadium II (1-1) | 10-25 | |
| » Starters: Ken Holtzman vs Nelson Briles | Ninth | 13½ out |
| Thursday, May 26 |
| » Lost to Cardinals (16-20), 3-2 | Busch Stadium II (1-2) | 10-26 | Lost 2 |
| » Starters: Dick Ellsworth vs Bob Gibson | Ninth | 14½ out |
| Friday, May 27 |
| » Lost to Braves (20-23), 5-3 | Wrigley Field (4-13) | 10-27 | Lost 3 |
| » Starters: Wade Blasingame vs Ernie Broglio | Tenth | 14½ out |
| Saturday, May 28 |
| » Defeated Braves (20-24), 8-5 | Wrigley Field (5-13) | 11-27 | |
| » Starters: Denny Lemaster vs Bill Hands | Tenth | 13½ out |
| Future Cub Mike Maksudian is born in Belleville, IL. |
| Sunday, May 29 |
| » Defeated Braves (20-25), 3-2 | Wrigley Field (6-13) | 12-27 | Won 2 |
| » Starters: Hank Fischer vs Fergie Jenkins | Tenth | 13½ out |
| Monday, May 30 |
| » Lost to Pirates (23-19), 3-2 | Forbes Field (0-1) | 12-28 | |
| » Starters: Dick Ellsworth vs Don Schwall | Tenth | 15 out |
| » Lost to Pirates (24-19), 5-3 | Forbes Field (0-2) | 12-29 | Lost 2 |
| » Starters: Ken Holtzman vs Steve Blass | Tenth | 15 out |
| Tuesday, May 31 |
| » Defeated Pirates (24-20), 2-1 | Forbes Field (1-2) | 13-29 | |
| » Starters: Ernie Broglio vs Bob Veale | Tenth | 15 out |
| Wednesday, June 1 |
| » Lost to Phillies (23-20), 4-3 | Shibe Park (0-1) | 13-30 | |
| » Starters: Bill Hands vs Ray Culp | Tenth | 16½ out |
| » Lost to Phillies (24-20), 7-4 | Shibe Park (0-2) | 13-31 | Lost 2 |
| » Starters: Bob Hendley vs Gary Wagner | Tenth | 16½ out |
| Thursday, June 2 |
| » Lost to Phillies (25-20), 5-4 | Shibe Park (0-3) | 13-32 | Lost 3 |
| » Starters: Fergie Jenkins vs Rick Wise | Tenth | 17½ out |
| Friday, June 3 |
| » Lost to Reds (20-23), 8-6 | Crosley Field (0-1) | 13-33 | Lost 4 |
| » Starters: Dick Ellsworth vs Milt Pappas | Tenth | 17½ out |
| Saturday, June 4 |
| » Defeated Reds (20-24), 5-3 | Crosley Field (1-1) | 14-33 | |
| » Starters: Ken Holtzman vs Sammy Ellis | Tenth | 16½ out |
| Sunday, June 5 |
| » Lost to Reds (21-24), 8-3 | Crosley Field (1-2) | 14-34 | |
| » Starters: Bill Hands vs Jim Maloney | Tenth | 17 out |
| » Defeated Reds (21-25), 9-5 | Crosley Field (2-2) | 15-34 | |
| » Starters: Ernie Broglio vs Joey Jay | Tenth | 17 out |
| Tuesday, June 7 |
| » Lost to Dodgers (32-20), 8-6 | Wrigley Field (6-14) | 15-35 | |
| » Starters: Don Sutton vs Bob Hendley | Tenth | 16½ out |
| Future Cub Heathcliff Slocumb is born in Jamaica, NY. |
| Wednesday, June 8 |
| » Defeated Dodgers (32-21), 8-1 | Wrigley Field (7-14) | 16-35 | |
| » Starters: Don Drysdale vs Dick Ellsworth | Ninth | 15½ out |
| Friday, June 10 |
| » Lost to Astros (30-25), 1-0 | Astrodome (0-4) | 16-36 | |
| » Starters: Ken Holtzman vs Turk Farrell | Ninth | 16 out |
| Saturday, June 11 |
| » Defeated Astros (30-26), 8-2 | Astrodome (1-4) | 17-36 | |
| » Starters: Bill Hands vs Bob Bruce | Tenth | 16 out |
| Sunday, June 12 |
| » Lost to Astros (31-26), 8-4 | Astrodome (1-5) | 17-37 | |
| » Starters: Dick Ellsworth vs Dave Giusti | Tenth | 16 out |
| Monday, June 13 |
| » Lost to Giants (36-23), 8-0 | Candlestick Park (1-3) | 17-38 | Lost 2 |
| » Starters: Ernie Broglio vs Gaylord Perry | Tenth | 17 out |
| Tuesday, June 14 |
| » Lost to Giants (37-23), 11-7 | Candlestick Park (1-4) | 17-39 | Lost 3 |
| » Starters: Chuck Estrada vs Ron Herbel | Tenth | 18 out |
| Wednesday, June 15 |
| » Lost to Dodgers (35-24), 6-5 | Dodger Stadium (0-4) | 17-40 | Lost 4 |
| » Starters: Ken Holtzman vs Claude Osteen | Ninth | 19 out |
| Thursday, June 16 |
| » Defeated Dodgers (35-25), 5-3 | Dodger Stadium (1-4) | 18-40 | |
| » Starters: Bob Hendley vs Don Drysdale | Tenth | 19 out |
| Saturday, June 18 |
| » Lost to Astros (34-28), 13-5 | Wrigley Field (7-15) | 18-41 | |
| » Starters: Dave Giusti vs Bill Hands | Tenth | 19½ out |
| Sunday, June 19 |
| » Defeated Astros (34-29), 9-8 | Wrigley Field (8-15) | 19-41 | |
| » Starters: Mike Cuellar vs Dick Ellsworth | Tenth | 18 out |
| » Defeated Astros (34-30), 8-2 | Wrigley Field (9-15) | 20-41 | Won 2 |
| » Starters: Larry Dierker vs Ken Holtzman | Tenth | 18 out |
| Tuesday, June 21 |
| » Lost to Giants (41-25), 9-7 | Wrigley Field (9-16) | 20-42 | |
| » Starters: Juan Marichal vs Bill Hands | Tenth | 19 out |
| Wednesday, June 22 |
| » Lost to Giants (42-25), 3-2 | Wrigley Field (9-17) | 20-43 | Lost 2 |
| » Starters: Gaylord Perry vs Cal Koonce | Tenth | 21 out |
| » Lost to Giants (43-25), 9-5 | Wrigley Field (9-18) | 20-44 | Lost 3 |
| » Starters: Ron Herbel vs Ernie Broglio | Tenth | 21 out |
| Thursday, June 23 |
| » Lost to Giants (44-25), 6-4 | Wrigley Field (9-19) | 20-45 | Lost 4 |
| » Starters: Ray Sadecki vs Dick Ellsworth | Ninth | 22 out |
| Friday, June 24 |
| » Lost to Mets (27-37), 4-2 | Wrigley Field (9-20) | 20-46 | Lost 5 |
| » Starters: Bob Friend vs Ken Holtzman | Ninth | 22 out |
| Saturday, June 25 |
| » Lost to Mets (28-37), 9-3 | Wrigley Field (9-21) | 20-47 | Lost 6 |
| » Starters: Bob Shaw vs Bill Hands | Tenth | 22 out |
| Sunday, June 26 |
| » Defeated Mets (28-38), 7-0 | Wrigley Field (10-21) | 21-47 | |
| » Starters: Jack Fisher vs Curt Simmons | Tenth | 22½ out |
| » Lost to Mets (29-38), 8-2 | Wrigley Field (10-22) | 21-48 | |
| » Starters: Dennis Ribant vs Bill Faul | Tenth | 22½ out |
| Monday, June 27 |
| » Defeated Braves (33-42), 5-1 | Atlanta-Fulton County Stadium (3-2) | 22-48 | |
| » Starters: Dick Ellsworth vs Joey Jay | Tenth | 22½ out |
| Tuesday, June 28 |
| » Lost to Braves (34-42), 4-2 | Atlanta-Fulton County Stadium (3-3) | 22-49 | |
| » Starters: Ken Holtzman vs Arnold Umbach | Tenth | 23½ out |
| Wednesday, June 29 |
| » Defeated Braves (34-43), 9-5 | Atlanta-Fulton County Stadium (4-3) | 23-49 | |
| » Starters: Bill Hands vs Tony Cloninger | Tenth | 22½ out |
| Friday, July 1 |
| » Lost to Phillies (41-34), 7-0 | Shibe Park (0-4) | 23-50 | |
| » Starters: Bill Faul vs Larry Jackson | Tenth | 24 out |
| Saturday, July 2 |
| » Lost to Phillies (42-34), 12-9 | Shibe Park (0-5) | 23-51 | Lost 2 |
| » Starters: Dick Ellsworth vs Jim Bunning | Tenth | 24 out |
| Sunday, July 3 |
| » Lost to Phillies (43-34), 6-2 | Shibe Park (0-6) | 23-52 | Lost 3 |
| » Starters: Curt Simmons vs Bob Buhl | Tenth | 24 out |
| Monday, July 4 |
| » Lost to Pirates (46-31), 7-5 | Wrigley Field (10-23) | 23-53 | Lost 4 |
| » Starters: Vern Law vs Bill Hands | Tenth | 24 out |
| » Defeated Pirates (46-32), 6-4 | Wrigley Field (11-23) | 24-53 | |
| » Starters: Tommie Sisk vs Ken Holtzman | Tenth | 24 out |
| Tuesday, July 5 |
| » Lost to Pirates (47-32), 6-0 | Wrigley Field (11-24) | 24-54 | |
| » Starters: Woodie Fryman vs Bill Faul | Tenth | 24 out |
| Wednesday, July 6 |
| » Lost to Pirates (48-32), 10-5 | Wrigley Field (11-25) | 24-55 | Lost 2 |
| » Starters: Steve Blass vs Dick Ellsworth | Tenth | 25 out |
| Thursday, July 7 |
| » Defeated Pirates (48-33), 5-4 | Wrigley Field (12-25) | 25-55 | |
| » Starters: Bob Veale vs Curt Simmons | Tenth | 25 out |
| Friday, July 8 |
| » Lost to Phillies (45-38), 5-4 | Wrigley Field (12-26) | 25-56 | |
| » Starters: Chris Short vs Ken Holtzman | Tenth | 26 out |
| Saturday, July 9 |
| » Lost to Phillies (46-38), 11-6 | Wrigley Field (12-27) | 25-57 | Lost 2 |
| » Starters: Larry Jackson vs Bill Hands | Tenth | 27 out |
| Sunday, July 10 |
| » Defeated Phillies (46-39), 10-2 | Wrigley Field (13-27) | 26-57 | |
| » Starters: Jim Bunning vs Dick Ellsworth | Tenth | 26 out |
| Thursday, July 14 |
| » Lost to Pirates (53-33), 10-4 | Forbes Field (1-3) | 26-58 | |
| » Starters: Dick Ellsworth vs Bob Veale | Tenth | 26 out |
| Friday, July 15 |
| » Defeated Pirates (53-34), 5-4 | Forbes Field (2-3) | 27-58 | |
| » Starters: Robin Roberts vs Vern Law | Tenth | 26 out |
| » Major-league debuts: Gene Michael (Pirates) |
| Saturday, July 16 |
| » Defeated Pirates (53-35), 4-1 | Forbes Field (3-3) | 28-58 | Won 2 |
| » Starters: Bill Hands vs Woodie Fryman | Tenth | 25 out |
| Sunday, July 17 |
| » Lost to Cardinals (42-45), 4-3 | Busch Stadium II (1-3) | 28-59 | |
| » Starters: Curt Simmons vs Nelson Briles | Tenth | 25 out |
| » Defeated Cardinals (42-46), 7-2 | Busch Stadium II (2-3) | 29-59 | |
| » Starters: Ken Holtzman vs Art Mahaffey | Tenth | 25 out |
| Monday, July 18 |
| » Lost to Cardinals (43-46), 7-6 | Busch Stadium II (2-4) | 29-60 | |
| » Starters: Dick Ellsworth vs Larry Jaster | Tenth | 25 out |
| Tuesday, July 19 |
| » Lost to Reds (40-50), 3-2 | Wrigley Field (13-28) | 29-61 | Lost 2 |
| » Starters: Jim Maloney vs Robin Roberts | Tenth | 25½ out |
| Wednesday, July 20 |
| » Lost to Reds (41-50), 5-4 | Wrigley Field (13-29) | 29-62 | Lost 3 |
| » Starters: Sammy Ellis vs Cal Koonce | Tenth | 27 out |
| » Lost to Reds (42-50), 5-1 | Wrigley Field (13-30) | 29-63 | Lost 4 |
| » Starters: Jim O'Toole vs Ken Holtzman | Tenth | 27 out |
| Thursday, July 21 |
| » Defeated Reds (42-51), 6-1 | Wrigley Field (14-30) | 30-63 | |
| » Starters: Hank Fischer vs Curt Simmons | Tenth | 26 out |
| Friday, July 22 |
| » Lost to Cardinals (47-46), 9-4 | Wrigley Field (14-31) | 30-64 | |
| » Starters: Don Dennis vs Dick Ellsworth | Tenth | 26 out |
| Saturday, July 23 |
| » Lost to Cardinals (48-46), 4-0 | Wrigley Field (14-32) | 30-65 | Lost 2 |
| » Starters: Bob Gibson vs Robin Roberts | Tenth | 27 out |
| Sunday, July 24 |
| » Defeated Cardinals (48-47), 10-7 | Wrigley Field (15-32) | 31-65 | |
| » Starters: Nelson Briles vs Cal Koonce | Tenth | 27½ out |
| » Lost to Cardinals (49-47), 7-4 | Wrigley Field (15-33) | 31-66 | |
| » Starters: Larry Jaster vs Ken Holtzman | Tenth | 27½ out |
| Tuesday, July 26 |
| » Lost to Reds (45-52), 9-6 | Crosley Field (2-3) | 31-67 | Lost 2 |
| » Starters: Dick Ellsworth vs Milt Pappas | Tenth | 28 out |
| Wednesday, July 27 |
| » Lost to Reds (46-52), 11-2 | Crosley Field (2-4) | 31-68 | Lost 3 |
| » Starters: Robin Roberts vs Jim O'Toole | Ninth | 28 out |
| Thursday, July 28 |
| » Lost to Reds (47-52), 7-5 | Crosley Field (2-5) | 31-69 | Lost 4 |
| » Starters: Curt Simmons vs Joe Nuxhall | Tenth | 28½ out |
| Friday, July 29 |
| » Defeated Mets (45-55), 7-4 | Shea Stadium (3-2) | 32-69 | |
| » Starters: Ken Holtzman vs Jack Fisher | Ninth | 28½ out |
| Saturday, July 30 |
| » Lost to Mets (46-55), 6-3 | Shea Stadium (3-3) | 32-70 | |
| » Starters: Dick Ellsworth vs Dennis Ribant | Tenth | 28½ out |
| Sunday, July 31 |
| » Lost to Mets (47-55), 2-1 | Shea Stadium (3-4) | 32-71 | Lost 2 |
| » Starters: Bill Hands vs Bob Shaw | Tenth | 28 out |
| Tuesday, August 2 |
| » Defeated Braves (48-57), 6-5 | Wrigley Field (16-33) | 33-71 | |
| » Starters: Tony Cloninger vs Robin Roberts | Tenth | 28½ out |
| Wednesday, August 3 |
| » Lost to Braves (49-57), 2-0 | Wrigley Field (16-34) | 33-72 | |
| » Starters: Ken Johnson vs Ken Holtzman | Ninth | 29½ out |
| Thursday, August 4 |
| » Defeated Braves (49-58), 5-2 | Wrigley Field (17-34) | 34-72 | |
| » Starters: Denny Lemaster vs Dick Ellsworth | Ninth | 28½ out |
| » Major-league debuts: Pat Jarvis (Braves) |
| Friday, August 5 |
| » Defeated Giants (64-46), 4-3 | Wrigley Field (18-34) | 35-72 | Won 2 |
| » Starters: Bobby Bolin vs Bill Hands | Tenth | 27½ out |
| Saturday, August 6 |
| » Defeated Giants (64-47), 5-2 | Wrigley Field (19-34) | 36-72 | Won 3 |
| » Starters: Bob Priddy vs Robin Roberts | Tenth | 27½ out |
| Sunday, August 7 |
| » Lost to Giants (65-47), 9-6 | Wrigley Field (19-35) | 36-73 | |
| » Starters: Gaylord Perry vs Ken Holtzman | Ninth | 27½ out |
| Tuesday, August 9 |
| » Lost to Astros (50-61), 8-5 | Wrigley Field (19-36) | 36-74 | Lost 2 |
| » Starters: Dave Giusti vs Dick Ellsworth | Tenth | 28½ out |
| Future Cub Bob Scanlan is born in Los Angeles, CA. |
| Thursday, August 11 |
| » Defeated Astros (50-62), 9-8 | Wrigley Field (20-36) | 37-74 | |
| » Starters: Bob Bruce vs Robin Roberts | Tenth | 29½ out |
| » Lost to Astros (51-62), 9-8 | Wrigley Field (20-37) | 37-75 | |
| » Starters: Chris Zachary vs Bill Hands | Tenth | 29½ out |
| Friday, August 12 |
| » Defeated Dodgers (63-49), 2-1 | Dodger Stadium (2-4) | 38-75 | |
| » Starters: Ken Holtzman vs Don Sutton | Tenth | 29½ out |
| Saturday, August 13 |
| » Lost to Dodgers (64-49), 6-1 | Dodger Stadium (2-5) | 38-76 | |
| » Starters: Dick Ellsworth vs Sandy Koufax | Tenth | 29½ out |
| Sunday, August 14 |
| » Lost to Dodgers (65-49), 4-3 | Dodger Stadium (2-6) | 38-77 | Lost 2 |
| » Starters: Curt Simmons vs Don Drysdale | Tenth | 30 out |
| » Defeated Dodgers (65-50), 12-10 | Dodger Stadium (3-6) | 39-77 | |
| » Starters: Bob Hendley vs Joe Moeller | Tenth | 30 out |
| Monday, August 15 |
| » Lost to Phillies (64-54), 11-5 | Shibe Park (0-7) | 39-78 | |
| » Starters: Bill Hands vs Chris Short | Tenth | 30½ out |
| Tuesday, August 16 |
| » Lost to Phillies (65-54), 5-3 | Shibe Park (0-8) | 39-79 | Lost 2 |
| » Starters: Robin Roberts vs Larry Jackson | Tenth | 31½ out |
| Future Cub Terry Shumpert is born in Paducah, KY. |
| Wednesday, August 17 |
| » Defeated Phillies (65-55), 5-3 | Shibe Park (1-8) | 40-79 | |
| » Starters: Ken Holtzman vs Jim Bunning | Tenth | 30½ out |
| Friday, August 19 |
| » Defeated Pirates (70-50), 4-3 | Wrigley Field (21-37) | 41-79 | Won 2 |
| » Starters: Vern Law vs Dick Ellsworth | Tenth | 29 out |
| Saturday, August 20 |
| » Lost to Pirates (71-50), 3-2 | Wrigley Field (21-38) | 41-80 | |
| » Starters: Tommie Sisk vs Bill Hands | Tenth | 30 out |
| Sunday, August 21 |
| » Lost to Pirates (72-50), 8-1 | Wrigley Field (21-39) | 41-81 | Lost 2 |
| » Starters: Bob Veale vs Robin Roberts | Tenth | 31 out |
| Monday, August 22 |
| » Defeated Mets (55-70), 8-4 | Wrigley Field (22-39) | 42-81 | |
| » Starters: Dick Selma vs Ken Holtzman | Tenth | 31 out |
| Tuesday, August 23 |
| » Lost to Mets (56-70), 4-1 | Wrigley Field (22-40) | 42-82 | |
| » Starters: Dennis Ribant vs Dick Ellsworth | Ninth | 32 out |
| Wednesday, August 24 |
| » Defeated Mets (56-71), 6-5 | Wrigley Field (23-40) | 43-82 | |
| » Starters: Bob Shaw vs Bill Hands | Tenth | 31 out |
| Future Cub Dean Wilkins is born in Blue Island, IL. |
| Thursday, August 25 |
| » Defeated Mets (56-72), 3-2 | Wrigley Field (24-40) | 44-82 | Won 2 |
| » Starters: Jack Fisher vs Fergie Jenkins | Tenth | 30½ out |
| Friday, August 26 |
| » Lost to Astros (58-70), 7-4 | Astrodome (1-6) | 44-83 | |
| » Starters: Ken Holtzman vs Dave Giusti | Tenth | 31 out |
| Saturday, August 27 |
| » Lost to Astros (59-70), 5-4 | Astrodome (1-7) | 44-84 | Lost 2 |
| » Starters: Dick Ellsworth vs Bob Bruce | Tenth | 31½ out |
| Sunday, August 28 |
| » Lost to Astros (60-70), 4-3 | Astrodome (1-8) | 44-85 | Lost 3 |
| » Starters: Bill Hands vs Larry Dierker | Ninth | 31½ out |
| Monday, August 29 |
| » Defeated Braves (62-67), 4-2 | Atlanta-Fulton County Stadium (5-3) | 45-85 | |
| » Starters: Fergie Jenkins vs Tony Cloninger | Ninth | 30½ out |
| Tuesday, August 30 |
| » Defeated Braves (62-68), 5-3 | Atlanta-Fulton County Stadium (6-3) | 46-85 | Won 2 |
| » Starters: Ken Holtzman vs Joey Jay | Eighth | 30½ out |
| Wednesday, August 31 |
| » Lost to Reds (68-65), 7-5 | Crosley Field (2-6) | 46-86 | |
| » Starters: Bill Hands vs Jim O'Toole | Ninth | 31½ out |
| Thursday, September 1 |
| » Defeated Reds (68-66), 11-3 | Crosley Field (3-6) | 47-86 | |
| » Starters: Cal Koonce vs Milt Pappas | Eighth | 30½ out |
| Friday, September 2 |
| » Lost to Pirates (79-56), 7-3 | Forbes Field (3-4) | 47-87 | |
| » Starters: Fergie Jenkins vs Bob Veale | Tenth | 31½ out |
| Saturday, September 3 |
| » Lost to Pirates (80-56), 9-1 | Forbes Field (3-5) | 47-88 | Lost 2 |
| » Starters: Ken Holtzman vs Tommie Sisk | Tenth | 32½ out |
| Sunday, September 4 |
| » Lost to Pirates (81-56), 8-5 | Forbes Field (3-6) | 47-89 | Lost 3 |
| » Starters: Bill Hands vs Woodie Fryman | Ninth | 33½ out |
| Monday, September 5 |
| » Defeated Phillies (75-65), 5-4 | Wrigley Field (25-40) | 48-89 | |
| » Starters: Larry Jackson vs Cal Koonce | Tenth | 33½ out |
| » Lost to Phillies (76-65), 7-2 | Wrigley Field (25-41) | 48-90 | |
| » Starters: Ray Culp vs Dick Ellsworth | Tenth | 33½ out |
| Tuesday, September 6 |
| » Defeated Phillies (76-66), 7-2 | Wrigley Field (26-41) | 49-90 | |
| » Starters: Jim Bunning vs Fergie Jenkins | Ninth | 32½ out |
| Friday, September 9 |
| » Defeated Giants (81-60), 6-0 | Candlestick Park (2-4) | 50-90 | Won 2 |
| » Starters: Ken Holtzman vs Juan Marichal | Ninth | 32 out |
| Saturday, September 10 |
| » Defeated Giants (81-61), 12-3 | Candlestick Park (3-4) | 51-90 | Won 3 |
| » Starters: Dick Ellsworth vs Gaylord Perry | Ninth | 31 out |
| » Major-league debuts: Rich Robertson (Giants) |
| Sunday, September 11 |
| » Defeated Giants (81-62), 4-3 | Candlestick Park (4-4) | 52-90 | Won 4 |
| » Starters: Fergie Jenkins vs Ray Sadecki | Ninth | 31½ out |
| » Lost to Giants (82-62), 2-0 | Candlestick Park (4-5) | 52-91 | |
| » Starters: Curt Simmons vs Bobby Bolin | Ninth | 31½ out |
| Tuesday, September 13 |
| » Lost to Braves (75-70), 10-2 | Wrigley Field (26-42) | 52-92 | Lost 2 |
| » Starters: Ken Johnson vs Ken Holtzman | Ninth | 33 out |
| Wednesday, September 14 |
| » Lost to Braves (76-70), 3-1 | Wrigley Field (26-43) | 52-93 | Lost 3 |
| » Starters: Dick Kelley vs Dick Ellsworth | Ninth | 33½ out |
| Thursday, September 15 |
| » Defeated Braves (76-71), 8-2 | Wrigley Field (27-43) | 53-93 | |
| » Starters: Tony Cloninger vs Fergie Jenkins | Tenth | 33½ out |
| Friday, September 16 |
| » Lost to Cardinals (77-70), 3-1 | Wrigley Field (27-44) | 53-94 | |
| » Starters: Bob Gibson vs Curt Simmons | Tenth | 35 out |
| » Lost to Cardinals (78-70), 4-0 | Wrigley Field (27-45) | 53-95 | Lost 2 |
| » Starters: Al Jackson vs Rich Nye | Tenth | 35 out |
| » Major-league debuts: Rich Nye (Cubs) |
| Saturday, September 17 |
| » Lost to Cardinals (79-70), 6-5 | Wrigley Field (27-46) | 53-96 | Lost 3 |
| » Starters: Dick Hughes vs Ken Holtzman | Ninth | 35 out |
| Sunday, September 18 |
| » Defeated Cardinals (79-71), 3-2 | Wrigley Field (28-46) | 54-96 | |
| » Starters: Larry Jaster vs Dick Ellsworth | Ninth | 34 out |
| Monday, September 19 |
| » Major-league debuts: Don Bosch (Pirates) |
| Tuesday, September 20 |
| » Lost to Reds (72-77), 6-3 | Wrigley Field (28-47) | 54-97 | |
| » Starters: Jim O'Toole vs Fergie Jenkins | Tenth | 35½ out |
| Wednesday, September 21 |
| » Defeated Reds (72-78), 9-3 | Wrigley Field (29-47) | 55-97 | |
| » Starters: Sammy Ellis vs Ken Holtzman | Tenth | 34½ out |
| Thursday, September 22 |
| » Defeated Reds (72-79), 7-2 | Wrigley Field (30-47) | 56-97 | Won 2 |
| » Starters: Joe Nuxhall vs Dave Dowling | Tenth | 34 out |
| Friday, September 23 |
| » Lost to Dodgers (90-62), 4-0 | Wrigley Field (30-48) | 56-98 | |
| » Starters: Don Drysdale vs Curt Simmons | Ninth | 36 out |
| » Lost to Dodgers (91-62), 4-2 | Wrigley Field (30-49) | 56-99 | Lost 2 |
| » Starters: Don Sutton vs Dick Ellsworth | Ninth | 36 out |
| Saturday, September 2 |