| Saturday, February 20 |
| Former Cub Bob O'Farrell dies in Waukegan, IL at the age of 92. |
| Monday, March 14 |
| Former Cub Zeb Terry dies in Los Angeles, CA at the age of 97. |
| Wednesday, March 16 |
| Former Cub Jigger Statz dies in Corona Del Mar, CA at the age of 91. |
| Tuesday, April 5 |
| » Defeated Braves (0-1), 10-9 | Atlanta-Fulton County Stadium (1-0) | 1-0 | |
| » W: Mike Bielecki (1-0) L: Jim Acker (0-1) | First | -- |
| Wednesday, April 6 |
| » Defeated Braves (0-2), 3-0 | Atlanta-Fulton County Stadium (2-0) | 2-0 | Won 2 |
| » W: Greg Maddux (1-0) L: Zane Smith (0-1) | First | -- |
| Friday, April 8 |
| » Defeated Expos (1-3), 6-4 | Stade Olympique (1-0) | 3-0 | Won 3 |
| » W: Jamie Moyer (1-0) L: Floyd Youmans (0-1) S: Rich Gossage (1) | First | -- |
| Saturday, April 9 |
| » Lost to Expos (2-3), 10-6 | Stade Olympique (1-1) | 3-1 | |
| » W: Dennis Martinez (1-1) L: Calvin Schiraldi (0-1) | First | -- |
| Sunday, April 10 |
| » Defeated Expos (2-4), 10-7 | Stade Olympique (2-1) | 4-1 | |
| » W: Rich Gossage (1-0) L: Bob McClure (0-1) S: Les Lancaster (1) | First | -- |
| Monday, April 11 |
| » Defeated Cardinals (1-5), 6-1 | Busch Stadium II (1-0) | 5-1 | Won 2 |
| » W: Greg Maddux (2-0) L: Bob Forsch (0-2) | First | -- |
| Tuesday, April 12 |
| » Lost to Cardinals (2-5), 7-5 | Busch Stadium II (1-1) | 5-2 | |
| » W: Jose DeLeon (1-1) L: Drew Hall (0-1) S: Todd Worrell (2) | First | -- |
| » Major-league debuts: Rolando Roomes (Cubs) |
| Wednesday, April 13 |
| » Lost to Cardinals (3-5), 4-3 | Busch Stadium II (1-2) | 5-3 | Lost 2 |
| » W: Danny Cox (1-1) L: Les Lancaster (0-1) S: Todd Worrell (3) | Second | ½ out |
| Friday, April 15 |
| » Defeated Pirates (6-3), 6-0 | Wrigley Field (1-0) | 6-3 | |
| » W: Rick Sutcliffe (1-0) L: John Smiley (0-1) | First | -- |
| Saturday, April 16 |
| » Lost to Pirates (7-3), 4-0 | Wrigley Field (1-1) | 6-4 | |
| » W: Doug Drabek (2-0) L: Greg Maddux (2-1) | Second | 1 out |
| Sunday, April 17 |
| » Lost to Pirates (8-3), 12-7 | Wrigley Field (1-2) | 6-5 | Lost 2 |
| » W: Jeff Robinson (1-0) L: Calvin Schiraldi (0-2) | Second | 2 out |
| Tuesday, April 19 |
| » Lost to Expos (6-6), 9-1 | Wrigley Field (1-3) | 6-6 | Lost 3 |
| » W: Dennis Martinez (2-2) L: Jamie Moyer (1-1) | Third | 3 out |
| Wednesday, April 20 |
| » Lost to Expos (7-6), 5-1 | Wrigley Field (1-4) | 6-7 | Lost 4 |
| » W: Jeff Parrett (1-0) L: Rick Sutcliffe (1-1) S: Tim Burke (2) | Fourth | 4 out |
| Thursday, April 21 |
| » Defeated Expos (7-7), 6-2 | Wrigley Field (2-4) | 7-7 | |
| » W: Greg Maddux (3-1) L: Bryn Smith (0-1) | Third | 3 out |
| Friday, April 22 |
| » Lost to Pirates (11-4), 8-4 | Three Rivers Stadium (0-1) | 7-8 | |
| » W: Doug Drabek (3-0) L: Les Lancaster (0-2) | Third | 4 out |
| Saturday, April 23 |
| » Lost to Pirates (12-4), 5-4 | Three Rivers Stadium (0-2) | 7-9 | Lost 2 |
| » W: Jim Gott (1-0) L: Rich Gossage (1-1) | Fourth | 5 out |
| Sunday, April 24 |
| » Lost to Pirates (13-4), 4-2 | Three Rivers Stadium (0-3) | 7-10 | Lost 3 |
| » W: Bob Walk (3-1) L: Rick Sutcliffe (1-2) S: Jeff Robinson (4) | Fourth | 6 out |
| Tuesday, April 26 |
| » Defeated Dodgers (11-5), 7-3 | Dodger Stadium (1-0) | 8-10 | |
| » W: Greg Maddux (4-1) L: Tim Leary (2-1) | Fourth | 6 out |
| Wednesday, April 27 |
| » Lost to Dodgers (12-5), 4-0 | Dodger Stadium (1-1) | 8-11 | |
| » W: Don Sutton (1-2) L: Jamie Moyer (1-2) S: Alejandro Pena (2) | Fourth | 6 out |
| Thursday, April 28 |
| » Defeated Dodgers (12-6), 5-1 | Dodger Stadium (2-1) | 9-11 | |
| » W: Calvin Schiraldi (1-2) L: Tim Belcher (1-1) S: Frank DiPino (1) | Fourth | 6 out |
| Friday, April 29 |
| » Lost to Giants (11-11), 4-3 | Candlestick Park (0-1) | 9-12 | |
| » W: Atlee Hammaker (1-0) L: Rick Sutcliffe (1-3) S: Don Robinson (2) | Fourth | 6 out |
| Saturday, April 30 |
| » Defeated Giants (11-12), 2-1 | Candlestick Park (1-1) | 10-12 | |
| » W: Les Lancaster (1-2) L: Joe Price (0-2) S: Rich Gossage (2) | Third | 6 out |
| Sunday, May 1 |
| » Lost to Giants (12-12), 7-6 | Candlestick Park (1-2) | 10-13 | |
| » W: Rick Reuschel (4-1) L: Greg Maddux (4-2) S: Atlee Hammaker (3) | Fourth | 7 out |
| Monday, May 2 |
| » Defeated Padres (9-14), 5-2 | San Diego/Jack Murphy Stadium (1-0) | 11-13 | |
| » W: Jamie Moyer (2-2) L: Jimmy Jones (2-3) | Third | 6 out |
| » Major-league debuts: Mark Grace (Cubs) |
| Tuesday, May 3 |
| » Defeated Padres (9-15), 13-5 | San Diego/Jack Murphy Stadium (2-0) | 12-13 | Won 2 |
| » W: Calvin Schiraldi (2-2) L: Ed Whitson (2-1) | Third | 5½ out |
| Wednesday, May 4 |
| » Defeated Padres (9-16), 6-3 | San Diego/Jack Murphy Stadium (3-0) | 13-13 | Won 3 |
| » W: Rick Sutcliffe (2-3) L: Andy Hawkins (3-2) S: Rich Gossage (3) | Third | 5½ out |
| Friday, May 6 |
| » Defeated Giants (13-15), 3-2 | Wrigley Field (3-4) | 14-13 | Won 4 |
| » W: Greg Maddux (5-2) L: Mike LaCoss (1-3) S: Rich Gossage (4) | Third | 5½ out |
| Saturday, May 7 |
| » Lost to Giants (14-15), 2-1 | Wrigley Field (3-5) | 14-14 | |
| » W: Rick Reuschel (5-1) L: Jamie Moyer (2-3) S: Don Robinson (3) | Fourth | 6½ out |
| Sunday, May 8 |
| » Defeated Giants (14-16), 13-7 | Wrigley Field (4-5) | 15-14 | |
| » W: Mike Capel (1-0) L: Scott Garrelts (1-2) | Third | 6½ out |
| Tuesday, May 10 |
| » Lost to Dodgers (19-9), 6-5 | Wrigley Field (4-6) | 15-15 | |
| » W: Brian Holton (1-0) L: Les Lancaster (1-3) S: Orel Hershiser (1) | Third | 7 out |
| Wednesday, May 11 |
| » Defeated Padres (10-21), 1-0 | Wrigley Field (5-6) | 16-15 | |
| » W: Greg Maddux (6-2) L: Lance McCullers (0-3) | Third | 7 out |
| Thursday, May 12 |
| » Defeated Padres (10-22), 2-1 | Wrigley Field (6-6) | 17-15 | Won 2 |
| » W: Bill Landrum (1-0) L: Mark Davis (1-2) | Third | 6½ out |
| Former Cub Hank Schenz dies in Cincinnati, OH at the age of 70. |
| Friday, May 13 |
| » Lost to Astros (18-14), 8-2 | Astrodome (0-1) | 17-16 | |
| » W: Nolan Ryan (3-2) L: Jamie Moyer (2-4) | Third | 6½ out |
| Saturday, May 14 |
| » Lost to Astros (19-14), 3-1 | Astrodome (0-2) | 17-17 | Lost 2 |
| » W: Bob Knepper (5-0) L: Al Nipper (0-1) S: Dave Smith (6) | Third | 6½ out |
| Sunday, May 15 |
| » Defeated Astros (19-15), 2-1 | Astrodome (1-2) | 18-17 | |
| » W: Rick Sutcliffe (3-3) L: Danny Darwin (2-3) | Third | 5½ out |
| Tuesday, May 17 |
| » Lost to Cardinals (18-19), 3-0 | Wrigley Field (6-7) | 18-18 | |
| » W: Scott Terry (2-1) L: Greg Maddux (6-3) S: Todd Worrell (11) | Third | 7 out |
| Wednesday, May 18 |
| » Lost to Cardinals (19-19), 4-1 | Wrigley Field (6-8) | 18-19 | Lost 2 |
| » W: Bob Forsch (3-3) L: Les Lancaster (1-4) S: Todd Worrell (12) | Fourth | 8 out |
| Thursday, May 19 |
| » Lost to Cardinals (20-19), 5-1 | Wrigley Field (6-9) | 18-20 | Lost 3 |
| » W: Cris Carpenter (1-0) L: Al Nipper (0-2) | Fourth | 9 out |
| Friday, May 20 |
| » Lost to Reds (21-19), 7-2 | Riverfront Stadium (0-1) | 18-21 | Lost 4 |
| » W: Mario Soto (3-2) L: Rick Sutcliffe (3-4) | Fourth | 10 out |
| Saturday, May 21 |
| » Defeated Reds (21-20), 11-6 | Riverfront Stadium (1-1) | 19-21 | |
| » W: Les Lancaster (2-4) L: Danny Jackson (5-2) | Fourth | 10 out |
| Sunday, May 22 |
| » Defeated Reds (21-21), 5-1 | Riverfront Stadium (2-1) | 20-21 | Won 2 |
| » W: Greg Maddux (7-3) L: Tom Browning (2-1) S: Frank DiPino (2) | Fourth | 10 out |
| Tuesday, May 24 |
| » Lost to Braves (13-27), 3-0 | Wrigley Field (6-10) | 20-22 | |
| » W: Jose Alvarez (1-0) L: Jamie Moyer (2-5) S: Bruce Sutter (5) | Fourth | 9½ out |
| » Defeated Braves (13-28), 2-1 | Wrigley Field (7-10) | 21-22 | |
| » W: Al Nipper (1-2) L: Charlie Puleo (0-1) S: Rich Gossage (5) | Fourth | 9½ out |
| Wednesday, May 25 |
| » Lost to Braves (14-28), 2-1 | Wrigley Field (7-11) | 21-23 | |
| » W: Rick Mahler (5-4) L: Frank DiPino (0-1) S: Bruce Sutter (6) | Fourth | 10½ out |
| Friday, May 27 |
| » Defeated Astros (25-19), 3-2 | Wrigley Field (8-11) | 22-23 | |
| » W: Greg Maddux (8-3) L: Danny Darwin (2-4) S: Rich Gossage (6) | Fourth | 9 out |
| Saturday, May 28 |
| » Defeated Astros (25-20), 14-7 | Wrigley Field (9-11) | 23-23 | Won 2 |
| » W: Calvin Schiraldi (3-2) L: Mike Scott (6-1) S: Frank DiPino (3) | Fourth | 9 out |
| Sunday, May 29 |
| » Lost to Astros (26-20), 7-1 | Wrigley Field (9-12) | 23-24 | |
| » W: Nolan Ryan (5-2) L: Jamie Moyer (2-6) | Fourth | 9 out |
| Monday, May 30 |
| » Defeated Reds (23-26), 12-3 | Wrigley Field (10-12) | 24-24 | |
| » W: Les Lancaster (3-4) L: Ron Robinson (2-4) | Fourth | 9 out |
| Tuesday, May 31 |
| » Defeated Reds (23-27), 4-0 | Wrigley Field (11-12) | 25-24 | Won 2 |
| » W: Jeff Pico (1-0) L: Mario Soto (3-4) | Fourth | 9 out |
| » Major-league debuts: Jeff Pico (Cubs) |
| Wednesday, June 1 |
| » Defeated Reds (23-28), 6-3 | Wrigley Field (12-12) | 26-24 | Won 3 |
| » W: Greg Maddux (9-3) L: Tom Browning (2-3) | Fourth | 8 out |
| Thursday, June 2 |
| » Lost to Mets (35-16), 2-1 | Shea Stadium (0-1) | 26-25 | |
| » W: Randy Myers (4-0) L: Frank DiPino (0-2) | Fourth | 9 out |
| Friday, June 3 |
| » Defeated Mets (35-17), 5-0 | Shea Stadium (1-1) | 27-25 | |
| » W: Jamie Moyer (3-6) L: Bob Ojeda (4-5) | Fourth | 8 out |
| Saturday, June 4 |
| » Lost to Mets (36-17), 6-5 | Shea Stadium (1-2) | 27-26 | |
| » W: Jeff Innis (1-1) L: Mike Capel (1-1) | Fourth | 9 out |
| Sunday, June 5 |
| » Lost to Mets (37-17), 11-3 | Shea Stadium (1-3) | 27-27 | Lost 2 |
| » W: Dwight Gooden (9-1) L: Jeff Pico (1-1) | Fourth | 10 out |
| Tuesday, June 7 |
| » Defeated Pirates (31-25), 8-5 | Three Rivers Stadium (1-3) | 28-27 | |
| » W: Greg Maddux (10-3) L: Brian Fisher (4-3) S: Rich Gossage (7) | Fourth | 9½ out |
| Wednesday, June 8 |
| » Lost to Pirates (32-25), 5-1 | Three Rivers Stadium (1-4) | 28-28 | |
| » W: Bob Walk (6-4) L: Calvin Schiraldi (3-3) | Fourth | 9½ out |
| Thursday, June 9 |
| » Lost to Pirates (33-25), 4-3 | Three Rivers Stadium (1-5) | 28-29 | Lost 2 |
| » W: Jim Gott (3-1) L: Frank DiPino (0-3) | Fourth | 10 out |
| Friday, June 10 |
| » Defeated Cardinals (32-27), 7-3 | Busch Stadium II (2-2) | 29-29 | |
| » W: Jeff Pico (2-1) L: Cris Carpenter (2-1) | Fourth | 9 out |
| Saturday, June 11 |
| » Defeated Cardinals (32-28), 2-0 | Busch Stadium II (3-2) | 30-29 | Won 2 |
| » W: Rick Sutcliffe (4-4) L: Joe Magrane (0-1) S: Rich Gossage (8) | Fourth | 8 out |
| Sunday, June 12 |
| » Defeated Cardinals (32-29), 4-3 | Busch Stadium II (4-2) | 31-29 | Won 3 |
| » W: Greg Maddux (11-3) L: John Tudor (2-2) S: Pat Perry (1) | Fourth | 7 out |
| Monday, June 13 |
| » Lost to Pirates (35-27), 8-0 | Wrigley Field (12-13) | 31-30 | |
| » W: Bob Walk (7-4) L: Calvin Schiraldi (3-4) | Fourth | 8 out |
| Tuesday, June 14 |
| » Lost to Pirates (36-27), 6-3 | Wrigley Field (12-14) | 31-31 | Lost 2 |
| » W: John Smiley (6-4) L: Jamie Moyer (3-7) S: Jeff Robinson (7) | Fourth | 9 out |
| Wednesday, June 15 |
| » Defeated Pirates (36-28), 7-4 | Wrigley Field (13-14) | 32-31 | |
| » W: Pat Perry (3-2) L: Jim Gott (3-2) S: Rich Gossage (9) | Third | 9 out |
| Friday, June 17 |
| » Defeated Expos (31-33), 7-3 | Wrigley Field (14-14) | 33-31 | Won 2 |
| » W: Rick Sutcliffe (5-4) L: Bryn Smith (4-5) S: Les Lancaster (2) | Third | 8 out |
| Saturday, June 18 |
| » Defeated Expos (31-34), 3-0 | Wrigley Field (15-14) | 34-31 | Won 3 |
| » W: Greg Maddux (12-3) L: John Dopson (1-5) | Third | 8 out |
| Sunday, June 19 |
| » Defeated Expos (31-35), 9-3 | Wrigley Field (16-14) | 35-31 | Won 4 |
| » W: Calvin Schiraldi (4-4) L: Dennis Martinez (7-7) | Third | 8 out |
| Monday, June 20 |
| » Defeated Phillies (29-37), 7-2 | Veteran's Stadium (1-0) | 36-31 | Won 5 |
| » W: Jamie Moyer (4-7) L: Bruce Ruffin (4-6) | Third | 7 out |
| Tuesday, June 21 |
| » Lost to Phillies (30-37), 6-1 | Veteran's Stadium (1-1) | 36-32 | |
| » W: David Palmer (3-6) L: Jeff Pico (2-2) | Third | 8 out |
| Wednesday, June 22 |
| » Lost to Phillies (31-37), 5-3 | Veteran's Stadium (1-2) | 36-33 | Lost 2 |
| » W: Todd Frohwirth (1-2) L: Rick Sutcliffe (5-5) S: Steve Bedrosian (11) | Third | 9 out |
| Former Cub Hank Edwards dies in Santa Ana, CA at the age of 70. |
| Thursday, June 23 |
| » Defeated Mets (45-25), 4-1 | Wrigley Field (17-14) | 37-33 | |
| » W: Greg Maddux (13-3) L: Sid Fernandez (3-6) | Third | 8 out |
| Friday, June 24 |
| » Lost to Mets (46-25), 8-3 | Wrigley Field (17-15) | 37-34 | |
| » W: David Cone (9-1) L: Calvin Schiraldi (4-5) S: Roger McDowell (7) | Third | 9 out |
| Saturday, June 25 |
| » Defeated Mets (46-26), 5-2 | Wrigley Field (18-15) | 38-34 | |
| » W: Les Lancaster (4-4) L: Rick Aguilera (0-3) | Third | 8 out |
| Sunday, June 26 |
| » Defeated Mets (46-27), 6-3 | Wrigley Field (19-15) | 39-34 | Won 2 |
| » W: Jeff Pico (3-2) L: Ron Darling (8-5) | Third | 7 out |
| Monday, June 27 |
| » Defeated Phillies (33-40), 2-1 | Wrigley Field (20-15) | 40-34 | Won 3 |
| » W: Rick Sutcliffe (6-5) L: Shane Rawley (5-8) S: Al Nipper (1) | Third | 6 out |
| Tuesday, June 28 |
| » Defeated Phillies (33-41), 6-4 | Wrigley Field (21-15) | 41-34 | Won 4 |
| » W: Mike Capel (2-1) L: Steve Bedrosian (1-3) S: Les Lancaster (3) | Third | 6 out |
| Wednesday, June 29 |
| » Lost to Phillies (34-41), 4-2 | Wrigley Field (21-16) | 41-35 | |
| » W: Mike Maddux (2-0) L: Calvin Schiraldi (4-6) S: Steve Bedrosian (13) | Third | 7 out |
| Friday, July 1 |
| » Defeated Dodgers (44-32), 9-2 | Dodger Stadium (3-1) | 42-35 | |
| » W: Jamie Moyer (5-7) L: Fernando Valenzuela (5-6) | Third | 7 out |
| Former Cub Ed Sauer dies in Thousand Oaks, CA at the age of 70. |
| Saturday, July 2 |
| » Lost to Dodgers (45-32), 8-1 | Dodger Stadium (3-2) | 42-36 | |
| » W: Tim Leary (7-5) L: Jeff Pico (3-3) | Third | 8 out |
| Sunday, July 3 |
| » Defeated Dodgers (45-33), 2-1 | Dodger Stadium (4-2) | 43-36 | |
| » W: Rick Sutcliffe (7-5) L: Shawn Hillegas (2-1) S: Les Lancaster (4) | Third | 8 out |
| Monday, July 4 |
| » Defeated Giants (41-39), 3-2 | Candlestick Park (2-2) | 44-36 | Won 2 |
| » W: Greg Maddux (14-3) L: Atlee Hammaker (4-3) | Second | 7 out |
| Tuesday, July 5 |
| » Lost to Giants (42-39), 9-0 | Candlestick Park (2-3) | 44-37 | |
| » W: Terry Mulholland (1-0) L: Calvin Schiraldi (4-7) | Third | 7 out |
| Wednesday, July 6 |
| » Lost to Giants (43-39), 2-0 | Candlestick Park (2-4) | 44-38 | Lost 2 |
| » W: Rick Reuschel (11-4) L: Jamie Moyer (5-8) S: Scott Garrelts (7) | Third | 8 out |
| » Major-league debuts: Gary Varsho (Cubs) |
| Thursday, July 7 |
| » Major-league debuts: Terry Clark (Angels) |
| Friday, July 8 |
| » Lost to Padres (38-48), 4-2 | San Diego/Jack Murphy Stadium (3-1) | 44-39 | Lost 3 |
| » W: Dennis Rasmussen (7-6) L: Jeff Pico (3-4) | Third | 8 out |
| Saturday, July 9 |
| » Lost to Padres (39-48), 4-2 | San Diego/Jack Murphy Stadium (3-2) | 44-40 | Lost 4 |
| » W: Ed Whitson (8-5) L: Rick Sutcliffe (7-6) S: Mark Davis (16) | Third | 8 out |
| Sunday, July 10 |
| » Defeated Padres (39-49), 4-2 | San Diego/Jack Murphy Stadium (4-2) | 45-40 | |
| » W: Greg Maddux (15-3) L: Eric Show (6-9) | Third | 7 out |
| Thursday, July 14 |
| » Lost to Dodgers (49-36), 1-0 | Wrigley Field (21-17) | 45-41 | |
| » W: Tim Leary (8-6) L: Rick Sutcliffe (7-7) S: Alejandro Pena (7) | Fourth | 8½ out |
| » Lost to Dodgers (50-36), 6-3 | Wrigley Field (21-18) | 45-42 | Lost 2 |
| » W: Brian Holton (4-2) L: Calvin Schiraldi (4-8) S: Jay Howell (9) | Fourth | 8½ out |
| Friday, July 15 |
| » Lost to Dodgers (51-36), 3-2 | Wrigley Field (21-19) | 45-43 | Lost 3 |
| » W: Alejandro Pena (4-3) L: Al Nipper (1-3) S: Jesse Orosco (6) | Fourth | 8½ out |
| Former Cub Clyde Beck dies in Temple City, CA at the age of 89. |
| Saturday, July 16 |
| » Tied Dodgers, 2-2 | Wrigley Field (21-19) | 45-43 | |
| » Starters: Orel Hershiser vs Jamie Moyer | Fourth | 9 out |
| Sunday, July 17 |
| » Lost to Dodgers (52-36), 4-1 | Wrigley Field (21-20) | 45-44 | Lost 4 |
| » W: Tim Belcher (6-4) L: Jeff Pico (3-5) S: Alejandro Pena (8) | Fourth | 10½ out |
| » Lost to Dodgers (53-36), 5-2 | Wrigley Field (21-21) | 45-45 | Lost 5 |
| » W: Brian Holton (5-2) L: Les Lancaster (4-5) S: Jay Howell (10) | Fourth | 10½ out |
| Monday, July 18 |
| » Defeated Giants (46-44), 8-3 | Wrigley Field (22-21) | 46-45 | |
| » W: Pat Perry (4-2) L: Craig Lefferts (2-6) | Fourth | 9½ out |
| Tuesday, July 19 |
| » Lost to Giants (47-44), 3-1 | Wrigley Field (22-22) | 46-46 | |
| » W: Rick Reuschel (12-5) L: Rick Sutcliffe (7-8) S: Scott Garrelts (8) | Fourth | 9½ out |
| Wednesday, July 20 |
| » Lost to Giants (48-44), 12-2 | Wrigley Field (22-23) | 46-47 | Lost 2 |
| » W: Kelly Downs (9-8) L: Greg Maddux (15-4) | Fourth | 10 out |
| Thursday, July 21 |
| » Lost to Padres (44-52), 3-1 | Wrigley Field (22-24) | 46-48 | Lost 3 |
| » W: Ed Whitson (9-5) L: Jamie Moyer (5-9) S: Lance McCullers (7) | Fourth | 10½ out |
| Friday, July 22 |
| » Defeated Padres (44-53), 5-4 | Wrigley Field (23-24) | 47-48 | |
| » W: Frank DiPino (1-3) L: Lance McCullers (1-6) | Fourth | 11 out |
| Saturday, July 23 |
| » Defeated Padres (44-54), 3-2 | Wrigley Field (24-24) | 48-48 | Won 2 |
| » W: Calvin Schiraldi (5-8) L: Mark Grant (2-7) S: Rich Gossage (10) | Fourth | 10 out |
| Sunday, July 24 |
| » Lost to Padres (45-54), 2-1 | Wrigley Field (24-25) | 48-49 | |
| » W: Jimmy Jones (7-8) L: Rick Sutcliffe (7-9) S: Mark Davis (17) | Fourth | 10 out |
| Tuesday, July 26 |
| » Lost to Expos (51-47), 8-4 | Stade Olympique (2-2) | 48-50 | Lost 2 |
| » W: Neal Heaton (3-6) L: Jeff Pico (3-6) | Fourth | 10½ out |
| Wednesday, July 27 |
| » Lost to Expos (52-47), 5-4 | Stade Olympique (2-3) | 48-51 | Lost 3 |
| » W: Joe Hesketh (2-1) L: Pat Perry (4-3) | Fourth | 11½ out |
| Thursday, July 28 |
| » Defeated Phillies (43-58), 7-0 | Veteran's Stadium (2-2) | 49-51 | |
| » W: Calvin Schiraldi (6-8) L: Shane Rawley (5-12) | Fourth | 11 out |
| Friday, July 29 |
| » Defeated Phillies (43-59), 8-3 | Veteran's Stadium (3-2) | 50-51 | Won 2 |
| » W: Rick Sutcliffe (8-9) L: Kevin Gross (10-7) | Fourth | 11 out |
| Saturday, July 30 |
| » Lost to Phillies (44-59), 3-2 | Veteran's Stadium (3-3) | 50-52 | |
| » W: Don Carman (8-5) L: Al Nipper (1-4) S: Steve Bedrosian (20) | Fourth | 12 out |
| Sunday, July 31 |
| » Lost to Phillies (45-59), 6-3 | Veteran's Stadium (3-4) | 50-53 | Lost 2 |
| » W: Mike Maddux (3-1) L: Greg Maddux (15-5) S: Bruce Ruffin (3) | Fourth | 13 out |
| Tuesday, August 2 |
| » Lost to Mets (64-41), 3-1 | Shea Stadium (1-4) | 50-54 | Lost 3 |
| » W: David Cone (11-2) L: Jamie Moyer (5-10) | Fourth | 13½ out |
| Wednesday, August 3 |
| » Defeated Mets (64-42), 3-1 | Shea Stadium (2-4) | 51-54 | |
| » W: Rick Sutcliffe (9-9) L: Bob Ojeda (8-9) | Fourth | 12½ out |
| Thursday, August 4 |
| » Defeated Mets (64-43), 4-3 | Shea Stadium (3-4) | 52-54 | Won 2 |
| » W: Calvin Schiraldi (7-8) L: Sid Fernandez (6-9) S: Frank DiPino (4) | Fourth | 11½ out |
| Friday, August 5 |
| » Lost to Phillies (47-61), 9-3 | Wrigley Field (24-26) | 52-55 | |
| » W: Don Carman (9-5) L: Greg Maddux (15-6) | Fourth | 12½ out |
| Saturday, August 6 |
| » Defeated Phillies (47-62), 7-4 | Wrigley Field (25-26) | 53-55 | |
| » W: Al Nipper (2-4) L: Mike Maddux (3-2) S: Rich Gossage (11) | Fourth | 12½ out |
| Sunday, August 7 |
| » Lost to Phillies (48-62), 7-4 | Wrigley Field (25-27) | 53-56 | |
| » W: David Palmer (7-8) L: Jamie Moyer (5-11) S: Steve Bedrosian (21) | Fourth | 13½ out |
| Tuesday, August 9 |
| » Defeated Mets (67-45), 6-4 | Wrigley Field (26-27) | 54-56 | |
| » W: Frank DiPino (2-3) L: Sid Fernandez (6-10) S: Rich Gossage (12) | Fourth | 12 out |
| Wednesday, August 10 |
| » Defeated Mets (67-46), 6-5 | Wrigley Field (27-27) | 55-56 | Won 2 |
| » W: Greg Maddux (16-6) L: Ron Darling (12-8) S: Frank DiPino (5) | Fourth | 11 out |
| Thursday, August 11 |
| » Lost to Mets (68-46), 9-6 | Wrigley Field (27-28) | 55-57 | |
| » W: Terry Leach (5-1) L: Pat Perry (4-4) S: Roger McDowell (12) | Fourth | 12 out |
| Friday, August 12 |
| » Lost to Cardinals (51-64), 4-0 | Wrigley Field (27-29) | 55-58 | Lost 2 |
| » W: Joe Magrane (2-6) L: Rick Sutcliffe (9-10) | Fourth | 12 out |
| Saturday, August 13 |
| » Defeated Cardinals (51-65), 5-1 | Wrigley Field (28-29) | 56-58 | |
| » W: Jamie Moyer (6-11) L: Bob Forsch (6-4) | Fourth | 11 out |
| Sunday, August 14 |
| » Defeated Cardinals (51-66), 8-3 | Wrigley Field (29-29) | 57-58 | Won 2 |
| » W: Mike Bielecki (2-0) L: Ken Dayley (2-6) S: Les Lancaster (5) | Fourth | 11½ out |
| Tuesday, August 16 |
| » Lost to Reds (60-57), 6-4 | Riverfront Stadium (2-2) | 57-59 | |
| » W: Frank Williams (3-1) L: Les Lancaster (4-6) S: John Franco (26) | Fourth | 12½ out |
| Wednesday, August 17 |
| » Defeated Reds (60-58), 5-0 | Riverfront Stadium (3-2) | 58-59 | |
| » W: Rick Sutcliffe (10-10) L: Jack Armstrong (2-6) | Fourth | 11½ out |
| Thursday, August 18 |
| » Lost to Reds (61-58), 9-1 | Riverfront Stadium (3-3) | 58-60 | |
| » W: Danny Jackson (17-5) L: Jamie Moyer (6-12) | Fourth | 11½ out |
| Friday, August 19 |
| » Defeated Braves (41-80), 8-7 | Wrigley Field (30-29) | 59-60 | |
| » W: Rich Gossage (2-1) L: Jose Alvarez (3-6) | Fourth | 10½ out |
| Saturday, August 20 |
| » Defeated Braves (41-81), 5-4 | Wrigley Field (31-29) | 60-60 | Won 2 |
| » W: Drew Hall (1-1) L: Jim Acker (0-3) S: Jeff Pico (1) | Fourth | 10 out |
| Sunday, August 21 |
| » Lost to Braves (42-81), 1-0 | Wrigley Field (31-30) | 60-61 | |
| » W: Pete Smith (6-12) L: Mike Bielecki (2-1) | Fourth | 10 out |
| Monday, August 22 |
| » Lost to Astros (68-57), 9-7 | Wrigley Field (31-31) | 60-62 | Lost 2 |
| » W: Juan Agosto (10-0) L: Rich Gossage (2-2) | Fourth | 11 out |
| Tuesday, August 23 |
| » Defeated Astros (68-58), 9-3 | Wrigley Field (32-31) | 61-62 | |
| » W: Jamie Moyer (7-12) L: Danny Darwin (6-10) | Fourth | 11 out |
| Wednesday, August 24 |
| » Defeated Astros (68-59), 3-2 | Wrigley Field (33-31) | 62-62 | Won 2 |
| » W: Jeff Pico (4-6) L: Juan Agosto (10-1) | Fourth | 11 out |
| Thursday, August 25 |
| » Defeated Braves (43-84), 6-1 | Atlanta-Fulton County Stadium (3-0) | 63-62 | Won 3 |
| » W: Calvin Schiraldi (8-8) L: German Jimenez (1-5) | Fourth | 10½ out |
| Friday, August 26 |
| » Lost to Braves (44-84), 4-0 | Atlanta-Fulton County Stadium (3-1) | 63-63 | |
| » W: Pete Smith (7-12) L: Rick Sutcliffe (10-11) | Fourth | 11½ out |
| Saturday, August 27 |
| » Defeated Braves (44-85), 5-0 | Atlanta-Fulton County Stadium (4-1) | 64-63 | |
| » W: Jeff Pico (5-6) L: Tom Glavine (5-15) | Fourth | 11½ out |
| Sunday, August 28 |
| » Lost to Braves (45-85), 4-2 | Atlanta-Fulton County Stadium (4-2) | 64-64 | |
| » W: John Smoltz (2-4) L: Jamie Moyer (7-13) S: Paul Assenmacher (4) | Fourth | 11½ out |
| Monday, August 29 |
| » Defeated Astros (70-61), 2-1 | Astrodome (2-2) | 65-64 | |
| » W: Scott Sanderson (1-0) L: Larry Andersen (2-4) S: Drew Hall (1) | Fourth | 11½ out |
| Tuesday, August 30 |
| » Lost to Astros (71-61), 7-4 | Astrodome (2-3) | 65-65 | |
| » W: Joaquin Andujar (2-5) L: Calvin Schiraldi (8-9) S: Dave Smith (23) | Fourth | 12½ out |
| Wednesday, August 31 |
| » Defeated Astros (71-62), 3-1 | Astrodome (3-3) | 66-65 | |
| » W: Rick Sutcliffe (11-11) L: Jim Deshaies (9-11) | Fourth | 11½ out |
| Friday, September 2 |
| » Lost to Reds (69-64), 6-5 | Wrigley Field (33-32) | 66-66 | |
| » W: Tom Browning (14-5) L: Jeff Pico (5-7) S: John Franco (30) | Fourth | 12½ out |
| » Major-league debuts: Doug Dascenzo (Cubs) Van Snider (Reds) |
| Saturday, September 3 |
| » Lost to Reds (70-64), 6-4 | Wrigley Field (33-33) | 66-67 | Lost 2 |
| » W: Jack Armstrong (3-6) L: Greg Maddux (16-7) S: John Franco (31) | Fourth | 13½ out |
| » Major-league debuts: Rick Wrona (Cubs) |
| Sunday, September 4 |
| » Lost to Reds (71-64), 17-0 | Wrigley Field (33-34) | 66-68 | Lost 3 |
| » W: Danny Jackson (20-6) L: Calvin Schiraldi (8-10) | Fourth | 14 out |
| Monday, September 5 |
| » Defeated Phillies (54-81), 14-3 | Wrigley Field (34-34) | 67-68 | |
| » W: Rick Sutcliffe (12-11) L: Bob Sebra (0-1) | Fourth | 14½ out |
| » Lost to Phillies (55-81), 4-3 | Wrigley Field (34-35) | 67-69 | |
| » W: Shane Rawley (7-13) L: Scott Sanderson (1-1) S: Steve Bedrosian (24) | Fourth | 14½ out |
| » Major-league debuts: Mike Harkey (Cubs) Scott Service (Phillies) |
| Tuesday, September 6 |
| » Lost to Phillies (56-81), 3-2 | Wrigley Field (34-36) | 67-70 | Lost 2 |
| » W: Marvin Freeman (1-2) L: Jamie Moyer (7-14) S: Steve Bedrosian (25) | Fourth | 14½ out |
| Wednesday, September 7 |
| » Defeated Mets (81-56), 9-8 | Wrigley Field (35-36) | 68-70 | |
| » W: Rich Gossage (3-2) L: Roger McDowell (5-4) | Fourth | 13½ out |
| Thursday, September 8 |
| » Lost to Mets (82-56), 13-6 | Wrigley Field (35-37) | 68-71 | |
| » W: Dwight Gooden (17-6) L: Scott Sanderson (1-2) | Fourth | 14½ out |
| Friday, September 9 |
| » Lost to Cardinals (68-73), 6-2 | Busch Stadium II (4-3) | 68-72 | Lost 2 |
| » W: Greg Mathews (4-5) L: Calvin Schiraldi (8-11) S: Todd Worrell (29) | Fourth | 15½ out |
| Saturday, September 10 |
| » Lost to Cardinals (69-73), 9-3 | Busch Stadium II (4-4) | 68-73 | Lost 3 |
| » W: Scott Terry (8-3) L: Rick Sutcliffe (12-12) | Fifth | 16½ out |
| Sunday, September 11 |
| » Lost to Cardinals (70-73), 3-2 | Busch Stadium II (4-5) | 68-74 | Lost 4 |
| » W: Jose DeLeon (11-8) L: Mike Harkey (0-1) S: Ken Dayley (5) | Fifth | 17½ out |
| Monday, September 12 |
| » Lost to Phillies (58-85), 5-1 | Veteran's Stadium (3-5) | 68-75 | Lost 5 |
| » W: Don Carman (10-11) L: Jamie Moyer (7-15) S: Kent Tekulve (4) | Fifth | 18½ out |
| Tuesday, September 13 |
| » Defeated Phillies (58-86), 9-2 | Veteran's Stadium (4-5) | 69-75 | |
| » W: Greg Maddux (17-7) L: Kevin Gross (11-14) | Fifth | 17½ out |
| Wednesday, September 14 |
| » Lost to Mets (87-57), 3-1 | Shea Stadium (3-5) | 69-76 | |
| » W: Sid Fernandez (9-10) L: Calvin Schiraldi (8-12) S: Roger McDowell (16) | Fifth | 18½ out |
| Thursday, September 15 |
| » Lost to Mets (88-57), 4-1 | Shea Stadium (3-6) | 69-77 | Lost 2 |
| » W: David Cone (17-3) L: Rick Sutcliffe (12-13) S: Terry Leach (3) | Fifth | 19½ out |
| Friday, September 16 |
| » Lost to Cardinals (72-76), 3-0 | Wrigley Field (35-38) | 69-78 | Lost 3 |
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