| Friday, March 8 |
| Former Cub Al Todd dies in Elmira, NY at the age of 84. |
| Monday, April 8 |
| » Major-league debuts: Lou Thornton (Blue Jays) |
| Tuesday, April 9 |
| » Defeated Pirates (0-1), 2-1 | Wrigley Field (1-0) | 1-0 | |
| » W: Rick Sutcliffe (1-0) L: Rick Rhoden (0-1) S: Lee Smith (1) | First | -- |
| » Major-league debuts: Shawon Dunston (Cubs) |
| Wednesday, April 10 |
| » Major-league debuts: Manny Lee (Blue Jays) |
| Thursday, April 11 |
| » Defeated Pirates (0-2), 4-1 | Wrigley Field (2-0) | 2-0 | Won 2 |
| » W: Steve Trout (1-0) L: Jose DeLeon (0-1) | First | -- |
| Friday, April 12 |
| » Lost to Expos (2-1), 5-1 | Wrigley Field (2-1) | 2-1 | |
| » W: Bryn Smith (1-0) L: Dennis Eckersley (0-1) | Second | 1 out |
| Saturday, April 13 |
| » Defeated Expos (2-2), 8-3 | Wrigley Field (3-1) | 3-1 | |
| » W: Scott Sanderson (1-0) L: Steve Rogers (0-2) | Second | 1 out |
| Sunday, April 14 |
| » Defeated Expos (2-3), 4-2 | Wrigley Field (4-1) | 4-1 | Won 2 |
| » W: Rick Sutcliffe (2-0) L: David Palmer (0-1) | Second | 1 out |
| Monday, April 15 |
| » Defeated Phillies (1-5), 2-1 | Wrigley Field (5-1) | 5-1 | Won 3 |
| » W: Steve Trout (2-0) L: Kevin Gross (0-1) S: Lee Smith (2) | First | -- |
| Tuesday, April 16 |
| » Defeated Phillies (1-6), 1-0 | Wrigley Field (6-1) | 6-1 | Won 4 |
| » W: Dennis Eckersley (1-1) L: Al Holland (0-1) | First | -- |
| Wednesday, April 17 |
| » Defeated Phillies (1-7), 5-4 | Wrigley Field (7-1) | 7-1 | Won 5 |
| » W: George Frazier (1-0) L: Kevin Gross (0-2) S: Lee Smith (3) | First | -- |
| Friday, April 19 |
| » Lost to Expos (5-4), 5-3 | Stade Olympique (0-1) | 7-2 | |
| » W: Bryn Smith (2-0) L: Rick Sutcliffe (2-1) S: Jeff Reardon (2) | Second | 1 out |
| Saturday, April 20 |
| » Lost to Expos (6-4), 4-0 | Stade Olympique (0-2) | 7-3 | Lost 2 |
| » W: Bill Gullickson (2-1) L: Steve Trout (2-1) S: Jeff Reardon (3) | Second | 1 out |
| Sunday, April 21 |
| » Defeated Expos (6-5), 4-0 | Stade Olympique (1-2) | 8-3 | |
| » W: Dennis Eckersley (2-1) L: David Palmer (0-2) | First | -- |
| Monday, April 22 |
| » Lost to Pirates (4-8), 5-3 | Three Rivers Stadium (0-1) | 8-4 | |
| » W: Larry McWilliams (1-1) L: Dick Ruthven (0-1) S: John Candelaria (3) | Second | 1 out |
| Tuesday, April 23 |
| » Defeated Pirates (4-9), 5-0 | Three Rivers Stadium (1-1) | 9-4 | |
| » W: Rick Sutcliffe (3-1) L: Mike Bielecki (1-1) | First | -- |
| Wednesday, April 24 |
| » Defeated Pirates (4-10), 5-2 | Three Rivers Stadium (2-1) | 10-4 | Won 2 |
| » W: Steve Trout (3-1) L: Rick Rhoden (0-3) S: Lee Smith (4) | First | -- |
| Friday, April 26 |
| » Defeated Phillies (4-11), 7-3 | Veteran's Stadium (1-0) | 11-4 | Won 3 |
| » W: Dennis Eckersley (3-1) L: Jerry Koosman (0-1) | First | -- |
| Saturday, April 27 |
| » Lost to Phillies (5-11), 6-1 | Veteran's Stadium (1-1) | 11-5 | |
| » W: Shane Rawley (3-0) L: Scott Sanderson (1-1) | First | -- |
| Sunday, April 28 |
| » Lost to Phillies (6-11), 3-2 | Veteran's Stadium (1-2) | 11-6 | Lost 2 |
| » W: Kevin Gross (2-2) L: Rick Sutcliffe (3-2) S: Larry Andersen (2) | Second | ½ out |
| Tuesday, April 30 |
| » Defeated Giants (7-12), 3-1 | Wrigley Field (8-1) | 12-6 | |
| » W: Steve Trout (4-1) L: Bill Laskey (0-3) S: Lee Smith (5) | First | -- |
| Wednesday, May 1 |
| » Defeated Giants (7-13), 4-3 | Wrigley Field (9-1) | 13-6 | Won 2 |
| » W: Dennis Eckersley (4-1) L: Scott Garrelts (0-1) | First | -- |
| Friday, May 3 |
| » Lost to Padres (12-9), 6-5 | Wrigley Field (9-2) | 13-7 | |
| » W: Andy Hawkins (5-0) L: Rick Sutcliffe (3-3) S: Rich Gossage (7) | First | -- |
| Saturday, May 4 |
| » Defeated Padres (12-10), 12-8 | Wrigley Field (10-2) | 14-7 | |
| » W: Lary Sorensen (1-0) L: Greg Booker (0-1) S: Lee Smith (6) | First | -- |
| Monday, May 6 |
| » Lost to Dodgers (14-12), 5-4 | Wrigley Field (10-3) | 14-8 | |
| » W: Ken Howell (2-1) L: Ray Fontenot (0-1) | First | -- |
| Former Cub Kirby Higbe dies in Columbia, SC at the age of 71. |
| Tuesday, May 7 |
| » Defeated Dodgers (14-13), 4-2 | Wrigley Field (11-3) | 15-8 | |
| » W: Dick Ruthven (1-1) L: Tom Brennan (1-2) S: Lee Smith (7) | First | -- |
| Wednesday, May 8 |
| » Defeated Giants (10-16), 1-0 | Candlestick Park (1-0) | 16-8 | Won 2 |
| » W: Rick Sutcliffe (4-3) L: Mike Krukow (2-2) | First | -- |
| Thursday, May 9 |
| » Lost to Giants (11-16), 1-0 | Candlestick Park (1-1) | 16-9 | |
| » W: Scott Garrelts (1-1) L: Warren Brusstar (0-1) | Second | ½ out |
| Friday, May 10 |
| » Defeated Padres (15-12), 6-2 | San Diego/Jack Murphy Stadium (1-0) | 17-9 | |
| » W: Steve Trout (5-1) L: La Marr Hoyt (2-3) S: Lee Smith (8) | Second | ½ out |
| Saturday, May 11 |
| » Lost to Padres (16-12), 3-1 | San Diego/Jack Murphy Stadium (1-1) | 17-10 | |
| » W: Eric Show (4-2) L: Dennis Eckersley (4-2) S: Rich Gossage (8) | Third | 1½ out |
| Former Cub Bud Teachout dies in Laguna Beach, CA at the age of 82. |
| Sunday, May 12 |
| » Lost to Padres (17-12), 5-3 | San Diego/Jack Murphy Stadium (1-2) | 17-11 | Lost 2 |
| » W: Dave Dravecky (2-2) L: Dick Ruthven (1-2) S: Rich Gossage (9) | Third | 2½ out |
| Tuesday, May 14 |
| » Defeated Dodgers (17-16), 8-3 | Dodger Stadium (1-0) | 18-11 | |
| » W: Rick Sutcliffe (5-3) L: Fernando Valenzuela (3-4) | Second | 2 out |
| Wednesday, May 15 |
| » Defeated Dodgers (17-17), 3-2 | Dodger Stadium (2-0) | 19-11 | Won 2 |
| » W: Scott Sanderson (2-1) L: Rick Honeycutt (2-3) S: Lee Smith (9) | Second | 2 out |
| Friday, May 17 |
| » Defeated Braves (14-19), 7-5 | Atlanta-Fulton County Stadium (1-0) | 20-11 | Won 3 |
| » W: Lee Smith (1-0) L: Bruce Sutter (2-1) | Second | 1½ out |
| Saturday, May 18 |
| » Lost to Braves (15-19), 4-3 | Atlanta-Fulton County Stadium (1-1) | 20-12 | |
| » W: Rick Mahler (8-2) L: Dennis Eckersley (4-3) S: Bruce Sutter (7) | Second | 1½ out |
| Sunday, May 19 |
| » Lost to Braves (16-19), 3-0 | Atlanta-Fulton County Stadium (1-2) | 20-13 | Lost 2 |
| » W: Steve Bedrosian (1-2) L: Rick Sutcliffe (5-4) S: Bruce Sutter (8) | Second | 2½ out |
| Monday, May 20 |
| » Defeated Reds (20-17), 6-1 | Wrigley Field (12-3) | 21-13 | |
| » W: Scott Sanderson (3-1) L: Jay Tibbs (3-6) | Second | 1½ out |
| Tuesday, May 21 |
| » Lost to Reds (21-17), 5-2 | Wrigley Field (12-4) | 21-14 | |
| » W: Tom Hume (1-2) L: George Frazier (1-1) S: Ted Power (8) | Second | 2 out |
| Wednesday, May 22 |
| » Defeated Reds (21-18), 7-4 | Wrigley Field (13-4) | 22-14 | |
| » W: Dennis Eckersley (5-3) L: Tom Browning (4-3) S: Lee Smith (10) | Second | 1 out |
| Friday, May 24 |
| » Lost to Astros (22-18), 6-2 | Wrigley Field (13-5) | 22-15 | |
| » W: Nolan Ryan (4-2) L: Dick Ruthven (1-3) | Second | 1 out |
| Saturday, May 25 |
| » Defeated Astros (22-19), 5-4 | Wrigley Field (14-5) | 23-15 | |
| » W: Lee Smith (2-0) L: Mark Ross (0-1) | First | -- |
| Sunday, May 26 |
| » Defeated Astros (22-20), 10-8 | Wrigley Field (15-5) | 24-15 | Won 2 |
| » W: George Frazier (2-1) L: Mark Ross (0-2) S: Lee Smith (11) | First | -- |
| Monday, May 27 |
| » Defeated Reds (22-21), 4-3 | Riverfront Stadium (1-0) | 25-15 | Won 3 |
| » W: Dennis Eckersley (6-3) L: Tom Browning (4-4) S: Lee Smith (12) | First | -- |
| Tuesday, May 28 |
| » Lost to Reds (23-21), 13-11 | Riverfront Stadium (1-1) | 25-16 | |
| » W: John Franco (2-1) L: Lary Sorensen (1-1) | Second | ½ out |
| Wednesday, May 29 |
| » Lost to Reds (24-21), 1-0 | Riverfront Stadium (1-2) | 25-17 | Lost 2 |
| » W: Mario Soto (7-3) L: Dick Ruthven (1-4) | Third | 1½ out |
| Friday, May 31 |
| » Defeated Astros (24-22), 6-2 | Astrodome (1-0) | 26-17 | |
| » W: Lee Smith (3-0) L: Dave Smith (4-2) | Second | 1 out |
| Saturday, June 1 |
| » Defeated Astros (24-23), 4-1 | Astrodome (2-0) | 27-17 | Won 2 |
| » W: Dennis Eckersley (7-3) L: Bob Knepper (5-1) | Second | 1 out |
| Sunday, June 2 |
| » Lost to Astros (25-23), 4-3 | Astrodome (2-1) | 27-18 | |
| » W: Mike Scott (3-2) L: Larry Gura (0-1) S: Dave Smith (8) | Second | 2 out |
| Tuesday, June 4 |
| » Defeated Braves (19-29), 5-3 | Wrigley Field (16-5) | 28-18 | |
| » W: Dick Ruthven (2-4) L: Rick Mahler (8-5) S: Lee Smith (13) | Second | 1½ out |
| Wednesday, June 5 |
| » Lost to Braves (20-29), 4-2 | Wrigley Field (16-6) | 28-19 | |
| » W: Jeff Dedmon (3-0) L: Lee Smith (3-1) | Second | 1½ out |
| Thursday, June 6 |
| » Defeated Pirates (17-32), 3-2 | Wrigley Field (17-6) | 29-19 | |
| » W: Warren Brusstar (1-1) L: Al Holland (1-3) | Second | 1 out |
| Friday, June 7 |
| » Defeated Pirates (17-33), 1-0 | Wrigley Field (18-6) | 30-19 | Won 2 |
| » W: Rick Sutcliffe (6-4) L: Jose DeLeon (1-8) | First | -- |
| Saturday, June 8 |
| » Defeated Pirates (17-34), 7-3 | Wrigley Field (19-6) | 31-19 | Won 3 |
| » W: Steve Trout (6-1) L: Larry McWilliams (3-4) | First | -- |
| Sunday, June 9 |
| » Defeated Pirates (17-35), 5-1 | Wrigley Field (20-6) | 32-19 | Won 4 |
| » W: Dick Ruthven (3-4) L: Jim Winn (1-1) S: Warren Brusstar (1) | First | -- |
| Monday, June 10 |
| » Defeated Expos (32-24), 5-4 | Stade Olympique (2-2) | 33-19 | Won 5 |
| » W: Ray Fontenot (1-1) L: Jeff Reardon (2-2) S: Lee Smith (14) | First | -- |
| Tuesday, June 11 |
| » Defeated Expos (32-25), 5-3 | Stade Olympique (3-2) | 34-19 | Won 6 |
| » W: George Frazier (3-1) L: Randy St.claire (1-1) S: Lee Smith (15) | First | -- |
| Wednesday, June 12 |
| » Lost to Expos (33-25), 2-0 | Stade Olympique (3-3) | 34-20 | |
| » W: David Palmer (5-5) L: Rick Sutcliffe (6-5) S: Jeff Reardon (18) | First | -- |
| Thursday, June 13 |
| » Lost to Expos (34-25), 9-7 | Stade Olympique (3-4) | 34-21 | Lost 2 |
| » W: Bryn Smith (7-2) L: Steve Trout (6-2) S: Jeff Reardon (19) | First | -- |
| Friday, June 14 |
| » Lost to Cardinals (32-26), 11-10 | Wrigley Field (20-7) | 34-22 | Lost 3 |
| » W: Joaquin Andujar (12-1) L: Dick Ruthven (3-5) S: Bob Forsch (1) | First | -- |
| Saturday, June 15 |
| » Lost to Cardinals (33-26), 2-0 | Wrigley Field (20-8) | 34-23 | Lost 4 |
| » W: Danny Cox (8-2) L: Ray Fontenot (1-2) | First | -- |
| Sunday, June 16 |
| » Lost to Cardinals (34-26), 5-2 | Wrigley Field (20-9) | 34-24 | Lost 5 |
| » W: Kurt Kepshire (3-5) L: Dennis Eckersley (7-4) S: Bill Campbell (3) | Second | 2 out |
| Monday, June 17 |
| » Lost to Mets (33-27), 2-0 | Shea Stadium (0-1) | 34-25 | Lost 6 |
| » W: Ron Darling (6-1) L: Rick Sutcliffe (6-6) | Second | 2 out |
| » Major-league debuts: Darrin Jackson (Cubs) |
| Tuesday, June 18 |
| » Lost to Mets (34-27), 5-1 | Shea Stadium (0-2) | 34-26 | Lost 7 |
| » W: Ed Lynch (4-3) L: Steve Trout (6-3) | Third | 2 out |
| Wednesday, June 19 |
| » Lost to Mets (35-27), 1-0 | Shea Stadium (0-3) | 34-27 | Lost 8 |
| » W: Dwight Gooden (10-3) L: Scott Sanderson (3-2) | Third | 2 out |
| Thursday, June 20 |
| » Lost to Mets (36-27), 5-3 | Shea Stadium (0-4) | 34-28 | Lost 9 |
| » W: Sid Fernandez (2-4) L: Ray Fontenot (1-3) S: Roger McDowell (4) | Third | 2 out |
| Friday, June 21 |
| » Lost to Cardinals (37-27), 7-5 | Busch Stadium II (0-1) | 34-29 | Lost 10 |
| » W: Kurt Kepshire (4-5) L: Dennis Eckersley (7-5) S: Jeff Lahti (5) | Third | 2½ out |
| Saturday, June 22 |
| » Lost to Cardinals (38-27), 2-1 | Busch Stadium II (0-2) | 34-30 | Lost 11 |
| » W: Ken Dayley (1-0) L: Lee Smith (3-2) | Fourth | 3½ out |
| » Major-league debuts: Curt Ford (Cardinals) |
| Sunday, June 23 |
| » Lost to Cardinals (39-27), 7-0 | Busch Stadium II (0-3) | 34-31 | Lost 12 |
| » W: John Tudor (6-7) L: Dick Ruthven (3-6) | Fourth | 4½ out |
| Tuesday, June 25 |
| » Lost to Mets (38-29), 3-2 | Wrigley Field (20-10) | 34-32 | Lost 13 |
| » W: Dwight Gooden (11-3) L: Scott Sanderson (3-3) | Fourth | 5 out |
| Wednesday, June 26 |
| » Defeated Mets (38-30), 7-3 | Wrigley Field (21-10) | 35-32 | |
| » W: Ray Fontenot (2-3) L: Roger McDowell (5-3) S: Lee Smith (16) | Fourth | 4 out |
| Thursday, June 27 |
| » Defeated Mets (38-31), 4-2 | Wrigley Field (22-10) | 36-32 | Won 2 |
| » W: Rick Sutcliffe (7-6) L: Ron Darling (6-2) | Fourth | 4 out |
| Friday, June 28 |
| » Defeated Pirates (23-46), 5-0 | Three Rivers Stadium (3-1) | 37-32 | Won 3 |
| » W: Steve Trout (7-3) L: Jose DeLeon (2-10) | Fourth | 4 out |
| Saturday, June 29 |
| » Lost to Pirates (24-46), 6-5 | Three Rivers Stadium (3-2) | 37-33 | |
| » W: Rick Reuschel (5-1) L: George Frazier (3-2) | Fourth | 4½ out |
| Sunday, June 30 |
| » Defeated Pirates (24-47), 9-2 | Three Rivers Stadium (4-2) | 38-33 | |
| » W: Scott Sanderson (4-3) L: Don Robinson (2-3) | Third | 4½ out |
| Monday, July 1 |
| » Defeated Phillies (32-41), 3-1 | Veteran's Stadium (2-2) | 39-33 | Won 2 |
| » W: Ray Fontenot (3-3) L: John Denny (5-6) S: Lee Smith (17) | Third | 3½ out |
| Tuesday, July 2 |
| » Lost to Phillies (33-41), 11-2 | Veteran's Stadium (2-3) | 39-34 | |
| » W: Shane Rawley (6-6) L: Rick Sutcliffe (7-7) | Third | 4½ out |
| Former Cub Guy Bush dies in Shannon, MS at the age of 84. |
| Wednesday, July 3 |
| » Defeated Phillies (33-42), 4-3 | Veteran's Stadium (3-3) | 40-34 | |
| » W: Lee Smith (4-2) L: Kent Tekulve (4-3) | Third | 4 out |
| Thursday, July 4 |
| » Lost to Giants (29-49), 6-4 | Wrigley Field (22-11) | 40-35 | |
| » W: Scott Garrelts (3-3) L: Steve Trout (7-4) S: Greg Minton (2) | Fourth | 5 out |
| Friday, July 5 |
| » Lost to Giants (30-49), 12-6 | Wrigley Field (22-12) | 40-36 | Lost 2 |
| » W: Vida Blue (5-2) L: Scott Sanderson (4-4) | Fourth | 5 out |
| Saturday, July 6 |
| » Lost to Giants (31-49), 6-4 | Wrigley Field (22-13) | 40-37 | Lost 3 |
| » W: Scott Garrelts (4-3) L: Lee Smith (4-3) S: Mark Davis (5) | Fourth | 5 out |
| Sunday, July 7 |
| » Defeated Giants (31-50), 6-5 | Wrigley Field (23-13) | 41-37 | |
| » W: Warren Brusstar (2-1) L: Mark Davis (3-6) S: Lee Smith (18) | Fourth | 5 out |
| Monday, July 8 |
| » Lost to Padres (48-33), 8-4 | Wrigley Field (23-14) | 41-38 | |
| » W: Tim Stoddard (1-3) L: Lary Sorensen (1-2) | Fourth | 5½ out |
| » Defeated Padres (48-34), 6-3 | Wrigley Field (24-14) | 42-38 | |
| » W: George Frazier (4-2) L: Luis DeLeon (0-3) | Fourth | 5½ out |
| Tuesday, July 9 |
| » Defeated Padres (48-35), 7-3 | Wrigley Field (25-14) | 43-38 | Won 2 |
| » W: Steve Trout (8-4) L: Eric Show (7-6) S: George Frazier (2) | Fourth | 5½ out |
| Wednesday, July 10 |
| » Defeated Padres (48-36), 4-3 | Wrigley Field (26-14) | 44-38 | Won 3 |
| » W: Scott Sanderson (5-4) L: Dave Dravecky (8-5) S: Lee Smith (19) | Fourth | 5½ out |
| Thursday, July 11 |
| » Lost to Dodgers (46-36), 3-1 | Wrigley Field (26-15) | 44-39 | |
| » W: Bob Welch (3-1) L: Ray Fontenot (3-4) S: Ken Howell (9) | Fourth | 6½ out |
| Friday, July 12 |
| » Lost to Dodgers (47-36), 7-4 | Wrigley Field (26-16) | 44-40 | Lost 2 |
| » W: Tom Niedenfuer (4-2) L: Lee Smith (4-4) | Fourth | 6½ out |
| Saturday, July 13 |
| » Lost to Dodgers (48-36), 9-1 | Wrigley Field (26-17) | 44-41 | Lost 3 |
| » W: Fernando Valenzuela (10-8) L: Larry Gura (0-2) | Fourth | 7½ out |
| Sunday, July 14 |
| » Defeated Dodgers (48-37), 10-4 | Wrigley Field (27-17) | 45-41 | |
| » W: George Frazier (5-2) L: Rick Honeycutt (6-8) S: Warren Brusstar (2) | Fourth | 7½ out |
| Thursday, July 18 |
| » Lost to Giants (34-55), 1-0 | Candlestick Park (1-2) | 45-42 | |
| » W: Mike Krukow (6-7) L: George Frazier (5-3) | Fourth | 7½ out |
| Friday, July 19 |
| » Defeated Giants (34-56), 4-3 | Candlestick Park (2-2) | 46-42 | |
| » W: Lary Sorensen (2-2) L: Jim Gott (4-7) S: Lee Smith (20) | Fourth | 6½ out |
| Saturday, July 20 |
| » Defeated Giants (34-57), 2-1 | Candlestick Park (3-2) | 47-42 | Won 2 |
| » W: Dick Ruthven (4-6) L: Atlee Hammaker (3-9) S: Lee Smith (21) | Fourth | 5½ out |
| Sunday, July 21 |
| » Lost to Giants (35-57), 2-1 | Candlestick Park (3-3) | 47-43 | |
| » W: Bill Laskey (3-11) L: Larry Gura (0-3) S: Greg Minton (3) | Fourth | 6½ out |
| Monday, July 22 |
| » Defeated Padres (52-41), 5-3 | San Diego/Jack Murphy Stadium (2-2) | 48-43 | |
| » W: Ron Meridith (1-0) L: Roy Lee Jackson (0-1) S: Lee Smith (22) | Fourth | 6½ out |
| Tuesday, July 23 |
| » Defeated Padres (52-42), 8-1 | San Diego/Jack Murphy Stadium (3-2) | 49-43 | Won 2 |
| » W: Rick Sutcliffe (8-7) L: Andy Hawkins (12-3) | Fourth | 6½ out |
| Wednesday, July 24 |
| » Defeated Padres (52-43), 4-3 | San Diego/Jack Murphy Stadium (4-2) | 50-43 | Won 3 |
| » W: Lee Smith (5-4) L: Tim Stoddard (1-4) S: George Frazier (3) | Fourth | 6½ out |
| Thursday, July 25 |
| » Lost to Dodgers (54-39), 7-3 | Dodger Stadium (2-1) | 50-44 | |
| » W: Fernando Valenzuela (12-8) L: Ray Fontenot (3-5) S: Ken Howell (10) | Fourth | 7½ out |
| Friday, July 26 |
| » Lost to Dodgers (55-39), 10-0 | Dodger Stadium (2-2) | 50-45 | Lost 2 |
| » W: Jerry Reuss (8-6) L: Dick Ruthven (4-7) | Fourth | 8½ out |
| Saturday, July 27 |
| » Lost to Dodgers (56-39), 5-4 | Dodger Stadium (2-3) | 50-46 | Lost 3 |
| » W: Orel Hershiser (11-3) L: George Frazier (5-4) S: Ken Howell (11) | Fourth | 8½ out |
| Sunday, July 28 |
| » Defeated Dodgers (56-40), 9-2 | Dodger Stadium (3-3) | 51-46 | |
| » W: Lary Sorensen (3-2) L: Dennis Powell (0-1) S: Warren Brusstar (3) | Fourth | 8½ out |
| Tuesday, July 30 |
| » Lost to Cardinals (60-37), 11-3 | Wrigley Field (27-18) | 51-47 | |
| » W: Kurt Kepshire (8-6) L: Steve Engel (0-1) | Fourth | 9½ out |
| Wednesday, July 31 |
| » Defeated Cardinals (60-38), 5-2 | Wrigley Field (28-18) | 52-47 | |
| » W: Ray Fontenot (4-5) L: Joaquin Andujar (17-5) S: Lee Smith (23) | Fourth | 8½ out |
| Thursday, August 1 |
| » Defeated Cardinals (60-39), 9-8 | Wrigley Field (29-18) | 53-47 | Won 2 |
| » W: George Frazier (6-4) L: Ken Dayley (3-1) | Fourth | 7½ out |
| Friday, August 2 |
| » Defeated Mets (59-42), 2-1 | Wrigley Field (30-18) | 54-47 | Won 3 |
| » W: Dennis Eckersley (8-5) L: Terry Leach (1-1) S: Warren Brusstar (4) | Fourth | 7½ out |
| Saturday, August 3 |
| » Lost to Mets (60-42), 5-4 | Wrigley Field (30-19) | 54-48 | |
| » W: Jesse Orosco (3-4) L: George Frazier (6-5) S: Roger McDowell (9) | Fourth | 7½ out |
| Sunday, August 4 |
| » Lost to Mets (61-42), 4-1 | Wrigley Field (30-20) | 54-49 | Lost 2 |
| » W: Dwight Gooden (17-3) L: Ray Fontenot (4-6) | Fourth | 7½ out |
| Monday, August 5 |
| » Lost to Mets (62-42), 7-2 | Wrigley Field (30-21) | 54-50 | Lost 3 |
| » W: Ed Lynch (9-5) L: Derek Botelho (0-1) | Fourth | 8 out |
| Thursday, August 8 |
| » Lost to Cardinals (62-42), 8-0 | Busch Stadium II (0-4) | 54-51 | Lost 4 |
| » W: John Tudor (14-8) L: Scott Sanderson (5-5) | Fourth | 9 out |
| Friday, August 9 |
| » Lost to Mets (64-42), 6-4 | Shea Stadium (0-5) | 54-52 | Lost 5 |
| » W: Roger McDowell (6-4) L: Warren Brusstar (2-2) | Fourth | 10 out |
| Saturday, August 10 |
| » Lost to Mets (65-42), 8-3 | Shea Stadium (0-6) | 54-53 | Lost 6 |
| » W: Dwight Gooden (18-3) L: Ray Fontenot (4-7) | Third | 11 out |
| Sunday, August 11 |
| » Lost to Mets (66-42), 6-2 | Shea Stadium (0-7) | 54-54 | Lost 7 |
| » W: Ed Lynch (10-5) L: Derek Botelho (0-2) | Fourth | 12 out |
| Monday, August 12 |
| » Defeated Expos (62-49), 8-7 | Wrigley Field (31-21) | 55-54 | |
| » W: Dave Gumpert (1-0) L: Jeff Reardon (2-5) S: Lee Smith (24) | Fourth | 12 out |
| Tuesday, August 13 |
| » Lost to Expos (63-49), 4-1 | Wrigley Field (31-22) | 55-55 | |
| » W: Joe Hesketh (10-5) L: Scott Sanderson (5-6) S: Jeff Reardon (30) | Fourth | 13 out |
| Wednesday, August 14 |
| » Lost to Expos (64-49), 8-7 | Wrigley Field (31-23) | 55-56 | Lost 2 |
| » W: Bryn Smith (14-4) L: Lary Sorensen (3-3) S: Tim Burke (5) | Fourth | 13 out |
| Thursday, August 15 |
| » Lost to Expos (65-49), 7-3 | Wrigley Field (31-24) | 55-57 | Lost 3 |
| » W: Bill Gullickson (11-8) L: Steve Engel (0-2) | Third | 14 out |
| Friday, August 16 |
| » Defeated Phillies (52-62), 6-5 | Wrigley Field (32-24) | 56-57 | |
| » W: Lee Smith (6-4) L: Kent Tekulve (4-8) | Fourth | 14 out |
| Former Cub Dick Drott dies in Glendale Heights, IL at the age of 50. |
| Saturday, August 17 |
| » Lost to Phillies (53-62), 10-4 | Wrigley Field (32-25) | 56-58 | |
| » W: John Denny (8-9) L: Lary Sorensen (3-4) | Third | 14 out |
| Sunday, August 18 |
| » Lost to Phillies (54-62), 9-5 | Wrigley Field (32-26) | 56-59 | Lost 2 |
| » W: Charles Hudson (6-11) L: Jay Baller (0-1) S: Kent Tekulve (13) | Third | 14 out |
| Tuesday, August 20 |
| » Defeated Braves (50-66), 5-2 | Atlanta-Fulton County Stadium (2-2) | 57-59 | |
| » W: Ray Fontenot (5-7) L: Bruce Sutter (7-6) S: Lee Smith (25) | Fourth | 14½ out |
| Wednesday, August 21 |
| » Defeated Braves (50-67), 9-5 | Atlanta-Fulton County Stadium (3-2) | 58-59 | Won 2 |
| » W: Warren Brusstar (3-2) L: Gene Garber (3-4) S: Lee Smith (26) | Fourth | 13½ out |
| Thursday, August 22 |
| » Defeated Braves (50-68), 3-2 | Atlanta-Fulton County Stadium (4-2) | 59-59 | Won 3 |
| » W: Ron Meridith (2-0) L: Rick Camp (2-6) S: Lee Smith (27) | Fourth | 13½ out |
| Friday, August 23 |
| » Lost to Reds (63-56), 3-2 | Riverfront Stadium (1-3) | 59-60 | |
| » W: John Franco (11-1) L: Lary Sorensen (3-5) | Fourth | 14 out |
| Saturday, August 24 |
| » Defeated Reds (63-57), 4-0 | Riverfront Stadium (2-3) | 60-60 | |
| » W: George Frazier (7-5) L: Mario Soto (10-15) S: Lee Smith (28) | Fourth | 14 out |
| Sunday, August 25 |
| » Lost to Reds (64-57), 5-3 | Riverfront Stadium (2-4) | 60-61 | |
| » W: Tom Browning (13-9) L: Warren Brusstar (3-3) S: John Franco (7) | Fourth | 15 out |
| Monday, August 26 |
| » Defeated Astros (56-67), 10-4 | Astrodome (3-1) | 61-61 | |
| » W: Steve Engel (1-2) L: Bob Knepper (10-10) | Fourth | 15 out |
| » Major-league debuts: Eric Bullock (Astros) |
| Tuesday, August 27 |
| » Lost to Astros (57-67), 11-4 | Astrodome (3-2) | 61-62 | |
| » W: Dave Smith (7-5) L: Ron Meridith (2-1) | Fourth | 16 out |
| Wednesday, August 28 |
| » Lost to Astros (58-67), 3-0 | Astrodome (3-3) | 61-63 | Lost 2 |
| » W: Nolan Ryan (9-11) L: Jay Baller (0-2) S: Jeff Heathcock (1) | Fourth | 16 out |
| Thursday, August 29 |
| » Lost to Braves (54-71), 9-6 | Wrigley Field (32-27) | 61-64 | Lost 3 |
| » W: Rick Mahler (17-12) L: Lary Sorensen (3-6) S: Rick Camp (2) | Fourth | 16½ out |
| Friday, August 30 |
| » Lost to Braves (55-71), 8-1 | Wrigley Field (32-28) | 61-65 | Lost 4 |
| » W: Joe Johnson (2-0) L: Ray Fontenot (5-8) | Fourth | 16½ out |
| Saturday, August 31 |
| » Defeated Braves (55-72), 5-4 | Wrigley Field (33-28) | 62-65 | |
| » W: Warren Brusstar (4-3) L: Gene Garber (5-5) | Fourth | 15½ out |
| Sunday, September 1 |
| » Defeated Braves (55-73), 15-2 | Wrigley Field (34-28) | 63-65 | Won 2 |
| » W: Derek Botelho (1-2) L: Len Barker (2-7) | Fourth | 15½ out |
| Monday, September 2 |
| » Lost to Astros (61-68), 7-2 | Wrigley Field (34-29) | 63-66 | |
| » W: Bill Dawley (3-2) L: Jay Baller (0-3) | Fourth | 15½ out |
| Tuesday, September 3 |
| » Lost to Astros (62-68), 8-7 | Wrigley Field (34-30) | 63-67 | Lost 2 |
| » W: Dave Smith (8-5) L: George Frazier (7-6) | Fifth | 16½ out |
| Wednesday, September 4 |
| » Lost to Astros (63-68), 11-6 | Wrigley Field (34-31) | 63-68 | Lost 3 |
| » W: Mike Scott (15-7) L: Ron Meridith (2-2) | Fifth | 17½ out |
| Thursday, September 5 |
| » Lost to Cardinals (81-50), 6-1 | Busch Stadium II (0-5) | 63-69 | Lost 4 |
| » W: Danny Cox (15-8) L: Steve Engel (1-3) | Fifth | 18½ out |
| Friday, September 6 |
| » Lost to Reds (70-62), 7-5 | Wrigley Field (34-32) | 63-70 | Lost 5 |
| » W: Mario Soto (12-15) L: Derek Botelho (1-3) | Fifth | 19½ out |
| Saturday, September 7 |
| » Defeated Reds (70-63), 9-7 | Wrigley Field (35-32) | 64-70 | |
| » W: Jay Baller (1-3) L: John Franco (11-2) | Fifth | 18½ out |
| Sunday, September 8 |
| » Tied Reds, 5-5 | Wrigley Field (35-32) | 64-70 | |
| » Starters: Jay Tibbs vs Reggie Patterson | Fifth | 18 out |
| Monday, September 9 |
| » Defeated Cardinals (82-53), 3-1 | Busch Stadium II (1-5) | 65-70 | Won 2 |
| » W: Ray Fontenot (6-8) L: Kurt Kepshire (10-9) S: Ron Meridith (1) | Fourth | 17 out |
| Tuesday, September 10 |
| » Lost to Pirates (44-90), 2-1 | Three Rivers Stadium (4-3) | 65-71 | |
| » W: Rick Reuschel (12-7) L: Steve Engel (1-4) | Fifth | 18 out |
| Wednesday, September 11 |
| » Defeated Pirates (44-91), 3-1 | Three Rivers Stadium (5-3) | 66-71 | |
| » W: Ron Meridith (3-2) L: Jose DeLeon (2-17) S: Jay Baller (1) | Fourth | 17 out |
| Thursday, September 12 |
| » Lost to Pirates (45-91), 10-2 | Three Rivers Stadium (5-4) | 66-72 | |
| » W: Rick Rhoden (9-13) L: Dennis Eckersley (8-6) S: Don Robinson (3) | Fifth | 18 out |
| Friday, September 13 |
| » Lost to Cardinals (84-55), 9-3 | Wrigley Field (35-33) | 66-73 | Lost 2 |
| » W: Bob Forsch (7-6) L: Steve Trout (8-5) S: Todd Worrell (1) | Fifth | 18½ out |
| Saturday, September 14 |
| » Lost to Cardinals (85-55), 5-4 | Wrigley Field (35-34) | 66-74 | Lost 3 |
| » W: Bill Campbell (5-3) L: Lary Sorensen (3-7) S: Jeff Lahti (17) | Fifth | 19 out |
| Sunday, September 15 |
| » Lost to Cardinals (86-55), 5-1 | Wrigley Field (35-35) | 66-75 | Lost 4 |
| » W: Danny Cox (16-9) L: Steve Engel (1-5) | Fifth | 20 out |
| Monday, September 16 |
| » Lost to Expos (77-66), 8-5 | Stade Olympique (3-5) | 66-76 | Lost 5 |
| » W: Tim Burke (9-3) L: George Frazier (7-7) | Fifth | 21½ out |
| Tuesday, September 17 |
| » Defeated Expos (77-67), 3-0 | Stade Olympique (4-5) | 67-76 | |
| » W: Dennis Eckersley (9-6) L: Floyd Youmans (3-3) S: Lee Smith (29) | Fifth | 21½ out |
| Wednesday, September 18 |
| » Lost to Mets (88-57), 4-2 | Shea Stadium (0-8) | 67-77 | |
| » W: Rick Aguilera (8-6) L: Steve Trout (8-6) S: Roger McDowell (15) | Fifth | 22½ out |
| Thursday, September 19 |
| » Lost to Mets (89-57), 5-1 | Shea Stadium (0-9) | 67-78 | Lost 2 |
| » W: Sid Fernandez (7-9) L: Ray Fontenot (6-9) | Fifth | 22½ out |
| Friday, September 20 |
| » Defeated Phillies (71-74), 3-1 | Veteran's Stadium (4-3) | 68-78 | |
| » W: Reggie Patterson (1-0) L: Charles Hudson (7-12) S: Lee Smith (30) | Fifth | 22½ out |
| Saturday, September 21 |
| » Defeated Phillies (71-75), 9-2 | Veteran's Stadium (5-3) | 69-78 | Won 2 |
| » W: Johnny Abrego (1-0) L: Kevin Gross (14-11) | Fifth | 22½ out |
| Sunday, September 22 |
| » Defeated Phillies (71-76), 9-2 | Veteran's Stadium (6-3) | 70-78 | Won 3 |
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