| Thursday, January 8 |
| Former Cub Frank Hiller dies in West Chester, PA at the age of 67. |
| Monday, February 9 |
| Former Cub Larry French dies in San Diego, CA at the age of 80. |
| Monday, March 9 |
| Former Cub Zeke Bonura dies in New Orleans, LA at the age of 79. |
| Monday, April 6 |
| » Major-league debuts: Mike Sharperson (Blue Jays) |
| Tuesday, April 7 |
| » Lost to Cardinals (1-0), 9-3 | Wrigley Field (0-1) | 0-1 | |
| » W: John Tudor (1-0) L: Rick Sutcliffe (0-1) S: Bill Dawley (1) | Second | 1 out |
| » Major-league debuts: Les Lancaster (Cubs) |
| Thursday, April 9 |
| » Lost to Cardinals (2-0), 4-2 | Wrigley Field (0-2) | 0-2 | Lost 2 |
| » W: Danny Cox (1-0) L: Steve Trout (0-1) S: Todd Worrell (1) | Second | 2 out |
| Friday, April 10 |
| » Defeated Phillies (0-3), 4-3 | Veteran's Stadium (1-0) | 1-2 | |
| » W: Ed Lynch (1-0) L: Kevin Gross (0-1) S: Dickie Noles (1) | Third | 2 out |
| Saturday, April 11 |
| » Defeated Phillies (0-4), 9-1 | Veteran's Stadium (2-0) | 2-2 | Won 2 |
| » W: Rick Sutcliffe (1-1) L: Joe Cowley (0-1) | Second | 1 out |
| Sunday, April 12 |
| » Lost to Phillies (1-4), 9-8 | Veteran's Stadium (2-1) | 2-3 | |
| » W: Steve Bedrosian (1-0) L: Lee Smith (0-1) | Second | 1 out |
| Monday, April 13 |
| » Defeated Phillies (1-5), 5-2 | Veteran's Stadium (3-1) | 3-3 | |
| » W: Jamie Moyer (1-0) L: Don Carman (0-1) S: Lee Smith (1) | Third | 1 out |
| Tuesday, April 14 |
| » Major-league debuts: Al Pedrique (Mets) |
| Wednesday, April 15 |
| » Lost to Pirates (3-4), 3-1 | Wrigley Field (0-3) | 3-4 | |
| » W: Don Robinson (2-0) L: Dickie Noles (0-1) | Third | 2 out |
| Thursday, April 16 |
| » Lost to Pirates (4-4), 6-0 | Wrigley Field (0-4) | 3-5 | Lost 2 |
| » W: Bob Kipper (1-1) L: Ed Lynch (1-1) | Third | 3 out |
| Friday, April 17 |
| » Defeated Expos (2-6), 7-0 | Wrigley Field (1-4) | 4-5 | |
| » W: Rick Sutcliffe (2-1) L: Floyd Youmans (0-2) | Third | 2 out |
| Saturday, April 18 |
| » Lost to Expos (3-6), 4-2 | Wrigley Field (1-5) | 4-6 | |
| » W: Bob Sebra (1-1) L: Greg Maddux (0-1) S: Randy St. Claire (2) | Second | 2 out |
| Sunday, April 19 |
| » Lost to Expos (4-6), 3-1 | Wrigley Field (1-6) | 4-7 | Lost 2 |
| » W: Lary Sorensen (1-0) L: Jamie Moyer (1-1) S: Andy McGaffigan (1) | Fifth | 3 out |
| Tuesday, April 21 |
| » Defeated Cardinals (7-5), 5-4 | Busch Stadium II (1-0) | 5-7 | |
| » W: Dickie Noles (1-1) L: Bill Dawley (0-1) S: Lee Smith (2) | Fourth | 2 out |
| Wednesday, April 22 |
| » Defeated Cardinals (7-6), 5-4 | Busch Stadium II (2-0) | 6-7 | Won 2 |
| » W: Rick Sutcliffe (3-1) L: Bill Dawley (0-2) S: Lee Smith (3) | Third | 1½ out |
| Thursday, April 23 |
| » Lost to Cardinals (8-6), 5-2 | Busch Stadium II (2-1) | 6-8 | |
| » W: Danny Cox (3-0) L: Greg Maddux (0-2) | Third | 2 out |
| Friday, April 24 |
| » Defeated Expos (6-8), 6-4 | Stade Olympique (1-0) | 7-8 | |
| » W: Jamie Moyer (2-1) L: Bob Sebra (1-2) S: Lee Smith (4) | Third | 2 out |
| Saturday, April 25 |
| » Defeated Expos (6-9), 9-4 | Stade Olympique (2-0) | 8-8 | Won 2 |
| » W: Scott Sanderson (1-0) L: Jay Tibbs (1-3) | Second | 1 out |
| Sunday, April 26 |
| » Defeated Expos (6-10), 7-1 | Stade Olympique (3-0) | 9-8 | Won 3 |
| » W: Steve Trout (1-1) L: Lary Sorensen (1-1) | Second | 1 out |
| Tuesday, April 28 |
| » Lost to Giants (15-6), 6-2 | Wrigley Field (1-7) | 9-9 | |
| » W: Mike Krukow (1-3) L: Rick Sutcliffe (3-2) | Second | 1 out |
| Wednesday, April 29 |
| » Defeated Giants (15-7), 8-4 | Wrigley Field (2-7) | 10-9 | |
| » W: Greg Maddux (1-2) L: Roger Mason (1-1) S: Ed Lynch (1) | Second | 1 out |
| Thursday, April 30 |
| » Lost to Giants (16-7), 5-4 | Wrigley Field (2-8) | 10-10 | |
| » W: Scott Garrelts (3-2) L: Lee Smith (0-2) S: Greg Minton (1) | Third | 2 out |
| Friday, May 1 |
| » Defeated Padres (6-18), 7-5 | Wrigley Field (3-8) | 11-10 | |
| » W: Frank DiPino (1-0) L: Lance McCullers (2-3) S: Lee Smith (5) | Third | 2 out |
| Saturday, May 2 |
| » Defeated Padres (6-19), 7-3 | Wrigley Field (4-8) | 12-10 | Won 2 |
| » W: Steve Trout (2-1) L: Ed Whitson (3-3) S: Ed Lynch (2) | Second | 1 out |
| Sunday, May 3 |
| » Defeated Padres (6-20), 4-2 | Wrigley Field (5-8) | 13-10 | Won 3 |
| » W: Rick Sutcliffe (4-2) L: Andy Hawkins (0-3) S: Lee Smith (6) | Second | ½ out |
| Monday, May 4 |
| » Defeated Dodgers (13-13), 5-4 | Wrigley Field (6-8) | 14-10 | Won 4 |
| » W: Dickie Noles (2-1) L: Ken Howell (2-1) | First | -- |
| Tuesday, May 5 |
| » Lost to Dodgers (14-13), 3-1 | Wrigley Field (6-9) | 14-11 | |
| » W: Bob Welch (4-1) L: Jamie Moyer (2-2) | First | -- |
| Wednesday, May 6 |
| » Defeated Giants (18-10), 9-4 | Candlestick Park (1-0) | 15-11 | |
| » W: Scott Sanderson (2-0) L: Mark Davis (3-2) S: Lee Smith (7) | First | -- |
| Thursday, May 7 |
| » Lost to Giants (19-10), 11-1 | Candlestick Park (1-1) | 15-12 | |
| » W: Mike LaCoss (3-1) L: Ed Lynch (1-2) S: Jeff Robinson (6) | Second | ½ out |
| Friday, May 8 |
| » Defeated Padres (7-24), 6-3 | San Diego/Jack Murphy Stadium (1-0) | 16-12 | |
| » W: Rick Sutcliffe (5-2) L: Storm Davis (1-5) S: Lee Smith (8) | Second | ½ out |
| Saturday, May 9 |
| » Defeated Padres (7-25), 5-2 | San Diego/Jack Murphy Stadium (2-0) | 17-12 | Won 2 |
| » W: Greg Maddux (2-2) L: Eric Show (1-3) S: Lee Smith (9) | First | -- |
| Sunday, May 10 |
| » Lost to Padres (8-25), 14-2 | San Diego/Jack Murphy Stadium (2-1) | 17-13 | |
| » W: Ed Whitson (4-4) L: Jamie Moyer (2-3) S: Greg Booker (1) | First | -- |
| Monday, May 11 |
| » Defeated Dodgers (18-15), 6-3 | Dodger Stadium (1-0) | 18-13 | |
| » W: Scott Sanderson (3-0) L: Orel Hershiser (3-4) S: Lee Smith (10) | First | -- |
| Tuesday, May 12 |
| » Lost to Dodgers (19-15), 7-0 | Dodger Stadium (1-1) | 18-14 | |
| » W: Rick Honeycutt (2-1) L: Ed Lynch (1-3) | Second | 1 out |
| Wednesday, May 13 |
| » Defeated Dodgers (19-16), 5-0 | Dodger Stadium (2-1) | 19-14 | |
| » W: Rick Sutcliffe (6-2) L: Alejandro Pena (0-3) | Second | 1 out |
| Friday, May 15 |
| » Defeated Astros (19-15), 3-1 | Astrodome (1-0) | 20-14 | Won 2 |
| » W: Greg Maddux (3-2) L: Danny Darwin (2-3) S: Lee Smith (11) | Second | 1 out |
| Saturday, May 16 |
| » Defeated Astros (19-16), 2-1 | Astrodome (2-0) | 21-14 | Won 3 |
| » W: Jamie Moyer (3-3) L: Nolan Ryan (2-3) S: Frank DiPino (1) | Second | 1 out |
| Sunday, May 17 |
| » Defeated Astros (19-17), 6-4 | Astrodome (3-0) | 22-14 | Won 4 |
| » W: Mike Mason (1-2) L: Bob Knepper (2-3) S: Lee Smith (12) | Second | 1 out |
| Tuesday, May 19 |
| » Defeated Reds (22-16), 9-2 | Wrigley Field (7-9) | 23-14 | Won 5 |
| » W: Rick Sutcliffe (7-2) L: Tom Browning (4-5) S: Ed Lynch (3) | First | -- |
| Wednesday, May 20 |
| » Lost to Reds (23-16), 6-2 | Wrigley Field (7-10) | 23-15 | |
| » W: Bill Gullickson (5-2) L: Greg Maddux (3-3) | Second | 1 out |
| Thursday, May 21 |
| » Defeated Reds (23-17), 8-7 | Wrigley Field (8-10) | 24-15 | |
| » W: Lee Smith (1-2) L: John Franco (1-1) | Second | 1 out |
| Friday, May 22 |
| » Lost to Braves (21-20), 9-5 | Wrigley Field (8-11) | 24-16 | |
| » W: David Palmer (4-4) L: Scott Sanderson (3-1) S: Jim Acker (4) | Second | 1 out |
| Saturday, May 23 |
| » Defeated Braves (21-21), 7-6 | Wrigley Field (9-11) | 25-16 | |
| » W: Jamie Moyer (4-3) L: Jim Acker (0-3) | Second | 1 out |
| Sunday, May 24 |
| » Defeated Braves (21-22), 3-2 | Wrigley Field (10-11) | 26-16 | Won 2 |
| » W: Dickie Noles (3-1) L: Jeff Dedmon (2-1) | Second | 1 out |
| Monday, May 25 |
| » Lost to Reds (24-20), 5-4 | Riverfront Stadium (0-1) | 26-17 | |
| » W: Bill Gullickson (6-2) L: Greg Maddux (3-4) S: John Franco (8) | Second | 1 out |
| Tuesday, May 26 |
| » Lost to Reds (25-20), 3-2 | Riverfront Stadium (0-2) | 26-18 | Lost 2 |
| » W: John Franco (2-1) L: Lee Smith (1-3) | Second | 1 out |
| Wednesday, May 27 |
| » Defeated Reds (25-21), 4-1 | Riverfront Stadium (1-2) | 27-18 | |
| » W: Jamie Moyer (5-3) L: Jerry Reuss (0-3) S: Lee Smith (13) | Second | 1½ out |
| Friday, May 29 |
| » Lost to Braves (24-23), 6-5 | Atlanta-Fulton County Stadium (0-1) | 27-19 | |
| » W: Gene Garber (6-3) L: Ed Lynch (1-4) | Second | 2 out |
| Saturday, May 30 |
| » Defeated Braves (24-24), 11-6 | Atlanta-Fulton County Stadium (1-1) | 28-19 | |
| » W: Greg Maddux (4-4) L: Zane Smith (5-3) S: Dickie Noles (2) | Second | 2 out |
| Sunday, May 31 |
| » Lost to Braves (25-24), 2-1 | Atlanta-Fulton County Stadium (1-2) | 28-20 | |
| » W: Gene Garber (7-3) L: Ed Lynch (1-5) | Second | 2 out |
| Monday, June 1 |
| » Lost to Astros (25-24), 6-5 | Wrigley Field (10-12) | 28-21 | Lost 2 |
| » W: Larry Andersen (4-2) L: Frank DiPino (1-1) S: Dave Smith (9) | Second | 3 out |
| » Major-league debuts: Paul Noce (Cubs) |
| Tuesday, June 2 |
| » Defeated Astros (25-25), 13-2 | Wrigley Field (11-12) | 29-21 | |
| » W: Mike Mason (2-2) L: Nolan Ryan (2-5) | Second | 2 out |
| Wednesday, June 3 |
| » Defeated Astros (25-26), 22-7 | Wrigley Field (12-12) | 30-21 | Won 2 |
| » W: Rick Sutcliffe (8-2) L: Bob Knepper (2-6) | Second | 1 out |
| Thursday, June 4 |
| » Lost to Cardinals (31-19), 3-1 | Wrigley Field (12-13) | 30-22 | |
| » W: Danny Cox (6-2) L: Greg Maddux (4-5) S: Todd Worrell (12) | Second | 2 out |
| Friday, June 5 |
| » Lost to Cardinals (32-19), 5-1 | Wrigley Field (12-14) | 30-23 | Lost 2 |
| » W: Greg Mathews (3-4) L: Scott Sanderson (3-2) | Second | 3 out |
| Saturday, June 6 |
| » Defeated Cardinals (32-20), 6-5 | Wrigley Field (13-14) | 31-23 | |
| » W: Jamie Moyer (6-3) L: Bob Forsch (4-2) S: Lee Smith (14) | Second | 2 out |
| Sunday, June 7 |
| » Lost to Cardinals (33-20), 13-9 | Wrigley Field (13-15) | 31-24 | |
| » W: Bill Dawley (2-4) L: Mike Mason (2-3) S: Todd Worrell (13) | Second | 3 out |
| Monday, June 8 |
| » Defeated Mets (28-27), 4-2 | Wrigley Field (14-15) | 32-24 | |
| » W: Lee Smith (2-3) L: Doug Sisk (1-1) | Second | 3 out |
| Tuesday, June 9 |
| » Defeated Mets (28-28), 6-5 | Wrigley Field (15-15) | 33-24 | Won 2 |
| » W: Dickie Noles (4-1) L: Randy Myers (0-2) S: Lee Smith (15) | Second | 2 out |
| Wednesday, June 10 |
| » Lost to Mets (29-28), 13-2 | Wrigley Field (15-16) | 33-25 | |
| » W: Dwight Gooden (2-0) L: Scott Sanderson (3-3) | Second | 3 out |
| Friday, June 12 |
| » Lost to Cardinals (36-21), 4-1 | Busch Stadium II (2-2) | 33-26 | Lost 2 |
| » W: Bob Forsch (5-2) L: Jamie Moyer (6-4) S: Todd Worrell (15) | Second | 4 out |
| Saturday, June 13 |
| » Lost to Cardinals (37-21), 9-2 | Busch Stadium II (2-3) | 33-27 | Lost 3 |
| » W: Lee Tunnell (3-1) L: Rick Sutcliffe (8-3) | Second | 5 out |
| Sunday, June 14 |
| » Lost to Cardinals (38-21), 3-2 | Busch Stadium II (2-4) | 33-28 | Lost 4 |
| » W: Danny Cox (7-3) L: Scott Sanderson (3-4) S: Todd Worrell (16) | Second | 6 out |
| Monday, June 15 |
| » Lost to Phillies (29-30), 3-2 | Wrigley Field (15-17) | 33-29 | Lost 5 |
| » W: Kent Tekulve (2-2) L: Lee Smith (2-4) S: Steve Bedrosian (16) | Third | 6 out |
| Tuesday, June 16 |
| » Defeated Phillies (29-31), 7-2 | Wrigley Field (16-17) | 34-29 | |
| » W: Steve Trout (3-1) L: Kevin Gross (4-6) S: Lee Smith (16) | Second | 6 out |
| » Major-league debuts: Mike Brumley (Cubs) |
| Wednesday, June 17 |
| » Defeated Phillies (29-32), 5-3 | Wrigley Field (17-17) | 35-29 | Won 2 |
| » W: Jamie Moyer (7-4) L: Shane Rawley (7-4) S: Lee Smith (17) | Second | 5 out |
| Thursday, June 18 |
| » Defeated Phillies (29-33), 9-7 | Wrigley Field (18-17) | 36-29 | Won 3 |
| » W: Rick Sutcliffe (9-3) L: Michael Jackson (1-5) S: Lee Smith (18) | Second | 5 out |
| Friday, June 19 |
| » Lost to Pirates (29-35), 4-0 | Wrigley Field (18-18) | 36-30 | |
| » W: Brian Fisher (3-4) L: Dickie Noles (4-2) | Second | 5 out |
| Saturday, June 20 |
| » Lost to Pirates (30-35), 8-2 | Wrigley Field (18-19) | 36-31 | Lost 2 |
| » W: Mike Dunne (3-1) L: Greg Maddux (4-6) | Third | 5 out |
| Sunday, June 21 |
| » Defeated Pirates (30-36), 6-3 | Wrigley Field (19-19) | 37-31 | |
| » W: Steve Trout (4-1) L: Doug Drabek (1-6) S: Lee Smith (19) | Second | 5 out |
| Monday, June 22 |
| » Defeated Pirates (30-37), 3-2 | Wrigley Field (20-19) | 38-31 | Won 2 |
| » W: Jamie Moyer (8-4) L: Rick Reuschel (5-4) | Second | 4½ out |
| Tuesday, June 23 |
| » Defeated Mets (36-32), 4-1 | Shea Stadium (1-0) | 39-31 | Won 3 |
| » W: Rick Sutcliffe (10-3) L: Ron Darling (2-5) S: Lee Smith (20) | Second | 3½ out |
| Wednesday, June 24 |
| » Lost to Mets (37-32), 2-1 | Shea Stadium (1-1) | 39-32 | |
| » W: Roger McDowell (4-2) L: Lee Smith (2-5) | Second | 4½ out |
| Thursday, June 25 |
| » Lost to Mets (38-32), 8-2 | Shea Stadium (1-2) | 39-33 | Lost 2 |
| » W: Dwight Gooden (4-1) L: Steve Trout (4-2) | Third | 5½ out |
| Friday, June 26 |
| » Lost to Pirates (32-39), 5-2 | Three Rivers Stadium (0-1) | 39-34 | Lost 3 |
| » W: Barry Jones (1-1) L: Greg Maddux (4-7) S: Don Robinson (10) | Fourth | 5½ out |
| Saturday, June 27 |
| » Lost to Pirates (33-39), 7-0 | Three Rivers Stadium (0-2) | 39-35 | Lost 4 |
| » W: Rick Reuschel (6-4) L: Jamie Moyer (8-5) | Third | 6½ out |
| Sunday, June 28 |
| » Lost to Pirates (34-39), 6-2 | Three Rivers Stadium (0-3) | 39-36 | Lost 5 |
| » W: Barry Jones (2-1) L: Rick Sutcliffe (10-4) | Third | 7½ out |
| Monday, June 29 |
| » Defeated Expos (39-35), 9-5 | Stade Olympique (4-0) | 40-36 | |
| » W: Les Lancaster (1-0) L: Lary Sorensen (3-4) S: Ed Lynch (4) | Third | 7½ out |
| Tuesday, June 30 |
| » Lost to Expos (40-35), 5-4 | Stade Olympique (4-1) | 40-37 | |
| » W: Dennis Martinez (3-0) L: Steve Trout (4-3) S: Jeff Parrett (2) | Third | 7½ out |
| Wednesday, July 1 |
| » Defeated Expos (40-36), 1-0 | Stade Olympique (5-1) | 41-37 | |
| » W: Greg Maddux (5-7) L: Bob Sebra (4-9) | Third | 6½ out |
| Friday, July 3 |
| » Lost to Giants (39-39), 3-1 | Wrigley Field (20-20) | 41-38 | |
| » W: Kelly Downs (7-4) L: Jamie Moyer (8-6) S: Jeff Robinson (9) | Fourth | 7½ out |
| Saturday, July 4 |
| » Defeated Giants (39-40), 5-3 | Wrigley Field (21-20) | 42-38 | |
| » W: Rick Sutcliffe (11-4) L: Atlee Hammaker (4-6) S: Lee Smith (21) | Fourth | 7½ out |
| Sunday, July 5 |
| » Lost to Giants (40-40), 7-5 | Wrigley Field (21-21) | 42-39 | |
| » W: Joe Price (1-0) L: Ed Lynch (1-6) S: Scott Garrelts (10) | Fourth | 8½ out |
| Monday, July 6 |
| » Defeated Padres (29-54), 7-0 | Wrigley Field (22-21) | 43-39 | |
| » W: Steve Trout (5-3) L: Mark Grant (1-3) | Third | 8 out |
| Tuesday, July 7 |
| » Defeated Padres (29-55), 7-5 | Wrigley Field (23-21) | 44-39 | Won 2 |
| » W: Scott Sanderson (4-4) L: Eric Show (4-10) S: Lee Smith (22) | Fourth | 8½ out |
| Wednesday, July 8 |
| » Defeated Padres (29-56), 12-8 | Wrigley Field (24-21) | 45-39 | Won 3 |
| » W: Les Lancaster (2-0) L: Lance McCullers (4-6) | Third | 9 out |
| Friday, July 10 |
| » Defeated Dodgers (37-48), 12-5 | Wrigley Field (25-21) | 46-39 | Won 4 |
| » W: Rick Sutcliffe (12-4) L: Rick Honeycutt (2-9) S: Scott Sanderson (1) | Second | 9½ out |
| Saturday, July 11 |
| » Lost to Dodgers (38-48), 5-4 | Wrigley Field (25-22) | 46-40 | |
| » W: Matt Young (4-5) L: Lee Smith (2-6) | Third | 9 out |
| » Defeated Dodgers (38-49), 7-0 | Wrigley Field (26-22) | 47-40 | |
| » W: Steve Trout (6-3) L: Tim Leary (1-5) | Third | 9 out |
| Sunday, July 12 |
| » Lost to Dodgers (39-49), 12-0 | Wrigley Field (26-23) | 47-41 | |
| » W: Bob Welch (9-5) L: Les Lancaster (2-1) | Fourth | 10 out |
| Thursday, July 16 |
| » Defeated Giants (44-45), 4-1 | Candlestick Park (2-1) | 48-41 | |
| » W: Jamie Moyer (9-6) L: Dave Dravecky (4-8) S: Scott Sanderson (2) | Fourth | 9 out |
| Friday, July 17 |
| » Defeated Giants (44-46), 5-1 | Candlestick Park (3-1) | 49-41 | Won 2 |
| » W: Rick Sutcliffe (13-4) L: Kelly Downs (8-5) S: Lee Smith (23) | Third | 9 out |
| » Major-league debuts: Mackey Sasser (Giants) |
| Saturday, July 18 |
| » Lost to Giants (45-46), 9-2 | Candlestick Park (3-2) | 49-42 | |
| » W: Atlee Hammaker (5-7) L: Greg Maddux (5-8) | Third | 9 out |
| Sunday, July 19 |
| » Lost to Giants (46-46), 4-3 | Candlestick Park (3-3) | 49-43 | Lost 2 |
| » W: Scott Garrelts (7-6) L: Scott Sanderson (4-5) | Fourth | 10 out |
| Monday, July 20 |
| » Lost to Padres (33-60), 7-4 | San Diego/Jack Murphy Stadium (2-2) | 49-44 | Lost 3 |
| » W: Lance McCullers (6-6) L: Bob Tewksbury (1-5) S: Mark Davis (2) | Fourth | 10½ out |
| Tuesday, July 21 |
| » Lost to Padres (34-60), 4-3 | San Diego/Jack Murphy Stadium (2-3) | 49-45 | Lost 4 |
| » W: Mark Davis (5-5) L: Jamie Moyer (9-7) | Fourth | 11½ out |
| Wednesday, July 22 |
| » Defeated Padres (34-61), 6-3 | San Diego/Jack Murphy Stadium (3-3) | 50-45 | |
| » W: Rick Sutcliffe (14-4) L: Mark Grant (2-5) | Fourth | 11½ out |
| Friday, July 24 |
| » Defeated Dodgers (41-55), 6-4 | Dodger Stadium (3-1) | 51-45 | Won 2 |
| » W: Greg Maddux (6-8) L: Tim Leary (1-6) S: Lee Smith (24) | Fourth | 11 out |
| Saturday, July 25 |
| » Lost to Dodgers (42-55), 7-2 | Dodger Stadium (3-2) | 51-46 | |
| » W: Ken Howell (3-3) L: Bob Tewksbury (1-6) S: Alejandro Pena (2) | Fourth | 11 out |
| Sunday, July 26 |
| » Lost to Dodgers (43-55), 7-6 | Dodger Stadium (3-3) | 51-47 | Lost 2 |
| » W: Brian Holton (3-1) L: Frank DiPino (1-2) S: Matt Young (9) | Fourth | 10½ out |
| Tuesday, July 28 |
| » Defeated Expos (55-43), 8-3 | Wrigley Field (27-23) | 52-47 | |
| » W: Rick Sutcliffe (15-4) L: Andy McGaffigan (2-2) S: Lee Smith (25) | Fourth | 9½ out |
| Wednesday, July 29 |
| » Lost to Expos (56-43), 11-3 | Wrigley Field (27-24) | 52-48 | |
| » W: Bryn Smith (7-4) L: Greg Maddux (6-9) | Fourth | 9½ out |
| Thursday, July 30 |
| » Lost to Expos (57-43), 6-1 | Wrigley Field (27-25) | 52-49 | Lost 2 |
| » W: Neal Heaton (12-4) L: Bob Tewksbury (1-7) | Fifth | 9½ out |
| Friday, July 31 |
| » Lost to Phillies (53-48), 8-5 | Wrigley Field (27-26) | 52-50 | Lost 3 |
| » W: Kent Tekulve (5-3) L: Scott Sanderson (4-6) S: Steve Bedrosian (30) | Fifth | 10½ out |
| Saturday, August 1 |
| » Defeated Phillies (53-49), 5-3 | Wrigley Field (28-26) | 53-50 | |
| » W: Les Lancaster (3-1) L: Tom Hume (1-3) S: Lee Smith (26) | Fifth | 10½ out |
| Sunday, August 2 |
| » Defeated Phillies (53-50), 3-2 | Wrigley Field (29-26) | 54-50 | Won 2 |
| » W: Lee Smith (3-6) L: Jeff Calhoun (0-1) | Fourth | 10½ out |
| Monday, August 3 |
| » Lost to Pirates (46-59), 6-4 | Three Rivers Stadium (0-4) | 54-51 | |
| » W: Doug Drabek (3-10) L: Greg Maddux (6-10) S: Jim Gott (1) | Fourth | 11½ out |
| Tuesday, August 4 |
| » Defeated Pirates (46-60), 3-2 | Three Rivers Stadium (1-4) | 55-51 | |
| » W: Mike Mason (3-3) L: Brett Gideon (1-2) | Fourth | 10½ out |
| Wednesday, August 5 |
| » Lost to Pirates (47-60), 10-0 | Three Rivers Stadium (1-5) | 55-52 | |
| » W: Brian Fisher (7-6) L: Jamie Moyer (9-8) | Fourth | 10½ out |
| Thursday, August 6 |
| » Lost to Mets (62-46), 7-6 | Shea Stadium (1-3) | 55-53 | Lost 2 |
| » W: Roger McDowell (7-3) L: Lee Smith (3-7) | Fourth | 11½ out |
| Friday, August 7 |
| » Lost to Mets (63-46), 7-1 | Shea Stadium (1-4) | 55-54 | Lost 3 |
| » W: Ron Darling (8-7) L: Rick Sutcliffe (15-5) | Fourth | 11½ out |
| Saturday, August 8 |
| » Defeated Mets (63-47), 5-3 | Shea Stadium (2-4) | 56-54 | |
| » W: Mike Mason (4-3) L: Don Schulze (1-2) S: Lee Smith (27) | Fourth | 11½ out |
| Sunday, August 9 |
| » Defeated Mets (63-48), 6-3 | Shea Stadium (3-4) | 57-54 | Won 2 |
| » W: Scott Sanderson (5-6) L: Dwight Gooden (9-4) S: Lee Smith (28) | Fourth | 10½ out |
| Monday, August 10 |
| » Lost to Phillies (56-55), 4-2 | Veteran's Stadium (3-2) | 57-55 | |
| » W: Todd Frohwirth (1-0) L: Jamie Moyer (9-9) S: Steve Bedrosian (31) | Fourth | 11½ out |
| » Major-league debuts: Todd Frohwirth (Phillies) |
| Tuesday, August 11 |
| » Lost to Phillies (57-55), 9-8 | Veteran's Stadium (3-3) | 57-56 | Lost 2 |
| » W: Kevin Gross (7-10) L: Bob Tewksbury (1-8) | Fifth | 12½ out |
| Wednesday, August 12 |
| » Lost to Phillies (58-55), 13-7 | Veteran's Stadium (3-4) | 57-57 | Lost 3 |
| » W: Jeff Calhoun (1-1) L: Ed Lynch (1-7) | Fifth | 12½ out |
| Thursday, August 13 |
| » Defeated Mets (65-50), 7-5 | Wrigley Field (30-26) | 58-57 | |
| » W: Frank DiPino (2-2) L: Roger McDowell (7-4) S: Lee Smith (29) | Fifth | 11½ out |
| Friday, August 14 |
| » Defeated Mets (65-51), 6-1 | Wrigley Field (31-26) | 59-57 | Won 2 |
| » W: Scott Sanderson (6-6) L: John Mitchell (3-5) | Fifth | 11½ out |
| Saturday, August 15 |
| » Defeated Mets (65-52), 7-3 | Wrigley Field (32-26) | 60-57 | Won 3 |
| » W: Jamie Moyer (10-9) L: Terry Leach (10-1) S: Frank DiPino (2) | Fifth | 10½ out |
| Sunday, August 16 |
| » Lost to Mets (66-52), 23-10 | Wrigley Field (32-27) | 60-58 | |
| » W: Ron Darling (10-7) L: Greg Maddux (6-11) | Fifth | 10½ out |
| Monday, August 17 |
| » Major-league debuts: Tom Glavine (Braves) |
| Tuesday, August 18 |
| » Lost to Braves (51-68), 9-5 | Atlanta-Fulton County Stadium (1-3) | 60-59 | Lost 2 |
| » W: Rick Mahler (7-12) L: Ed Lynch (1-8) S: Jim Acker (8) | Fifth | 10½ out |
| Wednesday, August 19 |
| » Defeated Braves (51-69), 9-1 | Atlanta-Fulton County Stadium (2-3) | 61-59 | |
| » W: Scott Sanderson (7-6) L: Charlie Puleo (5-6) | Fifth | 9½ out |
| Thursday, August 20 |
| » Lost to Braves (52-69), 13-4 | Atlanta-Fulton County Stadium (2-4) | 61-60 | |
| » W: Jim Acker (1-5) L: Jamie Moyer (10-10) | Fifth | 9½ out |
| Friday, August 21 |
| » Defeated Astros (62-60), 7-5 | Wrigley Field (33-27) | 62-60 | |
| » W: Frank DiPino (3-2) L: Jim Deshaies (10-5) S: Lee Smith (30) | Fifth | 9½ out |
| Saturday, August 22 |
| » Lost to Astros (63-60), 5-4 | Wrigley Field (33-28) | 62-61 | |
| » W: Larry Andersen (8-4) L: Frank DiPino (3-3) S: Dave Smith (21) | Fifth | 10½ out |
| Sunday, August 23 |
| » Lost to Astros (64-60), 4-2 | Wrigley Field (33-29) | 62-62 | Lost 2 |
| » W: Jeff Heathcock (3-1) L: Rick Sutcliffe (15-6) S: Dave Smith (22) | Fifth | 11½ out |
| Thursday, August 27 |
| » Lost to Braves (56-69), 5-2 | Wrigley Field (33-30) | 62-63 | Lost 3 |
| » W: Zane Smith (14-7) L: Jamie Moyer (10-11) | Fifth | 12 out |
| » Defeated Braves (56-70), 8-6 | Wrigley Field (34-30) | 63-63 | |
| » W: Les Lancaster (4-1) L: Rick Mahler (7-13) S: Frank DiPino (3) | Fifth | 12 out |
| Friday, August 28 |
| » Defeated Reds (63-66), 6-5 | Riverfront Stadium (2-2) | 64-63 | Won 2 |
| » W: Lee Smith (4-7) L: John Franco (7-5) | Fifth | 12 out |
| Saturday, August 29 |
| » Lost to Reds (64-66), 4-1 | Riverfront Stadium (2-3) | 64-64 | |
| » W: Tom Browning (6-11) L: Scott Sanderson (7-7) | Fifth | 13 out |
| Sunday, August 30 |
| » Defeated Reds (64-67), 3-1 | Riverfront Stadium (3-3) | 65-64 | |
| » W: Ed Lynch (2-8) L: Dennis Rasmussen (9-8) S: Lee Smith (31) | Fifth | 13 out |
| Monday, August 31 |
| » Defeated Astros (65-66), 4-3 | Astrodome (4-0) | 66-64 | Won 2 |
| » W: Les Lancaster (5-1) L: Danny Darwin (8-9) S: Lee Smith (32) | Fifth | 13 out |
| Tuesday, September 1 |
| » Defeated Astros (65-67), 3-2 | Astrodome (5-0) | 67-64 | Won 3 |
| » W: Jamie Moyer (11-11) L: Manny Hernandez (0-1) S: Lee Smith (33) | Fifth | 12 out |
| Wednesday, September 2 |
| » Lost to Astros (66-67), 10-1 | Astrodome (5-1) | 67-65 | |
| » W: Mike Scott (14-10) L: Rick Sutcliffe (15-7) | Fifth | 12 out |
| Friday, September 4 |
| » Lost to Reds (67-68), 4-3 | Wrigley Field (34-31) | 67-66 | Lost 2 |
| » W: Frank Williams (4-0) L: Lee Smith (4-8) S: John Franco (26) | Fifth | 13 out |
| » Major-league debuts: Jeff Treadway (Reds) |
| Saturday, September 5 |
| » Lost to Reds (68-68), 10-5 | Wrigley Field (34-32) | 67-67 | Lost 3 |
| » W: Dennis Rasmussen (10-8) L: Ed Lynch (2-9) | Fifth | 13 out |
| » Major-league debuts: Damon Berryhill (Cubs) |
| Sunday, September 6 |
| » Defeated Reds (68-69), 3-1 | Wrigley Field (35-32) | 68-67 | |
| » W: Les Lancaster (6-1) L: Ted Power (10-10) S: Lee Smith (34) | Fifth | 13 out |
| Monday, September 7 |
| » Lost to Pirates (63-74), 3-2 | Wrigley Field (35-33) | 68-68 | |
| » W: Brian Fisher (8-9) L: Jamie Moyer (11-12) S: Jeff Robinson (11) | Fifth | 13 out |
| Tuesday, September 8 |
| » Lost to Pirates (64-74), 4-1 | Wrigley Field (35-34) | 68-69 | Lost 2 |
| » Manager: Frank Lucchesi |
| » W: Vicente Palacios (1-0) L: Rick Sutcliffe (15-8) S: Jim Gott (8) | Fifth | 13 out |
| Wednesday, September 9 |
| » Lost to Pirates (65-74), 4-3 | Wrigley Field (35-35) | 68-70 | Lost 3 |
| » W: Jeff Robinson (8-8) L: Lee Smith (4-9) S: Jim Gott (9) | Fifth | 13 out |
| Thursday, September 10 |
| » Major-league debuts: Jose Mesa (Orioles) |
| Friday, September 11 |
| » Defeated Expos (79-60), 8-4 | Wrigley Field (36-35) | 69-70 | |
| » W: Les Lancaster (7-1) L: Floyd Youmans (9-8) | Fifth | 13 out |
| Saturday, September 12 |
| » Lost to Expos (80-60), 7-1 | Wrigley Field (36-36) | 69-71 | |
| » W: Pascual Perez (3-0) L: Jamie Moyer (11-13) | Fifth | 14 out |
| Sunday, September 13 |
| » Defeated Expos (80-61), 5-2 | Wrigley Field (37-36) | 70-71 | |
| » W: Rick Sutcliffe (16-8) L: Bryn Smith (9-7) | Fifth | 13 out |
| Monday, September 14 |
| » Lost to Mets (82-61), 6-5 | Shea Stadium (3-5) | 70-72 | |
| » W: Rick Aguilera (9-2) L: Drew Hall (0-1) S: Jesse Orosco (15) | Fifth | 13 out |
| Tuesday, September 15 |
| » Lost to Mets (83-61), 12-4 | Shea Stadium (3-6) | 70-73 | Lost 2 |
| » W: Sid Fernandez (11-8) L: Greg Maddux (6-12) | Fifth | 14 out |
| Wednesday, September 16 |
| » Lost to Phillies (73-72), 8-5 | Veteran's Stadium (3-5) | 70-74 | Lost 3 |
| » W: Mike Maddux (2-0) L: Lee Smith (4-10) S: Steve Bedrosian (37) | Fifth | 15 out |
| Thursday, September 17 |
| » Lost to Phillies (74-72), 4-3 | Veteran's Stadium (3-6) | 70-75 | Lost 4 |
| » W: Don Carman (11-10) L: Jamie Moyer (11-14) S: Steve Bedrosian (38) | Fifth | 15 out |
| Friday, September 18 |
| » Defeated Cardinals (85-61), 8-1 | Busch Stadium II (3-4) | 71-75 | |
| » W: Rick Sutcliffe (17-8) L: Danny Cox (9-8) | Fifth | 14 out |
| Saturday, September 19 |
| » Lost to Cardinals (86-61), 5-3 | Busch Stadium II (3-5) | 71-76 | |