| Monday, April 5 |
| » Lost to Braves (1-0), 1-0 | Wrigley Field (0-1) | 0-1 | |
| » W: Greg Maddux (1-0) L: Mike Morgan (0-1) S: Mike Stanton (1) | Third | 1 out |
| Tuesday, April 6 |
| » Defeated Braves (1-1), 1-0 | Wrigley Field (1-1) | 1-1 | |
| » W: Jose Guzman (1-0) L: John Smoltz (0-1) | Third | 1 out |
| Wednesday, April 7 |
| » Lost to Braves (2-1), 5-4 | Wrigley Field (1-2) | 1-2 | |
| » W: Jay Howell (1-0) L: Bob Scanlan (0-1) | Fifth | 2 out |
| » Major-league debuts: Matt Walbeck (Cubs) |
| Friday, April 9 |
| » Defeated Phillies (3-1), 11-7 | Veteran's Stadium (1-0) | 2-2 | |
| » W: Chuck McElroy (1-0) L: Ben Rivera (0-1) S: Randy Myers (1) | Fourth | 1½ out |
| » Major-league debuts: Tyler Green (Phillies) |
| Saturday, April 10 |
| » Lost to Phillies (4-1), 5-4 | Veteran's Stadium (1-1) | 2-3 | |
| » W: Terry Mulholland (2-0) L: Mike Morgan (0-2) S: Mitch Williams (3) | Fourth | 2 out |
| Sunday, April 11 |
| » Lost to Phillies (5-1), 3-0 | Veteran's Stadium (1-2) | 2-4 | Lost 2 |
| » W: Curt Schilling (2-0) L: Jose Guzman (1-1) | Sixth | 3 out |
| Monday, April 12 |
| » Defeated Braves (5-3), 5-1 | Atlanta-Fulton County Stadium (1-0) | 3-4 | |
| » W: Greg Hibbard (1-0) L: Steve Avery (0-1) | Fourth | 3 out |
| » Major-league debuts: Greg McMichael (Braves) |
| Tuesday, April 13 |
| » Lost to Braves (6-3), 3-2 | Atlanta-Fulton County Stadium (1-1) | 3-5 | |
| » W: Tom Glavine (2-0) L: Frank Castillo (0-1) S: Mike Stanton (4) | Fifth | 4 out |
| Wednesday, April 14 |
| » Defeated Braves (6-4), 6-0 | Atlanta-Fulton County Stadium (2-1) | 4-5 | |
| » W: Mike Harkey (1-0) L: Pete Smith (1-1) | Fourth | 4 out |
| Friday, April 16 |
| » Defeated Phillies (8-2), 3-1 | Wrigley Field (2-2) | 5-5 | Won 2 |
| » W: Mike Morgan (1-2) L: Terry Mulholland (2-1) S: Randy Myers (2) | Fourth | 3 out |
| Saturday, April 17 |
| » Defeated Phillies (8-3), 6-3 | Wrigley Field (3-2) | 6-5 | Won 3 |
| » W: Jose Guzman (2-1) L: Curt Schilling (2-1) S: Randy Myers (3) | Fourth | 2 out |
| Sunday, April 18 |
| » Lost to Phillies (9-3), 11-10 | Wrigley Field (3-3) | 6-6 | |
| » W: Mitch Williams (1-0) L: Bob Scanlan (0-2) S: David West (1) | Fourth | 3 out |
| Tuesday, April 20 |
| » Defeated Astros (7-6), 2-1 | Wrigley Field (4-3) | 7-6 | |
| » W: Mike Harkey (2-0) L: Mark Portugal (1-1) S: Randy Myers (4) | Third | 3 out |
| Wednesday, April 21 |
| » Lost to Astros (8-6), 2-0 | Wrigley Field (4-4) | 7-7 | |
| » W: Doug Drabek (2-2) L: Mike Morgan (1-3) | Fourth | 3½ out |
| Thursday, April 22 |
| Former Cub Mark Koenig dies in Willows, CA at the age of 89. |
| Friday, April 23 |
| » Defeated Reds (5-11), 7-4 | Wrigley Field (5-4) | 8-7 | |
| » W: Jose Guzman (3-1) L: Tim Pugh (1-1) S: Randy Myers (5) | Fourth | 3 out |
| Saturday, April 24 |
| » Lost to Reds (6-11), 15-5 | Wrigley Field (5-5) | 8-8 | |
| » W: Tom Browning (1-2) L: Greg Hibbard (1-1) | Fourth | 4 out |
| Sunday, April 25 |
| » Defeated Reds (6-12), 2-1 | Wrigley Field (6-5) | 9-8 | |
| » W: Paul Assenmacher (1-0) L: Tim Belcher (1-2) | Fourth | 4 out |
| Monday, April 26 |
| » Defeated Rockies (6-12), 6-3 | Mile High Stadium (1-0) | 10-8 | Won 2 |
| » W: Mike Harkey (3-0) L: David Nied (3-2) S: Randy Myers (6) | Fourth | 4 out |
| Tuesday, April 27 |
| » Lost to Rockies (7-12), 11-2 | Mile High Stadium (1-1) | 10-9 | |
| » W: Butch Henry (1-2) L: Mike Morgan (1-4) | Fourth | 4 out |
| Wednesday, April 28 |
| » Lost to Astros (12-8), 6-1 | Astrodome (0-1) | 10-10 | Lost 2 |
| » W: Greg Swindell (4-1) L: Jose Guzman (3-2) | Fourth | 5 out |
| Thursday, April 29 |
| » Lost to Astros (13-8), 5-4 | Astrodome (0-2) | 10-11 | Lost 3 |
| » W: Pete Harnisch (2-0) L: Greg Hibbard (1-2) S: Doug Jones (4) | Fourth | 6 out |
| Friday, April 30 |
| » Defeated Reds (8-14), 7-3 | Riverfront Stadium (1-0) | 11-11 | |
| » W: Heathcliff Slocumb (1-0) L: Tim Belcher (1-3) | Third | 6 out |
| Saturday, May 1 |
| » Lost to Reds (9-14), 9-4 | Riverfront Stadium (1-1) | 11-12 | |
| » W: Jose Rijo (3-1) L: Mike Harkey (3-1) | Fourth | 6 out |
| Sunday, May 2 |
| » Defeated Reds (9-15), 4-3 | Riverfront Stadium (2-1) | 12-12 | |
| » W: Mike Morgan (2-4) L: John Smiley (0-4) S: Randy Myers (7) | Fourth | 6 out |
| Tuesday, May 4 |
| » Lost to Rockies (10-15), 14-13 | Wrigley Field (6-6) | 12-13 | |
| » W: Willie Blair (1-0) L: Chuck McElroy (1-1) | Fourth | 7 out |
| Wednesday, May 5 |
| » Defeated Rockies (10-16), 3-2 | Wrigley Field (7-6) | 13-13 | |
| » W: Greg Hibbard (2-2) L: Armando Reynoso (1-1) S: Randy Myers (8) | Third | 6 out |
| Friday, May 7 |
| » Lost to Padres (12-15), 2-1 | Wrigley Field (7-7) | 13-14 | |
| » W: Andy Benes (5-2) L: Mike Morgan (2-5) S: Gene Harris (6) | Fourth | 7 out |
| Saturday, May 8 |
| » Defeated Padres (12-16), 8-6 | Wrigley Field (8-7) | 14-14 | |
| » W: Chuck McElroy (2-1) L: Pat Gomez (0-2) S: Randy Myers (9) | Fourth | 7 out |
| Sunday, May 9 |
| » Lost to Padres (13-16), 5-4 | Wrigley Field (8-8) | 14-15 | |
| » W: Greg Harris (2-5) L: Jose Guzman (3-3) S: Gene Harris (7) | Fifth | 8 out |
| Monday, May 10 |
| » Defeated Dodgers (13-18), 6-2 | Wrigley Field (9-8) | 15-15 | |
| » W: Greg Hibbard (3-2) L: Pedro Astacio (2-3) | Third | 8 out |
| Tuesday, May 11 |
| » Defeated Dodgers (13-19), 2-1 | Wrigley Field (10-8) | 16-15 | Won 2 |
| » W: Bob Scanlan (1-2) L: Jim Gott (1-1) | Third | 7 out |
| Wednesday, May 12 |
| » Lost to Dodgers (14-19), 9-3 | Wrigley Field (10-9) | 16-16 | |
| » W: Roger McDowell (1-0) L: Mike Morgan (2-6) | Third | 8 out |
| Friday, May 14 |
| » Defeated Pirates (16-17), 3-2 | Wrigley Field (11-9) | 17-16 | |
| » W: Mike Harkey (4-1) L: Steve Cooke (1-2) S: Randy Myers (10) | Fourth | 7 out |
| Saturday, May 15 |
| » Defeated Pirates (16-18), 14-5 | Wrigley Field (12-9) | 18-16 | Won 2 |
| » W: Jose Guzman (4-3) L: Tim Wakefield (3-4) | Third | 6 out |
| Sunday, May 16 |
| » Lost to Pirates (17-18), 5-3 | Wrigley Field (12-10) | 18-17 | |
| » W: Bob Walk (4-3) L: Greg Hibbard (3-3) S: Stan Belinda (7) | Fourth | 7 out |
| Tuesday, May 18 |
| » Defeated Cardinals (19-18), 4-1 | Busch Stadium II (1-0) | 19-17 | |
| » W: Frank Castillo (1-1) L: Omar Olivares (1-1) S: Randy Myers (11) | Third | 7½ out |
| Wednesday, May 19 |
| » Defeated Cardinals (19-19), 5-3 | Busch Stadium II (2-0) | 20-17 | Won 2 |
| » W: Mike Morgan (3-6) L: Rob Murphy (1-4) S: Randy Myers (12) | Third | 6½ out |
| Thursday, May 20 |
| » Lost to Cardinals (20-19), 6-3 | Busch Stadium II (2-1) | 20-18 | |
| » W: Bob Tewksbury (4-3) L: Jose Guzman (4-4) S: Lee Smith (12) | Third | 7½ out |
| Friday, May 21 |
| » Lost to Marlins (18-23), 5-3 | Joe Robbie Stadium (0-1) | 20-19 | Lost 2 |
| » W: Trevor Hoffman (2-1) L: Paul Assenmacher (1-1) S: Bryan Harvey (13) | Fourth | 7½ out |
| Saturday, May 22 |
| » Defeated Marlins (18-24), 2-1 | Joe Robbie Stadium (1-1) | 21-19 | |
| » W: Greg Hibbard (4-3) L: Luis Aquino (2-2) S: Randy Myers (13) | Third | 6½ out |
| Sunday, May 23 |
| » Lost to Marlins (19-24), 4-2 | Joe Robbie Stadium (1-2) | 21-20 | |
| » W: Jack Armstrong (4-4) L: Frank Castillo (1-2) S: Bryan Harvey (14) | Fourth | 7½ out |
| Tuesday, May 25 |
| » Lost to Giants (31-15), 5-4 | Wrigley Field (12-11) | 21-21 | Lost 2 |
| » W: Dave Burba (4-2) L: Randy Myers (0-1) S: Rod Beck (11) | Fourth | 9 out |
| Wednesday, May 26 |
| » Defeated Giants (31-16), 4-2 | Wrigley Field (13-11) | 22-21 | |
| » W: Mike Harkey (5-1) L: Bill Swift (6-2) S: Randy Myers (14) | Third | 8 out |
| Thursday, May 27 |
| » Defeated Giants (31-17), 5-4 | Wrigley Field (14-11) | 23-21 | Won 2 |
| » W: Greg Hibbard (5-3) L: Bryan Hickerson (0-1) S: Randy Myers (15) | Third | 7½ out |
| Friday, May 28 |
| » Tied Expos, 2-2 | Wrigley Field (14-11) | 23-21 | |
| » Starters: Gil Heredia vs Frank Castillo | Third | 8 out |
| Saturday, May 29 |
| » Lost to Expos (27-20), 5-4 | Wrigley Field (14-12) | 23-22 | |
| » W: Dennis Martinez (3-5) L: Bob Scanlan (1-3) S: John Wetteland (8) | Fourth | 9 out |
| Sunday, May 30 |
| » Defeated Expos (27-21), 5-2 | Wrigley Field (15-12) | 24-22 | |
| » W: Jose Bautista (1-0) L: Jeff Shaw (0-2) | Third | 9 out |
| Monday, May 31 |
| » Lost to Mets (17-31), 9-5 | Wrigley Field (15-13) | 24-23 | |
| » W: Paul Gibson (1-0) L: Mike Harkey (5-2) | Third | 9 out |
| Tuesday, June 1 |
| » Defeated Mets (17-32), 8-3 | Wrigley Field (16-13) | 25-23 | |
| » W: Greg Hibbard (6-3) L: Mike Draper (0-1) S: Randy Myers (16) | Third | 9 out |
| Wednesday, June 2 |
| » Lost to Mets (18-32), 11-3 | Wrigley Field (16-14) | 25-24 | |
| » W: Dwight Gooden (6-4) L: Frank Castillo (1-3) | Fourth | 10 out |
| Thursday, June 3 |
| » Lost to Expos (29-23), 7-1 | Stade Olympique (0-1) | 25-25 | Lost 2 |
| » W: Dennis Martinez (4-5) L: Mike Morgan (3-7) | Fifth | 10½ out |
| Friday, June 4 |
| » Lost to Expos (30-23), 3-1 | Stade Olympique (0-2) | 25-26 | Lost 3 |
| » W: Jeff Shaw (1-2) L: Jose Guzman (4-5) S: John Wetteland (9) | Fourth | 10½ out |
| Saturday, June 5 |
| » Lost to Expos (31-23), 6-3 | Stade Olympique (0-3) | 25-27 | Lost 4 |
| » W: Jeff Fassero (5-1) L: Jose Bautista (1-1) S: John Wetteland (10) | Fourth | 11½ out |
| Sunday, June 6 |
| » Defeated Expos (31-24), 4-1 | Stade Olympique (1-3) | 26-27 | |
| » W: Greg Hibbard (7-3) L: Ken Hill (6-1) S: Randy Myers (17) | Fifth | 11½ out |
| Monday, June 7 |
| » Lost to Mets (19-35), 7-2 | Shea Stadium (0-1) | 26-28 | |
| » W: Dwight Gooden (7-4) L: Frank Castillo (1-4) | Fifth | 12½ out |
| Tuesday, June 8 |
| » Defeated Mets (19-36), 5-1 | Shea Stadium (1-1) | 27-28 | |
| » W: Mike Morgan (4-7) L: Anthony Young (0-6) S: Randy Myers (18) | Fourth | 11½ out |
| Former Cub Roy Henshaw dies in LaGrange, IL at the age of 82. |
| Wednesday, June 9 |
| » Defeated Mets (19-37), 8-3 | Shea Stadium (2-1) | 28-28 | Won 2 |
| » W: Jose Guzman (5-5) L: Frank Tanana (3-5) | Fourth | 11½ out |
| Friday, June 11 |
| » Lost to Giants (39-22), 7-2 | Candlestick Park (0-1) | 28-29 | |
| » W: Trevor Wilson (4-3) L: Greg Hibbard (7-4) | Fourth | 13 out |
| Saturday, June 12 |
| » Lost to Giants (40-22), 5-4 | Candlestick Park (0-2) | 28-30 | Lost 2 |
| » W: Bill Swift (8-3) L: Chuck McElroy (2-2) S: Rod Beck (18) | Fourth | 14 out |
| Sunday, June 13 |
| » Lost to Giants (41-22), 5-3 | Candlestick Park (0-3) | 28-31 | Lost 3 |
| » W: John Burkett (9-2) L: Mike Morgan (4-8) S: Rod Beck (19) | Fifth | 15 out |
| Monday, June 14 |
| » Defeated Marlins (30-32), 6-3 | Wrigley Field (17-14) | 29-31 | |
| » W: Jose Guzman (6-5) L: Jack Armstrong (4-7) S: Randy Myers (19) | Fifth | 15 out |
| Tuesday, June 15 |
| » Defeated Marlins (30-33), 3-0 | Wrigley Field (18-14) | 30-31 | Won 2 |
| » W: Frank Castillo (2-4) L: Charlie Hough (3-7) S: Randy Myers (20) | Fourth | 14 out |
| Wednesday, June 16 |
| » Defeated Marlins (30-34), 6-4 | Wrigley Field (19-14) | 31-31 | Won 3 |
| » W: Jim Bullinger (1-0) L: Luis Aquino (4-4) S: Randy Myers (21) | Fourth | 13 out |
| » Major-league debuts: Mitch Lyden (Marlins) |
| Thursday, June 17 |
| » Lost to Cardinals (36-28), 11-10 | Wrigley Field (19-15) | 31-32 | |
| » W: Rheal Cormier (4-3) L: Turk Wendell (0-1) S: Lee Smith (21) | Fourth | 13 out |
| » Major-league debuts: Turk Wendell (Cubs) |
| Friday, June 18 |
| » Defeated Cardinals (36-29), 8-3 | Wrigley Field (20-15) | 32-32 | |
| » W: Shawn Boskie (1-0) L: Rene Arocha (5-2) S: Randy Myers (22) | Fourth | 13 out |
| Saturday, June 19 |
| » Lost to Cardinals (37-29), 6-4 | Wrigley Field (20-16) | 32-33 | |
| » W: Donovan Osborne (5-3) L: Jose Guzman (6-6) S: Lee Smith (22) | Fourth | 14 out |
| Sunday, June 20 |
| » Lost to Cardinals (38-29), 7-4 | Wrigley Field (20-17) | 32-34 | Lost 2 |
| » W: Bob Tewksbury (7-6) L: Frank Castillo (2-5) S: Lee Smith (23) | Fourth | 15 out |
| Monday, June 21 |
| » Defeated Pirates (32-36), 5-1 | Three Rivers Stadium (1-0) | 33-34 | |
| » W: Jose Bautista (2-1) L: Zane Smith (0-2) | Fourth | 14 out |
| Tuesday, June 22 |
| » Lost to Pirates (33-36), 7-2 | Three Rivers Stadium (1-1) | 33-35 | |
| » W: Bob Walk (9-5) L: Turk Wendell (0-2) | Fourth | 15 out |
| Wednesday, June 23 |
| » Lost to Pirates (34-36), 9-4 | Three Rivers Stadium (1-2) | 33-36 | Lost 2 |
| » W: Paul Wagner (3-3) L: Shawn Boskie (1-1) S: Stan Belinda (14) | Fifth | 16 out |
| Friday, June 25 |
| » Defeated Dodgers (36-35), 8-5 | Dodger Stadium (1-0) | 34-36 | |
| » W: Randy Myers (1-1) L: Jim Gott (2-5) | Fourth | 16 out |
| Saturday, June 26 |
| » Lost to Dodgers (37-35), 5-4 | Dodger Stadium (1-1) | 34-37 | |
| » W: Roger McDowell (4-0) L: Bob Scanlan (1-4) S: Jim Gott (12) | Fifth | 16 out |
| Sunday, June 27 |
| » Lost to Dodgers (38-35), 3-1 | Dodger Stadium (1-2) | 34-38 | Lost 2 |
| » W: Kevin Gross (6-6) L: Jose Bautista (2-2) | Fifth | 16 out |
| Monday, June 28 |
| » Defeated Padres (29-47), 4-3 | San Diego/Jack Murphy Stadium (1-0) | 35-38 | |
| » W: Paul Assenmacher (2-1) L: Roger Mason (0-7) S: Randy Myers (23) | Fifth | 15 out |
| Tuesday, June 29 |
| » Defeated Padres (29-48), 10-5 | San Diego/Jack Murphy Stadium (2-0) | 36-38 | Won 2 |
| » W: Mike Morgan (5-8) L: Tim Worrell (0-1) | Fifth | 15 out |
| » Major-league debuts: Pedro Martinez (Padres) |
| Wednesday, June 30 |
| » Defeated Padres (29-49), 4-1 | San Diego/Jack Murphy Stadium (3-0) | 37-38 | Won 3 |
| » W: Jose Guzman (7-6) L: Wally Whitehurst (2-5) S: Randy Myers (24) | Fourth | 14 out |
| Friday, July 2 |
| » Defeated Rockies (26-52), 11-8 | Mile High Stadium (2-1) | 38-38 | Won 4 |
| » W: Jose Bautista (3-2) L: Keith Shepherd (1-3) S: Randy Myers (25) | Fourth | 13 out |
| Saturday, July 3 |
| » Lost to Rockies (27-52), 5-4 | Mile High Stadium (2-2) | 38-39 | |
| » W: Steve Reed (4-2) L: Randy Myers (1-2) | Fourth | 13 out |
| Sunday, July 4 |
| » Lost to Rockies (28-52), 3-1 | Mile High Stadium (2-3) | 38-40 | Lost 2 |
| » W: Jeff Parrett (3-2) L: Mike Morgan (5-9) S: Darren Holmes (6) | Fourth | 14 out |
| Former Cub Walter Stephenson dies in Shreveport, LA at the age of 83. |
| Monday, July 5 |
| » Defeated Rockies (28-53), 10-1 | Mile High Stadium (3-3) | 39-40 | |
| » W: Mike Harkey (6-2) L: Willie Blair (3-6) | Fourth | 14 out |
| Tuesday, July 6 |
| » Defeated Reds (42-43), 3-2 | Wrigley Field (21-17) | 40-40 | Won 2 |
| » W: Jose Bautista (4-2) L: Jose Rijo (6-5) S: Randy Myers (26) | Fourth | 13 out |
| Wednesday, July 7 |
| » Lost to Reds (43-43), 4-3 | Wrigley Field (21-18) | 40-41 | |
| » W: Tim Pugh (5-9) L: Greg Hibbard (7-5) S: Rob Dibble (11) | Fourth | 14 out |
| Thursday, July 8 |
| » Lost to Reds (44-43), 7-3 | Wrigley Field (21-19) | 40-42 | Lost 2 |
| » W: Larry Luebbers (2-0) L: Frank Castillo (2-6) S: Jeff Reardon (7) | Fourth | 14 out |
| Friday, July 9 |
| » Defeated Astros (43-41), 5-2 | Wrigley Field (22-19) | 41-42 | |
| » W: Mike Morgan (6-9) L: Doug Drabek (7-9) S: Randy Myers (27) | Fourth | 13 out |
| Saturday, July 10 |
| » Lost to Astros (44-41), 4-0 | Wrigley Field (22-20) | 41-43 | |
| » W: Pete Harnisch (8-6) L: Mike Harkey (6-3) | Fourth | 14½ out |
| » Lost to Astros (45-41), 5-2 | Wrigley Field (22-21) | 41-44 | Lost 2 |
| » W: Brian Williams (2-2) L: Jose Guzman (7-7) S: Xavier Hernandez (4) | Fourth | 14½ out |
| Sunday, July 11 |
| » Lost to Astros (46-41), 10-1 | Wrigley Field (22-22) | 41-45 | Lost 3 |
| » W: Mark Portugal (7-4) L: Greg Hibbard (7-6) | Fourth | 14½ out |
| Thursday, July 15 |
| » Defeated Rockies (33-55), 1-0 | Wrigley Field (23-22) | 42-45 | |
| » W: Mike Morgan (7-9) L: Willie Blair (3-7) | Fourth | 13½ out |
| » Major-league debuts: Kevin Roberson (Cubs) Roberto Mejia (Rockies) |
| Friday, July 16 |
| » Defeated Rockies (33-56), 8-2 | Wrigley Field (24-22) | 43-45 | Won 2 |
| » W: Jose Guzman (8-7) L: Curt Leskanic (1-2) | Fourth | 12½ out |
| Saturday, July 17 |
| » Defeated Rockies (33-57), 5-1 | Wrigley Field (25-22) | 44-45 | Won 3 |
| » W: Mike Harkey (7-3) L: Armando Reynoso (7-5) | Fourth | 11½ out |
| Sunday, July 18 |
| » Defeated Rockies (33-58), 12-2 | Wrigley Field (26-22) | 45-45 | Won 4 |
| » W: Greg Hibbard (8-6) L: Jeff Parrett (3-3) | Fourth | 11½ out |
| Monday, July 19 |
| » Defeated Reds (48-47), 6-4 | Riverfront Stadium (3-1) | 46-45 | Won 5 |
| » W: Frank Castillo (3-6) L: Larry Luebbers (2-1) S: Randy Myers (28) | Fourth | 11½ out |
| Tuesday, July 20 |
| » Lost to Reds (49-47), 8-3 | Riverfront Stadium (3-2) | 46-46 | |
| » W: Tim Belcher (9-5) L: Mike Morgan (7-10) S: Jerry Spradlin (2) | Fourth | 12½ out |
| Wednesday, July 21 |
| » Defeated Reds (49-48), 4-1 | Riverfront Stadium (4-2) | 47-46 | |
| » W: Jose Guzman (9-7) L: Jeff Reardon (2-3) S: Randy Myers (29) | Fourth | 12½ out |
| Thursday, July 22 |
| » Lost to Astros (50-45), 9-4 | Astrodome (0-3) | 47-47 | |
| » W: Brian Williams (3-3) L: Mike Harkey (7-4) | Fourth | 12½ out |
| Friday, July 23 |
| » Lost to Astros (51-45), 5-1 | Astrodome (0-4) | 47-48 | Lost 2 |
| » W: Mark Portugal (8-4) L: Greg Hibbard (8-7) S: Doug Jones (17) | Fourth | 13½ out |
| Saturday, July 24 |
| » Defeated Astros (51-46), 7-6 | Astrodome (1-4) | 48-48 | |
| » W: Frank Castillo (4-6) L: Pete Harnisch (9-7) | Fourth | 12½ out |
| Sunday, July 25 |
| » Defeated Astros (51-47), 3-1 | Astrodome (2-4) | 49-48 | Won 2 |
| » W: Bob Scanlan (2-4) L: Doug Jones (3-8) S: Randy Myers (30) | Fourth | 11½ out |
| Monday, July 26 |
| » Defeated Padres (38-63), 9-6 | Wrigley Field (27-22) | 50-48 | Won 3 |
| » W: Shawn Boskie (2-1) L: Tim Mauser (0-1) | Fourth | 11 out |
| Tuesday, July 27 |
| » Lost to Padres (39-63), 8-0 | Wrigley Field (27-23) | 50-49 | |
| » W: Andy Benes (11-7) L: Mike Harkey (7-5) | Fourth | 12 out |
| Wednesday, July 28 |
| » Defeated Padres (39-64), 8-6 | Wrigley Field (28-23) | 51-49 | |
| » W: Shawn Boskie (3-1) L: Doug Brocail (2-7) S: Randy Myers (31) | Fourth | 12 out |
| » Major-league debuts: Brad Ausmus (Padres) |
| Friday, July 30 |
| » Defeated Dodgers (53-49), 2-1 | Wrigley Field (29-23) | 52-49 | Won 2 |
| » W: Frank Castillo (5-6) L: Pedro Astacio (7-6) S: Randy Myers (32) | Fourth | 11½ out |
| Former Cub Bob Wright dies in Carmichael, CA at the age of 102. |
| Saturday, July 31 |
| » Lost to Dodgers (54-49), 7-2 | Wrigley Field (29-24) | 52-50 | |
| » W: Pedro Martinez (8-2) L: Bob Scanlan (2-5) | Fourth | 12½ out |
| Sunday, August 1 |
| » Defeated Dodgers (54-50), 10-4 | Wrigley Field (30-24) | 53-50 | |
| » W: Jose Guzman (10-7) L: Orel Hershiser (8-10) | Fourth | 12½ out |
| Monday, August 2 |
| » Defeated Pirates (47-59), 12-10 | Wrigley Field (31-24) | 54-50 | Won 2 |
| » W: Bob Scanlan (3-5) L: Blas Minor (6-5) S: Randy Myers (33) | Fourth | 12 out |
| Tuesday, August 3 |
| » Lost to Pirates (48-59), 7-3 | Wrigley Field (31-25) | 54-51 | |
| » W: Zane Smith (1-4) L: Greg Hibbard (8-8) | Fourth | 13 out |
| Wednesday, August 4 |
| » Lost to Pirates (49-59), 6-5 | Wrigley Field (31-26) | 54-52 | Lost 2 |
| » W: Jeff Ballard (2-0) L: Shawn Boskie (3-2) S: Denny Neagle (1) | Fourth | 13 out |
| Thursday, August 5 |
| » Lost to Pirates (50-59), 5-2 | Wrigley Field (31-27) | 54-53 | Lost 3 |
| » W: Randy Tomlin (4-8) L: Mike Morgan (7-11) S: Mark Dewey (1) | Fourth | 14 out |
| Friday, August 6 |
| » Defeated Cardinals (62-47), 6-4 | Busch Stadium II (3-1) | 55-53 | |
| » W: Jose Bautista (5-2) L: Lee Smith (2-3) S: Randy Myers (34) | Fourth | 13 out |
| Former Cub Bob Miller dies in Rancho Bernardo, CA at the age of 55. |
| Saturday, August 7 |
| » Lost to Cardinals (63-47), 4-1 | Busch Stadium II (3-2) | 55-54 | |
| » W: Bob Tewksbury (12-7) L: Mike Harkey (7-6) S: Lee Smith (38) | Fourth | 14 out |
| Sunday, August 8 |
| » Defeated Cardinals (63-48), 2-1 | Busch Stadium II (4-2) | 56-54 | |
| » W: Greg Hibbard (9-8) L: Donovan Osborne (9-6) S: Randy Myers (35) | Fourth | 13 out |
| Monday, August 9 |
| » Lost to Marlins (48-64), 3-2 | Joe Robbie Stadium (1-3) | 56-55 | |
| » W: Ryan Bowen (7-11) L: Frank Castillo (5-7) S: Bryan Harvey (35) | Fourth | 13½ out |
| Tuesday, August 10 |
| » Lost to Marlins (49-64), 3-2 | Joe Robbie Stadium (1-4) | 56-56 | Lost 2 |
| » W: Luis Aquino (6-6) L: Shawn Boskie (3-3) | Fourth | 14½ out |
| Wednesday, August 11 |
| » Lost to Marlins (50-64), 12-11 | Joe Robbie Stadium (1-5) | 56-57 | Lost 3 |
| » W: Richie Lewis (5-1) L: Randy Myers (1-3) | Fourth | 15½ out |
| Thursday, August 12 |
| » Defeated Marlins (50-65), 5-1 | Joe Robbie Stadium (2-5) | 57-57 | |
| » W: Mike Harkey (8-6) L: Jack Armstrong (7-12) | Fourth | 15½ out |
| Friday, August 13 |
| » Lost to Giants (78-38), 4-1 | Wrigley Field (31-28) | 57-58 | |
| » W: Trevor Wilson (6-4) L: Greg Hibbard (9-9) S: Rod Beck (36) | Fourth | 16½ out |
| Saturday, August 14 |
| » Defeated Giants (78-39), 3-2 | Wrigley Field (32-28) | 58-58 | |
| » W: Randy Myers (2-3) L: Mike Jackson (5-4) | Fourth | 15½ out |
| Sunday, August 15 |
| » Lost to Giants (79-39), 9-7 | Wrigley Field (32-29) | 58-59 | |
| » W: Kevin Rogers (1-2) L: Randy Myers (2-4) | Fourth | 16½ out |
| Tuesday, August 17 |
| » Defeated Expos (62-57), 7-2 | Wrigley Field (33-29) | 59-59 | |
| » W: Jose Guzman (11-7) L: Dennis Martinez (10-8) | Fourth | 17 out |
| » Lost to Expos (63-57), 6-4 | Wrigley Field (33-30) | 59-60 | |
| » W: Kirk Rueter (3-0) L: Mike Harkey (8-7) S: John Wetteland (26) | Fourth | 17 out |
| Wednesday, August 18 |
| » Defeated Expos (63-58), 2-0 | Wrigley Field (34-30) | 60-60 | |
| » W: Greg Hibbard (10-9) L: Ken Hill (7-4) S: Jose Bautista (1) | Fourth | 17 out |
| Thursday, August 19 |
| » Lost to Expos (64-58), 10-2 | Wrigley Field (34-31) | 60-61 | |
| » W: Jeff Fassero (8-3) L: Frank Castillo (5-8) | Fourth | 17 out |
| Friday, August 20 |
| » Defeated Braves (74-49), 6-3 | Wrigley Field (35-31) | 61-61 | |
| » W: Mike Morgan (8-11) L: Mike Stanton (4-5) S: Randy Myers (36) | Fourth | 17 out |
| Saturday, August 21 |
| » Lost to Braves (75-49), 6-3 | Wrigley Field (35-32) | 61-62 | |
| » W: Marvin Freeman (2-0) L: Dan Plesac (0-1) S: Greg McMichael (9) | Fourth | 17 out |
| Sunday, August 22 |
| » Lost to Braves (76-49), 4-3 | Wrigley Field (35-33) | 61-63 | Lost 2 |
| » W: John Smoltz (13-9) L: Jose Guzman (11-8) S: Greg McMichael (10) | Fourth | 17 out |
| Monday, August 23 |
| » Lost to Expos (67-59), 1-0 | Stade Olympique (1-4) | 61-64 | Lost 3 |
| » W: Kirk Rueter (4-0) L: Greg Hibbard (10-10) S: John Wetteland (28) | Fourth | 17 out |
| Tuesday, August 24 |
| » Defeated Expos (67-60), 6-5 | Stade Olympique (2-4) | 62-64 | |
| » W: Dan Plesac (1-1) L: Ken Hill (7-5) S: Randy Myers (37) | Fourth | 17 out |
| Wednesday, August 25 |
| » Lost to Expos (68-60), 7-3 | Stade Olympique (2-5) | 62-65 | |
| » W: Jeff Fassero (9-3) L: Mike Morgan (8-12) S: John Wetteland (29) | Fourth | 18 out |
| Friday, August 27 |
| » Defeated Braves (79-50), 9-7 | Atlanta-Fulton County Stadium (3-1) | 63-65 | |
| » W: Shawn Boskie (4-3) L: Mark Wohlers (5-1) S: Jose Bautista (2) | Fourth | 17 out |
| Saturday, August 28 |
| » Lost to Braves (80-50), 5-1 | Atlanta-Fulton County Stadium (3-2) | 63-66 | |
| » W: Steve Avery (15-4) L: Jose Guzman (11-9) | Fourth | 17 out |
| Sunday, August 29 |
| » Lost to Braves (81-50), 8-2 | Atlanta-Fulton County Stadium (3-3) | 63-67 | Lost 2 |
| » W: Tom Glavine (16-5) L: Greg Hibbard (10-11) | Fourth | 18 out |
| Monday, August 30 |
| » Defeated Phillies (81-50), 10-6 | Wrigley Field (36-33) | 64-67 | |
| » W: Dan Plesac (2-1) L: Roger Mason (4-11) | Fourth | 17 out |
| Tuesday, August 31 |
| » Lost to Phillies (82-50), 7-0 | Wrigley Field (36-34) | 64-68 | |
| » W: Ben Rivera (12-7) L: Mike Morgan (8-13) | Fourth | 18 out |
| Wednesday, September 1 |
| » Lost to Phillies (83-50), 4-1 | Wrigley Field (36-35) | 64-69 | Lost 2 |
| » W: Terry Mulholland (12-9) L: Mike Harkey (8-8) | Fourth | 19 out |
| Thursday, September 2 |
| » Lost to Mets (47-87), 8-3 | Wrigley Field (36-36) | 64-70 | Lost 3 |
| » W: Bobby Jones (2-2) L: Jose Guzman (11-10) | Fourth | 19½ out |
| Friday, September 3 |
| » Defeated Mets (47-88), 4-3 | Wrigley Field (37-36) | 65-70 | |
| » W: Greg Hibbard (11-11) L: Frank Tanana (6-14) S: Randy Myers (38) | Fourth | 19½ out |
| Saturday, September 4 |
| » Defeated Mets (47-89), 9-8 | Wrigley Field (38-36) | 66-70 | Won 2 |
| » W: Jose Bautista (6-2) L: John Franco (3-1) S: Randy Myers (39) | Fourth | 18½ out |
| Sunday, September 5 |
| » Defeated Mets (47-90), 2-1 | Wrigley Field (39-36) | 67-70 | Won 3 |
| » W: Jose Bautista (7-2) L: John Franco (3-2) | Fourth | 18½ out |
| Monday, September 6 |
| » Defeated Phillies (85-52), 7-6 | Veteran's Stadium (2-2) | 68-70 | Won 4 |
| » W: Mike Harkey (9-8) L: Mike Williams (1-1) S: Randy Myers (40) | Fourth | 17½ out |
| Tuesday, September 7 |
| » Defeated Phillies (85-53), 5-4 | Veteran's Stadium (3-2) | 69-70 | Won 5 |
| » W: Jose Guzman (12-10) L: Ben Rivera (12-8) S: Randy Myers (41) | Fourth | 16½ out |
| Wednesday, September 8 |
| » Defeated Phillies (85-54), 8-5 | Veteran's Stadium (4-2) | 70-70 | Won 6 |
| » W: Greg Hibbard (12-11) L: David West (6-4) S: Randy Myers (42) | Fourth | 15½ out |
| Thursday, September 9 |
| » Lost to Phillies (86-54), 10-8 | Veteran's Stadium (4-3) | 70-71 | |
| » W: Danny Jackson (12-10) L: Jose Bautista (7-3) S: David West (3) | Fourth | 16½ out |
| Friday, September 10 |
| » Defeated Mets (47-94), 12-10 | Shea Stadium (3-1) | 71-71 | |
| » W: Bob Scanlan (4-5) L: Mike Maddux (3-7) S: Randy Myers (43) | Fourth | 16½ out |
| Saturday, September 11 |
| » Defeated Mets (47-95), 4-3 | Shea Stadium (4-1) | 72-71 | Won 2 |
| » W: Mike Harkey (10-8) L: Anthony Young (1-16) S: Randy Myers (44) | Fourth | 15½ out |
| Sunday, September 12 |
| » Lost to Mets (48-95), 5-0 | Shea Stadium (4-2) | 72-72 | |
| » W: Sid Fernandez (4-6) L: William Brennan (0-1) | Fourth | 15½ out |
| Monday, September 13 |
| » Defeated Giants (89-54), 6-5 | Candlestick Park (1-3) | 73-72 | |
| » W: Greg Hibbard (13-11) L: Scott Sanderson (10-13) S: Randy Myers (45) | Fourth | 15½ out |
| Tuesday, September 14 |
| » Defeated Giants (89-55), 8-1 | Candlestick Park (2-3) | 74-72 | Won 2 |
| » W: Jose Bautista (8-3) L: Jim Deshaies (12-15) | Fourth | 14½ out |
| Wednesday, September 15 |
| » Defeated Giants |