| Monday, April 4 |
| » Lost to Mets (1-0), 12-8 | Wrigley Field (0-1) | 0-1 | |
| » W: Dwight Gooden (1-0) L: Mike Morgan (0-1) | Third | 1 out |
| » Major-league debuts: Blaise Ilsley (Cubs) |
| Tuesday, April 5 |
| » Lost to Mets (2-0), 6-2 | Wrigley Field (0-2) | 0-2 | Lost 2 |
| » W: Pete Smith (1-0) L: Jose Guzman (0-1) | Second | 1 out |
| » Major-league debuts: Kelly Stinnett (Mets) |
| Wednesday, April 6 |
| » Lost to Mets (3-0), 4-1 | Wrigley Field (0-3) | 0-3 | Lost 3 |
| » W: Bobby Jones (1-0) L: Willie Banks (0-1) S: Mike Maddux (1) | Third | 1½ out |
| Friday, April 8 |
| » Defeated Expos (2-2), 4-0 | Stade Olympique (1-0) | 1-3 | |
| » W: Steve Trachsel (1-0) L: Pedro Martinez (0-1) | Fourth | 1½ out |
| Saturday, April 9 |
| » Defeated Expos (2-3), 4-3 | Stade Olympique (2-0) | 2-3 | Won 2 |
| » W: Dan Plesac (1-0) L: John Wetteland (0-1) S: Randy Myers (1) | Third | 1½ out |
| Sunday, April 10 |
| » Lost to Expos (3-3), 8-2 | Stade Olympique (2-1) | 2-4 | |
| » W: Ken Hill (2-0) L: Jose Guzman (0-2) | Fourth | 2½ out |
| Monday, April 11 |
| » Defeated Mets (4-3), 9-5 | Shea Stadium (1-0) | 3-4 | |
| » W: Willie Banks (1-1) L: Bobby Jones (1-1) S: Randy Myers (2) | Fourth | 2½ out |
| Thursday, April 14 |
| » Lost to Mets (5-3), 10-9 | Shea Stadium (1-1) | 3-5 | |
| » W: Doug Linton (1-0) L: Dan Plesac (1-1) S: John Franco (1) | Fifth | 3 out |
| Friday, April 15 |
| » Lost to Braves (10-1), 19-5 | Wrigley Field (0-4) | 3-6 | Lost 2 |
| » W: Tom Glavine (2-0) L: Anthony Young (0-1) | Fourth | 3 out |
| Saturday, April 16 |
| » Lost to Braves (11-1), 4-1 | Wrigley Field (0-5) | 3-7 | Lost 3 |
| » W: Kent Mercker (2-0) L: Willie Banks (1-2) S: Greg McMichael (3) | Third | 3 out |
| Sunday, April 17 |
| » Lost to Braves (12-1), 4-2 | Wrigley Field (0-6) | 3-8 | Lost 4 |
| » W: John Smoltz (2-1) L: Mike Morgan (0-2) S: Greg McMichael (4) | Fourth | 4 out |
| Tuesday, April 19 |
| » Lost to Astros (7-6), 3-0 | Wrigley Field (0-7) | 3-9 | Lost 5 |
| » W: Greg Swindell (3-0) L: Steve Trachsel (1-1) S: Mitch Williams (2) | Fifth | 5 out |
| Wednesday, April 20 |
| » Lost to Astros (8-6), 7-5 | Wrigley Field (0-8) | 3-10 | Lost 6 |
| » W: Tom Edens (2-0) L: Jose Bautista (0-1) S: Mitch Williams (3) | Fifth | 6 out |
| Friday, April 22 |
| » Defeated Rockies (7-8), 9-2 | Mile High Stadium (1-0) | 4-10 | |
| » W: Willie Banks (2-2) L: Mike Harkey (0-1) | Fifth | 6 out |
| Saturday, April 23 |
| » Lost to Rockies (8-8), 8-2 | Mile High Stadium (1-1) | 4-11 | |
| » W: Greg Harris (1-1) L: Mike Morgan (0-3) | Fifth | 6 out |
| Sunday, April 24 |
| » Defeated Rockies (8-9), 12-4 | Mile High Stadium (2-1) | 5-11 | |
| » W: Steve Trachsel (2-1) L: David Nied (2-2) | Fifth | 6 out |
| Monday, April 25 |
| » Lost to Reds (12-5), 4-3 | Riverfront Stadium (0-1) | 5-12 | |
| » W: Jeff Brantley (1-0) L: Randy Myers (0-1) | Fifth | 7 out |
| Former Cub Mike Kreevich dies in Pana, IL at the age of 86. |
| Tuesday, April 26 |
| » Lost to Reds (13-5), 8-2 | Riverfront Stadium (0-2) | 5-13 | Lost 2 |
| » W: Tim Pugh (2-0) L: Turk Wendell (0-1) | Fifth | 8 out |
| Wednesday, April 27 |
| » Lost to Astros (11-9), 8-5 | Astrodome (0-1) | 5-14 | Lost 3 |
| » W: Shane Reynolds (1-0) L: Jose Bautista (0-2) | Fifth | 8 out |
| Thursday, April 28 |
| » Defeated Astros (11-10), 5-3 | Astrodome (1-1) | 6-14 | |
| » W: Chuck Crim (1-0) L: Mitch Williams (0-2) S: Randy Myers (3) | Fifth | 8 out |
| Friday, April 29 |
| » Lost to Rockies (10-12), 6-5 | Wrigley Field (0-9) | 6-15 | |
| » W: David Nied (3-2) L: Steve Trachsel (2-2) S: Darren Holmes (3) | Fifth | 9 out |
| Saturday, April 30 |
| » Major-league debuts: Frank Cimorelli and Bryan Eversgerd (Cardinals) |
| Sunday, May 1 |
| » Lost to Rockies (11-12), 6-2 | Wrigley Field (0-10) | 6-16 | Lost 2 |
| » W: Marvin Freeman (3-0) L: Anthony Young (0-2) | Fifth | 8½ out |
| Monday, May 2 |
| » Lost to Reds (16-8), 9-0 | Wrigley Field (0-11) | 6-17 | Lost 3 |
| » W: John Smiley (3-2) L: Willie Banks (2-3) | Fifth | 9½ out |
| Tuesday, May 3 |
| » Lost to Reds (17-8), 5-2 | Wrigley Field (0-12) | 6-18 | Lost 4 |
| » W: Erik Hanson (2-1) L: Mike Morgan (0-4) S: Jeff Brantley (3) | Fifth | 10½ out |
| Wednesday, May 4 |
| » Defeated Reds (17-9), 5-2 | Wrigley Field (1-12) | 7-18 | |
| » W: Steve Trachsel (3-2) L: Tom Browning (3-1) S: Randy Myers (4) | Fifth | 9½ out |
| Friday, May 6 |
| » Defeated Pirates (13-13), 10-1 | Three Rivers Stadium (1-0) | 8-18 | Won 2 |
| » W: Anthony Young (1-2) L: Denny Neagle (2-4) | Fifth | 9 out |
| Sunday, May 8 |
| » Lost to Pirates (14-13), 9-2 | Three Rivers Stadium (1-1) | 8-19 | |
| » W: Paul Wagner (3-2) L: Willie Banks (2-4) | Fourth | 10 out |
| » Lost to Pirates (15-13), 9-3 | Three Rivers Stadium (1-2) | 8-20 | Lost 2 |
| » W: Zane Smith (4-2) L: Mike Morgan (0-5) | Fourth | 10 out |
| Monday, May 9 |
| » Defeated Cardinals (15-14), 6-3 | Busch Stadium II (1-0) | 9-20 | |
| » W: Steve Trachsel (4-2) L: Rene Arocha (1-3) S: Randy Myers (5) | Fifth | 10 out |
| Tuesday, May 10 |
| » Lost to Cardinals (16-14), 7-6 | Busch Stadium II (1-1) | 9-21 | |
| » W: Rene Arocha (2-3) L: Jose Bautista (0-3) | Fourth | 11 out |
| Wednesday, May 11 |
| » Lost to Cardinals (17-14), 3-2 | Busch Stadium II (1-2) | 9-22 | Lost 2 |
| » W: Bob Tewksbury (7-0) L: Anthony Young (1-3) S: John Habyan (1) | Fourth | 12 out |
| Thursday, May 12 |
| » Defeated Cardinals (17-15), 8-6 | Busch Stadium II (2-2) | 10-22 | |
| » W: Chuck Crim (2-0) L: Rob Murphy (1-2) S: Randy Myers (6) | Fourth | 11½ out |
| Friday, May 13 |
| » Defeated Marlins (18-17), 6-4 | Wrigley Field (2-12) | 11-22 | Won 2 |
| » W: Willie Banks (3-4) L: Charlie Hough (3-2) S: Randy Myers (7) | Fourth | 10½ out |
| Saturday, May 14 |
| » Lost to Marlins (19-17), 6-4 | Wrigley Field (2-13) | 11-23 | |
| » W: Mark Gardner (1-0) L: Steve Trachsel (4-3) S: Jeremy Hernandez (7) | Fifth | 10½ out |
| Sunday, May 15 |
| » Lost to Marlins (20-17), 3-0 | Wrigley Field (2-14) | 11-24 | Lost 2 |
| » W: Chris Hammond (4-3) L: Frank Castillo (0-1) S: Jeremy Hernandez (8) | Fifth | 11½ out |
| Monday, May 16 |
| » Defeated Padres (10-27), 4-2 | Wrigley Field (3-14) | 12-24 | |
| » W: Anthony Young (2-3) L: Andy Benes (2-7) S: Randy Myers (8) | Fourth | 11 out |
| Tuesday, May 17 |
| » Defeated Padres (10-28), 11-4 | Wrigley Field (4-14) | 13-24 | Won 2 |
| » W: Jose Guzman (1-2) L: Scott Sanders (1-3) S: Jim Bullinger (1) | Fifth | 11 out |
| Wednesday, May 18 |
| » Defeated Padres (10-29), 5-4 | Wrigley Field (5-14) | 14-24 | Won 3 |
| » W: Willie Banks (4-4) L: Wally Whitehurst (2-5) S: Randy Myers (9) | Fifth | 10 out |
| Friday, May 20 |
| » Defeated Giants (21-20), 2-1 | Wrigley Field (6-14) | 15-24 | Won 4 |
| » W: Jose Bautista (1-3) L: Dave Burba (0-3) | Fifth | 10½ out |
| Saturday, May 21 |
| » Defeated Giants (21-21), 12-10 | Wrigley Field (7-14) | 16-24 | Won 5 |
| » W: Jim Bullinger (1-0) L: Bryan Hickerson (2-3) S: Chuck Crim (1) | Fifth | 9½ out |
| » Major-league debuts: William Van Landingham (Giants) |
| Sunday, May 22 |
| » Defeated Giants (21-22), 6-5 | Wrigley Field (8-14) | 17-24 | Won 6 |
| » W: Jim Bullinger (2-0) L: Rod Beck (1-2) | Fifth | 8½ out |
| Monday, May 23 |
| » Defeated Dodgers (25-20), 6-3 | Dodger Stadium (1-0) | 18-24 | Won 7 |
| » W: Jose Guzman (2-2) L: Kevin Gross (3-2) S: Randy Myers (10) | Fifth | 7½ out |
| Tuesday, May 24 |
| » Defeated Dodgers (25-21), 2-0 | Dodger Stadium (2-0) | 19-24 | Won 8 |
| » W: Willie Banks (5-4) L: Orel Hershiser (3-1) | Fifth | 6½ out |
| Wednesday, May 25 |
| » Lost to Dodgers (26-21), 7-6 | Dodger Stadium (2-1) | 19-25 | |
| » W: Todd Worrell (3-2) L: Dan Plesac (1-2) | Fifth | 6½ out |
| Friday, May 27 |
| » Lost to Braves (29-16), 7-2 | Atlanta-Fulton County Stadium (0-1) | 19-26 | Lost 2 |
| » W: Greg Maddux (8-2) L: Mike Morgan (0-6) | Fifth | 7 out |
| Saturday, May 28 |
| » Defeated Braves (29-17), 9-2 | Atlanta-Fulton County Stadium (1-1) | 20-26 | |
| » W: Anthony Young (3-3) L: Kent Mercker (3-1) | Fourth | 6 out |
| Sunday, May 29 |
| » Defeated Braves (29-18), 4-2 | Atlanta-Fulton County Stadium (2-1) | 21-26 | Won 2 |
| » W: Jim Bullinger (3-0) L: Tom Glavine (5-5) S: Randy Myers (11) | Third | 5 out |
| Monday, May 30 |
| » Defeated Phillies (23-27), 3-0 | Wrigley Field (9-14) | 22-26 | Won 3 |
| » W: Willie Banks (6-4) L: Bobby Munoz (0-1) S: Randy Myers (12) | Third | 5 out |
| Tuesday, May 31 |
| » Lost to Phillies (24-27), 8-7 | Wrigley Field (9-15) | 22-27 | |
| » W: Larry Andersen (1-1) L: Randy Myers (0-2) S: Doug Jones (11) | Third | 6 out |
| Wednesday, June 1 |
| » Lost to Phillies (25-27), 4-2 | Wrigley Field (9-16) | 22-28 | Lost 2 |
| » W: Shawn Boskie (2-2) L: Mike Morgan (0-7) S: Doug Jones (12) | Third | 6 out |
| Thursday, June 2 |
| » Lost to Phillies (26-27), 4-2 | Wrigley Field (9-17) | 22-29 | Lost 3 |
| » W: Danny Jackson (7-1) L: Anthony Young (3-4) S: Doug Jones (13) | Third | 6½ out |
| Friday, June 3 |
| » Lost to Expos (30-22), 3-1 | Wrigley Field (9-18) | 22-30 | Lost 4 |
| » W: Jeff Shaw (3-2) L: Chuck Crim (2-1) S: John Wetteland (7) | Fourth | 7½ out |
| Saturday, June 4 |
| » Lost to Expos (31-22), 6-1 | Wrigley Field (9-19) | 22-31 | Lost 5 |
| » W: Pedro Martinez (4-3) L: Willie Banks (6-5) | Fifth | 8½ out |
| Sunday, June 5 |
| » Lost to Expos (32-22), 10-5 | Wrigley Field (9-20) | 22-32 | Lost 6 |
| » W: Gil Heredia (1-2) L: Dave Otto (0-1) | Fifth | 9½ out |
| Monday, June 6 |
| » Lost to Phillies (27-30), 3-1 | Veteran's Stadium (0-1) | 22-33 | Lost 7 |
| » W: Shawn Boskie (3-2) L: Jim Bullinger (3-1) S: Doug Jones (14) | Fifth | 9½ out |
| Tuesday, June 7 |
| » Lost to Phillies (28-30), 7-6 | Veteran's Stadium (0-2) | 22-34 | Lost 8 |
| » W: Paul Quantrill (2-1) L: Randy Myers (0-3) S: Doug Jones (15) | Fifth | 10 out |
| Wednesday, June 8 |
| » Lost to Phillies (29-30), 3-0 | Veteran's Stadium (0-3) | 22-35 | Lost 9 |
| » W: David West (2-5) L: Kevin Foster (0-1) S: Doug Jones (16) | Fifth | 10½ out |
| Friday, June 10 |
| » Lost to Dodgers (31-29), 2-1 | Wrigley Field (9-21) | 22-36 | Lost 10 |
| » W: Kevin Gross (5-3) L: Steve Trachsel (4-4) | Fifth | 11½ out |
| Saturday, June 11 |
| » Defeated Dodgers (31-30), 7-4 | Wrigley Field (10-21) | 23-36 | |
| » W: Willie Banks (7-5) L: Orel Hershiser (3-3) S: Randy Myers (13) | Fifth | 11½ out |
| Sunday, June 12 |
| » Lost to Dodgers (32-30), 2-1 | Wrigley Field (10-22) | 23-37 | |
| » W: Tom Candiotti (5-2) L: Anthony Young (3-5) | Fifth | 11½ out |
| Tuesday, June 14 |
| » Defeated Padres (23-40), 7-6 | San Diego/Jack Murphy Stadium (1-0) | 24-37 | |
| » W: Randy Myers (1-3) L: Trevor Hoffman (2-3) S: Chuck Crim (2) | Fourth | 10 out |
| Wednesday, June 15 |
| » Defeated Padres (23-41), 5-0 | San Diego/Jack Murphy Stadium (2-0) | 25-37 | Won 2 |
| » W: Steve Trachsel (5-4) L: Joey Hamilton (3-1) | Fourth | 10 out |
| Thursday, June 16 |
| » Lost to Padres (24-41), 7-1 | San Diego/Jack Murphy Stadium (2-1) | 25-38 | |
| » W: Andy Ashby (3-5) L: Willie Banks (7-6) | Fifth | 11 out |
| Friday, June 17 |
| » Lost to Giants (30-37), 6-1 | Candlestick Park (0-1) | 25-39 | Lost 2 |
| » W: Bill Swift (8-4) L: Jim Bullinger (3-2) | Fifth | 11 out |
| Saturday, June 18 |
| » Defeated Giants (30-38), 6-4 | Candlestick Park (1-1) | 26-39 | |
| » W: Dan Plesac (2-2) L: Bryan Hickerson (2-6) S: Randy Myers (14) | Fifth | 11 out |
| Sunday, June 19 |
| » Defeated Giants (30-39), 10-6 | Candlestick Park (2-1) | 27-39 | Won 2 |
| » W: Kevin Foster (1-1) L: Salomon Torres (2-6) | Fifth | 10½ out |
| Tuesday, June 21 |
| » Defeated Marlins (34-36), 7-2 | Joe Robbie Stadium (1-0) | 28-39 | Won 3 |
| » W: Steve Trachsel (6-4) L: Kurt Miller (1-2) S: Jose Bautista (1) | Fifth | 10½ out |
| Thursday, June 23 |
| » Defeated Marlins (34-37), 9-3 | Joe Robbie Stadium (2-0) | 29-39 | Won 4 |
| » W: Mike Morgan (1-7) L: Dave Weathers (7-6) S: Jim Bullinger (2) | Fifth | 11 out |
| Friday, June 24 |
| » Lost to Cardinals (35-35), 3-1 | Wrigley Field (10-23) | 29-40 | |
| » W: Allen Watson (5-3) L: Anthony Young (3-6) S: Rene Arocha (5) | Fifth | 12 out |
| Saturday, June 25 |
| » Defeated Cardinals (35-36), 3-1 | Wrigley Field (11-23) | 30-40 | |
| » W: Kevin Foster (2-1) L: Vicente Palacios (1-6) S: Randy Myers (15) | Fourth | 11 out |
| Sunday, June 26 |
| » Lost to Cardinals (36-36), 3-1 | Wrigley Field (11-24) | 30-41 | |
| » W: Rick Sutcliffe (4-3) L: Steve Trachsel (6-5) S: Rene Arocha (6) | Fourth | 12 out |
| Monday, June 27 |
| » Defeated Pirates (36-37), 2-1 | Wrigley Field (12-24) | 31-41 | |
| » W: Willie Banks (8-6) L: Jeff Ballard (1-1) S: Randy Myers (16) | Fifth | 11 out |
| Tuesday, June 28 |
| » Lost to Pirates (37-37), 6-5 | Wrigley Field (12-25) | 31-42 | |
| » W: Jon Lieber (4-2) L: Mike Morgan (1-8) S: Alejandro Pena (7) | Fifth | 12 out |
| Wednesday, June 29 |
| » Defeated Pirates (37-38), 6-5 | Wrigley Field (13-25) | 32-42 | |
| » W: Chuck Crim (3-1) L: Ravelo Manzanillo (2-2) | Fifth | 11 out |
| Thursday, June 30 |
| » Lost to Astros (43-35), 5-3 | Astrodome (1-2) | 32-43 | |
| » W: Pete Harnisch (3-4) L: Kevin Foster (2-2) S: Todd Jones (2) | Fifth | 11 out |
| Friday, July 1 |
| » Defeated Astros (43-36), 3-2 | Astrodome (2-2) | 33-43 | |
| » W: Steve Trachsel (7-5) L: Doug Drabek (10-5) S: Randy Myers (17) | Fifth | 11 out |
| Saturday, July 2 |
| » Lost to Astros (44-36), 5-4 | Astrodome (2-3) | 33-44 | |
| » W: Shane Reynolds (6-3) L: Chuck Crim (3-2) | Fifth | 12 out |
| Sunday, July 3 |
| » Lost to Astros (45-36), 12-6 | Astrodome (2-4) | 33-45 | Lost 2 |
| » W: Greg Swindell (6-6) L: Mike Morgan (1-9) | Fifth | 13 out |
| Monday, July 4 |
| » Defeated Rockies (38-45), 4-3 | Wrigley Field (14-25) | 34-45 | |
| » W: Jose Bautista (2-3) L: Bruce Ruffin (3-4) | Fifth | 13½ out |
| » Lost to Rockies (39-45), 4-2 | Wrigley Field (14-26) | 34-46 | |
| » W: Bruce Walton (1-0) L: Randy Myers (1-4) S: Greg Harris (1) | Fifth | 13½ out |
| Tuesday, July 5 |
| » Lost to Rockies (40-45), 9-6 | Wrigley Field (14-27) | 34-47 | Lost 2 |
| » W: Kevin Ritz (2-4) L: Chuck Crim (3-3) S: Willie Blair (3) | Fifth | 14½ out |
| Wednesday, July 6 |
| » Lost to Rockies (41-45), 7-1 | Wrigley Field (14-28) | 34-48 | Lost 3 |
| » W: Curt Leskanic (1-0) L: Steve Trachsel (7-6) S: Bruce Ruffin (14) | Fifth | 14½ out |
| Thursday, July 7 |
| » Lost to Astros (49-36), 9-3 | Wrigley Field (14-29) | 34-49 | Lost 4 |
| » W: Darryl Kile (6-3) L: Willie Banks (8-7) | Fifth | 15½ out |
| Friday, July 8 |
| » Defeated Astros (49-37), 6-5 | Wrigley Field (15-29) | 35-49 | |
| » W: Jose Bautista (3-3) L: John Hudek (0-1) | Fifth | 15½ out |
| » Major-league debuts: Orlando Miller (Astros) |
| Saturday, July 9 |
| » Defeated Astros (49-38), 7-3 | Wrigley Field (16-29) | 36-49 | Won 2 |
| » W: Anthony Young (4-6) L: Brian Williams (5-5) | Fifth | 15½ out |
| Sunday, July 10 |
| » Lost to Astros (50-38), 5-3 | Wrigley Field (16-30) | 36-50 | |
| » W: Pete Harnisch (5-4) L: Kevin Foster (2-3) S: John Hudek (15) | Fifth | 15½ out |
| Thursday, July 14 |
| » Defeated Reds (52-36), 4-3 | Riverfront Stadium (1-2) | 37-50 | |
| » W: Steve Trachsel (8-6) L: John Smiley (9-9) S: Randy Myers (18) | Fifth | 14½ out |
| Friday, July 15 |
| » Lost to Reds (53-36), 7-1 | Riverfront Stadium (1-3) | 37-51 | |
| » W: Jose Rijo (9-4) L: Willie Banks (8-8) | Fifth | 15½ out |
| Saturday, July 16 |
| » Defeated Reds (53-37), 7-2 | Riverfront Stadium (2-3) | 38-51 | |
| » W: Mike Morgan (2-9) L: John Roper (5-1) | Fifth | 14½ out |
| Sunday, July 17 |
| » Lost to Reds (54-37), 3-2 | Riverfront Stadium (2-4) | 38-52 | |
| » W: Johnny Ruffin (5-0) L: Jose Bautista (3-4) | Fifth | 15½ out |
| Monday, July 18 |
| » Defeated Rockies (46-49), 6-3 | Mile High Stadium (3-1) | 39-52 | |
| » W: Jim Bullinger (4-2) L: Mike Harkey (1-6) | Fifth | 15½ out |
| Tuesday, July 19 |
| » Defeated Rockies (46-50), 6-1 | Mile High Stadium (4-1) | 40-52 | Won 2 |
| » W: Steve Trachsel (9-6) L: David Nied (9-5) | Fifth | 15½ out |
| Wednesday, July 20 |
| » Defeated Rockies (46-51), 9-8 | Mile High Stadium (5-1) | 41-52 | Won 3 |
| » W: Randy Veres (1-0) L: Steve Reed (3-2) S: Dan Plesac (1) | Fifth | 14½ out |
| Thursday, July 21 |
| » Major-league debuts: John Frascatore (Cardinals) |
| Friday, July 22 |
| » Defeated Reds (56-39), 7-6 | Wrigley Field (17-30) | 42-52 | Won 4 |
| » W: Chuck Crim (4-3) L: Scott Service (0-1) S: Randy Myers (19) | Fourth | 13½ out |
| Saturday, July 23 |
| » Lost to Reds (57-39), 3-1 | Wrigley Field (17-31) | 42-53 | |
| » W: Johnny Ruffin (6-0) L: Chuck Crim (4-4) | Fourth | 14½ out |
| Sunday, July 24 |
| » Defeated Reds (57-40), 3-0 | Wrigley Field (18-31) | 43-53 | |
| » W: Jim Bullinger (5-2) L: Pete Schourek (5-2) S: Randy Myers (20) | Fourth | 13½ out |
| Monday, July 25 |
| » Lost to Pirates (47-51), 6-2 | Three Rivers Stadium (1-3) | 43-54 | |
| » W: Denny Neagle (9-8) L: Willie Banks (8-9) S: Dan Miceli (1) | Fifth | 14½ out |
| Tuesday, July 26 |
| » Defeated Pirates (47-52), 8-4 | Three Rivers Stadium (2-3) | 44-54 | |
| » W: Jose Bautista (4-4) L: Mark Dewey (2-1) | Fifth | 13½ out |
| Wednesday, July 27 |
| » Lost to Pirates (48-52), 9-4 | Three Rivers Stadium (2-4) | 44-55 | |
| » W: Rick White (3-5) L: Mike Morgan (2-10) | Fifth | 13½ out |
| Thursday, July 28 |
| » Defeated Pirates (48-53), 10-3 | Three Rivers Stadium (3-4) | 45-55 | |
| » W: Kevin Foster (3-3) L: Steve Cooke (4-9) | Fifth | 13 out |
| Friday, July 29 |
| » Defeated Cardinals (46-55), 8-3 | Busch Stadium II (3-2) | 46-55 | Won 2 |
| » W: Jim Bullinger (6-2) L: Allen Watson (6-5) | Fourth | 12½ out |
| Saturday, July 30 |
| » Lost to Cardinals (47-55), 10-7 | Busch Stadium II (3-3) | 46-56 | |
| » W: Bob Tewksbury (11-10) L: Willie Banks (8-10) S: Rene Arocha (10) | Fifth | 13½ out |
| Sunday, July 31 |
| » Defeated Cardinals (47-56), 9-7 | Busch Stadium II (4-3) | 47-56 | |
| » W: Frank Castillo (1-1) L: Omar Olivares (2-4) | Fourth | 13½ out |
| Former Cub Hy Vandenberg dies in Bloomington, MN at the age of 89. |
| Monday, August 1 |
| » Defeated Marlins (45-60), 8-5 | Wrigley Field (19-31) | 48-56 | Won 2 |
| » W: Chuck Crim (5-4) L: Pat Rapp (6-7) S: Randy Myers (21) | Fourth | 13½ out |
| Tuesday, August 2 |
| » Lost to Marlins (46-60), 3-2 | Wrigley Field (19-32) | 48-57 | |
| » W: Robb Nen (5-5) L: Jose Bautista (4-5) | Fourth | 14½ out |
| Wednesday, August 3 |
| » Lost to Marlins (47-60), 9-8 | Wrigley Field (19-33) | 48-58 | Lost 2 |
| » W: Rich Scheid (1-2) L: Randy Veres (1-1) S: Robb Nen (13) | Fourth | 15½ out |
| Thursday, August 4 |
| » Lost to Marlins (48-60), 5-1 | Wrigley Field (19-34) | 48-59 | Lost 3 |
| » W: Mark Gardner (4-4) L: Steve Trachsel (9-7) | Fourth | 16 out |
| Friday, August 5 |
| » Lost to Padres (44-68), 4-2 | Wrigley Field (19-35) | 48-60 | Lost 4 |
| » W: Scott Sanders (4-8) L: Willie Banks (8-11) S: Trevor Hoffman (18) | Fifth | 16 out |
| Saturday, August 6 |
| » Defeated Padres (44-69), 7-1 | Wrigley Field (20-35) | 49-60 | |
| » W: Frank Castillo (2-1) L: Joey Hamilton (8-6) | Fifth | 15 out |
| Sunday, August 7 |
| » Lost to Padres (45-69), 5-1 | Wrigley Field (20-36) | 49-61 | |
| » W: Bill Krueger (3-4) L: Kevin Foster (3-4) | Fifth | 16 out |
| Monday, August 8 |
| » Lost to Giants (53-60), 5-4 | Wrigley Field (20-37) | 49-62 | Lost 2 |
| » W: Rich Monteleone (4-3) L: Dan Plesac (2-3) S: Rod Beck (26) | Fifth | 16 out |
| Tuesday, August 9 |
| » Lost to Giants (54-60), 3-2 | Wrigley Field (20-38) | 49-63 | Lost 3 |
| » W: Dave Burba (3-6) L: Randy Myers (1-5) S: Rod Beck (27) | Fifth | 17 out |
| Wednesday, August 10 |
| » Lost to Giants (55-60), 5-2 | Wrigley Field (20-39) | 49-64 | Lost 4 |
| » W: William VanLandingham (8-2) L: Willie Banks (8-12) S: Rod Beck (28) | Fourth | 17 out |
| Monday, September 5 |
| Former Cub Hank Aguirre dies in Bloomfield Hills, MI at the age of 64. |
| Tuesday, November 29 |
| Former Cub Charley Smith dies at the age of 58. |
Game information provided by Retrosheet (www.retrosheet.org) |