| Thursday, January 3 |
| Former Cub Charlie Smith dies in Wickliffe, OH at the age of 49. |
| Sunday, January 20 |
| Future Cub Gale Wade is born in Hollister, MO. |
| Monday, February 18 |
| Future Cub Cal Neeman is born in Valmeyer, IL. |
| Tuesday, February 26 |
| Former Cub Jim Moroney dies in Philadelphia, PA at the age of 46. |
| Saturday, April 6 |
| Future Cub Don Elston is born in Campbellstown, OH. |
| Tuesday, April 16 |
| » Lost to Pirates (1-0), 4-3 | Wrigley Field (0-1) | 0-1 | |
| » Starters: Burleigh Grimes vs Charlie Root | Third | 1 out |
| Wednesday, April 17 |
| » Defeated Pirates (1-1), 13-2 | Wrigley Field (1-1) | 1-1 | |
| » Starters: Ray Kremer vs Pat Malone | Second | 1 out |
| » Major-league debuts: Steve Swetonic (Pirates) |
| Thursday, April 18 |
| » Defeated Pirates (1-2), 11-1 | Wrigley Field (2-1) | 2-1 | Won 2 |
| » Starters: Jesse Petty vs Sheriff Blake | Second | 1 out |
| » Major-league debuts: Larry French (Pirates) |
| Sunday, April 21 |
| » Defeated Cardinals (3-2), 4-0 | Wrigley Field (3-1) | 3-1 | Won 3 |
| » Starters: Clarence Mitchell vs Guy Bush | Third | ½ out |
| Monday, April 22 |
| » Defeated Cardinals (3-3), 3-0 | Wrigley Field (4-1) | 4-1 | Won 4 |
| » Starters: Pete Alexander vs Pat Malone | Third | 1 out |
| Tuesday, April 23 |
| » Lost to Cardinals (4-3), 9-6 | Wrigley Field (4-2) | 4-2 | |
| » Starters: Bill Sherdel vs Sheriff Blake | Second | 1 out |
| » Major-league debuts: Earl Grace (Cubs) |
| Wednesday, April 24 |
| » Lost to Pirates (3-3), 5-4 | Forbes Field (0-1) | 4-3 | Lost 2 |
| » Starters: Charlie Root vs Burleigh Grimes | Third | 1½ out |
| Friday, April 26 |
| » Defeated Pirates (3-4), 9-6 | Forbes Field (1-1) | 5-3 | |
| » Starters: Guy Bush vs Ray Kremer | Second | 1 out |
| Saturday, April 27 |
| » Defeated Pirates (3-5), 8-7 | Forbes Field (2-1) | 6-3 | Won 2 |
| » Starters: Pat Malone vs Steve Swetonic | Second | 1 out |
| Sunday, April 28 |
| » Lost to Reds (4-6), 17-12 | Crosley Field (0-1) | 6-4 | |
| » Starters: Hal Carlson vs Ray Kolp | Second | 1 out |
| » Major-league debuts: Footsie Blair (Cubs) |
| Monday, April 29 |
| » Defeated Reds (4-7), 4-3 | Crosley Field (1-1) | 7-4 | |
| » Starters: Charlie Root vs Pete Donohue | Second | 1½ out |
| Tuesday, April 30 |
| » Lost to Reds (5-7), 5-4 | Crosley Field (1-2) | 7-5 | |
| » Starters: Sheriff Blake vs Jakie May | Second | 1½ out |
| Wednesday, May 1 |
| » Tied Reds, 4-4 | Crosley Field (1-2) | 7-5 | |
| » Starters: Guy Bush vs Dolf Luque | Second | 1½ out |
| Saturday, May 4 |
| » Defeated Phillies (4-7), 16-0 | Baker Bowl (1-0) | 8-5 | |
| » Starters: Pat Malone vs Alex Ferguson | Second | 2 out |
| » Defeated Phillies (4-8), 9-7 | Baker Bowl (2-0) | 9-5 | Won 2 |
| » Starters: Charlie Root vs Claude Willoughby | Second | 2 out |
| Monday, May 6 |
| » Lost to Phillies (5-8), 2-1 | Baker Bowl (2-1) | 9-6 | |
| » Starters: Sheriff Blake vs Claude Willoughby | Second | 1½ out |
| Tuesday, May 7 |
| » Defeated Dodgers (6-9), 9-4 | Ebbets Field (1-0) | 10-6 | |
| » Starters: Art Nehf vs Doug McWeeny | Second | 1½ out |
| Wednesday, May 8 |
| » Defeated Dodgers (6-10), 4-2 | Ebbets Field (2-0) | 11-6 | Won 2 |
| » Starters: Guy Bush vs Doug McWeeny | First | -- |
| Thursday, May 9 |
| » Defeated Dodgers (6-11), 11-2 | Ebbets Field (3-0) | 12-6 | Won 3 |
| » Starters: Pat Malone vs Win Ballou | First | -- |
| Friday, May 10 |
| » Defeated Giants (6-9), 11-4 | Polo Grounds V (1-0) | 13-6 | Won 4 |
| » Starters: Charlie Root vs Joe Genewich | First | -- |
| Saturday, May 11 |
| » Lost to Giants (7-9), 6-0 | Polo Grounds V (1-1) | 13-7 | |
| » Starters: Sheriff Blake vs Larry Benton | First | -- |
| Sunday, May 12 |
| » Tied Giants, 6-6 | Polo Grounds V (1-1) | 13-7 | |
| » Starters: Art Nehf vs Carl Hubbell | Second | ½ out |
| Monday, May 13 |
| » Defeated Braves (10-9), 6-4 | Braves Field (1-0) | 14-7 | |
| » Starters: Claude Jonnard vs Socks Seibold | First | -- |
| Tuesday, May 14 |
| » Lost to Braves (11-9), 6-5 | Braves Field (1-1) | 14-8 | |
| » Starters: Pat Malone vs Ben Cantwell | First | -- |
| Wednesday, May 15 |
| » Defeated Braves (11-10), 7-4 | Braves Field (2-1) | 15-8 | |
| » Starters: Guy Bush vs Percy Jones | First | -- |
| Friday, May 17 |
| » Defeated Reds (11-13), 9-3 | Wrigley Field (5-2) | 16-8 | Won 2 |
| » Starters: Pete Donohue vs Sheriff Blake | First | -- |
| Saturday, May 18 |
| » Defeated Reds (11-14), 7-0 | Wrigley Field (6-2) | 17-8 | Won 3 |
| » Starters: Jakie May vs Charlie Root | First | -- |
| Sunday, May 19 |
| » Lost to Pirates (14-10), 4-1 | Wrigley Field (6-3) | 17-9 | |
| » Starters: Burleigh Grimes vs Pat Malone | First | -- |
| Future Cub Curt Simmons is born in Egypt, PA. |
| Monday, May 20 |
| » Defeated Pirates (14-11), 6-1 | Wrigley Field (7-3) | 18-9 | |
| » Starters: Steve Swetonic vs Guy Bush | First | -- |
| Tuesday, May 21 |
| » Defeated Pirates (14-12), 8-6 | Wrigley Field (8-3) | 19-9 | Won 2 |
| » Starters: Larry French vs Mike Cvengros | First | -- |
| Thursday, May 23 |
| » Lost to Cardinals (20-10), 6-3 | Sportsman's Park III (0-1) | 19-10 | |
| » Starters: Sheriff Blake vs Clarence Mitchell | Second | ½ out |
| Friday, May 24 |
| » Defeated Cardinals (20-11), 5-4 | Sportsman's Park III (1-1) | 20-10 | |
| » Starters: Pat Malone vs Bill Sherdel | First | -- |
| Saturday, May 25 |
| » Lost to Cardinals (21-11), 7-6 | Sportsman's Park III (1-2) | 20-11 | |
| » Starters: Charlie Root vs Pete Alexander | Second | ½ out |
| Sunday, May 26 |
| » Defeated Reds (11-21), 5-1 | Wrigley Field (9-3) | 21-11 | |
| » Starters: Red Lucas vs Guy Bush | First | -- |
| Monday, May 27 |
| » Lost to Reds (12-21), 8-5 | Crosley Field (1-3) | 21-12 | |
| » Starters: Sheriff Blake vs Jakie May | First | -- |
| Wednesday, May 29 |
| » Lost to Pirates (22-12), 7-2 | Forbes Field (2-2) | 21-13 | Lost 2 |
| » Starters: Pat Malone vs Steve Swetonic | Second | 1 out |
| Thursday, May 30 |
| » Defeated Pirates (22-13), 5-1 | Forbes Field (3-2) | 22-13 | |
| » Starters: Art Nehf vs Ray Kremer | Third | 1 out |
| » Lost to Pirates (23-13), 4-0 | Forbes Field (3-3) | 22-14 | |
| » Starters: Charlie Root vs Burleigh Grimes | Third | 1 out |
| Saturday, June 1 |
| » Lost to Giants (18-17), 7-4 | Wrigley Field (9-4) | 22-15 | Lost 2 |
| » Starters: Carl Mays vs Guy Bush | Third | 2 out |
| Sunday, June 2 |
| » Lost to Giants (19-17), 4-1 | Wrigley Field (9-5) | 22-16 | Lost 3 |
| » Starters: Larry Benton vs Sheriff Blake | Third | 2½ out |
| Monday, June 3 |
| » Lost to Giants (20-17), 8-1 | Wrigley Field (9-6) | 22-17 | Lost 4 |
| » Starters: Carl Hubbell vs Pat Malone | Third | 3½ out |
| Tuesday, June 4 |
| » Defeated Giants (20-18), 10-9 | Wrigley Field (10-6) | 23-17 | |
| » Starters: Freddie Fitzsimmons vs Art Nehf | Third | 3 out |
| Wednesday, June 5 |
| » Defeated Dodgers (15-25), 4-3 | Wrigley Field (11-6) | 24-17 | Won 2 |
| » Starters: Doug McWeeny vs Trader Horne | Third | 1½ out |
| Thursday, June 6 |
| » Defeated Dodgers (15-26), 8-6 | Wrigley Field (12-6) | 25-17 | Won 3 |
| » Starters: Lou Koupal vs Guy Bush | Third | 1½ out |
| Friday, June 7 |
| » Defeated Dodgers (15-27), 11-2 | Wrigley Field (13-6) | 26-17 | Won 4 |
| » Starters: Clise Dudley vs Charlie Root | Second | 1½ out |
| » Major-league debuts: Cy Moore (Dodgers) |
| Saturday, June 8 |
| » Lost to Braves (17-27), 5-4 | Wrigley Field (13-7) | 26-18 | |
| » Starters: Bob Smith vs Sheriff Blake | Third | 2½ out |
| Sunday, June 9 |
| » Defeated Braves (17-28), 2-1 | Wrigley Field (14-7) | 27-18 | |
| » Starters: Ben Cantwell vs Art Nehf | Third | 1½ out |
| Monday, June 10 |
| » Defeated Braves (17-29), 10-8 | Wrigley Field (15-7) | 28-18 | Won 2 |
| » Starters: Dixie Leverett vs Hal Carlson | Third | ½ out |
| Tuesday, June 11 |
| Future Cub Frank Thomas is born in Pittsburgh, PA. |
| Wednesday, June 12 |
| » Defeated Phillies (21-26), 7-3 | Wrigley Field (16-7) | 29-18 | Won 3 |
| » Starters: Phil Collins vs Pat Malone | Third | 1 out |
| Thursday, June 13 |
| » Tied Phillies, 0-0 | Wrigley Field (16-7) | 29-18 | |
| » Starters: Claude Willoughby vs Charlie Root | Third | 1½ out |
| Saturday, June 15 |
| » Defeated Phillies (21-27), 8-7 | Wrigley Field (17-7) | 30-18 | Won 4 |
| » Starters: Luther Roy vs Guy Bush | Second | 2½ out |
| Sunday, June 16 |
| » Lost to Phillies (22-27), 7-2 | Wrigley Field (17-8) | 30-19 | |
| » Starters: Ray Benge vs Art Nehf | Third | 3 out |
| Monday, June 17 |
| » Lost to Cardinals (35-21), 13-3 | Wrigley Field (17-9) | 30-20 | Lost 2 |
| » Starters: Clarence Mitchell vs Charlie Root | Third | 3 out |
| Tuesday, June 18 |
| » Defeated Cardinals (35-22), 13-6 | Wrigley Field (18-9) | 31-20 | |
| » Starters: Hal Haid vs Sheriff Blake | Third | 3 out |
| Wednesday, June 19 |
| » Defeated Cardinals (35-23), 7-3 | Wrigley Field (19-9) | 32-20 | Won 2 |
| » Starters: Bill Sherdel vs Pat Malone | First | -- |
| » Defeated Cardinals (35-24), 11-3 | Wrigley Field (20-9) | 33-20 | Won 3 |
| » Starters: Syl Johnson vs Guy Bush | First | -- |
| Thursday, June 20 |
| » Defeated Cardinals (35-25), 7-6 | Wrigley Field (21-9) | 34-20 | Won 4 |
| » Starters: Pete Alexander vs Art Nehf | First | -- |
| Friday, June 21 |
| » Lost to Pirates (35-21), 14-3 | Wrigley Field (21-10) | 34-21 | |
| » Starters: Burleigh Grimes vs Mike Cvengros | Second | ½ out |
| Saturday, June 22 |
| » Lost to Pirates (36-21), 7-4 | Wrigley Field (21-11) | 34-22 | Lost 2 |
| » Starters: Ray Kremer vs Sheriff Blake | Second | 1½ out |
| Sunday, June 23 |
| » Lost to Pirates (37-21), 8-7 | Wrigley Field (21-12) | 34-23 | Lost 3 |
| » Starters: Heinie Meine vs Pat Malone | Second | 2½ out |
| Monday, June 24 |
| » Defeated Pirates (37-22), 4-3 | Wrigley Field (22-12) | 35-23 | |
| » Starters: Erv Brame vs Charlie Root | Second | 1½ out |
| Thursday, June 27 |
| » Defeated Cardinals (36-27), 5-4 | Sportsman's Park III (2-2) | 36-23 | Won 2 |
| » Starters: Guy Bush vs Clarence Mitchell | Second | 1 out |
| Friday, June 28 |
| » Defeated Cardinals (36-28), 9-5 | Sportsman's Park III (3-2) | 37-23 | Won 3 |
| » Starters: Pat Malone vs Jesse Haines | First | -- |
| Saturday, June 29 |
| » Defeated Cardinals (36-29), 10-7 | Sportsman's Park III (4-2) | 38-23 | Won 4 |
| » Starters: Sheriff Blake vs Bill Sherdel | First | -- |
| Sunday, June 30 |
| » Defeated Cardinals (36-30), 14-8 | Sportsman's Park III (5-2) | 39-23 | Won 5 |
| » Starters: Charlie Root vs Syl Johnson | First | -- |
| Monday, July 1 |
| » Tied Cardinals, 11-11 | Sportsman's Park III (5-2) | 39-23 | |
| » Starters: Art Nehf vs Fred Frankhouse | First | -- |
| Tuesday, July 2 |
| » Defeated Reds (24-41), 5-4 | Wrigley Field (23-12) | 40-23 | Won 6 |
| » Starters: Eppa Rixey vs Charlie Root | First | -- |
| Wednesday, July 3 |
| » Defeated Reds (24-42), 7-5 | Wrigley Field (24-12) | 41-23 | Won 7 |
| » Starters: Red Lucas vs Guy Bush | First | -- |
| Thursday, July 4 |
| » Lost to Reds (25-42), 9-8 | Wrigley Field (24-13) | 41-24 | |
| » Starters: Jakie May vs Pat Malone | Second | 1½ out |
| » Defeated Reds (25-43), 10-5 | Wrigley Field (25-13) | 42-24 | |
| » Starters: Pete Donohue vs Sheriff Blake | Second | 1½ out |
| Future Cub Chuck Tanner is born in New Castle, PA. |
| Saturday, July 6 |
| » Lost to Braves (30-44), 3-1 | Braves Field (2-2) | 42-25 | |
| » Starters: Art Nehf vs Socks Seibold | Second | 1½ out |
| Sunday, July 7 |
| » Defeated Braves (30-45), 15-4 | Braves Field (3-2) | 43-25 | |
| » Starters: Charlie Root vs Ed Brandt | Second | 1½ out |
| Monday, July 8 |
| » Defeated Braves (30-46), 11-3 | Braves Field (4-2) | 44-25 | Won 2 |
| » Starters: Hal Carlson vs Dixie Leverett | Second | 1½ out |
| Tuesday, July 9 |
| » Lost to Braves (31-46), 6-2 | Braves Field (4-3) | 44-26 | |
| » Starters: Claude Jonnard vs Ben Cantwell | Second | 1½ out |
| Wednesday, July 10 |
| » Defeated Giants (45-33), 6-2 | Polo Grounds V (2-1) | 45-26 | |
| » Starters: Guy Bush vs Carl Hubbell | Second | 1½ out |
| Thursday, July 11 |
| » Defeated Giants (45-34), 8-3 | Polo Grounds V (3-1) | 46-26 | Won 2 |
| » Starters: Pat Malone vs Freddie Fitzsimmons | Second | 2 out |
| » Lost to Giants (46-34), 16-12 | Polo Grounds V (3-2) | 46-27 | |
| » Starters: Sheriff Blake vs Bill Walker | Second | 2 out |
| Friday, July 12 |
| » Lost to Giants (47-34), 4-3 | Polo Grounds V (3-3) | 46-28 | Lost 2 |
| » Starters: Charlie Root vs Larry Benton | Second | 3 out |
| Saturday, July 13 |
| » Defeated Giants (47-35), 4-0 | Polo Grounds V (4-3) | 47-28 | |
| » Starters: Hal Carlson vs Dutch Henry | Second | 3 out |
| Monday, July 15 |
| » Defeated Phillies (32-47), 9-6 | Baker Bowl (3-1) | 48-28 | Won 2 |
| » Starters: Guy Bush vs Ray Benge | Second | 2½ out |
| » Defeated Phillies (32-48), 7-6 | Baker Bowl (4-1) | 49-28 | Won 3 |
| » Starters: Sheriff Blake vs Luther Roy | Second | 2½ out |
| Tuesday, July 16 |
| » Lost to Phillies (33-48), 6-5 | Baker Bowl (4-2) | 49-29 | |
| » Starters: Pat Malone vs Claude Willoughby | Second | 2½ out |
| Wednesday, July 17 |
| » Defeated Phillies (33-49), 16-3 | Baker Bowl (5-2) | 50-29 | |
| » Starters: Charlie Root vs Sam Dailey | Second | 2 out |
| Thursday, July 18 |
| » Defeated Dodgers (38-45), 11-7 | Ebbets Field (4-0) | 51-29 | Won 2 |
| » Starters: Hal Carlson vs Clise Dudley | Second | 1 out |
| Saturday, July 20 |
| » Defeated Dodgers (38-46), 6-5 | Ebbets Field (5-0) | 52-29 | Won 3 |
| » Starters: Guy Bush vs Watty Clark | First | -- |
| » Defeated Dodgers (38-47), 4-1 | Ebbets Field (6-0) | 53-29 | Won 4 |
| » Starters: Sheriff Blake vs Johnny Morrison | First | -- |
| Sunday, July 21 |
| » Lost to Dodgers (39-47), 3-1 | Ebbets Field (6-1) | 53-30 | |
| » Starters: Pat Malone vs Dazzy Vance | Second | 1 out |
| Tuesday, July 23 |
| » Defeated Giants (51-41), 2-0 | Wrigley Field (26-13) | 54-30 | |
| » Starters: Carl Hubbell vs Charlie Root | Second | 1½ out |
| Wednesday, July 24 |
| » Defeated Giants (51-42), 8-7 | Wrigley Field (27-13) | 55-30 | Won 2 |
| » Starters: Jack Scott vs Guy Bush | First | -- |
| Thursday, July 25 |
| » Defeated Giants (51-43), 8-5 | Wrigley Field (28-13) | 56-30 | Won 3 |
| » Starters: Larry Benton vs Sheriff Blake | First | -- |
| Friday, July 26 |
| » Defeated Phillies (36-54), 13-10 | Wrigley Field (29-13) | 57-30 | Won 4 |
| » Starters: Claude Willoughby vs Art Nehf | First | -- |
| Saturday, July 27 |
| » Defeated Phillies (36-55), 6-1 | Wrigley Field (30-13) | 58-30 | Won 5 |
| » Starters: Lou Koupal vs Pat Malone | First | -- |
| » Defeated Phillies (36-56), 10-7 | Wrigley Field (31-13) | 59-30 | Won 6 |
| » Starters: Hal Elliott vs Charlie Root | First | -- |
| Sunday, July 28 |
| » Defeated Phillies (36-57), 7-2 | Wrigley Field (32-13) | 60-30 | Won 7 |
| » Starters: Les Sweetland vs Guy Bush | First | -- |
| Monday, July 29 |
| » Defeated Phillies (36-58), 12-10 | Wrigley Field (33-13) | 61-30 | Won 8 |
| » Starters: Ray Benge vs Mike Cvengros | First | -- |
| Tuesday, July 30 |
| » Defeated Braves (41-57), 4-0 | Wrigley Field (34-13) | 62-30 | Won 9 |
| » Starters: Bruce Cunningham vs Sheriff Blake | First | -- |
| Wednesday, July 31 |
| » Lost to Braves (42-57), 7-1 | Wrigley Field (34-14) | 62-31 | |
| » Starters: Socks Seibold vs Charlie Root | First | -- |
| » Defeated Braves (42-58), 6-3 | Wrigley Field (35-14) | 63-31 | |
| » Starters: Bob Smith vs Pat Malone | First | -- |
| Thursday, August 1 |
| » Defeated Braves (42-59), 1-0 | Wrigley Field (36-14) | 64-31 | Won 2 |
| » Starters: Ben Cantwell vs Guy Bush | First | -- |
| Saturday, August 3 |
| » Defeated Dodgers (43-57), 12-2 | Wrigley Field (37-14) | 65-31 | Won 3 |
| » Starters: Doug McWeeny vs Hal Carlson | First | -- |
| Sunday, August 4 |
| » Defeated Dodgers (43-58), 6-4 | Wrigley Field (38-14) | 66-31 | Won 4 |
| » Starters: Watty Clark vs Sheriff Blake | First | -- |
| Monday, August 5 |
| » Defeated Dodgers (43-59), 9-8 | Wrigley Field (39-14) | 67-31 | Won 5 |
| » Starters: Johnny Morrison vs Charlie Root | First | -- |
| Tuesday, August 6 |
| » Lost to Dodgers (44-59), 5-4 | Wrigley Field (39-15) | 67-32 | |
| » Starters: Ray Moss vs Pat Malone | First | -- |
| Friday, August 9 |
| » Defeated Phillies (40-62), 12-6 | Baker Bowl (6-2) | 68-32 | |
| » Starters: Guy Bush vs Ray Benge | First | -- |
| Saturday, August 10 |
| » Defeated Braves (43-62), 4-1 | Braves Field (5-3) | 69-32 | Won 2 |
| » Starters: Sheriff Blake vs Socks Seibold | First | -- |
| Sunday, August 11 |
| » Defeated Braves (43-63), 3-1 | Braves Field (6-3) | 70-32 | Won 3 |
| » Starters: Charlie Root vs Bob Smith | First | -- |
| Monday, August 12 |
| » Lost to Braves (44-63), 4-3 | Braves Field (6-4) | 70-33 | |
| » Starters: Pat Malone vs Ben Cantwell | First | -- |
| Tuesday, August 13 |
| » Defeated Braves (44-64), 4-2 | Braves Field (7-4) | 71-33 | |
| » Starters: Hal Carlson vs Bruce Cunningham | First | -- |
| Thursday, August 15 |
| » Defeated Dodgers (47-61), 9-5 | Ebbets Field (7-1) | 72-33 | Won 2 |
| » Starters: Guy Bush vs Watty Clark | First | -- |
| » Lost to Dodgers (48-61), 5-4 | Ebbets Field (7-2) | 72-34 | |
| » Starters: Sheriff Blake vs Dazzy Vance | First | -- |
| Friday, August 16 |
| » Lost to Dodgers (49-61), 5-2 | Ebbets Field (7-3) | 72-35 | Lost 2 |
| » Starters: Charlie Root vs Ray Moss | First | -- |
| Saturday, August 17 |
| » Defeated Dodgers (49-62), 10-4 | Ebbets Field (8-3) | 73-35 | |
| » Starters: Art Nehf vs Clise Dudley | First | -- |
| Sunday, August 18 |
| » Defeated Giants (62-52), 1-0 | Polo Grounds V (5-3) | 74-35 | Won 2 |
| » Starters: Pat Malone vs Larry Benton | First | -- |
| Tuesday, August 20 |
| » Lost to Giants (63-52), 4-1 | Polo Grounds V (5-4) | 74-36 | |
| » Starters: Guy Bush vs Freddie Fitzsimmons | First | -- |
| » Defeated Giants (63-53), 1-0 | Polo Grounds V (6-4) | 75-36 | |
| » Starters: Hal Carlson vs Carl Hubbell | First | -- |
| Wednesday, August 21 |
| » Defeated Giants (63-54), 9-2 | Polo Grounds V (7-4) | 76-36 | Won 2 |
| » Starters: Charlie Root vs Larry Benton | First | -- |
| Thursday, August 22 |
| » Defeated Phillies (48-67), 16-7 | Baker Bowl (7-2) | 77-36 | Won 3 |
| » Starters: Sheriff Blake vs Claude Willoughby | First | -- |
| Friday, August 23 |
| » Defeated Phillies (48-68), 6-1 | Baker Bowl (8-2) | 78-36 | Won 4 |
| » Starters: Pat Malone vs Ray Benge | First | -- |
| Saturday, August 24 |
| » Defeated Phillies (48-69), 9-6 | Baker Bowl (9-2) | 79-36 | Won 5 |
| » Starters: Art Nehf vs Lou Koupal | First | -- |
| Sunday, August 25 |
| » Lost to Reds (52-68), 6-3 | Crosley Field (1-4) | 79-37 | |
| » Starters: Hal Carlson vs Red Lucas | First | -- |
| » Defeated Reds (52-69), 10-1 | Crosley Field (2-4) | 80-37 | |
| » Starters: Guy Bush vs Pete Donohue | First | -- |
| Monday, August 26 |
| » Defeated Reds (52-70), 9-5 | Wrigley Field (40-15) | 81-37 | Won 2 |
| » Starters: Eppa Rixey vs Charlie Root | First | -- |
| Future Cub Tom Poholsky is born in Detroit, MI. |
| Tuesday, August 27 |
| » Defeated Reds (52-71), 4-1 | Wrigley Field (41-15) | 82-37 | Won 3 |
| » Starters: Dolf Luque vs Sheriff Blake | First | -- |
| Wednesday, August 28 |
| » Lost to Pirates (68-51), 10-3 | Forbes Field (3-4) | 82-38 | |
| » Starters: Pat Malone vs Burleigh Grimes | First | -- |
| » Lost to Pirates (69-51), 7-6 | Forbes Field (3-5) | 82-39 | Lost 2 |
| » Starters: Art Nehf vs Ray Kremer | First | -- |
| Thursday, August 29 |
| » Lost to Pirates (70-51), 5-4 | Forbes Field (3-6) | 82-40 | Lost 3 |
| » Starters: Hal Carlson vs Jesse Petty | First | -- |
| Friday, August 30 |
| » Lost to Pirates (71-51), 15-0 | Forbes Field (3-7) | 82-41 | Lost 4 |
| » Starters: Guy Bush vs Heinie Meine | First | -- |
| Saturday, August 31 |
| » Defeated Pirates (71-52), 7-6 | Forbes Field (4-7) | 83-41 | |
| » Starters: Charlie Root vs Steve Swetonic | First | -- |
| Sunday, September 1 |
| » Defeated Cardinals (61-61), 10-3 | Wrigley Field (42-15) | 84-41 | Won 2 |
| » Starters: Jesse Haines vs Sheriff Blake | First | -- |
| Monday, September 2 |
| » Defeated Cardinals (61-62), 11-7 | Wrigley Field (43-15) | 85-41 | Won 3 |
| » Starters: Clarence Mitchell vs Pat Malone | First | -- |
| » Defeated Cardinals (61-63), 12-10 | Wrigley Field (44-15) | 86-41 | Won 4 |
| » Starters: Bill Sherdel vs Hal Carlson | First | -- |
| Wednesday, September 4 |
| » Lost to Cardinals (62-63), 14-8 | Sportsman's Park III (5-3) | 86-42 | |
| » Starters: Guy Bush vs Carmen Hill | First | -- |
| » Defeated Cardinals (62-64), 8-3 | Sportsman's Park III (6-3) | 87-42 | |
| » Starters: Charlie Root vs Syl Johnson | First | -- |
| Saturday, September 7 |
| » Defeated Braves (50-78), 13-6 | Wrigley Field (45-15) | 88-42 | Won 2 |
| » Starters: Socks Seibold vs Sheriff Blake | First | -- |
| » Defeated Braves (50-79), 9-2 | Wrigley Field (46-15) | 89-42 | Won 3 |
| » Starters: Ben Cantwell vs Pat Malone | First | -- |
| Sunday, September 8 |
| » Lost to Braves (51-79), 13-11 | Wrigley Field (46-16) | 89-43 | |
| » Starters: Dixie Leverett vs Guy Bush | First | -- |
| Monday, September 9 |
| » Defeated Braves (51-80), 4-3 | Wrigley Field (47-16) | 90-43 | |
| » Starters: Percy Jones vs Charlie Root | First | -- |
| Wednesday, September 11 |
| » Defeated Phillies (60-74), 5-2 | Wrigley Field (48-16) | 91-43 | Won 2 |
| » Starters: Lou Koupal vs Art Nehf | First | -- |
| Thursday, September 12 |
| » Lost to Phillies (61-74), 7-1 | Wrigley Field (48-17) | 91-44 | |
| » Starters: Claude Willoughby vs Guy Bush | First | -- |
| Friday, September 13 |
| » Lost to Phillies (62-74), 7-6 | Wrigley Field (48-18) | 91-45 | Lost 2 |
| » Starters: Hal Elliott vs Sheriff Blake | First | -- |
| Saturday, September 14 |
| » Defeated Dodgers (63-75), 3-0 | Wrigley Field (49-18) | 92-45 | |
| » Starters: Watty Clark vs Pat Malone | First | -- |
| Sunday, September 15 |
| » Defeated Dodgers (63-76), 13-4 | Wrigley Field (50-18) | 93-45 | Won 2 |
| » Starters: Bobo Newsom vs Charlie Root | First | -- |
| Tuesday, September 17 |
| » Lost to Dodgers (64-76), 8-7 | Wrigley Field (50-19) | 93-46 | |
| » Starters: Dazzy Vance vs Hal Carlson | First | -- |
| » Lost to Dodgers (65-76), 9-6 | Wrigley Field (50-20) | 93-47 | Lost 2 |
| » Starters: Ray Moss vs Guy Bush | First | -- |
| Wednesday, September 18 |
| » Lost to Giants (76-63), 7-3 | Wrigley Field (50-21) | 93-48 | Lost 3 |
| » Starters: Carl Hubbell vs Sheriff Blake | First | -- |
| Thursday, September 19 |
| » Defeated Giants (76-64), 5-0 | Wrigley Field (51-21) | 94-48 | |
| » Starters: Larry Benton vs Pat Malone | First | -- |
| Saturday, September 21 |
| » Lost to Giants (77-64), 4-1 | Wrigley Field (51-22) | 94-49 | |
| » Starters: Bill Walker vs Charlie Root | First | -- |
| Sunday, September 22 |
| » Lost to Giants (78-64), 5-4 | Wrigley Field (51-23) | 94-50 | Lost 2 |
| » Starters: Freddie Fitzsimmons vs Guy Bush | First | -- |
| Future Cub Harry Bright is born in Kansas City, MO. |
| Saturday, September 28 |
| » Lost to Reds (64-83), 5-3 | Wrigley Field (51-24) | 94-51 | Lost 3 |
| » Starters: Pete Donohue vs Pat Malone | First | -- |
| Sunday, September 29 |
| » Defeated Reds (64-84), 1-0 | Wrigley Field (52-24) | 95-51 | |
| » Starters: Benny Frey vs Charlie Root | First | -- |
| Tuesday, October 1 |
| » Lost to Reds (65-84), 3-2 | Crosley Field (2-5) | 95-52 | |
| » Starters: Guy Bush vs Red Lucas | First | -- |
| Wednesday, October 2 |
| » Defeated Reds (65-85), 7-4 | Crosley Field (3-5) | 96-52 | |
| » Starters: Sheriff Blake vs Jakie May | First | -- |
| Thursday, October 3 |
| » Defeated Reds (65-86), 8-1 | Crosley Field (4-5) | 97-52 | Won 2 |
| » Starters: Hal Carlson vs Pete Donohue | First | -- |
| Friday, October 4 |
| » Defeated Reds (65-87), 6-3 | Crosley Field (5-5) | 98-52 | Won 3 |
| » Starters: Bob Osborn vs Eppa Rixey | First | -- |
| Saturday, October 5 |
| » Lost to Reds (66-87), 9-0 | Crosley Field (5-6) | 98-53 | |
| » Starters: Mike Cvengros vs Rube Ehrhardt | First | -- |
| Sunday, October 6 |
| » Lost to Pirates (88-65), 8-3 | Wrigley Field (52-25) | 98-54 | Lost 2 |
| » Starters: Larry French vs Hank Grampp | First | -- |
| Thursday, October 10 |
| Future Cub Bobby Tiefenauer is born in Desloge, MO. |
| Thursday, October 24 |
| Future Cub Jim Brosnan is born in Cincinnati, OH. |
| Sunday, November 10 |
| Former Cub Mark Baldwin dies in Pittsburgh, PA at the age of 67. |
| Saturday, December 14 |
| Future Cub Pete Whisenant is born in Asheville, NC. |
Game information provided by Retrosheet (www.retrosheet.org) |
