| Saturday, January 17 |
| Future Cub Don Zimmer is born in Cincinnati, OH. |
| Thursday, January 29 |
| Future Cub Jim Baumer is born in Tulsa, OK. |
| Saturday, January 31 |
| Future Cub Hank Aguirre is born in Azusa, CA. Future Cub Ernie Banks is born in Dallas, TX. |
| Monday, February 2 |
| Future Cub Ted Tappe is born in Seattle, WA. |
| Thursday, March 19 |
| Future Cub Paul Smith is born in New Castle, PA. |
| Tuesday, April 14 |
| » Defeated Pirates (0-1), 6-2 | Wrigley Field (1-0) | 1-0 | |
| » Starters: Larry French vs Charlie Root | First | -- |
| Wednesday, April 15 |
| » Defeated Pirates (0-2), 6-5 | Wrigley Field (2-0) | 2-0 | Won 2 |
| » Starters: Claude Willoughby vs Bob Smith | First | -- |
| Future Cub Ed Bailey is born in Strawberry Plains, TN. |
| Thursday, April 16 |
| » Lost to Pirates (1-2), 4-3 | Wrigley Field (2-1) | 2-1 | |
| » Starters: Heinie Meine vs Sheriff Blake | Second | 1 out |
| Friday, April 17 |
| » Defeated Pirates (1-3), 5-4 | Wrigley Field (3-1) | 3-1 | |
| » Starters: Spades Wood vs Guy Bush | Second | ½ out |
| Saturday, April 18 |
| » Lost to Cardinals (4-0), 7-5 | Wrigley Field (3-2) | 3-2 | |
| » Starters: Bill Hallahan vs Pat Malone | Third | 1½ out |
| » Major-league debuts: Ripper Collins (Cardinals) |
| Sunday, April 19 |
| » Defeated Cardinals (4-1), 4-1 | Wrigley Field (4-2) | 4-2 | |
| » Starters: Flint Rhem vs Charlie Root | Second | ½ out |
| Monday, April 20 |
| » Lost to Cardinals (5-1), 3-2 | Wrigley Field (4-3) | 4-3 | |
| » Starters: Burleigh Grimes vs Bob Smith | Third | 1½ out |
| Friday, April 24 |
| » Defeated Pirates (3-5), 10-6 | Forbes Field (1-0) | 5-3 | |
| » Starters: Sheriff Blake vs Larry French | Fourth | 1½ out |
| Saturday, April 25 |
| » Defeated Pirates (3-6), 8-3 | Forbes Field (2-0) | 6-3 | Won 2 |
| » Starters: Pat Malone vs Ray Kremer | Third | 1 out |
| Sunday, April 26 |
| » Defeated Reds (1-7), 3-1 | Crosley Field (1-0) | 7-3 | Won 3 |
| » Starters: Charlie Root vs Benny Frey | Third | 1 out |
| Wednesday, April 29 |
| » Defeated Reds (1-8), 3-1 | Crosley Field (2-0) | 8-3 | Won 4 |
| » Starters: Ed Baecht vs Red Lucas | First | -- |
| Friday, May 1 |
| » Lost to Cardinals (9-3), 6-2 | Sportsman's Park III (0-1) | 8-4 | |
| » Starters: Bob Smith vs Syl Johnson | Third | 1 out |
| Saturday, May 2 |
| » Lost to Cardinals (10-3), 6-3 | Sportsman's Park III (0-2) | 8-5 | Lost 2 |
| » Starters: Charlie Root vs Bill Hallahan | Third | 2 out |
| Sunday, May 3 |
| » Lost to Cardinals (11-3), 5-4 | Sportsman's Park III (0-3) | 8-6 | Lost 3 |
| » Starters: Guy Bush vs Flint Rhem | Third | 3 out |
| Monday, May 4 |
| » Defeated Reds (2-13), 13-1 | Wrigley Field (5-3) | 9-6 | |
| » Starters: Ownie Carroll vs Pat Malone | Third | 2½ out |
| » Major-league debuts: Billy Jurges (Cubs) |
| Tuesday, May 5 |
| » Defeated Reds (2-14), 8-4 | Wrigley Field (6-3) | 10-6 | Won 2 |
| » Starters: Benny Frey vs Les Sweetland | Third | 2 out |
| Thursday, May 7 |
| » Defeated Reds (2-15), 5-4 | Wrigley Field (7-3) | 11-6 | Won 3 |
| » Starters: Si Johnson vs Bob Smith | Third | 2½ out |
| Saturday, May 9 |
| » Lost to Giants (13-6), 5-4 | Polo Grounds V (0-1) | 11-7 | |
| » Starters: Charlie Root vs Carl Hubbell | Third | 3½ out |
| Sunday, May 10 |
| » Lost to Giants (14-6), 5-0 | Polo Grounds V (0-2) | 11-8 | Lost 2 |
| » Starters: Pat Malone vs Freddie Fitzsimmons | Fourth | 4 out |
| Friday, May 15 |
| » Lost to Dodgers (9-15), 6-4 | Ebbets Field (0-1) | 11-9 | Lost 3 |
| » Starters: Bob Smith vs Ray Phelps | Fourth | 4 out |
| Saturday, May 16 |
| » Lost to Phillies (10-14), 5-1 | Baker Bowl (0-1) | 11-10 | Lost 4 |
| » Starters: Charlie Root vs Clise Dudley | Fourth | 3½ out |
| » Defeated Phillies (10-15), 17-6 | Baker Bowl (1-1) | 12-10 | |
| » Starters: Les Sweetland vs Phil Collins | Fourth | 3½ out |
| Monday, May 18 |
| » Lost to Phillies (11-15), 5-4 | Baker Bowl (1-2) | 12-11 | |
| » Starters: Ed Baecht vs Lil Stoner | Fourth | 4 out |
| Tuesday, May 19 |
| » Lost to Braves (16-10), 9-5 | Braves Field (0-1) | 12-12 | Lost 2 |
| » Starters: Guy Bush vs Ben Cantwell | Fourth | 5 out |
| Wednesday, May 20 |
| » Defeated Braves (16-11), 7-5 | Braves Field (1-1) | 13-12 | |
| » Starters: Bob Smith vs Fred Frankhouse | Fourth | 4 out |
| Saturday, May 23 |
| » Lost to Pirates (14-16), 4-3 | Wrigley Field (7-4) | 13-13 | |
| » Starters: Heinie Meine vs Pat Malone | Fourth | 5 out |
| Sunday, May 24 |
| » Lost to Pirates (15-16), 10-7 | Wrigley Field (7-5) | 13-14 | Lost 2 |
| » Starters: Erv Brame vs Charlie Root | Fifth | 5½ out |
| Monday, May 25 |
| » Defeated Pirates (15-17), 9-6 | Wrigley Field (8-5) | 14-14 | |
| » Starters: Ray Kremer vs Les Sweetland | Fourth | 5 out |
| Future Cub Jim Marshall is born in Danville, IL. |
| Tuesday, May 26 |
| » Defeated Reds (7-24), 7-2 | Crosley Field (3-0) | 15-14 | Won 2 |
| » Starters: Bob Smith vs Larry Benton | Fourth | 4½ out |
| » Defeated Reds (7-25), 9-6 | Crosley Field (4-0) | 16-14 | Won 3 |
| » Starters: Ed Baecht vs Eppa Rixey | Fourth | 4½ out |
| Wednesday, May 27 |
| » Defeated Reds (7-26), 8-4 | Crosley Field (5-0) | 17-14 | Won 4 |
| » Starters: Guy Bush vs Biff Wysong | Third | 5 out |
| Thursday, May 28 |
| » Lost to Reds (8-26), 3-1 | Crosley Field (5-1) | 17-15 | |
| » Starters: Sheriff Blake vs Si Johnson | Fourth | 5 out |
| Friday, May 29 |
| » Defeated Pirates (17-19), 4-3 | Forbes Field (3-0) | 18-15 | |
| » Starters: Pat Malone vs Ray Kremer | Fourth | 4 out |
| Saturday, May 30 |
| » Defeated Pirates (17-20), 9-2 | Forbes Field (4-0) | 19-15 | Won 2 |
| » Starters: Les Sweetland vs Glenn Spencer | Third | 3½ out |
| » Defeated Pirates (17-21), 6-5 | Forbes Field (5-0) | 20-15 | Won 3 |
| » Starters: Jakie May vs Erv Brame | Third | 3½ out |
| Sunday, May 31 |
| » Defeated Pirates (17-22), 5-0 | Wrigley Field (9-5) | 21-15 | Won 4 |
| » Starters: Heinie Meine vs Bob Smith | Third | 3 out |
| Tuesday, June 2 |
| » Lost to Dodgers (20-20), 7-6 | Wrigley Field (9-6) | 21-16 | |
| » Starters: Ray Phelps vs Pat Malone | Third | 4½ out |
| Future Cub Larry Jackson is born in Nampa, ID. |
| Wednesday, June 3 |
| » Defeated Dodgers (20-21), 9-8 | Wrigley Field (10-6) | 22-16 | |
| » Starters: Dazzy Vance vs Sheriff Blake | Third | 3½ out |
| Thursday, June 4 |
| » Defeated Dodgers (20-22), 6-4 | Wrigley Field (11-6) | 23-16 | Won 2 |
| » Starters: Pea Ridge Day vs Les Sweetland | Third | 3½ out |
| Friday, June 5 |
| » Lost to Dodgers (21-22), 3-1 | Wrigley Field (11-7) | 23-17 | |
| » Starters: Ray Phelps vs Charlie Root | Third | 4½ out |
| Saturday, June 6 |
| » Defeated Giants (24-17), 5-1 | Wrigley Field (12-7) | 24-17 | |
| » Starters: Jack Berly vs Bob Smith | Second | 4½ out |
| Sunday, June 7 |
| » Defeated Giants (24-18), 8-3 | Wrigley Field (13-7) | 25-17 | Won 2 |
| » Starters: Freddie Fitzsimmons vs Guy Bush | Second | 4 out |
| Monday, June 8 |
| » Lost to Giants (25-18), 6-1 | Wrigley Field (13-8) | 25-18 | |
| » Starters: Clarence Mitchell vs Pat Malone | Second | 4½ out |
| Tuesday, June 9 |
| » Lost to Giants (26-18), 10-2 | Wrigley Field (13-9) | 25-19 | Lost 2 |
| » Starters: Bill Morrell vs Les Sweetland | Third | 5½ out |
| Wednesday, June 10 |
| » Defeated Phillies (20-25), 3-0 | Wrigley Field (14-9) | 26-19 | |
| » Starters: Phil Collins vs Charlie Root | Second | 4½ out |
| Thursday, June 11 |
| » Defeated Phillies (20-26), 4-2 | Wrigley Field (15-9) | 27-19 | Won 2 |
| » Starters: Ray Benge vs Bob Smith | Second | 3½ out |
| Friday, June 12 |
| » Defeated Phillies (20-27), 7-4 | Wrigley Field (16-9) | 28-19 | Won 3 |
| » Starters: Frank Watt vs Les Sweetland | Second | 2½ out |
| Saturday, June 13 |
| » Defeated Phillies (20-28), 7-6 | Wrigley Field (17-9) | 29-19 | Won 4 |
| » Starters: Clise Dudley vs Pat Malone | Second | 2½ out |
| Sunday, June 14 |
| » Lost to Braves (26-24), 3-1 | Wrigley Field (17-10) | 29-20 | |
| » Starters: Fred Frankhouse vs Charlie Root | Third | 4 out |
| Monday, June 15 |
| » Lost to Braves (27-24), 9-3 | Wrigley Field (17-11) | 29-21 | Lost 2 |
| » Starters: Bill Sherdel vs Bob Smith | Third | 4½ out |
| Tuesday, June 16 |
| » Defeated Braves (27-25), 8-7 | Wrigley Field (18-11) | 30-21 | |
| » Starters: Ray Moss vs Guy Bush | Third | 4½ out |
| Thursday, June 18 |
| » Lost to Dodgers (26-28), 7-5 | Ebbets Field (0-2) | 30-22 | |
| » Starters: Les Sweetland vs Dazzy Vance | Third | 5 out |
| » Defeated Dodgers (26-29), 8-0 | Ebbets Field (1-2) | 31-22 | |
| » Starters: Pat Malone vs Dolf Luque | Third | 5 out |
| Friday, June 19 |
| » Defeated Dodgers (26-30), 12-7 | Ebbets Field (2-2) | 32-22 | Won 2 |
| » Starters: Bob Smith vs Joe Shaute | Third | 5 out |
| Saturday, June 20 |
| » Lost to Dodgers (27-30), 6-5 | Ebbets Field (2-3) | 32-23 | |
| » Starters: Charlie Root vs Sloppy Thurston | Third | 4½ out |
| Sunday, June 21 |
| » Lost to Dodgers (28-30), 7-6 | Ebbets Field (2-4) | 32-24 | Lost 2 |
| » Starters: Lon Warneke vs Ray Phelps | Third | 5 out |
| Monday, June 22 |
| » Defeated Giants (34-22), 11-4 | Polo Grounds V (1-2) | 33-24 | |
| » Starters: Guy Bush vs Jack Berly | Third | 4 out |
| Wednesday, June 24 |
| » Lost to Giants (35-22), 2-0 | Polo Grounds V (1-3) | 33-25 | |
| » Starters: Bob Smith vs Carl Hubbell | Third | 5 out |
| » Defeated Giants (35-23), 14-10 | Polo Grounds V (2-3) | 34-25 | |
| » Starters: Pat Malone vs Freddie Fitzsimmons | Third | 5 out |
| Thursday, June 25 |
| » Lost to Braves (32-31), 4-3 | Braves Field (1-2) | 34-26 | |
| » Starters: Ed Baecht vs Fred Frankhouse | Third | 6 out |
| Friday, June 26 |
| » Lost to Braves (33-31), 7-3 | Braves Field (1-3) | 34-27 | Lost 2 |
| » Starters: Pat Malone vs Socks Seibold | Third | 6 out |
| Saturday, June 27 |
| » Defeated Braves (33-32), 12-3 | Braves Field (2-3) | 35-27 | |
| » Starters: Guy Bush vs Bruce Cunningham | Third | 4½ out |
| Sunday, June 28 |
| » Lost to Braves (34-32), 9-1 | Braves Field (2-4) | 35-28 | |
| » Starters: Charlie Root vs Ed Brandt | Third | 4½ out |
| » Tied Braves, 2-2 | Braves Field (2-4) | 35-28 | |
| » Starters: Bob Smith vs Bill Sherdel | Third | 4½ out |
| Monday, June 29 |
| » Lost to Phillies (29-35), 11-10 | Baker Bowl (1-3) | 35-29 | Lost 2 |
| » Starters: Ed Baecht vs Phil Collins | Third | 5½ out |
| Tuesday, June 30 |
| » Defeated Phillies (29-36), 14-3 | Baker Bowl (2-3) | 36-29 | |
| » Starters: Pat Malone vs Clise Dudley | Third | 5½ out |
| Wednesday, July 1 |
| » Lost to Phillies (30-36), 11-6 | Baker Bowl (2-4) | 36-30 | |
| » Starters: Les Sweetland vs Jumbo Elliott | Third | 5½ out |
| Thursday, July 2 |
| » Defeated Phillies (30-37), 2-1 | Baker Bowl (3-4) | 37-30 | |
| » Starters: Bob Smith vs Ray Benge | Third | 4½ out |
| Saturday, July 4 |
| » Defeated Reds (25-48), 1-0 | Wrigley Field (19-11) | 38-30 | Won 2 |
| » Starters: Benny Frey vs Charlie Root | Fourth | 5½ out |
| » Lost to Reds (26-48), 6-2 | Wrigley Field (19-12) | 38-31 | |
| » Starters: Jack Ogden vs Guy Bush | Fourth | 5½ out |
| Sunday, July 5 |
| » Defeated Cardinals (45-28), 2-1 | Wrigley Field (20-12) | 39-31 | |
| » Starters: Paul Derringer vs Pat Malone | Fourth | 4½ out |
| Monday, July 6 |
| » Lost to Cardinals (46-28), 6-5 | Wrigley Field (20-13) | 39-32 | |
| » Starters: Allyn Stout vs Bob Smith | Fourth | 5½ out |
| Tuesday, July 7 |
| » Defeated Cardinals (46-29), 14-2 | Wrigley Field (21-13) | 40-32 | |
| » Starters: Bill Hallahan vs Charlie Root | Third | 3½ out |
| » Defeated Cardinals (46-30), 6-3 | Wrigley Field (22-13) | 41-32 | Won 2 |
| » Starters: Flint Rhem vs Guy Bush | Third | 3½ out |
| Wednesday, July 8 |
| » Lost to Pirates (30-41), 5-2 | Forbes Field (5-1) | 41-33 | |
| » Starters: Lon Warneke vs Heinie Meine | Fourth | 4 out |
| Thursday, July 9 |
| » Lost to Pirates (31-41), 4-2 | Forbes Field (5-2) | 41-34 | Lost 2 |
| » Starters: Bud Teachout vs Ray Kremer | Fourth | 5½ out |
| Saturday, July 11 |
| » Defeated Pirates (31-42), 9-2 | Forbes Field (6-2) | 42-34 | |
| » Starters: Les Sweetland vs Glenn Spencer | Fourth | 6 out |
| » Tied Pirates, 5-5 | Forbes Field (6-2) | 42-34 | |
| » Starters: Sheriff Blake vs Erv Brame | Fourth | 6 out |
| Sunday, July 12 |
| » Defeated Cardinals (50-31), 7-5 | Sportsman's Park III (1-3) | 43-34 | Won 2 |
| » Starters: Charlie Root vs Bill Hallahan | Fourth | 6 out |
| » Lost to Cardinals (51-31), 17-13 | Sportsman's Park III (1-4) | 43-35 | |
| » Starters: Pat Malone vs Flint Rhem | Fourth | 6 out |
| Monday, July 13 |
| » Lost to Cardinals (52-31), 12-5 | Sportsman's Park III (1-5) | 43-36 | Lost 2 |
| » Starters: Pat Malone vs Burleigh Grimes | Fourth | 7 out |
| Tuesday, July 14 |
| » Defeated Giants (44-33), 8-4 | Wrigley Field (23-13) | 44-36 | |
| » Starters: Bill Morrell vs Guy Bush | Third | 7 out |
| Wednesday, July 15 |
| » Defeated Giants (44-34), 5-4 | Wrigley Field (24-13) | 45-36 | Won 2 |
| » Starters: Carl Hubbell vs Bud Teachout | Third | 6 out |
| Future Cub Bob Will is born in Berwyn, IL. |
| Thursday, July 16 |
| » Defeated Giants (44-35), 5-2 | Wrigley Field (25-13) | 46-36 | Won 3 |
| » Starters: Clarence Mitchell vs Charlie Root | Second | 6 out |
| Friday, July 17 |
| » Lost to Giants (45-35), 7-6 | Wrigley Field (25-14) | 46-37 | |
| » Starters: Freddie Fitzsimmons vs Bob Smith | Third | 6 out |
| Saturday, July 18 |
| » Lost to Dodgers (48-38), 3-2 | Wrigley Field (25-15) | 46-38 | Lost 2 |
| » Starters: Dazzy Vance vs Pat Malone | Fourth | 6 out |
| Sunday, July 19 |
| » Lost to Dodgers (49-38), 10-6 | Wrigley Field (25-16) | 46-39 | Lost 3 |
| » Starters: Sloppy Thurston vs Bud Teachout | Fourth | 7½ out |
| Monday, July 20 |
| » Defeated Dodgers (49-39), 1-0 | Wrigley Field (26-16) | 47-39 | |
| » Starters: Watty Clark vs Charlie Root | Fourth | 7 out |
| Tuesday, July 21 |
| » Lost to Dodgers (50-39), 4-3 | Wrigley Field (26-17) | 47-40 | |
| » Starters: Ray Phelps vs Bob Smith | Fourth | 8 out |
| Wednesday, July 22 |
| » Defeated Braves (43-43), 5-4 | Wrigley Field (27-17) | 48-40 | |
| » Starters: Tom Zachary vs Pat Malone | Third | 7½ out |
| Thursday, July 23 |
| » Lost to Braves (44-43), 6-3 | Wrigley Field (27-18) | 48-41 | |
| » Starters: Ed Brandt vs Ed Baecht | Fourth | 8 out |
| Friday, July 24 |
| » Defeated Braves (44-44), 3-1 | Wrigley Field (28-18) | 49-41 | |
| » Starters: Ben Cantwell vs Charlie Root | Third | 8½ out |
| Saturday, July 25 |
| » Defeated Braves (44-45), 6-1 | Wrigley Field (29-18) | 50-41 | Won 2 |
| » Starters: Socks Seibold vs Bob Smith | Third | 8½ out |
| Sunday, July 26 |
| » Defeated Phillies (37-56), 2-1 | Wrigley Field (30-18) | 51-41 | Won 3 |
| » Starters: Clise Dudley vs Pat Malone | Second | 8 out |
| Monday, July 27 |
| » Lost to Phillies (38-56), 7-6 | Wrigley Field (30-19) | 51-42 | |
| » Starters: Sheriff Blake vs Guy Bush | Second | 8½ out |
| Tuesday, July 28 |
| » Defeated Phillies (38-57), 6-3 | Wrigley Field (31-19) | 52-42 | |
| » Starters: Phil Collins vs Charlie Root | Second | 8½ out |
| Wednesday, July 29 |
| » Lost to Phillies (39-57), 4-0 | Wrigley Field (31-20) | 52-43 | |
| » Starters: Ray Benge vs Lon Warneke | Third | 8½ out |
| Thursday, July 30 |
| » Lost to Cardinals (63-36), 10-3 | Sportsman's Park III (1-6) | 52-44 | Lost 2 |
| » Starters: Bob Smith vs Burleigh Grimes | Third | 9½ out |
| Friday, July 31 |
| » Defeated Cardinals (63-37), 10-3 | Sportsman's Park III (2-6) | 53-44 | |
| » Starters: Guy Bush vs Bill Hallahan | Second | 8½ out |
| Saturday, August 1 |
| » Defeated Cardinals (63-38), 3-2 | Wrigley Field (32-20) | 54-44 | Won 2 |
| » Starters: Syl Johnson vs Pat Malone | Second | 7½ out |
| Sunday, August 2 |
| » Lost to Cardinals (64-38), 6-2 | Wrigley Field (32-21) | 54-45 | |
| » Starters: Paul Derringer vs Charlie Root | Third | 8½ out |
| Monday, August 3 |
| » Defeated Reds (37-64), 8-0 | Wrigley Field (33-21) | 55-45 | |
| » Starters: Si Johnson vs Bob Smith | Third | 8 out |
| Tuesday, August 4 |
| » Defeated Reds (37-65), 4-2 | Wrigley Field (34-21) | 56-45 | Won 2 |
| » Starters: Larry Benton vs Guy Bush | Third | 7½ out |
| » Defeated Reds (37-66), 7-3 | Wrigley Field (35-21) | 57-45 | Won 3 |
| » Starters: Benny Frey vs Les Sweetland | Third | 7½ out |
| Wednesday, August 5 |
| » Defeated Reds (37-67), 3-2 | Wrigley Field (36-21) | 58-45 | Won 4 |
| » Starters: Ray Kolp vs Lon Warneke | Second | 7 out |
| Friday, August 7 |
| » Lost to Cardinals (67-39), 8-0 | Sportsman's Park III (2-7) | 58-46 | |
| » Starters: Pat Malone vs Burleigh Grimes | Second | 8 out |
| Saturday, August 8 |
| » Lost to Cardinals (68-39), 14-7 | Sportsman's Park III (2-8) | 58-47 | Lost 2 |
| » Starters: Charlie Root vs Syl Johnson | Third | 9 out |
| Sunday, August 9 |
| » Defeated Cardinals (68-40), 1-0 | Sportsman's Park III (3-8) | 59-47 | |
| » Starters: Guy Bush vs Paul Derringer | Third | 8 out |
| Monday, August 10 |
| » Lost to Pirates (51-54), 4-3 | Forbes Field (6-3) | 59-48 | |
| » Starters: Les Sweetland vs Glenn Spencer | Third | 8½ out |
| Wednesday, August 12 |
| » Defeated Phillies (43-66), 7-3 | Baker Bowl (4-4) | 60-48 | |
| » Starters: Charlie Root vs Frank Watt | Second | 8½ out |
| » Defeated Phillies (43-67), 12-1 | Baker Bowl (5-4) | 61-48 | Won 2 |
| » Starters: Bob Smith vs Jumbo Elliott | Second | 8½ out |
| Thursday, August 13 |
| » Lost to Phillies (44-67), 4-3 | Baker Bowl (5-5) | 61-49 | |
| » Starters: Pat Malone vs Phil Collins | Third | 9½ out |
| Friday, August 14 |
| » Lost to Phillies (45-67), 14-4 | Baker Bowl (5-6) | 61-50 | Lost 2 |
| » Starters: Guy Bush vs Ray Benge | Third | 10½ out |
| Sunday, August 16 |
| » Defeated Braves (54-56), 7-1 | Braves Field (3-4) | 62-50 | |
| » Starters: Charlie Root vs Ben Cantwell | Third | 9½ out |
| » Defeated Braves (54-57), 5-1 | Braves Field (4-4) | 63-50 | Won 2 |
| » Starters: Guy Bush vs Socks Seibold | Third | 9½ out |
| Monday, August 17 |
| » Defeated Braves (54-58), 6-0 | Braves Field (5-4) | 64-50 | Won 3 |
| » Starters: Pat Malone vs Bruce Cunningham | Second | 8½ out |
| » Defeated Braves (54-59), 3-2 | Braves Field (6-4) | 65-50 | Won 4 |
| » Starters: Bob Smith vs Tom Zachary | Second | 8½ out |
| Tuesday, August 18 |
| » Lost to Braves (55-59), 3-2 | Braves Field (6-5) | 65-51 | |
| » Starters: Lon Warneke vs Fred Frankhouse | Second | 9 out |
| Wednesday, August 19 |
| » Defeated Dodgers (60-59), 4-1 | Ebbets Field (3-4) | 66-51 | |
| » Starters: Jakie May vs Cy Moore | Third | 9 out |
| » Lost to Dodgers (61-59), 5-3 | Ebbets Field (3-5) | 66-52 | |
| » Starters: Guy Bush vs Dazzy Vance | Third | 9 out |
| Thursday, August 20 |
| » Lost to Dodgers (62-59), 4-1 | Ebbets Field (3-6) | 66-53 | Lost 2 |
| » Starters: Charlie Root vs Watty Clark | Third | 9½ out |
| Saturday, August 22 |
| » Lost to Dodgers (63-59), 8-1 | Ebbets Field (3-7) | 66-54 | Lost 3 |
| » Starters: Les Sweetland vs Sloppy Thurston | Third | 10½ out |
| » Lost to Dodgers (64-59), 4-3 | Ebbets Field (3-8) | 66-55 | Lost 4 |
| » Starters: Pat Malone vs Dolf Luque | Third | 10½ out |
| Monday, August 24 |
| » Defeated Giants (67-51), 8-4 | Polo Grounds V (3-3) | 67-55 | |
| » Starters: Bob Smith vs Clarence Mitchell | Third | 11½ out |
| » Lost to Giants (68-51), 2-1 | Polo Grounds V (3-4) | 67-56 | |
| » Starters: Guy Bush vs Freddie Fitzsimmons | Third | 11½ out |
| Tuesday, August 25 |
| » Lost to Giants (69-51), 5-3 | Polo Grounds V (3-5) | 67-57 | Lost 2 |
| » Starters: Charlie Root vs Carl Hubbell | Third | 13 out |
| » Lost to Giants (70-51), 7-1 | Polo Grounds V (3-6) | 67-58 | Lost 3 |
| » Starters: Jakie May vs Tiny Chaplin | Third | 13 out |
| Wednesday, August 26 |
| » Defeated Giants (70-52), 4-3 | Polo Grounds V (4-6) | 68-58 | |
| » Starters: Pat Malone vs Bill Walker | Third | 13 out |
| » Defeated Giants (70-53), 7-4 | Polo Grounds V (5-6) | 69-58 | Won 2 |
| » Starters: Johnny Welch vs Jim Mooney | Third | 13 out |
| Thursday, August 27 |
| » Lost to Pirates (58-66), 3-2 | Forbes Field (6-4) | 69-59 | |
| » Starters: Les Sweetland vs Glenn Spencer | Third | 13 out |
| » Defeated Pirates (58-67), 11-4 | Forbes Field (7-4) | 70-59 | |
| » Starters: Jakie May vs Erv Brame | Third | 13 out |
| Saturday, August 29 |
| » Defeated Reds (44-83), 14-5 | Wrigley Field (37-21) | 71-59 | Won 2 |
| » Starters: Si Johnson vs Charlie Root | Third | 12½ out |
| » Major-league debuts: Billy Herman (Cubs) |
| Sunday, August 30 |
| » Lost to Reds (45-83), 4-3 | Wrigley Field (37-22) | 71-60 | |
| » Starters: Red Lucas vs Pat Malone | Third | 14 out |
| Wednesday, September 2 |
| » Lost to Reds (46-83), 7-4 | Crosley Field (5-2) | 71-61 | Lost 2 |
| » Starters: Charlie Root vs Si Johnson | Third | 15 out |
| » Lost to Reds (47-83), 8-4 | Crosley Field (5-3) | 71-62 | Lost 3 |
| » Starters: Guy Bush vs Larry Benton | Third | 15 out |
| Thursday, September 3 |
| » Lost to Reds (48-83), 3-2 | Crosley Field (5-4) | 71-63 | Lost 4 |
| » Starters: Pat Malone vs Ownie Carroll | Third | 15 out |
| Friday, September 4 |
| » Lost to Reds (49-83), 12-3 | Crosley Field (5-5) | 71-64 | Lost 5 |
| » Starters: Bob Smith vs Red Lucas | Third | 15 out |
| Saturday, September 5 |
| » Lost to Reds (50-83), 4-3 | Crosley Field (5-6) | 71-65 | Lost 6 |
| » Starters: Lon Warneke vs Benny Frey | Third | 15 out |
| Sunday, September 6 |
| » Lost to Pirates (63-70), 5-4 | Wrigley Field (37-23) | 71-66 | Lost 7 |
| » Starters: Glenn Spencer vs Charlie Root | Third | 16½ out |
| Monday, September 7 |
| » Lost to Cardinals (87-48), 1-0 | Wrigley Field (37-24) | 71-67 | Lost 8 |
| » Starters: Paul Derringer vs Bob Smith | Fourth | 18½ out |
| » Lost to Cardinals (88-48), 8-3 | Wrigley Field (37-25) | 71-68 | Lost 9 |
| » Starters: Burleigh Grimes vs Guy Bush | Fourth | 18½ out |
| » Major-league debuts: Mike Kreevich (Cubs) |
| Wednesday, September 9 |
| Future Cub Earl Averill is born in Cleveland, OH. |
| Thursday, September 10 |
| » Defeated Phillies (60-78), 17-4 | Wrigley Field (38-25) | 72-68 | |
| » Starters: Jumbo Elliott vs Pat Malone | Fourth | 18½ out |
| Friday, September 11 |
| » Defeated Phillies (60-79), 3-1 | Wrigley Field (39-25) | 73-68 | Won 2 |
| » Starters: Clise Dudley vs Bob Smith | Fourth | 17½ out |
| Former Cub Jack McCarthy dies in Chicago, IL at the age of 63. |
| Saturday, September 12 |
| » Defeated Phillies (60-80), 5-2 | Wrigley Field (40-25) | 74-68 | Won 3 |
| » Starters: Phil Collins vs Johnny Welch | Third | 17½ out |
| Sunday, September 13 |
| » Defeated Braves (61-80), 11-7 | Wrigley Field (41-25) | 75-68 | Won 4 |
| » Starters: Ed Brandt vs Charlie Root | Third | 17½ out |
| » Defeated Braves (61-81), 8-1 | Wrigley Field (42-25) | 76-68 | Won 5 |
| » Starters: Fred Frankhouse vs Guy Bush | Third | 17½ out |
| Wednesday, September 16 |
| » Defeated Braves (61-82), 6-5 | Wrigley Field (43-25) | 77-68 | Won 6 |
| » Starters: Socks Seibold vs Pat Malone | Third | 18½ out |
| » Defeated Braves (61-83), 8-7 | Wrigley Field (44-25) | 78-68 | Won 7 |
| » Starters: Ben Cantwell vs Johnny Welch | Third | 18½ out |
| Thursday, September 17 |
| » Defeated Dodgers (75-71), 4-3 | Wrigley Field (45-25) | 79-68 | Won 8 |
| » Starters: Sloppy Thurston vs Bob Smith | Third | 17½ out |
| Friday, September 18 |
| » Lost to Dodgers (76-71), 3-2 | Wrigley Field (45-26) | 79-69 | |
| » Starters: Van Mungo vs Charlie Root | Third | 18½ out |
| Saturday, September 19 |
| » Defeated Dodgers (76-72), 9-1 | Wrigley Field (46-26) | 80-69 | |
| » Starters: Dazzy Vance vs Guy Bush | Third | 17½ out |
| » Major-league debuts: Bobby Reis (Dodgers) |
| Sunday, September 20 |
| » Defeated Giants (86-63), 16-6 | Wrigley Field (47-26) | 81-69 | Won 2 |
| » Starters: Carl Hubbell vs Pat Malone | Third | 16 out |
| » Defeated Giants (86-64), 7-6 | Wrigley Field (48-26) | 82-69 | Won 3 |
| » Starters: Roy Parmelee vs Lon Warneke | Third | 16 out |
| » Major-league debuts: Gil English (Giants) |
| Monday, September 21 |
| » Lost to Giants (87-64), 15-7 | Wrigley Field (48-27) | 82-70 | |
| » Starters: Hal Schumacher vs Bob Smith | Third | 17 out |
| Tuesday, September 22 |
| Future Cub Ken Aspromonte is born in Brooklyn, NY. |
| Sunday, September 27 |
| » Defeated Pirates (75-78), 3-1 | Wrigley Field (49-27) | 83-70 | |
| » Starters: Heinie Meine vs Charlie Root | Third | 17 out |
| » Defeated Pirates (75-79), 8-4 | Wrigley Field (50-27) | 84-70 | Won 2 |
| » Starters: Glenn Spencer vs Guy Bush | Third | 17 out |
Game information provided by Retrosheet (www.retrosheet.org) |
