| Sunday, January 6 |
| Former Pirate Ed Abbaticchio dies in Ft.Lauderdale, FL at the age of 80. |
| Wednesday, January 23 |
| Future Pirate Alfonso Pulido is born in Veracruz, Mexico. |
| Friday, March 1 |
| Future Pirate Johnny Ray is born in Chouteau, OK. |
| Sunday, March 10 |
| Former Pirate Erskine Mayer dies in Los Angeles, CA at the age of 69. |
| Monday, April 15 |
| » Major-league debuts: Neil Chrisley (Senators) |
| Tuesday, April 16 |
| » Defeated Giants (0-1), 9-2 | Forbes Field (1-0) | 1-0 | |
| » Starters: Johnny Antonelli vs Bob Friend | First | -- |
| » Major-league debuts: Andre Rodgers and Valmy Thomas (Giants) |
| Thursday, April 18 |
| » Lost to Dodgers (2-0), 6-1 | Ebbets Field (0-1) | 1-1 | |
| » Starters: Luis Arroyo vs Sal Maglie | Second | 1 out |
| Saturday, April 20 |
| » Lost to Dodgers (3-0), 2-0 | Ebbets Field (0-2) | 1-2 | Lost 2 |
| » Starters: Bob Friend vs Johnny Podres | Third | 2 out |
| Sunday, April 21 |
| » Defeated Dodgers (3-1), 6-3 | Ebbets Field (1-2) | 2-2 | |
| » Starters: Vern Law vs Don Newcombe | Fourth | 2½ out |
| » Lost to Dodgers (4-1), 7-4 | Ebbets Field (1-3) | 2-3 | |
| » Starters: Ron Kline vs Don Drysdale | Fourth | 2½ out |
| Monday, April 22 |
| » Lost to Giants (3-3), 3-1 | Polo Grounds V (0-1) | 2-4 | Lost 2 |
| » Starters: Luis Arroyo vs Ruben Gomez | Fifth | 3½ out |
| Tuesday, April 23 |
| » Lost to Giants (4-3), 1-0 | Polo Grounds V (0-2) | 2-5 | Lost 3 |
| » Starters: Ron Kline vs Pete Burnside | Fifth | 3½ out |
| Wednesday, April 24 |
| » Lost to Phillies (3-4), 8-5 | Shibe Park (0-1) | 2-6 | Lost 4 |
| » Starters: Bob Friend vs Curt Simmons | Fifth | 4½ out |
| Friday, April 26 |
| » Defeated Dodgers (6-2), 7-1 | Forbes Field (2-0) | 3-6 | |
| » Starters: Johnny Podres vs Bob Purkey | Sixth | 4½ out |
| Saturday, April 27 |
| » Lost to Dodgers (7-2), 6-2 | Forbes Field (2-1) | 3-7 | |
| » Starters: Don Newcombe vs Ron Kline | Seventh | 5½ out |
| Sunday, April 28 |
| » Defeated Dodgers (7-3), 3-0 | Forbes Field (3-1) | 4-7 | |
| » Starters: Roger Craig vs Bob Friend | Sixth | 5½ out |
| » Major-league debuts: Joe Pignatano (Dodgers) |
| Tuesday, April 30 |
| » Lost to Cardinals (5-5), 6-5 | Forbes Field (3-2) | 4-8 | |
| » Starters: Sam Jones vs Luis Arroyo | Sixth | 5½ out |
| Wednesday, May 1 |
| » Lost to Cardinals (6-5), 9-2 | Forbes Field (3-3) | 4-9 | Lost 2 |
| » Starters: Willard Schmidt vs Bob Purkey | Seventh | 6½ out |
| Thursday, May 2 |
| » Lost to Braves (11-2), 8-5 | Forbes Field (3-4) | 4-10 | Lost 3 |
| » Starters: Lew Burdette vs Ron Kline | Seventh | 7½ out |
| Friday, May 3 |
| » Lost to Braves (12-2), 8-7 | Forbes Field (3-5) | 4-11 | Lost 4 |
| » Starters: Gene Conley vs Bob Friend | Seventh | 8½ out |
| Saturday, May 4 |
| » Defeated Braves (12-3), 1-0 | Forbes Field (4-5) | 5-11 | |
| » Starters: Juan Pizarro vs Vern Law | Seventh | 7½ out |
| » Major-league debuts: Juan Pizarro (Braves) |
| Sunday, May 5 |
| » Lost to Reds (10-7), 6-2 | Forbes Field (4-6) | 5-12 | |
| » Starters: Brooks Lawrence vs Luis Arroyo | Seventh | 9 out |
| » Lost to Reds (11-7), 7-3 | Forbes Field (4-7) | 5-13 | Lost 2 |
| » Starters: Don Gross vs Bob Purkey | Seventh | 9 out |
| Tuesday, May 7 |
| » Lost to Cubs (6-13), 10-8 | Forbes Field (4-8) | 5-14 | Lost 3 |
| » Starters: Tom Poholsky vs Bob Friend | Eighth | 8½ out |
| Wednesday, May 8 |
| » Lost to Cubs (7-13), 7-1 | Forbes Field (4-9) | 5-15 | Lost 4 |
| » Starters: Dick Drott vs Vern Law | Eighth | 8½ out |
| Friday, May 10 |
| » Lost to Phillies (11-10), 3-1 | Forbes Field (4-10) | 5-16 | Lost 5 |
| » Starters: Jack Sanford vs Ron Kline | Eighth | 9½ out |
| Saturday, May 11 |
| » Lost to Phillies (12-10), 7-2 | Forbes Field (4-11) | 5-17 | Lost 6 |
| » Starters: Harvey Haddix vs Bob Friend | Seventh | 9½ out |
| Sunday, May 12 |
| » Lost to Phillies (13-10), 6-2 | Forbes Field (4-12) | 5-18 | Lost 7 |
| » Starters: Curt Simmons vs Luis Arroyo | Seventh | 10½ out |
| » Defeated Phillies (13-11), 6-1 | Forbes Field (5-12) | 6-18 | |
| » Starters: Robin Roberts vs Vern Law | Seventh | 10½ out |
| Tuesday, May 14 |
| » Defeated Cubs (7-17), 8-6 | Wrigley Field (1-0) | 7-18 | Won 2 |
| » Starters: Ron Kline vs Dick Drott | Eighth | 10½ out |
| Thursday, May 16 |
| » Defeated Braves (17-9), 2-1 | County Stadium (1-0) | 8-18 | Won 3 |
| » Starters: Bob Friend vs Juan Pizarro | Seventh | 10 out |
| Friday, May 17 |
| Future Pirate Pascual Perez is born in San Cristobal, D.R. |
| Saturday, May 18 |
| » Lost to Braves (18-9), 6-5 | County Stadium (1-1) | 8-19 | |
| » Starters: Vern Law vs Warren Spahn | Seventh | 10½ out |
| Sunday, May 19 |
| » Lost to Reds (20-9), 8-7 | Crosley Field (0-1) | 8-20 | Lost 2 |
| » Starters: Luis Arroyo vs Brooks Lawrence | Eighth | 12½ out |
| » Lost to Reds (21-9), 5-4 | Crosley Field (0-2) | 8-21 | Lost 3 |
| » Starters: Ron Kline vs Warren Hacker | Eighth | 12½ out |
| Friday, May 24 |
| » Lost to Phillies (17-14), 7-3 | Shibe Park (0-2) | 8-22 | Lost 4 |
| » Starters: Bob Friend vs Jack Sanford | Seventh | 13 out |
| Saturday, May 25 |
| » Lost to Phillies (18-14), 8-6 | Shibe Park (0-3) | 8-23 | Lost 5 |
| » Starters: Ron Kline vs Harvey Haddix | Eighth | 13 out |
| Sunday, May 26 |
| » Defeated Phillies (18-15), 13-5 | Shibe Park (1-3) | 9-23 | |
| » Starters: Vern Law vs Curt Simmons | Eighth | 13½ out |
| » Lost to Phillies (19-15), 6-3 | Shibe Park (1-4) | 9-24 | |
| » Starters: Laurin Pepper vs Don Cardwell | Eighth | 13½ out |
| Tuesday, May 28 |
| » Defeated Dodgers (21-13), 3-2 | Forbes Field (6-12) | 10-24 | |
| » Starters: Don Newcombe vs Bob Friend | Eighth | 13 out |
| Future Pirate Kirk Gibson is born in Pontiac, MI. |
| Wednesday, May 29 |
| » Lost to Dodgers (22-13), 1-0 | Forbes Field (6-13) | 10-25 | |
| » Starters: Johnny Podres vs Ron Kline | Eighth | 13½ out |
| Thursday, May 30 |
| » Lost to Dodgers (23-13), 4-3 | Forbes Field (6-14) | 10-26 | Lost 2 |
| » Starters: Sal Maglie vs Vern Law | Eighth | 13½ out |
| » Defeated Dodgers (23-14), 2-1 | Forbes Field (7-14) | 11-26 | |
| » Starters: Sandy Koufax vs Bob Purkey | Eighth | 13½ out |
| Friday, May 31 |
| » Lost to Giants (18-23), 3-2 | Forbes Field (7-15) | 11-27 | |
| » Starters: Joe Margoneri vs Luis Arroyo | Eighth | 14 out |
| Saturday, June 1 |
| » Lost to Giants (19-23), 3-2 | Forbes Field (7-16) | 11-28 | Lost 2 |
| » Starters: Stu Miller vs Bob Friend | Eighth | 15 out |
| Sunday, June 2 |
| » Defeated Giants (19-24), 3-2 | Forbes Field (8-16) | 12-28 | |
| » Starters: Curt Barclay vs Ron Kline | Eighth | 14 out |
| » Defeated Giants (19-25), 2-0 | Forbes Field (9-16) | 13-28 | Won 2 |
| » Starters: Pete Burnside vs Bob Purkey | Eighth | 14 out |
| Monday, June 3 |
| » Defeated Giants (19-26), 6-5 | Forbes Field (10-16) | 14-28 | Won 3 |
| » Starters: Ruben Gomez vs Vern Law | Seventh | 13½ out |
| Tuesday, June 4 |
| » Defeated Cardinals (20-21), 5-4 | Forbes Field (11-16) | 15-28 | Won 4 |
| » Starters: Willard Schmidt vs Bob Smith | Seventh | 12½ out |
| Future Pirate Tony Pena is born in Monte Cristi, D.R. |
| Wednesday, June 5 |
| » Lost to Cardinals (21-21), 5-1 | Forbes Field (11-17) | 15-29 | |
| » Starters: Lindy McDaniel vs Bob Friend | Seventh | 13½ out |
| Thursday, June 6 |
| » Lost to Cardinals (22-21), 6-0 | Forbes Field (11-18) | 15-30 | Lost 2 |
| » Starters: Murry Dickson vs Ron Kline | Seventh | 13½ out |
| Friday, June 7 |
| » Lost to Braves (26-19), 5-0 | Forbes Field (11-19) | 15-31 | Lost 3 |
| » Starters: Warren Spahn vs Bob Purkey | Seventh | 13½ out |
| Saturday, June 8 |
| Future Pirate Don Robinson is born in Ashland, KY. |
| Sunday, June 9 |
| » Lost to Braves (27-19), 2-1 | Forbes Field (11-20) | 15-32 | Lost 4 |
| » Starters: Bob Trowbridge vs Bob Friend | Seventh | 14 out |
| » Defeated Braves (27-20), 5-3 | Forbes Field (12-20) | 16-32 | |
| » Starters: Juan Pizarro vs Ron Kline | Seventh | 14 out |
| » Major-league debuts: Hawk Taylor (Braves) |
| Monday, June 10 |
| » Defeated Reds (31-20), 5-2 | Forbes Field (13-20) | 17-32 | Won 2 |
| » Starters: Joe Nuxhall vs Vern Law | Fifth | 13 out |
| Tuesday, June 11 |
| » Defeated Reds (31-21), 8-1 | Forbes Field (14-20) | 18-32 | Won 3 |
| » Starters: Don Gross vs Bob Purkey | Sixth | 12 out |
| Wednesday, June 12 |
| » Defeated Reds (31-22), 4-3 | Forbes Field (15-20) | 19-32 | Won 4 |
| » Starters: Johnny Klippstein vs Luis Arroyo | Sixth | 11 out |
| Thursday, June 13 |
| » Defeated Reds (31-23), 3-2 | Forbes Field (16-20) | 20-32 | Won 5 |
| » Starters: Hal Jeffcoat vs Bob Friend | Sixth | 10½ out |
| Friday, June 14 |
| » Lost to Cubs (15-32), 11-5 | Forbes Field (16-21) | 20-33 | |
| » Starters: Dick Drott vs Ron Kline | Seventh | 11½ out |
| Saturday, June 15 |
| » Lost to Cubs (16-32), 5-1 | Forbes Field (16-22) | 20-34 | Lost 2 |
| » Starters: Moe Drabowsky vs Vern Law | Seventh | 12½ out |
| Sunday, June 16 |
| » Lost to Cubs (17-32), 4-1 | Forbes Field (16-23) | 20-35 | Lost 3 |
| » Starters: Don Kaiser vs Luis Arroyo | Sixth | 12½ out |
| » Defeated Cubs (17-33), 5-4 | Forbes Field (17-23) | 21-35 | |
| » Starters: Bob Rush vs Bob Purkey | Sixth | 12½ out |
| Monday, June 17 |
| » Defeated Braves (33-23), 7-5 | County Stadium (2-1) | 22-35 | Won 2 |
| » Starters: Bob Friend vs Bob Trowbridge | Seventh | 11½ out |
| » Major-league debuts: Ken Hamlin (Pirates) |
| Tuesday, June 18 |
| » Defeated Cardinals (31-24), 8-1 | Sportsman's Park III (1-0) | 23-35 | Won 3 |
| » Starters: Red Swanson vs Larry Jackson | Seventh | 10½ out |
| Wednesday, June 19 |
| » Lost to Cardinals (32-24), 5-2 | Sportsman's Park III (1-1) | 23-36 | |
| » Starters: Ron Kline vs Sam Jones | Seventh | 12 out |
| » Lost to Cardinals (33-24), 5-1 | Sportsman's Park III (1-2) | 23-37 | Lost 2 |
| » Starters: Bob Purkey vs Lindy McDaniel | Seventh | 12 out |
| Thursday, June 20 |
| » Lost to Cardinals (34-24), 7-4 | Sportsman's Park III (1-3) | 23-38 | Lost 3 |
| » Starters: Luis Arroyo vs Murry Dickson | Sixth | 12½ out |
| Friday, June 21 |
| » Defeated Reds (34-28), 3-2 | Crosley Field (1-2) | 24-38 | |
| » Starters: Bob Friend vs Joe Nuxhall | Seventh | 12½ out |
| Saturday, June 22 |
| » Lost to Reds (35-28), 6-3 | Crosley Field (1-3) | 24-39 | |
| » Starters: Vern Law vs Don Gross | Sixth | 12½ out |
| Sunday, June 23 |
| » Lost to Reds (36-28), 5-3 | Crosley Field (1-4) | 24-40 | Lost 2 |
| » Starters: Red Swanson vs Hal Jeffcoat | Seventh | 14 out |
| » Lost to Reds (37-28), 5-2 | Crosley Field (1-5) | 24-41 | Lost 3 |
| » Starters: Ron Kline vs Tom Acker | Seventh | 14 out |
| Tuesday, June 25 |
| » Lost to Cubs (21-38), 5-3 | Wrigley Field (1-1) | 24-42 | Lost 4 |
| » Starters: Bob Friend vs Don Kaiser | Sixth | 14 out |
| Wednesday, June 26 |
| » Defeated Cubs (21-39), 15-5 | Wrigley Field (2-1) | 25-42 | |
| » Starters: Vern Law vs Tom Poholsky | Seventh | 13 out |
| » Tied Cubs, 5-5 | Wrigley Field (2-1) | 25-42 | |
| » Starters: Joe Trimble vs Moe Drabowsky | Seventh | 13 out |
| Thursday, June 27 |
| » Defeated Cubs (21-40), 5-4 | Wrigley Field (3-1) | 26-42 | Won 2 |
| » Starters: Bob Purkey vs Dick Drott | Seventh | 13 out |
| Friday, June 28 |
| » Lost to Braves (39-29), 4-2 | County Stadium (2-2) | 26-43 | |
| » Starters: Bob Friend vs Warren Spahn | Seventh | 13½ out |
| Saturday, June 29 |
| » Lost to Braves (40-29), 13-6 | County Stadium (2-3) | 26-44 | Lost 2 |
| » Starters: Red Swanson vs Lew Burdette | Seventh | 14½ out |
| Sunday, June 30 |
| » Lost to Braves (41-29), 7-4 | County Stadium (2-4) | 26-45 | Lost 3 |
| » Starters: Vern Law vs Bob Trowbridge | Seventh | 16½ out |
| » Lost to Braves (42-29), 6-5 | County Stadium (2-5) | 26-46 | Lost 4 |
| » Starters: Joe Trimble vs Taylor Phillips | Seventh | 16½ out |
| » Major-league debuts: Don McMahon (Braves) |
| Monday, July 1 |
| » Lost to Phillies (37-34), 5-4 | Forbes Field (17-24) | 26-47 | Lost 5 |
| » Starters: Jack Sanford vs Ron Kline | Seventh | 16½ out |
| Thursday, July 4 |
| » Defeated Dodgers (39-33), 5-1 | Ebbets Field (2-3) | 27-47 | |
| » Starters: Bob Friend vs Carl Erskine | Seventh | 16½ out |
| » Lost to Dodgers (40-33), 8-2 | Ebbets Field (2-4) | 27-48 | |
| » Starters: Bob Purkey vs Don Newcombe | Seventh | 16½ out |
| Friday, July 5 |
| » Lost to Giants (37-40), 11-6 | Polo Grounds V (0-3) | 27-49 | Lost 2 |
| » Starters: Joe Trimble vs Johnny Antonelli | Eighth | 17 out |
| Saturday, July 6 |
| » Defeated Giants (37-41), 3-2 | Polo Grounds V (1-3) | 28-49 | |
| » Starters: Vern Law vs Curt Barclay | Eighth | 17 out |
| Sunday, July 7 |
| » Defeated Giants (37-42), 10-6 | Polo Grounds V (2-3) | 29-49 | Won 2 |
| » Starters: Red Swanson vs Al Worthington | Seventh | 17 out |
| » Defeated Giants (37-43), 8-1 | Polo Grounds V (3-3) | 30-49 | Won 3 |
| » Starters: Bob Friend vs Ruben Gomez | Seventh | 17 out |
| Wednesday, July 10 |
| » Defeated Braves (44-35), 5-2 | Forbes Field (18-24) | 31-49 | Won 4 |
| » Starters: Bob Buhl vs Bob Purkey | Seventh | 16½ out |
| Thursday, July 11 |
| » Lost to Braves (45-35), 7-2 | Forbes Field (18-25) | 31-50 | |
| » Starters: Bob Trowbridge vs Bob Friend | Seventh | 16½ out |
| Friday, July 12 |
| » Lost to Braves (46-35), 5-4 | Forbes Field (18-26) | 31-51 | Lost 2 |
| » Starters: Warren Spahn vs Vern Law | Seventh | 17½ out |
| Saturday, July 13 |
| » Lost to Braves (47-35), 4-3 | Forbes Field (18-27) | 31-52 | Lost 3 |
| » Starters: Lew Burdette vs Ron Kline | Seventh | 18 out |
| Sunday, July 14 |
| » Lost to Reds (45-38), 9-6 | Forbes Field (18-28) | 31-53 | Lost 4 |
| » Starters: Art Fowler vs Red Swanson | Sixth | 18 out |
| » Lost to Reds (46-38), 12-4 | Forbes Field (18-29) | 31-54 | Lost 5 |
| » Starters: Joe Nuxhall vs Joe Trimble | Sixth | 18 out |
| Tuesday, July 16 |
| » Defeated Cubs (27-52), 5-3 | Forbes Field (19-29) | 32-54 | |
| » Starters: Bob Rush vs Bob Friend | Sixth | 16½ out |
| Wednesday, July 17 |
| » Lost to Cubs (28-52), 4-3 | Forbes Field (19-30) | 32-55 | |
| » Starters: Moe Drabowsky vs Ron Kline | Seventh | 17½ out |
| Thursday, July 18 |
| » Defeated Cubs (28-53), 6-5 | Forbes Field (20-30) | 33-55 | |
| » Starters: Dick Drott vs Bob Purkey | Sixth | 17½ out |
| Friday, July 19 |
| » Defeated Cardinals (48-38), 7-0 | Forbes Field (21-30) | 34-55 | Won 2 |
| » Starters: Von McDaniel vs Vern Law | Seventh | 17½ out |
| Saturday, July 20 |
| » Lost to Cardinals (49-38), 9-4 | Forbes Field (21-31) | 34-56 | |
| » Starters: Murry Dickson vs Bob Friend | Sixth | 18½ out |
| Sunday, July 21 |
| » Lost to Cardinals (50-38), 7-3 | Forbes Field (21-32) | 34-57 | Lost 2 |
| » Starters: Herm Wehmeier vs Ron Kline | Sixth | 19½ out |
| » Lost to Cardinals (51-38), 11-2 | Forbes Field (21-33) | 34-58 | Lost 3 |
| » Starters: Lindy McDaniel vs Bob Purkey | Sixth | 19½ out |
| Tuesday, July 23 |
| » Defeated Reds (51-41), 6-3 | Crosley Field (2-5) | 35-58 | |
| » Starters: Vern Law vs Johnny Klippstein | Seventh | 19½ out |
| Wednesday, July 24 |
| » Lost to Reds (52-41), 2-0 | Crosley Field (2-6) | 35-59 | |
| » Starters: Bob Friend vs Joe Nuxhall | Sixth | 19½ out |
| Thursday, July 25 |
| » Lost to Reds (53-41), 9-1 | Crosley Field (2-7) | 35-60 | Lost 2 |
| » Starters: Ron Kline vs Art Fowler | Seventh | 19½ out |
| Friday, July 26 |
| » Lost to Cardinals (54-39), 4-3 | Sportsman's Park III (1-4) | 35-61 | Lost 3 |
| » Starters: Roy Face vs Lindy McDaniel | Seventh | 20½ out |
| Saturday, July 27 |
| » Defeated Cardinals (54-40), 4-2 | Sportsman's Park III (2-4) | 36-61 | |
| » Starters: Bob Purkey vs Murry Dickson | Seventh | 20½ out |
| Sunday, July 28 |
| » Lost to Cardinals (55-40), 4-0 | Sportsman's Park III (2-5) | 36-62 | |
| » Starters: Vern Law vs Von McDaniel | Seventh | 21½ out |
| » Lost to Cardinals (56-40), 9-8 | Sportsman's Park III (2-6) | 36-63 | Lost 2 |
| » Starters: Bob Friend vs Larry Jackson | Seventh | 21½ out |
| Monday, July 29 |
| » Lost to Cardinals (57-40), 4-0 | Sportsman's Park III (2-7) | 36-64 | Lost 3 |
| » Starters: Whammy Douglas vs Vinegar Bend Mizell | Seventh | 22½ out |
| Former Pirate Tommy Thevenow dies in Madison, IN at the age of 54. |
| Tuesday, July 30 |
| » Lost to Braves (59-41), 5-2 | County Stadium (2-6) | 36-65 | Lost 4 |
| » Starters: Red Swanson vs Lew Burdette | Seventh | 23½ out |
| Wednesday, July 31 |
| » Lost to Braves (60-41), 4-2 | County Stadium (2-7) | 36-66 | Lost 5 |
| » Starters: Bob Purkey vs Bob Buhl | Seventh | 24½ out |
| Friday, August 2 |
| » Lost to Cubs (34-66), 6-4 | Wrigley Field (3-2) | 36-67 | Lost 6 |
| » Starters: Vern Law vs Dick Drott | Seventh | 26 out |
| Sunday, August 4 |
| » Lost to Cubs (35-66), 6-0 | Wrigley Field (3-3) | 36-68 | Lost 7 |
| » Manager: Danny Murtaugh |
| » Starters: Bob Friend vs Moe Drabowsky | Eighth | 27½ out |
| » Lost to Cubs (36-66), 3-2 | Wrigley Field (3-4) | 36-69 | Lost 8 |
| » Starters: Bob Purkey vs Don Elston | Eighth | 27½ out |
| Tuesday, August 6 |
| » Defeated Phillies (57-50), 5-3 | Forbes Field (22-33) | 37-69 | |
| » Starters: Jack Sanford vs Ron Kline | Seventh | 26½ out |
| Thursday, August 8 |
| » Lost to Phillies (58-50), 6-3 | Forbes Field (22-34) | 37-70 | |
| » Starters: Curt Simmons vs Vern Law | Eighth | 28 out |
| Friday, August 9 |
| » Lost to Dodgers (61-47), 4-2 | Forbes Field (22-35) | 37-71 | Lost 2 |
| » Starters: Danny McDevitt vs Bob Friend | Eighth | 29 out |
| Saturday, August 10 |
| » Lost to Dodgers (62-47), 3-0 | Forbes Field (22-36) | 37-72 | Lost 3 |
| » Starters: Don Drysdale vs Bob Purkey | Eighth | 30 out |
| Sunday, August 11 |
| » Defeated Dodgers (62-48), 4-3 | Forbes Field (23-36) | 38-72 | |
| » Starters: Johnny Podres vs Ron Kline | Eighth | 29½ out |
| » Defeated Dodgers (62-49), 6-2 | Forbes Field (24-36) | 39-72 | Won 2 |
| » Starters: Don Newcombe vs Whammy Douglas | Eighth | 29½ out |
| Tuesday, August 13 |
| » Defeated Phillies (59-53), 6-0 | Shibe Park (2-4) | 40-72 | Won 3 |
| » Starters: Bob Friend vs Warren Hacker | Eighth | 29½ out |
| Wednesday, August 14 |
| » Defeated Phillies (59-54), 10-3 | Shibe Park (3-4) | 41-72 | Won 4 |
| » Starters: Vern Law vs Curt Simmons | Eighth | 29½ out |
| Friday, August 16 |
| » Lost to Dodgers (64-51), 4-1 | Roosevelt Stadium (0-1) | 41-73 | |
| » Starters: Bob Purkey vs Johnny Podres | Eighth | 30 out |
| Saturday, August 17 |
| » Defeated Dodgers (64-52), 7-3 | Ebbets Field (3-4) | 42-73 | |
| » Starters: Ron Kline vs Sandy Koufax | Eighth | 30 out |
| Future Pirate Bill Landrum is born in Columbia, SC. |
| Sunday, August 18 |
| » Lost to Dodgers (65-52), 2-1 | Ebbets Field (3-5) | 42-74 | |
| » Starters: Bob Friend vs Sal Maglie | Eighth | 29 out |
| » Defeated Dodgers (65-53), 8-6 | Ebbets Field (4-5) | 43-74 | |
| » Starters: Whammy Douglas vs Roger Craig | Eighth | 29 out |
| Tuesday, August 20 |
| » Lost to Braves (73-45), 3-1 | Forbes Field (24-37) | 43-75 | |
| » Starters: Warren Spahn vs Vern Law | Eighth | 30 out |
| Thursday, August 22 |
| » Defeated Reds (61-59), 8-3 | Forbes Field (25-37) | 44-75 | |
| » Starters: Don Gross vs Bob Friend | Seventh | 30 out |
| Friday, August 23 |
| » Lost to Reds (62-59), 6-0 | Forbes Field (25-38) | 44-76 | |
| » Starters: Joe Nuxhall vs Bob Purkey | Seventh | 30 out |
| Saturday, August 24 |
| » Defeated Reds (62-60), 4-1 | Forbes Field (26-38) | 45-76 | |
| » Starters: Brooks Lawrence vs Ron Kline | Seventh | 30 out |
| Sunday, August 25 |
| » Defeated Cubs (47-73), 3-0 | Forbes Field (27-38) | 46-76 | Won 2 |
| » Starters: Moe Drabowsky vs Vern Law | Seventh | 30½ out |
| » Lost to Cubs (48-73), 8-2 | Forbes Field (27-39) | 46-77 | |
| » Starters: Don Elston vs Whammy Douglas | Seventh | 30½ out |
| Tuesday, August 27 |
| » Defeated Cardinals (70-55), 2-1 | Forbes Field (28-39) | 47-77 | |
| » Starters: Von McDaniel vs Bob Friend | Seventh | 30 out |
| Wednesday, August 28 |
| » Defeated Cardinals (70-56), 2-0 | Forbes Field (29-39) | 48-77 | Won 2 |
| » Starters: Larry Jackson vs Ron Kline | Eighth | 29 out |
| Friday, August 30 |
| » Lost to Phillies (64-63), 4-3 | Shibe Park (3-5) | 48-78 | |
| » Starters: Vern Law vs Jack Sanford | Seventh | 30 out |
| Saturday, August 31 |
| » Lost to Phillies (65-63), 7-1 | Shibe Park (3-6) | 48-79 | Lost 2 |
| » Starters: Bob Friend vs Don Cardwell | Eighth | 31 out |
| Sunday, September 1 |
| » Lost to Phillies (66-63), 11-3 | Shibe Park (3-7) | 48-80 | Lost 3 |
| » Starters: Bob Purkey vs Robin Roberts | Eighth | 30½ out |
| » Defeated Phillies (66-64), 6-3 | Shibe Park (4-7) | 49-80 | |
| » Starters: Whammy Douglas vs Curt Simmons | Eighth | 30½ out |
| Future Pirate Dave Rucker is born in San Bernardino, CA. |
| Monday, September 2 |
| » Lost to Giants (64-70), 11-5 | Polo Grounds V (3-4) | 49-81 | |
| » Starters: Ron Kline vs Curt Barclay | Eighth | 32½ out |
| » Lost to Giants (65-70), 4-3 | Polo Grounds V (3-5) | 49-82 | Lost 2 |
| » Starters: Johnny O'Brien vs Johnny Antonelli | Eighth | 32½ out |
| Tuesday, September 3 |
| » Lost to Giants (66-70), 6-5 | Polo Grounds V (3-6) | 49-83 | Lost 3 |
| » Starters: Vern Law vs Ruben Gomez | Eighth | 33½ out |
| Wednesday, September 4 |
| » Defeated Giants (66-71), 2-0 | Forbes Field (30-39) | 50-83 | |
| » Starters: Mike McCormick vs Bob Friend | Eighth | 32½ out |
| Thursday, September 5 |
| » Defeated Giants (66-72), 4-2 | Forbes Field (31-39) | 51-83 | Won 2 |
| » Starters: Al Worthington vs Whammy Douglas | Sixth | 31½ out |
| Friday, September 6 |
| » Defeated Phillies (69-67), 3-2 | Forbes Field (32-39) | 52-83 | Won 3 |
| » Starters: Harvey Haddix vs Ron Kline | Seventh | 30½ out |
| Saturday, September 7 |
| » Defeated Phillies (69-68), 6-3 | Forbes Field (33-39) | 53-83 | Won 4 |
| » Starters: Jack Sanford vs Red Swanson | Seventh | 30½ out |
| Sunday, September 8 |
| » Lost to Phillies (70-68), 7-4 | Forbes Field (33-40) | 53-84 | |
| » Starters: Don Cardwell vs Bob Friend | Seventh | 30 out |
| » Defeated Phillies (70-69), 6-2 | Forbes Field (34-40) | 54-84 | |
| » Starters: Warren Hacker vs Bob Smith | Seventh | 30 out |
| Former Pirate Bill Miller dies in Ashtabula, OH at the age of 79. |
| Monday, September 9 |
| Former Pirate Ed Karger dies in Delta, CO at the age of 75. |
| Tuesday, September 10 |
| » Lost to Braves (84-53), 4-3 | County Stadium (2-8) | 54-85 | |
| » Starters: Whammy Douglas vs Lew Burdette | Eighth | 31 out |
| Wednesday, September 11 |
| » Defeated Braves (84-54), 2-1 | County Stadium (3-8) | 55-85 | |
| » Starters: Ron Kline vs Warren Spahn | Seventh | 30 out |
| Friday, September 13 |
| » Defeated Cubs (53-85), 4-1 | Wrigley Field (4-4) | 56-85 | Won 2 |
| » Starters: Bob Friend vs Don Elston | Seventh | 29 out |
| » Defeated Cubs (53-86), 2-1 | Wrigley Field (5-4) | 57-85 | Won 3 |
| » Starters: Bob Smith vs Moe Drabowsky | Seventh | 29 out |
| Saturday, September 14 |
| » Defeated Cubs (53-87), 3-1 | Wrigley Field (6-4) | 58-85 | Won 4 |
| » Starters: Eddie O'Brien vs Dick Drott | Seventh | 28½ out |
| » Lost to Cubs (54-87), 7-3 | Wrigley Field (6-5) | 58-86 | |
| » Starters: Whammy Douglas vs Dave Hillman | Seventh | 28½ out |
| Future Pirate Jerry Don Gleaton is born in Brownwood, TX. |
| Sunday, September 15 |
| » Lost to Cardinals (82-60), 9-6 | Sportsman's Park III (2-8) | 58-87 | Lost 2 |
| » Starters: Ron Kline vs Herm Wehmeier | Seventh | 29 out |
| » Lost to Cardinals (83-60), 11-3 | Sportsman's Park III (2-9) | 58-88 | Lost 3 |
| » Starters: Red Swanson vs Sam Jones | Seventh | 29 out |
| Former Pirate Max Butcher dies in Man, WV at the age of 47. |
| Tuesday, September 17 |
| » Lost to Reds (75-69), 9-5 | Crosley Field (2-8) | 58-89 | Lost 4 |
| » Starters: Bob Friend vs Joe Nuxhall | Eighth | 30½ out |
| Wednesday, September 18 |
| » Lost to Reds (76-69), 2-1 | Crosley Field (2-9) | 58-90 | Lost 5 |
| » Starters: Bob Smith vs Brooks Lawrence | Eighth | 31½ out |
| Saturday, September 21 |
| » Defeated Giants (68-81), 5-4 | Forbes Field (35-40) | 59-90 | |
| » Starters: Mike McCormick vs Ron Kline | Eighth | 32½ out |
| » Lost to Giants (69-81), 9-5 | Forbes Field (35-41) | 59-91 | |
| » Starters: Ruben Gomez vs George Witt | Eighth | 32½ out |
| » Major-league debuts: George Witt (Pirates) |
| Sunday, September 22 |
| » Defeated Giants (69-82), 5-1 | Forbes Field (36-41) | 60-91 | |
| » Starters: Ramon Monzant vs Bob Friend | Seventh | 32½ out |
| Tuesday, September 24 |
| » Lost to Dodgers (83-68), 2-0 | Ebbets Field (4-6) | 60-92 | |
| » Starters: Bennie Daniels vs Danny McDevitt | Seventh | 34 out |
| » Major-league debuts: Bennie Daniels (Pirates) |
| Friday, September 27 |
| » Major-league debuts: Bill Harris (Dodgers) |
| Saturday, September 28 |
| » Defeated Giants (69-84), 1-0 | Polo Grounds V (4-6) | 61-92 | |
| » Starters: Ron Kline vs Ruben Gomez | Seventh | 33 out |
| Sunday, September 29 |
| » Defeated Giants (69-85), 9-1 | Polo Grounds V (5-6) | 62-92 | Won 2 |
| » Starters: Bob Friend vs Johnny Antonelli | Seventh | 33 out |
| Wednesday, October 30 |
| Future Pirate Houston Jimenez is born in Navojoa, Mexico. |
| Tuesday, December 17 |
| Former Pirate Fritz Ostermueller dies in Quincy, IL at the age of 51. |
| Tuesday, December 24 |
| Future Pirate Victor Cruz is born in Rancho Viejo, D.R. |
Game information provided by Retrosheet (www.retrosheet.org) |