| Monday, February 10 |
| Former Pirate Elmer Jacobs dies in Salem, MO at the age of 66. |
| Friday, March 28 |
| Former Pirate Chuck Klein dies in Indianapolis, IN at the age of 54. |
| Saturday, March 29 |
| Former Pirate Jimmy Archer dies in Milwaukee, WI at the age of 75. Former Pirate Jimmy Archer dies in Milwaukee, WI at the age of 75. |
| Monday, April 14 |
| » Major-league debuts: Albie Pearson (Senators) |
| Tuesday, April 15 |
| » Defeated Braves (0-1), 4-3 | County Stadium (1-0) | 1-0 | |
| » Starters: Bob Friend vs Warren Spahn | First | -- |
| » Major-league debuts: Ron Blackburn (Pirates) |
| Thursday, April 17 |
| » Lost to Braves (1-1), 6-1 | County Stadium (1-1) | 1-1 | |
| » Starters: Vern Law vs Lew Burdette | Fourth | 1 out |
| Friday, April 18 |
| » Lost to Reds (1-1), 4-1 | Forbes Field (0-1) | 1-2 | Lost 2 |
| » Starters: Bob Purkey vs Ron Kline | Fifth | 2 out |
| Saturday, April 19 |
| » Lost to Reds (2-1), 9-6 | Forbes Field (0-2) | 1-3 | Lost 3 |
| » Starters: Harvey Haddix vs Bob Smith | Seventh | 3 out |
| Sunday, April 20 |
| » Defeated Reds (2-2), 4-3 | Forbes Field (1-2) | 2-3 | |
| » Starters: Joe Nuxhall vs Bob Friend | Fifth | 2 out |
| Tuesday, April 22 |
| » Lost to Braves (4-2), 5-2 | Forbes Field (1-3) | 2-4 | |
| » Starters: Bob Buhl vs Ron Kline | Sixth | 2 out |
| Wednesday, April 23 |
| » Lost to Phillies (3-3), 8-1 | Shibe Park (0-1) | 2-5 | Lost 2 |
| » Starters: Ron Blackburn vs Jack Sanford | Seventh | 3 out |
| Thursday, April 24 |
| » Defeated Phillies (3-4), 7-4 | Shibe Park (1-1) | 3-5 | |
| » Starters: Bob Friend vs Curt Simmons | Sixth | 3 out |
| Friday, April 25 |
| » Defeated Reds (4-4), 4-3 | Crosley Field (1-0) | 4-5 | Won 2 |
| » Starters: Vern Law vs Harvey Haddix | Fourth | 2½ out |
| Saturday, April 26 |
| » Defeated Reds (4-5), 8-4 | Crosley Field (2-0) | 5-5 | Won 3 |
| » Starters: Bob Smith vs Tom Acker | Fourth | 2½ out |
| Tuesday, April 29 |
| » Defeated Dodgers (5-8), 7-1 | Los Angeles Memorial Coliseum (1-0) | 6-5 | Won 4 |
| » Starters: Bob Friend vs Carl Erskine | Fourth | 1½ out |
| Wednesday, April 30 |
| » Defeated Dodgers (5-9), 3-1 | Los Angeles Memorial Coliseum (2-0) | 7-5 | Won 5 |
| » Starters: Ron Kline vs Don Drysdale | Third | 1 out |
| Thursday, May 1 |
| » Defeated Dodgers (5-10), 8-3 | Los Angeles Memorial Coliseum (3-0) | 8-5 | Won 6 |
| » Starters: Vern Law vs Don Newcombe | Second | ½ out |
| Friday, May 2 |
| » Lost to Dodgers (6-10), 9-5 | Los Angeles Memorial Coliseum (3-1) | 8-6 | |
| » Starters: Bennie Daniels vs Johnny Podres | Fourth | 1½ out |
| Saturday, May 3 |
| » Defeated Dodgers (6-11), 3-1 | Los Angeles Memorial Coliseum (4-1) | 9-6 | |
| » Starters: Bob Friend vs Fred Kipp | Second | ½ out |
| Sunday, May 4 |
| » Defeated Giants (10-8), 6-2 | Seals Stadium (1-0) | 10-6 | Won 2 |
| » Starters: Ron Kline vs Johnny Antonelli | Second | ½ out |
| » Lost to Giants (11-8), 4-3 | Seals Stadium (1-1) | 10-7 | |
| » Starters: Bob Smith vs Ray Crone | Second | ½ out |
| Monday, May 5 |
| » Defeated Giants (11-9), 11-10 | Seals Stadium (2-1) | 11-7 | |
| » Starters: Vern Law vs Ruben Gomez | First | -- |
| Tuesday, May 6 |
| » Lost to Giants (12-9), 7-0 | Seals Stadium (2-2) | 11-8 | |
| » Starters: Bennie Daniels vs Mike McCormick | Third | 1 out |
| Wednesday, May 7 |
| » Lost to Giants (13-9), 8-6 | Seals Stadium (2-3) | 11-9 | Lost 2 |
| » Starters: Bob Friend vs Curt Barclay | Fourth | 2 out |
| Friday, May 9 |
| » Defeated Phillies (9-12), 1-0 | Forbes Field (2-3) | 12-9 | |
| » Starters: Robin Roberts vs Ron Kline | Fourth | 1½ out |
| Saturday, May 10 |
| » Defeated Phillies (9-13), 14-4 | Forbes Field (3-3) | 13-9 | Won 2 |
| » Starters: Ray Semproch vs Vern Law | Third | 1½ out |
| Sunday, May 11 |
| » Defeated Phillies (9-14), 10-4 | Forbes Field (4-3) | 14-9 | Won 3 |
| » Starters: Jack Sanford vs Bob Friend | Second | 1 out |
| » Defeated Phillies (9-15), 1-0 | Forbes Field (5-3) | 15-9 | Won 4 |
| » Starters: Curt Simmons vs Bob Porterfield | Second | 1 out |
| Future Pirate Mark Huismann is born in Littleton, CO. |
| Tuesday, May 13 |
| » Defeated Reds (9-12), 6-3 | Forbes Field (6-3) | 16-9 | Won 5 |
| » Starters: Brooks Lawrence vs Ron Kline | Third | ½ out |
| Wednesday, May 14 |
| » Defeated Reds (9-13), 5-4 | Forbes Field (7-3) | 17-9 | Won 6 |
| » Starters: Bob Purkey vs Vern Law | Second | 1 out |
| Thursday, May 15 |
| » Lost to Reds (10-13), 9-4 | Forbes Field (7-4) | 17-10 | |
| » Starters: Harvey Haddix vs Bob Friend | Third | 1½ out |
| Friday, May 16 |
| » Lost to Phillies (11-16), 6-2 | Shibe Park (1-2) | 17-11 | Lost 2 |
| » Starters: Bob Porterfield vs Curt Simmons | Third | 2 out |
| Saturday, May 17 |
| » Lost to Phillies (12-16), 4-3 | Shibe Park (1-3) | 17-12 | Lost 3 |
| » Starters: Bennie Daniels vs Robin Roberts | Third | 2 out |
| Sunday, May 18 |
| » Lost to Phillies (13-16), 6-4 | Shibe Park (1-4) | 17-13 | Lost 4 |
| » Starters: Ron Kline vs Jack Sanford | Third | 3½ out |
| » Lost to Phillies (14-16), 6-2 | Shibe Park (1-5) | 17-14 | Lost 5 |
| » Starters: Vern Law vs Ray Semproch | Third | 3½ out |
| Tuesday, May 20 |
| » Defeated Cubs (15-19), 12-3 | Forbes Field (8-4) | 18-14 | |
| » Starters: Dick Drott vs Bob Friend | Third | 3½ out |
| Wednesday, May 21 |
| » Lost to Cubs (16-19), 5-1 | Forbes Field (8-5) | 18-15 | |
| » Starters: Taylor Phillips vs Bob Porterfield | Third | 4½ out |
| Friday, May 23 |
| » Defeated Cardinals (14-18), 3-2 | Forbes Field (9-5) | 19-15 | |
| » Starters: Vinegar Bend Mizell vs Ron Kline | Third | 4 out |
| Future Pirate Nelson Norman is born in San Pedro de Macoris, D.R. |
| Saturday, May 24 |
| » Defeated Cardinals (14-19), 6-1 | Forbes Field (10-5) | 20-15 | Won 2 |
| » Starters: Larry Jackson vs Bob Friend | Third | 3 out |
| Sunday, May 25 |
| » Lost to Giants (25-13), 5-2 | Forbes Field (10-6) | 20-16 | |
| » Starters: Ruben Gomez vs Vern Law | Third | 5 out |
| » Lost to Giants (26-13), 6-1 | Forbes Field (10-7) | 20-17 | Lost 2 |
| » Starters: Ramon Monzant vs Curt Raydon | Third | 5 out |
| Tuesday, May 27 |
| » Defeated Dodgers (14-24), 5-3 | Forbes Field (11-7) | 21-17 | |
| » Starters: Don Drysdale vs Ron Kline | Third | 4 out |
| Wednesday, May 28 |
| » Lost to Dodgers (15-24), 7-1 | Forbes Field (11-8) | 21-18 | |
| » Starters: Sandy Koufax vs Bob Friend | Third | 5 out |
| Friday, May 30 |
| » Lost to Braves (24-14), 7-4 | Forbes Field (11-9) | 21-19 | Lost 2 |
| » Starters: Bob Rush vs Vern Law | Third | 4 out |
| » Defeated Braves (24-15), 12-6 | Forbes Field (12-9) | 22-19 | |
| » Starters: Lew Burdette vs Curt Raydon | Third | 4 out |
| Saturday, May 31 |
| » Lost to Braves (25-15), 8-3 | Forbes Field (12-10) | 22-20 | |
| » Starters: Warren Spahn vs Ron Kline | Third | 4 out |
| Sunday, June 1 |
| » Defeated Braves (25-16), 5-1 | Forbes Field (13-10) | 23-20 | |
| » Starters: Gene Conley vs Bob Friend | Third | 4 out |
| Monday, June 2 |
| » Lost to Reds (19-20), 8-2 | Crosley Field (2-1) | 23-21 | |
| » Starters: Bob Smith vs Joe Nuxhall | Third | 4½ out |
| Tuesday, June 3 |
| » Lost to Cardinals (20-22), 8-4 | Sportsman's Park III (0-1) | 23-22 | Lost 2 |
| » Starters: Vern Law vs Larry Jackson | Third | 4½ out |
| Wednesday, June 4 |
| » Lost to Cardinals (21-22), 6-3 | Sportsman's Park III (0-2) | 23-23 | Lost 3 |
| » Starters: Ron Kline vs Jim Brosnan | Third | 5½ out |
| Thursday, June 5 |
| » Lost to Cardinals (22-22), 4-3 | Sportsman's Park III (0-3) | 23-24 | Lost 4 |
| » Starters: Bob Friend vs Vinegar Bend Mizell | Fifth | 5½ out |
| Friday, June 6 |
| » Lost to Cubs (25-26), 6-1 | Wrigley Field (0-1) | 23-25 | Lost 5 |
| » Starters: Vern Law vs Dick Drott | Sixth | 5½ out |
| Saturday, June 7 |
| » Defeated Cubs (25-27), 8-6 | Wrigley Field (1-1) | 24-25 | |
| » Starters: Don Gross vs Taylor Phillips | Fifth | 5½ out |
| Sunday, June 8 |
| » Lost to Cubs (26-27), 4-0 | Wrigley Field (1-2) | 24-26 | |
| » Starters: Ron Kline vs Moe Drabowsky | Sixth | 5½ out |
| Tuesday, June 10 |
| » Defeated Giants (30-23), 5-4 | Seals Stadium (3-3) | 25-26 | |
| » Starters: Bob Friend vs Ramon Monzant | Sixth | 4 out |
| Wednesday, June 11 |
| » Defeated Giants (30-24), 14-6 | Seals Stadium (4-3) | 26-26 | Won 2 |
| » Starters: Vern Law vs Ruben Gomez | Fifth | 3½ out |
| Thursday, June 12 |
| » Defeated Giants (30-25), 2-1 | Seals Stadium (5-3) | 27-26 | Won 3 |
| » Starters: Curt Raydon vs Paul Giel | Fourth | 3½ out |
| Friday, June 13 |
| » Lost to Dodgers (23-30), 5-4 | Los Angeles Memorial Coliseum (4-2) | 27-27 | |
| » Starters: Ron Kline vs Sandy Koufax | Fourth | 4½ out |
| Former Pirate Tom Stankard dies in Waltham, MA at the age of 77. |
| Saturday, June 14 |
| » Lost to Dodgers (24-30), 4-2 | Los Angeles Memorial Coliseum (4-3) | 27-28 | Lost 2 |
| » Starters: Bob Friend vs Johnny Podres | Fifth | 4½ out |
| Sunday, June 15 |
| » Defeated Dodgers (24-31), 12-1 | Los Angeles Memorial Coliseum (5-3) | 28-28 | |
| » Starters: Vern Law vs Don Newcombe | Fourth | 4½ out |
| Tuesday, June 17 |
| » Defeated Giants (32-27), 6-1 | Forbes Field (14-10) | 29-28 | Won 2 |
| » Starters: Johnny Antonelli vs Curt Raydon | Third | 4½ out |
| Wednesday, June 18 |
| » Lost to Giants (33-27), 2-1 | Forbes Field (14-11) | 29-29 | |
| » Starters: Paul Giel vs Bob Friend | Fifth | 5 out |
| Thursday, June 19 |
| » Defeated Giants (33-28), 6-5 | Forbes Field (15-11) | 30-29 | |
| » Starters: Al Worthington vs Ron Kline | Fourth | 4 out |
| Friday, June 20 |
| » Defeated Dodgers (25-34), 2-1 | Forbes Field (16-11) | 31-29 | Won 2 |
| » Starters: Sandy Koufax vs George Witt | Third | 4 out |
| Saturday, June 21 |
| » Defeated Dodgers (25-35), 11-7 | Forbes Field (17-11) | 32-29 | Won 3 |
| » Starters: Bob Giallombardo vs Vern Law | Third | 3 out |
| Sunday, June 22 |
| » Lost to Dodgers (26-35), 4-1 | Forbes Field (17-12) | 32-30 | |
| » Starters: Fred Kipp vs Bob Friend | Fourth | 3½ out |
| » Lost to Dodgers (27-35), 3-2 | Forbes Field (17-13) | 32-31 | Lost 2 |
| » Starters: Stan Williams vs Curt Raydon | Fourth | 3½ out |
| Monday, June 23 |
| » Lost to Cardinals (31-29), 7-5 | Forbes Field (17-14) | 32-32 | Lost 3 |
| » Starters: Jim Brosnan vs Don Gross | Fifth | 4½ out |
| Former Pirate George Boehler dies in Lawrenceburg, IN at the age of 67. |
| Tuesday, June 24 |
| » Lost to Cardinals (32-29), 2-1 | Forbes Field (17-15) | 32-33 | Lost 4 |
| » Starters: Sam Jones vs Ron Kline | Fifth | 5½ out |
| Wednesday, June 25 |
| » Lost to Cardinals (33-29), 3-1 | Forbes Field (17-16) | 32-34 | Lost 5 |
| » Starters: Vinegar Bend Mizell vs George Witt | Fifth | 5½ out |
| Thursday, June 26 |
| » Lost to Cardinals (34-29), 6-2 | Forbes Field (17-17) | 32-35 | Lost 6 |
| » Starters: Lindy McDaniel vs Vern Law | Fifth | 5½ out |
| Friday, June 27 |
| » Lost to Cubs (33-35), 3-1 | Forbes Field (17-18) | 32-36 | Lost 7 |
| » Starters: Moe Drabowsky vs Bob Friend | Sixth | 5½ out |
| Saturday, June 28 |
| » Defeated Cubs (33-36), 7-3 | Forbes Field (18-18) | 33-36 | |
| » Starters: Dick Drott vs Curt Raydon | Fifth | 5½ out |
| Sunday, June 29 |
| » Defeated Cubs (33-37), 4-3 | Forbes Field (19-18) | 34-36 | Won 2 |
| » Starters: Taylor Phillips vs Ron Kline | Fifth | 6 out |
| » Lost to Cubs (34-37), 8-3 | Forbes Field (19-19) | 34-37 | |
| » Starters: John Briggs vs Don Gross | Fifth | 6 out |
| Tuesday, July 1 |
| » Lost to Phillies (32-36), 4-2 | Forbes Field (19-20) | 34-38 | Lost 2 |
| » Starters: Ray Semproch vs Bob Friend | Sixth | 7½ out |
| Thursday, July 3 |
| » Defeated Reds (34-35), 2-0 | Crosley Field (3-1) | 35-38 | |
| » Starters: George Witt vs Joe Nuxhall | Sixth | 6 out |
| Friday, July 4 |
| » Lost to Reds (35-35), 4-3 | Crosley Field (3-2) | 35-39 | |
| » Starters: Ron Kline vs Don Newcombe | Seventh | 6 out |
| » Lost to Reds (36-35), 8-3 | Crosley Field (3-3) | 35-40 | Lost 2 |
| » Starters: Vern Law vs Bob Purkey | Seventh | 6 out |
| Saturday, July 5 |
| » Defeated Braves (39-33), 4-2 | County Stadium (2-1) | 36-40 | |
| » Starters: Bob Friend vs Lew Burdette | Sixth | 5 out |
| Sunday, July 6 |
| » Lost to Braves (40-33), 2-0 | County Stadium (2-2) | 36-41 | |
| » Starters: Curt Raydon vs Joey Jay | Sixth | 6 out |
| Thursday, July 10 |
| » Lost to Cubs (40-39), 8-7 | Wrigley Field (1-3) | 36-42 | Lost 2 |
| » Starters: Vern Law vs Taylor Phillips | Sixth | 6½ out |
| Friday, July 11 |
| » Defeated Cubs (40-40), 7-2 | Wrigley Field (2-3) | 37-42 | |
| » Starters: Ron Kline vs Moe Drabowsky | Sixth | 6½ out |
| Saturday, July 12 |
| » Lost to Cardinals (40-36), 2-0 | Sportsman's Park III (0-4) | 37-43 | |
| » Starters: Bob Friend vs Vinegar Bend Mizell | Seventh | 6½ out |
| Sunday, July 13 |
| » Defeated Cardinals (40-37), 10-8 | Sportsman's Park III (1-4) | 38-43 | |
| » Starters: Curt Raydon vs Jim Brosnan | Seventh | 5 out |
| » Defeated Cardinals (40-38), 8-6 | Sportsman's Park III (2-4) | 39-43 | Won 2 |
| » Starters: George Witt vs Lindy McDaniel | Seventh | 5 out |
| Tuesday, July 15 |
| » Defeated Dodgers (38-45), 6-2 | Los Angeles Memorial Coliseum (6-3) | 40-43 | Won 3 |
| » Starters: Ron Kline vs Don Drysdale | Fifth | 5½ out |
| Wednesday, July 16 |
| » Defeated Dodgers (38-46), 7-4 | Los Angeles Memorial Coliseum (7-3) | 41-43 | Won 4 |
| » Starters: Bob Friend vs Fred Kipp | Fifth | 5½ out |
| Thursday, July 17 |
| » Lost to Dodgers (39-46), 5-3 | Los Angeles Memorial Coliseum (7-4) | 41-44 | |
| » Starters: George Witt vs Stan Williams | Fifth | 6½ out |
| Friday, July 18 |
| » Lost to Giants (48-39), 5-4 | Seals Stadium (5-4) | 41-45 | Lost 2 |
| » Starters: Vern Law vs Stu Miller | Sixth | 6½ out |
| Saturday, July 19 |
| » Lost to Giants (49-39), 5-4 | Seals Stadium (5-5) | 41-46 | Lost 3 |
| » Starters: Curt Raydon vs Al Worthington | Seventh | 7½ out |
| Sunday, July 20 |
| » Lost to Giants (50-39), 7-3 | Seals Stadium (5-6) | 41-47 | Lost 4 |
| » Starters: Bob Friend vs Paul Giel | Sixth | 8½ out |
| Wednesday, July 23 |
| » Defeated Dodgers (41-48), 11-3 | Forbes Field (20-20) | 42-47 | |
| » Starters: Stan Williams vs Ron Kline | Sixth | 8 out |
| » Defeated Dodgers (41-49), 6-3 | Forbes Field (21-20) | 43-47 | Won 2 |
| » Starters: Sandy Koufax vs Bob Friend | Sixth | 8 out |
| Thursday, July 24 |
| » Defeated Dodgers (41-50), 5-3 | Forbes Field (22-20) | 44-47 | Won 3 |
| » Starters: Stan Williams vs George Witt | Sixth | 7 out |
| Friday, July 25 |
| » Defeated Giants (50-41), 10-0 | Forbes Field (23-20) | 45-47 | Won 4 |
| » Starters: Stu Miller vs Curt Raydon | Fifth | 6½ out |
| Saturday, July 26 |
| » Lost to Giants (51-41), 1-0 | Forbes Field (23-21) | 45-48 | |
| » Starters: Johnny Antonelli vs Vern Law | Fifth | 6½ out |
| Sunday, July 27 |
| » Defeated Giants (51-42), 2-1 | Forbes Field (24-21) | 46-48 | |
| » Starters: Al Worthington vs Ron Kline | Third | 6 out |
| » Defeated Giants (51-43), 4-3 | Forbes Field (25-21) | 47-48 | Won 2 |
| » Starters: Paul Giel vs Ron Blackburn | Third | 6 out |
| Tuesday, July 29 |
| » Defeated Cubs (48-50), 6-4 | Forbes Field (26-21) | 48-48 | Won 3 |
| » Starters: John Briggs vs Bob Friend | Third | 5½ out |
| Wednesday, July 30 |
| » Defeated Cubs (48-51), 7-1 | Forbes Field (27-21) | 49-48 | Won 4 |
| » Starters: Taylor Phillips vs George Witt | Third | 5 out |
| Thursday, July 31 |
| » Lost to Cubs (49-51), 5-4 | Forbes Field (27-22) | 49-49 | |
| » Starters: Marcelino Solis vs Curt Raydon | Third | 6 out |
| Friday, August 1 |
| » Defeated Cardinals (46-52), 2-0 | Forbes Field (28-22) | 50-49 | |
| » Starters: Bob Mabe vs Ron Kline | Third | 6 out |
| Saturday, August 2 |
| » Defeated Cardinals (46-53), 1-0 | Forbes Field (29-22) | 51-49 | Won 2 |
| » Starters: Sam Jones vs Vern Law | Third | 6 out |
| Sunday, August 3 |
| » Defeated Cardinals (46-54), 2-0 | Forbes Field (30-22) | 52-49 | Won 3 |
| » Starters: Sal Maglie vs Bob Friend | Third | 6 out |
| » Defeated Cardinals (46-55), 2-1 | Forbes Field (31-22) | 53-49 | Won 4 |
| » Starters: Vinegar Bend Mizell vs George Witt | Third | 6 out |
| Monday, August 4 |
| » Defeated Braves (58-43), 4-3 | County Stadium (3-2) | 54-49 | Won 5 |
| » Starters: Curt Raydon vs Juan Pizarro | Third | 5 out |
| Tuesday, August 5 |
| » Lost to Braves (59-43), 6-1 | County Stadium (3-3) | 54-50 | |
| » Starters: Ron Kline vs Lew Burdette | Third | 6 out |
| Wednesday, August 6 |
| » Lost to Braves (60-43), 2-1 | County Stadium (3-4) | 54-51 | Lost 2 |
| » Starters: Vern Law vs Carl Willey | Third | 7 out |
| Thursday, August 7 |
| » Lost to Braves (61-43), 3-2 | County Stadium (3-5) | 54-52 | Lost 3 |
| » Starters: Bob Friend vs Warren Spahn | Third | 8 out |
| » Major-league debuts: Harry Bright (Pirates) |
| Friday, August 8 |
| » Defeated Reds (51-55), 1-0 | Forbes Field (32-22) | 55-52 | |
| » Starters: Joe Nuxhall vs George Witt | Second | 7 out |
| Saturday, August 9 |
| » Defeated Reds (51-56), 5-2 | Forbes Field (33-22) | 56-52 | Won 2 |
| » Starters: Alex Kellner vs Curt Raydon | Second | 6 out |
| Sunday, August 10 |
| » Defeated Reds (51-57), 3-2 | Forbes Field (34-22) | 57-52 | Won 3 |
| » Starters: Harvey Haddix vs Ron Kline | Second | 6 out |
| » Defeated Reds (51-58), 4-3 | Forbes Field (35-22) | 58-52 | Won 4 |
| » Starters: Don Newcombe vs Vern Law | Second | 6 out |
| Monday, August 11 |
| » Defeated Braves (63-46), 6-4 | Forbes Field (36-22) | 59-52 | Won 5 |
| » Starters: Warren Spahn vs Bob Friend | Second | 5 out |
| Tuesday, August 12 |
| » Defeated Braves (63-47), 10-0 | Forbes Field (37-22) | 60-52 | Won 6 |
| » Starters: Bob Rush vs George Witt | Second | 4 out |
| Wednesday, August 13 |
| » Defeated Phillies (53-57), 10-9 | Shibe Park (2-5) | 61-52 | Won 7 |
| » Starters: Curt Raydon vs Jack Meyer | Second | 4½ out |
| Friday, August 15 |
| » Lost to Reds (53-62), 6-1 | Crosley Field (3-4) | 61-53 | |
| » Starters: Ron Kline vs Bob Purkey | Second | 6 out |
| Saturday, August 16 |
| » Defeated Reds (53-63), 13-4 | Crosley Field (4-4) | 62-53 | |
| » Starters: Bob Friend vs Harvey Haddix | Second | 6 out |
| Sunday, August 17 |
| » Lost to Reds (54-63), 4-3 | Crosley Field (4-5) | 62-54 | |
| » Starters: George Witt vs Tom Acker | Second | 8 out |
| » Lost to Reds (55-63), 7-5 | Crosley Field (4-6) | 62-55 | Lost 2 |
| » Starters: Vern Law vs Joe Nuxhall | Second | 8 out |
| Tuesday, August 19 |
| » Defeated Cubs (55-64), 4-3 | Wrigley Field (3-3) | 63-55 | |
| » Starters: Curt Raydon vs Taylor Phillips | Second | 6½ out |
| Wednesday, August 20 |
| » Defeated Cubs (55-65), 4-2 | Wrigley Field (4-3) | 64-55 | Won 2 |
| » Starters: Ron Kline vs Dave Hillman | Third | 6 out |
| » Lost to Cubs (56-65), 5-1 | Wrigley Field (4-4) | 64-56 | |
| » Starters: Bob Friend vs Dick Drott | Third | 6 out |
| Thursday, August 21 |
| » Lost to Cubs (57-65), 5-3 | Wrigley Field (4-5) | 64-57 | Lost 2 |
| » Starters: Vern Law vs Moe Drabowsky | Second | 7 out |
| Friday, August 22 |
| » Defeated Cubs (57-66), 8-2 | Wrigley Field (5-5) | 65-57 | |
| » Starters: George Witt vs Marcelino Solis | Second | 6½ out |
| Saturday, August 23 |
| » Defeated Cubs (57-67), 6-1 | Wrigley Field (6-5) | 66-57 | Won 2 |
| » Starters: Bob Porterfield vs Taylor Phillips | Second | 5½ out |
| Sunday, August 24 |
| » Defeated Cardinals (58-64), 8-4 | Sportsman's Park III (3-4) | 67-57 | Won 3 |
| » Starters: Bob Friend vs Vinegar Bend Mizell | Second | 6 out |
| » Lost to Cardinals (59-64), 12-8 | Sportsman's Park III (3-5) | 67-58 | |
| » Starters: Curt Raydon vs Bob Mabe | Second | 6 out |
| Monday, August 25 |
| » Lost to Cardinals (60-64), 7-1 | Sportsman's Park III (3-6) | 67-59 | Lost 2 |
| » Starters: Ron Kline vs Larry Jackson | Second | 7 out |
| Tuesday, August 26 |
| » Defeated Cardinals (60-65), 5-3 | Sportsman's Park III (4-6) | 68-59 | |
| » Starters: George Witt vs Sam Jones | Second | 7 out |
| Wednesday, August 27 |
| » Defeated Cardinals (60-66), 14-1 | Sportsman's Park III (5-6) | 69-59 | Won 2 |
| » Starters: Bob Porterfield vs Nelson Chittum | Second | 6 out |
| Friday, August 29 |
| » Defeated Braves (75-53), 3-2 | County Stadium (4-5) | 70-59 | Won 3 |
| » Starters: Bob Friend vs Warren Spahn | Second | 5½ out |
| Saturday, August 30 |
| » Lost to Braves (76-53), 9-1 | County Stadium (4-6) | 70-60 | |
| » Starters: Curt Raydon vs Lew Burdette | Second | 6½ out |
| Sunday, August 31 |
| » Lost to Braves (77-53), 2-0 | County Stadium (4-7) | 70-61 | Lost 2 |
| » Starters: Ron Kline vs Carl Willey | Second | 7½ out |
| Monday, September 1 |
| » Defeated Phillies (58-70), 5-2 | Forbes Field (38-22) | 71-61 | |
| » Starters: Jack Sanford vs Vern Law | Second | 7½ out |
| » Lost to Phillies (59-70), 9-0 | Forbes Field (38-23) | 71-62 | |
| » Starters: Curt Simmons vs Bob Porterfield | Second | 7½ out |
| Tuesday, September 2 |
| » Defeated Phillies (59-71), 3-2 | Forbes Field (39-23) | 72-62 | |
| » Starters: Don Cardwell vs Bob Friend | Second | 7 out |
| Wednesday, September 3 |
| » Lost to Reds (66-69), 7-4 | Crosley Field (4-7) | 72-63 | |
| » Starters: Curt Raydon vs Tom Acker | Second | 8 out |
| Thursday, September 4 |
| Former Pirate Ward Miller dies in Dixon, IL at the age of 75. |
| Friday, September 5 |
| » Defeated Braves (80-55), 1-0 | Forbes Field (40-23) | 73-63 | |
| » Starters: Carl Willey vs George Witt | Second | 7½ out |
| Saturday, September 6 |
| » Defeated Braves (80-56), 7-6 | Forbes Field (41-23) | 74-63 | Won 2 |
| » Starters: Bob Buhl vs Bob Friend | Second | 6½ out |
| Sunday, September 7 |
| » Lost to Braves (81-56), 3-1 | Forbes Field (41-24) | 74-64 | |
| » Starters: Warren Spahn vs Ron Kline | Second | 6½ out |
| » Defeated Braves (81-57), 4-1 | Forbes Field (42-24) | 75-64 | |
| » Starters: Lew Burdette vs Vern Law | Second | 6½ out |
| Monday, September 8 |
| » Defeated Reds (70-70), 4-1 | Forbes Field (43-24) | 76-64 | Won 2 |
| » Starters: Tom Acker vs Curt Raydon | Second | 6 out |
| Tuesday, September 9 |
| » Defeated Giants (71-68), 2-1 | Forbes Field (44-24) | 77-64 | Won 3 |
| » Starters: Stu Miller vs George Witt | Second | 6 out |
| Wednesday, September 10 |
| » Defeated Giants (71-69), 6-4 | Forbes Field (45-24) | 78-64 | Won 4 |
| » Starters: Paul Giel vs Bob Friend | Second | 6 out |
| Thursday, September 11 |
| » Major-league debuts: Jimmie Coker (Phillies) |
| Future Pirate Don Slaught is born in Long Beach, CA. |
| Friday, September 12 |
| » Lost to Dodgers (66-75), 7-3 | Forbes Field (45-25) | 78-65 | |
| » Starters: Roger Craig vs Ron Kline | Second | 7 out |
| Saturday, September 13 |
| » Defeated Dodgers (66-76), 9-4 | Forbes Field (46-25) | 79-65 | |
| » Starters: Ralph Mauriello vs Vern Law | Second | 7 out |
| Sunday, September 14 |
| » Defeated Cubs (65-78), 5-4 | Forbes Field (47-25) | 80-65 | Won 2 |
| » Starters: Bob Anderson vs Curt Raydon | Second | 5½ out |
| » Defeated Cubs (65-79), 6-2 | Forbes Field (48-25) | 81-65 | Won 3 |
| » Starters: Taylor Phillips vs Bob Friend | Second | 5½ out |
| Tuesday, September 16 |
| » Defeated Cardinals (69-75), 3-1 | Forbes Field (49-25) | 82-65 | Won 4 |
| » Starters: Bob Mabe vs Ron Kline | Second | 6 out |
| Thursday, September 18 |
| » Major-league debuts: Ellis Burton (Cardinals) |
| Future Pirate Roger Mason is born in Bellaire, MI. |
| Friday, September 19 |
| » Defeated Phillies (63-84), 4-2 | Shibe Park (3-5) | 83-65 | Won 5 |
| » Starters: Bob Friend vs Don Cardwell | Second | 5 out |
| Saturday, September 20 |
| » Defeated Phillies (63-85), 4-3 | Shibe Park (4-5) | 84-65 | Won 6 |
| » Starters: Vern Law vs Robin Roberts | Second | 5 out |
| Monday, September 22 |
| » Lost to Phillies (64-85), 3-2 | Shibe Park (4-6) | 84-66 | |
| » Starters: Ron Kline vs Seth Morehead | Second | 6½ out |
| » Lost to Phillies (65-85), 1-0 | Shibe Park (4-7) | 84-67 | Lost 2 |
| » Starters: Bennie Daniels vs Jack Sanford | Second | 6½ out |
| Friday, September 26 |
| » Lost to Phillies (67-85), 3-2 | Forbes Field (49-26) | 84-68 | Lost 3 |
| » Starters: Robin Roberts vs Bob Friend | Second | 7 out |
| Saturday, September 27 |
| » Lost to Phillies (68-85), 7-3 | Forbes Field (49-27) | 84-69 | Lost 4 |
| » Starters: Don Cardwell vs Vern Law | Second | 8 out |
| Sunday, September 28 |
| » Lost to Phillies (69-85), 6-4 | Forbes Field (49-28) | 84-70 | Lost 5 |
| » Starters: Seth Morehead vs Bennie Daniels | Second | 8 out |
| Saturday, November 15 |
| Former Pirate Harry Riconda dies in Mahopac, NY at the age of 62. |
| Wednesday, December 10 |
| Former Pirate Cozy Dolan dies in Chicago, IL at the age of 69. |
| Monday, December 22 |
| Future Pirate Glenn Wilson is born in Baytown, TX. |
| Tuesday, December 30 |
| Former Pirate Glenn Spencer dies in Binghamton, NY at the age of 54. |
Game information provided by Retrosheet (www.retrosheet.org) |