| Saturday, January 2 |
| Former Pirate Ken Gables dies in Walnut Grove, MO at the age of 41. |
| Monday, February 1 |
| Future Pirate Cecilio Guante is born in Villa Mella, D.R. |
| Tuesday, February 16 |
| Former Pirate Stuffy McInnis dies in Ipswich, MA at the age of 70. |
| Wednesday, March 2 |
| Former Pirate Howie Camnitz dies in Louisville, KY at the age of 79. |
| Thursday, March 3 |
| Future Pirate Neal Heaton is born in South Ozone Park, NY. |
| Tuesday, April 12 |
| » Lost to Braves (1-0), 4-3 | County Stadium (0-1) | 0-1 | |
| » Starters: Bob Friend vs Warren Spahn | Second | 1 out |
| Thursday, April 14 |
| » Defeated Reds (1-1), 13-0 | Forbes Field (1-0) | 1-1 | |
| » Starters: Cal McLish vs Vern Law | Second | ½ out |
| Friday, April 15 |
| Future Pirate Mike Diaz is born in San Francisco, CA. |
| Saturday, April 16 |
| » Lost to Reds (2-1), 11-3 | Forbes Field (1-1) | 1-2 | |
| » Starters: Jay Hook vs Jim Umbricht | Fourth | 1½ out |
| Sunday, April 17 |
| » Defeated Reds (2-2), 5-0 | Forbes Field (2-1) | 2-2 | |
| » Starters: Joe Nuxhall vs Bob Friend | Third | 1 out |
| » Defeated Reds (2-3), 6-5 | Forbes Field (3-1) | 3-2 | Won 2 |
| » Starters: Don Newcombe vs Bennie Daniels | Third | 1 out |
| » Major-league debuts: Joe Gibbon (Pirates) |
| Tuesday, April 19 |
| » Lost to Phillies (2-3), 4-3 | Forbes Field (3-2) | 3-3 | |
| » Starters: Jim Owens vs Harvey Haddix | Fourth | 2 out |
| Former Pirate Bob Osborn dies in Paris, AR at the age of 58. |
| Wednesday, April 20 |
| » Defeated Phillies (2-4), 4-2 | Forbes Field (4-2) | 4-3 | |
| » Starters: Don Cardwell vs Vern Law | Third | 1 out |
| Thursday, April 21 |
| » Defeated Phillies (2-5), 11-5 | Forbes Field (5-2) | 5-3 | Won 2 |
| » Starters: Curt Simmons vs Jim Umbricht | Third | ½ out |
| Friday, April 22 |
| » Defeated Braves (4-3), 6-2 | Forbes Field (6-2) | 6-3 | Won 3 |
| » Starters: Juan Pizarro vs Bob Friend | Second | ½ out |
| Saturday, April 23 |
| » Defeated Braves (4-4), 5-4 | Forbes Field (7-2) | 7-3 | Won 4 |
| » Starters: Lew Burdette vs Bennie Daniels | Second | ½ out |
| Sunday, April 24 |
| » Defeated Braves (4-5), 7-3 | Forbes Field (8-2) | 8-3 | Won 5 |
| » Starters: Bob Buhl vs Harvey Haddix | First | -- |
| Wednesday, April 27 |
| » Defeated Phillies (5-7), 3-2 | Shibe Park (1-0) | 9-3 | Won 6 |
| » Starters: Vern Law vs Jack Meyer | First | -- |
| Thursday, April 28 |
| » Defeated Phillies (5-8), 3-0 | Shibe Park (2-0) | 10-3 | Won 7 |
| » Starters: Bob Friend vs John Buzhardt | First | -- |
| Saturday, April 30 |
| » Defeated Reds (4-10), 12-7 | Crosley Field (1-0) | 11-3 | Won 8 |
| » Starters: Bennie Daniels vs Cal McLish | First | -- |
| Sunday, May 1 |
| » Defeated Reds (4-11), 13-2 | Crosley Field (2-0) | 12-3 | Won 9 |
| » Starters: Vern Law vs Don Newcombe | First | -- |
| Monday, May 2 |
| » Lost to Cardinals (8-7), 4-3 | Sportsman's Park III (0-1) | 12-4 | |
| » Starters: Harvey Haddix vs Ron Kline | First | -- |
| Wednesday, May 4 |
| » Lost to Cubs (6-11), 5-1 | Wrigley Field (0-1) | 12-5 | Lost 2 |
| » Starters: Bob Friend vs Dick Ellsworth | First | -- |
| Thursday, May 5 |
| » Defeated Cubs (6-12), 9-7 | Wrigley Field (1-1) | 13-5 | |
| » Starters: George Witt vs Seth Morehead | First | -- |
| Friday, May 6 |
| » Lost to Giants (12-7), 5-1 | Candlestick Park (0-1) | 13-6 | |
| » Starters: Vern Law vs Sam Jones | First | -- |
| Saturday, May 7 |
| » Lost to Giants (13-7), 6-5 | Candlestick Park (0-2) | 13-7 | Lost 2 |
| » Starters: Harvey Haddix vs Jack Sanford | First | -- |
| Sunday, May 8 |
| » Lost to Giants (14-7), 13-1 | Candlestick Park (0-3) | 13-8 | Lost 3 |
| » Starters: Joe Gibbon vs Mike McCormick | Second | 1 out |
| Monday, May 9 |
| » Lost to Dodgers (11-12), 7-4 | Los Angeles Memorial Coliseum (0-1) | 13-9 | Lost 4 |
| » Starters: Bob Friend vs Don Drysdale | Second | 1½ out |
| Tuesday, May 10 |
| » Defeated Dodgers (11-13), 3-2 | Los Angeles Memorial Coliseum (1-1) | 14-9 | |
| » Starters: Vern Law vs Johnny Podres | Second | 1½ out |
| Wednesday, May 11 |
| » Defeated Dodgers (11-14), 6-3 | Los Angeles Memorial Coliseum (2-1) | 15-9 | Won 2 |
| » Starters: Joe Gibbon vs Sandy Koufax | Second | 1½ out |
| Friday, May 13 |
| » Defeated Braves (11-8), 8-2 | County Stadium (1-1) | 16-9 | Won 3 |
| » Starters: Bob Friend vs Carl Willey | Second | 2 out |
| Saturday, May 14 |
| » Defeated Braves (11-9), 6-4 | County Stadium (2-1) | 17-9 | Won 4 |
| » Starters: Vern Law vs Lew Burdette | Second | 1 out |
| Sunday, May 15 |
| » Defeated Braves (11-10), 6-4 | County Stadium (3-1) | 18-9 | Won 5 |
| » Starters: Harvey Haddix vs Warren Spahn | Second | 1½ out |
| » Lost to Braves (12-10), 4-2 | County Stadium (3-2) | 18-10 | |
| » Starters: Bennie Daniels vs Juan Pizarro | Second | 1½ out |
| Tuesday, May 17 |
| » Defeated Cubs (9-15), 11-6 | Forbes Field (9-2) | 19-10 | |
| » Starters: Glen Hobbie vs Bob Friend | Second | 1 out |
| Wednesday, May 18 |
| » Defeated Cardinals (11-17), 4-2 | Forbes Field (10-2) | 20-10 | Won 2 |
| » Starters: Ron Kline vs Vern Law | First | -- |
| Thursday, May 19 |
| » Defeated Cardinals (11-18), 8-3 | Forbes Field (11-2) | 21-10 | Won 3 |
| » Starters: Ray Sadecki vs Joe Gibbon | First | -- |
| » Major-league debuts: Ray Sadecki (Cardinals) |
| Friday, May 20 |
| » Defeated Giants (20-11), 5-4 | Forbes Field (12-2) | 22-10 | Won 4 |
| » Starters: Sam Jones vs Harvey Haddix | First | -- |
| Saturday, May 21 |
| » Lost to Giants (21-11), 3-1 | Forbes Field (12-3) | 22-11 | |
| » Starters: Johnny Antonelli vs Bob Friend | First | -- |
| Sunday, May 22 |
| » Defeated Giants (21-12), 8-7 | Forbes Field (13-3) | 23-11 | |
| » Starters: Jack Sanford vs Vern Law | First | -- |
| Monday, May 23 |
| » Lost to Dodgers (15-19), 1-0 | Forbes Field (13-4) | 23-12 | |
| » Starters: Sandy Koufax vs Bennie Daniels | First | -- |
| Tuesday, May 24 |
| » Lost to Dodgers (16-19), 4-2 | Forbes Field (13-5) | 23-13 | Lost 2 |
| » Starters: Johnny Podres vs Joe Gibbon | Second | 1 out |
| Wednesday, May 25 |
| » Lost to Dodgers (17-19), 5-1 | Forbes Field (13-6) | 23-14 | Lost 3 |
| » Starters: Don Drysdale vs Jim Umbricht | Second | 1 out |
| Saturday, May 28 |
| » Defeated Phillies (12-25), 4-2 | Forbes Field (14-6) | 24-14 | |
| » Starters: Jim Owens vs Bob Friend | Second | 1 out |
| Sunday, May 29 |
| » Defeated Phillies (12-26), 8-5 | Forbes Field (15-6) | 25-14 | Won 2 |
| » Starters: Robin Roberts vs Vern Law | First | -- |
| Monday, May 30 |
| » Defeated Braves (16-15), 8-3 | Forbes Field (16-6) | 26-14 | Won 3 |
| » Starters: Warren Spahn vs Harvey Haddix | First | -- |
| » Major-league debuts: Ron Piche (Braves) |
| Tuesday, May 31 |
| » Defeated Reds (22-20), 4-3 | Forbes Field (17-6) | 27-14 | Won 4 |
| » Starters: Jim O'Toole vs Vinegar Bend Mizell | First | -- |
| Wednesday, June 1 |
| » Defeated Reds (22-21), 5-0 | Forbes Field (18-6) | 28-14 | Won 5 |
| » Starters: Bob Purkey vs Bob Friend | First | -- |
| Friday, June 3 |
| » Defeated Phillies (14-30), 3-0 | Shibe Park (3-0) | 29-14 | Won 6 |
| » Starters: Vern Law vs John Buzhardt | First | -- |
| Sunday, June 5 |
| » Lost to Phillies (15-30), 2-0 | Shibe Park (3-1) | 29-15 | |
| » Starters: Bob Friend vs Gene Conley | First | -- |
| » Lost to Phillies (16-30), 4-1 | Shibe Park (3-2) | 29-16 | Lost 2 |
| » Starters: Harvey Haddix vs Jim Owens | First | -- |
| Tuesday, June 7 |
| » Lost to Cubs (18-23), 13-2 | Wrigley Field (1-2) | 29-17 | Lost 3 |
| » Starters: Vern Law vs Dick Ellsworth | First | -- |
| Wednesday, June 8 |
| » Defeated Cubs (18-24), 5-3 | Wrigley Field (2-2) | 30-17 | |
| » Starters: Vinegar Bend Mizell vs Bob Anderson | First | -- |
| Thursday, June 9 |
| » Defeated Cubs (18-25), 11-3 | Wrigley Field (3-2) | 31-17 | Won 2 |
| » Starters: Bob Friend vs Glen Hobbie | First | -- |
| Friday, June 10 |
| » Lost to Cardinals (23-26), 9-6 | Sportsman's Park III (0-2) | 31-18 | |
| » Starters: Harvey Haddix vs Larry Jackson | First | -- |
| Saturday, June 11 |
| » Lost to Cardinals (24-26), 7-6 | Sportsman's Park III (0-3) | 31-19 | Lost 2 |
| » Starters: Joe Gibbon vs Ray Sadecki | First | -- |
| Sunday, June 12 |
| » Defeated Cardinals (24-27), 15-3 | Sportsman's Park III (1-3) | 32-19 | |
| » Starters: Vern Law vs Ron Kline | First | -- |
| » Lost to Cardinals (25-27), 5-2 | Sportsman's Park III (1-4) | 32-20 | |
| » Starters: Vinegar Bend Mizell vs Ernie Broglio | First | -- |
| Tuesday, June 14 |
| » Defeated Giants (32-23), 6-3 | Candlestick Park (1-3) | 33-20 | |
| » Starters: Bob Friend vs Sam Jones | First | -- |
| Wednesday, June 15 |
| » Defeated Giants (32-24), 14-6 | Candlestick Park (2-3) | 34-20 | Won 2 |
| » Starters: Harvey Haddix vs Billy O'Dell | First | -- |
| Thursday, June 16 |
| » Defeated Giants (32-25), 10-7 | Candlestick Park (3-3) | 35-20 | Won 3 |
| » Starters: Vinegar Bend Mizell vs Jack Sanford | First | -- |
| Friday, June 17 |
| » Defeated Dodgers (26-30), 2-1 | Los Angeles Memorial Coliseum (3-1) | 36-20 | Won 4 |
| » Starters: Vern Law vs Stan Williams | First | -- |
| Saturday, June 18 |
| » Defeated Dodgers (26-31), 4-3 | Los Angeles Memorial Coliseum (4-1) | 37-20 | Won 5 |
| » Starters: Bob Friend vs Danny McDevitt | First | -- |
| Sunday, June 19 |
| » Lost to Dodgers (27-31), 8-6 | Los Angeles Memorial Coliseum (4-2) | 37-21 | |
| » Starters: Bennie Daniels vs Sandy Koufax | First | -- |
| Tuesday, June 21 |
| » Defeated Cardinals (29-31), 3-2 | Forbes Field (19-6) | 38-21 | |
| » Starters: Bob Gibson vs Vern Law | First | -- |
| Wednesday, June 22 |
| » Defeated Cardinals (29-32), 5-0 | Forbes Field (20-6) | 39-21 | Won 2 |
| » Starters: Larry Jackson vs Bob Friend | First | -- |
| Thursday, June 23 |
| » Lost to Cardinals (30-32), 3-1 | Forbes Field (20-7) | 39-22 | |
| » Starters: Ron Kline vs Harvey Haddix | First | -- |
| Friday, June 24 |
| » Defeated Cubs (23-36), 4-1 | Forbes Field (21-7) | 40-22 | |
| » Starters: Dick Ellsworth vs Vinegar Bend Mizell | First | -- |
| Saturday, June 25 |
| » Defeated Cubs (23-37), 7-6 | Forbes Field (22-7) | 41-22 | Won 2 |
| » Starters: Moe Drabowsky vs Joe Gibbon | First | -- |
| Sunday, June 26 |
| » Lost to Cubs (24-37), 7-6 | Forbes Field (22-8) | 41-23 | |
| » Starters: Mark Freeman vs Bob Friend | First | -- |
| » Lost to Cubs (25-37), 7-5 | Forbes Field (22-9) | 41-24 | Lost 2 |
| » Starters: Don Cardwell vs Vern Law | First | -- |
| » Major-league debuts: Ron Santo (Cubs) |
| Tuesday, June 28 |
| » Tied Giants, 7-7 | Forbes Field (22-9) | 41-24 | |
| » Starters: Sam Jones vs Harvey Haddix | First | -- |
| Thursday, June 30 |
| » Lost to Giants (37-31), 11-0 | Forbes Field (22-10) | 41-25 | Lost 3 |
| » Starters: Jack Sanford vs Bob Friend | First | -- |
| » Defeated Giants (37-32), 11-6 | Forbes Field (23-10) | 42-25 | |
| » Starters: Mike McCormick vs Vinegar Bend Mizell | First | -- |
| » Major-league debuts: Earl Francis (Pirates) |
| Friday, July 1 |
| » Defeated Dodgers (33-36), 4-3 | Forbes Field (24-10) | 43-25 | Won 2 |
| » Starters: Johnny Podres vs Vern Law | First | -- |
| Saturday, July 2 |
| » Lost to Dodgers (34-36), 6-1 | Forbes Field (24-11) | 43-26 | |
| » Starters: Stan Williams vs Tom Cheney | First | -- |
| Sunday, July 3 |
| » Lost to Dodgers (35-36), 6-2 | Forbes Field (24-12) | 43-27 | Lost 2 |
| » Starters: Don Drysdale vs Vinegar Bend Mizell | First | -- |
| Monday, July 4 |
| » Lost to Braves (40-30), 7-6 | County Stadium (3-3) | 43-28 | Lost 3 |
| » Starters: Bob Friend vs Lew Burdette | First | -- |
| » Defeated Braves (40-31), 7-2 | County Stadium (4-3) | 44-28 | |
| » Starters: Harvey Haddix vs Joey Jay | First | -- |
| Tuesday, July 5 |
| » Defeated Braves (40-32), 5-4 | County Stadium (5-3) | 45-28 | Won 2 |
| » Starters: Vern Law vs Carl Willey | First | -- |
| Wednesday, July 6 |
| » Defeated Reds (35-39), 5-2 | Crosley Field (3-0) | 46-28 | Won 3 |
| » Starters: Tom Cheney vs Bob Purkey | First | -- |
| Thursday, July 7 |
| » Defeated Reds (35-40), 3-2 | Crosley Field (4-0) | 47-28 | Won 4 |
| » Starters: Vinegar Bend Mizell vs Jim O'Toole | First | -- |
| Friday, July 8 |
| » Lost to Phillies (33-45), 6-5 | Shibe Park (3-3) | 47-29 | |
| » Starters: Joe Gibbon vs John Buzhardt | First | -- |
| » Defeated Phillies (33-46), 8-3 | Shibe Park (4-3) | 48-29 | |
| » Starters: Bob Friend vs Dallas Green | First | -- |
| Saturday, July 9 |
| » Lost to Phillies (34-46), 2-1 | Shibe Park (4-4) | 48-30 | |
| » Starters: Vern Law vs Gene Conley | First | -- |
| Sunday, July 10 |
| » Defeated Phillies (34-47), 6-2 | Shibe Park (5-4) | 49-30 | |
| » Starters: Harvey Haddix vs Robin Roberts | First | -- |
| Thursday, July 14 |
| » Lost to Braves (44-34), 4-0 | Forbes Field (24-13) | 49-31 | |
| » Starters: Bob Buhl vs Harvey Haddix | First | -- |
| Friday, July 15 |
| » Lost to Reds (37-42), 4-1 | Forbes Field (24-14) | 49-32 | Lost 2 |
| » Starters: Jim O'Toole vs Bob Friend | First | -- |
| Saturday, July 16 |
| » Defeated Reds (37-43), 6-5 | Forbes Field (25-14) | 50-32 | |
| » Starters: Jay Hook vs Vinegar Bend Mizell | First | -- |
| Sunday, July 17 |
| » Lost to Reds (38-43), 6-5 | Forbes Field (25-15) | 50-33 | |
| » Starters: Bob Purkey vs Vern Law | First | -- |
| » Defeated Reds (38-44), 5-0 | Forbes Field (26-15) | 51-33 | |
| » Starters: Don Newcombe vs Tom Cheney | First | -- |
| Former Pirate Pat Duncan dies in Columbus, OH at the age of 67. |
| Monday, July 18 |
| Former Pirate Terry Turner dies in Cleveland, OH at the age of 80. |
| Tuesday, July 19 |
| » Lost to Dodgers (44-39), 5-4 | Los Angeles Memorial Coliseum (4-3) | 51-34 | |
| » Starters: Bob Friend vs Don Drysdale | First | -- |
| Wednesday, July 20 |
| » Lost to Dodgers (45-39), 7-5 | Los Angeles Memorial Coliseum (4-4) | 51-35 | Lost 2 |
| » Starters: George Witt vs Stan Williams | First | -- |
| Thursday, July 21 |
| » Defeated Dodgers (45-40), 4-1 | Los Angeles Memorial Coliseum (5-4) | 52-35 | |
| » Starters: Vern Law vs Johnny Podres | First | -- |
| Friday, July 22 |
| » Defeated Giants (43-42), 4-1 | Candlestick Park (4-3) | 53-35 | Won 2 |
| » Starters: Vinegar Bend Mizell vs Mike McCormick | First | -- |
| Saturday, July 23 |
| » Lost to Giants (44-42), 3-1 | Candlestick Park (4-4) | 53-36 | |
| » Starters: Harvey Haddix vs Juan Marichal | First | -- |
| Sunday, July 24 |
| » Lost to Giants (45-42), 6-3 | Candlestick Park (4-5) | 53-37 | Lost 2 |
| » Starters: Tom Cheney vs Billy O'Dell | Second | 1 out |
| Monday, July 25 |
| » Defeated Cardinals (49-42), 4-2 | Sportsman's Park III (2-4) | 54-37 | |
| » Starters: Bob Friend vs Larry Jackson | First | -- |
| Tuesday, July 26 |
| » Defeated Cardinals (49-43), 5-4 | Sportsman's Park III (3-4) | 55-37 | Won 2 |
| » Starters: Vern Law vs Curt Simmons | First | -- |
| Wednesday, July 27 |
| » Defeated Cardinals (49-44), 7-3 | Sportsman's Park III (4-4) | 56-37 | Won 3 |
| » Starters: George Witt vs Ray Sadecki | First | -- |
| Thursday, July 28 |
| Future Pirate Carmelo Martinez is born in Dorado, P.R. |
| Friday, July 29 |
| » Defeated Cubs (33-60), 4-0 | Wrigley Field (4-2) | 57-37 | Won 4 |
| » Starters: Vinegar Bend Mizell vs Jim Brewer | First | -- |
| Saturday, July 30 |
| » Lost to Cubs (34-60), 6-1 | Wrigley Field (4-3) | 57-38 | |
| » Starters: Bob Friend vs Glen Hobbie | First | -- |
| Sunday, July 31 |
| » Lost to Cubs (35-60), 6-2 | Wrigley Field (4-4) | 57-39 | Lost 2 |
| » Starters: Harvey Haddix vs Don Cardwell | First | -- |
| Tuesday, August 2 |
| » Defeated Dodgers (52-43), 3-0 | Forbes Field (27-15) | 58-39 | |
| » Starters: Stan Williams vs Vern Law | First | -- |
| Wednesday, August 3 |
| » Lost to Dodgers (53-43), 3-1 | Forbes Field (27-16) | 58-40 | |
| » Starters: Johnny Podres vs Bob Friend | First | -- |
| Future Pirate Sid Bream is born in Carlisle, PA. |
| Thursday, August 4 |
| » Defeated Dodgers (53-44), 4-1 | Forbes Field (28-16) | 59-40 | |
| » Starters: Don Drysdale vs George Witt | First | -- |
| Friday, August 5 |
| » Defeated Giants (51-47), 1-0 | Forbes Field (29-16) | 60-40 | Won 2 |
| » Starters: Sam Jones vs Vinegar Bend Mizell | First | -- |
| Saturday, August 6 |
| » Defeated Giants (51-48), 8-7 | Forbes Field (30-16) | 61-40 | Won 3 |
| » Starters: Juan Marichal vs Vern Law | First | -- |
| Sunday, August 7 |
| » Defeated Giants (51-49), 4-1 | Forbes Field (31-16) | 62-40 | Won 4 |
| » Starters: Jack Sanford vs Bob Friend | First | -- |
| » Defeated Giants (51-50), 7-5 | Forbes Field (32-16) | 63-40 | Won 5 |
| » Starters: Billy O'Dell vs Harvey Haddix | First | -- |
| Tuesday, August 9 |
| » Defeated Cubs (39-64), 7-1 | Forbes Field (33-16) | 64-40 | Won 6 |
| » Starters: Moe Drabowsky vs Vinegar Bend Mizell | First | -- |
| Wednesday, August 10 |
| » Defeated Cubs (39-65), 3-1 | Forbes Field (34-16) | 65-40 | Won 7 |
| » Starters: Don Cardwell vs Vern Law | First | -- |
| Thursday, August 11 |
| » Lost to Cardinals (62-46), 3-2 | Forbes Field (34-17) | 65-41 | |
| » Starters: Ernie Broglio vs Bob Friend | First | -- |
| Future Pirate Al Pedrique is born in Aragua, Venezuela. |
| Friday, August 12 |
| » Lost to Cardinals (63-46), 9-2 | Forbes Field (34-18) | 65-42 | Lost 2 |
| » Starters: Bob Gibson vs George Witt | First | -- |
| Saturday, August 13 |
| » Defeated Cardinals (63-47), 4-1 | Forbes Field (35-18) | 66-42 | |
| » Starters: Ray Sadecki vs Harvey Haddix | First | -- |
| Sunday, August 14 |
| » Defeated Cardinals (63-48), 9-4 | Forbes Field (36-18) | 67-42 | Won 2 |
| » Starters: Larry Jackson vs Vern Law | First | -- |
| » Defeated Cardinals (63-49), 3-2 | Forbes Field (37-18) | 68-42 | Won 3 |
| » Starters: Curt Simmons vs Tom Cheney | First | -- |
| Former Pirate Fred Clarke dies in Winfield, KS at the age of 88. |
| Monday, August 15 |
| » Lost to Phillies (44-68), 4-3 | Forbes Field (37-19) | 68-43 | |
| » Starters: Art Mahaffey vs Vinegar Bend Mizell | First | -- |
| Tuesday, August 16 |
| » Defeated Phillies (44-69), 11-2 | Forbes Field (38-19) | 69-43 | |
| » Starters: Jim Owens vs Bob Friend | First | -- |
| » Defeated Phillies (44-70), 4-3 | Forbes Field (39-19) | 70-43 | Won 2 |
| » Starters: Robin Roberts vs Joe Gibbon | First | -- |
| Wednesday, August 17 |
| » Defeated Phillies (44-71), 5-3 | Forbes Field (40-19) | 71-43 | Won 3 |
| » Starters: John Buzhardt vs Harvey Haddix | First | -- |
| Thursday, August 18 |
| » Defeated Reds (52-64), 3-2 | Crosley Field (5-0) | 72-43 | Won 4 |
| » Starters: Vern Law vs Cal McLish | First | -- |
| Future Pirate Mike LaValliere is born in Charlotte, NC. |
| Friday, August 19 |
| » Lost to Reds (53-64), 4-3 | Crosley Field (5-1) | 72-44 | |
| » Starters: Vinegar Bend Mizell vs Bob Purkey | First | -- |
| Saturday, August 20 |
| » Defeated Reds (53-65), 10-7 | Crosley Field (6-1) | 73-44 | |
| » Starters: Tom Cheney vs Jim Maloney | First | -- |
| Sunday, August 21 |
| » Lost to Reds (54-65), 8-4 | Crosley Field (6-2) | 73-45 | |
| » Starters: Bob Friend vs Jay Hook | First | -- |
| Tuesday, August 23 |
| » Defeated Cubs (46-71), 8-3 | Wrigley Field (5-4) | 74-45 | |
| » Starters: Harvey Haddix vs Dick Ellsworth | First | -- |
| Wednesday, August 24 |
| » Defeated Cubs (46-72), 10-6 | Wrigley Field (6-4) | 75-45 | Won 2 |
| » Starters: Vern Law vs Don Cardwell | First | -- |
| Thursday, August 25 |
| » Lost to Cubs (47-72), 2-1 | Wrigley Field (6-5) | 75-46 | |
| » Starters: Vinegar Bend Mizell vs Glen Hobbie | First | -- |
| Friday, August 26 |
| » Lost to Cardinals (67-54), 3-1 | Sportsman's Park III (4-5) | 75-47 | Lost 2 |
| » Starters: Bob Friend vs Ernie Broglio | First | -- |
| Saturday, August 27 |
| » Lost to Cardinals (68-54), 5-4 | Sportsman's Park III (4-6) | 75-48 | Lost 3 |
| » Starters: Tom Cheney vs Bob Gibson | First | -- |
| Sunday, August 28 |
| » Lost to Cardinals (69-54), 5-4 | Sportsman's Park III (4-7) | 75-49 | Lost 4 |
| » Starters: Harvey Haddix vs Curt Simmons | First | -- |
| Monday, August 29 |
| » Defeated Dodgers (66-56), 10-2 | Los Angeles Memorial Coliseum (6-4) | 76-49 | |
| » Starters: Vern Law vs Johnny Podres | First | -- |
| Tuesday, August 30 |
| » Defeated Dodgers (66-57), 5-2 | Los Angeles Memorial Coliseum (7-4) | 77-49 | Won 2 |
| » Starters: Bob Friend vs Sandy Koufax | First | -- |
| Wednesday, August 31 |
| » Defeated Giants (62-62), 7-4 | Candlestick Park (5-5) | 78-49 | Won 3 |
| » Starters: Vinegar Bend Mizell vs Billy O'Dell | First | -- |
| Thursday, September 1 |
| » Defeated Giants (62-63), 6-1 | Candlestick Park (6-5) | 79-49 | Won 4 |
| » Starters: Harvey Haddix vs Georges Maranda | First | -- |
| Saturday, September 3 |
| » Lost to Phillies (49-80), 3-2 | Forbes Field (40-20) | 79-50 | |
| » Starters: Art Mahaffey vs Vern Law | First | -- |
| Sunday, September 4 |
| » Defeated Phillies (49-81), 5-3 | Forbes Field (41-20) | 80-50 | |
| » Starters: Jim Owens vs Vinegar Bend Mizell | First | -- |
| Monday, September 5 |
| » Defeated Braves (73-57), 9-7 | Forbes Field (42-20) | 81-50 | Won 2 |
| » Starters: Warren Spahn vs Bob Friend | First | -- |
| » Lost to Braves (74-57), 7-1 | Forbes Field (42-21) | 81-51 | |
| » Starters: Bob Buhl vs Harvey Haddix | First | -- |
| » Major-league debuts: Diomedes Olivo (Pirates) |
| Future Pirate Chris Green is born in Los Angeles, CA. |
| Tuesday, September 6 |
| » Defeated Braves (74-58), 5-3 | Forbes Field (43-21) | 82-51 | |
| » Starters: Lew Burdette vs Joe Gibbon | First | -- |
| Wednesday, September 7 |
| » Lost to Cardinals (75-57), 2-1 | Forbes Field (43-22) | 82-52 | |
| » Starters: Ernie Broglio vs Vern Law | First | -- |
| Friday, September 9 |
| » Defeated Cubs (53-80), 4-3 | Forbes Field (44-22) | 83-52 | |
| » Starters: Dick Ellsworth vs Vinegar Bend Mizell | First | -- |
| » Major-league debuts: Nelson Mathews (Cubs) |
| Saturday, September 10 |
| » Defeated Cubs (53-81), 4-1 | Forbes Field (45-22) | 84-52 | Won 2 |
| » Starters: Bob Anderson vs Bob Friend | First | -- |
| Monday, September 12 |
| » Defeated Giants (68-70), 6-1 | Forbes Field (46-22) | 85-52 | Won 3 |
| » Starters: Jack Sanford vs Harvey Haddix | First | -- |
| Tuesday, September 13 |
| » Lost to Giants (69-70), 6-3 | Forbes Field (46-23) | 85-53 | |
| » Starters: Mike McCormick vs Vinegar Bend Mizell | First | -- |
| Wednesday, September 14 |
| » Lost to Dodgers (76-63), 5-2 | Forbes Field (46-24) | 85-54 | Lost 2 |
| » Starters: Stan Williams vs Vern Law | First | -- |
| Thursday, September 15 |
| » Defeated Dodgers (76-64), 3-1 | Forbes Field (47-24) | 86-54 | |
| » Starters: Roger Craig vs Bob Friend | First | -- |
| Friday, September 16 |
| » Lost to Reds (65-78), 4-3 | Crosley Field (6-3) | 86-55 | |
| » Starters: Harvey Haddix vs Jim O'Toole | First | -- |
| Sunday, September 18 |
| » Defeated Reds (65-79), 5-3 | Crosley Field (7-3) | 87-55 | |
| » Starters: Vern Law vs Cal McLish | First | -- |
| » Defeated Reds (65-80), 1-0 | Crosley Field (8-3) | 88-55 | Won 2 |
| » Starters: Vinegar Bend Mizell vs Bob Purkey | First | -- |
| » Major-league debuts: Rogelio Alvarez (Reds) |
| Tuesday, September 20 |
| » Defeated Phillies (53-92), 7-1 | Shibe Park (6-4) | 89-55 | Won 3 |
| » Starters: Bob Friend vs Robin Roberts | First | -- |
| » Defeated Phillies (53-93), 3-2 | Shibe Park (7-4) | 90-55 | Won 4 |
| » Starters: Harvey Haddix vs Jim Owens | First | -- |
| » Major-league debuts: Bobby Wine (Phillies) |
| Future Pirate Randy Kramer is born in Palo Alto, CA. |
| Thursday, September 22 |
| » Defeated Cubs (55-89), 3-2 | Forbes Field (48-24) | 91-55 | Won 5 |
| » Starters: Don Cardwell vs Vern Law | First | -- |
| » Defeated Cubs (55-90), 6-1 | Forbes Field (49-24) | 92-55 | Won 6 |
| » Starters: Bob Anderson vs Vinegar Bend Mizell | First | -- |
| » Major-league debuts: Dick Bertell (Cubs) |
| Friday, September 23 |
| » Lost to Braves (84-63), 2-1 | County Stadium (5-4) | 92-56 | |
| » Starters: George Witt vs Bob Buhl | First | -- |
| Saturday, September 24 |
| » Lost to Braves (85-63), 4-2 | County Stadium (5-5) | 92-57 | Lost 2 |
| » Starters: Bob Friend vs Lew Burdette | First | -- |
| Sunday, September 25 |
| » Lost to Braves (86-63), 4-2 | County Stadium (5-6) | 92-58 | Lost 3 |
| » Starters: Harvey Haddix vs Warren Spahn | First | -- |
| » Major-league debuts: Joe Torre (Braves) |
| Monday, September 26 |
| » Major-league debuts: Matty Alou (Giants) |
| Tuesday, September 27 |
| » Defeated Reds (67-84), 4-3 | Forbes Field (50-24) | 93-58 | |
| » Starters: Bob Purkey vs Tom Cheney | First | -- |
| Friday, September 30 |
| » Lost to Braves (88-64), 13-2 | Forbes Field (50-25) | 93-59 | |
| » Starters: Bob Buhl vs Vern Law | First | -- |
| Saturday, October 1 |
| » Defeated Braves (88-65), 7-3 | Forbes Field (51-25) | 94-59 | |
| » Starters: Warren Spahn vs Bob Friend | First | -- |
| Sunday, October 2 |
| » Defeated Braves (88-66), 9-5 | Forbes Field (52-25) | 95-59 | Won 2 |
| » Starters: Lew Burdette vs Vinegar Bend Mizell | First | |