The 1966 Pittsburgh Pirates season involved the team's third-place finish in the National League at 92–70, three games behind the NL Champion Los Angeles Dodgers.

Offseason November 22, 1965: Bill Virdon was released by the Pirates.Bill Virdon page at Baseball Reference November 29, 1965: 1965 rule 5 draft Dave Roberts was selected by the Pirates from the Houston Astros.Dave Roberts page at Baseball Reference Jesse Gonder was drafted by the Pirates from the Atlanta Braves.Jesse Gonder page at Baseball Reference December 1, 1965: Matty Alou was traded to the Pirates by the San Francisco Giants for Ozzie Virgil and Joe Gibbon.Matty Alou at "Baseball Almanac" December 10, 1965: Bob Friend was traded by the Pirates to the New York Yankees for Pete Mikkelsen.Pete Mikkelsen at "Baseball Almanac" January 29, 1966: Del Unser was drafted by the Pirates in the 4th round of the secondary phase of the 1966 Major League Baseball draft, but did not sign.Del Unser page at Baseball Reference

Regular season Pirates outfielder Roberto Clemente was the National League's Most Valuable Player for the 1966 season.

Season standings

Record vs. opponents

Game log

|- bgcolor="ccffcc" | 1 || April 12 || @ Braves || 3–2 (13) || Schwall (1–0) || Cloninger || — || 50,671 || 1–0 |- bgcolor="ccffcc" | 2 || April 13 || @ Braves || 6–0 || Law (1–0) || Johnson || — || 12,721 || 2–0 |- bgcolor="ffbbbb" | 3 || April 15 || Cardinals || 2–9 || Gibson || Cardwell (0–1) || — || 32,231 || 2–1 |- bgcolor="ccffcc" | 4 || April 16 || Cardinals || 5–3 || Sisk || Washburn || Face || 8,622 || 3–1 |- bgcolor="ccffcc" | 5 || April 17 || Cardinals || 6–5 || Fryman (1–0) || Jackson || — || 12,684 || 4–1 |- bgcolor="ccffcc" | 6 || April 18 || Reds || 4–3 || McBean (1–0) || Jay || Face (2) || 7,527 || 5–1 |- bgcolor="ccffcc" | 7 || April 19 || Reds || 7–3 || Blass (1–0) || Ellis || — || 3,750 || 6–1 |- bgcolor="ccffcc" | 8 || April 20 || Reds || 3–2 || Face (1–0) || Baldschun || — || 8,654 || 7–1 |- bgcolor="ccffcc" | 9 || April 21 || Reds || 2–1 || Veale (1–0) || Pappas || — || 5,727 || 8–1 |- bgcolor="ffbbbb" | 10 || April 22 || @ Cardinals || 5–7 || Washburn || Mikkelsen (0–1) || Aust || 19,785 || 8–2 |- bgcolor="ccffcc" | 11 || April 23 || @ Cardinals || 5–4 || Mikkelsen (1–1) || Woodeshick || Face (3) || 11,508 || 9–2 |- bgcolor="ffbbbb" | 12 || April 24 || @ Cardinals || 2–5 || Sadecki || Cardwell (0–2) || Stallard || 11,217 || 9–3 |- bgcolor="ffbbbb" | 13 || April 25 || Phillies || 0–5 || Bunning || Veale (1–1) || — || 9,564 || 9–4 |- bgcolor="ccffcc" | 14 || April 28 || @ Cubs || 9–6 (10) || Face (2–0) || Koonce || Mikkelsen (1) || 3,076 || 10–4 |- bgcolor="ffbbbb" | 15 || April 29 || Mets || 2–5 (11) || Selma || Walker (0–1) || Sutherland || 8,665 || 10–5

|- bgcolor="ccffcc" | 16 || May 1 || Mets || 8–0 || Veale (2–1) || Fisher || — || 29,433 || 11–5 |- bgcolor="ccffcc" | 17 || May 3 || @ Reds || 5–4 (12) || Face (3–0) || Ellis || — || 4,669 || 12–5 |- bgcolor="ccffcc" | 18 || May 4 || @ Reds || 4–3 || Blass (2–0) || O'Toole || Purkey (1) || 4,019 || 13–5 |- bgcolor="ffbbbb" | 19 || May 5 || @ Reds || 6–10 || Jay || McBean (1–1) || McCool || 3,735 || 13–6 |- bgcolor="ffbbbb" | 20 || May 6 || @ Phillies || 7–8 (11) || Knowles || Face (3–1) || — || 18,982 || 13–7 |- bgcolor="ffbbbb" | 21 || May 7 || @ Phillies || 3–7 || Bunning || Sisk (0–1) || — || 7,006 || 13–8 |- bgcolor="ccffcc" | 22 || May 8 || @ Phillies || 3–2 || Veale (3–1) || Herbert || — || 8,411 || 14–8 |- bgcolor="ffbbbb" | 23 || May 10 || Giants || 1–2 (15) || Linzy || Purkey (0–1) || Gibbon || 6,750 || 14–9 |- bgcolor="ffbbbb" | 24 || May 11 || Giants || 1–6 || Perry || Schwall (1–1) || — || 4,373 || 14–10 |- bgcolor="ffbbbb" | 25 || May 12 || Giants || 0–3 || Marichal || Veale (3–2) || — || 5,343 || 14–11 |- bgcolor="ccffcc" | 26 || May 13 || Dodgers || 4–3 || Fryman (2–0) || Regan || — || 13,388 || 15–11 |- bgcolor="ffbbbb" | 27 || May 14 || Dodgers || 1–4 || Koufax || Blass (2–1) || — || 11,602 || 15–12 |- bgcolor="ffbbbb" | 28 || May 15 || Dodgers || 1–3 || Sutton || Cardwell (0–3) || Regan || 16,205 || 15–13 |- bgcolor="ccffcc" | 29 || May 17 || Braves || 5–2 || Veale (4–2) || Blasingame || Face (4) || 7,938 || 16–13 |- bgcolor="ffbbbb" | 30 || May 18 || Braves || 2–4 || Johnson || Law (1–1) || — || 7,642 || 16–14 |- bgcolor="ccffcc" | 31 || May 20 || @ Dodgers || 7–3 || Mikkelsen (2–1) || Sutton || — || 33,484 || 17–14 |- bgcolor="ffbbbb" | 32 || May 21 || @ Dodgers || 4–5 (12) || Perranoski || Schwall (1–2) || — || 34,839 || 17–15 |- bgcolor="ccffcc" | 33 || May 22 || @ Dodgers || 4–0 || Veale (5–2) || Osteen || — || 30,826 || 18–15 |- bgcolor="ffbbbb" | 34 || May 23 || @ Dodgers || 2–3 || Koufax || Mikkelsen (2–2) || — || 24,188 || 18–16 |- bgcolor="ffbbbb" | 35 || May 24 || @ Giants || 2–5 || Perry || Law (1–2) || Linzy || 14,158 || 18–17 |- bgcolor="ccffcc" | 36 || May 25 || @ Giants || 3–2 || Schwall (2–2) || Shaw || Face (5) || 9,663 || 19–17 |- bgcolor="ccffcc" | 37 || May 26 || @ Astros || 3–2 || Blass (3–1) || Farrell || Mikkelsen (2) || 14,440 || 20–17 |- bgcolor="ccffcc" | 38 || May 27 || @ Astros || 6–0 || Veale (6–2) || Latman || Mikkelsen (3) || 18,104 || 21–17 |- bgcolor="ffbbbb" | 39 || May 28 || @ Astros || 1–2 || Giusti || Cardwell (0–4) || Raymond || 13,235 || 21–18 |- bgcolor="ccffcc" | 40 || May 28 || @ Astros || 5–2 || Fryman (3–0) || Roberts || — || 30,383 || 22–18 |- bgcolor="ffbbbb" | 41 || May 29 || @ Astros || 2–3 (11) || Raymond || Face (3–2) || — || 25,404 || 22–19 |- bgcolor="ccffcc" | 42 || May 30 || Cubs || 3–2 || Mikkelsen (3–2) || Ellsworth || — || || 23–19 |- bgcolor="ccffcc" | 43 || May 30 || Cubs || 5–3 || McBean (2–1) || Connors || Face (6) || 15,327 || 24–19 |- bgcolor="ffbbbb" | 44 || May 31 || Cubs || 1–2 || Broglio || Veale (6–3) || — || 3,825 || 24–20

|- bgcolor="ccffcc" | 45 || June 1 || @ Mets || 3–1 || Cardwell (1–4) || Ribant || McBean (1) || 11,795 || 25–20 |- bgcolor="ccffcc" | 46 || June 2 || @ Mets || 5–0 || Law (2–2) || Gardner || — || 11,785 || 26–20 |- bgcolor="ccffcc" | 47 || June 3 || Astros || 7–2 || Fryman (4–0) || Dierker || — || 11,263 || 27–20 |- bgcolor="ccffcc" | 48 || June 4 || Astros || 9–6 || Schwall (3–2) || Raymond || Mikkelsen (4) || 6,946 || 28–20 |- bgcolor="ccffcc" | 49 || June 5 || Astros || 10–5 || Mikkelsen (4–2) || Bruce || — || 27,370 || 29–20 |- bgcolor="ccffcc" | 50 || June 7 || Cardinals || 9–1 || Cardwell (2–4) || Gibson || — || 12,418 || 30–20 |- bgcolor="ffbbbb" | 51 || June 8 || Cardinals || 5–11 || Dennis || Law (2–3) || — || 9,624 || 30–21 |- bgcolor="ffbbbb" | 52 || June 9 || Cardinals || 2–4 || Jackson || Fryman (4–1) || — || 11,232 || 30–22 |- bgcolor="ffbbbb" | 53 || June 10 || Braves || 2–8 || Johnson || Veale (6–4) || Olivo || 15,177 || 30–23 |- bgcolor="ccffcc" | 54 || June 11 || Braves || 5–3 || Blass (4–1) || Umbach || Face (7) || 8,763 || 31–23 |- bgcolor="ccffcc" | 55 || June 12 || Braves || 11–8 || Sisk (1–1) || Carroll || Face (8) || 14,520 || 32–23 |- bgcolor="ccffcc" | 56 || June 13 || Reds || 5–4 || Mikkelsen (5–2) || McCool || — || 10,862 || 33–23 |- bgcolor="ffbbbb" | 57 || June 14 || Reds || 0–3 || Maloney || Fryman (4–2) || — || 11,655 || 33–24 |- bgcolor="ffbbbb" | 58 || June 15 || @ Cardinals || 0–1 || Gibson || Veale (6–5) || — || 21,652 || 33–25 |- bgcolor="ccffcc" | 59 || June 16 || @ Cardinals || 2–1 || Blass (5–1) || Briles || Face (9) || 16,877 || 34–25 |- bgcolor="ccffcc" | 60 || June 17 || @ Braves || 4–2 || Cardwell (3–4) || Carroll || Fryman (1) || 17,704 || 35–25 |- bgcolor="ccffcc" | 61 || June 18 || @ Braves || 9–6 || Law (3–3) || Blasingame || Face (10) || 21,083 || 36–25 |- bgcolor="ccffcc" | 62 || June 19 || @ Braves || 2–1 (11) || Veale (7–5) || Abernathy || — || 17,229 || 37–25 |- bgcolor="ffbbbb" | 63 || June 21 || @ Reds || 8–11 || Nottebart || Fryman (4–3) || McCool || 7,665 || 37–26 |- bgcolor="ffbbbb" | 64 || June 22 || @ Reds || 3–4 || Maloney || Mikkelsen (5–3) || — || 7,843 || 37–27 |- bgcolor="ffbbbb" | 65 || June 23 || @ Reds || 3–5 || Pappas || Cardwell (3–5) || Nottebart || 6,039 || 37–28 |- bgcolor="ccffcc" | 66 || June 24 || @ Phillies || 3–1 || Veale (8–5) || Bunning || — || 26,791 || 38–28 |- bgcolor="ffbbbb" | 67 || June 25 || @ Phillies || 7–8 || Culp || Mikkelsen (5–4) || Craig || 23,160 || 38–29 |- bgcolor="ccffcc" | 68 || June 26 || @ Phillies || 2–0 || Fryman (5–3) || Jackson || — || 18,734 || 39–29 |- bgcolor="ccffcc" | 69 || June 27 || Astros || 8–5 || Blass (6–1) || Bruce || Face (11) || 11,679 || 40–29 |- bgcolor="ccffcc" | 70 || June 28 || Astros || 4–3 || Veale (9–5) || Giusti || — || 11,713 || 41–29 |- bgcolor="ccffcc" | 71 || June 29 || Astros || 6–5 || O'Dell (1–0) || Owens || — || 12,500 || 42–29 |- bgcolor="ccffcc" | 72 || June 30 || Astros || 9–0 || Law (4–3) || Roberts || — || 15,183 || 43–29

|- bgcolor="ccffcc" | 73 || July 1 || @ Mets || 12–0 || Fryman (6–3) || Fisher || — || 24,056 || 44–29 |- bgcolor="ffbbbb" | 74 || July 2 || @ Mets || 3–4 || Ribant || Blass (6–2) || Hamilton || 14,379 || 44–30 |- bgcolor="ccffcc" | 75 || July 3 || @ Mets || 8–7 || Veale (10–5) || Rusteck || Face (12) || || 45–30 |- bgcolor="ffbbbb" | 76 || July 3 || @ Mets || 8–9 || Gardner || McBean (2–2) || Hamilton || 28,296 || 45–31 |- bgcolor="ccffcc" | 77 || July 4 || @ Cubs || 7–5 || Law (5–3) || Hands || Face (13) || || 46–31 |- bgcolor="ffbbbb" | 78 || July 4 || @ Cubs || 4–6 (8) || Lee || Cardwell (3–6) || Hendley || 23,164 || 46–32 |- bgcolor="ccffcc" | 79 || July 5 || @ Cubs || 6–0 || Fryman (7–3) || Faul || — || 6,183 || 47–32 |- bgcolor="ccffcc" | 80 || July 6 || @ Cubs || 10–5 || Blass (7–2) || Ellsworth || Mikkelsen (5) || 6,483 || 48–32 |- bgcolor="ffbbbb" | 81 || July 7 || @ Cubs || 4–5 || Hoeft || Mikkelsen (5–5) || Hendley || 7,063 || 48–33 |- bgcolor="ccffcc" | 82 || July 8 || Mets || 10–2 || Law (6–3) || Shaw || — || || 49–33 |- bgcolor="ccffcc" | 83 || July 8 || Mets || 9–2 || Sisk (2–1) || Fisher || O'Dell (1) || 32,440 || 50–33 |- bgcolor="ccffcc" | 84 || July 9 || Mets || 6–3 || Fryman (8–3) || Hepler || — || 13,309 || 51–33 |- bgcolor="ccffcc" | 85 || July 10 || Mets || 9–4 || Face (4–2) || Shaw || — || 26,150 || 52–33 |- bgcolor="ccffcc" | 86 || July 14 || Cubs || 10–4 || Veale (11–5) || Ellsworth || — || 11,692 || 53–33 |- bgcolor="ffbbbb" | 87 || July 15 || Cubs || 4–5 || Roberts || Law (6–4) || — || 15,488 || 53–34 |- bgcolor="ffbbbb" | 88 || July 16 || Cubs || 1–4 || Hands || Fryman (8–4) || Jenkins || 9,764 || 53–35 |- bgcolor="ccffcc" | 89 || July 17 || Giants || 7–4 || Blass (8–2) || Herbel || Mikkelsen (6) || || 54–35 |- bgcolor="ccffcc" | 90 || July 17 || Giants || 7–1 || Sisk (3–1) || Priddy || — || 35,184 || 55–35 |- bgcolor="ffbbbb" | 91 || July 18 || Giants || 2–3 || Perry || Veale (11–6) || McDaniel || 33,908 || 55–36 |- bgcolor="ccffcc" | 92 || July 20 || @ Dodgers || 8–5 || Cardwell (4–6) || Brewer || McBean (2) || 39,545 || 56–36 |- bgcolor="ffbbbb" | 93 || July 21 || @ Dodgers || 3–4 (10) || Regan || Face (4–3) || — || 35,586 || 56–37 |- bgcolor="ffbbbb" | 94 || July 22 || @ Astros || 2–5 || Dierker || Blass (8–3) || — || 28,942 || 56–38 |- bgcolor="ccffcc" | 95 || July 23 || @ Astros || 4–3 || McBean (3–2) || Raymond || Mikkelsen (7) || 43,825 || 57–38 |- bgcolor="ccffcc" | 96 || July 24 || @ Astros || 11–6 || Cardwell (5–6) || Taylor || Face (14) || 34,556 || 58–38 |- bgcolor="ffbbbb" | 97 || July 25 || @ Giants || 1–2 || Marichal || Fryman (8–5) || — || 22,191 || 58–39 |- bgcolor="ffbbbb" | 98 || July 26 || @ Giants || 3–8 || Perry || Blass (8–4) || McDaniel || 21,786 || 58–40 |- bgcolor="ccffcc" | 99 || July 27 || @ Giants || 5–3 || Mikkelsen (6–5) || Linzy || Face (15) || 22,154 || 59–40 |- bgcolor="ccffcc" | 100 || July 29 || Phillies || 5–3 || O'Dell (2–0) || Short || Face (16) || 25,358 || 60–40 |- bgcolor="ffbbbb" | 101 || July 30 || Phillies || 1–4 || Jackson || Fryman (8–6) || — || 15,804 || 60–41 |- bgcolor="ffbbbb"