| 2027 | Charles Schwab Challenge | PGA Tour | — | — |
| 2026 | Charles Schwab Challenge | PGA Tour |  Russell Henley | USD 9,900,000 |
| 2025 | Charles Schwab Challenge | PGA Tour | Ben Griffin | USD 9,500,000 |
| 2024 | Charles Schwab Challenge | PGA Tour | Davis Riley | USD 9,100,000 |
| 2023 | Charles Schwab Challenge | PGA Tour |  Emiliano Grillo | USD 8,700,000 |
| 2022 | Charles Schwab Challenge | PGA Tour | Sam Burns | USD 8,400,000 |
| 2021 | Charles Schwab Challenge | PGA Tour | Jason Kokrak | USD 7,500,000 |
| 2020 | Charles Schwab Challenge | PGA Tour | Daniel Berger | USD 7,500,000 |
| 2019 | Charles Schwab Challenge | PGA Tour | Kevin Na | USD 7,300,000 |
| 2018 | Fort Worth Invitational | PGA Tour |  Justin Rose | USD 7,100,000 |
| 2017 | DEAN & DELUCA Invitational | PGA Tour | Kevin Kisner | USD 6,900,000 |
| 2016 | DEAN & DELUCA Invitational | PGA Tour | Jordan Spieth | USD 6,700,000 |
| 2015 | Crowne Plaza Invitational at Colonial | PGA Tour | Chris Kirk | USD 6,500,000 |
| 2014 | Crowne Plaza Invitational at Colonial | PGA Tour |  Adam Scott | USD 6,400,000 |
| 2013 | Crowne Plaza Invitational at Colonial | PGA Tour | Boo Weekley | USD 6,400,000 |
| 2012 | Crowne Plaza Invitational at Colonial | PGA Tour | Zach Johnson | USD 6,400,000 |
| 2011 | Crowne Plaza Invitational at Colonial | PGA Tour | David Toms | USD 6,200,000 |
| 2010 | Crowne Plaza Invitational at Colonial | PGA Tour | Zach Johnson | USD 6,200,000 |
| 2009 | Crowne Plaza Invitational at Colonial | PGA Tour | Steve Stricker | USD 6,200,000 |
| 2008 | Crowne Plaza Invitational at Colonial | PGA Tour | Phil Mickelson | USD 6,100,000 |
| 2007 | Crowne Plaza Invitational at Colonial | PGA Tour |  Rory Sabbatini | USD 6,000,000 |
| 2006 | Bank of America Colonial | PGA Tour | Tim Herron | USD 6,000,000 |
| 2005 | Bank of America Colonial | PGA Tour | Kenny Perry | USD 5,600,000 |
| 2004 | Bank of America Colonial | PGA Tour | Steve Flesch | USD 5,300,000 |
| 2003 | Bank of America Colonial | PGA Tour | Kenny Perry | USD 5,000,000 |
| 2002 | MasterCard Colonial | PGA Tour |  Nick Price | USD 4,300,000 |
| 2001 | MasterCard Colonial | PGA Tour |  Sergio Garcia | USD 4,000,000 |
| 2000 | MasterCard Colonial | PGA Tour | Phil Mickelson | USD 3,300,000 |
| 1999 | MasterCard Colonial | PGA Tour | Olin Browne | USD 2,800,000 |
| 1998 | MasterCard Colonial | PGA Tour | Tom Watson | USD 2,300,000 |
| 1997 | MasterCard Colonial | PGA Tour |  David Frost | USD 1,600,000 |
| 1996 | MasterCard Colonial | PGA Tour | Corey Pavin | USD 1,500,000 |
| 1995 | Colonial National Invitation | PGA Tour | Tom Lehman | USD 1,400,000 |
| 1994 | Southwestern Bell Colonial | PGA Tour | Nick Price | USD 1,400,000 |
| 1993 | Southwestern Bell Colonial | PGA Tour | Fulton Allem | USD 1,300,000 |
| 1992 | Southwestern Bell Colonial | PGA Tour | Bruce Lietzke | USD 1,300,000 |
| 1991 | U.S. Women's Open | LPGA Tour | Meg Mallon | USD 600,000 |
| 1991 | Southwestern Bell Colonial | PGA Tour | Tom Purtzer | USD 1,200,000 |
| 1990 | Southwestern Bell Colonial | PGA Tour | Ben Crenshaw | USD 1,000,000 |
| 1989 | Southwestern Bell Colonial | PGA Tour | Ian Baker-Finch | USD 1,000,000 |
| 1988 | Colonial National Invitation | PGA Tour | Lanny Wadkins | USD 750,000 |
| 1987 | Colonial National Invitation | PGA Tour | Keith Clearwater | USD 600,000 |
| 1986 | Colonial National Invitation | PGA Tour | Dan Pohl | USD 600,000 |
| 1985 | Colonial National Invitation | PGA Tour | Corey Pavin | USD 500,000 |
| 1984 | Colonial National Invitation | PGA Tour | Peter Jacobsen | USD 500,000 |
| 1983 | Colonial National Invitation | PGA Tour | Jim Colbert | USD 400,000 |
| 1982 | Colonial National Invitation | PGA Tour | Jack Nicklaus | USD 350,000 |
| 1981 | Colonial National Invitation | PGA Tour | Fuzzy Zoeller | USD 300,000 |
| 1980 | Colonial National Invitation | PGA Tour | Bruce Lietzke | USD 300,000 |
| 1979 | Colonial National Invitation | PGA Tour | Al Geiberger | USD 300,000 |
| 1978 | Colonial National Invitation | PGA Tour | Lee Trevino | USD 200,000 |
| 1977 | Colonial National Invitation | PGA Tour | Ben Crenshaw | USD 200,000 |
| 1976 | Colonial National Invitation | PGA Tour | Lee Trevino | USD 200,000 |
| 1975 | Tournament Players Championship | PGA Tour | Al Geiberger | USD 250,000 |
| 1974 | Colonial National Invitation | PGA Tour | Rod Curl | USD 250,000 |
| 1973 | Colonial National Invitation | PGA Tour | Tom Weiskopf | USD 150,000 |
| 1972 | Colonial National Invitational | PGA Tour | Jerry Heard | USD 125,000 |
| 1971 | Colonial National Invitational | PGA Tour | Gene Littler | USD 125,000 |
| 1970 | Colonial National Invitational | PGA Tour | Homero Blancas | USD 125,000 |
| 1969 | Colonial National Invitational | PGA Tour | Gardner Dickinson | USD 125,000 |
| 1968 | Colonial National Invitation | PGA Tour | Billy Casper | USD 125,000 |
| 1967 | Colonial National Invitation | PGA Tour | Dave Stockton | USD 115,000 |
| 1966 | Colonial National Invitation | PGA Tour | Bruce Devlin | — |
| 1965 | Colonial National Invitation | PGA Tour | Bruce Crampton | USD 100,000 |
| 1964 | Colonial National Invitation | PGA Tour | Billy Casper | — |
| 1963 | Colonial National Invitation | PGA Tour | Julius Boros | — |
| 1962 | Colonial National Invitation | PGA Tour | Arnold Palmer | — |
| 1961 | Colonial National Invitation | PGA Tour | Doug Sanders | — |
| 1960 | Colonial National Invitation | PGA Tour | Julius Boros | — |
| 1959 | Colonial National Invitation | PGA Tour | Ben Hogan | — |
| 1958 | Colonial National Invitational | PGA Tour | Tommy Bolt | — |
| 1957 | Colonial National Invitational | PGA Tour | Roberto De Vicenzo | — |
| 1956 | Colonial National Invitational | PGA Tour | Mike Souchak | — |
| 1955 | Colonial National Invitational | PGA Tour | Chandler Harper | — |
| 1954 | Colonial Invitational Tournament | PGA Tour | Johnny Palmer | USD 25,000 |
| 1953 | Colonial Invitational Tournament | PGA Tour | Ben Hogan | USD 25,000 |
| 1952 | Colonial National Invitational | PGA Tour | Ben Hogan | USD 20,000 |
| 1951 | Colonial National Invitational | PGA Tour | Cary Middlecoff | USD 15,000 |
| 1950 | Colonial Invitational | PGA Tour | Sam Snead | USD 15,000 |
| 1948 | Colonial Invitational | PGA Tour | Clayton Heafner | — |
| 1947 | Colonial Invitational | PGA Tour | Ben Hogan | — |
| 1946 | Colonial Invitational | PGA Tour | Ben Hogan | — |
| 1941 | U.S. OPEN | Majors | Craig Wood | — |