| 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 | — |
| 2010 | Crowne Plaza Invitational at Colonial | PGA Tour | Zach Johnson | — |
| 2009 | Crowne Plaza Invitational at Colonial | PGA Tour | Steve Stricker | — |
| 2008 | Crowne Plaza Invitational at Colonial | PGA Tour | Phil Mickelson | — |
| 2007 | Crowne Plaza Invitational at Colonial | PGA Tour |  Rory Sabbatini | — |
| 2005 | Bank of America Colonial | PGA Tour | Kenny Perry | — |
| 2004 | Bank of America Colonial | PGA Tour | Steve Flesch | — |
| 2003 | Bank of America Colonial | PGA Tour | Kenny Perry | — |
| 2002 | MasterCard Colonial | PGA Tour |  Nick Price | — |
| 2001 | MasterCard Colonial | PGA Tour |  Sergio Garcia | — |
| 1991 | U.S. Women's Open | LPGA Tour | Meg Mallon | USD 600,000 |