| 2011 | Constellation Energy Senior Players Championship | PGA Tour Champions | Fred Couples | USD 2,700,000 |
| 2007 | The Barclays | PGA Tour | Steve Stricker | USD 7,000,000 |
| 2006 | Barclays Classic | PGA Tour | Vijay Singh | USD 5,750,000 |
| 2005 | Barclays Classic | PGA Tour | Padraig Harrington | USD 5,750,000 |
| 2004 | Buick Classic | PGA Tour | Sergio Garcia | USD 5,250,000 |
| 2003 | Buick Classic | PGA Tour | Jonathan Kaye | USD 5,000,000 |
| 2002 | Buick Classic | PGA Tour | Chris Smith | USD 3,500,000 |
| 2001 | Buick Classic | PGA Tour | Sergio Garcia | USD 3,500,000 |
| 2000 | Buick Classic | PGA Tour | Dennis Paulson | USD 3,000,000 |
| 1999 | Buick Classic | PGA Tour | Duffy Waldorf | USD 2,500,000 |
| 1998 | Buick Classic | PGA Tour | J.P. Hayes | USD 1,800,000 |
| 1997 | Buick Classic | PGA Tour | Ernie Els | USD 1,500,000 |
| 1996 | Buick Classic | PGA Tour | Ernie Els | USD 1,200,000 |
| 1995 | Buick Classic | PGA Tour | Vijay Singh | USD 1,200,000 |
| 1994 | Buick Classic | PGA Tour | Lee Janzen | USD 1,200,000 |
| 1993 | Buick Classic | PGA Tour | Vijay Singh | USD 1,000,000 |
| 1992 | Buick Classic | PGA Tour | David Frost | USD 1,000,000 |
| 1991 | Buick Classic | PGA Tour | Billy Andrade | USD 1,000,000 |
| 1990 | Buick Classic | PGA Tour | Hale Irwin | USD 1,000,000 |
| 1989 | Manufacturers Hanover Westchester Classic | PGA Tour | Wayne Grady | USD 1,000,000 |
| 1988 | Manufacturers Hanover Westchester Classic | PGA Tour | Seve Ballesteros | USD 700,000 |
| 1987 | Manufacturers Hanover Westchester Classic | PGA Tour | J.C. Snead | USD 600,000 |
| 1986 | Manufacturers Hanover Westchester Classic | PGA Tour | Bob Tway | USD 600,000 |
| 1985 | Manufacturers Hanover Westchester Classic | PGA Tour | Roger Maltbie | USD 500,000 |
| 1984 | Manufacturers Hanover Westchester Classic | PGA Tour | Scott Simpson | USD 500,000 |
| 1983 | Manufacturers Hanover Westchester Classic | PGA Tour | Seve Ballesteros | USD 450,000 |
| 1982 | Manufacturers Hanover Westchester Classic | PGA Tour | Bob Gilder | USD 400,000 |
| 1981 | Manufacturers Hanover Westchester Classic | PGA Tour | Raymond Floyd | USD 400,000 |
| 1980 | Manufacturers Hanover Westchester Classic | PGA Tour | Curtis Strange | USD 400,000 |
| 1979 | Manufacturers Hanover Westchester Classic | PGA Tour | Jack Renner | USD 400,000 |
| 1978 | American Express Westchester Classic | PGA Tour | Lee Elder | USD 300,000 |
| 1977 | American Express Westchester Classic | PGA Tour | Andy North | USD 300,000 |
| 1976 | American Express Westchester Classic | PGA Tour | David Graham | USD 300,000 |
| 1975 | Westchester Classic | PGA Tour | Gene Littler | USD 250,000 |
| 1974 | Westchester Classic | PGA Tour | Johnny Miller | USD 250,000 |
| 1973 | Westchester Classic | PGA Tour | Bobby Nichols | USD 250,000 |
| 1972 | Westchester Classic | PGA Tour | Jack Nicklaus | USD 250,000 |
| 1971 | Westchester Classic | PGA Tour | Arnold Palmer | USD 250,000 |
| 1970 | Westchester Classic | PGA Tour | Bruce Crampton | USD 250,000 |
| 1969 | Westchester Classic | PGA Tour | Frank Beard | USD 250,000 |
| 1968 | Westchester Classic | PGA Tour | Julius Boros | USD 250,000 |
| 1967 | Westchester Classic | PGA Tour | Jack Nicklaus | USD 250,000 |
| 1965 | Thunderbird Classic | PGA Tour | Jack Nicklaus | USD 100,000 |
| 1964 | Thunderbird Classic | PGA Tour | Tony Lema | — |
| 1963 | Thunderbird Classic Invitational | PGA Tour | Arnold Palmer | — |