| 2009 | The 50th Bob Hope Classic hosted by Arnold Palmerone of 4 courses | PGA Tour |  Pat Perez | USD 5,100,000 |
| 2007 | Bob Hope Chrysler Classicone of 4 courses | PGA Tour | Charley Hoffman | USD 5,000,000 |
| 2006 | Bob Hope Chrysler Classicone of 4 courses | PGA Tour | Chad Campbell | USD 5,000,000 |
| 2005 | Bob Hope Chrysler Classicone of 4 courses | PGA Tour | Justin Leonard | USD 4,700,000 |
| 2004 | Bob Hope Chrysler Classicone of 4 courses | PGA Tour | Phil Mickelson | USD 4,500,000 |
| 2003 | Bob Hope Chrysler Classicone of 4 courses | PGA Tour |  Mike Weir | USD 4,500,000 |
| 2002 | Bob Hope Chrysler Classicone of 4 courses | PGA Tour | Phil Mickelson | USD 4,000,000 |
| 2001 | Bob Hope Chrysler Classicone of 4 courses | PGA Tour | Joe Durant | USD 3,500,000 |
| 2000 | Bob Hope Chrysler Classicone of 4 courses | PGA Tour |  Jesper Parnevik | USD 3,000,000 |
| 1999 | Bob Hope Chrysler Classicone of 4 courses | PGA Tour | David Duval | USD 3,000,000 |
| 1998 | Bob Hope Chrysler Classicone of 4 courses | PGA Tour | Fred Couples | USD 2,300,000 |
| 1997 | Bob Hope Chrysler Classicone of 4 courses | PGA Tour | John Cook | USD 1,500,000 |
| 1996 | Bob Hope Chrysler Classicone of 4 courses | PGA Tour | Mark Brooks | USD 1,300,000 |
| 1994 | Bob Hope Chrysler Classicone of 4 courses | PGA Tour | Scott Hoch | USD 1,100,000 |
| 1993 | Bob Hope Chrysler Classicone of 4 courses | PGA Tour | Tom Kite | USD 1,100,000 |
| 1992 | Bob Hope Chrysler Classicone of 4 courses | PGA Tour | John Cook | USD 1,100,000 |
| 1991 | Bob Hope Chrysler Classicone of 4 courses | PGA Tour | Corey Pavin | USD 1,100,000 |
| 1990 | Bob Hope Chrysler Classicone of 4 courses | PGA Tour | Peter Jacobsen | USD 1,000,000 |
| 1989 | Bob Hope Chrysler Classicone of 4 courses | PGA Tour | Steve Jones | USD 1,000,000 |
| 1986 | Bob Hope Chrysler Classicone of 4 courses | PGA Tour | Donnie Hammond | USD 600,000 |
| 1985 | Bob Hope Classicone of 4 courses | PGA Tour | Lanny Wadkins | USD 500,000 |
| 1984 | Bob Hope Classicone of 4 courses | PGA Tour | John Mahaffey | USD 400,000 |
| 1983 | Bob Hope Desert Classicone of 4 courses | PGA Tour | Keith Fergus | USD 375,000 |
| 1982 | Bob Hope Desert Classicone of 4 courses | PGA Tour | Ed Fiori | USD 304,500 |
| 1981 | Bob Hope Desert Classicone of 4 courses | PGA Tour | Bruce Lietzke | — |
| 1980 | Bob Hope Desert Classic | PGA Tour | Craig Stadler | — |
| 1979 | Bob Hope Desert Classicone of 4 courses | PGA Tour | John Mahaffey | — |
| 1978 | Bob Hope Desert Classicone of 4 courses | PGA Tour | Bill Rogers | USD 225,000 |
| 1977 | Bob Hope Desert Classic | PGA Tour | Rik Massengale | USD 200,000 |
| 1976 | Bob Hope Desert Classicone of 4 courses | PGA Tour | Johnny Miller | USD 180,000 |
| 1975 | Bob Hope Desert Classicone of 4 courses | PGA Tour | Johnny Miller | USD 160,000 |
| 1974 | Bob Hope Desert Classicone of 4 courses | PGA Tour | Hubert Green | USD 160,000 |
| 1973 | Bob Hope Desert Classic | PGA Tour | Arnold Palmer | USD 160,000 |
| 1972 | Bob Hope Desert Classicone of 4 courses | PGA Tour | Bob Rosburg | USD 145,000 |
| 1971 | Bob Hope Desert Classic | PGA Tour | Arnold Palmer | USD 140,000 |
| 1970 | Bob Hope Desert Classicone of 4 courses | PGA Tour |  Bruce Devlin | USD 125,000 |
| 1969 | Bob Hope Desert Classicone of 4 courses | PGA Tour | Billy Casper | USD 100,000 |
| 1968 | Bob Hope Desert Classic | PGA Tour | Arnold Palmer | USD 100,000 |
| 1967 | Bob Hope Desert Classicone of 4 courses | PGA Tour | Tom Nieporte | USD 88,000 |
| 1966 | Bob Hope Desert Classicone of 4 courses | PGA Tour | Doug Sanders | — |
| 1965 | Bob Hope Desert Classic | PGA Tour | Billy Casper | — |
| 1962 | Palm Springs Golf Classic | PGA Tour | Arnold Palmer | USD 35,000 |
| 1961 | Palm Springs Golf Classic | PGA Tour | Billy Maxwell | — |
| 1960 | Palm Springs Desert Golf Classic | PGA Tour | Arnold Palmer | — |