The Legends Cup was established as way to remember and honor all those passed racers that impacted Masters Racing in a meaningful way as well to pass our heritage onto the younger racers among us.
Different from our other races, the Legends Cup is a handicapped race and the female/male winner is determined on a net time basis.
| Rod Aller | Jane Hough | Dick Prentice |
| George Anderson | Ginny Hunt | Arne Rostadt |
| Alan Beck | Keith Jones | Al Sise |
| Bob Butler | Woody Jones | Hub Sise |
| George Caner | Cynthia Lathrop | Marshall & Joan Skiff |
| Dick Comey – Comey Comets | Chris Leuci | Rod Taylor |
| Jim Cook | Curt Lipke | Jack Tobin |
| Fred Crane | Tom Maynes | Larry Voelker |
| Cheeb Everitt | Billy Mcgrath | Harold Wescott |
| Bob Fisher | Egil Nillsen | Heinz Paul Wieser |
| Nate Grifkin | Frasier Noble | Dick Wood |