William K. Vanderbilt Cup
Long Island Motor Parkway
12.64 Mile Road Course
22 Laps/278.08 Miles
October 30, 1909
| Finish | Start | Driver | Car # | Sponsor/Name | Chassis | Engine | Laps | Status |
Points |
| 1 | 8 | Harry Grant | 8 | Alco | Alco | Alco | 22 | 4:25:42 62.77 | 600* |
| 2 | 13 | Edward Parker | 14 | Fiat | Fiat | Fiat | 22 | 4:30:58.6 61.55 | 320* |
| 3 | 7 | Willie Knipper | 7 | Chalmers-Detroit | Chalmers-Detroit | Chalmers-Detroit | 19 | Oiling trouble | 170* |
| 4 | 15 | Spencer Wishart | 16 | Mercedes | Mercedes | Mercedes | 16 | Flagged | 90* |
| 5 | 5 | Elmer Knox | 5 | Atlas | Atlas | Atlas | 14 | Flagged | 55* |
| 6 | 9 | Lee Lorimer | 9 | Chalmers-Detroit | Chalmers-Detroit | Chalmers-Detroit | 12 | Broken cylinder | |
| 7 | 11 | Charles Merz | 11 | National | National | National | 12 | Broken cylinder | |
| 8 | 6 | Hugh Harding | 6 | Apperson | Apperson | Apperson | 10 | Broken steering knuckle | |
| 9 | 12 | Harry Stillman | 12 | Marmon | Marmon | Marmon | 6 | Cracked cylinder | |
| 10 | 16 | Joe Seymour | 17 | Isotta | Isotta | Isotta | 5 | Broken axle | |
| 11 | 14 | Louis Chevrolet | 15 | Buick | Buick | Buick | 4 | Broken cylinder | |
| 12 | 10 | John Aitken | 10 | National | National | National | 4 | Lost wheel | |
| 13 | 4 | Eddie Hearne | 4 | Fiat | Fiat | Fiat | 4 | Broken crankcase | |
| 14 | 3 | Leland Mitchell | 3 | Simplex | Simplex | Simplex | 2 | Broken crankshaft | |
| 15 | 1 | Lewis Strang | 1 | Fiat | Fiat | Fiat | 2 | Broken radiator | |
| 16 | 2 | Willie Haupt | 2 | American | American | American | 0 | Broken crankshaft | |
| -- | -- | Bert Dingley | 7 | Chalmers-Detroit | Chalmers-Detroit | Chalmers-Detroit | -- | Wrecked practice | |
| -- | -- | James Ryall | X | Mercedes | Mercedes | Mercedes | -- | Did not appear | |
| -- | -- | Ralph DePalma | X | Fiat | Fiat | Fiat | -- | Injured, did not compete | |
| -- | -- | Philip Wells | X | Moon | Moon | Moon | -- | Wrecked practice | |
Known riding mechanics in this race:
| Finish | Start | Driver | Mechanic | Car # | Sponsor/Name | Chassis | Engine | Laps | Status |
| 1 | 8 | Harry Grant | Frank Lee | 8 | Alco | Alco | Alco | 22 | 4:25:42 62.77 |
| 2 | 13 | Edward Parker | Tony Scudellari | 14 | Fiat | Fiat | Fiat | 22 | 4:30:58.6 61.55 |
| 3 | 7 | Willie Knipper | Robert Muller | 7 | Chalmers-Detroit | Chalmers-Detroit | Chalmers-Detroit | 19 | Oiling trouble |
| 4 | 15 | Spencer Wishart | Robert Gibson | 16 | Mercedes | Mercedes | Mercedes | 16 | Flagged |
| 5 | 5 | Elmer Knox | A. F. Duffault | 5 | Atlas | Atlas | Atlas | 14 | Flagged |
| 6 | 9 | Lee Lorimer | W. R. Burns | 9 | Chalmers-Detroit | Chalmers-Detroit | Chalmers-Detroit | 12 | Broken cylinder |
| 7 | 11 | Charles Merz | John Herr | 11 | National | National | National | 12 | Broken cylinder |
| 8 | 6 | Hugh Harding | Billy Clifton | 6 | Apperson | Apperson | Apperson | 10 | Broken steering knuckle |
| 9 | 12 | Harry Stillman | Joe Dawson | 12 | Marmon | Marmon | Marmon | 6 | Cracked cylinder |
| 10 | 16 | Joe Seymour | Ed Graybow | 17 | Isotta | Isotta | Isotta | 5 | Broken axle |
| 11 | 14 | Louis Chevrolet | Joe Nelson | 15 | Buick | Buick | Buick | 4 | Broken cylinder |
| 12 | 10 | Johnny Aitken | Howdy Wilcox | 10 | National | National | National | 4 | Lost wheel |
| 13 | 4 | Eddie Hearne | Jack Tower | 4 | Simplex | Simplex | Simplex | 4 | Broken crankcase |
| 14 | 3 | Leland Mitchell | William Casey | 3 | Fiat | Fiat | Fiat | 2 | Broken crankshaft |
| 15 | 1 | Lewis Strang | Joe Pazzo | 1 | American | American | American | 2 | Broken radiator |
| -- | -- | Bert Dingley | Harry Richards | 7 | Chalmers-Detroit | Chalmers-Detroit | Chalmers-Detroit | -- | Wrecked practice |
| -- | -- | Philip Wells | Jim Rochfort | X | Moon | Moon | Moon | -- | Wrecked practice |
| Lap Leaders | Total | Laps |
| Willie Knipper | 12 | 7-11, 13-19 |
| Spencer Wishart | 3 | 1, 5-6 |
| Louis Chevrolet | 3 | 2-4 |
| Harry Grant | 3 | 20-22 |
| Lee Lorimer | 1 | 12 |