Winners of The Oak Tree Mile Stakes
| Year |
Winner |
Age |
Jockey |
Trainer |
Owner |
Time |
| 2012 | Obviously (IRE) | 4 | Joseph Talamo | Mike R. Mitchell | Fanticola, Anthony and Scardino, Joseph | 1:31.95 |
| 2011 | Jeranimo | 5 | Martin Garcia | Michael Pender | B.J. Wright | 1:32.61 |
| 2010 | Liberian Freighter | 5 | Dugan Estate | 1:33.24 | ||
| 2009 | Cowboy Cal | 4 | Garrett Gomez | Todd Pletcher | Robert and Janice McNair | 1:33.12 |
| 2008 | Hyperbaric | 5 | Garrett Gomez | Julio C. Canani | William Jack Preston | 1:33.62 |
| 2007 | Out of Control | 4 | Michael C. Baze | Robert J. Frankel | T N T Stud | 1:34.16 |
| 2006 | Aragorn | 4 | Corey Nakatani | Neil D. Drysdale | Ballygallon Stud Ltd. | 1:32.87 |
| 2005 | Singletary | 5 | David R. Flores | Donald Chatlos, Jr. | Little Red Feather Racing | 1:34.54 |
| 2004 | Musical Chimes | 4 | Kent Desormeaux | Neil D. Drysdale | Sheik Mohammed | 1:33.29 |
| 2003 | Designed for Luck | 6 | Patrick Valenzuela | Vladimir Cerin | David & Holly Wilson | 1:32.61 |
| 2002 | Night Patrol | 6 | Jose Valdivia, Jr. | Nick Canani | Everest Stables | 1:32.93 |
| 2001 | Val Royal | 5 | Jose Valdivia, Jr. | Julio C. Canani | David S. Milch | 1:33.21 |
| 2000 | War Chant | 3 | Gary L. Stevens | Neil D. Drysdale | Irving & Marjorie Cowan | 1:33.75 |
| 1999 | Silic | 4 | Corey Nakatani | Julio C. Canani | Terrence Lanni et al. | 1:33.76 |
| 1998 | Hawksley Hill | 5 | Alex Solis | Neil D. Drysdale | David & Jill Heerensperger | 1:36.72 |
| 1997 | Fantastic Fellow | 3 | Alex Solis | D. Wayne Lukas | The Thoroughbred Corp. | 1:36.23 |
| 1996 | Urgent Request | 6 | Chris McCarron | Charles Whittingham | Stewart Aitken | 1:32.44 |
| 1995 | Ventiquattrofogli | 5 | Goncalino Almeida | Wallace Dollase | Bonilla, Carr & Horizon Stable | 1:35.30 |
| 1994 | Bon Point | 4 | Ed Delahoussaye | Robert J. Frankel | Juddmonte Farms | 1:33.86 |
| 1993 | Johann Quatz | 4 | Ed Delahoussaye | Ron McAnally | Tadahiro Hotehama | 1:36.28 |
| 1992 | Twilight Agenda | 6 | Chris McCarron | D. Wayne Lukas | Moyglare Stud | 1:33.36 |
| 1991 | Ibero | 4 | Alex Solis | Ron McAnally | Pavlovsky & Whitham | 1:33.77 |
| 1990 | Notorious Pleasure | 4 | Laffit Pincay, Jr. | Hector O. Palma | Robert Levy et al. | 1:33.00 |
| 1989 | Political Ambition | 5 | Ed Delahoussaye | Neil D. Drysdale | Clover Racing Stable | 1:33.40 |
| 1988 | Mohamed Abdu | 4 | Gary L. Stevens | Richard W. Mulhall | Meyer & Molly Gaskin Trust | 1:34.40 |
| 1987 | Double Feint | 4 | Fernando Toro | Leroy Jolley | Peter M. Brant | 1:37.00 |
| 1986 | Palace Music | 5 | Gary L. Stevens | Charles Whittingham | Hunt & Paulson | 1:35.00 |
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