Winners of The Oaklawn Handicap Since 1969
| Year |
Winner |
Age |
Jockey |
Trainer |
Owner |
Time |
| 2012 | Alternation | 4 | Luis Quinonez | Donnie K. Von Hemel | Pin Oak Stable | 1:49.94 |
| 2011 | Win Willy | 5 | Cliff Berry | McLean Robertson | Jer-Mar Stable LLC | 1:48.82 |
| 2010 | Duke of Mischief | 4 | Eibar Coa | David Fawkes | Lieblongs/McMaster/Fawkes | 1:49.14 |
| 2009 | Runforthedoe † | 4 | Jon Court | Paulo H. Lobo | Stud TNT | 1:48.96 |
| 2008 | Tiago | 4 | Mike E. Smith | John Shirreffs | Jerome & Ann Moss | 1:50.34 |
| 2007 | Lawyer Ron | 4 | Edgar Prado | Todd Pletcher | Hines Racing LLC | 1:49.00 |
| 2006 | Buzzards Bay | 4 | Jose Valdivia, Jr. | Ronald W. Ellis | Gary Broad | 1:48.22 |
| 2005 | Grand Reward | 4 | John Mckee | D. Wayne Lukas | M. Tabor/S. Magnier/Bev Lewis | 1:49.54 |
| 2004 | Peace Rules | 4 | Jerry Bailey | Robert J. Frankel | Edmund A. Gann | 1:48.26 |
| 2003 | Medaglia d'Oro | 4 | Jerry Bailey | Robert J. Frankel | Edmund A. Gann | 1:47.66 |
| 2002 | Kudos | 5 | Ed Delahoussaye | Richard Mandella | Jerome S. Moss | 1:49.34 |
| 2001 | Traditionally | 4 | Pat Day | C. R. McGaughey III | Ogden Phipps | 1:48.15 |
| 2000 | K One King | 4 | Calvin Borel | Akiko Gothard | A. E. & M. A. Paulson | 1:48.02 |
| 1999 | Behrens | 5 | Jorge Chavez | H. James Bond | Rudlein Stable & W. Clifton | 1:47.60 |
| 1998 | Precocity | 4 | Carlos Gonzalez | Bobby C. Barnett | John A. Franks | 1:48.40 |
| 1997 | Atticus | 5 | Shane Sellers | Richard Mandella | La Presle Farm | 1:48.20 |
| 1996 | Geri | 4 | Jerry Bailey | William I. Mott | Allen E. Paulson | 1:47.40 |
| 1995 | Cigar | 5 | Jerry Bailey | William I. Mott | Allen E. Paulson | 1:47.20 |
| 1994 | The Wicked North | 5 | Kent Desormeaux | David Bernstein | P & S Hersh Trust | 1:47.80 |
| 1993 | Jovial | 6 | Ed Delahoussaye | Bruce C. Jackson | B. Jackson & J. Swift | 1:48.60 |
| 1992 | Best Pal | 4 | Kent Desormeaux | Gary F. Jones | Golden Eagle Farm | 1:48.00 |
| 1991 | Festin | 5 | Ed Delahoussaye | Ron McAnally | Haras Sonoita | 1:48.00 |
| 1990 | Opening Verse | 4 | Chris McCarron | Richard J. Lundy | Allen E. Paulson | 1:47.20 |
| 1989 | Slew City Slew | 5 | Angel Cordero, Jr. | D. Wayne Lukas | J. Allen & Tayhill Stable | 1:49.00 |
| 1988 | Lost Code | 4 | Craig Perret | L. William Donovan | Wendover Stable | 1:47.00 |
| 1987 | Snow Chief | 4 | Alex Solis | Melvin F. Stute | Ben Rochelle & Est. Carl Grinstead | 1:46.60 |
| 1986 | Turkoman | 4 | Chris McCarron | Gary F. Jones | Saron Stable | 1:47.40 |
| 1984 | Wild Again | 4 | Pat Day | Vincent Timphony | Black Chip Stable | 1:46.80 |
| 1985 | Imp Society | 4 | Pat Day | D. Wayne Lukas | Heslop Stable | 1:48.40 |
| 1983 | Bold Style | 4 | Pat Day | Jack Van Berg | Louis B. Mayer | 1:43.00 |
| 1982 | Eminency | 4 | Pat Day | Joseph Cantey | Happy Valley Farm | 1:44.00 |
| 1981 | Temperence Hill | 4 | Eddie Maple | Joseph Cantey | Loblolly Stable | 1:43.40 |
| 1980 | Uncool | 5 | Jorge Velasquez | Jake J. Pletcher | Bradley & Przilas | 1:44.40 |
| 1979 | San Juan Hill | 4 | Don Brumfield | John M. Gaver, Jr. | Greentree Stable | 1:43.60 |
| 1978 | Cox's Ridge | 4 | Eddie Maple | Joseph Cantey | Loblolly Stable | 1:43.20 |
| 1977 | Soy Numero Uno | 4 | Ray Broussard | Homer Pardue | Straus & Proler | 1:42.40 |
| 1976 | Master Derby | 4 | Darrel McHargue | Smiley Adams | Golden Chance Farm | 1:41.60 |
| 1975 | Warbucks | 5 | Danny Gargan | Don Combs | E. E. Elzemeyer | 1:42.80 |
| 1974 | Royal Knight | 4 | Ismael Valenzuela | M. Sims | Kenneth Opstein | 1:43.40 |
| 1973 | Prince Astro | 4 | Danny W. Whited | J. Dillard | C. Warner | 1:43.60 |
| 1972 | Gage Line | 4 | Larry Spindler | David R. Vance | Dan Lasater | 1:44.60 |
| 1971 | Rio Bravo | 5 | Fernando Valdizan | Roy J. Gillem | T & J Grissom | 1:42.20 |
| 1970 | Charlie Jr. | 4 | Larry Snyder | Dewey Smith | T & J Grissom | 1:43.60 |
| 1969 | Listado | 5 | Robert L. Baird | John O. Meaux | Harvey Peltier | 1:45.00 |
* † In 2009, It's a Bird won the race but was later disqualified after testing positive for trace levels of naproxen, a non-steroidal anti-inflammatory drug.
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—Kurt Vonnegut, Jr. (b. 1922)
“I have the handicap of being born with a special language to which I alone have the key.”
—Gustave Flaubert (1821–1880)