This is a listing of the horses that finished in either first, second, or third place and the number of starters in the Miss Preakness Stakes, a Grade 3 race for fillies age three run at six forlongs on the dirt held at Pimlico Race Course in Baltimore, Maryland.[1]
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| Year | Winner | Second | Third | Starters |
| 2022 | Lady Scarlet | Happy Soul | Gimmick | 6 |
| 2021 | Red Ghost | Euphoric | Joyful Cadence | 9 |
| 2020 | Wicked Whisper | Ain't No Elmers | Sound Machine | 7 |
| 2019 | Covfefe | Please Flatter Me | Tomlin | 9 |
| 2018 | Happy Like a Fool | Artistic Diva | Buy Sell Hold | 9 |
| 2017 | Vertical Oak | Our Majesty | My Miss Chiff | 14 |
| 2016 | Lost Raven | One True Kiss | Quick Release | 10 |
| 2015 | Irish Jasper | Huasca | Coco's Wildcat | 11 |
| 2014 | Miss Behavior | Stirmy Novel | Jojo Warrior | 10 |
| 2013 | I'm Mom's Favorite | Flattering Bea | Lighthouse Bay | 11 |
| 2012 | Agave Kiss | Millionreasonswhy | Ageless | 7 |
| 2011 | R Holiday Mood | Strike the Moon | Bold Affair | 10 |
| 2010 | Vindy City | Imanheiress | Argent Affair | 5 |
| 2009 | Heart Ashley | Cinderella's Wish | Trophy Collector | 5 |
| 2008 | Palanka City | Casanova Killer | Beau's Valentine | 7 |
| 2007 | Time's Mistress | Silver Knockers | Richwoman | 7 |
| 2006 | Wildcat Bettie B | Press Camp | G City Gal | 7 |
| 2005 | Burnish | Partners Due | Hot Storm | 7 |
| 2004 | Forest Music | Stephan's Angel | Fall Fashion | 11 |
| 2003 | Belong to Sea | Chimichurri | Forever Partners | 5 |
| 2002 | Vesta | Willa On the Move | Shameful | 6 |
| 2001 | Kimbralata | Carafe | Stormy Pick | 6 |
| 2000 | Lucki Livi | Big Bambu | Swept Away | 5 |
| 1999 | Hookedonthefeelin | Silent Valay | Paula's Girl | 4 |
| 1998 | Storm Beauty | Brac Drifter | Hair Spray | 5 |
| 1997 | Weather Vane | Move | Cayman Sunset | 8 |
| 1996 | Nic's Halo | Palette Knife | Crafty But Sweet | 4 |
| 1995 | Lilly Capote | Broad Smile | Norstep | 7 |
| 1994 | Foolish Kisses | Aly's Conquest | Platinum Punch | 8 |
| 1993 | My Rosa | Fighting Jet | Code Blum | 5 |
| 1992 | Toots La Mae | Missy White Oak | Jazzy One | 6 |
| 1991 | Missy's Music | Dixie Rouge | Accent Knightly | 6 |
| 1990 | Love Me a Lot | Dixie Landera | Tabs | 6 |
| 1989 | Montoya | Another Boom | Cojinx | 7 |
| 1988 | Caromine | Light Beat | Saved by Grace | 9 |
| 1987 | Cutlasse | I'm Out | Pelican Bay | 8 |
| 1986 | Marion's Madel | Zigbelle | Babling Brook | 8 |