| 100% | SMARTY | 6 | & 25A 2004 Kentucky Derby and Preakness Stakes-winning horse |
| 48% | TRIPLECROWN | 11 | Distinction of winning the Kentucky Derby, the Preakness, and the Belmont Stakes in the same year (2 wds.) |
| 44% | HANSEL | 6 | 1991 Preakness Stakes and Belmont Stakes-winning horse |
| 43% | RACES | 5 | The Kentucky Derby and the Belmont Stakes |
| 40% | ERB | 3 | Jockey David ___, who rode Needles to wins in the '56 Kentucky Derby and Belmont Stakes and a second place in the Preakness |
| 37% | CAPOT | 5 | Horse of the Year that won the 1949 Preakness and Belmont |
| 35% | RACES | 5 | Kentucky Derby and Indianapolis 500 |
| 34% | ORB | 3 | Horse that won the 2013 Kentucky Derby |
| 34% | FLATRACES | 9 | Kentucky Derby and Epsom Oaks, for two |
| 33% | FLORIDAPEARL | 12 | Horse that won the Hennessy Cognac Gold Cup at Leopardstown a record four times between 1999 and 2004 |
| 33% | NASHWAN | 7 | Horse that won the 1989 Derby and 2,000 Guineas |
| 32% | MAY | 3 | Month of the Kentucky Derby and Indianapolis 500 |
| 32% | ORB | 3 | Horse that won the 2013 Kentucky Derby, whose name means "sphere" |
| 32% | FLORIDA | 7 | & 11A Horse that won the Hennessy Gold Cup at Leopardstown a record four times between 1999 and 2004 |
| 32% | AGE | 3 | Three, for Kentucky Derby horses |
| 31% | JOHNVELAZQUEZ | 13 | Jockey who won the Kentucky Derby in 2011 and 2017 (2 wds.) |
| 31% | ARCARO | 6 | Five-time Kentucky Derby winning jockey |
| 31% | JOHNVELAZQUEZ | 13 | Jockey who won the Kentucky Derby in 2011, 2017, and 2020 (2 wds.) |
| 30% | MILLREEF | 8 | Horse that won the 1971 Derby |
| 30% | BET | 3 | Risk money on a Kentucky Derby horse, for example |
| 29% | EPSOM | 5 | Where the Derby and Oaks horse races are held |
| 29% | TROY | 4 | Horse that won the 1979 Epsom Derby |
| 29% | ANNE | 4 | 2004 Pulitzer winning journalist and author Applebaum |
| 29% | EXACTAS | 7 | Horse-race bets on win and place |
| 29% | AZRA | 4 | Kentucky Derby winner of the smallest field ever, a three horse race |
| 29% | ACINDERELLA | 11 | & 25A 2004 family film starring Hilary Duff and Chad Michael Murray |
| 28% | KENTUCKY | 8 | __ Derby, horse race won by Mage in 2023 |
| 27% | SWAPS | 5 | Racehorse whose 1955 Kentucky Derby win kept Nashua from taking the Triple Crown |
| 27% | DIOMED | 6 | First horse to win the Epsom Derby in 1780 |