Who is the Winningest Jockey in Breeders' Cup Classic History?

By Evan Chronis | October 07, 2019

The Breeders' Cup Classic may not hold the century-long history of its Triple Crown™ counterparts, but the race coined as the "World Championship of Thoroughbred Racing" has been the proving grounds of the best jockeys in the world since 1984. 

The Classic — a Grade 1, 1 1/4 mile race featuring three-year-olds and older — is the home to the best jockeys in the world and victory puts a jockey into a very exclusive club of winners. 

But which jockey has conquered the Classic the most amount of times? 

Here we count down the winningest jockeys in the history of the Breeders' Cup Classic, with each jockey included having won the race on more than one occasion. 

Breeders' Cup Winningest Jockeys





Fastest Time

Total Breeders' Cup Wins

Chris McCarron


1988, 1989, 1996, 2000, 2001

Alysheba ('88), Sunday Silence ('89), Alphabet Soup ('96), Tiznow ('00, '01)



Jerry Bailey


1991, 1993, 1994, 1995, 2005

Black Tie Affair ('91), Arcangues ('93), Concern ('94), Cigar ('95), Saint Liam ('05)



Mike E. Smith


1997, 2009, 2011, 2016

Skip Away ('97), Zenyatta ('09), Drosselmeyer ('11), Arrogate ('16)



Pat Day


1984, 1990, 1998, 1999

Wild Again ('84), Unbridled ('90), Awesome Again ('98), Cat Thief ('99)



Did You Know?

  • Chris McCarron is the first, and only, jockey to ride a horse to victory twice in the Breeders' Cup Classic. In 2000, he rode Tiznow to victory at Churchill Downs and replicated the feat the next year at Belmont Park. 
  • Jerry Bailey won both the Preakness Stakes and Belmont Stakes in 1991 before winning his first Breeders' Cup Classic later that year.
  • Mike Smith is the most successful jockey in Breeders' Cup history, winning a total of 26 races at the event. 
  • In 1990, Pat Day won the Preakness Stakes as well as the Breeders' Cup Classic, taking home one half of the Grand Slam of Thoroughbred Horseracing. 

Which Jockey Makes History in 2019?

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