Last updated on: July 19th, 2023

Legal Kentucky Oaks Betting Sites

Legal Kentucky Oaks betting sites that accept US residents are a great way for players to bet on one of the most historic horse races in the world. The Kentucky Oaks is arguably the biggest horse race outside of the three Triple Crown races. The Oaks is exclusively run at the Churchill Downs race track, which is also home to the Kentucky Derby and is usually run the day before the Derby. The track that it runs on is a left-handed track that is 1 and 1/8 of a mile long and made up of dirt.

The Kentucky Oaks is also one of the longest-running horse races in history as it was first run on May 19, 1875. When looking for all of the information needed to legally bet on the Kentucky Oaks, you have come to the right place. Our first priority is informing you of the best legal sports betting sites in the US that have Kentucky Oaks Odds. Then, you will learn how to bet on the Kentucky Oaks, the current odds, and much more.

Kentucky Oaks Logo

Kentucky Oaks Quick Facts

Date: May 3, 2024​

Location: Churchill Downs – Louisville, KY

Post Time: 5:50 p.m. EST


Purse: $1.25 Million

Last Winner: Pretty Mischievous

Kentucky Oaks Betting Sites

Rank Sportsbook Bonus Offer Play Now
1 Bovada Online Sportsbook 75% Up To $750 Read Review Visit Bovada!
2 BetOnline Online Sportsbook 50% New Member Bonus!Read Review Visit BetOnline!
3 MyBookie Online Sportsbook 50% Up To $1,000 Read Review Visit MyBookie!
4 Xbet Online Sportsbook 100% Up To $300Read Review Visit Xbet!
5 Sportsbetting Online Sportsbook 50% Up To $1,000 Read Review Visit SportsBetting!


Bovada Racebook

The Top Online Racebook For Kentucky Oaks Betting

While Bovada is one of the best online sportsbooks, they have an elite online racebook as well. They not only offer futures odds on the race, but also different prop bets as well. Their Kentucky Oaks odds are very interactive as well. You will be able to see how much your potential payout is, with your bet amount and the horse you choose determining factors. Aside from the odds, you will also find some of the best promotions on Bovada. For new users, they offer a 75% welcome bonus of up to $750 on your initial deposit. In addition to their promotions, you can also access their Kentucky Oaks odds from anywhere. All smartphones with internet access can use Bovada’s mobile Kentucky Oaks betting site. Notable, this includes iPhones and Androids. Bovada does not require any downloads, unlike other mobile betting apps for the Kentucky Oaks.

Rating: 5 Star Rating

  • Live Betting
  • Big Bonuses
  • Easy To Use
  • Mobile Betting
  • Best Odds

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How To Bet On The Kentucky Oaks

When learning how to bet on the Kentucky Oaks, knowing the types of betting odds that are available is an important step. Legal horse betting sites in the US offer many different betting odds to choose from. The most common Kentucky Oaks betting odds are futures, win/place/show odds, and exotics.

  • Kentucky Oaks Futures – Futures betting on the Kentucky Oaks is betting on the horse that you believe is going to win the race.
  • Place – The horse that you choose needs to finish the race in first or second place.
  • Show – The horse chosen needs to finish the race in spots 1-3.
  • Exacta – You must pick the correct order of the horses that finish in first and second place.
  • Trifecta – Picking the three horses that come in 1-3 in the correct order.
  • Superfecta – Picking the first four horses to win the race in the correct order.

Line Shopping Odds For The Kentucky Oaks

In order to get the most value out of your bet, it is best to go through all of the Kentucky Oaks odds on different online sportsbooks. An example of this would be comparing the 2023 Kentucky Oaks odds from Bovada to those on TwinSpires racebook:

2023 Bovada Kentucky Oaks Odds

  • Pretty Mischievous +1300

2023 Twinspires Kentucky Oaks Odds

  • Pretty Mischievous +1000

Those that took the odds on Bovada rather than Twinspires would have profited $1300 rather than $1000. For those that enjoy every chance they get to build their bankroll, the extra $300 certainly makes a difference.

Past Kentucky Oaks Betting History

Year: Horse: Odds: Time:
2023: Pretty Mischievous +1000 1:49.77
2022: Secret Oath +450 1.49.44
2021: Malathaat +250 1:48.99
2020: Shedaresthedevil +2000 1:48.28
2019: Serengeti Empress +800 1:50.17
2018: Monomoy Girl +200 1:49.13
2017: Abel Tasman +500 1:51.62
2016: Cathryn Sophia +700 1:50.53
2015: Lovely Maria +500 1:50.45
2014: Untapable -125 1:48.68
2013: Princess of Sylmar +3800 1:49.17
2012: Believe You Can +1000 1:49.50
2011: Plum Pretty +3000 1:49.50
2010: Blind Luck -120 1:50.70
Bovada Kentucky Derby Betting

Best Jockeys In The Kentucky Oaks

While the importance of the horse and the trainer are significant in the Kentucky Oaks, the jockey that rides the horse is just as important. Below are some of the top jockeys that have participated in the Kentucky Oaks.

John R. Velazquez

John Velazquez is the winner of two Kentucky Oaks races. He first won in 2014 while riding Ashado and won again in 2021 while riding Malathaat. Velasquez is tied for first in wins amongst all jockeys at 289 wins. He has earned $16.3 million in winnings and his win percentage sits at 21%.

Edgar Prado

Prado is the one that is tied with Velasquez for the most wins as he has 289 as well. He has reeled in just over $18 million in earnings and has a 19%-win percentage. He also leads all jockeys in all-time starts with 1,527 starts. Prado last won the Kentucky Oaks back in 2016 while riding Cathryn Sophia.

Pat Day

Pat Day is one of the more well-known jockeys amongst the racing community and the Kentucky Oaks as he has won two. His first win at the Oaks came in 1998 and again in 2000 while riding Goodbye Halo and Secret Status. He has 258 career wins for $15.9 million in winnings with a 22% win percentage.

Rosie Napravnik

Rosie Napravnik made history in the Kentucky Oaks becoming the first female jockey to win the famous race. Even more impressive though is that she won the race twice in 2012 and 2014 with Believe You Can and Untapable. She also works with one of the best trainers in the world in Steve Asmussen.