Legal Kentucky Oaks Betting Sites
Legal Kentucky Oaks sports 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 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 1⅛ miles 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. This Kentucky Oaks betting guide will give you all of the information you need to put money on any of the horses. 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 where and how to bet on the Kentucky Oaks, the current odds, and much more.
Date: April 30, 2027
Location: Churchill Downs – Louisville, KY
Post Time: 5:50 p.m. EST
Favorite: TBD
Purse: $1.5 Million
Last Winner: Always a Runner
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Kentucky Oaks Betting Sites
Is It Legal To Bet On The Kentucky Oaks?
Yes, it is legal to bet on the Kentucky Oaks in 2026. There are many horse racing betting sites available that have odds on the Kentucky Oaks. For people searching for what states have legal horse racing betting sites, the answer is all 50. However, not every racebook has a license to operate in every state. Bovada, BetOnline, and TwinSpires accept players for the most states.
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.
Past Kentucky Oaks Betting History
| Year: | Horse: | Odds: | Time: |
|---|---|---|---|
| 2026: | Always a Runner | +1000 | 1:48.82 |
| 2025: | Good Cheer | +1400 | 1:50.15 |
| 2024: | Thorpedo Anna | +500 | 1:50.83 |
| 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 |
What Is The Difference Between The Kentucky Oaks And Kentucky Derby?
The Kentucky Oaks offers a different kind of opportunity than the Derby. Because it’s restricted to fillies, handicapping the Oaks rewards those who follow the graded stakes prep races closely. Offshore sportsbooks post Oaks futures well in advance of race day. Plus, a tighter field often means clearer value than the Kentucky Derby betting odds, where a few horses tend to dominate.
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. Before using legal Kentucky Oaks sportsbooks, it is beneficial to know the history of the various jockeys and how they perform.
John R. Velazquez
John Velazquez is the winner of two Kentucky Oaks races. He first won in 2004 while riding Ashado and won again in 2021 while riding Malathaat. He is one of the more famous jockeys that bettors of legal sports betting sites choose when looking at the odds on the Kentucky Oaks.
Edgar Prado
Prado is the one that is tied with Velazquez 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.