Bet the Kentucky Derby Weekend at MyWinners

Friday 1 May (Oaks Day): 11:00 AM ET. Saturday 2 May (Derby Day): 10:00 AM ET. Sunday 3 May: 11:30 AM ET. The schedule applies to all nine Winners venues across Connecticut.

The 152nd Kentucky Derby is Saturday 2 May with a post time of 6:57 PM ET. The Kentucky Oaks is Friday 1 May with a post time of approximately 8:40 PM ET — the last race of the Oaks Day card.

Yes — online only. Wagering on the full Saturday card opens at MyWinners.com from Friday morning. In venue on Friday, advance wagering is restricted to the Kentucky Derby (Race 12) only.

Telebet bets are final once the call ends — no cancellations after hang-up. Online bets of $750 or less can be cancelled up to one minute before post time, within your weekly cancellation limit.

We're sorry to let you know that due to a technical issue on Churchill Downs Inc's end, online wagering on CDI tracks — including the Kentucky Derby — is currently only available to customers with a Connecticut address. We know that's frustrating, especially at this time of year, and we're working hard on a fix. If you're not based in Connecticut, you're still very welcome to wager in person at any of the nine Winners venues across the state. We can't guarantee the issue will be resolved before Derby Day, but we will have full online coverage for the Preakness and Belmont — with some big promotions planned around both.

In-venue wagering on the Kentucky Derby is open to any customer aged 18 or over at any of the nine Winners venues in Connecticut — no Connecticut address required, so out-of-state visitors are welcome. Online at MyWinners.com, a technical issue on Churchill Downs Inc's end means CDI tracks — including the Kentucky Derby — are currently only available to customers whose geolocation places them in Connecticut. We're working on a fix but can't guarantee it'll be in place before Derby Day. Full online coverage will be restored for the Preakness and Belmont.

No Connecticut address is required to sign up at MyWinners.com — but due to a technical issue on Churchill Downs Inc's end, online wagering on CDI tracks, including the Kentucky Derby, is currently only available to customers whose geolocation places them in Connecticut. We're sorry for the inconvenience, especially at this time of year, and we're working hard on a fix. If you're outside Connecticut, you're very welcome to wager in person at any of the nine Winners venues across the state. Full online coverage will be in place for the Preakness and Belmont, with big promotions planned around both.

Sign up or log in at MyWinners.com — no Connecticut address required to register. Once logged in, make sure your wallet is funded, navigate to Churchill Downs, and select Race 12 on Saturday 2 May. Choose your bet type — Win, Place, Show, Exacta, Trifecta, Superfecta, or any Pick sequence — enter your stake, and confirm. Please note: due to a technical issue on CDI's end, online wagering on Churchill Downs tracks is currently only available to customers whose geolocation places them in Connecticut. The full Saturday card is available to bet online from Friday morning.

The Kentucky Derby offers the full range of pari-mutuel wager types. Straight bets include Win, Place, and Show. Exotic bets include Exacta, Trifecta, Superfecta, and Super Hi-5. Multi-race bets — Daily Double, Pick 3, Pick 4, Pick 5, and Pick 6 — are also available, linking the Derby to other races on the card. Box and wheel bets are available on all multi-horse wager types. Minimum stakes vary by bet type and are shown on the betslip before you confirm.

Yes. In-venue wagering at all nine Winners locations is open to any customer aged 18 or over, regardless of home state. No Connecticut address required. Tellers at every venue can help with bet types, stakes, and ticket checks. Cash and account wagering are both accepted.

The Kentucky Oaks is a Grade 1 stakes race run the day before the Kentucky Derby at Churchill Downs, exclusively for three-year-old fillies over 1⅛ miles — one of the most prestigious races in American thoroughbred racing. This year's Oaks is Friday 1 May with a post time of approximately 8:40 PM ET. All Winners venues are open from 11:00 AM ET for the full Oaks Day card, and the Oaks is available to bet in venue the same as the Derby. The same CDI technical issue applies online — currently available to Connecticut-geolocated customers only.

New customers can sign up at MyWinners.com — no Connecticut address required — and claim a 50% first-deposit match up to $250 in Bonus Cash. Kentucky Derby wagers qualify. Make your first deposit and the bonus lands in your Bonus Wallet automatically. Ten percent of each settled qualifying bet is released to your Cash Wallet. To earn the full $250, deposit $500. No promo code needed. Full terms at mywinners.com/promotions.

If you placed a Kentucky Derby Future Wager through the previous MyWinners platform, your bet is still valid. You can view it by following the steps in our dedicated guide — see How to View Your Kentucky Derby Future Wager Pool 4, 5, and 6 Bets. If you're having trouble locating it, contact our support team with your account details and we'll track it down.

You can deposit via Credit/Debit Card, PayNearMe, Venmo, ACH, PayPal, or Bitcoin. Log in to MyWinners.com, go to your account, and select Deposit. Most methods are instant. If you're depositing for the first time, allow a few extra minutes for verification. We'd recommend funding your account before Derby Day to avoid any last-minute delays.

If a horse is scratched before the race, any win-only bets on that horse are refunded. For multi-horse exotic bets, scratches are typically handled by the track's consolation rules — the scratched horse is replaced by the post-time favourite for exotic wagering purposes. In the unlikely event the race is postponed or cancelled, all wagers are refunded in full. Official scratch and consolation rules are set by Churchill Downs.

Yes. All nine Winners venues have screens showing live racing throughout Derby weekend, including the Kentucky Oaks on Friday and the Kentucky Derby on Saturday. Fanatics Sportsbook is also live at all Winners venues if you want to combine your racing bets with sports wagering on the day.

Winning tickets placed online are settled automatically — funds appear in your Cash Wallet once the race is made official, typically within minutes of the result. In venue, bring your winning tickets to a teller to cash out. Tickets can be cashed at any Winners venue, not just the one where you placed the bet. Online winnings of any amount can be withdrawn via ACH, Venmo, PayPal, check, wire transfer, or in person at a venue.

Minimum stakes vary by bet type — Win, Place, and Show bets start from $2. Most exotic bets (Exacta, Trifecta, Superfecta) have a $1 or $2 minimum per combination. The betslip displays the exact minimum before you confirm. There is no fixed maximum bet, but large wagers may be subject to review. Contact our team in advance if you're planning a significant wager and want to confirm processing.

No. The Kentucky Derby uses pari-mutuel wagering, not fixed-odds betting, so there are no each-way bets. To cover multiple finishing positions, place separate Win, Place, and Show bets, or use exotic wagers like the Exacta or Trifecta to cover combinations of runners.

Pari-mutuel wagering means all bets on a race are pooled together, the track takes a percentage (the takeout), and the remainder is divided among winning tickets. Unlike fixed-odds betting, your payout isn't locked in when you place your bet — it depends on how much money is in the pool and how many other bettors backed the same outcome. Odds update in real time right up to post time, and your final payout is calculated once the pools close.