
Kentucky Derby Win, Place, Show Pick’em Contest
As one of the oldest continuous sporting events in America, the Kentucky Derby is the horse racing event of the year. So what better way to celebrate another year at the races with a free betting contest? Predict the top three finishers of the Kentucky Derby and a few prop bets to win up to $500 in prizes. Tune into The Most Exciting Two Minutes in Sports and enter our Derby pick’em; you might walk away with a crown of your own!
How to Enter the Free Kentucky Derby Pick’em Contest
- Players choose three horses they believe will win, place, and show (respectively). Details on these bet types are available in the description of each question above. There are also Kentucky Derby prop questions to answer following these predictions.
- After your picks are submitted, you’ll need to submit an email address and agree to the terms and conditions.
- After the race, all entries are evaluated based on the accuracy of your predicted order and correct/incorrect prop questions. The highest score will win, using prop questions as a tiebreaker if necessary.
- Need help figuring out who to pick? Check out our full Kentucky Dreby preview for some expert isnights.
Eligibility
• Contest open to residents of the continental United States and Canada.
• Players must be 21+ as of contest registration.
• No purchase necessary.
• Contest entry will close at 6:57pm ET on May 2, 2026, when the Kentucky Derby begins.
Prizes
• The winner of the contest will earn a $500 gift card of their choosing, provided by Giftogram.






