Last updated on: May 24th, 2023
Sports Betting Contests
As if wagering on sports wasn’t already exciting enough, sports betting contests add a whole new level of intrigue to each week’s matchups. Sports betting contests in 2023 will again be extremely popular across legal sportsbooks. These contests were made famous by casino sportsbooks in Las Vegas, but they are now available through sports betting apps across the country. The highest paying and most frequent are the NFL betting contests. So, if you’re a fan of the league, you’ll definitely want to join in, however, there are many contests across all different leagues and sports. If you are a high roller, there are tons of huge money contests that the big players can compete and win in. If you work with a little smaller of a bankroll, have no fear, as there are hundreds of contests available for you as well. Grand prizes can range to hundreds of thousands of dollars and buy-ins can vary as well so you can pick the contest that works for you.

Rank | Sportsbook | Bonus Offer | Play Now |
---|---|---|---|
1 | ![]() |
75% Up To $750 Read Review | Visit Bovada! |
2 | ![]() |
50% New Member Bonus!Read Review | Visit BetOnline! |
3 | ![]() |
50% Up To $1,000 Read Review | Visit MyBookie! |
4 | ![]() |
100% Up To $300Read Review | Visit Xbet! |
5 | ![]() |
50% Up To $1,000 Read Review | Visit SportsBetting! |
Kentucky Derby Betting Contests
$10,000 Kentucky Derby First & Last
Casino:
BetOnline
Entry Fee:
Free
Max Entries:
1
Top Prize:
$5,000 Freeplay Share
The $10,000 Kentucky Derby First & Last Contest is a free Kentucky Derby contest. Though entry is free, to qualify for a prize, participants must have $10 in action on Kentucky Derby bets at BetOnline. Players can win prizes for predicting the first and/or the last place finisher for the Derby. The payouts may be chopped down with only a few choices, but with only one entry per person, anything can happen in this betting contest.
- Correctly Guess Both: Shared prize pool of $5,000 in freeplay
- Correctly Guess First: Shared prize pool of $3,000 in freeplay
- Correctly Guess Last: Shared prize pool of $2,000 in freeplay
NFL Sports Betting Contests
Circa Sports Million III
Casino:
Circa Sports
Entry Fee:
$1,000
Max Entries:
3
Top Prize:
$1 million
Sports betting fans can enter the Circa Sports Million III contests. Here, betting fans will pick five games against the spread and compete for over $4 million in cash prizes. The grand prize is $1 million and betting fans can enter as much as 3 times max. NFL betting fans must enter by 2 pm Saturday Week 1 and have their five ATS picks in. The bettors who hit each week to the end of the season will see themselves cashing in on the big prizes. Outside of the $1 million grand prize, there are also cash prizes for all contests in the top 50. The last place winner collects $100,000.
Circa Sports Million IV
Casino:
Circa Sports
Entry Fee:
$1,000
Max Entries:
3
Top Prize:
$1 million
The 2022-23 version of the annual Circa Sports Million IV contest comes with over $6 million in cash prizes, with first-place taking home $1 million. The player that comes in last also wins $100,000, while second to last person also wins $50,000. Scoring is judged by points. Participants pick five games against the spread each week, getting one point for when their picks cover, half for a push, and no points for a loss. The contest also has quarterly winners based on the standings after Weeks 4,9,13, and 18. At least $300,000 is given out each quarter, with the winner getting $150,000.
Westgate Las Vegas SuperContest
Casino:
Westgate Las Vegas
Entry Fee:
$1,000
Max Entries:
3
Top Prize:
$1,132,500
This SuperContest being run by Westgate Las Vegas will see players compete for multiple in-season spread events. Contestants can enter a maximum of three times with a $1,000 entry fee each. There will be three six-week contests and six three-week contests throughout the season. The payouts will run $100,000, $50,000, $10,000, $5,000 and $2,500 for the top five contestants during the six week contests and $75,000, $25,000 and $5,000 for the three week contests. Players will choose teams against the spread and earn points for each win. With the contest paying out throughout the season, players can win a maximum of $1,132,500 throughout.
Other Sports Betting Contests
Sports betting contests are frequently available for whatever the most popular sporting event is at a given time. Some of the most popular ones in the past have been on March Madness, UFC Cards, and Horse Racing. An example of each is below:
- BetOnline’s UFC 276 $10,000 Predictor Contest: Users had to answer ten questions and enter a tie breaker relevant to the event. Players received one point for each correct answer, with a scaling payout structure that had the winner receiving $500. To enter, BetOnline users had to bet $25 either straight up or in a combination of bets(no parlays) on the fight card.
- MyBookie’s MyBracket Contest: Held from March 17th, 2022- April 4th, 2022, MyBookie held a contest with the winner taking home one full Bitcoin. The unique promotion had prizes such as a Bitcoin, NFT, and $5,000. Each entry was $10 dollars, with the maximum number of entries having been 50.
- DraftKings Kentucky Derby Pool: For the most prestigious horse racing event of the year, DraftKings offered over $100,000 in prizes for a contest that came with no entry fee. Participants had to answer eight questions such as the post position of the winning horse and if the time would be over/under two minutes and two seconds. Entries were limited to one per person.