Top sportsbooks offer top shelf contests and prizes for March Madness

Many of the top online sportsbooks pull out all the stops for the largest betting event in the U.S., the Men's NCAA Basketball Tournament. We've scoured the internet to find the best offers and biggest contests for March Madness.

March Madness Contests

Again this year, industry giant BetOnline has one of the biggest contests for the massive basketball tournament. The BetOnline $200,000 Bracket Madness Contest features a a whopping $50,000 first place prize and places 1-1250 all cash in. Players at betonline.ag can purchase entries to take a shot at the cash. The first entry is $25 and the more entries players buy, the cheaper they get. The contest is also available for players at SportsBetting.ag.

Everygame is one of those sportsbooks that loves to get in on the fun. They have a BTC $25K March Madness Bracket! This is a winner-take-all contest with $25,000 as THE prize for a perfect bracket. But since the odds to achieve that are more than 1 in 100 billion, the $25K prize pool with be divided equally among the 25 players with the highest number of correct picks.  Get two free at mybookie.ag until Selection Sunday. To be eligible, Everygame customers must place bets in our sportsbook worth at least $100 accumulated between March 17th and March 30th 2025 to be eligible for a Bracket free-bet prize. 

Million Dollar Prizes

Jazz Sports has a free-to-enter March Madness Bracket Contest, where a perfect bracket is worth  a million dollars! Entries can be earned for deposits for $250 or more, and players can buy additional bracket entries for $10. Or, to get the additional entries, players simply deposit and then claim the additional brackets via phone, live chat or email. This contest also pays top brackets, with places 1-5 cashing in. The top prize is $2500 in free play and fifth place stillpays out a cool $250 in free play.

Heritage Sports is offering the biggest prize of all with their March Millions Bracket Contest. Yes, millions, with an 's'. A perfect bracket at Heritage will yield a whopping 5 million dollars! But this is not a winner-take-all contest, as Heritage will give out 200 prizes to the top scorers, including a whopping $10,000 first prize. With the top twenty players all getting more than $1000 in Free Play, this is one of the richest March Madness contests anywhere.

To help NCAA bettors prepare for the NCAA basketball tournament BetNow is now offering a $1,000,000 Bracket Madness Contest! This contest features a gigantic million dollar pool, where the winner who correctly picks all winning teams, including the tie breaker, will get an eye-popping $350,000! Second place gets $200K, third gets $100,000 and 4th place will win $85K. And if that's not enough cash, places 5-30 will all receive $12,000!! Players must be an active client at BetNow.eu and can enter this contest for free. Not an active client? Sign up and become one today!

Players at BetDSI have a chance to win up to $1,000,000 in the BetDSI Bracket Challenge! It’s FREE to enter for active BetDSI players. For every deposit of $100 or more into your account until 9:00am ET March 20, 2025, players will receive one (1) free contest entry. Example: Deposit $200, receive two (2) contest entries. Deposit $300, receive three (3) contest entries. There is a Maximum four (4) entries per deposit and 10 entries in total. A perfect bracket yields a million bucks, but first place gets a cool $10K in cash, 2nd yields $5,000 and third place will get $2,500. Places four to 100 will get 15,000 BetDSI BetPoints and every single bracket will produce at least a handful of BetPoints for players, no matter how awful the picks are! 

OSGA NCAA Bracket Challenge

The OSGA free March Madness Bracket Challenge is underway. This is our 23rd year of offering a contest for the NCAA Basketball Tournament and it proves to be one of our biggest yet! Players can enter for free and take a shot at the top prize of $1000 in cash. The top four winners get paid cash. And, for OSGA Members, there are Boosted Cash Bonuses! Head to the Bracket Contest page and get started for free today. Become a member to win more at OSGA!