The NCAA Tournament field is set!  Millions will take part in office pools this season.  We have tracked down the top online March Madness contests with the best prizes. Most are free to join!

List of 2018 March Madness Bracket Challenges to Fill Out & Prizes

Yahoo Sports

Yahoo is definitely a contest worth entering. Enter their “Best Bracket Pool” and finish with the best bracket of them all and win $25,000.

They also return their Celebrity Pools this year.  These allow you to compete for prizes associated with the celebrity’s pool you enter. Each celebrity group has different prizes, so join as many as you can.


ESPN’s Tournament Challenge gives you a chance to win a a trip for two to the 2018 Maui Invitational. That includes roundtrip airfare, 5 night hotel accomodations and tickets to all sessions. On top of that, they throw in a $10,000 gift card.

There is one downside to this challenge. The grand prize does not go to the contestant with the highest score. There will be a random drawing from top 1% of all entrants to determine the winner.

CBS Sports

Compete in CBS Sports Bracket Challenge for a Final Four package worth $10,000. The winner gets 4 tickets to the 2018 Final Four games (semifinals and championship). As well as $6,000 cash for hotel/airfare. Like ESPN, the top bracket doesn’t guarantee you the prize. CBS takes the top 10% of all submissions and selects the grand prize winner at random.

Fox Sports/Sports Illustrated

Submit a perfect bracket and you get your choice at Cousin Sal’s LA home or $1 Million in Cash! There’s also a $25,000 prize for the top bracket, assuming no one gets all the games right.

The official site of college sports is having their annual bracket challenge. Worth your time to fill out and compete for some decent prizes.

USA Today

Not the best of prizes, but USA Today is expected to hand out five $1,000 Visa gift cards in a random drawing for those top participants that qualify.

Athlon Sports

Athlon will also be handing out a 1st place prize of a HDTV, 2nd place gets an team hoodie of choice, while 3rd place gets a team hat of choice.  They also prices for 1st Place in the Round of 16 and Round of 4.

Jiffy Tickets

Jiffy Tickets is definitely one I recommend taking part in. They pay out in gift cards of your choice (great selection) for the top ten finishers in their contest.

  • 1st Place: $1,000
  • 2nd Place: $500
  • 3rd Place: $300
  • 4th-10th Place: $100

Alumni Hall

Looking for some new apparel to support your favorite team? Join the Alumni Hall Bracket Challenge. They are giving away gift card (to their site) to the top 10 contestants.

Bokampers Bracket

A perfect bracket in this contest will net you $1,000,000. Anyone who can get 60+ games right will receive $25,000 in cash. If neither of those are hit, the bracket champion will take home a 60″ HDTV, while 2nd place gets a $200 gift card.



Win cash by taking down the top spot in the March Mandet Challenge. Unlike other contests, they offer you a chance to redeem yourself if you get off to a bad start.


This bracket challenge sponsored by Casion Dave’s is worth checking out. They are giving out $10,000 for a perfect bracket (63 of 63). That’s just the beginning of their great prize pool.

Old Chicago

Finish with the highest score in the Old Chicago contest and win a trip for two to Las Vegas during the first and second rounds of the 2017 NCAA Tournament. Includes round-trip airfare, hotel accommodations and a $500 visa.

March Fever

March Fever is giving away some serious cash to anyone who can own the bracket this year. Get every game right and walk away with $1,00,000. Get 61 or 62 games correct and take home $10,000.


This fantasy sports site is offering up $5,000 to anyone who gets within 1% of the best possible score.

Top Online Sportsbooks NCAA Tournament Money Contests & Pool Payouts


This sportsbook offers some serious cash for anyone who picks a perfect bracket. The prize depends on what size pool you decide to join ($1, $5, $10 or $25). Anyone who plays in their $25 pool and picks a perfect bracket will receive a cool $25 million.

A perfect bracket pays $10 million in their $10 pool, $5 million in their $5 pool, and $1 million in their $1 pool. All you need is a 5Dimes account to get in on the action.

They are paying out 100% of all prize money for each pool and there’s no limit on the number of brackets you can fill out!


Bookmaker returns their $1 million perfect bracket contest for 2016.  If nobody is perfect, they are also paying out a grand prize of $10,000 cash.  Second place gets $5,000 and third takes $2,000.  Not bad!

You must have a Bookmaker account to enter.  You will receive one entry to the contest for every $100 deposited.


BetOnline users can’t pass up on their bracket contest. If you create a new account you can get up to $1,000 in a free play bonus!  They are also bringing back the Bracket Challenge from last season.  This contest features a $10,000 guaranteed prize pool ($3,500 to the winner)!

This year they are also giving an extra $1,000 to anyone who picks all Final Four teams.  You must have an account to enter.  Gain entry by placing a wager of $25 or more.


WagerWeb offers $1 million to anyone with a perfect bracket this year.  They are also paying the top 100 brackets.  Prizes range from $5,000 to the winner to $10 for 51st through 100th place.

Win Your Contest