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List of 2021 March Madness Bracket Challenges to Fill Out & Prizes

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

Top Free to Enter Contests

CBS Sports Bracket Challenge

Grand prize of around $60k in value, including a 2021 Nissan Rogue and four tickets to the Final Four.

ESPN Tournament Challenge

Prizes include $10,000 in Amazon gift cards and a trip to the 2021 Maui Invitational in Hawaii.

Top Sportsbook Contests & Promos (Deposit or New Account Required)

DraftKings $1 Million Free-Entry Bracket

Open a new account and head to available pools to enter the $1 Million Top Prize pool or hundreds of other free and paid pools for the NCAA Tournament!

FanDuel $50,000 March to the Top Leaderboard

Grab an account and earn points for each winning wager of $10 or more you place during the tournament. The top 100 point earners at the end of the tournament earn free bet credit up to $15,000 based on your final ranking on the leaderboard.

PointsBet Let it Rip Promo

  • Keep Betting to receive Free Bets! When you bet on the college basketball tournament from 3/18 through round 2 (3/22) you will receive up to $1,999 in free bets. See below for how you can generate free bets through round 2!
  • Eligible Games: First four through round 2
  • Eligible Dates: 3/18/2021 – 3/22/2021
  • Eligible Events: All Men’s College Basketball Games as part of the National Championship Tournament from 3/18 – 3/22 (Through Round 2)
  • Free bets will be paid out by 6am ET each day following the previous day’s games.

PointsBet $150 Free Bet

  • Place a $20+ bet on the spread or moneyline of any NCAA March Madness Game, and receive $150 in Free Bets if your team scores 1 point
  • This offer will span the entirety of the 2021 NCAA Tournament
  • Absolute No-Brainer Offer!

We’ll continue to update this list leading up to the start of the first round!

Of course you can also bet on the vegas odds to win March Madness and win a little bit of money if you pick who cuts down the nets at the end too!

Win Your Contest