Top 2026 March Madness Bracket Contests to Fill Out, Prizes & Payouts

Compete for a top prize of $50,000 on the overall leaderboard, with total prizes reaching up to $250,000 across the tournament.

The #1 bracket game is back with $125,000 in total prizes, plus an extra $50,000 for the Second Chance contest. Create up to 25 brackets for free.

Free to play “Bracket Mayhem” featuring a $25,000 prize for the best men’s bracket and another $25,000 for the best women’s bracket.

Compete for a chance to win a trip to the 2027 Men’s Final Four®. Completely free to enter with one of the most popular interfaces in the game.

The official NCAA bracket challenge. Create up to 10 brackets and compete for various prizes while tracking your results in real-time on March Madness Live.

DraftKings offers multiple free pools for 2026, including a $50,000 “March Matchup Takeover” and the “Jimmy John’s & All The Smoke” $25,000 bracket challenge.

For a different twist on the tourney, DraftKings is hosting a free-to-enter $1,000,000 Men’s College Basketball Survivor pool for the 2026 tournament.

This 2026 contest features a guaranteed $200,000 prize pool with a $50,000 top prize. Entry fees start at $20 for the first bracket, with costs decreasing to as low as $5 for bulk entries (up to 20 total).

Mirroring the BetOnline contest, this site offers a $200,000 guaranteed prize pool with tiered entry fees. Perfect for those looking to enter multiple high-stakes pools.

MyBookie is running a $100,000 guaranteed contest for 2026 with a $15,000 first-place prize. Entries are $15, but they are offering a “Buy 2 Get 1 Free” promotion ($30 for 3 entries).