Bet at 5dimes

The 2015 NCAA Tournament brackets have been released and that means it’s time to start scoping out all of the March Madness contests from around the web. I have a combination of free contests and ones that require a deposit into an online sportsbook to enter. The sportsbooks tend to give out some pretty great prizes, and the entry fee is just a deposit into an account to wager with and isn’t used on the entry.

When entering into these contests, you can either fill one bracket out to use at all of them or mix and match.  If you happen to do really well and submit the same one to each, it could make for an interesting beginning of April if you cash in at multiple places!

I’ll keep this list updated as I learn about more contests this year, but if you have any suggestions just shoot me an email and I’ll get it posted.  Remember to bookmark this page and send it to your friends, family, or anyone else who will be interested in filling out brackets this year.  Why not help them enter free contests to earn some money?  Also, be sure to check out my bracket as well.


  • 1st Prize: $20,000 Best Buy Gift Card & Trip to 2015 Maui Invitational


  • 1st Price: $50,000 Cash

Fox Sports

  • 10 Grand Prizes Available to Top 10 in Points (Details Below)
  • Fox Sports Experience Trip for 2
  • Round-Trip Coach Class Air Transportation
  • Hotel Accommodations for 3 Nights
  • $500 Spending Money
  • Ground Transportation to/from Airport/Hotel
  • Approximate Retail Value of Each Grand Prize: $5,000

CBS Sports Bracket Challenge

  • Get in the top 10% of entrants and be included for a drawing to win four 2016 Final Four tickets and $6,000 cash for accommodations.

Athlon Sports

  • Perfect Bracket: $100,000,000
  • Round of 64 1st Place: 50″ LED Smart TV
  • Second Chance 1st Place: Streaming TV Player
  • Last Chance 1st-3rd Place: Mini-Streaming TV Player

Jiffey Tickets

  • 1st place: $1000* in gift cards of your choice
  • 2nd place: $500* in gift cards of your choice
  • 3rd place: $300* in gift cards of your choice
  • 4th-10th place: $100* in gift cards of your choice


  • 1st: $5,000
  • 2nd: $2,500
  • 3rd: $1,500
  • 4th: $1,000
  • 5th-10th: $200
  • 11th-20th: $200
  • 21st-40th: $100
  • 41st-80th: $50
  • 81st-200th: $25
  • 201st-500th: $10

5 Dimes

  • Perfect Bracket: $10,000,000 for $25 & $10 pools, $5,000,000 for $5 pools & $1,000,000 for $1 pools.
  • 1st Prize: 100% of the pool you enter
  • Requirements: Enter a $1, $5, $10 or a $25 pool


  • Get a 25% bonus up to $2,500 on your initial deposit
  • You will earn a free entry into their Bracket Madness Contest where you can compete for $150,000 in cash and prizes


  • Create a new account and get up to $1,000 in free play bonus
  • Enter Bracket Challenge and compete for a $10,000 guarantee prize pool