Best Real Money and Free Super Bowl Contests in 2024

By Jim Beviglia Published: Feb 07, 2023, Updated: Feb 07, 2024

You can find all sorts of 2024 Super Bowl contests for the game between the Chiefs and the 49ers. They can make the big game even more exciting, on top of giving you the opportunity to win cash and other exciting prizes.

Some of these are free, others require you to invest a few bucks. I’ve included Super Bowl 58 squares, props contests, and sweepstakes, so there’s something for everyone. Enjoy!

BetOnline $50,000 Props Pool

Entry Fee: Free
Prize Pool: $50,000

This is one of the most lucrative free contests that you’ll find for Super Bowl 2024. For those who don’t know, props are bets that often refer to some statistical element of the game. They might even refer to some of the pageantry surrounding the game, such as the Halftime Show or National Anthem.

Although BetOnline has not yet released their list of props, here are just a few examples of what you might be asked to answer:

Which team will score first?
Will at least one team be scoreless after the first quarter?
Will Lil Jon appear at Usher’s halftime show?

The idea is to answer as many questions right as you possibly can. BetOnline is promising that the top 2,000 finishers will win a share of that $50,000 pool. This is one of the most trusted NFL betting sites online, so I have zero doubt they are going to pay everyone!

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MyBookie Super Bowl Squares

Entry Fee: $3.10 to $550.00
Prize Pool: $250 to $50,000

Squares contests are popular at Super Bowl parties everywhere. MyBookie has turned them into a Super Bowl 2024 squares contest that you can enter for a fee. Entry fees go as low as $3.10 and as high as $550.

Obviously, the higher your entry fee, the bigger the prize pool. At the top level, you can win a share of a $50,000 prize pool. You’ll choose a square out of the 100 possibilities, and then, when the pool is filled or the deadline to enter has been reached, MyBookie will assign the numbers to go with those squares.

For those who don’t know how to win at squares, here’s a quick primer. It will help you to follow along with the action in Super Bowl LVIII and be able to tell when you have a real shot at winning via MyBookie.

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BetUS Super Bowl Squares

Entry Fee: $1 to $100
Prize Pool: $90 to $9,000

Here’s another opportunity to win big in a 2024 Super Bowl contest that based on the squares concept. In this case, you’ll have the choice of putting anywhere from $1 to $100 on the line. The highest pool (reserved for $100 players) gives you the chance of winning up to $90,000.

Take a look at how BetUS breaks down the winnings for their Super Bowl squares contest:

First Quarter Winner: 12.5% of pool
First Half Winner: 25% of pool
Third Quarter Winner: 12.5% of pool
End of Game Winner: 50% of pool

You can purchase as many squares as you want if you’d like to give yourself a better chance to win. Keep in mind that there are plenty of intermediate pools between the high and low options. BetUS allows you to also go with entry fees of $5, $10, $15, $25, and $50, so there should certainly be a price point that fits your budget.

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