10 Craziest Super Bowl Bets of All Time: The Most Unbelievable Super Bowl Props & Wins

While most Super Bowl bettors focus on their moneyline or spread picks, the Big Game has a legendary history of novelty props and high-stakes gambles that deserve to be immortalized.

In light of Kendall Jenner's "Bet on Kendall" wager for Super Bowl 2026 between the Patriots and Seahawks, here are the 10 craziest Super Bowl bets of all time, ranging from unbelievable novelty prop markets, to six-figure coin toss bets, to one of the biggest public wins in the history of the Big Game.

Top 10 insane Super Bowl bets of all time

10. The Puppy Bowl "Vick" prop

In a dark attempt at humor, some sites once took bets on whether Michael Vick would tweet about the "Puppy Bowl" during the Super Bowl 43 broadcast. It is widely considered one of the most unhinged prop bets ever offered by a sportsbook. Of course, he did not send a tweet about the Puppy Bowl. Do better, people.

9. Gatorade color takeoff

The Gatorade shower is a $100-million betting industry on its own. The "craziest" part isn't the bet itself, but the insider trading that often happens; odds frequently shift minutes before the game ends as people on the sidelines try to leak the color to friends. (Purple was a recent +750 winner that shocked the market). What are the Gatorade color odds for Super Bowl 2026 between the Seahawks and Patriots? Dive into Andrew Reid's how to bet the Super Bowl gatorade color odds and find out.

8. The "Octopus" (Super Bowl 57)

An "Octopus" is when a player scores a touchdown and the subsequent two-point conversion (8 points = 8 legs - get it?). It had never happened in Super Bowl history until Jalen Hurts pulled it off in 2023. One bettor reportedly hit this at +1400 odds, meaning his $1000 bet pulled in $14,000. It was a rarity that has now become a staple of every Super Bowl prop sheet.

7. The "Omaha" Over/Under (Super Bowl 48)

In 2014, you could bet on how many times Peyton Manning would say his signature cadence, "Omaha." The line was set at 27.5. Manning ended up saying it 44 times in one game earlier that season, leading to a massive Over push that sportsbooks struggled to calculate in real-time. It's safe to say they won't be offering any type of cadence bet in Super Bowl 2026.

6. Alien invasion ends the game (Super Bowl 58)

For the Las Vegas Super Bowl in 2024, some offshore books offered the biggest long shot bet in Super Bowl history: Will an alien invasion cause the game to end in a tie? While the odds were astronomical (as were the chances), it remains the benchmark for "weird" novelty betting for the Big Game. We've had some weird ones, "Will Donna Kelce show her cleavage?" "Will Stefon Diggs propose to Cardi B?" But yea, this one takes the cake.

For more insane prop bets for the Big Game, dive into Sean Tomlinson's how to bet Super Bowl novelty props.

5. The "Fridge" anytime touchdown prop (Super Bowl 20)

In 1986, Caesars Palace famously offered 20-1 odds that 335-pound defensive tackle William "The Refrigerator" Perry would score a touchdown. The public hammered the "Yes," and when the Fridge rumbled into the end zone in the third quarter, Vegas lost over $100,000 on a single player prop. It's making me want to bet on a big man touchdown in Super Bowl 60.

4. The $1,000 "Rams Score 3" prop (Super Bowl 53)

In the 2019 defensive slugfest between the Patriots and Rams, the game was expected to be a high-scoring affair. However, one legendary bettor at the Westgate SuperBook placed $1,000 on the Rams to score exactly three points at 100-1 odds. The result? The Pats won 13-3, and the bettor walked away with $100,000.

"I don't care if something good happened to you, it should have happened to me instead." - Dustin Saracini

3. The $71,000 coin toss: Tails never fails (Super Bowl 59)

In 2025, a bettor at DraftKings put $71,000 on "Tails." While the coin toss is the ultimate 50-50 prop, laying five figures on a literal flip of a coin remains one of the most stressful - and stupid - ways to start a game. (Note: "Tails never fails" held up, and the bettor doubled their money before kickoff. Maybe I'm the dumb one).

Want to dive deeper into one of the most-bet props for Super Bowl and how to bet the coin toss? Our coin toss odds piece has everything you need to know.

2. The first-score safety (Super Bowl 48)

At the start of the Broncos vs. Seahawks game, a bettor placed a wager on the first score being a safety. The odds were roughly 50-1. On the very first play from scrimmage, the ball was snapped over Peyton Manning's head for a safety. A bettor placed $1000 on this wager, netting $50,000 in just 12 seconds. Not a bad start to the game if you ask me.

1. The $1.1-million Patriots wager (Super Bowl 49)

A high-roller at the MGM Grand placed $1.1 million on the Patriots to cover the spread against the Seahawks. Yes, it was that year. The bet rested on the goal-line interception by Malcolm Butler. If Russell Wilson had handed the ball to Marshawn Lynch, that seven-figure bet would have been set on fire. What were ya doing, Russ?

While I don't recommend many of these wagers, nor do I recommend ignoring bankroll management, I do recommend our Super Bowl props betting guide to get you set for Super Bowl 60.