Guide
Gambling

The Top 5 Biggest Casino Wins of All Time

From a software engineer's life-changing $39.7 million jackpot to a waitress's incredible luck, these real-life tales will leave you amazed.

Alyx Tzamantanis.
A. Tzamantanis

Last Updated: 2024-07-17

James Pacheco

8 minutes read

Image Credits: Talk-Business

Casinos have always held a special allure, offering the chance to win big and change one's life overnight.

But while most of us gamble at casinos and sports betting sites for fun and entertainment, a lucky few change their lives and go down in history.

Here, we explore the top 5 biggest casino wins of all time.

1. $39.7 Million – Excalibur Casino, Las Vegas

In March 2003, a 25-year-old software engineer from Los Angeles decided to test his luck at the Excalibur Casino in Las Vegas. He was an occasional gambler, enjoying the fun of slots.

After putting in just $100 into a Megabucks slot machine, he hit the jackpot of a lifetime, winning an astonishing $39.7 million. This remains the largest slot machine payout in history.

The winner chose to remain anonymous but mentioned plans to use the money wisely. The win allowed him financial freedom, and he reportedly planned to continue his education.

2. $34.9 Million – Desert Inn, Las Vegas

In 2000, Cynthia Jay-Brennan, a cocktail waitress, and her fiancé decided to spend a night at the Desert Inn.

Playing a Megabucks slot machine, Cynthia struck gold, winning $34.9 million after just a few spins.

Overwhelmed with joy, she planned to use her winnings to travel and take care of her family. Tragically, her life took a turn when she was involved in a severe car accident months later, leading to significant injuries.

3. $27.6 Million – Palace Station, Las Vegas

In 1998, a retired flight attendant from Las Vegas decided to try her luck at the Palace Station Casino.

She played on a Megabucks machine and, with a modest investment, hit the $27.6 million jackpot. The win changed her life, allowing her to enjoy a comfortable retirement and support her family. She also became a local celebrity due to her incredible fortune.

4. $22.6 Million – Bally's, Las Vegas

Johanna Heundl, an elderly woman from California, visited Bally's Casino in 2002. She wasn't a regular gambler but decided to play some slots.

She hit the Megabucks jackpot, securing a win of $22.6 million. She became one of the biggest single-slot winners in history.

Johanna planned to use her winnings to live comfortably and donate to her favourite charities. Her story inspired many, showing that big wins can happen to anyone.

5. $21.3 Million – Caesars Palace, Las Vegas

In 1999, an anonymous business consultant from Illinois visited Caesars Palace and decided to try his hand at slots. Playing on a Megabucks machine, he hit the jackpot, winning $21.3 million.

The winner chose to remain anonymous, but reports suggested that he planned to invest the money and use it for philanthropic efforts. His life changed dramatically, securing financial freedom.

Remember That Success Isn’t Guaranteed

Megabucks slot machines are a common thread among the largest casino wins. These progressive slots accumulate large jackpots over time, making them highly appealing to players. But remember that success isn’t guaranteed.

While strategies can sometimes improve odds in certain games, big wins are mostly a matter of luck. Progressive slots, like Megabucks, are designed to pay out randomly, making every spin a potential win.

Therefore, remember to employ good bankroll management and responsible gaming tactics, whether you play online or at a brick-and-mortar casino.

For more tips on gambling, always come to us here at SportsBoom. We keep you up to date with our news, reviews and guides. 

Alyx Tzamantanis.
Alyx TzamantanisSports Betting Editor

With 10 years of experience in content writing, Alyx has produced countess guides, reviews and articles covering a wide range of topics in the iGaming industry. She loves anything to do with online casinos, as well as UK and international sports betting.