Largest Slot Machine Jackpot: 39.7 Million! Here’s a summary of the biggest slot machine win ever and the nine runners up we’ll be talking about today: The biggest slot wins – the ones we’ll be looking at today – are all worth more than $10 million, with some reaching almost $40 million! As we look at the details of each win, remember that while it’s possible for anyone to hit jackpots like this, the odds of doing so are very slim. Today’s blog post will show you the ten biggest slot machine wins in history, and we’ll look at where the largest slot machine win ever took place, and how it was won. Whether it’s a traditional one-armed bandit, or an online video slot, these games have been the source of pleasure and entertainment for millions of players around the world – some of whom have managed to win extraordinary amounts of money. Slot machines, the focal point of most casinos, have seen their share of monster wins. $27.5 Million – Palace Station Resort, LV.