Chicago’s Best Casinos: Win Big in Windy City

Looking to win big in the Windy City?

There are a number of excellent casinos within just an hour’s drive that house thousands of slot machines alongside poker, roulette, and a variety of popular table games. These venues can make for a great night out with the potential to come away richer… or poorer.

How’s your luck tonight? If you’re feeling lucky, check out our guide below to some of the best casinos in Illinois.

Important: While the following venues are fun; they can also be addictive.

Please gamble responsibly.

A Guide to Chicago’s Best Casinos and Gambling Venues

Grand Victoria Casino
250 S Grove Ave, Elgin, IL 60120, United States

Phone: +1 847-468-7000

Grand Victoria

This dockside riverboat casino is perfectly situated at the bank of Fox River in Chicago.  It has been operating for more than a decade now and has over a thousand gaming machines.

It has a noticeably Vegas-style theme, complete with all the razzmatazz you’d expect from one of the strip’s showcase venues. Inside you will find almost 30,000 square feet of gaming space and a venue that has received several honors in the Casino Players Magazine.

You can also enjoy their dining spaces with some excellent restaurants, or head out for some clubbing and end the night in style. For a good time, head to V Lounge or Power Point Balance.

Open daily from 8:30am until 6:30am.

Isle Casino Hotel
1777 Isle Pkwy, Bettendorf, IA 52722, United States

Phone: +1 563-265-6977

Isle casino Chicago

Just outside Illinois in neighboring Iowa, this high class casino hotel has over 500 deluxe rooms and is a popular destination for both gaming and gambling. They have table games, poker tournaments and the famous bad beat jackpot. There are over a thousand slot machines, and plenty of tables for blackjack, craps and roulette.

They also have three decent dining options to choose from – the Farraddays Steakhouse, Calypso’s and Tradewinds Marketplace. 

Isle Casino Hotel Bettendorf isn’t just a casino and gambling venue. It also attracts some big musical names with a regular schedule of live entertainment.

Majestic Star Casino
1 Buffington Harbor Dr, Gary, IN 46406, United States

Phone: +1 219-977-7777

Majestic Star Casino in Chicago

Majestic Star Casino is a six-storey gaming paradise located just 35 minutes away from downtown Chicago on the shore of Lake Michigan. It’s open 24/7, so no matter how late the hour, you can always find a way to pass the time at Majestic.

There are plenty of restaurant options for eating out if you get tired of the casino entertainment. The most popular spot is their steakhouse, deemed one of the ‘greatest taste sensations’ in all of Chicagoland. They also have the Passports Buffet, Wings N Things, Jackpot Java and the Noodle Bar. 

Blue Chip Hotel Casino
777 Blue Chip Dr, Michigan City, IN 46360, United States

Phone: +1 219-879-7711


Located in Michigan City, the Blue Chip Casino is a sprawling fantasyland for gaming and casino enthusiasts. The entire venue screams of Vegas, albeit one that is just a one hour drive from the heart of Chicago.

The rooms here start at just $90 per night. Although you might not spend much time in them given the casino has an incredible 65,000 square feet of gaming options housed on a single floor. Oh, and it’s open 24/7.

Some of their top gaming options include: B Connected, Slot Search, Penny Lane, Poker, various table games and a bunch of progressive jackpots where you can win big. 

Have you been to any of these Chicago casinos? Are there any we’ve missed that you’d like to recommend?

Let us know your experiences (and any winnings!) below. 😉