Search for Cheap Deals on
Casino Hotels in The Loop

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking!

Hotels Near The Loop Airport

Hyatt Regency Chicago
Hyatt Regency Chicago
4 out of 5
Fully refundableReserve now, pay when you stay
Book a stay at this eco-certified hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff in our ...
Hyatt Regency Chicago
River Hotel
River Hotel
4 out of 5
Fully refundableReserve now, pay when you stay
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
River Hotel
See all 1,263 properties in The Loop
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

The Loop Casino Hotels

Are you feeling lucky? Well, you should because we have killer The Loop casino hotels deals. Imagine relaxing in a cushy plush pad, and then sauntering downstairs to win it big at the tables with the cash you saved on your stay. You can live large, without busting your vacay budget. 

Winner, winner chicken dinner

So, why stay in a casino hotel in The Loop? Well for starters, you’ll have a ton of entertainment options just steps from your room. Whether your good fortune is in the cards or in the roll of the dice, you can test your luck at almost any time of the day or night. Many of the casinos are ready whenever you are.  

Sure, there are the parlor games, but many casino hotels offer more than just games of chance. Your hotel may have a pretty fantastic pool (maybe two or three). Plus, all those games can work up an appetite, so many have restaurants galore right there in the hotel. Some even host concerts, too! You probably won’t feel the need to leave (which is kind of the point). But with all that extra cash you saved by booking with us, you can explore all that The Loop offers.

The House doesn’t always win

When you’re at a casino hotel in The Loop you’ve got one thing on your mind: winning. Luckily we can stack the odds in your favor. The Hotwire Hot Rate is your ace up the sleeve. Find the kind of hotel that spins your roulette wheel, and you may get it for a steal. Filter hotels by:

  • Price: Want more money for the tables? With rooms starting at $109, you have more cash to spare on the fun stuff.

  • Amenities: Looking to be a high roller? Then opt for a hotel flush with amenities like 24-hour room service, mini bar, and a California king.

  • Hotwire Hot Rate: We’ll tell you the name of the hotel after you book. You’re not really betting blind, if you know you’ll win the hand.

When you’re ready to play, or just relax and take it all in, book your The Loop casino hotel through Hotwire. You’ll get the room you want and have cash left over to bet big or splurge on vacation activities outside the hotel grounds.