Search for Cheap Deals onHotels in Chicago
Check Last Minute Chicago Hotel DealsTonight May 17 - May 18This weekend May 20 - May 22Next weekend May 27 - May 29
Last Minute Hot Rate® Hotel Deals in Chicago
We Hide Hotel Names So You Can Find 4-Star Hotels At 2-Star Prices. Choose the Location, Star Rating & Amenities. Let Hotwire Find You the Best Deal. Book Today!
Choose from 3220 Chicago Hotel Deals
Book Cheap Last-Minute Hotels in Chicago
You book your last-minute hotel deals in Chicago, pack your deep-dish-pizza-eatin’-pants, you blow into the Windy City…now what? You buckle in for a Chicago-style good time, that’s what.
When you first emerge from the Chicago hotel deals you scored, you have to give all the quintessential things a Chica-GO: Take the river and lake cruises, selfie at the Bean until you run out of storage, do all the big sports things, and museum it up. But there’s so much more you should give a whirl to experience in the best of the Midwest.
C’mon Feel the Illinois
View from the Top: What’s the ultimate way to see everything in Chicago? Simple—get a bird’s eye view. Get walking and see the city from the 606, an elevated trail and park that’s nearly 3 miles long. Or check out Chicago from the greatest of heights at the 360 Observation Deck, which is 94 stories up, and hosts yoga on Saturday mornings for only the bravest souls. The Ledge at Skydeck is another soaring option, consisting of a clear glass box that’s over 1,300 feet off the ground. Scaredy cats need not apply.
Team Alternates: Yeah, Chicago is a big ol’ sports town, but what about other, less mainstream options? Think there’s no “I” in team? WhirlyBall is a combo team sport of jai alai and basketball played on bumper cars. If you’re just here to compete and drink beer, give turtle racing at Big Joe’s a (very slow) go. But born winners, beware—if your turtle comes in last place, you’ll earn a free drink. If you’ve seen enough action for the night, crawl back to your hotel near Navy Pier until it’s time to say “shell-o” the next morning.
Shop on the Wild Side: After you’ve perused the high-end shops on Michigan Avenue, why not drop the traditional same-old, and check out Chicago’s more eclectic side? You have to start at Wooly Mammoth, home to unusual curios and oddities like animal skulls, used prosthetic hooks, and taxidermy classes. Rotofugi is a local toy emporium that features unique vinyl toys, art, and enamel pins, and Lost Eras is a vintage shop with a hefty helping of showmanship, offering costumes, props, and antiques.
DIY Tasting Tour: Chicago is all about the eats, and that’s no secret sauce. Chicago-style hot dogs aren’t the only thing getting roasted at Wiener’s Circle—the iconic spot is beloved for employees yelling at and making fun of their customers. For Italian beef, Johnnie’s Beef is the (nearly) undisputed king of the perfect pepper-to-meat flavor blend. And, of course, there’s the deep dish pizza. The best pie in town is highly disputed, so try the staple spots: Giordano’s, Lou Malnati’s, and Pizzeria Uno will hardly even scratch the tomato-sauced surface of options. And after you’re impossibly full of the good stuff, roll on back to your downtown Chicago hotel to sleep it off.
Frequently Asked Questions About Chicago
What are the best hotels to stay in Chicago?
When you snatch up last-minute hotel deals Chicago like it’s a fallen pepperoni off a deep-dish slice, you still want to stay somewhere great. There are some cheap hotels in Chicago available, but why not book a Hotwire Hot Rate and get way more for your money? With Hotwire Hot Rates, you can get a 4-star hotel at a 2-star price, and end up staying at super-sweet hotels like Freehand Chicago or even snag Chicago spa hotel deals like at theWit Chicago – a Doubletree by Hilton Hotel.
What are the best hotels near Chicago airports?
When looking for Chicago airport hotels, you’ll find you have options. Whether you’re looking for hotels near Chicago airport with shuttle service like Hilton Chicago O’Hare Airport or Chicago airport hotels with free parking like Hyatt Place Chicago Midway Airport, booking a Hotwire Hot Rate can get you a 4-star hotel at a 2-star price, and you can choose your amenities, allowing you to get the very best for less cash.
What area in Chicago is the best to stay?
If you’re trying to figure out where to stay in Chicago, first consider what you want to see. Many of the top attractions are centrally located, so scoping out hotel deals Chicago, IL downtown is a great idea, especially if you’re wondering where to stay in Chicago without a car. Using Hotwire Hot Rates, you can find unsold rooms downtown that fit your budget and keep you in the middle of all the action, so that you can get last-minute deals on 4-star hotels for 2-star prices.
Is it safe to travel to Chicago during the coronavirus (COVID-19) crisis?
With recent closures and reopenings, you may be wondering is it safe to travel to Chicago right now. When you book a last-minute trip to Chicago, make sure to check the most up-to-date information on safety measures, closures, and guidance on traveling during Coronavirus.
Prices are always lower in the app!
- Book and go: Last-minute deals and trip details all in one place
- Exclusive prices: Hot Rate® Hotels always cost less in the app
- Fresh features: So slick you’ll never go back to desktop