Search over 1 million properties and 550 airlines worldwide
Search over 1 million flights, hotels, packages, and more
Free cancellation on most hotels. Because flexibility matters.
Yes! Expedia has some fantastic Chicago travel packages Combining your bookings is one of the simplest ways to save cash and time — and get your adventure off on the right foot.
Smart jetsetters can save up to $583* by booking a package deal on Expedia.
Our enormous global database lists more than 750,000 properties worldwide and 550 partner airlines. With such a broad range of options, crafting your dream holiday will be easy!
Still undecided? There are no hidden fees from us if you change your mind for almost any reservation.
Preparing for your trip to Chicago? Need some info about what to see when you arrive? That's where we can assist!
Take it from us, your bucket list will be heaps shorter after a trip to Chicago! Famed attractions like the Art Institute of Chicago and Willis Tower should be some of your first ports of call. The McCormick Place and the University of Illinois Chicago also draw in crowds of travellers from all across the globe.
You're going to find yourself surrounded by terrific things to do and see, including Navy Pier and the Lincoln Park Zoo. If you're dying to get the most out of your stay, also check out Lincoln Park and the Chicago Cultural Centre.
Millennium Park is an oasis amid the bustle of everyday life. Pull off your shoes and feel the cool grass beneath your feet or simply lie on your back and spot shapes in the clouds. Adventurers in this destination have heaps of options. Those who are a little queasy around heights might want to look away, but anyone who's curious about skyscrapers can't miss John Hancock Centre. Towering high above the ground, it's a beloved fixture of the area's skyline. Still have some time on your hands? Want to catch a sunrise among some spectacular scenery? Skydeck Ledge boasts glorious views that deserve to be photographed.
When we hark back to our travels, we usually remember experiences rather than our swish hotel room and its view of the pool. Are you ready to create some new travel memories?
Your trip to Chicago is about to get a lot more exciting. There are heaps of activities available, such as:
To check out all the activities on offer, head to our Chicago things to do page.
With no less than 165 accommodation in Chicago, finding a place to stay won't be difficult. But why wait around? Book now via Expedia and kick-start your next cheap holiday or luxury getaway.
Begin the quest for a dreamy Chicago base by looking into the latest offers at the Chicago Premier Suites (540 N State Street) and The Peninsula Chicago (108 East Superior Street). Alternatively, the Trump International Hotel & Tower Chicago (401 N Wabash Ave) and the Old Chicago Inn (3222 N Sheffield Ave) are two properties well worth investigating if you're travelling on the cheap.
We know the airport won't be the most memorable moment of your holiday, but there's nothing like the excitement of knowing that your well-deserved trip to Chicago is just a flight away! Once you unbuckle your seatbelt at Midway International Airport (MDW), you'll be 9 miles from the heart of town.
This visit I received an upgrade to a beautiful room with a Michigan Ave view. It was lovely.
I liked the vintage charm with a modern twist. It was a great location within walking distance of Michigan Avenue and all the stores.
The "Urban Experience Fee" is a bit much. I mean, either add that amount into the room rate, make it optional or don't charge it. LOCATION is great! Staff attentive!
It was very clean! Very comforting as well and we had a good stay.