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Illinois from $56

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Cheap round-trip flights to Illinois

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

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American Airlines

Flights to Illinois starting at $56

Have you been telling yourself, “2026 is the year I travel more and sit less”? Well, here we are and there you are. So, where are you going? Looks like a flight to Illinois is calling. Good thing we can help you bag that flight out of town for cheap, so you can get your resolutions resolved.

Travel like you mean it

When you land it’s not straight to the tourist traps for you. You have things to do and see in Illinois that aren’t on a map or in the “Best of. . .” guides. You know this region is filled with hidden haunts, locals-only know favorites, and the off-beat-so-weird-it’s-amazing places. And you plan to find every last one of them. Good thing you’ll save a grip of cash on your flight so you can daytrip far and wide.

You won’t have to wing it

So how do you score that killer deal on a flight to Illinois? Easy, go through us. These aren’t pie in the sky deals, but ones you can actually score. Filter flights to Illinois by:

  • Hotwire Hot Rate: Do you have a flexible schedule? Hit up the Hotwire Hot Rate and land a super cheap flight to Illinois. We’ll reveal the airline and exact time after you book.
  • Price: How low can we go? Find out. We have prices from $56 to $437.
  • Duration: Want to get to Illinois as fast as you can? Or maybe you don’t mind taking your time to save a few bucks here and there.
  • Departure or Arrival: Like to arrive in the a.m. to get your day going? Or are you a night owl that knows the best fun happens late night? The choice is yours.

So are you going to live up to those travel plans or kick the can to next year? Book your flight to Illinois today and get going.

Last Minute Hotel Deals in Illinois

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,183 reviews)
"The place is very old and outdated. When entering it smells wet and dust from the start. The rooms are very wet and cold inside. Highly not recommended"

Reviewed on Jul 1, 2026

Opens in a new windowCongress Plaza Hotel
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,823 reviews)
"Very clean, great location. Every staff member we encountered was just terrific"

Reviewed on Jun 30, 2026

Opens in a new windowOmni Chicago Hotel
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (2,332 reviews)
"Staff were really helpful and sweet during check in. During checkout I was told there are no shuttles to take me to my terminal in quite a short and ubrupt manner. But to be honest the price is ridiculous for the outdated hotel. Seems like they think they can charge Hilton prices for what looks like ..."

Reviewed on Jun 30, 2026

Opens in a new windowHilton Chicago O'Hare Airport
Save an average of 15% on thousands of hotels when you're signed in
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,757 reviews)
"They over charge your card and then can’t tell what the charge is for or make something up. When we got there they gave us a dirty room and we had to call to get out room changed not a upgrade but whatever."

Reviewed on Jun 30, 2026

Opens in a new windowHyatt Regency O'Hare Chicago
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.