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Illinois from $68

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Cheap round-trip flights to Illinois

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Flights to Illinois starting at $68

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 $68 to $474.
  • 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! (9,768 reviews)
Staff was great. Toilet ran the whole time we were there. No hot water for the shower

Reviewed on Jan 13, 2026

Opens in a new windowCongress Plaza Hotel
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (2,528 reviews)
THe staff was very efficient and professional and the breakfast was great.

Reviewed on Jan 13, 2026

Opens in a new windowHilton Chicago
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.4/10 Very Good! (5,554 reviews)
Overall we enjoyed our stay. The hotel was conveniently located to areas we wanted to visit that was walkable. It was over all clean and staff were friendly. Breakfast was average. The made to order eggs were the best as the other hot foods weren’t great. However, we would stay again when in the ...

Reviewed on Jan 16, 2026

Opens in a new windowEmbassy Suites by Hilton Chicago Downtown River North
Save an average of 15% on thousands of hotels when you're signed in
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4 out of 5
71 E Wacker Dr Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the restaurant ...
9.2/10 Wonderful! (3,245 reviews)
I had a great stay here for my birthday weekend. The room was nice and clean. I had the perfect view. I will be returning!

Reviewed on Jan 13, 2026

Opens in a new windowThe Royal Sonesta Chicago Downtown
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.