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Illinois from $58

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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.

Frontier Airlines
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Delta
American Airlines
United
Frontier Airlines
American Airlines
American Airlines
Delta
American Airlines
American Airlines
Delta

Flights to Illinois starting at $58

Have you been telling yourself, “2025 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 $58 to $808.
  • 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
The price is $122 per night from Dec 25 to Dec 26
$122
$143 total
includes taxes & fees
Dec 25 - Dec 26
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (8,287 reviews)
The Congress hotel is the best
"I love staying at the Congress hotel whenever I’m in Chicago"

Reviewed on Dec 22, 2024

Congress Plaza Hotel
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive, Chicago, IL
The price is $93 per night from Jan 23 to Jan 24
$93
$109 total
includes taxes & fees
Jan 23 - Jan 24, 2025
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 ...
8.6/10 Excellent! (3,626 reviews)
"Having to park my car 4 blocks away"

Reviewed on Dec 22, 2024

River Hotel
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr, Chicago, IL
The price is $139 per night from Jan 10 to Jan 11
$139
$193 total
includes taxes & fees
Jan 10 - Jan 11, 2025
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 ...
9/10 Wonderful! (3,131 reviews)
Family trip
"Fun"

Reviewed on Dec 23, 2024

Hyatt Regency Chicago
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Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel

Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel

3 out of 5
350 West Wolf Point Plaza, Building 2, Chicago, IL
The price is $113 per night from Jan 7 to Jan 8
$113
$133 total
includes taxes & fees
Jan 7 - Jan 8, 2025
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.6/10 Excellent! (1,288 reviews)
"I loved the pool, it was very big and spaceous and the water temp was perfect. The room it self was also nice. would def recommend coming back."

Reviewed on Dec 22, 2024

Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel
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.