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Illinois from $100

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Cheap round-trip flights to Illinois

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Flights to Illinois starting at $100

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 $100 to $506.
  • 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

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
The price is $175 per night from Apr 20 to Apr 21
$175
includes taxes & fees
Apr 20 - Apr 21
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
8.2/10 Very Good! (3,882 reviews)
"Overall good hotel. Breakfast was good, the buffet food was okay but the made to order line was worth waiting in. Wait for the elevators was a bit long but hotel was busy on a weekend. Bed was not the most comfortable but pillows were great. One bedroom suite was spacious. Located in a busy downtown ..."

Reviewed on Apr 15, 2025

Embassy Suites by Hilton Chicago Downtown River North
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
323 E Wacker Dr, Chicago, IL
The price is $241 per night from Apr 17 to Apr 18
$241
includes taxes & fees
Apr 17 - Apr 18
Book a stay at this eco-certified hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and ...
8.8/10 Excellent! (2,043 reviews)
"The hotel is nice. The amenities are good."

Reviewed on Apr 12, 2025

Swissotel - Chicago
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street, Chicago, IL
The price is $108 per night from Apr 20 to Apr 21
$108
includes taxes & fees
Apr 20 - Apr 21
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
8.6/10 Excellent! (1,020 reviews)
"The staff were amazing, we had a medical emergency and they made us feel safe and well cared for. They made my grandchildren feel safe and wanted. I appreciate the care of the staff"

Reviewed on Apr 13, 2025

Crowne Plaza Chicago West Loop by IHG
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Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
The price is $139 per night from Apr 21 to Apr 22
$139
includes taxes & fees
Apr 21 - Apr 22
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
8.8/10 Excellent! (2,127 reviews)
"Nice, clean suite just off magnificent mile. The service and staff were very helpful. Would stay here again."

Reviewed on Apr 13, 2025

Hilton Chicago/Magnificent Mile Suites
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.