Flights To Illinois - Cheap Flights Starting at CA $206

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Chicago

Flights
Chicago

How Much Does it Cost To Fly To Illinois?

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

Tue., 29 Apr. - Wed., 30 Apr.
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $310 Roundtrip, found 4 days ago
CA $310
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue., 29 Apr. from Pearson Intl. to O'Hare Intl., returning Wed., 30 Apr., priced at CA $310 found 4 days ago
Thu., 10 Apr. - Sun., 13 Apr.
YYZ
Pearson Intl.
MDW
Midway Intl.
CA $318 Roundtrip, found 2 days ago
CA $318
Roundtrip
found 2 days ago
Select Delta flight, departing Thu., 10 Apr. from Pearson Intl. to Midway Intl., returning Sun., 13 Apr., priced at CA $318 found 2 days ago
Fri., 21 Mar. - Sun., 23 Mar.
YUL
Pierre Elliott Trudeau Intl.
MDW
Midway Intl.
CA $373 Roundtrip, found 2 days ago
CA $373
Roundtrip
found 2 days ago
Select Porter Airlines flight, departing Fri., 21 Mar. from Pierre Elliott Trudeau Intl. to Midway Intl., returning Sun., 23 Mar., priced at CA $373 found 2 days ago
Mon., 10 Mar. - Tue., 18 Mar.
YUL
Pierre Elliott Trudeau Intl.
MDW
Midway Intl.
CA $374 Roundtrip, found 2 days ago
CA $374
Roundtrip
found 2 days ago
Select Porter Airlines flight, departing Mon., 10 Mar. from Pierre Elliott Trudeau Intl. to Midway Intl., returning Tue., 18 Mar., priced at CA $374 found 2 days ago
Wed., 16 Apr. - Wed., 23 Apr.
YUL
Pierre Elliott Trudeau Intl.
MDW
Midway Intl.
CA $380 Roundtrip, found 6 days ago
CA $380
Roundtrip
found 6 days ago
Select Porter Airlines flight, departing Wed., 16 Apr. from Pierre Elliott Trudeau Intl. to Midway Intl., returning Wed., 23 Apr., priced at CA $380 found 6 days ago
Tue., 25 Mar. - Sat., 29 Mar.
YUL
Pierre Elliott Trudeau Intl.
ORD
O'Hare Intl.
CA $382 Roundtrip, found 5 days ago
CA $382
Roundtrip
found 5 days ago
Select Delta flight, departing Tue., 25 Mar. from Pierre Elliott Trudeau Intl. to O'Hare Intl., returning Sat., 29 Mar., priced at CA $382 found 5 days ago
Wed., 26 Feb. - Wed., 5 Mar.
YUL
Pierre Elliott Trudeau Intl.
ORD
O'Hare Intl.
CA $405 Roundtrip, found 3 days ago
CA $405
Roundtrip
found 3 days ago
Select Air Canada flight, departing Wed., 26 Feb. from Pierre Elliott Trudeau Intl. to O'Hare Intl., returning Wed., 5 Mar., priced at CA $405 found 3 days ago
Sat., 26 Apr. - Tue., 29 Apr.
YUL
Pierre Elliott Trudeau Intl.
ORD
O'Hare Intl.
CA $409 Roundtrip, found 1 day ago
CA $409
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat., 26 Apr. from Pierre Elliott Trudeau Intl. to O'Hare Intl., returning Tue., 29 Apr., priced at CA $409 found 1 day ago
Tue., 1 Apr. - Mon., 7 Apr.
YYZ
Pearson Intl.
STL
Lambert-St. Louis Intl.
CA $525 Roundtrip, found 3 days ago
CA $525
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue., 1 Apr. from Pearson Intl. to Lambert-St. Louis Intl., returning Mon., 7 Apr., priced at CA $525 found 3 days ago
Wed., 19 Feb. - Sat., 22 Feb.
LIT
Clinton National Airport
CMI
University Of Illinois Urbana-Champaign Williard
CA $575 Roundtrip, found 6 days ago
CA $575
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed., 19 Feb. from Clinton National Airport to University Of Illinois Urbana-Champaign Williard, returning Sat., 22 Feb., priced at CA $575 found 6 days ago
Mon., 10 Mar. - Tue., 18 Mar.
YUL
Pierre Elliott Trudeau Intl.
STL
Lambert-St. Louis Intl.
CA $586 Roundtrip, found 6 days ago
CA $586
Roundtrip
found 6 days ago
Select Delta flight, departing Mon., 10 Mar. from Pierre Elliott Trudeau Intl. to Lambert-St. Louis Intl., returning Tue., 18 Mar., priced at CA $586 found 6 days ago
OriginDestinationTravel datesFlights from*
EWRChicagoMarch 11 to April 15CA $82
LAXChicagoApril 3 to April 7CA $125
EWRChicagoMarch 6 to March 11CA $313
LAXSt. LouisApril 17 to April 20CA $472
ATLMolineMarch 2 to March 10CA $543
DFWChicagoMay 16 to May 19CA $626
PEKChicagoMarch 2 to March 5CA $1,523
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
EWRChicagoFebruary 22 to February 26CA $124
DFWChicagoFebruary 21 to March 1CA $190
ATLChicagoFebruary 23 to March 5CA $342
LAXChicagoFebruary 22 to February 24CA $456
PEKChicagoFebruary 21 to February 25CA $1,427
HKGChicagoFebruary 21 to February 27CA $1,454
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
4.5-star property

Swissotel - Chicago

Apr. 13 - Apr. 17

4 night stay

Detroit (DTW) to Chicago (ORD)

Delta • Roundtrip • Coach
Save 100% on your flight
per person
found 7 hours ago
The Ritz-Carlton, Chicago
5.0-star property

The Ritz-Carlton, Chicago

Mar. 8 - Mar. 15

7 night stay

Toronto (YYZ) to Chicago (ORD)

United • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

May 17 - May 19

2 night stay

Toronto (YTO) to Chicago (ORD)

Air Canada • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
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Travelers ❤️ These 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 free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Michigan Avenue are located nearby.
7.8/10 Good! (8,474 reviews)
"The last day of my stay, a guy with a huge balloon in the shape of a rat was making a lot of noise with a speaker at the main door of the hotel, something very unpleasant. I don't understand why the hotel allowed that."

Reviewed on 12 Feb. 2025

Congress Plaza Hotel
L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
225 N Wabash Ave, Chicago, IL
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Michigan Avenue are located nearby.
9.6/10 Exceptional! (1,629 reviews)
Fun
"Mother/Son trip! Tons of fun!"

Reviewed on 14 Feb. 2025

L7 Chicago by LOTTE
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave, Chicago, IL
Stay at this 4-star historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Michigan Avenue are located nearby.
8.2/10 Very Good! (1,647 reviews)
"Everything was perfect!"

Reviewed on 15 Feb. 2025

Hilton Chicago
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Pendry Chicago

Pendry Chicago

4.5 out of 5
230 North Michigan Avenue, Chicago, IL
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Millennium Park and Michigan Avenue are located nearby.
9.2/10 Wonderful! (1,004 reviews)
"Amazing hotel. Good location. I really enjoyed my stay. I recommend."

Reviewed on 12 Feb. 2025

Pendry 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.

Frequently asked questions

How much is the cheapest flight to Illinois?
A roundtrip flight to Illinois cost as little as CA $82 within the last seven days. When you’re ready to make a booking, we’ll help you find a top deal. This price was available on Travelocity for flights to Illinois departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Illinois?
You’ll have a choice of 20 airlines when you want to organize your flight to Illinois. Let Southwest Airlines take you there. This top carrier offers 5,737 services a month to Chicago, Illinois’s premier city.
What is the cheapest month to fly to Illinois?
Splash out more money on epic experiences and less on airfares by visiting Illinois in April. This is the most affordable time to set off to this destination based on Travelocity’s direct return flight demand between January and December last year. Take a peek at our list of flights and get away from it all without draining your bank account.
How can I check my flight status to Illinois?
Visit the Travelocity customer portal, Trips. You’ll find almost everything related to your flight to Illinois here, including valuable information about any gate changes, flight delays and more. Keep an eye out for Trips at the top right of the Travelocity homepage. Simply sign up, log in and discover what you need. Or you can access your itinerary on the go and get real-time travel updates with the Travelocity app. You’ll find all your itineraries in one convenient place, so you can quickly share details with any members of your family flying with you.
How do I find the best deals on flights to Illinois?
Being flexible with your travel dates is one of the best ways to score a fantastic deal. Travelocity makes it a snap to find your perfect fare through the “Flexible dates” feature. First, search for your flight to Illinois, then compare prices for surrounding days by clicking the Flexible dates box above. Booking ahead of time and traveling outside of peak periods will also help you save. In the last seven days, the cheapest price for a return flight to Illinois was CA $82 on our site. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Illinois with Travelocity?
Look for cheap flights to Illinois with Travelocity and start arranging your next adventure. With 24/7 customer assistance during every step of your trip and a Price Match Guarantee, we take the difficulty out of reserving cheap family flights, places to stay and more. Bag a top deal today and prepare for an amazing adventure.
What are the most popular flight routes to Illinois?
To help you in your search for flights to Illinois, browse our list of some of the preferred routes:

  • Denver, CO (DEN-Denver Intl.) to O’Hare Intl. Airport (ORD) - 4,203 flights a month.
  • Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to O’Hare Intl. Airport (ORD) - 4,155 flights a month.
  • New York, NY (LGA-LaGuardia) to O’Hare Intl. Airport (ORD) - 4,138 flights a month.

How much is a flight to Illinois on average?
Airfares for roundtrip flights to Illinois cost between CA $82 and CA $1,523 in the last seven days. The moment you see a fabulous deal, snap it up and get ready to set off on your next wonderful adventure with Travelocity. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Destinations in Illinois

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.