Flights To Illinois - Cheap Flights Starting at CA $197

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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., 18 Feb. - Wed., 19 Feb.
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $319 Roundtrip, found 2 days ago
CA $319
Roundtrip
found 2 days ago
Select Air Canada flight, departing Tue., 18 Feb. from Pearson Intl. to O'Hare Intl., returning Wed., 19 Feb., priced at CA $319 found 2 days ago
Sat., 22 Mar. - Wed., 26 Mar.
YTZ
Billy Bishop Toronto City
MDW
Midway Intl.
CA $333 Roundtrip, found 9 hours ago
CA $333
Roundtrip
found 9 hours ago
Select Porter Airlines flight, departing Sat., 22 Mar. from Billy Bishop Toronto City to Midway Intl., returning Wed., 26 Mar., priced at CA $333 found 9 hours ago
Wed., 26 Mar. - Fri., 28 Mar.
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $341 Roundtrip, found 1 day ago
CA $341
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed., 26 Mar. from Pearson Intl. to O'Hare Intl., returning Fri., 28 Mar., priced at CA $341 found 1 day ago
Sat., 10 May - Mon., 12 May
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $342 Roundtrip, found 14 hours ago
CA $342
Roundtrip
found 14 hours ago
Select United flight, departing Sat., 10 May from Pearson Intl. to O'Hare Intl., returning Mon., 12 May, priced at CA $342 found 14 hours ago
Fri., 28 Feb. - Fri., 7 Mar.
YYZ
Pearson Intl.
MDW
Midway Intl.
CA $349 Roundtrip, found 1 day ago
CA $349
Roundtrip
found 1 day ago
Select Delta flight, departing Fri., 28 Feb. from Pearson Intl. to Midway Intl., returning Fri., 7 Mar., priced at CA $349 found 1 day ago
Fri., 28 Feb. - Fri., 7 Mar.
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $349 Roundtrip, found 1 day ago
CA $349
Roundtrip
found 1 day ago
Select Delta flight, departing Fri., 28 Feb. from Pearson Intl. to O'Hare Intl., returning Fri., 7 Mar., priced at CA $349 found 1 day ago
Sun., 23 Feb. - Sun., 2 Mar.
YTZ
Billy Bishop Toronto City
MDW
Midway Intl.
CA $354 Roundtrip, found 12 hours ago
CA $354
Roundtrip
found 12 hours ago
Select Air Transat flight, departing Sun., 23 Feb. from Billy Bishop Toronto City to Midway Intl., returning Sun., 2 Mar., priced at CA $354 found 12 hours ago
Thu., 13 Feb. - Tue., 18 Feb.
YTZ
Billy Bishop Toronto City
ORD
O'Hare Intl.
CA $395 Roundtrip, found 1 day ago
CA $395
Roundtrip
found 1 day ago
Select Air Canada flight, departing Thu., 13 Feb. from Billy Bishop Toronto City to O'Hare Intl., returning Tue., 18 Feb., priced at CA $395 found 1 day ago
Sun., 23 Feb. - Tue., 4 Mar.
YOW
Macdonald-Cartier Intl.
MDW
Midway Intl.
CA $436 Roundtrip, found 6 days ago
CA $436
Roundtrip
found 6 days ago
Select Porter Airlines flight, departing Sun., 23 Feb. from Macdonald-Cartier Intl. to Midway Intl., returning Tue., 4 Mar., priced at CA $436 found 6 days ago
OriginDestinationTravel datesFlights from*
EWRChicagoFebruary 18 to February 25CA $76
LAXChicagoFebruary 22 to March 3CA $96
DFWChicagoFebruary 20 to February 26CA $123
ATLChicagoFebruary 24 to February 26CA $185
EWRSt. LouisMarch 5 to March 9CA $344
DFWSt. LouisFebruary 20 to February 24CA $539
DFWChicagoMarch 7 to March 8CA $608
HKGChicagoApril 15 to August 5CA $1,444
PEKChicagoFebruary 24 to March 7CA $1,576
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
JFKChicagoFebruary 1 to February 24CA $265
JFKChicagoFebruary 1 to February 24CA $420
PEKChicagoFebruary 2 to February 6CA $2,019
*Prices include taxes and fees

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! (8,450 reviews)
"The staff was wonderful and accommodating. I had high hopes that since i had booked the rooms several months in advanced that they would have been together, but I'm sure that is not something that can be helped. I had a wonderful stay and that is what mattered the most."

Reviewed on 29 Jan. 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! (1,537 reviews)
"Liked everything! Especially Perilla restaurant, excellent, in fact it was rated the best new restaurant in Chicago for 2024. Will stay there again."

Reviewed on 27 Jan. 2025

L7 Chicago by LOTTE
citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
80 East Wacker Place, Chicago, IL
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the bar in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
9.2/10 Wonderful! (2,612 reviews)
"Everything and everyone were great!"

Reviewed on 28 Jan. 2025

citizenM Chicago Downtown
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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)
"It was amazing, easy to get around with bus stops right next to it, and central."

Reviewed on 29 Jan. 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 $76 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 16 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 February. 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 $76 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 $76 and CA $2,019 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.