Flights To Illinois - Cheap Flights Starting at CA $216

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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.

Wed., 11 Dec. - Wed., 11 Dec.
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $327 Roundtrip, found 2 days ago
CA $327
Roundtrip
found 2 days ago
Select United flight, departing Wed., 11 Dec. from Pearson Intl. to O'Hare Intl., returning Wed., 11 Dec., priced at CA $327 found 2 days ago
Tue., 10 Dec. - Tue., 14 Jan.
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $352 Roundtrip, found 3 days ago
CA $352
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue., 10 Dec. from Pearson Intl. to O'Hare Intl., returning Tue., 14 Jan., priced at CA $352 found 3 days ago
Sat., 7 Dec. - Thu., 12 Dec.
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $353 Roundtrip, found 5 days ago
CA $353
Roundtrip
found 5 days ago
Select Delta flight, departing Sat., 7 Dec. from Pearson Intl. to O'Hare Intl., returning Thu., 12 Dec., priced at CA $353 found 5 days ago
Sun., 15 Dec. - Mon., 16 Dec.
YYZ
Pearson Intl.
MDW
Midway Intl.
CA $353 Roundtrip, found 4 days ago
CA $353
Roundtrip
found 4 days ago
Select Delta flight, departing Sun., 15 Dec. from Pearson Intl. to Midway Intl., returning Mon., 16 Dec., priced at CA $353 found 4 days ago
Sat., 7 Dec. - Thu., 12 Dec.
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $366 Roundtrip, found 5 days ago
CA $366
Roundtrip
found 5 days ago
Select Air Canada flight, departing Sat., 7 Dec. from Pearson Intl. to O'Hare Intl., returning Thu., 12 Dec., priced at CA $366 found 5 days ago
Sun., 15 Dec. - Tue., 24 Dec.
YTZ
Billy Bishop Toronto City
MDW
Midway Intl.
CA $370 Roundtrip, just found
CA $370
Roundtrip
just found
Select Porter Airlines flight, departing Sun., 15 Dec. from Billy Bishop Toronto City to Midway Intl., returning Tue., 24 Dec., priced at CA $370 just found
Sun., 15 Dec. - Tue., 24 Dec.
YTZ
Billy Bishop Toronto City
MDW
Midway Intl.
CA $412 Roundtrip, just found
CA $412
Roundtrip
just found
Select Air Transat flight, departing Sun., 15 Dec. from Billy Bishop Toronto City to Midway Intl., returning Tue., 24 Dec., priced at CA $412 just found
Tue., 17 Dec. - Tue., 17 Dec.
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $429 Roundtrip, found 2 days ago
CA $429
Roundtrip
found 2 days ago
Select WestJet flight, departing Tue., 17 Dec. from Pearson Intl. to O'Hare Intl., returning Tue., 17 Dec., priced at CA $429 found 2 days ago
OriginDestinationTravel datesFlights from*
EWRChicagoDecember 6 to December 10CA $93
DFWChicagoDecember 5 to December 9CA $121
ATLChicagoDecember 14 to December 17CA $160
LAXChicagoDecember 9 to December 16CA $227
ATLChicagoDecember 14 to December 17CA $285
EWRSt. LouisDecember 31 to January 14CA $344
EWRChicagoDecember 27 to January 4CA $407
LAXSt. LouisDecember 6 to December 10CA $835
HKGChicagoFebruary 6 to February 12CA $1,239
PVGChicagoFebruary 13 to February 19CA $1,396
PEKChicagoJanuary 16 to February 15CA $1,676
XIYChicagoFebruary 10 to February 23CA $1,845
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
EWRChicagoNovember 23 to November 25CA $330
DALSt. LouisNovember 24 to December 5CA $421
EWRSt. LouisNovember 23 to December 10CA $540
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Ambassador Chicago, part of JdV by Hyatt
4.0-star property

Ambassador Chicago, part of JdV by Hyatt

Dec. 25 - Jan. 1

7 night stay

Toronto (YTO) to Chicago (ORD)

Air Canada • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 17 hours ago
The Wildwood Hotel
3.5-star property

The Wildwood Hotel

Jan. 2 - Jan. 8

6 night stay

Toronto (YYZ) to St. Louis (STL)

Air Canada • Roundtrip • Coach
per person
found 19 hours ago
Pendry Chicago
4.5-star property

Pendry Chicago

Dec. 4 - Dec. 9

5 night stay

Edmonton (YEG) to Chicago (ORD)

United • Non-stop • Coach

Chicago (ORD) to Edmonton (YEG)

Air Canada • Non-stop • Coach
per person
found 1 day ago
Don't see what you're looking for?
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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 Grant Park and Art Institute of Chicago are located nearby.
7.8/10 Good! (8,116 reviews)
"Great staff made the stay worth it. Will go back when I return to Chicago."

Reviewed on 19 Nov. 2024

Congress Plaza Hotel
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive, Chicago, IL
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 rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
8.6/10 Excellent! (3,538 reviews)
"Great location. Rooms were tight but it doesn’t really matter for a weekend trip. Would stay here again."

Reviewed on 19 Nov. 2024

River Hotel
The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
909 North Michigan Ave, Chicago, IL
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
8.6/10 Excellent! (1,000 reviews)
"The staff was very welcoming. The rooms were clean. Great location and view! Good cocktails!"

Reviewed on 19 Nov. 2024

The Westin Michigan Avenue Chicago
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Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street, Chicago, IL
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
8.4/10 Very Good! (3,260 reviews)
"Great place"

Reviewed on 19 Nov. 2024

Club Quarters Hotel, Central Loop, 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 $93 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 15 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 December. 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 $93 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 $93 and CA $1,845 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.