Flights To Illinois - Cheap Flights Starting at CA $159

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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.

Thu., Jun. 26 - Tue., Jul. 8
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $266 Roundtrip, found 5 days ago
CA $266
Roundtrip
found 5 days ago
Select United flight, departing Thu., Jun. 26 from Pearson Intl. to O'Hare Intl., returning Tue., Jul. 8, priced at CA $266 found 5 days ago
Tue., Aug. 19 - Tue., Aug. 26
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $274 Roundtrip, found 5 days ago
CA $274
Roundtrip
found 5 days ago
Select Air Canada flight, departing Tue., Aug. 19 from Pearson Intl. to O'Hare Intl., returning Tue., Aug. 26, priced at CA $274 found 5 days ago
Mon., May 26 - Sat., May 31
YYZ
Pearson Intl.
MDW
Midway Intl.
CA $293 Roundtrip, found 5 days ago
CA $293
Roundtrip
found 5 days ago
Select Delta flight, departing Mon., May 26 from Pearson Intl. to Midway Intl., returning Sat., May 31, priced at CA $293 found 5 days ago
Mon., May 26 - Sat., May 31
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $293 Roundtrip, found 5 days ago
CA $293
Roundtrip
found 5 days ago
Select Delta flight, departing Mon., May 26 from Pearson Intl. to O'Hare Intl., returning Sat., May 31, priced at CA $293 found 5 days ago
Thu., Jun. 5 - Sun., Jun. 8
YTZ
Billy Bishop Toronto City
MDW
Midway Intl.
CA $299 Roundtrip, just found
CA $299
Roundtrip
just found
Select Porter Airlines flight, departing Thu., Jun. 5 from Billy Bishop Toronto City to Midway Intl., returning Sun., Jun. 8, priced at CA $299 just found
Thu., May 22 - Sun., May 25
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $308 Roundtrip, just found
CA $308
Roundtrip
just found
Select American Airlines flight, departing Thu., May 22 from Pearson Intl. to O'Hare Intl., returning Sun., May 25, priced at CA $308 just found
Thu., Jun. 5 - Sun., Jun. 8
YTZ
Billy Bishop Toronto City
MDW
Midway Intl.
CA $341 Roundtrip, just found
CA $341
Roundtrip
just found
Select Air Transat flight, departing Thu., Jun. 5 from Billy Bishop Toronto City to Midway Intl., returning Sun., Jun. 8, priced at CA $341 just found
Tue., Jun. 3 - Fri., Jun. 6
YTZ
Billy Bishop Toronto City
ORD
O'Hare Intl.
CA $349 Roundtrip, found 6 days ago
CA $349
Roundtrip
found 6 days ago
Select Air Canada flight, departing Tue., Jun. 3 from Billy Bishop Toronto City to O'Hare Intl., returning Fri., Jun. 6, priced at CA $349 found 6 days ago
OriginDestinationTravel datesFlights from*
ATLChicagoMay 15 to May 19CA $86
LGAChicagoMay 25 to June 3CA $108
LAXChicagoMay 27 to May 28CA $139
DFWSt. LouisJune 12 to June 15CA $320
ATLSt. LouisJune 14 to June 15CA $918
HKGChicagoJune 5 to June 20CA $1,553
PVGChicagoJune 8 to June 22CA $1,577
PEKSt. LouisMay 16 to May 20CA $1,998
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
JFKChicagoMay 3 to May 4CA $364
DFWChicagoMay 4 to May 7CA $386
LAXChicagoMay 2 to May 4CA $494
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

Jun. 5 - Jun. 9

4 night stay

Edmonton (YEG) to Chicago (ORD)

Air Canada • Non-stop 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 28 - Jun. 1

4 night stay

Edmonton (YEG) to Chicago (ORD)

Air Canada • Roundtrip • Coach
Save 100% on your flight
per person
found 6 hours ago
Level Chicago - River North
4.0-star property

Level Chicago - River North

May 28 - Jun. 1

4 night stay

Edmonton (YEG) to Chicago (ORD)

Air Canada • Roundtrip • Coach
Save 100% on your flight
per person
found 6 hours ago
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Travelers ❤️ These 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
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. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
8.2/10 Very Good! (3,960 reviews)
"I loved this place nice,clean I would highly recommend"

Reviewed on Apr. 28, 2025

Embassy Suites by Hilton Chicago Downtown River North
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! (8,721 reviews)
Great stay.
"I really enjoyed the hotel. I loved how they kept the old doors, but had modern amenities. When I arrived I did not have any plans, but I noticed there was an opera playing and it was put on by the school and to be able to see students put on an opera in a historic building is something you don't ..."

Reviewed on Apr. 30, 2025

Congress Plaza Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
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 staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
8.8/10 Excellent! (2,168 reviews)
"Easy accessible to all Chicago has to offer"

Reviewed on Apr. 30, 2025

Hilton Chicago/Magnificent Mile Suites
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Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
323 E Wacker Dr, Chicago, IL
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 the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
8.8/10 Excellent! (2,074 reviews)
"Near the conference and the room accommodation"

Reviewed on Apr. 30, 2025

Swissotel - 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 $86 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 June. 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 $86 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 $86 and CA $1,998 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.