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., Jun. 3 - Tue., Jun. 3
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $312 Roundtrip, found 6 days ago
CA $312
Roundtrip
found 6 days ago
Select Delta flight, departing Tue., Jun. 3 from Pearson Intl. to O'Hare Intl., returning Tue., Jun. 3, priced at CA $312 found 6 days ago
Wed., Apr. 23 - Wed., Apr. 30
YYZ
Pearson Intl.
MDW
Midway Intl.
CA $320 Roundtrip, found 6 days ago
CA $320
Roundtrip
found 6 days ago
Select Delta flight, departing Wed., Apr. 23 from Pearson Intl. to Midway Intl., returning Wed., Apr. 30, priced at CA $320 found 6 days ago
Thu., May 8 - Mon., May 12
YYZ
Pearson Intl.
MDW
Midway Intl.
CA $331 Roundtrip, found 16 hours ago
CA $331
Roundtrip
found 16 hours ago
Select Delta flight, departing Thu., May 8 from Pearson Intl. to Midway Intl., returning Mon., May 12, priced at CA $331 found 16 hours ago
Tue., Apr. 29 - Tue., May 6
YYZ
Pearson Intl.
MDW
Midway Intl.
CA $332 Roundtrip, found 1 day ago
CA $332
Roundtrip
found 1 day ago
Select Delta flight, departing Tue., Apr. 29 from Pearson Intl. to Midway Intl., returning Tue., May 6, priced at CA $332 found 1 day ago
Tue., Apr. 22 - Tue., Apr. 29
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $344 Roundtrip, just found
CA $344
Roundtrip
just found
Select American Airlines flight, departing Tue., Apr. 22 from Pearson Intl. to O'Hare Intl., returning Tue., Apr. 29, priced at CA $344 just found
Tue., Apr. 29 - Thu., May 1
YYZ
Pearson Intl.
MDW
Midway Intl.
CA $345 Roundtrip, found 6 days ago
CA $345
Roundtrip
found 6 days ago
Select Delta flight, departing Tue., Apr. 29 from Pearson Intl. to Midway Intl., returning Thu., May 1, priced at CA $345 found 6 days ago
Sat., Aug. 9 - Mon., Aug. 11
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $362 Roundtrip, found 22 hours ago
CA $362
Roundtrip
found 22 hours ago
Select United flight, departing Sat., Aug. 9 from Pearson Intl. to O'Hare Intl., returning Mon., Aug. 11, priced at CA $362 found 22 hours ago
Sat., Aug. 9 - Mon., Aug. 11
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $362 Roundtrip, found 22 hours ago
CA $362
Roundtrip
found 22 hours ago
Select Air Canada flight, departing Sat., Aug. 9 from Pearson Intl. to O'Hare Intl., returning Mon., Aug. 11, priced at CA $362 found 22 hours ago
Thu., May 22 - Mon., May 26
YOW
Macdonald-Cartier Intl.
MDW
Midway Intl.
CA $370 Roundtrip, found 16 hours ago
CA $370
Roundtrip
found 16 hours ago
Select Porter Airlines flight, departing Thu., May 22 from Macdonald-Cartier Intl. to Midway Intl., returning Mon., May 26, priced at CA $370 found 16 hours ago
OriginDestinationTravel datesFlights from*
LGAChicagoMay 1 to May 4CA $101
DFWChicagoMay 9 to May 12CA $141
ATLChicagoJune 6 to June 9CA $162
LAXChicagoApril 18 to April 26CA $199
EWRChicagoApril 28 to April 30CA $362
ATLChicagoJune 6 to June 12CA $411
LAXChicagoApril 18 to April 21CA $424
CANChicagoMay 1 to May 5CA $1,743
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
LAXChicagoApril 6 to April 12CA $435
DFWChicagoApril 4 to April 6CA $448
EWRChicagoApril 4 to April 6CA $482
EWRSavoyApril 6 to April 16CA $720
LAXSt. LouisApril 6 to April 7CA $1,005
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
The Wildwood Hotel
3.5-star property

The Wildwood Hotel

Jun. 8 - Jun. 13

5 night stay

Toronto (YYZ) to St. Louis (STL)

Air Canada • Roundtrip • Coach
Save 100% on your flight
per person
found 20 hours ago
Swissotel - Chicago
4.5-star property

Swissotel - Chicago

Apr. 18 - Apr. 22

4 night stay

Detroit (DTW) to Chicago (ORD)

Delta • Roundtrip • Coach
Save 100% on your flight
per person
found 17 hours ago
Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

Apr. 18 - Apr. 22

4 night stay

Detroit (DTW) to Chicago (ORD)

Delta • Roundtrip • Coach
Save 100% on your flight
per person
found 17 hours ago
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Travelers ❤️ These Illinois 🏨

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
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 our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
8.6/10 Excellent! (1,028 reviews)
"did a last minute booking for a great price. everything you need was walking distance."

Reviewed on Mar. 31, 2025

Crowne Plaza Chicago West Loop by IHG
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! (2,018 reviews)
"Great service. In the heart of Downtown Chicago. Would definitely stay again."

Reviewed on Mar. 31, 2025

Swissotel - Chicago
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! (3,818 reviews)
"The employees and the facility/hotel were excellent. My brother was celebrating his 50th birthday and stated, "I am living my best life." I have always loved the Embassy Suites Hotel."

Reviewed on Apr. 1, 2025

Embassy Suites by Hilton Chicago Downtown River North
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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! (3,982 reviews)
"Cleaniness of our room. Did not look like it had been vacummed. Very dusty."

Reviewed on Mar. 31, 2025

River Hotel
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 $101 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 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 $101 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 $101 and CA $1,743 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.