Flights To Illinois - Cheap Flights Starting at CA $176

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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.

Mon, Apr 27 - Thu, Apr 30
YYC
Calgary Intl.
ORD
O'Hare Intl.
CA $283 Roundtrip, found 19 hours ago
CA $283
Roundtrip
found 19 hours ago
Select WestJet flight, departing Mon, Apr 27 from Calgary Intl. to O'Hare Intl., returning Thu, Apr 30, priced at CA $283 found 19 hours ago
Wed, Mar 11 - Tue, Mar 17
YYC
Calgary Intl.
ORD
O'Hare Intl.
CA $287 Roundtrip, found 3 days ago
CA $287
Roundtrip
found 3 days ago
Select Air Canada flight, departing Wed, Mar 11 from Calgary Intl. to O'Hare Intl., returning Tue, Mar 17, priced at CA $287 found 3 days ago
Wed, Apr 1 - Mon, Apr 6
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $303 Roundtrip, found 1 day ago
CA $303
Roundtrip
found 1 day ago
Select United flight, departing Wed, Apr 1 from Pearson Intl. to O'Hare Intl., returning Mon, Apr 6, priced at CA $303 found 1 day ago
Thu, Feb 26 - Sun, Mar 1
YYZ
Pearson Intl.
MDW
Midway Intl.
CA $308 Roundtrip, found 1 hour ago
CA $308
Roundtrip
found 1 hour ago
Select Delta flight, departing Thu, Feb 26 from Pearson Intl. to Midway Intl., returning Sun, Mar 1, priced at CA $308 found 1 hour ago
Thu, Feb 26 - Sun, Mar 1
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $308 Roundtrip, found 1 hour ago
CA $308
Roundtrip
found 1 hour ago
Select Delta flight, departing Thu, Feb 26 from Pearson Intl. to O'Hare Intl., returning Sun, Mar 1, priced at CA $308 found 1 hour ago
Sat, Mar 28 - Sun, Apr 5
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $311 Roundtrip, found 2 hours ago
CA $311
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Sat, Mar 28 from Pearson Intl. to O'Hare Intl., returning Sun, Apr 5, priced at CA $311 found 2 hours ago
Wed, Jun 10 - Mon, Jun 15
YYC
Calgary Intl.
MDW
Midway Intl.
CA $435 Roundtrip, found 2 hours ago
CA $435
Roundtrip
found 2 hours ago
Select Delta flight, departing Wed, Jun 10 from Calgary Intl. to Midway Intl., returning Mon, Jun 15, priced at CA $435 found 2 hours ago
Wed, Feb 25 - Wed, Mar 4
YYZ
Pearson Intl.
STL
Lambert-St. Louis Intl.
CA $498 Roundtrip, found 19 hours ago
CA $498
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Wed, Feb 25 from Pearson Intl. to Lambert-St. Louis Intl., returning Wed, Mar 4, priced at CA $498 found 19 hours ago
OriginDestinationTravel datesFlights from*
EWRChicagoMarch 2 to March 4CA $77
ATLChicagoFebruary 10 to February 11CA $127
DFWChicagoFebruary 19 to February 23CA $173
ATLChicagoFebruary 26 to March 1CA $245
LAXChicagoApril 25 to April 29CA $246
EWRChicagoApril 20 to April 27CA $283
ATLSt. LouisFebruary 14 to February 16CA $307
DFWChicagoMay 1 to May 4CA $316
LAXChicagoFebruary 22 to March 1CA $840
PVGChicagoFebruary 15 to February 22CA $1,746
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
LGAChicagoJanuary 30 to February 4CA $120
LGASt. LouisJanuary 30 to February 22CA $518
*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

Feb 21 - Feb 24

3 night stay

Toronto (YYZ) to St. Louis (STL)

Air Canada • Coach

St. Louis (STL) to Toronto (YYZ)

American Airlines • Coach
Price was CA $1,054, price is now CA $798 per person
CA $798
per person
found 23 hours ago
Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

Mar 21 - Mar 25

4 night stay

Toronto (YYZ) to Chicago (ORD)

Air Canada • Coach

Chicago (ORD) to Toronto (YYZ)

United • Coach
Price was CA $1,847, price is now CA $1,282 per person
CA $1,282
per person
found 1 day ago
Pendry Chicago
4.5-star property

Pendry Chicago

Mar 21 - Mar 25

4 night stay

Toronto (YYZ) to Chicago (ORD)

Air Canada • Coach

Chicago (ORD) to Toronto (YYZ)

United • Coach
Price was CA $1,143, price is now CA $867 per person
CA $867
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 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
8/10 Very Good! (9,829 reviews)
Yes perfectly clean

Reviewed on Jan 24, 2026

Opens in a new windowCongress Plaza Hotel
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 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.
8.4/10 Very Good! (5,586 reviews)
More housekeeping staff.

Reviewed on Jan 23, 2026

Opens in a new windowEmbassy Suites by Hilton Chicago Downtown River North
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
9.2/10 Wonderful! (3,245 reviews)
Every thing was perfect

Reviewed on Jan 26, 2026

Opens in a new windowHotel Riu Plaza Chicago
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Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Book a stay at this 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 Soldier Field are located nearby.
8.4/10 Very Good! (2,584 reviews)
My stay was truly amazing. Thank you and appreciate the hotel hospitality

Reviewed on Jan 25, 2026

Opens in a new windowHilton 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 $77 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 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 $77 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 $77 and CA $1,746 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.