Flights To Illinois - Cheap Flights Starting at CA $157

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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, Oct. 16 - Thu, Oct. 23
YYC
Calgary Intl.
ORD
O'Hare Intl.
CA $249 Roundtrip, found 12 hours ago
CA $249
Roundtrip
found 12 hours ago
Select WestJet flight, departing Thu, Oct. 16 from Calgary Intl. to O'Hare Intl., returning Thu, Oct. 23, priced at CA $249 found 12 hours ago
Mon, Sep. 8 - Thu, Sep. 11
YUL
Pierre Elliott Trudeau Intl.
MDW
Midway Intl.
CA $250 Roundtrip, found 6 hours ago
CA $250
Roundtrip
found 6 hours ago
Select Porter Airlines flight, departing Mon, Sep. 8 from Pierre Elliott Trudeau Intl. to Midway Intl., returning Thu, Sep. 11, priced at CA $250 found 6 hours ago
Thu, Oct. 16 - Mon, Oct. 20
YYC
Calgary Intl.
ORD
O'Hare Intl.
CA $259 Roundtrip, found 5 hours ago
CA $259
Roundtrip
found 5 hours ago
Select WestJet flight, departing Thu, Oct. 16 from Calgary Intl. to O'Hare Intl., returning Mon, Oct. 20, priced at CA $259 found 5 hours ago
Thu, Sep. 11 - Wed, Sep. 17
YYC
Calgary Intl.
ORD
O'Hare Intl.
CA $261 Roundtrip, found 3 hours ago
CA $261
Roundtrip
found 3 hours ago
Select WestJet flight, departing Thu, Sep. 11 from Calgary Intl. to O'Hare Intl., returning Wed, Sep. 17, priced at CA $261 found 3 hours ago
Fri, Sep. 19 - Tue, Sep. 23
YUL
Pierre Elliott Trudeau Intl.
ORD
O'Hare Intl.
CA $264 Roundtrip, found 19 hours ago
CA $264
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Fri, Sep. 19 from Pierre Elliott Trudeau Intl. to O'Hare Intl., returning Tue, Sep. 23, priced at CA $264 found 19 hours ago
Mon, Nov. 3 - Tue, Nov. 4
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $269 Roundtrip, found 6 days ago
CA $269
Roundtrip
found 6 days ago
Select American Airlines flight, departing Mon, Nov. 3 from Pearson Intl. to O'Hare Intl., returning Tue, Nov. 4, priced at CA $269 found 6 days ago
Fri, Oct. 17 - Mon, Oct. 20
YYC
Calgary Intl.
ORD
O'Hare Intl.
CA $270 Roundtrip, found 6 hours ago
CA $270
Roundtrip
found 6 hours ago
Select WestJet flight, departing Fri, Oct. 17 from Calgary Intl. to O'Hare Intl., returning Mon, Oct. 20, priced at CA $270 found 6 hours ago
Sat, Sep. 27 - Sat, Sep. 27
YYC
Calgary Intl.
ORD
O'Hare Intl.
CA $275 Roundtrip, found 1 day ago
CA $275
Roundtrip
found 1 day ago
Select Air Canada flight, departing Sat, Sep. 27 from Calgary Intl. to O'Hare Intl., returning Sat, Sep. 27, priced at CA $275 found 1 day ago
Fri, Nov. 28 - Sat, Nov. 29
YYC
Calgary Intl.
ORD
O'Hare Intl.
CA $288 Roundtrip, found 2 days ago
CA $288
Roundtrip
found 2 days ago
Select United flight, departing Fri, Nov. 28 from Calgary Intl. to O'Hare Intl., returning Sat, Nov. 29, priced at CA $288 found 2 days ago
Thu, Sep. 11 - Mon, Sep. 15
YYC
Calgary Intl.
ORD
O'Hare Intl.
CA $307 Roundtrip, found 7 hours ago
CA $307
Roundtrip
found 7 hours ago
Select Delta flight, departing Thu, Sep. 11 from Calgary Intl. to O'Hare Intl., returning Mon, Sep. 15, priced at CA $307 found 7 hours ago
Thu, Sep. 11 - Mon, Sep. 15
YYC
Calgary Intl.
ORD
O'Hare Intl.
CA $328 Roundtrip, found 7 hours ago
CA $328
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Thu, Sep. 11 from Calgary Intl. to O'Hare Intl., returning Mon, Sep. 15, priced at CA $328 found 7 hours ago
OriginDestinationTravel datesFlights from*
LAXChicagoSeptember 6 to September 9CA $179
DFWChicagoAugust 16 to August 19CA $229
ATLSt. LouisAugust 15 to August 18CA $231
LGASt. LouisSeptember 28 to September 30CA $271
HKGChicagoOctober 17 to October 19CA $1,166
PEKChicagoSeptember 22 to November 30CA $1,356
SHAChicagoSeptember 25 to October 2CA $1,551
PVGSt. LouisSeptember 2 to October 2CA $1,738
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
ATLChicagoAugust 2 to August 9CA $112
LGAChicagoAugust 3 to August 8CA $338
DFWChicagoAugust 1 to August 4CA $379
DFWSt. LouisAugust 1 to August 2CA $485
JFKChicagoAugust 2 to August 4CA $568
ATLChicagoAugust 1 to August 3CA $750
*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

Oct 16 - Oct 19

3 night stay

Vancouver (YVR) to St. Louis (STL)

United • Non-stop roundtrip • Coach
per person
found 6 hours ago
Park Hyatt Chicago
5.0-star property

Park Hyatt Chicago

Oct 4 - Oct 7

3 night stay

Edmonton (YEG) to Chicago (ORD)

Air Canada • Non-stop roundtrip • Coach
per person
found 9 hours ago
Level Chicago - River North
4.0-star property

Level Chicago - River North

Sep 17 - Sep 24

7 night stay

Ottawa (YOW) to Chicago (ORD)

Air Canada • Non-stop roundtrip • Coach
per person
found 9 hours 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 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! (8,945 reviews)
"Room was extremely warm and air conditioner did not make much difference"

Reviewed on Jul. 23, 2025

Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave, Chicago, IL
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
9/10 Wonderful! (2,104 reviews)
"Room: Bed and living spaces were great. The coffee was awful, worst ever. The mini bar and snack items in-room were ridiculously over priced. The Bathroom had a lot of wasted space. The shower was tiny and the small bathtub is unnecessary and not useful. Restaurants: Jordan’s is one of our favorites, ..."

Reviewed on Jul. 24, 2025

InterContinental Chicago Magnificent Mile by IHG
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! (2,533 reviews)
"Fantastic hotel, very clean and quiet."

Reviewed on Jul. 25, 2025

Hilton Chicago/Magnificent Mile Suites
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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.
8.8/10 Excellent! (1,304 reviews)
"Great location"

Reviewed on Jul. 23, 2025

Crowne Plaza Chicago West Loop by IHG
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 $112 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 20 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 October. 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 $112 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 $112 and CA $1,738 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.