Flights To Illinois - Cheap Flights Starting at CA $185

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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, Sep 24 - Mon, Sep 28
YTZ
Billy Bishop Toronto City
MDW
Midway Intl.
CA $309 Roundtrip, just found
CA $309
Roundtrip
just found
Select Porter Airlines flight, departing Thu, Sep 24 from Billy Bishop Toronto City to Midway Intl., returning Mon, Sep 28, priced at CA $309 just found
Fri, Dec 4 - Sun, Dec 6
YTZ
Billy Bishop Toronto City
ORD
O'Hare Intl.
CA $309 Roundtrip, just found
CA $309
Roundtrip
just found
Select Porter Airlines flight, departing Fri, Dec 4 from Billy Bishop Toronto City to O'Hare Intl., returning Sun, Dec 6, priced at CA $309 just found
Fri, Aug 21 - Sun, Aug 23
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $330 Roundtrip, found 2 hours ago
CA $330
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Fri, Aug 21 from Pearson Intl. to O'Hare Intl., returning Sun, Aug 23, priced at CA $330 found 2 hours ago
Fri, Oct 16 - Sun, Oct 18
YXX
Abbotsford Intl.
ORD
O'Hare Intl.
CA $398 Roundtrip, found 2 days ago
CA $398
Roundtrip
found 2 days ago
Select WestJet flight, departing Fri, Oct 16 from Abbotsford Intl. to O'Hare Intl., returning Sun, Oct 18, priced at CA $398 found 2 days ago
Wed, Oct 7 - Sat, Oct 10
YVR
Vancouver Intl.
STL
Lambert-St. Louis Intl.
CA $431 Roundtrip, found 3 days ago
CA $431
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Oct 7 from Vancouver Intl. to Lambert-St. Louis Intl., returning Sat, Oct 10, priced at CA $431 found 3 days ago
Fri, Sep 4 - Thu, Sep 10
YVR
Vancouver Intl.
ORD
O'Hare Intl.
CA $471 Roundtrip, just found
CA $471
Roundtrip
just found
Select WestJet flight, departing Fri, Sep 4 from Vancouver Intl. to O'Hare Intl., returning Thu, Sep 10, priced at CA $471 just found
Tue, Oct 6 - Sun, Oct 11
YVR
Vancouver Intl.
STL
Lambert-St. Louis Intl.
CA $476 Roundtrip, found 3 days ago
CA $476
Roundtrip
found 3 days ago
Select Air Canada flight, departing Tue, Oct 6 from Vancouver Intl. to Lambert-St. Louis Intl., returning Sun, Oct 11, priced at CA $476 found 3 days ago
Tue, Oct 6 - Tue, Oct 13
YVR
Vancouver Intl.
STL
Lambert-St. Louis Intl.
CA $479 Roundtrip, found 3 days ago
CA $479
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Oct 6 from Vancouver Intl. to Lambert-St. Louis Intl., returning Tue, Oct 13, priced at CA $479 found 3 days ago
Tue, Sep 15 - Wed, Sep 16
YVR
Vancouver Intl.
ORD
O'Hare Intl.
CA $531 Roundtrip, found 13 hours ago
CA $531
Roundtrip
found 13 hours ago
Select United flight, departing Tue, Sep 15 from Vancouver Intl. to O'Hare Intl., returning Wed, Sep 16, priced at CA $531 found 13 hours ago
Wed, Oct 21 - Sun, Oct 25
YVR
Vancouver Intl.
ORD
O'Hare Intl.
CA $533 Roundtrip, found 14 hours ago
CA $533
Roundtrip
found 14 hours ago
Select Alaska Airlines flight, departing Wed, Oct 21 from Vancouver Intl. to O'Hare Intl., returning Sun, Oct 25, priced at CA $533 found 14 hours ago
Sat, Sep 5 - Fri, Sep 11
YVR
Vancouver Intl.
ORD
O'Hare Intl.
CA $538 Roundtrip, found 2 days ago
CA $538
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat, Sep 5 from Vancouver Intl. to O'Hare Intl., returning Fri, Sep 11, priced at CA $538 found 2 days ago
OriginDestinationTravel datesFlights from*
LGAChicagoAugust 17 to August 19CA $325
LAXChicagoSeptember 14 to September 21CA $352
EWRChicagoAugust 20 to August 24CA $395
DFWChicagoOctober 19 to October 21CA $418
ATLChicagoOctober 21 to October 24CA $421
LAXSt. LouisAugust 26 to September 2CA $463
LAXChicagoAugust 20 to August 23CA $735
DFWSt. LouisOctober 8 to October 12CA $1,005
HKGChicagoSeptember 10 to September 23CA $1,031
ATLSt. LouisOctober 7 to October 9CA $1,139
PEKChicagoSeptember 23 to September 30CA $1,459
PVGChicagoOctober 4 to October 20CA $1,671
HKGSt. LouisAugust 25 to September 18CA $2,224
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
LGAChicagoAugust 1 to August 11CA $430
JFKChicagoAugust 1 to August 11CA $513
DFWChicagoAugust 1 to August 5CA $551
ATLChicagoAugust 2 to August 6CA $630
LAXChicagoAugust 1 to August 4CA $649
LAXSt. LouisAugust 1 to August 6CA $915
ATLSt. LouisAugust 2 to August 4CA $2,221
*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

Sep 4 - Sep 6

2 night stay

Toronto (YTO) to Chicago (ORD)

Air Canada • Roundtrip • Coach
Price was CA $1,396, price is now CA $925 per person
CA $925
per person
found 1 day ago
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Sep 25 - Sep 28

3 night stay

Hamilton (YHM) to Chicago (ORD)

Air Canada • Non-stop roundtrip • Coach
Price was CA $1,699, price is now CA $1,088 per person
CA $1,088
per person
found 1 day ago
The Wildwood Hotel
3.5-star property

The Wildwood Hotel

Sep 21 - Sep 28

7 night stay

Toronto (YTO) to St. Louis (STL)

American Airlines • Non-stop roundtrip • Coach
Price was CA $1,971, price is now CA $1,320 per person
CA $1,320
per person
found 21 hours 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 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
Opens in a new windowCongress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
8/10 Very good! (1,863 reviews)
"Towels and wash clothes leave white microfibers all over your skin and hair."

Reviewed on Jul 30, 2026

Opens in a new windowThe Chicago Hotel Collection Ambassador Gold Coast
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rosemont Theatre and Fashion Outlets of Chicago are located nearby.
Opens in a new windowHyatt Regency O'Hare Chicago
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Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Opens in a new windowOmni Chicago 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 $309 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 September. 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 $309 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 $309 and CA $2,224 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.

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