Flights To Illinois - Cheap Flights Starting at CA $125

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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, Dec 10 - Mon, Dec 14
SFO
San Francisco Intl.
ORD
O'Hare Intl.
CA $247 Roundtrip, found 6 days ago
CA $247
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Dec 10 from San Francisco Intl. to O'Hare Intl., returning Mon, Dec 14, priced at CA $247 found 6 days ago
Thu, Dec 3 - Mon, Dec 7
SFO
San Francisco Intl.
STL
Lambert-St. Louis Intl.
CA $287 Roundtrip, found 4 days ago
CA $287
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Dec 3 from San Francisco Intl. to Lambert-St. Louis Intl., returning Mon, Dec 7, priced at CA $287 found 4 days ago
Sat, Dec 5 - Mon, Dec 7
SFO
San Francisco Intl.
ORD
O'Hare Intl.
CA $312 Roundtrip, found 1 day ago
CA $312
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Sat, Dec 5 from San Francisco Intl. to O'Hare Intl., returning Mon, Dec 7, priced at CA $312 found 1 day ago
Wed, Dec 9 - Mon, Dec 14
SFO
San Francisco Intl.
ORD
O'Hare Intl.
CA $340 Roundtrip, found 2 days ago
CA $340
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Dec 9 from San Francisco Intl. to O'Hare Intl., returning Mon, Dec 14, priced at CA $340 found 2 days ago
Wed, Dec 9 - Mon, Dec 14
SFO
San Francisco Intl.
MDW
Midway Intl.
CA $368 Roundtrip, found 2 days ago
CA $368
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Dec 9 from San Francisco Intl. to Midway Intl., returning Mon, Dec 14, priced at CA $368 found 2 days ago
Wed, Dec 9 - Mon, Dec 14
SFO
San Francisco Intl.
ORD
O'Hare Intl.
CA $368 Roundtrip, found 2 days ago
CA $368
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Dec 9 from San Francisco Intl. to O'Hare Intl., returning Mon, Dec 14, priced at CA $368 found 2 days ago
Thu, Jan 21 - Sun, Jan 24
YYC
Calgary Intl.
MDW
Midway Intl.
CA $425 Roundtrip, found 15 hours ago
CA $425
Roundtrip
found 15 hours ago
Select Delta flight, departing Thu, Jan 21 from Calgary Intl. to Midway Intl., returning Sun, Jan 24, priced at CA $425 found 15 hours ago
Thu, Nov 12 - Thu, Nov 19
YVR
Vancouver Intl.
STL
Lambert-St. Louis Intl.
CA $470 Roundtrip, found 11 hours ago
CA $470
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Thu, Nov 12 from Vancouver Intl. to Lambert-St. Louis Intl., returning Thu, Nov 19, priced at CA $470 found 11 hours ago
Fri, Feb 26 - Tue, Mar 9
YYC
Calgary Intl.
ORD
O'Hare Intl.
CA $472 Roundtrip, found 2 days ago
CA $472
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, Feb 26 from Calgary Intl. to O'Hare Intl., returning Tue, Mar 9, priced at CA $472 found 2 days ago
Thu, Nov 12 - Thu, Nov 19
YVR
Vancouver Intl.
STL
Lambert-St. Louis Intl.
CA $504 Roundtrip, found 11 hours ago
CA $504
Roundtrip
found 11 hours ago
Select United flight, departing Thu, Nov 12 from Vancouver Intl. to Lambert-St. Louis Intl., returning Thu, Nov 19, priced at CA $504 found 11 hours ago
Tue, Apr 20 - Tue, Apr 27
YYC
Calgary Intl.
ORD
O'Hare Intl.
CA $514 Roundtrip, found 2 days ago
CA $514
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Apr 20 from Calgary Intl. to O'Hare Intl., returning Tue, Apr 27, priced at CA $514 found 2 days ago
OriginDestinationTravel datesFlights from*
ATLSt. LouisDecember 2 to December 7CA $72
ATLChicagoNovember 18 to November 26CA $82
DFWChicagoDecember 2 to December 9CA $113
ATLChicagoDecember 24 to December 29CA $152
DFWChicagoDecember 2 to December 9CA $154
DFWSt. LouisNovember 13 to November 15CA $194
LAXChicagoDecember 8 to December 9CA $195
LAXSt. LouisDecember 4 to December 9CA $200
LGAChicagoFebruary 3 to February 10CA $280
EWRChicagoJanuary 21 to January 23CA $314
LAXChicagoNovember 24 to December 1CA $484
LGASt. LouisDecember 31 to January 3CA $610
HKGChicagoNovember 16 to December 1CA $1,265
PVGChicagoNovember 19 to December 2CA $1,599
PEKChicagoDecember 20 to February 20CA $1,667
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
DFWChicagoNovember 7 to November 7CA $407
DFWChicagoNovember 7 to November 7CA $407
ATLChicagoNovember 6 to November 8CA $476
ATLChicagoNovember 8 to November 11CA $509
LAXChicagoNovember 6 to November 9CA $561
LAXChicagoNovember 8 to November 11CA $668
DFWSpringfieldNovember 7 to November 10CA $720
LAXSt. LouisNovember 6 to November 8CA $1,047
HKGChicagoNovember 8 to November 12CA $1,319
XIYChicagoNovember 8 to November 12CA $1,777
ATLSt. LouisNovember 6 to November 8CA $2,115
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Pendry Chicago
4.5-star property

Pendry Chicago

Jan 2 - Jan 7

5 night stay

Toronto (YYZ) to Chicago (ORD)

American Airlines • Roundtrip • Coach
Price was CA $1,637, price is now CA $1,188 per person
CA $1,188
per person
found 8 hours ago
The Wildwood Hotel
3.5-star property

The Wildwood Hotel

Nov 12 - Nov 19

7 night stay

Toronto (YYZ) to St. Louis (STL)

American Airlines • Non-stop roundtrip • Coach
Price was CA $2,238, price is now CA $1,430 per person
CA $1,430
per person
found 8 hours ago
The Peninsula Chicago
5.0-star property

The Peninsula Chicago

Jan 2 - Jan 7

5 night stay

Toronto (YYZ) to Chicago (ORD)

American Airlines • Roundtrip • Coach
Price was CA $3,080, price is now CA $2,027 per person
CA $2,027
per person
found 8 hours ago
Don't see what you're looking for?
See all available trips from Toronto to Illinois
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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! (2,619 reviews)
"This hotel is awful. Check in person was unfriendly and uncommunicative. Room Is, quite frankly, scary. Down a dilapidated hallway with padlocks on the fuse boxes. The room itself is dingy, dreary and needs updates. Has three pictures on the walls the sizes of postcards. Carpet is so filthy I didn’t ..."

Reviewed on Oct 30, 2026

Opens in a new windowThe Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Book a stay at this 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.
Opens in a new windowRiver Hotel
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The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Navy Pier are located nearby.
Opens in a new windowThe Wade
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 $72 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 December. 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 $72 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 $72 and CA $2,115 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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