Flights To Illinois - Cheap Flights Starting at CA $198

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Jet to one of Illinois's top cities

A city skyline with modern skyscrapers and a river with boats and people in the foreground.

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.

Sat, Nov 28 - Tue, Dec 1
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $322 Roundtrip, just found
CA $322
Roundtrip
just found
Select United flight, departing Sat, Nov 28 from Pearson Intl. to O'Hare Intl., returning Tue, Dec 1, priced at CA $322 just found
Sat, Sep 26 - Sat, Oct 3
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $322 Roundtrip, just found
CA $322
Roundtrip
just found
Select American Airlines flight, departing Sat, Sep 26 from Pearson Intl. to O'Hare Intl., returning Sat, Oct 3, priced at CA $322 just found
Sat, Sep 26 - Sat, Oct 3
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $326 Roundtrip, just found
CA $326
Roundtrip
just found
Select Air Canada flight, departing Sat, Sep 26 from Pearson Intl. to O'Hare Intl., returning Sat, Oct 3, priced at CA $326 just found
Tue, Sep 29 - Thu, Oct 1
YYZ
Pearson Intl.
MDW
Midway Intl.
CA $330 Roundtrip, just found
CA $330
Roundtrip
just found
Select Delta flight, departing Tue, Sep 29 from Pearson Intl. to Midway Intl., returning Thu, Oct 1, priced at CA $330 just found
Sat, Dec 5 - Fri, Dec 11
YYC
Calgary Intl.
ORD
O'Hare Intl.
CA $354 Roundtrip, just found
CA $354
Roundtrip
just found
Select United flight, departing Sat, Dec 5 from Calgary Intl. to O'Hare Intl., returning Fri, Dec 11, priced at CA $354 just found
Wed, Nov 18 - Tue, Nov 24
YYC
Calgary Intl.
MDW
Midway Intl.
CA $452 Roundtrip, found 16 hours ago
CA $452
Roundtrip
found 16 hours ago
Select Delta flight, departing Wed, Nov 18 from Calgary Intl. to Midway Intl., returning Tue, Nov 24, priced at CA $452 found 16 hours ago
Wed, Oct 7 - Wed, Oct 14
YYC
Calgary Intl.
STL
Lambert-St. Louis Intl.
CA $627 Roundtrip, found 18 hours ago
CA $627
Roundtrip
found 18 hours ago
Select Air Canada flight, departing Wed, Oct 7 from Calgary Intl. to Lambert-St. Louis Intl., returning Wed, Oct 14, priced at CA $627 found 18 hours ago
Thu, Oct 1 - Sat, Oct 10
YYZ
Pearson Intl.
STL
Lambert-St. Louis Intl.
CA $699 Roundtrip, found 7 hours ago
CA $699
Roundtrip
found 7 hours ago
Select Delta flight, departing Thu, Oct 1 from Pearson Intl. to Lambert-St. Louis Intl., returning Sat, Oct 10, priced at CA $699 found 7 hours ago
OriginDestinationTravel datesFlights from*
ATLSt. LouisNovember 7 to November 10CA $161
LAXChicagoOctober 10 to October 17CA $301
ATLChicagoOctober 21 to October 24CA $329
JFKChicagoSeptember 26 to September 28CA $374
DFWChicagoOctober 5 to October 10CA $387
DALChicagoOctober 6 to November 14CA $387
ATLChicagoOctober 4 to October 7CA $404
LAXChicagoOctober 10 to October 17CA $452
DFWSt. LouisSeptember 28 to September 30CA $462
EWRChicagoOctober 2 to October 3CA $487
LAXSt. LouisOctober 23 to October 24CA $489
DFWSavoyOctober 27 to October 31CA $719
HKGChicagoNovember 25 to December 4CA $1,215
PVGChicagoOctober 26 to November 4CA $1,476
PEKChicagoSeptember 23 to September 29CA $1,565
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
JFKChicagoSeptember 11 to September 14CA $426
ATLChicagoSeptember 12 to September 15CA $561
LAXChicagoSeptember 12 to September 23CA $562
ATLChicagoSeptember 13 to September 19CA $600
DFWChicagoSeptember 12 to September 13CA $734
DFWSt. LouisSeptember 12 to September 13CA $737
LAXSt. LouisSeptember 11 to September 18CA $943
EWRSt. LouisSeptember 13 to September 18CA $2,193
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection
4.5-star property

The Talbott, Autograph Collection

Nov 12 - Nov 16

4 night stay

Detroit (DTW) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Detroit (DTW)

Delta • Coach
Price was CA $1,321, price is now CA $904 per person
CA $904
per person
found 2 hours ago
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Nov 12 - Nov 16

4 night stay

Detroit (DTW) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Detroit (DTW)

Delta • Coach
Price was CA $1,605, price is now CA $996 per person
CA $996
per person
found 2 hours ago
Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

Nov 12 - Nov 16

4 night stay

Detroit (DTW) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Detroit (DTW)

Delta • Coach
Price was CA $2,355, price is now CA $1,541 per person
CA $1,541
per person
found 2 hours ago
Don't see what you're looking for?
See all available trips from Detroit to Illinois
View all trips

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.
8/10 Very good! (10,327 reviews)
"It's an old building and I ❤️ it it beautiful inside and out. Going back i will be staying there"

Reviewed on Sep 8, 2026

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.
Opens in a new windowThe Chicago Hotel Collection Ambassador Gold Coast
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

4 out of 5
One Superior Place Chicago IL
Stay at this aparthotel in Chicago. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
9.4/10 Exceptional! (890 reviews)
"Great spot!"

Reviewed on Sep 7, 2026

Opens in a new windowKasa Magnificent Mile Chicago
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
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.
8.8/10 Excellent! (5,432 reviews)
"Cute clean spot. The staff was absolutely exceptional. Service with a smile, but not a put on. Helpful and accommodating. Will definitely stay again."

Reviewed on Sep 8, 2026

Opens in a new windowRiver 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 $161 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 November. 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 $161 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 $161 and CA $2,193 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.

Explore More Ways to Travel with Travelocity