Flights To Illinois - Cheap Flights Starting at CA $180

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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., Oct. 13 - Tue., Oct. 28
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $224 Roundtrip, found 3 days ago
CA $224
Roundtrip
found 3 days ago
Select Air Canada flight, departing Mon., Oct. 13 from Pearson Intl. to O'Hare Intl., returning Tue., Oct. 28, priced at CA $224 found 3 days ago
Thu., Sep. 4 - Sat., Sep. 6
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $262 Roundtrip, found 2 days ago
CA $262
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu., Sep. 4 from Pearson Intl. to O'Hare Intl., returning Sat., Sep. 6, priced at CA $262 found 2 days ago
Thu., Sep. 4 - Sat., Sep. 6
YYZ
Pearson Intl.
MDW
Midway Intl.
CA $293 Roundtrip, found 2 days ago
CA $293
Roundtrip
found 2 days ago
Select Delta flight, departing Thu., Sep. 4 from Pearson Intl. to Midway Intl., returning Sat., Sep. 6, priced at CA $293 found 2 days ago
Thu., Sep. 4 - Sat., Sep. 6
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $293 Roundtrip, found 2 days ago
CA $293
Roundtrip
found 2 days ago
Select Delta flight, departing Thu., Sep. 4 from Pearson Intl. to O'Hare Intl., returning Sat., Sep. 6, priced at CA $293 found 2 days ago
Tue., Aug. 19 - Tue., Aug. 26
YTZ
Billy Bishop Toronto City
ORD
O'Hare Intl.
CA $299 Roundtrip, found 3 days ago
CA $299
Roundtrip
found 3 days ago
Select Air Canada flight, departing Tue., Aug. 19 from Billy Bishop Toronto City to O'Hare Intl., returning Tue., Aug. 26, priced at CA $299 found 3 days ago
Fri., Jun. 20 - Mon., Jun. 23
YTZ
Billy Bishop Toronto City
MDW
Midway Intl.
CA $300 Roundtrip, just found
CA $300
Roundtrip
just found
Select Porter Airlines flight, departing Fri., Jun. 20 from Billy Bishop Toronto City to Midway Intl., returning Mon., Jun. 23, priced at CA $300 just found
Sat., Aug. 9 - Mon., Aug. 11
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $311 Roundtrip, found 12 hours ago
CA $311
Roundtrip
found 12 hours ago
Select United flight, departing Sat., Aug. 9 from Pearson Intl. to O'Hare Intl., returning Mon., Aug. 11, priced at CA $311 found 12 hours ago
Fri., Jun. 20 - Mon., Jun. 23
YTZ
Billy Bishop Toronto City
MDW
Midway Intl.
CA $342 Roundtrip, just found
CA $342
Roundtrip
just found
Select Air Transat flight, departing Fri., Jun. 20 from Billy Bishop Toronto City to Midway Intl., returning Mon., Jun. 23, priced at CA $342 just found
OriginDestinationTravel datesFlights from*
ATLChicagoMay 29 to June 2CA $87
EWRChicagoMay 31 to June 6CA $93
LAXChicagoJune 5 to June 25CA $154
DFWChicagoJune 14 to June 16CA $212
EWRChicagoJune 10 to June 17CA $251
DFWChicagoJune 21 to June 27CA $292
LAXChicagoJune 5 to June 25CA $361
LAXSt. LouisMay 28 to June 4CA $569
DFWBloomingtonJune 6 to June 10CA $589
HKGChicagoJune 9 to June 22CA $1,549
PVGChicagoJune 10 to June 22CA $1,569
PEKChicagoJune 19 to July 4CA $1,630
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
EWRChicagoMay 18 to May 19CA $239
LAXChicagoMay 16 to May 20CA $286
ATLChicagoMay 16 to May 18CA $421
ATLChicagoMay 16 to May 18CA $796
CANChicagoMay 18 to June 8CA $1,314
PEKChicagoMay 17 to June 2CA $1,780
*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

May 21 - May 27

6 night stay

Toronto (YYZ) to St. Louis (STL)

Air Canada • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Chicago Athletic Association, a Hyatt Hotel
4.5-star property

Chicago Athletic Association, a Hyatt Hotel

Jul. 18 - Jul. 22

4 night stay

Calgary (YYC) to Chicago (ORD)

Delta • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 14 hours ago
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Jul. 18 - Jul. 22

4 night stay

Calgary (YYC) to Chicago (ORD)

Delta • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 14 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! (8,775 reviews)
"The only problem is the hot water - it’s luke warm when I took shower for the 5 days I stayed there The toilet fixtures are not property installed Other than that - it’s good"

Reviewed on May 9, 2025

Congress 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 4-star 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.
8.2/10 Very Good! (4,031 reviews)
"I would definitely stay here again. Everything is comfortable and clean. Wish I had more time to explore the area more."

Reviewed on May 10, 2025

Embassy Suites by Hilton Chicago Downtown River North
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! (2,205 reviews)
"We had a great stay at this hotel for a long weekend getaway in Chicago (Wed-Sun). The room was generous and quiet. We grabbed lattes at the first-floor bar/ restaurant a few times. The hotel location is awesome, there is a grocery market across the street, easy access to the subway system a few ..."

Reviewed on May 9, 2025

Hilton Chicago/Magnificent Mile Suites
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Warwick Allerton - Chicago

Warwick Allerton - Chicago

4 out of 5
701 North Michigan Avenue, Chicago, IL
Stay at this 4-star family-friendly hotel in Chicago. Enjoy a 24-hour fitness center, valet parking (surcharge), and in-room massages. 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! (2,849 reviews)
"Great little spot in the middle of the city. Conveniently located to all the places"

Reviewed on May 8, 2025

Warwick Allerton - 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 $87 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 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 $87 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 $87 and CA $1,780 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.