Flights To Illinois - Cheap Flights Starting at CA $204

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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., May 8 - Mon., May 12
YYZ
Pearson Intl.
MDW
Midway Intl.
CA $331 Roundtrip, found 1 day ago
CA $331
Roundtrip
found 1 day ago
Select Delta flight, departing Thu., May 8 from Pearson Intl. to Midway Intl., returning Mon., May 12, priced at CA $331 found 1 day ago
Fri., Apr. 25 - Mon., Apr. 28
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $333 Roundtrip, just found
CA $333
Roundtrip
just found
Select Delta flight, departing Fri., Apr. 25 from Pearson Intl. to O'Hare Intl., returning Mon., Apr. 28, priced at CA $333 just found
Sun., May 18 - Wed., May 21
YOW
Macdonald-Cartier Intl.
MDW
Midway Intl.
CA $371 Roundtrip, just found
CA $371
Roundtrip
just found
Select Porter Airlines flight, departing Sun., May 18 from Macdonald-Cartier Intl. to Midway Intl., returning Wed., May 21, priced at CA $371 just found
Sun., Apr. 20 - Mon., May 5
YOW
Macdonald-Cartier Intl.
MDW
Midway Intl.
CA $392 Roundtrip, just found
CA $392
Roundtrip
just found
Select Porter Airlines flight, departing Sun., Apr. 20 from Macdonald-Cartier Intl. to Midway Intl., returning Mon., May 5, priced at CA $392 just found
Sun., May 18 - Wed., May 21
YOW
Macdonald-Cartier Intl.
MDW
Midway Intl.
CA $420 Roundtrip, just found
CA $420
Roundtrip
just found
Select Porter Airlines flight, departing Sun., May 18 from Macdonald-Cartier Intl. to Midway Intl., returning Wed., May 21, priced at CA $420 just found
Thu., May 1 - Mon., May 5
YOW
Macdonald-Cartier Intl.
MDW
Midway Intl.
CA $423 Roundtrip, found 20 hours ago
CA $423
Roundtrip
found 20 hours ago
Select Porter Airlines flight, departing Thu., May 1 from Macdonald-Cartier Intl. to Midway Intl., returning Mon., May 5, priced at CA $423 found 20 hours ago
Fri., Apr. 25 - Sun., Apr. 27
YOW
Macdonald-Cartier Intl.
MDW
Midway Intl.
CA $435 Roundtrip, found 1 hour ago
CA $435
Roundtrip
found 1 hour ago
Select Porter Airlines flight, departing Fri., Apr. 25 from Macdonald-Cartier Intl. to Midway Intl., returning Sun., Apr. 27, priced at CA $435 found 1 hour ago
Sun., Apr. 20 - Mon., May 5
YOW
Macdonald-Cartier Intl.
MDW
Midway Intl.
CA $441 Roundtrip, just found
CA $441
Roundtrip
just found
Select Porter Airlines flight, departing Sun., Apr. 20 from Macdonald-Cartier Intl. to Midway Intl., returning Mon., May 5, priced at CA $441 just found
Sun., May 18 - Wed., May 21
YOW
Macdonald-Cartier Intl.
MDW
Midway Intl.
CA $453 Roundtrip, just found
CA $453
Roundtrip
just found
Select Porter Airlines flight, departing Sun., May 18 from Macdonald-Cartier Intl. to Midway Intl., returning Wed., May 21, priced at CA $453 just found
Thu., May 1 - Mon., May 5
YOW
Macdonald-Cartier Intl.
MDW
Midway Intl.
CA $473 Roundtrip, found 20 hours ago
CA $473
Roundtrip
found 20 hours ago
Select Porter Airlines flight, departing Thu., May 1 from Macdonald-Cartier Intl. to Midway Intl., returning Mon., May 5, priced at CA $473 found 20 hours ago
Sat., May 10 - Sat., May 10
YYZ
Pearson Intl.
STL
Lambert-St. Louis Intl.
CA $564 Roundtrip, found 5 days ago
CA $564
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat., May 10 from Pearson Intl. to Lambert-St. Louis Intl., returning Sat., May 10, priced at CA $564 found 5 days ago
OriginDestinationTravel datesFlights from*
LGAChicagoMay 10 to May 11CA $101
DFWChicagoMay 9 to May 12CA $141
ATLChicagoJune 6 to June 9CA $162
LAXChicagoApril 18 to April 26CA $199
EWRChicagoApril 28 to April 30CA $362
ATLChicagoJune 6 to June 12CA $411
LAXChicagoApril 18 to April 21CA $424
HKGChicagoJune 14 to June 22CA $1,673
CANChicagoMay 1 to May 5CA $1,743
PVGSt. LouisApril 27 to May 9CA $3,115
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
LAXChicagoApril 6 to April 12CA $435
LAXSt. LouisApril 6 to April 7CA $1,005
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North
4.5-star property

The Royal Sonesta Chicago River North

May 12 - May 15

3 night stay

Vancouver (YVR) to Chicago (ORD)

WestJet • Non-stop roundtrip • Coach
per person
found 1 day ago
Swissotel - Chicago
4.5-star property

Swissotel - Chicago

May 12 - May 15

3 night stay

Vancouver (YVR) to Chicago (ORD)

WestJet • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

May 12 - May 15

3 night stay

Vancouver (YVR) to Chicago (ORD)

WestJet • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
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Travelers ❤️ These Illinois 🏨

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.
8.6/10 Excellent! (1,028 reviews)
"did a last minute booking for a great price. everything you need was walking distance."

Reviewed on Mar. 31, 2025

Crowne Plaza Chicago West Loop by IHG
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! (3,818 reviews)
"The employees and the facility/hotel were excellent. My brother was celebrating his 50th birthday and stated, "I am living my best life." I have always loved the Embassy Suites Hotel."

Reviewed on Apr. 1, 2025

Embassy Suites by Hilton Chicago Downtown River North
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
323 E Wacker Dr, Chicago, IL
Book a stay at this eco-certified hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
8.8/10 Excellent! (2,023 reviews)
"Great experience"

Reviewed on Apr. 3, 2025

Swissotel - Chicago
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River Hotel

River Hotel

4 out of 5
75 East Wacker Drive, Chicago, IL
Stay at this 4-star 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.
8.6/10 Excellent! (3,995 reviews)
"Great location for our trade show not far away. Plenty to see and do when you have free time. House of blues and many steak houses worth visiting."

Reviewed on Apr. 3, 2025

River 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 $101 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 May. 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 $101 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 $101 and CA $3,115 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.

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.