Flights To Illinois - Starting At CA $185

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Chicago

Flights

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.

Fri, Sep 11 - Sun, Sep 13

YTZ

Billy Bishop Toronto City

MDW

Midway Intl.

CA $309

Roundtrip

just found

Wed, Oct 28 - Sun, Nov 1

YTZ

Billy Bishop Toronto City

ORD

O'Hare Intl.

CA $309

Roundtrip

just found

Fri, Sep 4 - Tue, Sep 8

YYZ

Pearson Intl.

MDW

Midway Intl.

CA $342

Roundtrip

found 1 day ago

Tue, Sep 1 - Sun, Sep 6

YTZ

Billy Bishop Toronto City

ORD

O'Hare Intl.

CA $343

Roundtrip

found 17 hours ago

Wed, Oct 28 - Sun, Nov 1

YTZ

Billy Bishop Toronto City

ORD

O'Hare Intl.

CA $351

Roundtrip

just found

Fri, Sep 18 - Sat, Sep 19

YYZ

Pearson Intl.

ORD

O'Hare Intl.

CA $365

Roundtrip

found 20 hours ago

Sun, Sep 20 - Mon, Sep 21

YYZ

Pearson Intl.

ORD

O'Hare Intl.

CA $369

Roundtrip

found 21 hours ago

Wed, Aug 19 - Tue, Aug 25

YYZ

Pearson Intl.

ORD

O'Hare Intl.

CA $433

Roundtrip

found 1 hour ago

Origin	Destination	Travel dates	Flights from*
LGA	Chicago	August 17 to August 19	CA $325
LAX	Chicago	September 14 to September 21	CA $352
EWR	Chicago	August 20 to August 24	CA $395
DFW	Chicago	October 19 to October 21	CA $418
ATL	Chicago	October 21 to October 24	CA $421
LAX	St. Louis	August 26 to September 2	CA $463
LAX	Chicago	August 20 to August 23	CA $735
DFW	St. Louis	October 8 to October 12	CA $1,005
HKG	Chicago	September 10 to September 23	CA $1,031
ATL	St. Louis	October 7 to October 9	CA $1,139
PEK	Chicago	September 23 to September 30	CA $1,459
PVG	Chicago	October 4 to October 20	CA $1,671
HKG	St. Louis	August 25 to September 18	CA $2,224

*Prices include taxes and fees

Origin	Destination	Travel dates	Flights from*
LGA	Chicago	August 1 to August 11	CA $430
JFK	Chicago	August 1 to August 11	CA $513
DFW	Chicago	August 1 to August 5	CA $551
ATL	Chicago	August 2 to August 6	CA $630
LAX	Chicago	August 1 to August 4	CA $649
LAX	St. Louis	August 1 to August 6	CA $915
ATL	St. Louis	August 2 to August 4	CA $2,221

*Prices include taxes and fees

Price found within the past 48 hours. Click for updated prices.

4.0-star property

Level Chicago – Old Town

Sep 4 - Sep 6

2 night stay

Toronto (YTO) to Chicago (ORD)

Air Canada • Roundtrip • Coach

CA $925

per person

found 1 day ago

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

CA $1,088

per person

found 1 day ago

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

CA $1,320

per person

found 18 hours ago

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Travelers ❤️ These Illinois 🏨

Congress Plaza Hotel

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! (10,364 reviews)

"Location"

Reviewed on Jul 30, 2026

The Chicago Hotel Collection Ambassador Gold Coast

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

Hyatt Regency O'Hare Chicago

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.

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Omni Chicago Hotel

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.

9.2/10 Wonderful! (1,951 reviews)

"I called the hotel three separate times to confirm that an adjoining room would not be a problem, including once before I even booked the reservation. Each time I was told by staff that it would be fine and that it wouldn’t be an issue. Unfortunately, when I arrived, that was not the case, and we ..."

Reviewed on Jul 30, 2026

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.

More Ways To Wander Illinois

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Things to do in Illinois

Activities, attractions and tours

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 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 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.

Flights To Illinois - Cheap Flights Starting at CA $185

Travellers

Jet to one of Illinois's top cities

Chicago

Galena

Springfield

Rockford

Peoria

How Much Does it Cost To Fly To Illinois?

Level Chicago – Old Town

Sep 4 - Sep 6

Toronto (YTO) to Chicago (ORD)

Hotel Riu Plaza Chicago

Sep 25 - Sep 28

Hamilton (YHM) to Chicago (ORD)

The Wildwood Hotel

Sep 21 - Sep 28

Toronto (YTO) to St. Louis (STL)

Travelers ❤️ These Illinois 🏨

Congress Plaza Hotel

The Chicago Hotel Collection Ambassador Gold Coast

Hyatt Regency O'Hare Chicago

Omni Chicago Hotel

More Ways To Wander Illinois

Frequently asked questions

Explore More Ways to Travel with Travelocity