Cheap Flights to Central Chicago , IL from CA $158

View CA $158 flight on Sat, Nov. 1, 2025Opens in a new window

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How much is the cheapest flight to Central Chicago?

Prices were available within the past 7 days and start at CA $158 for one-way flights and CA $245 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Mon, Nov. 10 - Sun, Nov. 23
YYZ
Toronto
ORD
Chicago
CA $245 Roundtrip, found 2 hours ago
CA $245
Roundtrip
found 2 hours ago
Select Air Canada flight, departing Mon, Nov. 10 from Toronto to Chicago, returning Sun, Nov. 23, priced at CA $245 found 2 hours ago
United
Sat, Nov. 1 - Fri, Nov. 7
YYZ
Toronto
ORD
Chicago
CA $245 Roundtrip, just found
CA $245
Roundtrip
just found
Select United flight, departing Sat, Nov. 1 from Toronto to Chicago, returning Fri, Nov. 7, priced at CA $245 just found
American Airlines
Sat, Nov. 1 - Sat, Nov. 8
YYZ
Toronto
ORD
Chicago
CA $261 Roundtrip, found 1 day ago
CA $261
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Nov. 1 from Toronto to Chicago, returning Sat, Nov. 8, priced at CA $261 found 1 day ago
Delta
Wed, Sep. 17 - Sat, Sep. 20
YUL
Montreal
MDW
Chicago
CA $296 Roundtrip, found 2 days ago
CA $296
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Sep. 17 from Montreal to Chicago, returning Sat, Sep. 20, priced at CA $296 found 2 days ago
Porter Airlines
Tue, Sep. 23 - Mon, Sep. 29
YTZ
Toronto
MDW
Chicago
CA $309 Roundtrip, just found
CA $309
Roundtrip
just found
Select Porter Airlines flight, departing Tue, Sep. 23 from Toronto to Chicago, returning Mon, Sep. 29, priced at CA $309 just found

Find the cheapest month to fly from Columbus (CMH) to Chicago (ORD)

June is typically the cheapest month to fly

From CA $106 - CA $344 per traveller.

Graph displaying average flight prices per month

Expedia.ca gives you the best tools to secure great deals on flights to Central Chicago. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to Central Chicago. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Central Chicago.

Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your Central Chicago flights with full confidence knowing that you've found the best deal online.

Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to Central Chicago.

Looking to save even more? Get additional savings by bundling your Central Chicago flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your Central Chicago trip!

Frequently asked questions

How do I find cheap flights to Central Chicago that have flexible change policies?
By using our smart "No change fee" filter, that's how. Just type in your dates and other details, click the "Search" button, then select the box directly below the "Flexible change policies" heading (it's on the left). Expedia makes it a cinch to find affordable, flexible tickets to Central Chicago.
Which airlines fly to Central Chicago?
Choose a seat with one of these airlines and dynamic Central Chicago will be yours to explore:

  • United Airlines - 12,777 flights to or near Central Chicago each month, including 12,777 flights to O'Hare Intl. Airport (ORD) per month.
  • American Airlines - 9,109 flights to or near Central Chicago each month, including 9,109 flights to O'Hare Intl. Airport (ORD) per month.
  • Delta - 1,023 flights to or near Central Chicago each month, including 1,023 flights to O'Hare Intl. Airport (ORD) per month.

How can I find cheap tickets to Central Chicago?
Book well ahead, consider nearby airports, use frequent flyer miles — there are lots of ways! Another one is to take advantage of Expedia's "flexible dates" feature. Find your Central Chicago flight, then compare the cheapest prices for nearby dates. In the last seven days, the best price for a flight to Central Chicago was CA $245.
How much is a flight to Central Chicago?
The cost of a round-trip flight to Central Chicago in the last seven days fluctuated between CA $245 and CA $309. If you were travelling one way from Toronto (YYZ), you could have nabbed a deal from only CA $158.
What are the most popular airports to fly into in Central Chicago?
Fly into O'Hare Intl. Airport (ORD) and sample all that Central Chicago has to offer. As the region's main entry point, roughly 24,728 flights land here every month.
When is the cheapest time to fly to Central Chicago?
If you'd rather spend your hard-earned vacation money on having fun in Central Chicago rather than on your trip there, take off early in the week. The cheapest day to fly is normally Tuesday, with Monday coming in second. With many people travelling on the weekend, Saturday tends to have the costliest fares.
How much is a plane ticket to Central Chicago?
Airfares ranged from CA $245 to CA $309 in the last seven days. When you're ready to book, we'll help you find a fabulous deal to Central Chicago.
What months are the cheapest to book a flight to Central Chicago?
To pick up a low-cost flight to Central Chicago, try to book during February when the price of airfares are at their lowest. When's the most expensive? In the U.S, it's the month of December.
Flights to Central Chicago information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Roundtrip price
CA $245

Trending flights to Central Chicago

Prices were available within the past 7 days and start at CA $158 for one-way flights and CA $245 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Mon, Nov. 10 - Sun, Nov. 23
YYZ
Toronto
ORD
Chicago
CA $245 Roundtrip, found 2 hours ago
CA $245
Roundtrip
found 2 hours ago
Select Air Canada flight, departing Mon, Nov. 10 from Toronto to Chicago, returning Sun, Nov. 23, priced at CA $245 found 2 hours ago
*Available to Expedia members.