Cheap Flights to Far Southwest Side , IL from CA $152

View CA $152 flight on Sat, Oct. 25, 2025Opens in a new window

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How much is the cheapest flight to Far Southwest Side?

Prices were available within the past 7 days and start at CA $152 for one-way flights and CA $244 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Fri, Nov. 14 - Sun, Nov. 16
YYZ
Toronto
ORD
Chicago
CA $244 Roundtrip, found 7 hours ago
CA $244
Roundtrip
found 7 hours ago
Select Air Canada flight, departing Fri, Nov. 14 from Toronto to Chicago, returning Sun, Nov. 16, priced at CA $244 found 7 hours ago
United
Fri, Nov. 14 - Sun, Nov. 16
YYZ
Toronto
ORD
Chicago
CA $244 Roundtrip, found 7 hours ago
CA $244
Roundtrip
found 7 hours ago
Select United flight, departing Fri, Nov. 14 from Toronto to Chicago, returning Sun, Nov. 16, priced at CA $244 found 7 hours ago
American Airlines
Thu, Nov. 13 - Wed, Nov. 19
YYZ
Toronto
ORD
Chicago
CA $261 Roundtrip, found 2 days ago
CA $261
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Nov. 13 from Toronto to Chicago, returning Wed, Nov. 19, priced at CA $261 found 2 days ago
WestJet
Sat, Oct. 11 - Sun, Nov. 2
YYC
Calgary
ORD
Chicago
CA $264 Roundtrip, found 4 days ago
CA $264
Roundtrip
found 4 days ago
Select WestJet flight, departing Sat, Oct. 11 from Calgary to Chicago, returning Sun, Nov. 2, priced at CA $264 found 4 days ago
Delta
Sat, Sep. 13 - Sat, Sep. 20
YYZ
Toronto
MDW
Chicago
CA $292 Roundtrip, found 6 hours ago
CA $292
Roundtrip
found 6 hours ago
Select Delta flight, departing Sat, Sep. 13 from Toronto to Chicago, returning Sat, Sep. 20, priced at CA $292 found 6 hours ago

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

June is typically the cheapest month to fly

From CA $106 - CA $340 per traveller.

Graph displaying average flight prices per month

Expedia.ca gives you the best tools to secure great deals on flights to Far Southwest Side. 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 Far Southwest Side. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Far Southwest Side.

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 Far Southwest Side 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 Far Southwest Side.

Looking to save even more? Get additional savings by bundling your Far Southwest Side 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 Far Southwest Side trip!

Frequently asked questions

How do I find cheap flights to Far Southwest Side that have flexible change policies?
Search for cheap flights to Far Southwest Side, then tick the "No change fee" box directly under the "Flexible change policies" subheading. It really is that simple. We get that things can change and flexibility is important, so book with confidence with Expedia.
Which airlines fly to Far Southwest Side?
Find a seat with one of these airlines and the lively region of Far Southwest Side will be yours to discover:

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

How can I find cheap tickets to Far Southwest Side?
For an unbeatable deal to Far Southwest Side, book well in advance. Also use Expedia's "flexible dates" feature at the top of your search results. This will compare the cheapest prices for nearby days. In the last seven days, CA $244 was the lowest price for a flight to Far Southwest Side.
How much is a flight to Far Southwest Side?
In the last seven days, round-trip tickets to Far Southwest Side sold for as low as CA $244 and reached a maximum cost of CA $292. For one-way fares departing from Toronto (YTZ), the cheapest seat during this time was only CA $152.
What are the most popular airports to fly into in Far Southwest Side?
Jet into O'Hare Intl. Airport (ORD) and experience everything that Far Southwest Side has to offer. As the region's main entry point, approximately 24,728 flights touch down here every month.
When is the cheapest time to fly to Far Southwest Side?
Jet off on a Tuesday to boost your odds of picking up the cheapest airfare to Far Southwest Side. Mondays are usually the second most affordable day to take off. Saturday is normally the costliest day to fly anywhere.
How much is a plane ticket to Far Southwest Side?
Airfares varied from CA $244 to CA $292 in the last seven days. When you're ready to book, we're here to help you secure a fabulous deal to Far Southwest Side.
What months are the cheapest to book a flight to Far Southwest Side?
To score a fabulous deal to Far Southwest Side, book during the month of February when airfares are at their lowest. When's the most expensive? In the USA, it's December.
Flights to Far Southwest Side information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Roundtrip price
CA $244

Trending flights to Far Southwest Side

Prices were available within the past 7 days and start at CA $152 for one-way flights and CA $244 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Fri, Nov. 14 - Sun, Nov. 16
YYZ
Toronto
ORD
Chicago
CA $244 Roundtrip, found 7 hours ago
CA $244
Roundtrip
found 7 hours ago
Select Air Canada flight, departing Fri, Nov. 14 from Toronto to Chicago, returning Sun, Nov. 16, priced at CA $244 found 7 hours ago
*Available to Expedia members.