Cheap Flights to West Side , IL from CA $169

View CA $169 flight on Thu, Apr 23, 2026Opens in a new window

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How much is the cheapest flight to West Side?

Prices were available within the past 7 days and start at CA $169 for one-way flights and CA $273 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, May 23 - Tue, May 26
YYC
Calgary
ORD
Chicago
CA $273 Roundtrip, found 6 days ago
CA $273
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, May 23 from Calgary to Chicago, returning Tue, May 26, priced at CA $273 found 6 days ago
United
Mon, Apr 20 - Tue, Apr 21
YYC
Calgary
ORD
Chicago
CA $273 Roundtrip, found 6 days ago
CA $273
Roundtrip
found 6 days ago
Select United flight, departing Mon, Apr 20 from Calgary to Chicago, returning Tue, Apr 21, priced at CA $273 found 6 days ago
WestJet
Sun, May 10 - Mon, May 25
YYC
Calgary
ORD
Chicago
CA $278 Roundtrip, found 8 hours ago
CA $278
Roundtrip
found 8 hours ago
Select WestJet flight, departing Sun, May 10 from Calgary to Chicago, returning Mon, May 25, priced at CA $278 found 8 hours ago
Air Canada
Tue, Apr 21 - Tue, Apr 28
YYC
Calgary
ORD
Chicago
CA $278 Roundtrip, found 2 days ago
CA $278
Roundtrip
found 2 days ago
Select Air Canada flight, departing Tue, Apr 21 from Calgary to Chicago, returning Tue, Apr 28, priced at CA $278 found 2 days ago
Delta
Sun, Mar 15 - Wed, Apr 1
YUL
Montreal
MDW
Chicago
CA $297 Roundtrip, found 3 days ago
CA $297
Roundtrip
found 3 days ago
Select Delta flight, departing Sun, Mar 15 from Montreal to Chicago, returning Wed, Apr 1, priced at CA $297 found 3 days ago

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

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

Frequently asked questions

How do I find cheap flights to West Side that have flexible change policies?
By using our nifty "No change fee" filter, that's how. Simply enter your travel dates, click the "Search" button, then tick the checkbox directly under the "Flexible change policies" subheading (look to the left of your screen). Expedia makes it a cinch to find cheap, flexible fares to West Side.
Which airlines fly to West Side?
Work out your perfect travel dates and then take off towards West Side with one of these quality airlines:

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

How can I find cheap tickets to West Side?
One of the easiest ways to find cheap tickets to West Side is to be flexible with your travel dates. Search for your flights, then click "flexible dates" above the results. You'll see the cheapest prices for nearby days. The best price for a flight to West Side in the last seven days was CA $273. Booking well ahead of time will generally help you pick up an even bigger bargain.
How much is a flight to West Side?
In the last seven days, round-trip flights to West Side sold for as low as CA $273 and peaked at CA $297. For one-way fares taking off from Calgary (YYC), the lowest amount paid during this same period was just CA $169.
What are the most popular airports to fly into in West Side?
Jet into O'Hare Intl. Airport (ORD) and experience everything that West Side has to offer. As the region's primary entry point, around 24,728 flights touch down here every month.
When is the cheapest time to fly to West Side?
Jetting off on a Tuesday, followed by a Monday, is generally the best way to score the cheapest deal. Steer clear of weekends if possible, because Saturday is typically the most expensive day. Spend the money you saved having a blast in West Side instead!
How much is a plane ticket to West Side?
In the last seven days, airfares to West Side fluctuated from CA $273 to CA $297.
What months are the cheapest to book a flight to West Side?
February is the best month to book your West Side trip. Fares are at a premium during the festive month of December, so avoid this time if you can.
Flights to West Side information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Roundtrip price
CA $273

Trending flights to West Side

Prices were available within the past 7 days and start at CA $169 for one-way flights and CA $273 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, May 23 - Tue, May 26
YYC
Calgary
ORD
Chicago
CA $273 Roundtrip, found 6 days ago
CA $273
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, May 23 from Calgary to Chicago, returning Tue, May 26, priced at CA $273 found 6 days ago

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