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Low Price Flights from Calgary to Chicago

Top Airlines Flying from Calgary to Chicago

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.
WestJet logo WestJet

Cheap Flight Deals from Calgary to Chicago

We've found these cheap flights for you. You can book one-way or return flight tickets.

  • Return
  • One way

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Flight Information from Calgary to Chicago

Cheapest one-way flight price AU$ 134
Cheapest return ticket price AU$ 227
Off-season for travel May
Peak season for travel March
Flight distance 2,248.84km
Average flight time 3 hours 27 minutes
Popular airline American Airlines

Best Time to Book Flights from Calgary to Chicago

We monitor flight fares to help you find the best deals effortlessly

Cheapest flights
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Search

  • Jun

    25 1
  • 1 8
  • 8 15
  • 15 22
  • 22 29

  • Jul

    29 6
  • 6 13
  • 13 20
  • 20 27

  • Aug

    27 3
  • 3 10
  • 10 17
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

FAQ

  • When are flight from Calgary (YYC) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Calgary to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much are flights from Calgary (YYC) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around AU$ 539.

  • How long is the flights from Calgary (YYC) to Chicago (CHI)?

    It takes about 3 hours 27 minutes to fly from Calgary (YYC) to Chicago (CHI).

  • What are the most popular airlines that fly from Calgary (YYC) to Chicago (CHI)?

    Airlines with flights from Calgary (YYC) to Chicago (CHI): American Airlines, Qatar Airways, United Airlines, Delta Air Lines, WestJet, Air Canada, Emirates, British Airways and avianca.

  • How many airports in Chicago (CHI)?

How to find a cheap flight from Calgary to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Calgary to Chicago. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

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