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Flights from Chicago to Calgary
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Flights from Chicago to Calgary Starting at NZD 97

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

  • One way
  • Round-trip
      • Cheapest nonstop
        ORD08:47
        3h 46m
        Nonstop
        YYC11:33
        Tue, Feb 18|Chicago - Calgary|United Airlines
        NZD 97NZD 162
        40% OFF
        40% OFF
        NZD 162NZD 97

        Choose United Airlines flights from Chicago to Calgary. The one-way direct flight with United Airlines departs from O'Hare International Airport on Tue, Feb 18, arriving at Calgary International Airport. One-way Prices start from NZD 97 including taxes and charges.

      • ORD16:45
        3h 51m
        Nonstop
        YYC19:36
        Sun, Feb 16|Chicago - Calgary|WestJet
        NZD 99NZD 162
        39% OFF
        39% OFF
        NZD 162NZD 99

        Choose WestJet flights from Chicago to Calgary. The one-way direct flight with WestJet departs from O'Hare International Airport on Sun, Feb 16, arriving at Calgary International Airport. One-way Prices start from NZD 99 including taxes and charges.

      • ORD16:45
        3h 51m
        Nonstop
        YYC19:36
        Thu, Feb 20|Chicago - Calgary|WestJet
        NZD 112NZD 162
        31% OFF
        31% OFF
        NZD 162NZD 112

        Choose WestJet flights from Chicago to Calgary. The one-way direct flight with WestJet departs from O'Hare International Airport on Thu, Feb 20, arriving at Calgary International Airport. One-way Prices start from NZD 112 including taxes and charges.

      • ORD08:45
        3h 54m
        Nonstop
        YYC11:39
        Sun, Jan 19|Chicago - Calgary|United Airlines
        NZD 115
        NZD 115

        Choose United Airlines flights from Chicago to Calgary. The one-way direct flight with United Airlines departs from O'Hare International Airport on Sun, Jan 19, arriving at Calgary International Airport. One-way Prices start from NZD 115 including taxes and charges.

      • ORD16:45
        3h 51m
        Nonstop
        YYC19:36
        Thu, Feb 27|Chicago - Calgary|WestJet
        NZD 119
        NZD 119

        Choose WestJet flights from Chicago to Calgary. The one-way direct flight with WestJet departs from O'Hare International Airport on Thu, Feb 27, arriving at Calgary International Airport. One-way Prices start from NZD 119 including taxes and charges.

      • ORD16:45
        3h 51m
        Nonstop
        YYC19:36
        Thu, Feb 13|Chicago - Calgary|WestJet
        NZD 125
        NZD 125

        Choose WestJet flights from Chicago to Calgary. The one-way direct flight with WestJet departs from O'Hare International Airport on Thu, Feb 13, arriving at Calgary International Airport. One-way Prices start from NZD 125 including taxes and charges.

      • ORD08:45
        3h 54m
        Nonstop
        YYC11:39
        Wed, Jan 22|Chicago - Calgary|United Airlines
        NZD 137
        NZD 137

        Choose United Airlines flights from Chicago to Calgary. The one-way direct flight with United Airlines departs from O'Hare International Airport on Wed, Jan 22, arriving at Calgary International Airport. One-way Prices start from NZD 137 including taxes and charges.

      • ORD08:50
        3h 49m
        Nonstop
        YYC11:39
        Tue, Jan 21|Chicago - Calgary|United Airlines
        NZD 140
        NZD 140

        Choose United Airlines flights from Chicago to Calgary. The one-way direct flight with United Airlines departs from O'Hare International Airport on Tue, Jan 21, arriving at Calgary International Airport. One-way Prices start from NZD 140 including taxes and charges.

      • ORD08:50
        3h 49m
        Nonstop
        YYC11:39
        Tue, Feb 4|Chicago - Calgary|United Airlines
        NZD 140
        NZD 140

        Choose United Airlines flights from Chicago to Calgary. The one-way direct flight with United Airlines departs from O'Hare International Airport on Tue, Feb 4, arriving at Calgary International Airport. One-way Prices start from NZD 140 including taxes and charges.

      • ORD06:20
        18h 30m
        1 stop
        YYC23:50
        Sat, Jan 11|Chicago - Calgary|Frontier Airlines
        NZD 112
        NZD 112

        Choose Frontier Airlines flights from Chicago to Calgary. The one-way connecting flight with Frontier Airlines departs from O'Hare International Airport on Sat, Jan 11, arriving at Calgary International Airport. One-way Prices start from NZD 112 including taxes and charges.

      • CHI01:00 pm
        3h 5m
        Nonstop
        YYC02:00 pm
        Sun, Dec 22|Chicago - Calgary|United Airlines
        Find More Flights
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Find the best time to fly from Chicago to Calgary

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Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Airlines Flying from Chicago to Calgary

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

WestJet
From NZD 97
United Airlines
From NZD 97
Frontier Airlines
From NZD 112
Air Canada
From NZD 141
Delta Air Lines
From NZD 154
American Airlines
From NZD 192
Alaska Airlines
From NZD 248
Porter Airlines
From NZD 280
Southwest Airlines
From NZD 289
Air Transat
From NZD 332

Find more flights and airlines

Alternative Routes from Chicago to Calgary

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Chicago to Calgary.

  • Cheapest
    United Airlines
    ORD
    08:47
    3h 46m
    Nonstop
    YYC
    11:33
    O'Hare International Airport - Calgary International Airport
    Tue, Feb 18United Airlines
    NZD 97
  • Frontier Airlines
    MDW
    12:43
    11h 12m
    1 transfer
    YYC
    22:55
    Midway International Airport - Calgary International Airport
    Fri, Jan 31Frontier Airlines
    NZD 150
  • Allegiant Air
    RFD
    12:44
    11h 11m
    1 transfer
    YYC
    22:55
    Chicago Rockford International Airport - Calgary International Airport
    Sun, Jan 19Allegiant Air
    NZD 347
  • Allegiant Air
    RFD
    12:44
    11h 11m
    1 transfer
    YYC
    22:55
    Chicago Rockford International Airport - Calgary International Airport
    Sun, Jan 19Allegiant Air
    NZD 347
    Find More Flights

FAQ

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

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

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

    According to Trip.com's data, the lowest price is around NZD 635.

  • How long does it take to fly from Chicago (CHI) to Calgary (YYC) and what is the distance?

    It takes around 3 hours 53 minutes to fly from Chicago (CHI) to Calgary (YYC).

  • What is the transportation method from the main airport to downtown in Calgary?

    • The distance from Calgary International Airport to downtown is about 9 km. It takes about 20 minutes by taxi.

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

    Airlines with flights from Chicago (CHI) to Calgary (YYC): United Airlines and Air Canada.

How to find a cheap flight from Chicago to Calgary

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 Chicago to Calgary. 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

Flight Information from Chicago to Calgary

Cheapest nonstop flight priceNZD 96
Cheapest round-trip ticket priceNZD 221
Off-season for travelOctober
Peak season for travelMarch
Flight distance2,248.84 km
Average flight time3 hours 53 minutes
Popular airlineUnited Airlines

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