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Flight Time from Calgary to Chicago

How long is the Flight Time from Calgary to Chicago & Schedule

Flight info.
Departure
Arrival
Weekly Schedule

  1. WS1610

    WestJet

    9:00 AM

    YYC

    3.6h

    1:35 PM

    ORD

    S---T--
    Search

  2. AC156

    Air Canada

    12:45 AM

    YYC

    4.0h

    Nonstop

    6:43 AM

    YYZ

    SMTWTFS
    Search

  3. AC8901

    Air Canada

    8:15 AM

    YYZ

    2.0h

    Nonstop

    9:13 AM

    ORD

    SMTWT--
    Search

  4. AC130

    Air Canada

    5:35 AM

    YYC

    4.0h

    Nonstop

    11:33 AM

    YYZ

    SMTWTFS
    Search

  5. AC507

    Air Canada

    2:00 PM

    YYZ

    1.9h

    Nonstop

    2:56 PM

    ORD

    SMTWTFS
    Search

  6. AC134

    Air Canada

    8:00 AM

    YYC

    4.0h

    Nonstop

    1:58 PM

    YYZ

    -MT-T-S
    Search

  7. AC8909

    Air Canada

    4:30 PM

    YYZ

    2.0h

    Nonstop

    5:28 PM

    ORD

    SMTWTFS
    Search

  8. UA550

    United Airlines

    6:20 AM

    YYC

    2.5h

    Nonstop

    8:50 AM

    DEN

    SMTWTFS
    Search

  9. UA617

    United Airlines

    1:25 PM

    DEN

    2.4h

    Nonstop

    4:49 PM

    ORD

    SMTWTFS
    Search

  10. UA550

    United Airlines

    6:20 AM

    YYC

    2.5h

    Nonstop

    8:50 AM

    DEN

    SMTWTFS
    Search

  11. UA1660

    United Airlines

    4:10 PM

    DEN

    2.6h

    Nonstop

    7:44 PM

    ORD

    SMTWTFS
    Search

  12. UA550

    United Airlines

    6:20 AM

    YYC

    2.5h

    Nonstop

    8:50 AM

    DEN

    SMTWTFS
    Search

  13. UA377

    United Airlines

    8:34 PM

    DEN

    2.4h

    Nonstop

    11:57 PM

    ORD

    SMTWTFS
    Search

  14. WS1992

    WestJet

    12:30 AM

    YYC

    4.4h

    Nonstop

    6:52 AM

    ATL

    -MT-T-S
    Search

  15. F91595

    Frontier Airlines

    5:18 PM

    ATL

    2.5h

    Nonstop

    6:46 PM

    ORD

    -M-----
    Search

  16. AC8144

    Air Canada

    9:25 PM

    YYC

    1.0h

    Nonstop

    10:23 PM

    YEG

    SMTWTFS
    Search

  17. AC338

    Air Canada

    12:55 AM

    YEG

    4.3h

    Nonstop

    7:10 AM

    YUL

    SMTWTFS
    Search

  18. AC8959

    Air Canada

    9:25 AM

    YUL

    2.8h

    Nonstop

    11:10 AM

    ORD

    SMT-TFS
    Search
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Flight Time from Calgary to Chicago & Flights Info

Flight Time4 hours 12 minutes
Earliest Flight 09:00⇒13:35
Cheapest Flight PriceCAD 167

Find Cheap Flights & Flight Time from Calgary to Chicago

  • One way
  • Round-trip
      • direct cheapest
        YYC9:00 AM
        3h 35m
        Nonstop
        ORD1:35 PM
        Calgary - Chicago|Fri, Jan 16|WestJet
        CAD 126CAD 212
        41% OFF
        41% OFF
        CAD 212CAD 126

      • YYC9:00 AM
        3h 35m
        Nonstop
        ORD1:35 PM
        Calgary - Chicago|Mon, Jan 12|WestJet
        CAD 130CAD 212
        39% OFF
        39% OFF
        CAD 212CAD 130

      • YYC9:00 AM
        3h 35m
        Nonstop
        ORD1:35 PM
        Calgary - Chicago|Fri, Feb 20|WestJet
        CAD 134CAD 212
        36% OFF
        36% OFF
        CAD 212CAD 134

      • YYC9:00 AM
        3h 35m
        Nonstop
        ORD1:35 PM
        Calgary - Chicago|Fri, Mar 6|WestJet
        CAD 135
        CAD 135

      • YYC9:00 AM
        3h 35m
        Nonstop
        ORD1:35 PM
        Calgary - Chicago|Fri, Feb 27|WestJet
        CAD 141
        CAD 141

      • YYC9:00 AM
        3h 35m
        Nonstop
        ORD1:35 PM
        Calgary - Chicago|Fri, Jan 9|WestJet
        CAD 145
        CAD 145

      • YYC8:00 AM
        8h 48m
        1 stop
        ORD5:48 PM
        Calgary - Chicago|Tue, Jan 27|Air Canada
        CAD 138
        CAD 138

      • YYC11:40 PM
        8h 33m
        1 stop
        ORD9:13 AM
        Calgary - Chicago|Tue, Jan 13|Air Canada
        CAD 144
        CAD 144

      • YYC5:35 AM
        8h 35m
        1 stop
        ORD3:10 PM
        Calgary - Chicago|Sun, Jan 18|Air Canada
        CAD 145
        CAD 145

      • YYC11:40 PM
        8h 33m
        1 stop
        ORD9:13 AM
        Calgary - Chicago|Fri, Feb 27|Air Canada
        CAD 148
        CAD 148

      • YYC5:35 AM
        8h 35m
        1 stop
        ORD3:10 PM
        Calgary - Chicago|Wed, Jan 28|Air Canada
        CAD 148
        CAD 148

      • YYC5:35 AM
        8h 35m
        1 stop
        ORD3:10 PM
        Calgary - Chicago|Thu, Mar 5|Air Canada
        CAD 148
        CAD 148

      • YYC1:00 PM
        3h 5m
        Nonstop
        CHI2:00 PM
        Calgary - Chicago|Tue, Dec 16|WestJet
        Find More Flights
        Find More Flights

Displayed flight fares from ${{departCityName}} to ${{arrivalCityName}} are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Flights to Chicago

Flight Time from Calgary to Chicago & Top Airlines

WestJet
10.0
United Airlines
8.8
American Airlines
8.4

Flight Time from Calgary to Chicago & FAQ

  • Which airlines offer direct flights from Calgary to Chicago?

    At the moment, you can catch a nonstop flight from Calgary to Chicago with the following airlines, including: WestJet Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days.

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

    It takes around 3 hours 29 minutes to fly from Calgary (YYC) to Chicago (CHI).

  • When is the best time to book flights from Calgary to Chicago?

    By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Calgary to Chicago is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.

  • How many flights are there per week from Calgary to Chicago?

    Based on Trip.com data in the past 4 weeks, there is 14 flight per week flying from Calgary to Chicago. You can check the weekly schedule for popular airlines on this route below: Air Canada: S/M/T/W/T/F/S -- AC4026 (17:04)

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

    The cheapest months to fly from Calgary to Chicago is October, when demand for travel is lower.

  • Which upcoming date is cheapest to fly from Calgary to Chicago on?

    After crunching the numbers on our December flight calendar, it's currently cheapest to fly from Calgary to Chicago on December 26, 2025 with WestJet, with prices starting at CAD 125.

  • Which airports can I fly to for Chicago from Calgary?

    You can land at any one of the following hubs in Chicago, with Calgary International Airport to O'Hare International Airport (YYC-ORD) is by far the most common option on this route: O'Hare International Airport (ORD) Midway International Airport (MDW) Chicago Rockford International Airport (RFD).

  • Is there any time difference between Calgary and Chicago?

    The time difference between Chicago and Calgary is 1h.

  • How do I change or cancel my ticket from Calgary to Chicago?

    Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.
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Flight Time from Calgary to Chicago

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