Calgary to Chicago flight time

How long is the Calgary to Chicago flight time & Schedule

Flight info.
Departure
Arrival
Weekly Schedule
  1. WS1610

    12:00

    YYC

    3.7h

    Nonstop

    16:40

    ORD

    S M T W T F S
    Search
  2. UA1968

    08:30

    YYC

    3.6h

    Nonstop

    13:07

    ORD

    S M T W T F S
    Search
  3. AC130

    06:00

    YYC

    3.8h

    Nonstop

    11:49

    YYZ

    S M T W T F S
    Search
  4. AC509

    14:00

    YYZ

    1.9h

    Nonstop

    14:55

    ORD

    S M T W T F S
    Search
  5. AC318

    05:50

    YYC

    4.1h

    Nonstop

    11:56

    YUL

    S M T W T F S
    Search
  6. AC8481

    13:10

    YUL

    2.7h

    Nonstop

    14:52

    ORD

    S M - - - F S
    Search
  7. AC154

    23:55

    YYC

    3.8h

    Nonstop

    05:44

    YYZ

    - - T W T F S
    Search
  8. AC503

    08:05

    YYZ

    1.9h

    Nonstop

    09:00

    ORD

    - - T W T F S
    Search
  9. DL2492

    06:45

    YYC

    2.7h

    Nonstop

    10:26

    MSP

    S M T W T F S
    Search
  10. DL4820

    10:10

    MSP

    1.6h

    Nonstop

    11:48

    MDW

    S M T W T F S
    Search
  11. AC328

    00:45

    YYC

    4.1h

    Nonstop

    06:53

    YUL

    S M T W T F S
    Search
  12. AC8477

    09:35

    YUL

    2.6h

    Nonstop

    11:11

    ORD

    S M T W T F S
    Search
  13. AC134

    08:00

    YYC

    3.8h

    Nonstop

    13:49

    YYZ

    S M T W T F S
    Search
  14. AC8909

    16:00

    YYZ

    1.9h

    Nonstop

    16:57

    ORD

    S M T W T F S
    Search
  15. DL2492

    06:45

    YYC

    2.7h

    Nonstop

    10:26

    MSP

    S M T W T F S
    Search
  16. DL1306

    15:02

    MSP

    1.6h

    Nonstop

    16:40

    ORD

    S M T W T F S
    Search
  17. AC130

    06:00

    YYC

    3.8h

    Nonstop

    11:49

    YYZ

    S M T W T F S
    Search
  18. AC8909

    16:00

    YYZ

    1.9h

    Nonstop

    16:57

    ORD

    S M T W T F S
    Search
Show less

Calgary to Chicago flight time & Flights Info

Flight Time 4 hours 15 minutes
Earliest Flight  09:00⇒13:35
Cheapest Flight Price VND 3,298,670

Find Cheap Flights & Calgary to Chicago flight time

  • One way
  • Round-trip

Calgary to Chicago flight time & Top Airlines

WestJet
WestJet
10.0

Calgary to Chicago flight time & 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 is a flight from Calgary to Chicago?

    It takes about 3 hours 35 minutes to fly from Calgary to Chicago.
  • 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 32 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 -- AC5240 (08:48)
  • 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 June flight calendar, it's currently cheapest to fly from Calgary to Chicago on June 29, 2026 with Delta Air Lines, with prices starting at VND 7,522,000.
  • 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 Chicago O'Hare International Airport (YYC-ORD) is by far the most common option on this route: Chicago Midway International Airport (MDW) Chicago O'Hare International Airport (ORD) 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.