United Airlines Calgary to Chicago Flights

Return flight: Chicago – Calgary
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Best Airfare Price Calendar Flights Schedule

Cheapflightsplus.com will find cheap United Airlines flights from Calgary to Chicago. Compare airline ticket prices and book air tickets starting from $141 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of United Airlines, arrivals and departure details below.

Find Cheap Airfare Calgary (AB) — Chicago (IL) by United Airlines

To find cheap tickets choose a day of your departure with attractive price on the graph below and click «Find flights». For round trip flights please click «Check prices for return flight». The cheapest airfare is in january: one-way - $141, two-way – $242.
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Cheap Flights from Calgary to Chicago by United Airlines

Look at the list of plane tickets for the most popular direct and connecting flights by United Airlines, their prices start from $141. The fastest nonstop flight takes 3h 27m. The fastest connecting flight — 6h 21m.
Price Departure Arrival Flight Time Airline Flight
from $315
Find flight
12:41 pm
Calgary
Calgary Int.
 5:08 pm
Chicago
O'Hare International
 3h 27m United Airlines
UA1655
from $141
Find flight
6:19 am
Calgary
Calgary Int.
 7:31 pm
Chicago
O'Hare International
 12h 12m
layover
6h 58m - Denver
 United Airlines
UA550
UA1495
from $321
Find flight
2:02 pm
Calgary
Calgary Int.
 10:38 pm
Chicago
O'Hare International
 7h 36m
layover
2h 30m - Denver
 United Airlines
UA1953
UA2258
from $420
Find flight
6:20 am
Calgary
Calgary Int.
 8:13 pm
Chicago
O'Hare International
 12h 53m
layover
5h 24m - Newark
 United Airlines
UA8570
UA254
from $584
Find flight
3:30 pm
Calgary
Calgary Int.
 0:59 am+1 день
Chicago
O'Hare International
 8h 29m
layover
1h 10m - San Francisco
 United Airlines
UA490
UA2117
from $604
Find flight
3:05 pm
Calgary
Calgary Int.
 1:11 am+1 день
Chicago
O'Hare International
 9h 6m
layover
1h 37m - San Francisco
 United Airlines
UA490
UA1896
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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 12/22/2024
Below is a detailed 2025 flight schedule for today, tomorrow and all other days. It may vary depending on season and a day of the week of your desired trip. We recommend booking your itinerary at least 2 weeks prior your travel to get the best price and availability by the airline.
Departure Arrival Flight Details Flight Time Price
12:41 pm — 5:08 pm
12:41 pm — 5:08 pm UA1655 United Airlines
Calgary — Chicago
3h 27m
Find flight
from$315
2:02 pm — 10:38 pm
2:09 pm — 4:40 pm UA1953 United Airlines
Calgary — Denver
2h 30m stop
7:20 pm — 10:51 pm UA2258 United Airlines
Denver — Chicago
7h 36m
including layover
Find flight
from$321
2:09 pm — 9:30 pm
2:09 pm — 4:43 pm UA1953 United Airlines
Calgary — Denver
1h 17m stop
6:00 pm — 9:30 pm UA521 United Airlines
Denver — Chicago
6h 21m
including layover
Find flight
from$475
3:05 pm — 1:11 am
+1 day
3:05 pm — 5:08 pm UA490 United Airlines
Calgary — San Francisco
1h 37m stop
6:45 pm — 1:11 am UA1896 United Airlines
San Francisco — Chicago
9h 6m
including layover
Find flight
from$604
3:30 pm — 0:59 am
+1 day
3:30 pm — 5:31 pm UA490 United Airlines
Calgary — San Francisco
1h 10m stop
6:41 pm — 0:59 am UA2117 United Airlines
San Francisco — Chicago
8h 29m
including layover
Find flight
from$584
6:19 am — 7:31 pm
6:19 am — 8:57 am UA550 United Airlines
Calgary — Denver
6h 58m stop
3:55 pm — 7:31 pm UA1495 United Airlines
Denver — Chicago
12h 12m
including layover
Find flight
from$141
6:20 am — 10:57 pm
6:20 am — 1:05 pm UA8570 United Airlines
Calgary — Newark
8h 20m stop
9:28 pm — 11:00 pm UA1308 United Airlines
Newark — Chicago
15h 37m
including layover
Find flight
from$345
6:20 am — 6:54 pm
6:20 am — 1:05 pm UA8570 United Airlines
Calgary — Newark
4h 3m stop
5:15 pm — 6:54 pm UA661 United Airlines
Newark — Chicago
11h 34m
including layover
Find flight
from$349
6:20 am — 8:13 pm
6:20 am — 1:05 pm UA8570 United Airlines
Calgary — Newark
5h 24m stop
6:29 pm — 8:13 pm UA254 United Airlines
Newark — Chicago
12h 53m
including layover
Find flight
from$420
*Departure and arrival times are local. Last updated on 12/22/2024

Flight Information

There is 1 flight by United Airlines from Calgary to Chicago every week with departures from Calgary Int.. All flights arrive at Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee.

Departures start from 12:41 pm to 6:20 am. Nonstop flight is 3h 27m. The time difference between Calgary and Chicago is 1h.

  • The fastest flight 3h 27m
  • Average flight time 3h 27m
  • The earliest flight 12:41 pm
  • The latest flight 6:20 am
  • Distance 1398 ml

The cheapest months for traveling to Chicago are february (from 141 $), december (from 310 $), november (from 314 $).

The most expensive and popular months are january (from 345 $), november (from 314 $), december (from 310 $).

The cheapest flight by United Airlines that our users were able to find is $141. This airfare is economy class on one-way UA550 flight for February 1, 2025 leaving Calgary Int. in Calgary at 6:19 am, it includes all taxes and additional fees.

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United Airlines Airplanes on the Route

List of the most popular United Airlines airplanes flying from Calgary to Chicago:

  • Airbus A320
    from $349
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Other Popular Airlines on the Route

Besides United Airlines there are other 5 airline carriers between Calgary and Chicago. Please review schedules and prices from the most popular airlines to find the best airfare deals from Calgary to Chicago.

Nonstop flights

There are 1 direct flights every day from Calgary. Airlines and fares are below:

See more direct flights

Connecting Flights

List of flights with layovers (1 and more stops):

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How to book an air ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected airfare.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

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