Cheap Flights from Chicago, IL to Calgary, AB from $99

Return flight: Calgary – Chicago

On Cheapflightsplus.com you will find 2 direct and 352 connecting flights from Chicago to Calgary. You can compare airfare deals from 10 airlines and multiple travel sites from $99, book and save on cheap plane tickets and last minute offers. Also check out CHI-YYC flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Chicago to Calgary Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $99 (one-way), $170 (round-trip).
Direct flights
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Full flight schedule will help you in detecting at what time planes fly from Chicago to Calgary. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
Departure Arrival Flight Details Flight Duration Price
08:45 — 11:39
08:45 — 11:39 AC4027 Air Canada
Chicago — Calgary
3h 54m
Find flight
from$1116
08:47 — 11:39
08:47 — 11:39 UA764 United Airlines
Chicago — Calgary
3h 52m
Find flight
from$125
06:10 — 00:22
+1 day
06:10 — 09:16 F91827 Frontier Airlines
Chicago — Phoenix
11h 49m stop
21:05 — 00:22 WS1539 WestJet
Phoenix — Calgary
19h 12m
including layover
Find flight
from$121
07:10 — 21:41
07:10 — 09:00 UA711 United Airlines
Chicago — Denver
10h stop
19:00 — 21:41 UA720 United Airlines
Denver — Calgary
15h 31m
including layover
Find flight
from$99
10:47 — 11:13
+1 day
10:47 — 13:26 NK1676 Spirit Airlines
Chicago — Los Angeles
17h 34m stop
07:00 — 11:13 WS1513 WestJet
Los Angeles — Calgary
25h 26m
including layover
Find flight
from$172
12:43 — 22:55
12:43 — 15:07 F92329 Frontier Airlines
Chicago — Las Vegas
4h 14m stop
19:10 — 22:55 F81513 Freedom Airlines
Las Vegas — Calgary
11h 12m
including layover
Find flight
from$117
12:45 — 21:41
12:45 — 14:36 UA1491 United Airlines
Chicago — Denver
4h 26m stop
19:00 — 21:41 UA720 United Airlines
Denver — Calgary
9h 56m
including layover
Find flight
from$99
13:07 — 10:40
+1 day
13:07 — 15:55 AS335 Alaska Airlines
Chicago — Seattle
16h 5m stop
08:00 — 10:40 AS2096 Alaska Airlines
Seattle — Calgary
22h 33m
including layover
Find flight
from$175
13:15 — 21:41
13:15 — 15:05 UA1882 United Airlines
Chicago — Denver
3h 55m stop
19:00 — 21:41 UA720 United Airlines
Denver — Calgary
9h 26m
including layover
Find flight
from$125
14:01 — 00:22
+1 day
14:01 — 17:10 F91735 Frontier Airlines
Chicago — Phoenix
3h 55m stop
21:05 — 00:22 WS1539 WestJet
Phoenix — Calgary
11h 21m
including layover
Find flight
from$121
14:39 — 21:41
14:39 — 16:30 UA310 United Airlines
Chicago — Denver
2h 30m stop
19:00 — 21:41 UA720 United Airlines
Denver — Calgary
8h 2m
including layover
Find flight
from$99
16:05 — 21:41
16:05 — 17:54 UA767 United Airlines
Chicago — Denver
1h 5m stop
19:00 — 21:41 UA720 United Airlines
Denver — Calgary
6h 36m
including layover
Find flight
from$125
17:54 — 10:40
+1 day
17:34 — 20:23 AS353 Alaska Airlines
Chicago — Seattle
11h 17m stop
08:00 — 10:40 AS2096 Alaska Airlines
Seattle — Calgary
17h 46m
including layover
Find flight
from$169
17:59 — 11:44
+1 day
17:59 — 21:21 F91442 Frontier Airlines
Chicago — Atlanta
11h 24m stop
08:45 — 11:44 WS1593 WestJet
Atlanta — Calgary
18h 45m
including layover
Find flight
from$154
18:07 — 11:44
+1 day
18:07 — 21:23 F92292 Frontier Airlines
Chicago — Atlanta
11h 22m stop
08:45 — 11:44 WS1593 WestJet
Atlanta — Calgary
18h 37m
including layover
Find flight
from$127
18:15 — 11:44
+1 day
18:15 — 21:23 F92144 Frontier Airlines
Chicago — Atlanta
11h 22m stop
08:45 — 11:44 WS1593 WestJet
Atlanta — Calgary
18h 29m
including layover
Find flight
from$127
19:14 — 10:40
+1 day
19:14 — 22:00 AS421 Alaska Airlines
Chicago — Seattle
10h stop
08:00 — 10:40 AS2096 Alaska Airlines
Seattle — Calgary
16h 26m
including layover
Find flight
from$169
21:09 — 23:50
+1 day
21:09 — 00:13 F91735 Frontier Airlines
Chicago — Phoenix
20h 27m stop
20:40 — 23:50 F81503 Freedom Airlines
Phoenix — Calgary
27h 41m
including layover
Find flight
from$115
22:47 — 22:55
+1 day
22:47 — 00:54 NK713 Spirit Airlines
Chicago — Las Vegas
18h 16m stop
19:10 — 22:55 F81513 Freedom Airlines
Las Vegas — Calgary
25h 8m
including layover
Find flight
from$182
06:10 — 21:06
20:56 — 00:11 F91827 Frontier Airlines
Chicago — Phoenix
4h 59m stop
14:15 — 16:40 WS1771 WestJet
Phoenix — Vancouver
1h 55m stop
18:35 — 21:06 WS124 WestJet
Vancouver — Calgary
15h 56m
including layover
Find flight
from$136
07:15 — 15:05
+1 day
07:15 — 10:23 F92144 Frontier Airlines
Chicago — Atlanta
22h 42m stop
09:05 — 12:00 WS1029 WestJet
Atlanta — Edmonton
2h 5m stop
14:05 — 15:05 WS3350 WestJet
Edmonton — Calgary
32h 50m
including layover
Find flight
from$114
08:15 — 22:25
08:15 — 10:08 F92209 Frontier Airlines
Chicago — Denver
3h 12m stop
13:20 — 14:33 F92349 Frontier Airlines
Denver — Las Vegas
3h 52m stop
18:25 — 22:25 WS1585 WestJet
Las Vegas — Calgary
15h 10m
including layover
Find flight
from$173
09:20 — 19:08
09:20 — 10:56 SY260 Sun Country Airlines
Chicago — Minneapolis
3h 24m stop
14:20 — 16:24 WS1547 WestJet
Minneapolis — Edmonton
1h 41m stop
18:05 — 19:08 WS3352 WestJet
Edmonton — Calgary
10h 48m
including layover
Find flight
from$140
09:20 — 21:45
09:20 — 10:56 SY260 Sun Country Airlines
Chicago — Minneapolis
3h 24m stop
14:20 — 16:24 WS1547 WestJet
Minneapolis — Edmonton
4h 21m stop
20:45 — 21:45 WS240 WestJet
Edmonton — Calgary
13h 25m
including layover
Find flight
from$169
11:55 — 22:39
11:55 — 13:31 SY260 Sun Country Airlines
Chicago — Minneapolis
1h 44m stop
15:15 — 17:36 WS3739 WestJet
Minneapolis — Regina
4h 9m stop
21:45 — 22:39 WS3299 WestJet
Regina — Calgary
11h 44m
including layover
Find flight
from$175
11:55 — 07:07
+1 day
11:55 — 13:31 SY260 Sun Country Airlines
Chicago — Minneapolis
1h 44m stop
15:15 — 17:36 WS3739 WestJet
Minneapolis — Regina
12h 44m stop
06:20 — 07:07 WS297 WestJet
Regina — Calgary
20h 12m
including layover
Find flight
from$175
19:59 — 15:16
+1 day
18:07 — 21:24 F91442 Frontier Airlines
Chicago — Atlanta
9h 31m stop
08:30 — 11:15 WS1599 WestJet
Atlanta — Vancouver
1h 31m stop
12:45 — 15:16 WS112 WestJet
Vancouver — Calgary
20h 17m
including layover
Find flight
from$131
21:44 — 16:15
+1 day
15:12 — 18:16 F92292 Frontier Airlines
Chicago — Atlanta
7h 50m stop
08:30 — 11:15 WS1599 WestJet
Atlanta — Vancouver
2h 31m stop
13:45 — 16:16 WS114 WestJet
Vancouver — Calgary
19h 31m
including layover
Find flight
from$128
22:47 — 22:25
+1 day
22:47 — 00:54 NK713 Spirit Airlines
Chicago — Las Vegas
9h 16m stop
10:10 — 12:28 NK2007 Spirit Airlines
Las Vegas — Phoenix
6h 47m stop
19:15 — 22:32 WS1493 WestJet
Phoenix — Calgary
24h 38m
including layover
Find flight
from$172
*Departure and arrival times - local. Updated on November 18, 2024

Flight Information

Below we will explain in detail what the flights cost on the destination from Chicago to Calgary depends on and how to choose the most interesting flight option for you.

Distance between Chicago and Calgary is 2249 miles. Time difference between the cities is 1h. Airplanes depart 05:00 to 22:47 from 7 Chicago airports and arrive 05:00 to 22:47 to 1 Calgary airport. Average flight time is 3h 53m.

  • The fastest flight 3h 52m
  • Average flight time 3h 53m
  • The earliest flight 05:00
  • The latest flight 22:47
  • Distance 1398 ml

The cheapest months to travel to Calgary are january (from 99 $), february (from 114 $), december (from 115 $).

The most expensive months are november (from 125 $), december (from 115 $), february (from 114 $).

What is the lowest airfare Chicago to Calgary?

The cheapest plane ticket found by our users is $99. This airfare is for economy class on one-way UA1491 flight by United Airlines for January 22, 2025 which leaves O'Hare International in Chicago at 12:45 am and arrives at Calgary Calgary Int. at 21:41.

Economy class
$99
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Business class
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First class
?
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Popular Airlines on the Route

The flight Chicago — Calgary is served by 10 regular airlines and 7 low-cost airlines. Most of the flights on this route are operated by Alaska Airlines - 34 departures per week at the price of from $ 169 . And the most expensive tickets are offered by Air Canada airline - from $ 1116.

Direct flights

There are 2 nonstop flights on the route. The fastest direct flight is UA764 by United Airlines takes 3h 52m and the cheapest is UA1491 by United Airlines for $125.

See more direct flights

Connecting Flights

There are 352 flights with layovers on the route. The fastest connecting flight is UA2115 by United Airlines takes 5h 27m and the cheapest is UA1491 by United Airlines for $99.

See more connecting flights

Airports

You can fly from Chicago to Calgary from 7 airports (O'Hare International, Midway, Dupage County, Chicago FSS, Merrill C Meigs (closed), Pal-Waukee, Chicago NAS).

Chicago airports

  • O'Hare International-ORD
    from $99
    Find
  • Midway-MDW
    from $114
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  • Dupage County-DPA
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  • Chicago FSS-CHI
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  • Merrill C Meigs (closed)-CGX
    Find
  • Pal-Waukee-PWK
    Find
  • Chicago NAS-NOH
    Find

Calgary airports

  • Calgary Int.-YYC
    Find

How to book a plane 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 flight ticket.
  • 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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