Cheap Flights from Chicago, IL to Calgary, AB from $100

Return flight: Calgary – Chicago

On Cheapflightsplus.com you will find 1 direct and 181 connecting flights from Chicago to Calgary. You can compare airfare deals from 8 airlines and multiple travel sites from $100, 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: $100 (one-way), $171 (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
08:47 — 11:39
08:47 — 11:39 UA764 United Airlines
Chicago — Calgary
3h 52m
Find flight
from$336
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$122
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$100
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$173
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$185
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$100
13:14 — 22:55
13:09 — 15:14 NK188 Spirit Airlines
Chicago — Las Vegas
4h stop
19:10 — 22:55 F81513 Freedom Airlines
Las Vegas — Calgary
10h 41m
including layover
Find flight
from$215
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$122
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$100
16:27 — 17:05
+1 day
16:27 — 19:23 NK174 Spirit Airlines
Chicago — Houston
18h 12m stop
13:35 — 17:05 WS1541 WestJet
Houston — Calgary
25h 38m
including layover
Find flight
from$194
17:28 — 17:55
+1 day
17:28 — 20:11 AS353 Alaska Airlines
Chicago — Seattle
19h 4m stop
15:15 — 17:55 WS1553 WestJet
Seattle — Calgary
25h 27m
including layover
Find flight
from$173
18:36 — 22:55
+1 day
18:36 — 21:00 F92145 Frontier Airlines
Chicago — Las Vegas
22h 10m stop
19:10 — 22:55 F81513 Freedom Airlines
Las Vegas — Calgary
29h 19m
including layover
Find flight
from$140
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$183
05:00 — 21:39
05:00 — 09:09 NK2 Spirit Airlines
Chicago — Miami
5h 11m stop
14:20 — 17:55 PD512 Porter Airlines
Miami — Ottawa
1h stop
18:55 — 21:39 PD277 Porter Airlines
Ottawa — Calgary
17h 39m
including layover
Find flight
from$218
05:15 — 20:04
05:15 — 08:31 NK210 Spirit Airlines
Chicago — Newark
44m stop
09:15 — 11:53 NK1645 Spirit Airlines
Newark — Atlanta
5h 17m stop
17:10 — 20:04 WS1591 WestJet
Atlanta — Calgary
15h 49m
including layover
Find flight
from$216
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$137
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$115
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$174
10:47 — 07:36
+1 day
10:47 — 13:26 NK1676 Spirit Airlines
Chicago — Los Angeles
6h 24m stop
19:50 — 00:22 WS1433 WestJet
Los Angeles — Edmonton
6h 8m stop
06:30 — 07:36 WS238 WestJet
Edmonton — Calgary
21h 49m
including layover
Find flight
from$207
13:39 — 11:13
+1 day
13:39 — 15:45 NK150 Spirit Airlines
Chicago — Las Vegas
4h 24m stop
20:09 — 21:27 NK912 Spirit Airlines
Las Vegas — Los Angeles
9h 33m stop
07:00 — 11:13 WS1513 WestJet
Los Angeles — Calgary
22h 34m
including layover
Find flight
from$210
17:28 — 15:55
+1 day
17:28 — 20:11 AS353 Alaska Airlines
Chicago — Seattle
15h 19m stop
11:30 — 12:36 WS3731 WestJet
Seattle — Kelowna
1h 4m stop
13:40 — 15:55 WS3810 WestJet
Kelowna — Calgary
23h 27m
including layover
Find flight
from$171
18:36 — 22:32
+1 day
18:36 — 21:00 F92145 Frontier Airlines
Chicago — Las Vegas
9h stop
09:33 — 11:50 F93484 Frontier Airlines
Las Vegas — Phoenix
10h 58m stop
19:15 — 22:32 WS1493 WestJet
Phoenix — Calgary
28h 56m
including layover
Find flight
from$151
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$132
19:59 — 16:15
+1 day
19:59 — 22:59 F91442 Frontier Airlines
Chicago — Atlanta
9h 31m stop
08:30 — 11:14 WS1599 WestJet
Atlanta — Vancouver
2h 31m stop
13:45 — 16:15 WS114 WestJet
Vancouver — Calgary
21h 16m
including layover
Find flight
from$175
21:01 — 21:54
+1 day
21:01 — 23:42 F93243 Frontier Airlines
Chicago — Dallas
7h 21m stop
07:03 — 08:34 F93211 Frontier Airlines
Dallas — Los Angeles
9h 6m stop
17:40 — 21:54 WS1515 WestJet
Los Angeles — Calgary
25h 53m
including layover
Find flight
from$168
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$129
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$173
*Departure and arrival times - local. Updated on December 21, 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 52m.

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

The cheapest months to travel to Calgary are january (from 100 $), february (from 115 $), december (from 118 $).

The most expensive months are november (from 126 $), december (from 118 $), february (from 115 $).

What is the lowest airfare Chicago to Calgary?

The cheapest plane ticket found by our users is $100. 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
$100
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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 8 regular airlines and 5 low-cost airlines. Most of the flights on this route are operated by Alaska Airlines - 23 departures per week at the price of from $ 171 . And the most expensive tickets are offered by WestJet airline - from $ 781.

Direct flights

There are 1 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 $336.

See more direct flights

Connecting Flights

There are 181 flights with layovers on the route. The fastest connecting flight is WS7943 by WestJet takes 5h 35m and the cheapest is UA1491 by United Airlines for $100.

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 $100
    Find
  • Midway-MDW
    from $115
    Find
  • Dupage County-DPA
    Find
  • Chicago FSS-CHI
    Find
  • 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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