Cheap Flights from Chicago, IL to Calgary, AB from $99
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
Best Flights from Chicago to Calgary Today
Price | Departure | Arrival | Flight Duration | Airline | Flight |
---|---|---|---|---|---|
from $125 | 08:47 Chicago O'Hare International | 11:39 Calgary Calgary Int. | 3h 52m | United Airlines | UA764 |
from $1116 | 08:45 Chicago O'Hare International | 11:39 Calgary Calgary Int. | 3h 54m | Air Canada | AC4027 |
from $99 | 14:39 Chicago O'Hare International | 21:41 Calgary Calgary Int. | 8h 2m layover 2h 30m - Denver | United Airlines | UA310 UA720 |
from $99 | 12:45 Chicago O'Hare International | 21:41 Calgary Calgary Int. | 9h 56m layover 4h 26m - Denver | United Airlines | UA1491 UA720 |
from $99 | 07:10 Chicago O'Hare International | 21:41 Calgary Calgary Int. | 15h 31m layover 10h 0m - Denver | United Airlines | UA711 UA720 |
from $115 | 21:09 Chicago Midway | 23:50+1 день Calgary Calgary Int. | 27h 41m layover 20h 27m - Phoenix | Frontier Airlines | F91735 F81503 |
from $117 | 12:43 Chicago Midway | 22:55 Calgary Calgary Int. | 11h 12m layover 4h 14m - Las Vegas | Frontier Airlines | F92329 F81513 |
from $125 | 16:05 Chicago O'Hare International | 21:41 Calgary Calgary Int. | 6h 36m layover 1h 5m - Denver | United Airlines | UA767 UA720 |
from $125 | 13:15 Chicago O'Hare International | 21:41 Calgary Calgary Int. | 9h 26m layover 3h 55m - Denver | United Airlines | UA1882 UA720 |
from $127 | 18:07 Chicago Midway | 11:44+1 день Calgary Calgary Int. | 18h 37m layover 11h 22m - Atlanta | Frontier Airlines | F92292 WS1593 |
from $134 | 18:36 Chicago O'Hare International | 22:55+1 день Calgary Calgary Int. | 29h 19m layover 22h 10m - Las Vegas | Frontier Airlines | F92145 F81513 |
from $135 | 21:53 Chicago O'Hare International | 22:55+1 день Calgary Calgary Int. | 26h 2m layover 19h 11m - Las Vegas | Spirit Airlines | NK330 F81513 |
from $114 | 07:15 Chicago Midway | 15:05+1 день Calgary Calgary Int. | 32h 50m layover 22h 42m - Atlanta 2h 5m - Edmonton | Frontier Airlines | F92144 WS1029 WS3350 |
from $128 | 21:44 Chicago Midway | 16:15+1 день Calgary Calgary Int. | 19h 31m layover 7h 50m - Atlanta 2h 31m - Vancouver | Frontier Airlines | F92292 WS1599 WS114 |
from $131 | 19:59 Chicago O'Hare International | 15:16+1 день Calgary Calgary Int. | 20h 17m layover 9h 31m - Atlanta 1h 31m - Vancouver | Frontier Airlines | F91442 WS1599 WS112 |
from $136 | 06:10 Chicago O'Hare International | 21:06 Calgary Calgary Int. | 15h 56m layover 4h 59m - Phoenix 1h 55m - Vancouver | Frontier Airlines | F91827 WS1771 WS124 |
Flight Schedule Chicago (Illinois) to Calgary (Alberta)
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 |
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.
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.
- from $1116Find
- from $125Find
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.
- from $169Find
- from $264Find
- from $114Find
- from $99Find
- from $302Find
- PD - Porter Airlinesfrom $202Find
- SY - Sun Country Airlinesfrom $140Find
- Y4 - Volarisfrom $801Find
- NK - Spirit Airlinesfrom $135Find
- TS - Air Transatfrom $239Find
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-ORDfrom $99Find
- Midway-MDWfrom $114Find
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
Calgary airports
- Calgary Int.-YYCFind
Airplanes
There are flights to Calgary from Chicago by 10 airlines that use 8 aircraft brands. They range from huge modern airplanes to small-sized.
- Boeing 737-900from $99Find
- De Havilland Canada DHC-8-400 Dash 8Qfrom $213Find
- Boeing 777from $218Find
- Airbus A319from $264Find
- Boeing 737-800from $264Find
- Embraer 175 (short wing)from $277Find
- Boeing 717from $310Find
- Boeing 737from $337Find
Top Domestic Destinations from Chicago
You may also consider searching for discounted plane tickets to some other popular places from Chicago within United States.
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Top International Destinations from Chicago
Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.
- from $60Find
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- from $74Find
How to book a plane 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.