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

One way Round trip

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On Cheapflightsplus.com you will find 1 direct and 66 connecting flights from Chicago to Calgary. You can compare airfare deals from 8 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).

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Best Flights from Chicago to Calgary Today

Take a look at the list of non stop flights and flights with layovers from Chicago to Calgary with the lowest price of $99. The fastest direct flight takes 3h 52m and the fastest connecting – 6h 35m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $126 Find flight	08:47 Chicago O'Hare International	11:39 Calgary Calgary Int.	3h 52m	United Airlines	UA764
from $99 Find flight	12:45 Chicago O'Hare International	21:41 Calgary Calgary Int.	9h 56m layover 4h 26m - Denver	United Airlines	UA1491 UA720
from $203 Find flight	13:05 Chicago Midway	23:25 Calgary Calgary Int.	11h 20m layover 5h 18m - Toronto	Porter Airlines	PD2388 F8623
from $215 Find flight	13:14 Chicago O'Hare International	22:55 Calgary Calgary Int.	10h 41m layover 4h 0m - Las Vegas	Spirit Airlines	NK188 F81513
from $215 Find flight	10:55 Chicago O'Hare International	22:55 Calgary Calgary Int.	13h 0m layover 6h 19m - Las Vegas	Spirit Airlines	NK183 F81513
from $227 Find flight	07:45 Chicago O'Hare International	18:09 Calgary Calgary Int.	11h 24m layover 5h 8m - Seattle	Alaska Airlines	AS333 AS2226
from $240 Find flight	12:55 Chicago Midway	22:27 Calgary Calgary Int.	10h 32m layover 4h 23m - Toronto	Air Transat	TS7058 WS675
from $250 Find flight	19:30 Chicago O'Hare International	22:25+1 день Calgary Calgary Int.	27h 55m layover 20h 42m - Las Vegas	Frontier Airlines	F92145 WS1585
from $262 Find flight	11:28 Chicago O'Hare International	20:04 Calgary Calgary Int.	9h 36m layover 2h 42m - Atlanta	Frontier Airlines	F91596 WS1591
from $129 Find flight	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 $174 Find flight	19:59 Chicago O'Hare International	16:15+1 день Calgary Calgary Int.	21h 16m layover 9h 31m - Atlanta 2h 31m - Vancouver	Frontier Airlines	F91442 WS1599 WS114
from $225 Find flight	17:54 Chicago O'Hare International	16:13+1 день Calgary Calgary Int.	23h 19m layover 14h 55m - Seattle 1h 24m - Kelowna	Alaska Airlines	AS353 WS3731 WS3162
from $243 Find flight	22:00 Chicago Midway	23:50+1 день Calgary Calgary Int.	26h 50m layover 7h 10m - Las Vegas 11h 16m - Phoenix	Frontier Airlines	F92329 F93484 F81503
from $247 Find flight	06:45 Chicago O'Hare International	19:16 Calgary Calgary Int.	13h 31m layover 2h 38m - Los Angeles 1h 59m - Vancouver	Spirit Airlines	NK467 WS1697 WS120
from $247 Find flight	06:45 Chicago O'Hare International	21:06 Calgary Calgary Int.	15h 21m layover 2h 38m - Los Angeles 3h 49m - Vancouver	Spirit Airlines	NK467 WS1697 WS124
from $252 Find flight	07:20 Chicago O'Hare International	22:55 Calgary Calgary Int.	16h 35m layover 1h 30m - Dallas 7h 12m - Las Vegas	Spirit Airlines	NK824 NK3711 F81513

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on February 22, 2025

Flight Schedule Chicago (Illinois) to Calgary (Alberta)

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	Flight Details	Flight Duration	Price
08:47 — 11:39	08:47 — 11:39 UA764 United Airlines Chicago — Calgary	3h 52m	Find flight from$126
07:45 — 18:09	07:45 — 10:36 AS333 Alaska Airlines Chicago — Seattle 5h 8m stop 15:36 — 18:10 AS2226 Alaska Airlines Seattle — Calgary	11h 24m including layover	Find flight from$227
09:50 — 17:08	09:50 — 12:30 AC8902 Air Canada Chicago — Toronto 2h 20m stop 14:45 — 17:08 AC145 Air Canada Toronto — Calgary	8h 18m including layover	Find flight from$351
10:00 — 17:55	10:00 — 12:43 AS462 Alaska Airlines Chicago — Seattle 2h 32m stop 15:15 — 17:55 WS1553 WestJet Seattle — Calgary	8h 55m including layover	Find flight from$313
10:55 — 22:55	10:55 — 12:51 NK183 Spirit Airlines Chicago — Las Vegas 6h 19m stop 19:10 — 22:55 F81513 Freedom Airlines Las Vegas — Calgary	13h including layover	Find flight from$215
11:00 — 21:08	10:05 — 13:29 WS7907 WestJet Chicago — New York 3h 12m stop 17:35 — 21:10 WS1681 WestJet New York — Calgary	11h 8m including layover	Find flight from$305
11:28 — 20:04	14:27 — 17:35 F91596 Frontier Airlines Chicago — Atlanta 2h 42m stop 17:10 — 20:04 WS1591 WestJet Atlanta — Calgary	9h 36m including layover	Find flight from$262
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
12:55 — 22:27	11:15 — 13:57 TS7058 Air Transat Chicago — Toronto 4h 23m stop 20:00 — 22:30 WS675 WestJet Toronto — Calgary	10h 32m including layover	Find flight from$240
13:05 — 23:25	11:15 — 13:57 PD2388 Porter Airlines Chicago — Toronto 5h 18m stop 21:05 — 23:25 F8623 Freedom Airlines Toronto — Calgary	11h 20m including layover	Find flight from$203
13:05 — 22:27	11:15 — 13:57 PD2388 Porter Airlines Chicago — Toronto 4h 13m stop 20:00 — 22:30 WS675 WestJet Toronto — Calgary	10h 22m including layover	Find flight from$206
14:35 — 21:41	14:35 — 16:28 UA1588 United Airlines Chicago — Denver 2h 37m stop 19:05 — 21:41 UA720 United Airlines Denver — Calgary	8h 6m including layover	Find flight from$385
17:54 — 18:09 +1 day	17:28 — 20:11 AS353 Alaska Airlines Chicago — Seattle 19h 1m stop 15:36 — 18:10 AS2226 Alaska Airlines Seattle — Calgary	25h 15m including layover	Find flight from$265
18:39 — 01:18 +1 day	18:28 — 21:25 AC4994 Air Canada Chicago — Toronto 1h 30m stop 22:55 — 01:18 AC159 Air Canada Toronto — Calgary	7h 39m including layover	Find flight from$346
20:05 — 12:28 +1 day	20:05 — 22:59 UA2364 United Airlines Chicago — San Francisco 9h 42m stop 08:41 — 12:28 UA2426 United Airlines San Francisco — Calgary	17h 23m including layover	Find flight from$443
05:05 — 21:42	05:05 — 09:10 NK19 Spirit Airlines Chicago — Miami 5h 41m stop 14:51 — 16:34 NK909 Spirit Airlines Miami — Houston 1h 41m stop 18:15 — 21:42 WS1535 WestJet Houston — Calgary	17h 37m including layover	Find flight from$351
06:45 — 19:16	06:35 — 09:13 NK467 Spirit Airlines Chicago — Los Angeles 2h 38m stop 11:45 — 14:48 WS1697 WestJet Los Angeles — Vancouver 1h 59m stop 16:45 — 19:16 WS120 WestJet Vancouver — Calgary	13h 31m including layover	Find flight from$247
06:45 — 21:06	06:35 — 09:13 NK467 Spirit Airlines Chicago — Los Angeles 2h 38m stop 11:45 — 14:48 WS1697 WestJet Los Angeles — Vancouver 3h 49m stop 18:35 — 21:06 WS124 WestJet Vancouver — Calgary	15h 21m including layover	Find flight from$247
07:20 — 22:55	07:20 — 09:33 NK824 Spirit Airlines Chicago — Dallas 1h 30m stop 11:03 — 11:58 NK3711 Spirit Airlines Dallas — Las Vegas 7h 12m stop 19:10 — 22:55 F81513 Freedom Airlines Las Vegas — Calgary	16h 35m including layover	Find flight from$252
08:30 — 09:00 +1 day	08:30 — 12:37 NK1986 Spirit Airlines Chicago — Miami 5h 38m stop 18:15 — 21:35 WS1223 WestJet Miami — Toronto 8h 55m stop 06:30 — 09:00 WS653 WestJet Toronto — Calgary	25h 30m including layover	Find flight from$300
16:05 — 18:09 +1 day	16:05 — 18:44 AS413 Alaska Airlines Chicago — Portland 12h 31m stop 07:15 — 08:17 AS1032 Alaska Airlines Portland — Seattle 7h 19m stop 15:36 — 18:09 AS2226 Alaska Airlines Seattle — Calgary	27h 4m including layover	Find flight from$381
16:05 — 18:09 +1 day	16:05 — 18:44 AS413 Alaska Airlines Chicago — Portland 13h 16m stop 08:00 — 09:02 AS910 Alaska Airlines Portland — Seattle 6h 34m stop 15:36 — 18:09 AS2226 Alaska Airlines Seattle — Calgary	27h 4m including layover	Find flight from$381
17:54 — 16:13 +1 day	17:54 — 20:35 AS353 Alaska Airlines Chicago — Seattle 14h 55m stop 11:30 — 12:36 WS3731 WestJet Seattle — Kelowna 1h 24m stop 14:00 — 16:13 WS3162 WestJet Kelowna — Calgary	23h 19m including layover	Find flight from$225
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$174
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
21:44 — 19:05 +1 day	18:07 — 21:15 F92292 Frontier Airlines Chicago — Atlanta 8h 25m stop 09:05 — 12:00 WS1029 WestJet Atlanta — Edmonton 6h 5m stop 18:05 — 19:08 WS3352 WestJet Edmonton — Calgary	22h 21m including layover	Find flight from$173
22:00 — 23:50 +1 day	22:00 — 23:59 F92329 Frontier Airlines Chicago — Las Vegas 7h 10m stop 07:09 — 09:24 F93484 Frontier Airlines Las Vegas — Phoenix 11h 16m stop 20:40 — 23:50 F81503 Freedom Airlines Phoenix — Calgary	26h 50m including layover	Find flight from$243
22:00 — 22:06 +1 day	22:00 — 23:59 F92329 Frontier Airlines Chicago — Las Vegas 12h 41m stop 12:40 — 15:38 WS1789 WestJet Las Vegas — Vancouver 3h 57m stop 19:35 — 22:06 WS126 WestJet Vancouver — Calgary	25h 6m including layover	Find flight from$313

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times - local. Updated on February 22, 2025

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 05:05 to 22:00 from 7 Chicago airports and arrive 05:05 to 22:00 to 1 Calgary airport. Average flight time is 3h 52m.

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

The cheapest months to travel to Calgary are january (from 99 $), november (from 126 $), december (from 173 $).

The most expensive months are february (from 174 $), december (from 173 $), november (from 126 $).

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 February 21, 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 8 regular airlines and 5 low-cost airlines. Most of the flights on this route are operated by Alaska Airlines - 12 departures per week at the price of from $ 225 . And the most expensive tickets are offered by United Airlines airline - from $ 572.

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 $126.

UA - United Airlines

from $126

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Connecting Flights

There are 66 flights with layovers on the route. The fastest connecting flight is UA1946 by United Airlines takes 6h 35m and the cheapest is UA1491 by United Airlines for $99.

AS - Alaska Airlines

from $225

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AC - Air Canada

from $346

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F9 - Frontier Airlines

from $129

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UA - United Airlines

from $99

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WS - WestJet

from $305

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PD - Porter Airlines

from $203

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NK - Spirit Airlines

from $215

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TS - Air Transat

from $240

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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
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Midway-MDW

from $129
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Dupage County-DPA

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Chicago FSS-CHI

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Merrill C Meigs (closed)-CGX

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Pal-Waukee-PWK

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Chicago NAS-NOH

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Calgary airports

Calgary Int.-YYC

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Airplanes

There are flights to Calgary from Chicago by 8 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.

Top Domestic Destinations from Chicago

You may also consider searching for discounted plane tickets to some other popular places from Chicago within United States.

Chicago — Las Vegas

from $508

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Chicago — Tampa

from $63

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Chicago — Los Angeles

from $181

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Chicago — Orlando

from $62

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Chicago — New York

from $74

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Chicago — Dallas

from $70

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Chicago — San Antonio

from $59

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Chicago — Atlanta

from $76

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Chicago — Miami

from $66

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Chicago — Denver

from $61

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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.

Chicago — London

from $60

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Chicago — Manchester

from $58

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Chicago — Zurich

from $61

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Chicago — Cancun

from $72

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Chicago — Dublin

from $59

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Chicago — Madrid

from $72

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Chicago — Rome

from $79

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Chicago — Paris

from $61

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Chicago — Tel Aviv

from $628

Find
Chicago — Mumbai

from $74

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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.