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Cheap flights Chicago to Calgary

1 passenger, economy

Cheap flights Chicago to Calgary

Compare prices, duration and stops

American Airlines
AA 1632
01:30
Chicago, О'Хара (ORD)
Fri, 18 sep
3h 59min
Direct
05:29
Calgary (YYC)
Fri, 18 sep
172 $
WestJet
WS 1611
22:30
Chicago, О'Хара (ORD)
Mon, 28 sep
3h 55min
Direct
02:25
Calgary (YYC)
Tue, 29 sep +1
106 $
Air Canada
AC 520 Best price
13:45
Chicago, О'Хара (ORD)
Tue, 29 sep
8h 12min
1 stop
21:57
Calgary (YYC)
Tue, 29 sep
106 $
WestJet
WS 1611
22:30
Chicago, О'Хара (ORD)
Tue, 29 sep
3h 55min
Direct
02:25
Calgary (YYC)
Wed, 30 sep +1
106 $
Air Canada
AC 508
22:30
Chicago, О'Хара (ORD)
Mon, 23 nov
7h 54min
1 stop
06:24
Calgary (YYC)
Tue, 24 nov +1
143 $
Air Canada
AC 8904
18:50
Chicago, О'Хара (ORD)
Tue, 24 nov
8h 39min
1 stop
03:29
Calgary (YYC)
Wed, 25 nov +1
143 $

Low price calendar

September 2026
Price chart (September 2026)
min: 106 $ · max: 172 $
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Cheap flights Chicago to Calgary

Air Canada
Air Canada
Mon, Tue
Price from
$106
WestJet
WestJet
Mon, Tue
Price from
$106
American Airlines
American Airlines
Fri
Price from
$172

Popular destinations from Chicago

All →
CHI
Chicago — Orlando
United States → United States
ORL
from
$21
CHI
Chicago — Orlando
United States → United States
MCO
from
$21
CHI
Chicago — Atlanta
United States → United States
ATL
from
$22
CHI
Chicago — Houston
United States → United States
IAH
from
$22
CHI
Chicago — Houston
United States → United States
HOU
from
$22
CHI
Chicago — New York
United States → United States
NYC
from
$23
CHI
Chicago — Denver
United States → United States
DEN
from
$24
CHI
Chicago — Fort Lauderdale
United States → United States
FLL
from
$24
CHI
Chicago — Miami
United States → United States
MIA
from
$25

Popular destinations to Calgary

All →
YVR
Vancouver — Calgary
Canada → Canada
YYC
from
$25
YYJ
Victoria — Calgary
Canada → Canada
YYC
from
$42
YLW
Kelowna — Calgary
Canada → Canada
YYC
from
$43
YEA
Edmonton — Calgary
Canada → Canada
YYC
from
$47
YWG
Winnipeg — Calgary
Canada → Canada
YYC
from
$47
YOW
Ottawa — Calgary
Canada → Canada
YYC
from
$55
YTO
Toronto — Calgary
Canada → Canada
YYC
from
$70
BOS
Boston — Calgary
United States → Canada
YYC
from
$77
SFO
San Francisco — Calgary
United States → Canada
YYC
from
$78

Cheap flights Chicago to Calgary

Interesting facts about the route

Flight time

3h 59min

Distance

2 224 km

Average price

$124

Most frequent flight

AC 508

Passenger reviews

No reviews for this route yet

Internet abroad

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Frequently Asked Questions

The average ticket price Chicago Calgary is $124. Check flight options below for current prices.
The average flight time is 3 hours 59 minutes.
Flights on the Chicago - Calgary route are operated by the following airlines: American Airlines, Air Canada, WestJet.
The distance from Chicago to Calgary is 2224 km.