Find Cheap Flights from Calgary to Chicago (YYC - CHI)

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Book cheap flights from Calgary to Chicago

(Round-trip)
Depart: Wed Aug 30 2017 Return: Wed Sep 13 2017 Trip spans 15 days
WestJet
WestJet
YYC
ORD
3h 18m
nonstop
ORD
YYC
3h 45m
nonstop
Depart: Fri Sep 1 2017 Return: Mon Sep 4 2017 Trip spans 4 days
United
United
YYC
ORD
3h 35m
nonstop
ORD
YYC
3h 48m
nonstop
Depart: Thu Sep 28 2017 Return: Sun Oct 1 2017 Trip spans 4 days
Major Airline
Major Airline
YYC
ORD
1h 45m
nonstop
ORD
YYC
3h 45m
nonstop
Depart: Thu Dec 7 2017 Return: Mon Dec 11 2017 Trip spans 5 days
Delta
Delta
YYC
MDW
5h 34m
1 stop
MDW
YYC
7h 35m
1 stop
Depart: Thu Jul 20 2017 Return: Mon Jul 24 2017 Trip spans 5 days
United
United
YYC
ORD
3h 25m
nonstop
ORD
YYC
3h 50m
nonstop
Depart: Fri Oct 27 2017 Return: Sat Oct 28 2017 Trip spans 2 days
WestJet
WestJet
YYC
ORD
3h 19m
nonstop
ORD
YYC
3h 45m
nonstop
Depart: Sat Aug 5 2017 Return: Fri Aug 11 2017 Trip spans 7 days
Major Airline
Major Airline
YYC
ORD
3h 18m
nonstop
ORD
YYC
4h 00m
nonstop
Depart: Wed Jun 28 2017 Return: Mon Jul 3 2017 Trip spans 6 days
Delta
Delta
YYC
MDW
7h 28m
1 stop
MDW
YYC
8h 02m
1 stop
Depart: Wed Jun 28 2017 Return: Sun Jul 2 2017 Trip spans 5 days
Delta
Delta
YYC
ORD
5h 19m
1 stop
ORD
YYC
5h 20m
1 stop
Depart: Fri Oct 20 2017 Return: Mon Oct 23 2017 Trip spans 4 days
Delta
Delta
YYC
MDW
5h 45m
1 stop
MDW
YYC
7h 35m
1 stop
Depart: Sat Sep 9 2017 Return: Wed Sep 13 2017 Trip spans 5 days
Delta
Delta
YYC
MDW
9h 14m
2 stops
MDW
YYC
7h 35m
1 stop
Depart: Wed Aug 16 2017 Return: Sun Aug 20 2017 Trip spans 5 days
Major Airline
Major Airline
YYC
ORD
16h 34m
nonstop
ORD
YYC
12h 54m
nonstop
Depart: Sun Jul 9 2017 Return: Tue Jul 11 2017 Trip spans 3 days
Delta
Delta
YYC
MDW
13h 33m
2 stops
MDW
YYC
7h 54m
1 stop
Depart: Thu Aug 17 2017 Return: Sun Aug 20 2017 Trip spans 4 days
Delta
Delta
YYC
MDW
11h 06m
2 stops
MDW
YYC
5h 38m
1 stop
Depart: Wed Nov 22 2017 Return: Mon Nov 27 2017 Trip spans 6 days
Delta
Delta
YYC
MDW
10h 18m
2 stops
MDW
YYC
7h 35m
1 stop
Depart: Thu Aug 24 2017 Return: Sat Sep 2 2017 Trip spans 10 days
Delta
Delta
YYC
MDW
5h 36m
1 stop
MDW
YYC
5h 15m
1 stop
Depart: Mon Jul 3 2017 Return: Fri Jul 7 2017 Trip spans 5 days
Delta
Delta
YYC
MDW
11h 31m
2 stops
MDW
YYC
10h 35m
2 stops
Depart: Fri Sep 1 2017 Return: Mon Sep 4 2017 Trip spans 4 days
Delta
Delta
YYC
MDW
6h 15m
1 stop
MDW
YYC
7h 11m
1 stop
Depart: Fri Jun 30 2017 Return: Tue Jul 11 2017 Trip spans 12 days
Delta
Delta
YYC
MDW
6h 34m
1 stop
MDW
YYC
5h 45m
1 stop
Depart: Tue Jul 11 2017 Return: Wed Jul 12 2017 Trip spans 2 days
Delta
Delta
YYC
MDW
5h 13m
1 stop
MDW
YYC
5h 45m
1 stop
Direct flights YYC to CHI on American Airlines
Flight # Depart YYC Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
8162 1:40 pm 6:02 pm Jun 22 - Jun 29
8162 1:40 pm 5:58 pm Jul 1 - Jul 7
8162 1:40 pm 5:58 pm Jul 30 - Aug 3
8162 1:40 pm 5:58 pm Jul 12 - Aug 30
8162 1:40 pm 5:58 pm Jul 2 - Jul 29
8162 1:40 pm 5:58 pm Jul 3 - Jul 27
8162 1:40 pm 6:02 pm Jun 21 - Jun 30
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

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Airports
Origin

Calgary
$311
Destination

Chicago
only $311
only $399
Airlines Airline reviews

19 travelers who booked a flight from Calgary to Chicago rated their chosen airlines with an average of 6.5.

Overall
6.8
Boarding
6.9
Crew
6.8
Comfort
6.6
Food
5.8
Entertainment
5.8