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: Mon Oct 23 2017 Return: Tue Oct 31 2017 Trip spans 9 days
United
United
YYC
ORD
3h 35m
nonstop
ORD
YYC
4h 10m
nonstop
Depart: Wed Sep 20 2017 Return: Wed Sep 27 2017 Trip spans 8 days
Delta
Delta
YYC
ORD
8h 50m
1 stop
ORD
YYC
10h 13m
1 stop
Depart: Thu Aug 31 2017 Return: Wed Sep 6 2017 Trip spans 7 days
Multiple Airlines
Multiple Airlines
YYC
ORD
3h 18m
nonstop
ORD
YYC
3h 50m
nonstop
Depart: Sun Oct 1 2017 Return: Sat Oct 7 2017 Trip spans 7 days
Delta
Delta
YYC
MDW
6h 27m
1 stop
MDW
YYC
8h 28m
1 stop
Depart: Thu Aug 31 2017 Return: Wed Sep 6 2017 Trip spans 7 days
United
United
YYC
ORD
3h 35m
nonstop
ORD
YYC
3h 50m
nonstop
Depart: Thu Oct 12 2017 Return: Tue Oct 17 2017 Trip spans 6 days
Delta
Delta
YYC
MDW
6h 27m
1 stop
MDW
YYC
9h 34m
2 stops
Depart: Sat Sep 2 2017 Return: Tue Sep 5 2017 Trip spans 4 days
Delta
Delta
YYC
MDW
6h 34m
1 stop
MDW
YYC
7h 53m
1 stop
Depart: Thu Aug 31 2017 Return: Mon Sep 4 2017 Trip spans 5 days
Delta
Delta
YYC
MDW
6h 36m
1 stop
MDW
YYC
5h 49m
1 stop
Depart: Fri Sep 1 2017 Return: Mon Sep 4 2017 Trip spans 4 days
Delta
Delta
YYC
MDW
6h 36m
1 stop
MDW
YYC
5h 28m
1 stop
Depart: Sat Aug 19 2017 Return: Sat Aug 26 2017 Trip spans 8 days
Delta
Delta
YYC
ORD
7h 25m
1 stop
ORD
YYC
5h 30m
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 5:58 pm Aug 19 - Aug 26
8162 1:40 pm 5:58 pm Aug 23 - Aug 30
8162 1:40 pm 5:58 pm Aug 27 - Aug 27
8162 1:40 pm 5:58 pm Aug 28 - Aug 31
8162 1:40 pm 5:59 pm Sep 1 - Sep 8
8162 1:40 pm 5:59 pm Sep 2 - Sep 2
8162 1:40 pm 5:59 pm Sep 4 - Sep 25
8162 1:40 pm 5:59 pm Sep 9 - Sep 23
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

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Why aren’t prices accurate 100% of the time?
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
$278
Destination

Chicago
only $278
only $394
Airlines Airline reviews

22 travelers who booked a flight from Calgary to Chicago rated their chosen airlines with an average of 6.2.

Overall
6.5
Boarding
6.4
Crew
6.5
Comfort
6.3
Food
5.5
Entertainment
5.5