Find Cheap Flights from Calgary to Chicago Midway (YYC - MDW)

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 Midway

(Round-trip)
Depart: Fri Nov 10 2017 Return: Tue Nov 14 2017 Trip spans 5 days
Delta
Delta
YYC
10:30a
MDW
4:15p
5h 45m
1 stop
MDW
7:20a
YYC
7:55p
12h 35m
2 stops
Depart: Sun Oct 1 2017 Return: Sat Oct 7 2017 Trip spans 7 days
Delta
Delta
YYC
10:45a
MDW
5:12p
6h 27m
1 stop
MDW
2:15a
YYC
10:43a
8h 28m
1 stop
Depart: Tue Aug 29 2017 Return: Wed Sep 6 2017 Trip spans 9 days
Delta
Delta
YYC
10:40a
MDW
5:16p
6h 36m
1 stop
MDW
11:01a
YYC
8:38p
9h 37m
2 stops
Depart: Sat Oct 14 2017 Return: Tue Oct 17 2017 Trip spans 4 days
Delta
Delta
YYC
10:45a
MDW
5:10p
6h 25m
1 stop
MDW
11:18a
YYC
5:03p
5h 45m
1 stop
Depart: Wed Aug 30 2017 Return: Tue Sep 5 2017 Trip spans 7 days
Delta
Delta
YYC
10:40a
MDW
5:16p
6h 36m
1 stop
MDW
11:06a
YYC
6:59p
7h 53m
1 stop
Depart: Fri Jan 26 2018 Return: Tue Jan 30 2018 Trip spans 5 days
Delta
Delta
YYC
4:55a
MDW
4:10p
11h 15m
2 stops
MDW
7:30a
YYC
5:44p
10h 14m
2 stops
Depart: Sat Jan 27 2018 Return: Thu Feb 1 2018 Trip spans 6 days
Delta
Delta
YYC
3:00a
MDW
10:30a
7h 30m
1 stop
MDW
1:35a
YYC
9:28a
7h 53m
1 stop
Depart: Thu Aug 24 2017 Return: Mon Aug 28 2017 Trip spans 5 days
Delta
Delta
YYC
4:15a
MDW
11:45a
7h 30m
1 stop
MDW
11:01a
YYC
6:59p
7h 58m
1 stop
Depart: Thu Oct 12 2017 Return: Tue Oct 17 2017 Trip spans 6 days
Delta
Delta
YYC
10:45a
MDW
5:12p
6h 27m
1 stop
MDW
11:18a
YYC
8:52p
9h 34m
2 stops
Depart: Sat Sep 2 2017 Return: Tue Sep 5 2017 Trip spans 4 days
Delta
Delta
YYC
10:40a
MDW
5:14p
6h 34m
1 stop
MDW
11:06a
YYC
6:59p
7h 53m
1 stop
Depart: Thu Oct 19 2017 Return: Mon Oct 23 2017 Trip spans 5 days
Delta
Delta
YYC
10:45a
MDW
5:12p
6h 27m
1 stop
MDW
2:15a
YYC
10:44a
8h 29m
1 stop
Depart: Fri Oct 13 2017 Return: Mon Oct 16 2017 Trip spans 4 days
Delta
Delta
YYC
10:45a
MDW
5:12p
6h 27m
1 stop
MDW
11:18a
YYC
5:03p
5h 45m
1 stop
Depart: Wed Jan 24 2018 Return: Thu Feb 1 2018 Trip spans 9 days
Delta
Delta
YYC
3:00a
MDW
8:26a
5h 26m
1 stop
MDW
4:12a
YYC
9:28a
5h 16m
1 stop
Depart: Thu Jan 25 2018 Return: Thu Feb 1 2018 Trip spans 8 days
Delta
Delta
YYC
3:00a
MDW
8:26a
5h 26m
1 stop
MDW
4:12a
YYC
9:28a
5h 16m
1 stop
Depart: Sun Jan 28 2018 Return: Thu Feb 1 2018 Trip spans 5 days
Delta
Delta
YYC
3:00a
MDW
8:26a
5h 26m
1 stop
MDW
4:12a
YYC
9:28a
5h 16m
1 stop
Depart: Fri Oct 20 2017 Return: Mon Oct 23 2017 Trip spans 4 days
Delta
Delta
YYC
10:45a
MDW
5:12p
6h 27m
1 stop
MDW
2:15a
YYC
10:44a
8h 29m
1 stop
Depart: Fri Sep 1 2017 Return: Mon Sep 4 2017 Trip spans 4 days
Delta
Delta
YYC
10:40a
MDW
5:16p
6h 36m
1 stop
MDW
5:05a
YYC
10:33a
5h 28m
1 stop
Depart: Sat Aug 19 2017 Return: Sat Aug 26 2017 Trip spans 8 days
Delta
Delta
YYC
8:55a
MDW
5:00p
8h 05m
1 stop
MDW
1:18p
YYC
6:59p
5h 41m
1 stop
Depart: Wed Aug 23 2017 Return: Thu Aug 24 2017 Trip spans 2 days
Delta
Delta
YYC
4:15a
MDW
9:46a
5h 31m
1 stop
MDW
11:18a
YYC
6:44p
7h 26m
1 stop
Depart: Thu Aug 31 2017 Return: Mon Sep 4 2017 Trip spans 5 days
Delta
Delta
YYC
10:40a
MDW
5:16p
6h 36m
1 stop
MDW
1:10p
YYC
6:59p
5h 49m
1 stop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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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Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

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
$389
Destination

Chicago
$389
Airlines