Find Deals on Flights from Vancouver to Chicago Midway

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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Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Vancouver to Chicago Midway

(Round-trip)
Depart: Wed Apr 5 2017 Return: Wed Apr 26 2017 Trip spans 22 days
Delta
Delta
YVR
9:00a
MDW
4:11p
7h 11m
1 stop
MDW
2:25a
YVR
10:10a
7h 45m
1 stop
Depart: Fri Apr 14 2017 Return: Sat Apr 15 2017 Trip spans 2 days
KLM
KLM
YVR
9:00a
MDW
4:11p
7h 11m
1 stop
MDW
1:27p
YVR
8:06p
6h 39m
1 stop
Depart: Tue Apr 11 2017 Return: Tue May 2 2017 Trip spans 22 days
Delta
Delta
YVR
9:00a
MDW
4:11p
7h 11m
1 stop
MDW
11:20a
YVR
7:59p
8h 39m
1 stop
Depart: Wed Apr 12 2017 Return: Tue May 2 2017 Trip spans 21 days
Delta
Delta
YVR
2:40a
MDW
10:52a
8h 12m
1 stop
MDW
11:20a
YVR
7:59p
8h 39m
1 stop
Depart: Tue Apr 18 2017 Return: Fri Apr 21 2017 Trip spans 4 days
Delta
Delta
YVR
2:40a
MDW
10:52a
8h 12m
1 stop
MDW
1:27p
YVR
8:08p
6h 41m
1 stop
Depart: Wed Apr 19 2017 Return: Fri Apr 21 2017 Trip spans 3 days
Delta
Delta
YVR
2:40a
MDW
2:35p
11h 55m
2 stops
MDW
11:10a
YVR
8:08p
8h 58m
1 stop
Depart: Tue May 16 2017 Return: Tue Jul 4 2017 Trip spans 50 days
Delta
Delta
YVR
9:00a
MDW
4:10p
7h 10m
1 stop
MDW
11:24a
YVR
7:37p
8h 13m
1 stop
Depart: Wed Apr 26 2017 Return: Tue May 2 2017 Trip spans 7 days
Delta
Delta
YVR
2:40a
MDW
10:52a
8h 12m
1 stop
MDW
11:20a
YVR
7:59p
8h 39m
1 stop
Depart: Tue Apr 4 2017 Return: Thu Apr 6 2017 Trip spans 3 days
Delta
Delta
YVR
9:00a
MDW
4:11p
7h 11m
1 stop
MDW
2:25a
YVR
10:10a
7h 45m
1 stop
Depart: Sun Apr 9 2017 Return: Sat May 6 2017 Trip spans 28 days
Delta
Delta
YVR
2:40a
MDW
10:52a
8h 12m
1 stop
MDW
11:20a
YVR
7:48p
8h 28m
2 stops
Depart: Fri Apr 7 2017 Return: Fri Apr 28 2017 Trip spans 22 days
Delta
Delta
YVR
9:00a
MDW
4:11p
7h 11m
1 stop
MDW
5:10a
YVR
4:00p
10h 50m
2 stops
Depart: Wed Jun 14 2017 Return: Sat Jun 17 2017 Trip spans 4 days
Delta
Delta
YVR
2:45a
MDW
12:08p
9h 23m
2 stops
MDW
11:24a
YVR
7:37p
8h 13m
1 stop
Depart: Tue May 2 2017 Return: Mon May 8 2017 Trip spans 7 days
Delta
Delta
YVR
9:00a
MDW
4:10p
7h 10m
1 stop
MDW
2:30a
YVR
10:06a
7h 36m
1 stop
Depart: Thu Apr 6 2017 Return: Tue Apr 11 2017 Trip spans 6 days
Delta
Delta
YVR
9:00a
MDW
4:11p
7h 11m
1 stop
MDW
2:25a
YVR
10:10a
7h 45m
1 stop
Depart: Wed May 17 2017 Return: Sat May 20 2017 Trip spans 4 days
Delta
Delta
YVR
2:40a
MDW
10:57a
8h 17m
1 stop
MDW
1:32p
YVR
7:56p
6h 24m
1 stop
Depart: Tue May 23 2017 Return: Thu May 25 2017 Trip spans 3 days
Delta
Delta
YVR
2:40a
MDW
8:45a
6h 05m
1 stop
MDW
2:30a
YVR
10:06a
7h 36m
1 stop
Depart: Tue Jun 13 2017 Return: Tue Jun 20 2017 Trip spans 8 days
Delta
Delta
YVR
2:45a
MDW
8:49a
6h 04m
1 stop
MDW
11:24a
YVR
7:37p
8h 13m
1 stop
Depart: Mon Apr 10 2017 Return: Mon May 1 2017 Trip spans 22 days
Delta
Delta
YVR
9:00a
MDW
4:11p
7h 11m
1 stop
MDW
11:20a
YVR
7:59p
8h 39m
1 stop
Depart: Fri Apr 21 2017 Return: Mon Apr 24 2017 Trip spans 4 days
Delta
Delta
YVR
5:27a
MDW
4:11p
10h 44m
2 stops
MDW
11:10a
YVR
8:08p
8h 58m
1 stop
Depart: Thu May 4 2017 Return: Wed May 10 2017 Trip spans 7 days
Delta
Delta
YVR
9:00a
MDW
4:10p
7h 10m
1 stop
MDW
2:30a
YVR
10:06a
7h 36m
1 stop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

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.

We compile tonnes of data for you
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.

If you have more questions or if you have a bad price to report to us,
please send us an email and someone from our team will get back to you promptly.

Airports
Origin

Vancouver
$391
Destination

Chicago
$391
Airlines