Find Cheap Flights from Vancouver to Chicago

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

(Round-trip)
Depart: Wed Sep 13 2017 Return: Tue Sep 19 2017 Trip spans 7 days
Delta
Delta
YVR
ORD
5h 45m
1 stop
ORD
YVR
8h 45m
1 stop
Depart: Wed Nov 8 2017 Return: Tue Nov 14 2017 Trip spans 7 days
Major Airline
Major Airline
YVR
ORD
10h 34m
1 stop
ORD
YVR
10h 10m
1 stop
Depart: Wed Jul 5 2017 Return: Sat Jul 22 2017 Trip spans 18 days
United
United
YVR
ORD
4h 05m
nonstop
ORD
YVR
4h 32m
nonstop
Depart: Thu Sep 21 2017 Return: Tue Sep 26 2017 Trip spans 6 days
Major Airline
Major Airline
YVR
ORD
6h 26m
nonstop
ORD
YVR
28h 14m
nonstop
Depart: Wed Nov 8 2017 Return: Tue Nov 14 2017 Trip spans 7 days
Delta
Delta
YVR
MDW
8h 04m
1 stop
MDW
YVR
12h 30m
2 stops
Depart: Thu Jul 6 2017 Return: Tue Jul 11 2017 Trip spans 6 days
Delta
Delta
YVR
MDW
5h 58m
1 stop
MDW
YVR
8h 34m
1 stop
Depart: Fri Oct 13 2017 Return: Fri Oct 20 2017 Trip spans 8 days
Major Airline
Major Airline
YVR
ORD
7h 59m
1 stop
ORD
YVR
11h 01m
1 stop
Depart: Fri Jul 7 2017 Return: Sun Jul 23 2017 Trip spans 17 days
United
United
YVR
ORD
4h 05m
nonstop
ORD
YVR
4h 32m
nonstop
Depart: Tue Jun 6 2017 Return: Sat Jul 8 2017 Trip spans 33 days
Delta
Delta
YVR
ORD
10h 37m
2 stops
ORD
YVR
6h 57m
1 stop
Depart: Sat Sep 9 2017 Return: Sun Sep 10 2017 Trip spans 2 days
United
United
YVR
ORD
4h 10m
nonstop
ORD
YVR
4h 58m
nonstop
Depart: Fri Aug 25 2017 Return: Mon Aug 28 2017 Trip spans 4 days
Major Airline
Major Airline
YVR
ORD
5h 58m
nonstop
ORD
YVR
7h 00m
nonstop
Depart: Thu Sep 21 2017 Return: Tue Sep 26 2017 Trip spans 6 days
Delta
Delta
YVR
MDW
8h 04m
1 stop
MDW
YVR
6h 18m
1 stop
Depart: Fri Aug 18 2017 Return: Mon Aug 21 2017 Trip spans 4 days
Major Airline
Major Airline
YVR
ORD
5h 58m
nonstop
ORD
YVR
6h 57m
nonstop
Depart: Wed Sep 13 2017 Return: Tue Sep 19 2017 Trip spans 7 days
Delta
Delta
YVR
MDW
8h 49m
2 stops
MDW
YVR
10h 45m
2 stops
Depart: Wed Jun 14 2017 Return: Sun Jun 18 2017 Trip spans 5 days
Major Airline
Major Airline
YVR
ORD
1h 30m
nonstop
ORD
YVR
5h 30m
nonstop
Depart: Sat Jun 24 2017 Return: Sat Jul 1 2017 Trip spans 8 days
Delta
Delta
YVR
MDW
6h 08m
1 stop
MDW
YVR
10h 39m
2 stops
Depart: Wed Jul 12 2017 Return: Mon Jul 17 2017 Trip spans 6 days
Major Airline
Major Airline
YVR
ORD
1h 30m
nonstop
ORD
YVR
5h 30m
nonstop
Depart: Sat Jun 3 2017 Return: Tue Jun 6 2017 Trip spans 4 days
Delta
Delta
YVR
MDW
8h 55m
2 stops
MDW
YVR
7h 36m
1 stop
Depart: Sat Jun 24 2017 Return: Sat Jul 1 2017 Trip spans 8 days
Major Airline
Major Airline
YVR
ORD
6h 02m
nonstop
ORD
YVR
10h 58m
nonstop
Depart: Thu Sep 28 2017 Return: Mon Oct 2 2017 Trip spans 5 days
Delta
Delta
YVR
MDW
6h 04m
1 stop
MDW
YVR
12h 30m
2 stops
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Here's why:

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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

Vancouver
$326
Destination

Chicago
only $326
only $337
Airlines Airline reviews

31 travelers who booked a flight from Vancouver to Chicago rated their chosen airlines with an average of 7.2.

Overall
7.4
Boarding
7.6
Crew
7.9
Comfort
7.4
Food
6.3
Entertainment
6.3