Find Deals on 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
Students
under 26
The price shown for each flight will be the average for all passengers including any infants.
Compare vs. KAYAK all | none
Browse Origins:
Browse Destinations:

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

Book cheap flights from Vancouver to Chicago

(Round-trip)
Depart: Wed Feb 1 2017 Return: Tue Feb 7 2017 Trip spans 7 days
Delta
Delta
YVR
ORD
7h 00m
1 stop
ORD
YVR
7h 24m
1 stop
Depart: Mon Apr 17 2017 Return: Tue May 16 2017 Trip spans 30 days
Major Airline
Major Airline
YVR
ORD
15h 47m
1 stop
ORD
YVR
26h 20m
1 stop
Depart: Wed May 17 2017 Return: Wed May 24 2017 Trip spans 8 days
WestJet
WestJet
YVR
ORD
5h 57m
1 stop
ORD
YVR
7h 14m
1 stop
Depart: Thu May 18 2017 Return: Mon May 22 2017 Trip spans 5 days
Alaska Airlines
Alaska Airlines
YVR
ORD
7h 36m
1 stop
ORD
YVR
6h 57m
1 stop
Depart: Wed Feb 15 2017 Return: Tue Feb 21 2017 Trip spans 7 days
Delta
Delta
YVR
ORD
8h 15m
1 stop
ORD
YVR
7h 13m
1 stop
Depart: Wed Feb 15 2017 Return: Tue Feb 21 2017 Trip spans 7 days
Delta
Delta
YVR
MDW
8h 21m
1 stop
MDW
YVR
7h 16m
1 stop
Depart: Wed Apr 12 2017 Return: Wed Apr 19 2017 Trip spans 8 days
Delta
Delta
YVR
MDW
6h 34m
1 stop
MDW
YVR
8h 04m
1 stop
Depart: Sat Jan 21 2017 Return: Sun Jan 22 2017 Trip spans 2 days
American Airlines
American Airlines
YVR
ORD
9h 52m
2 stops
ORD
YVR
8h 45m
1 stop
Depart: Wed Apr 19 2017 Return: Wed Apr 26 2017 Trip spans 8 days
Delta
Delta
YVR
ORD
6h 23m
1 stop
ORD
YVR
7h 44m
1 stop
Depart: Fri Mar 24 2017 Return: Tue Apr 4 2017 Trip spans 12 days
Major Airline
Major Airline
YVR
ORD
8h 14m
nonstop
ORD
YVR
6h 57m
nonstop
Depart: Tue Feb 14 2017 Return: Tue Feb 21 2017 Trip spans 8 days
Delta
Delta
YVR
ORD
11h 02m
2 stops
ORD
YVR
8h 12m
2 stops
Depart: Tue Jan 31 2017 Return: Fri Feb 3 2017 Trip spans 4 days
Delta
Delta
YVR
MDW
8h 21m
1 stop
MDW
YVR
8h 26m
2 stops
Depart: Fri Jul 7 2017 Return: Sun Jul 9 2017 Trip spans 3 days
Major Airline
Major Airline
YVR
ORD
6h 21m
nonstop
ORD
YVR
6h 56m
nonstop
Depart: Tue Jan 31 2017 Return: Fri Feb 3 2017 Trip spans 4 days
Delta
Delta
YVR
ORD
10h 11m
2 stops
ORD
YVR
8h 27m
2 stops
Depart: Thu Jun 22 2017 Return: Sat Jun 24 2017 Trip spans 3 days
Major Airline
Major Airline
YVR
ORD
4h 03m
nonstop
ORD
YVR
4h 40m
nonstop
Depart: Thu Jun 22 2017 Return: Sat Jun 24 2017 Trip spans 3 days
Major Airline
Major Airline
YVR
ORD
4h 03m
nonstop
ORD
YVR
4h 40m
nonstop
Depart: Tue Apr 11 2017 Return: Mon Apr 17 2017 Trip spans 7 days
Major Airline
Major Airline
YVR
ORD
3h 59m
nonstop
ORD
YVR
4h 30m
nonstop
Depart: Wed Mar 1 2017 Return: Sun Mar 5 2017 Trip spans 5 days
Delta
Delta
YVR
MDW
6h 53m
1 stop
MDW
YVR
8h 52m
1 stop
Depart: Thu Mar 30 2017 Return: Tue Apr 4 2017 Trip spans 6 days
Delta
Delta
YVR
MDW
8h 22m
1 stop
MDW
YVR
10h 35m
2 stops
Depart: Tue May 16 2017 Return: Wed May 24 2017 Trip spans 9 days
Delta
Delta
YVR
MDW
5h 57m
1 stop
MDW
YVR
10h 49m
2 stops
* 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
$275
Destination

Chicago
only $275
only $275