S$246 Cheap Flights from Vancouver to Chicago

View S$246 flight on Fri, 8 Aug, 2025Opens in a new window

Popular airlines from Vancouver Intl. Airport (YVR) to Chicago

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Cheap Flights from Vancouver to Chicago (YVR-CHI)

Prices were available within the past 7 days and start at S$246 for one-way flights and S$487 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Fri, 1 Aug - Tue, 5 Aug
YVR
Vancouver
ORD
Chicago
S$487 Return, found 6 days ago
S$487
Return
found 6 days ago
Select United flight, departing Fri, 1 Aug from Vancouver to Chicago, returning Tue, 5 Aug, priced at S$487 found 6 days ago
United
Fri, 1 Aug - Tue, 5 Aug
YVR
Vancouver
ORD
Chicago
S$495 Return, found 6 days ago
S$495
Return
found 6 days ago
Select United flight, departing Fri, 1 Aug from Vancouver to Chicago, returning Tue, 5 Aug, priced at S$495 found 6 days ago
United
Fri, 1 Aug - Tue, 5 Aug
YVR
Vancouver
ORD
Chicago
S$510 Return, found 6 days ago
S$510
Return
found 6 days ago
Select United flight, departing Fri, 1 Aug from Vancouver to Chicago, returning Tue, 5 Aug, priced at S$510 found 6 days ago
Air Canada
Sat, 2 Aug - Tue, 5 Aug
YVR
Vancouver
ORD
Chicago
S$517 Return, found 6 days ago
S$517
Return
found 6 days ago
Select Air Canada flight, departing Sat, 2 Aug from Vancouver to Chicago, returning Tue, 5 Aug, priced at S$517 found 6 days ago
Air Canada
Sat, 2 Aug - Tue, 5 Aug
YVR
Vancouver
ORD
Chicago
S$525 Return, found 6 days ago
S$525
Return
found 6 days ago
Select Air Canada flight, departing Sat, 2 Aug from Vancouver to Chicago, returning Tue, 5 Aug, priced at S$525 found 6 days ago
United
Fri, 1 Aug - Tue, 5 Aug
YVR
Vancouver
ORD
Chicago
S$527 Return, found 6 days ago
S$527
Return
found 6 days ago
Select United flight, departing Fri, 1 Aug from Vancouver to Chicago, returning Tue, 5 Aug, priced at S$527 found 6 days ago
United
Fri, 1 Aug - Tue, 5 Aug
YVR
Vancouver
ORD
Chicago
S$534 Return, found 6 days ago
S$534
Return
found 6 days ago
Select United flight, departing Fri, 1 Aug from Vancouver to Chicago, returning Tue, 5 Aug, priced at S$534 found 6 days ago
American Airlines
Sat, 2 Aug - Tue, 5 Aug
YVR
Vancouver
ORD
Chicago
S$562 Return, found 6 days ago
S$562
Return
found 6 days ago
Select American Airlines flight, departing Sat, 2 Aug from Vancouver to Chicago, returning Tue, 5 Aug, priced at S$562 found 6 days ago
Delta
Sat, 2 Aug - Tue, 5 Aug
YVR
Vancouver
ORD
Chicago
S$674 Return, found 6 days ago
S$674
Return
found 6 days ago
Select Delta flight, departing Sat, 2 Aug from Vancouver to Chicago, returning Tue, 5 Aug, priced at S$674 found 6 days ago
WestJet
Fri, 1 Aug - Tue, 5 Aug
YXX
Abbotsford
ORD
Chicago
S$762 Return, found 6 days ago
S$762
Return
found 6 days ago
Select WestJet flight, departing Fri, 1 Aug from Abbotsford to Chicago, returning Tue, 5 Aug, priced at S$762 found 6 days ago

Find the cheapest month to fly from Vancouver (YVR) to Chicago (CHI)

June is typically the cheapest month to fly

From S$247 - S$535 per traveller.

Graph displaying average flight prices per month

Vancouver to Chicago route information
Origin airport
Vancouver Intl.
Destination airport
O'Hare Intl.
Return price
S$487
Distance
2814 km

Perfect flights from Vancouver to Chicago

Your Journey from Vancouver to Chicago

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*Note: Prices may vary based on availability and are subject to change.

Explore a world of travel with Expedia

Chicago Airports

Chicago

Vancouver to O'Hare Intl.
S$486.80
Vancouver to Midway Intl.
S$692.60
Vancouver Airports

Abbotsford

*Available to Expedia members.