S$247 Cheap Flights from Vancouver to Chicago

View S$247 flight on Sun, 7 Sep, 2025Opens in a new window

Popular airlines from Vancouver Intl. Airport (YVR) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Vancouver to Chicago (YVR-ORD)

Prices were available within the past 7 days and start at S$247 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 5 days ago
S$487
Return
found 5 days ago
Select United flight, departing Fri, 1 Aug from Vancouver to Chicago, returning Tue, 5 Aug, priced at S$487 found 5 days ago
United
Fri, 1 Aug - Tue, 5 Aug
YVR
Vancouver
ORD
Chicago
S$495 Return, found 5 days ago
S$495
Return
found 5 days ago
Select United flight, departing Fri, 1 Aug from Vancouver to Chicago, returning Tue, 5 Aug, priced at S$495 found 5 days ago
United
Fri, 1 Aug - Tue, 5 Aug
YVR
Vancouver
ORD
Chicago
S$510 Return, found 5 days ago
S$510
Return
found 5 days ago
Select United flight, departing Fri, 1 Aug from Vancouver to Chicago, returning Tue, 5 Aug, priced at S$510 found 5 days ago
Air Canada
Sat, 2 Aug - Tue, 5 Aug
YVR
Vancouver
ORD
Chicago
S$517 Return, found 5 days ago
S$517
Return
found 5 days ago
Select Air Canada flight, departing Sat, 2 Aug from Vancouver to Chicago, returning Tue, 5 Aug, priced at S$517 found 5 days ago
Air Canada
Sat, 2 Aug - Tue, 5 Aug
YVR
Vancouver
ORD
Chicago
S$525 Return, found 5 days ago
S$525
Return
found 5 days ago
Select Air Canada flight, departing Sat, 2 Aug from Vancouver to Chicago, returning Tue, 5 Aug, priced at S$525 found 5 days ago
United
Fri, 1 Aug - Tue, 5 Aug
YVR
Vancouver
ORD
Chicago
S$527 Return, found 5 days ago
S$527
Return
found 5 days ago
Select United flight, departing Fri, 1 Aug from Vancouver to Chicago, returning Tue, 5 Aug, priced at S$527 found 5 days ago
United
Fri, 1 Aug - Tue, 5 Aug
YVR
Vancouver
ORD
Chicago
S$534 Return, found 5 days ago
S$534
Return
found 5 days ago
Select United flight, departing Fri, 1 Aug from Vancouver to Chicago, returning Tue, 5 Aug, priced at S$534 found 5 days ago
American Airlines
Sat, 2 Aug - Tue, 5 Aug
YVR
Vancouver
ORD
Chicago
S$562 Return, found 5 days ago
S$562
Return
found 5 days ago
Select American Airlines flight, departing Sat, 2 Aug from Vancouver to Chicago, returning Tue, 5 Aug, priced at S$562 found 5 days ago
Delta
Sat, 2 Aug - Tue, 5 Aug
YVR
Vancouver
ORD
Chicago
S$674 Return, found 5 days ago
S$674
Return
found 5 days ago
Select Delta flight, departing Sat, 2 Aug from Vancouver to Chicago, returning Tue, 5 Aug, priced at S$674 found 5 days ago
WestJet
Fri, 1 Aug - Tue, 5 Aug
YXX
Abbotsford
ORD
Chicago
S$762 Return, found 5 days ago
S$762
Return
found 5 days ago
Select WestJet flight, departing Fri, 1 Aug from Abbotsford to Chicago, returning Tue, 5 Aug, priced at S$762 found 5 days ago

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

May is typically the cheapest month to fly

From S$245 - S$673 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
Average flight time
6 hours 11 mins

Flights from Vancouver to Chicago

There are several airlines that operate frequent flights from Vancouver (YVR) to Chicago (ORD) including

The earliest flight leaves Vancouver Intl. Airport at 06:15 and arrives at O'Hare Intl. Airport at 05:00. The last flight of the day departs Vancouver at 23:00 and arrives at Chicago at 21:50.

The flight distance from Vancouver to Chicago is about 2846 km, the shortest flight is 03 hours 49 minutes with WestJet.

Expedia lets you search across the largest number of airlines and Chicago flights, which means that you’ll be able to find a great flight deal at the perfect travel date and time. Our simple-to-use booking engine makes looking for terrific bargains easy and hassle-free; just enter your travel dates and departure city, and let Expedia do the rest! Adjust your travel dates and explore connecting flights to find an even better deal on your Vancouver Chicago flight!

Browse through dozens of options and rest assured that you’re seeing the best price guaranteed! Our friendly customer service representatives are here to serve you 24 hours day to provide assistance and answer any questions that you may have about booking your Vancouver to Chicago trip. There’s simply no substitute for great prices suited to your travel needs and backed by excellent customer support.

Combine your Chicago flight with a hotel and/or car rental for a package deal designed to save you even more money! Discover additional savings by booking in advance or find a last minute deal. There are tons of ways to save on your flights from Vancouver to Chicago with Expedia. Use us as your stop travel destination and have the confidence that you’re getting a bargain!

Frequently asked questions

How much is a flight from YVR to O'Hare Intl. Airport (ORD)?
The lowest price advertised for a round-trip journey from Vancouver Intl. Airport to ORD is S$487. But you better get moving. This figure is based on fares available within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Vancouver Intl. Airport (YVR) to O'Hare Airport?
This differs between air carriers, as each one has its own terms and conditions. Visit the Customer Service Portal, where there are instructions on how to cancel online.
How do I find cheap flights from Vancouver Intl. Airport (YVR) to O'Hare Airport that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Vancouver Intl. Airport to O'Hare Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Vancouver Intl. Airport (YVR) to ORD?
The flight distance between Vancouver Intl. Airport (YVR) and O'Hare Airport is 2,800 kilometres. Bring along a drink, some snacks and something to read. Keep yourself busy in the air and the hours will zip by.
Which airlines fly direct from Vancouver Intl. Airport to O'Hare Intl. Airport (ORD)?
United Airlines (UA) is the preferred choice for many travellers. It offers 30 flights between YVR and O'Hare Airport each month. Another airline operating on this route is Air Canada (AC). You'll have 30 flights every month to choose from.
Are Vancouver Intl. Airport (YVR) to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute?
Flight prices are always on the move, so it's no sure thing. While last-minute deals between Vancouver Intl. Airport and O'Hare Airport are possible, it's also a good idea to monitor prices well before you fly. In fact, some carriers publicize their prices up to 12 months before the departure date. Expedia is constantly updating the best bargains around, so keep checking and be ready to grab your seat when the price dips.

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