Cheap Flights From Vancouver Intl. (YVR) To O'Hare Intl. (ORD)

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Cheapest Flights from Vancouver (YVR) to Chicago (ORD)

The cheapest flights to O'Hare Intl. found within the past 7 days were CA $430 round trip and CA $242 one way. Prices and availability subject to change. Additional terms may apply.

Wed, May 20 - Tue, May 26
YVR
Vancouver
ORD
Chicago
CA $430 Roundtrip, found 3 days ago
CA $430
Roundtrip
found 3 days ago
Select WestJet flight, departing Wed, May 20 from Vancouver to Chicago, returning Tue, May 26, priced at CA $430 found 3 days ago
Wed, Jun 10 - Tue, Jun 16
YVR
Vancouver
ORD
Chicago
CA $432 Roundtrip, found 7 hours ago
CA $432
Roundtrip
found 7 hours ago
Select WestJet flight, departing Wed, Jun 10 from Vancouver to Chicago, returning Tue, Jun 16, priced at CA $432 found 7 hours ago
Wed, May 20 - Tue, May 26
YVR
Vancouver
ORD
Chicago
CA $489 Roundtrip, found 3 days ago
CA $489
Roundtrip
found 3 days ago
Select WestJet flight, departing Wed, May 20 from Vancouver to Chicago, returning Tue, May 26, priced at CA $489 found 3 days ago
Wed, Jun 10 - Tue, Jun 16
YVR
Vancouver
ORD
Chicago
CA $491 Roundtrip, found 7 hours ago
CA $491
Roundtrip
found 7 hours ago
Select WestJet flight, departing Wed, Jun 10 from Vancouver to Chicago, returning Tue, Jun 16, priced at CA $491 found 7 hours ago
Tue, May 19 - Tue, Jun 9
YVR
Vancouver
ORD
Chicago
CA $492 Roundtrip, found 4 days ago
CA $492
Roundtrip
found 4 days ago
Select WestJet flight, departing Tue, May 19 from Vancouver to Chicago, returning Tue, Jun 9, priced at CA $492 found 4 days ago
Wed, Apr 15 - Tue, Apr 21
YVR
Vancouver
ORD
Chicago
CA $532 Roundtrip, found 3 days ago
CA $532
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Wed, Apr 15 from Vancouver to Chicago, returning Tue, Apr 21, priced at CA $532 found 3 days ago
Sun, May 3 - Sat, May 9
YVR
Vancouver
ORD
Chicago
CA $535 Roundtrip, found 3 days ago
CA $535
Roundtrip
found 3 days ago
Select WestJet flight, departing Sun, May 3 from Vancouver to Chicago, returning Sat, May 9, priced at CA $535 found 3 days ago
Tue, Apr 14 - Tue, Apr 21
YVR
Vancouver
ORD
Chicago
CA $537 Roundtrip, found 8 hours ago
CA $537
Roundtrip
found 8 hours ago
Select Alaska Airlines flight, departing Tue, Apr 14 from Vancouver to Chicago, returning Tue, Apr 21, priced at CA $537 found 8 hours ago
Mon, Apr 27 - Thu, Apr 30
YVR
Vancouver
ORD
Chicago
CA $540 Roundtrip, found 5 days ago
CA $540
Roundtrip
found 5 days ago
Select Porter Airlines flight, departing Mon, Apr 27 from Vancouver to Chicago, returning Thu, Apr 30, priced at CA $540 found 5 days ago
Thu, Apr 16 - Tue, Apr 21
YVR
Vancouver
ORD
Chicago
CA $545 Roundtrip, found 5 days ago
CA $545
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Thu, Apr 16 from Vancouver to Chicago, returning Tue, Apr 21, priced at CA $545 found 5 days ago

O'Hare Intl. flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Aloft Chicago Downtown River North

Aloft Chicago Downtown River North

3.5 out of 5
Price was CA $1,042, price is now CA $872 per person
CA $872
per person
May 8 - May 11
found 15 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Price was CA $1,827, price is now CA $1,345 per person
CA $1,345
per person
May 8 - May 11
found 15 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Price was CA $1,545, price is now CA $1,229 per person
CA $1,229
per person
May 8 - May 11
found 14 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

4.5 out of 5
Price was CA $1,222, price is now CA $999 per person
CA $999
per person
May 8 - May 11
found 15 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Price was CA $2,140, price is now CA $1,775 per person
CA $1,775
per person
May 8 - May 11
found 15 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
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Frequently asked questions

Are there direct flights from YVR to ORD?
If you'd rather fly directly from Vancouver Intl. Airport (YVR) to O'Hare Airport, try Air Canada. This airline will be perfect for you if you like to travel from A to B as easily as possible.
What airlines fly from YVR to ORD?
Sorted out the dates for your next big trip? Eager to fly direct from Vancouver to Chicago? With Air Canada offering up to 30 flights per month, you'll be cruising the skies before you know it.
What is the best day to buy a plane ticket?
Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you're looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you're browsing flight deals.
What are the cheapest days to fly?
Frequent travellers may already know this, but earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.
How far in advance can you book a flight?
Here's the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.