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 $451 round trip and CA $253 one way. Prices and availability subject to change. Additional terms may apply.

Fri, Nov 20 - Fri, Nov 27
YVR
Vancouver
ORD
Chicago
CA $451 Roundtrip, found 15 hours ago
CA $451
Roundtrip
found 15 hours ago
Select WestJet flight, departing Fri, Nov 20 from Vancouver to Chicago, returning Fri, Nov 27, priced at CA $451 found 15 hours ago
Sun, Oct 18 - Mon, Oct 26
YVR
Vancouver
ORD
Chicago
CA $463 Roundtrip, just found
CA $463
Roundtrip
just found
Select WestJet flight, departing Sun, Oct 18 from Vancouver to Chicago, returning Mon, Oct 26, priced at CA $463 just found
Mon, Jun 1 - Fri, Jun 5
YVR
Vancouver
ORD
Chicago
CA $463 Roundtrip, found 6 days ago
CA $463
Roundtrip
found 6 days ago
Select WestJet flight, departing Mon, Jun 1 from Vancouver to Chicago, returning Fri, Jun 5, priced at CA $463 found 6 days ago
Wed, Jul 8 - Tue, Jul 14
YVR
Vancouver
ORD
Chicago
CA $533 Roundtrip, found 2 days ago
CA $533
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Jul 8 from Vancouver to Chicago, returning Tue, Jul 14, priced at CA $533 found 2 days ago
Thu, Jun 4 - Sun, Jun 7
YVR
Vancouver
ORD
Chicago
CA $564 Roundtrip, found 1 day ago
CA $564
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Jun 4 from Vancouver to Chicago, returning Sun, Jun 7, priced at CA $564 found 1 day ago
Wed, Nov 18 - Wed, Nov 25
YVR
Vancouver
ORD
Chicago
CA $576 Roundtrip, found 15 hours ago
CA $576
Roundtrip
found 15 hours ago
Select Alaska Airlines flight, departing Wed, Nov 18 from Vancouver to Chicago, returning Wed, Nov 25, priced at CA $576 found 15 hours ago
Tue, Jun 23 - Tue, Jun 30
YVR
Vancouver
ORD
Chicago
CA $604 Roundtrip, just found
CA $604
Roundtrip
just found
Select United flight, departing Tue, Jun 23 from Vancouver to Chicago, returning Tue, Jun 30, priced at CA $604 just found
Tue, Jun 23 - Sun, Jun 28
YVR
Vancouver
ORD
Chicago
CA $636 Roundtrip, just found
CA $636
Roundtrip
just found
Select Air Canada flight, departing Tue, Jun 23 from Vancouver to Chicago, returning Sun, Jun 28, priced at CA $636 just found
Sat, Jun 13 - Sat, Jun 20
YVR
Vancouver
ORD
Chicago
CA $739 Roundtrip, found 2 days ago
CA $739
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat, Jun 13 from Vancouver to Chicago, returning Sat, Jun 20, priced at CA $739 found 2 days ago
Wed, Sep 23 - Mon, Sep 28
YVR
Vancouver
ORD
Chicago
CA $752 Roundtrip, found 4 days ago
CA $752
Roundtrip
found 4 days ago
Select Porter Airlines flight, departing Wed, Sep 23 from Vancouver to Chicago, returning Mon, Sep 28, priced at CA $752 found 4 days ago

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

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Price was CA $1,600, price is now CA $1,137 per person
CA $1,137
per person
Jul 8 - Jul 12
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Price was CA $1,950, price is now CA $1,357 per person
CA $1,357
per person
Jul 8 - Jul 12
found 1 day ago
Roundtrip 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 $2,202, price is now CA $1,548 per person
CA $1,548
per person
Jul 8 - Jul 12
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
The Langham, Chicago

The Langham, Chicago

5 out of 5
Price was CA $2,892, price is now CA $2,117 per person
CA $2,117
per person
Jul 8 - Jul 12
found 1 day ago
Roundtrip 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 $1,589, price is now CA $1,188 per person
CA $1,188
per person
Jul 8 - Jul 12
found 1 day ago
Roundtrip 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.