Cheap Flights From Macdonald-Cartier Intl. (YOW) To O'Hare Intl. (ORD)

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Cheapest Flights from Ottawa (YOW) to Chicago (ORD)

The cheapest flights to O'Hare Intl. found within the past 7 days were CA $565 round trip and CA $346 one way. Prices and availability subject to change. Additional terms may apply.

Mon, Oct 26 - Thu, Nov 5
YOW
Ottawa
ORD
Chicago
CA $565 Roundtrip, found 5 days ago
CA $565
Roundtrip
found 5 days ago
Select Porter Airlines flight, departing Mon, Oct 26 from Ottawa to Chicago, returning Thu, Nov 5, priced at CA $565 found 5 days ago
Mon, Nov 2 - Wed, Nov 11
YOW
Ottawa
ORD
Chicago
CA $615 Roundtrip, found 3 days ago
CA $615
Roundtrip
found 3 days ago
Select Porter Airlines flight, departing Mon, Nov 2 from Ottawa to Chicago, returning Wed, Nov 11, priced at CA $615 found 3 days ago
Mon, Nov 2 - Wed, Nov 11
YOW
Ottawa
ORD
Chicago
CA $618 Roundtrip, found 3 days ago
CA $618
Roundtrip
found 3 days ago
Select Air Transat flight, departing Mon, Nov 2 from Ottawa to Chicago, returning Wed, Nov 11, priced at CA $618 found 3 days ago
Mon, Nov 2 - Wed, Nov 11
YOW
Ottawa
ORD
Chicago
CA $648 Roundtrip, found 3 days ago
CA $648
Roundtrip
found 3 days ago
Select Porter Airlines flight, departing Mon, Nov 2 from Ottawa to Chicago, returning Wed, Nov 11, priced at CA $648 found 3 days ago
Sun, Nov 8 - Tue, Nov 10
YOW
Ottawa
ORD
Chicago
CA $650 Roundtrip, found 23 hours ago
CA $650
Roundtrip
found 23 hours ago
Select Porter Airlines flight, departing Sun, Nov 8 from Ottawa to Chicago, returning Tue, Nov 10, priced at CA $650 found 23 hours ago
Mon, Oct 26 - Thu, Nov 5
YOW
Ottawa
ORD
Chicago
CA $650 Roundtrip, found 5 days ago
CA $650
Roundtrip
found 5 days ago
Select Porter Airlines flight, departing Mon, Oct 26 from Ottawa to Chicago, returning Thu, Nov 5, priced at CA $650 found 5 days ago
Mon, Nov 2 - Wed, Nov 11
YOW
Ottawa
ORD
Chicago
CA $655 Roundtrip, found 3 days ago
CA $655
Roundtrip
found 3 days ago
Select Air Transat flight, departing Mon, Nov 2 from Ottawa to Chicago, returning Wed, Nov 11, priced at CA $655 found 3 days ago
Mon, Nov 2 - Wed, Nov 11
YOW
Ottawa
ORD
Chicago
CA $668 Roundtrip, found 3 days ago
CA $668
Roundtrip
found 3 days ago
Select Air Transat flight, departing Mon, Nov 2 from Ottawa to Chicago, returning Wed, Nov 11, priced at CA $668 found 3 days ago
Fri, Oct 23 - Thu, Oct 29
YOW
Ottawa
ORD
Chicago
CA $692 Roundtrip, found 1 day ago
CA $692
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Fri, Oct 23 from Ottawa to Chicago, returning Thu, Oct 29, priced at CA $692 found 1 day ago
Sun, Nov 8 - Tue, Nov 10
YOW
Ottawa
ORD
Chicago
CA $699 Roundtrip, found 23 hours ago
CA $699
Roundtrip
found 23 hours ago
Select Porter Airlines flight, departing Sun, Nov 8 from Ottawa to Chicago, returning Tue, Nov 10, priced at CA $699 found 23 hours ago

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

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Price was CA $2,169, price is now CA $1,554 per person
CA $1,554
per person
Oct 1 - Oct 4
found 3 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Price was CA $3,488, price is now CA $2,457 per person
CA $2,457
per person
Oct 15 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) 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 $3,431, price is now CA $2,443 per person
CA $2,443
per person
Oct 15 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Price was CA $3,371, price is now CA $2,531 per person
CA $2,531
per person
Oct 15 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Price was CA $3,058, price is now CA $2,324 per person
CA $2,324
per person
Oct 15 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
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Frequently asked questions

What airlines fly from Macdonald-Cartier Intl. Airport (YOW) to ORD?
Unfortunately, there are no airlines currently offering direct flights between Ottawa International Airport and O'Hare Airport. For the sake of saving time, book well in advance to find the ideal price and route.
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.
*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.