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 $470 round trip and CA $355 one way. Prices and availability subject to change. Additional terms may apply.

Thu, Sep. 4 - Sun, Sep. 7
YOW
Ottawa
ORD
Chicago
CA $470 Roundtrip, found 2 days ago
CA $470
Roundtrip
found 2 days ago
Select United flight, departing Thu, Sep. 4 from Ottawa to Chicago, returning Sun, Sep. 7, priced at CA $470 found 2 days ago
Wed, Sep. 3 - Thu, Sep. 4
YOW
Ottawa
ORD
Chicago
CA $470 Roundtrip, found 3 days ago
CA $470
Roundtrip
found 3 days ago
Select Air Canada flight, departing Wed, Sep. 3 from Ottawa to Chicago, returning Thu, Sep. 4, priced at CA $470 found 3 days ago
Mon, Sep. 1 - Thu, Sep. 4
YOW
Ottawa
ORD
Chicago
CA $519 Roundtrip, found 3 days ago
CA $519
Roundtrip
found 3 days ago
Select Air Canada flight, departing Mon, Sep. 1 from Ottawa to Chicago, returning Thu, Sep. 4, priced at CA $519 found 3 days ago
Tue, Sep. 2 - Tue, Sep. 9
YOW
Ottawa
ORD
Chicago
CA $528 Roundtrip, found 3 days ago
CA $528
Roundtrip
found 3 days ago
Select Air Canada flight, departing Tue, Sep. 2 from Ottawa to Chicago, returning Tue, Sep. 9, priced at CA $528 found 3 days ago
Wed, Aug. 6 - Wed, Aug. 6
YOW
Ottawa
ORD
Chicago
CA $595 Roundtrip, found 5 days ago
CA $595
Roundtrip
found 5 days ago
Select United flight, departing Wed, Aug. 6 from Ottawa to Chicago, returning Wed, Aug. 6, priced at CA $595 found 5 days ago
Tue, Aug. 19 - Sun, Sep. 7
YOW
Ottawa
ORD
Chicago
CA $728 Roundtrip, found 1 day ago
CA $728
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Tue, Aug. 19 from Ottawa to Chicago, returning Sun, Sep. 7, priced at CA $728 found 1 day ago
Wed, Sep. 24 - Tue, Sep. 30
YOW
Ottawa
ORD
Chicago
CA $732 Roundtrip, found 2 days ago
CA $732
Roundtrip
found 2 days ago
Select WestJet flight, departing Wed, Sep. 24 from Ottawa to Chicago, returning Tue, Sep. 30, priced at CA $732 found 2 days ago
Fri, Nov. 14 - Mon, Nov. 17
YOW
Ottawa
ORD
Chicago
CA $733 Roundtrip, found 14 hours ago
CA $733
Roundtrip
found 14 hours ago
Select Porter Airlines flight, departing Fri, Nov. 14 from Ottawa to Chicago, returning Mon, Nov. 17, priced at CA $733 found 14 hours ago
Fri, Sep. 26 - Tue, Sep. 30
YOW
Ottawa
ORD
Chicago
CA $744 Roundtrip, found 13 hours ago
CA $744
Roundtrip
found 13 hours ago
Select WestJet flight, departing Fri, Sep. 26 from Ottawa to Chicago, returning Tue, Sep. 30, priced at CA $744 found 13 hours ago
Tue, Sep. 9 - Thu, Sep. 11
YOW
Ottawa
ORD
Chicago
CA $759 Roundtrip, found 3 days ago
CA $759
Roundtrip
found 3 days ago
Select WestJet flight, departing Tue, Sep. 9 from Ottawa to Chicago, returning Thu, Sep. 11, priced at CA $759 found 3 days ago

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

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

Arlo Chicago

4 out of 5
per person
Sep 19 - Sep 23
found 24 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
per person
Sep 19 - Sep 23
found 24 hours 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
per person
Sep 19 - Sep 23
found 24 hours 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
per person
Sep 19 - Sep 23
found 24 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
per person
Sep 19 - Sep 23
found 24 hours 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.

Popular Flight Routes from Ottawa (YOW)

Travelers at YOW love to visit these top cities. Roam to the top destinations from Ottawa (YOW) today with the cheap prices from Travelocity!

Popular Flight Routes from Chicago (ORD)

Travelers at ORD love to visit these top cities. Roam to the top destinations from Chicago(ORD) today with the cheap prices from Travelocity!

*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.