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 $614 round trip and CA $288 one way. Prices and availability subject to change. Additional terms may apply.

Wed, Feb 18 - Wed, Feb 25
YOW
Ottawa
ORD
Chicago
CA $614 Roundtrip, found 11 hours ago
CA $614
Roundtrip
found 11 hours ago
Select WestJet flight, departing Wed, Feb 18 from Ottawa to Chicago, returning Wed, Feb 25, priced at CA $614 found 11 hours ago
Wed, Feb 18 - Wed, Feb 25
YOW
Ottawa
ORD
Chicago
CA $656 Roundtrip, found 11 hours ago
CA $656
Roundtrip
found 11 hours ago
Select Porter Airlines flight, departing Wed, Feb 18 from Ottawa to Chicago, returning Wed, Feb 25, priced at CA $656 found 11 hours ago
Sun, Mar 1 - Fri, Mar 6
YOW
Ottawa
ORD
Chicago
CA $660 Roundtrip, found 1 day ago
CA $660
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Sun, Mar 1 from Ottawa to Chicago, returning Fri, Mar 6, priced at CA $660 found 1 day ago
Wed, Feb 18 - Wed, Feb 25
YOW
Ottawa
ORD
Chicago
CA $665 Roundtrip, found 11 hours ago
CA $665
Roundtrip
found 11 hours ago
Select WestJet flight, departing Wed, Feb 18 from Ottawa to Chicago, returning Wed, Feb 25, priced at CA $665 found 11 hours ago
Wed, Feb 18 - Wed, Feb 25
YOW
Ottawa
ORD
Chicago
CA $671 Roundtrip, found 11 hours ago
CA $671
Roundtrip
found 11 hours ago
Select Porter Airlines flight, departing Wed, Feb 18 from Ottawa to Chicago, returning Wed, Feb 25, priced at CA $671 found 11 hours ago
Thu, Apr 2 - Sun, Apr 5
YOW
Ottawa
ORD
Chicago
CA $675 Roundtrip, found 17 hours ago
CA $675
Roundtrip
found 17 hours ago
Select Porter Airlines flight, departing Thu, Apr 2 from Ottawa to Chicago, returning Sun, Apr 5, priced at CA $675 found 17 hours ago
Tue, Mar 24 - Tue, Mar 31
YOW
Ottawa
ORD
Chicago
CA $675 Roundtrip, found 1 day ago
CA $675
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Tue, Mar 24 from Ottawa to Chicago, returning Tue, Mar 31, priced at CA $675 found 1 day ago
Wed, Feb 18 - Wed, Feb 25
YOW
Ottawa
ORD
Chicago
CA $677 Roundtrip, found 11 hours ago
CA $677
Roundtrip
found 11 hours ago
Select Porter Airlines flight, departing Wed, Feb 18 from Ottawa to Chicago, returning Wed, Feb 25, priced at CA $677 found 11 hours ago
Sat, Apr 4 - Wed, Apr 8
YOW
Ottawa
ORD
Chicago
CA $678 Roundtrip, found 10 hours ago
CA $678
Roundtrip
found 10 hours ago
Select Porter Airlines flight, departing Sat, Apr 4 from Ottawa to Chicago, returning Wed, Apr 8, priced at CA $678 found 10 hours ago
Wed, Feb 18 - Wed, Feb 25
YOW
Ottawa
ORD
Chicago
CA $684 Roundtrip, found 11 hours ago
CA $684
Roundtrip
found 11 hours ago
Select Porter Airlines flight, departing Wed, Feb 18 from Ottawa to Chicago, returning Wed, Feb 25, priced at CA $684 found 11 hours ago

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

Price found within the past 48 hours. Click for updated prices.
Springhill Suites by Marriott Chicago Downtown/ River North

Springhill Suites by Marriott Chicago Downtown/ River North

3.5 out of 5
Price was CA $997, price is now CA $848 per person
CA $848
per person
Mar 1 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Price was CA $1,120, price is now CA $885 per person
CA $885
per person
Mar 1 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
The Emily Hotel

The Emily Hotel

4 out of 5
Price was CA $1,382, price is now CA $1,107 per person
CA $1,107
per person
Mar 1 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Price was CA $1,272, price is now CA $1,047 per person
CA $1,047
per person
Mar 1 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
Aloft Chicago Downtown River North

Aloft Chicago Downtown River North

3.5 out of 5
Price was CA $1,050, price is now CA $881 per person
CA $881
per person
Mar 1 - Mar 4
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.

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.