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

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Find The Best Dates To Fly

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

The cheapest flights to O'Hare Intl. found within the past 7 days were CA $566 round trip and CA $336 one way. Prices and availability subject to change. Additional terms may apply.

Tue, Apr 7 - Tue, Apr 14
YOW
Ottawa
ORD
Chicago
CA $566 Roundtrip, found 5 days ago
CA $566
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Apr 7 from Ottawa to Chicago, returning Tue, Apr 14, priced at CA $566 found 5 days ago
Fri, May 1 - Sun, May 3
YOW
Ottawa
ORD
Chicago
CA $607 Roundtrip, found 3 days ago
CA $607
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, May 1 from Ottawa to Chicago, returning Sun, May 3, priced at CA $607 found 3 days ago
Tue, Apr 7 - Tue, Apr 14
YOW
Ottawa
ORD
Chicago
CA $617 Roundtrip, found 5 days ago
CA $617
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Apr 7 from Ottawa to Chicago, returning Tue, Apr 14, priced at CA $617 found 5 days ago
Tue, Apr 7 - Tue, Apr 14
YOW
Ottawa
ORD
Chicago
CA $651 Roundtrip, found 5 days ago
CA $651
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Apr 7 from Ottawa to Chicago, returning Tue, Apr 14, priced at CA $651 found 5 days ago
Mon, Apr 6 - Fri, Apr 10
YOW
Ottawa
ORD
Chicago
CA $658 Roundtrip, found 4 days ago
CA $658
Roundtrip
found 4 days ago
Select American Airlines flight, departing Mon, Apr 6 from Ottawa to Chicago, returning Fri, Apr 10, priced at CA $658 found 4 days ago
Thu, Apr 16 - Thu, Apr 23
YOW
Ottawa
ORD
Chicago
CA $672 Roundtrip, found 2 days ago
CA $672
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Apr 16 from Ottawa to Chicago, returning Thu, Apr 23, priced at CA $672 found 2 days ago
Wed, May 27 - Fri, May 29
YOW
Ottawa
ORD
Chicago
CA $676 Roundtrip, found 17 hours ago
CA $676
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Wed, May 27 from Ottawa to Chicago, returning Fri, May 29, priced at CA $676 found 17 hours ago
Tue, Apr 7 - Tue, Apr 14
YOW
Ottawa
ORD
Chicago
CA $690 Roundtrip, found 5 days ago
CA $690
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Apr 7 from Ottawa to Chicago, returning Tue, Apr 14, priced at CA $690 found 5 days ago
Sat, May 2 - Tue, May 5
YOW
Ottawa
ORD
Chicago
CA $693 Roundtrip, found 6 days ago
CA $693
Roundtrip
found 6 days ago
Select Porter Airlines flight, departing Sat, May 2 from Ottawa to Chicago, returning Tue, May 5, priced at CA $693 found 6 days ago
Wed, Apr 29 - Fri, May 1
YOW
Ottawa
ORD
Chicago
CA $696 Roundtrip, found 2 days ago
CA $696
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Apr 29 from Ottawa to Chicago, returning Fri, May 1, priced at CA $696 found 2 days ago

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.

Explore More Ways to Travel with 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.