$260 Cheap Flights from Ottawa (YOW) to Chicago (ORD)

View $260 flight on Fri, Apr 10, 2026Opens in a new window

Popular airlines from Ottawa International Airport (YOW) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Ottawa to Chicago (YOW-ORD)

Prices were available within the past 7 days and start at $260 for one-way flights and $339 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Thu, Jan 15 - Fri, Jan 16
YOW
Ottawa
ORD
Chicago
$339 Roundtrip, found 5 days ago
$339
Roundtrip
found 5 days ago
Select Air Canada flight, departing Thu, Jan 15 from Ottawa to Chicago, returning Fri, Jan 16, priced at $339 found 5 days ago
Air Canada
Thu, Jan 15 - Fri, Jan 16
YOW
Ottawa
ORD
Chicago
$344 Roundtrip, found 5 days ago
$344
Roundtrip
found 5 days ago
Select Air Canada flight, departing Thu, Jan 15 from Ottawa to Chicago, returning Fri, Jan 16, priced at $344 found 5 days ago
Air Canada
Thu, Jan 15 - Fri, Jan 16
YOW
Ottawa
ORD
Chicago
$378 Roundtrip, found 5 days ago
$378
Roundtrip
found 5 days ago
Select Air Canada flight, departing Thu, Jan 15 from Ottawa to Chicago, returning Fri, Jan 16, priced at $378 found 5 days ago
Air Canada
Thu, Jan 15 - Fri, Jan 16
YOW
Ottawa
ORD
Chicago
$384 Roundtrip, found 5 days ago
$384
Roundtrip
found 5 days ago
Select Air Canada flight, departing Thu, Jan 15 from Ottawa to Chicago, returning Fri, Jan 16, priced at $384 found 5 days ago
Air Canada
Fri, Feb 6 - Tue, Feb 10
YOW
Ottawa
ORD
Chicago
$448 Roundtrip, found 5 days ago
$448
Roundtrip
found 5 days ago
Select Air Canada flight, departing Fri, Feb 6 from Ottawa to Chicago, returning Tue, Feb 10, priced at $448 found 5 days ago
Air Canada
Fri, Feb 6 - Mon, Feb 9
YOW
Ottawa
ORD
Chicago
$465 Roundtrip, found 5 days ago
$465
Roundtrip
found 5 days ago
Select Air Canada flight, departing Fri, Feb 6 from Ottawa to Chicago, returning Mon, Feb 9, priced at $465 found 5 days ago
Porter Airlines
Tue, Nov 25 - Fri, Dec 5
YOW
Ottawa
ORD
Chicago
$474 Roundtrip, found 3 days ago
$474
Roundtrip
found 3 days ago
Select Porter Airlines flight, departing Tue, Nov 25 from Ottawa to Chicago, returning Fri, Dec 5, priced at $474 found 3 days ago
Porter Airlines
Sun, Nov 23 - Tue, Nov 25
YOW
Ottawa
ORD
Chicago
$498 Roundtrip, found 1 day ago
$498
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Sun, Nov 23 from Ottawa to Chicago, returning Tue, Nov 25, priced at $498 found 1 day ago
United
Wed, Dec 24 - Wed, Jan 14
YOW
Ottawa
ORD
Chicago
$523 Roundtrip, found 5 hours ago
$523
Roundtrip
found 5 hours ago
Select United flight, departing Wed, Dec 24 from Ottawa to Chicago, returning Wed, Jan 14, priced at $523 found 5 hours ago
WestJet
Sat, Dec 6 - Thu, Jan 29
YOW
Ottawa
ORD
Chicago
$956 Roundtrip, found 9 hours ago
$956
Roundtrip
found 9 hours ago
Select WestJet flight, departing Sat, Dec 6 from Ottawa to Chicago, returning Thu, Jan 29, priced at $956 found 9 hours ago

Find the cheapest month to fly from Ottawa (YOW) to Chicago (ORD)

September is typically the cheapest month to fly

From $322 - $588 per traveler.

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Midway Intl. MDW. Cheapest and Closest option available. Average driving time to city center is 16 minutes. Flights from $348
MDW
Midway Intl.
CheapestClosest
Average driving time to city center16 min
Flights from $348

Frequently asked questions

How much does a flight from Macdonald-Cartier Intl. Airport (YOW) to O'Hare Intl. Airport (ORD) cost?
Grab a cheap one-way flight from $260 or cheap return flight from $339 from Macdonald-Cartier Intl. Airport (YOW) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Macdonald-Cartier Intl. Airport (YOW) to O'Hare Intl. Airport (ORD)?
January is the most affordable month to fly from YOW to ORD. Planning your trip for the off-season is often the key to better flight prices.
Which airlines fly direct from Macdonald-Cartier Intl. Airport (YOW) to O'Hare Intl. Airport (ORD)?
Take a nonstop flight with United Airlines and head straight from Macdonald-Cartier Intl. Airport (YOW) to O'Hare Intl. Airport (ORD).
What is the cheapest airline that flies from Macdonald-Cartier Intl. Airport (YOW) to O'Hare Intl. Airport (ORD)?
Expedia's filter tool lets you easily compare different airlines, flight durations and fares all in one place. Tailor the search to your trip, then sort by "Price (lowest to highest)" to see which carrier offers the cheapest YOW to ORD flight.
How many flights per day from Macdonald-Cartier Intl. Airport (YOW) to O'Hare Intl. Airport (ORD)?
When departing from Macdonald-Cartier Intl. Airport (YOW), you'll have a choice from an average of 2 daily direct flights to O'Hare Intl. Airport (ORD).
What are the most popular departure times for flights from Macdonald-Cartier Intl. Airport (YOW) to O'Hare Intl. Airport (ORD)?
More passengers fly between YOW and ORD at 5 PM than at any other time of day. Rather skip the crowds? Consider flying outside peak hours and you could save on your fare as well.
What day of the week has the most flights from YOW to ORD?
If you depart on a Friday, you'll get the greatest range of choices for flights from Macdonald-Cartier Intl. Airport (YOW) to O'Hare Intl. Airport (ORD).
What is the earliest flight from Macdonald-Cartier Intl. Airport (YOW) to O'Hare Intl. Airport (ORD)?
Take the earliest flight at around 6:20AM UTC-5, heading out of Macdonald-Cartier Intl. Airport (YOW). You'll be in the air for around 2h 40m, arriving at O'Hare Intl. Airport (ORD) at approximately 8:00AM UTC-6.
How long does it take to fly from Macdonald-Cartier Intl. Airport (YOW) to O'Hare Intl. Airport (ORD)?
Flights from YOW to ORD have an average travel time of 2 hours and 38 minutes. The total distance between the two is 650 mi.
What is the best time to fly from Macdonald-Cartier Intl. Airport (YOW) to O'Hare Intl. Airport (ORD)?
To land at O'Hare Intl. Airport (ORD) on schedule, select a flight that leaves from Macdonald-Cartier Intl. Airport (YOW) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Macdonald-Cartier Intl. Airport (YOW)?
O'Hare Intl. Airport (ORD) is the only airport in Chicago with direct flights from Macdonald-Cartier Intl. Airport (YOW). Browse your options and find cheap fares on Expedia.
Is it cheaper to buy a plane ticket from Macdonald-Cartier Intl. Airport (YOW) to O'Hare Intl. Airport (ORD) last-minute?
Waiting until just before your departure to book a ticket from YOW to ORD often results in higher prices. Although you may find some last-minute offers, they're not always guaranteed. Be flexible with your travel plans for the best chance of scoring a bargain.
Is it cheaper to book a YOW to ORD flight and hotel package?
Booking a YOW to ORD flight and hotel package is typically cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels in one place. Pick from our wide range of accommodations and then add flights, car rentals and activities to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Macdonald-Cartier Intl. Airport (YOW) to O'Hare Intl. Airport (ORD)?
In most instances, you can cancel or modify your YOW to ORD flight. However, there may be additional fees, especially if your booking was made more than 24 hours ago. Check your itinerary for the airline's rules and fees on flight changes, or if you need more details, visit our Customer Service portal.

Travel information

Origin airport
Macdonald-Cartier Intl.
Destination airport
O'Hare Intl.
Airlines serving
Air Canada, Porter Airlines, United, WestJet
Roundtrip price
$339
Distance
653 mi
Average flight time
1 hour 41 mins

Book with confidence

Ottawa to Chicago Flights

The cheapest times to fly from Ottawa to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Ottawa to Chicago are during the month of January. You can find some of the cheapest flights from Ottawa to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Ottawa to Chicago

Sunday is one of the best days to book for cheap flights from Ottawa to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Ottawa to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Ottawa to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $260 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Ottawa to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Ottawa to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Ottawa to Chicago Flights

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