YOW - CHI

$185 Find Cheap Flights from Ottawa to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Ottawa to Chicago departing on 7/9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Ottawa to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Ottawa to Chicago, as well as popular online travel agencies
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Flights Deals
Expert advice
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Flights Deals

Cheap Flights from Ottawa to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Ottawa to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Ottawa to Chicago

KAYAK's recommended round-trip deals from the most popular airlines that fly from Ottawa to Chicago.
Discover the best prices for you by selecting your travel dates on KAYAK.
Porter Airlines Logo
12:35 pm - 4:54 pmYOW-MDW
5h 19m1 stop
Porter Airlines Logo
9:40 am - 4:33 pmMDW-YOW
5h 53m1 stop
$307Porter Airlines
Find Deal
Fri, Jun 6 - Sun, Jun 22
Porter Airlines Logo
12:35 pm - 4:54 pmYOW-MDW
5h 19m1 stop
Porter Airlines Logo
9:40 am - 4:33 pmMDW-YOW
5h 53m1 stop
$314Porter Airlines
Find Deal
Fri, May 30 - Tue, Jun 3
 Logo
11:15 am - 8:07 pmYOW-ORD
9h 52m1 stop
 Logo
5:51 am - 2:56 pmORD-YOW
8h 05m1 stop
Wed, May 28 - Wed, Jun 4
 Logo
5:55 am - 4:54 pmYOW-MDW
11h 59m1 stop
 Logo
9:40 am - 4:33 pmMDW-YOW
5h 53m1 stop
Wed, May 28 - Wed, Jun 4
Air Canada Logo
5:25 pm - 6:53 pmYOW-ORD
2h 28mnonstop
Air Canada Logo
6:15 pm - 9:35 pmORD-YOW
2h 20mnonstop
$421Air Canada
Find Deal
Thu, Jun 19 - Mon, Jun 23
Air Canada Logo
6:00 am - 9:52 amYOW-ORD
4h 52m1 stop
Air Canada Logo
6:15 pm - 9:35 pmORD-YOW
2h 20mnonstop
$431Air Canada
Find Deal
Fri, May 30 - Sun, Jun 1
United Airlines Logo
5:25 pm - 6:53 pmYOW-ORD
2h 28mnonstop
United Airlines Logo
10:56 am - 2:04 pmORD-YOW
2h 08mnonstop
$477United Airlines
Find Deal
Fri, Jun 13 - Fri, Jun 20
United Airlines Logo
6:40 am - 8:02 amYOW-ORD
2h 22mnonstop
United Airlines Logo
6:15 pm - 9:35 pmORD-YOW
2h 20mnonstop
$488United Airlines
Find Deal
Thu, May 29 - Sun, Jun 1
WestJet Logo
5:55 am - 10:41 pmYOW-ORD
17h 46m2 stops
WestJet Logo
1:40 pm - 5:25 amORD-YOW
14h 45m1 stop
$556WestJet
Find Deal
Fri, May 30 - Sun, Jun 29
WestJet Logo
5:15 pm - 4:44 pmYOW-ORD
24h 29m2 stops
WestJet Logo
5:30 pm - 6:45 amORD-YOW
12h 15m1 stop
$583WestJet
Find Deal
Fri, May 23 - Sun, May 25
Expert advice

Expert advice for your flight from Ottawa to Chicago

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
Air Canada

Air Canada's Preferred Economy seats offer up to four extra inches of legroom.


Air Canada provides priority check-in for higher fare classes and elite status travelers.

Read more about Air Canadaby Stefanie Waldek
United Airlines

United offers Priority Boarding to avoid gate-checking carry-ons, ideal for efficient travel.


United's Economy Plus seats provide up to six inches more legroom for added comfort.

Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on Air Canada and United Airlines

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Useful Info

KAYAK's insights & trends for Ottawa to Chicago flights

Get data-powered insights and trends into flights from Ottawa to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Ottawa to Chicago flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Ottawa to Chicago.

Our data shows that the cheapest route for a return flight from Ottawa to Chicago cost $229 and was between Ottawa (YOW) and Chicago O'Hare Intl Airport (ORD). On average, the best prices are found if you fly this route. The average price for a return flight for this route is $229.

What’s the cheapest day of the week to fly from Ottawa to Chicago?

The average price of all round-trip flights from Ottawa to Chicago clicked on KAYAK for each day over the last 12 months.

For Ottawa to Chicago, Saturday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Chicago back to Ottawa, the best deals are generally found on Friday, with Tuesday being the most expensive.

What is the cheapest month to fly from Ottawa to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Ottawa to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Ottawa to Chicago is May, where tickets cost $351 (return) on average. On the other hand, the most expensive months are November and October, where the average cost of round-trip tickets is $488 and $439 respectively.

Can I save money by flying with a layover from Ottawa to Chicago?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $1,170 on average.

How far in advance should I book a flight from Ottawa to Chicago?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Ottawa to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Ottawa to Chicago, you should book around 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 12 weeks before departure.

Good to know

Low seasonFebruary
High seasonMay
Cheapest flight$185
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly and prices are also 17% lower on average.
Flight from Ottawa to Chicago Midway Airport

When to book flights from Ottawa to Chicago

Are your dates flexible? Find out the best times to travel from Ottawa to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Ottawa to Chicago

  • What is the cheapest flight from Ottawa to Chicago?

    In the last 3 days, the lowest price for a flight from Ottawa to Chicago was $185 for a one-way ticket and $307 for a round-trip.

  • Do I need a passport to fly between Ottawa and Chicago?

    Yes, you’ll need a passport to travel to Chicago from Ottawa.

  • Which airports will I be using when flying from Ottawa to Chicago?

    Ottawa is served by only 1 airport and there are 2 airports in Chicago. You will leave Ottawa from Ottawa and you will be arriving in Chicago at one of these airports: Chicago Midway or Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from Ottawa to Chicago?

    Only Air Canada offers inflight Wi-Fi service on the Ottawa to Chicago flight route.

  • Which aircraft models fly most regularly from Ottawa to Chicago?

    The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Ottawa to Chicago flight route.

  • Which airline alliances offer flights from Ottawa to Chicago?

    Star Alliance is the only airline alliance operating flights between Ottawa and Chicago.

  • On which days can I fly direct from Ottawa to Chicago?

    There are nonstop flights from Ottawa to Chicago on a daily basis.

  • Which is the best airline for flights from Ottawa to Chicago, Porter Airlines or United Airlines?

    The two airlines most popular with KAYAK users for flights from Ottawa to Chicago are Porter Airlines and United Airlines. With an average price for the route of $398 and an overall rating of 8.0, Porter Airlines is the most popular choice. United Airlines is also a great choice for the route, with an average price of $619 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Ottawa to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Ottawa to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Ottawa to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Ottawa is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Ottawa to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Ottawa with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Ottawa to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Ottawa up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Ottawa to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $245 or less one-way and $390 or less round-trip.

Prefer to fly direct from Ottawa to Chicago?

Find which airlines fly direct from Ottawa Airport to Chicago, which days they fly and book direct flights.

Direct departures

Ottawa to Chicago

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Direct returns

Chicago to Ottawa

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights
See more direct flights

Top 3 airlines serving from Ottawa to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Ottawa to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Ottawa to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
Porter AirlinesOverall score based on 285 reviews
8.1Comfort
8.2Boarding
7.0Entertainment
7.6Food
8.8Crew
Airline reviews

I love the 2 seats per row. More room. The crew were excellent.

10.0 ExcellentAnonymous, Apr 2025YHZ - YOW
Read more Porter Airlines reviews

I love the 2 seats per row. More room. The crew were excellent.

It was amazing although they did bump us up to the front which gave us more leg room and a meal. The service was great! The staff were friendly. :)

Overall very good... staff were friendly and helpful. boarding was good for the most part, but a little hard to get our carry-on bags on there.... I think people should be directed to keep their coats and small bags with them until all the carry-ons are loaded, and then, if there is space, they can put their small bags and coats up top.. makes it much easier to put baggage up. i loved the internet feature, but the entertainment was not there unless you have your own Netflix or similar platform. My chair did not recline, which was very annoying, and the arms won't go up near the isle, which makes it tough to get in and out of the seat.

Staff were excellant. Only snacks served. Some turbulence so we were offered Free beer or wine.

The staff is always great. Just the fact that our flight was the only one delayed from Halifax when all other carries were still flying. It happen a year ago out of Toronto as well. All others were flying but our flight got cancelled 1 hr before the time of departure.

The only issue had when i mentioned about comfort was the man beside me was on the larger side and took about 1/3 of my seat where i was pressed against the wall/window of the plane for the trip.

The check-in staff, boarding staff, and flight crew were all very friendly. Really miss the Porter lounge in Ottawa.

Thanks for giving a beer to everyone in the seat infront of me and then telling me that I can’t have one because they are going to land. I guess I need to pay for a seat and then pick one in the very front of the plane

The flight was delayed by more than one hour. The terminal was consequently overcrowded and hot. We lost our car reservation and hit rush hour traffic in Boston, which added two hours stuck in traffic to our trip.

Awesome, the whole way through. Thank you, this is the new Canadian Airline benchmark.

So far so good but food and entertainment are not available for this flight

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

It was my first time with United Airlines and I would say it was very good experience and best of all the flights were on time. Will definitely fly with United Airlines next time.

Very modern plane. Good seat spacing. Meals were good. Screens had tons of movies and worked

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

The crew were very nice. The Chocolate is good and v there’s no entertainment. Thanks

The crew were very nice. I would have appreciated a pillow for comfort. I had a special meal that was sloppy, but the salad was great. Thanks

The plane was in Moline all night. Consequently, we assumed an on time departure at 8:15am. Unfortunately, and as is the normal case with United in Moline, we departed 2.5 hours late. When the crew came, it was discovered that there was very little heat in the plane. Seems this should have been checked hours before the crew arrived. Then when we boarded and the plane was to be de-iced, the United de-icing truck was not working! We awaited the American Airlines truck. All of this caused us to miss our connection in Chicago. My suggestion is never take United Airlines flight from Moline. We have been disappointed 80% of the time and have vowed to not take United again from Moline.

Flight was delayed two hours. No snacks and no tv screens. My bag got stuck in Chicago

They lost my checked in luggage, why do I pay for my cargo not arriving at the same destination as me?

Terrible. 3 missed flights and 24 hours delayed with lost bag and promised $100 compensation from United and absolutely nothing from them…

Poor planning meant the plane was delayed an hour, then a thunder storm started and the ground staff couldn't work. Eventual arrival in Santiago was 3 hours late resulting in missed connections and the need to buy new tickets.

The take off was delayed as we were told that the baggages had to be rearranged to balance the weight. I only took a carry-on and a personal item, but the overhead bin was extremely small, even a normal size carryon can’t fit it, so they had to check it in for free. The seat was really tight and no entertainment at all.

flight was delayed 6 hours for weather, then cancelled because of the crash in toronto, but none of the links to cancel or rebook my flights are working

The pork noodles were disgusting. The tuna sandwich had hardly any tuna and the bread was stale. A salad would have been better. An apple or a muffin.

Air Canada is the worst but the only option for my route

Minimal food offered (crackers). Had to clean the seat with a wet wipe because of dried food.

They charge 5 dollars for plastic headphones for a flight of 1 hour! Seats are awful. Service is terrible.

Everything was seamless. I would have appreciated knowing there would not be any real food available for purchase in advance. Otherwise a great experience. Thank you!

Everything you need to know for your flight from Ottawa to Chicago

Information on your arrival and departure airports

Compare transportation modes for Ottawa to Chicago

Average priceAverage duration
Flights$6802h 22m
Buses$21524h 07m

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