YOW - CHI

$144 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 10/18. 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
1 adult, Economy

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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Booking Insights
Flight Deals

Cheap Flights from Ottawa to Chicago (YOW-CHI)

 
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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Ottawa to Chicago

Sun, Oct 19 - Sat, Oct 25
Porter Airlines Logo
1:15 pm - 4:24 pmYOW-MDW
4h 09m1 stop
Porter Airlines Logo
9:35 am - 6:09 pmMDW-YOW
7h 34m1 stop
$324Porter Airlines
Find Deal
Fri, Oct 3 - Tue, Oct 7
 Logo
7:00 am - 7:44 pmYOW-ORD
13h 44m2 stops
 Logo
5:05 am - 5:20 pmORD-YOW
11h 15m1 stop
Fri, Oct 3 - Fri, Oct 10
WestJet Logo
5:15 pm - 12:39 pmYOW-ORD
20h 24m1 stop
WestJet Logo
5:30 pm - 12:40 amORD-YOW
30h 10m1 stop
$329WestJet
Find Deal
Tue, Sep 30 - Wed, Oct 8
United Airlines Logo
5:25 pm - 6:54 pmYOW-ORD
2h 29mnonstop
United Airlines Logo
6:00 am - 11:45 amORD-YOW
4h 45m1 stop
$334United Airlines
Find Deal
Tue, Sep 30 - Wed, Oct 8
Air Canada Logo
6:00 am - 9:51 amYOW-ORD
4h 51m1 stop
Air Canada Logo
3:35 pm - 10:04 pmORD-YOW
5h 29m1 stop
$335Air Canada
Find Deal
Sun, Oct 12 - Sat, Oct 18
WestJet Logo
7:50 am - 4:43 pmYOW-ORD
9h 53m1 stop
WestJet Logo
5:30 pm - 4:19 pmORD-YOW
21h 49m2 stops
$338WestJet
Find Deal
Thu, Oct 2 - Sat, Oct 11
Air Canada Logo
10:00 am - 3:04 pmYOW-ORD
6h 04m1 stop
Air Canada Logo
8:40 am - 1:51 pmORD-YOW
4h 11m1 stop
$341Air Canada
Find Deal
Fri, Oct 3 - Mon, Oct 6
United Airlines Logo
5:25 pm - 6:54 pmYOW-ORD
2h 29mnonstop
United Airlines Logo
8:50 am - 2:13 pmORD-YOW
4h 23m1 stop
$342United Airlines
Find Deal
Fri, Oct 3 - Tue, Oct 7
Delta Logo
5:55 am - 6:35 pmYOW-MDW
13h 40m2 stops
Delta Logo
9:20 am - 12:22 amMDW-YOW
14h 02m2 stops
$888Delta
Find Deal
Sat, Oct 18 - Fri, Oct 24
Delta Logo
5:55 am - 6:25 pmYOW-MDW
13h 30m2 stops
Delta Logo
9:35 am - 12:22 amMDW-YOW
13h 47m2 stops
$925Delta
Find Deal
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
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.

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
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines and Air Canada

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
Booking Insights

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.

How much is a round-trip flight from Ottawa to Chicago?

What is the cheapest Ottawa to Chicago flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Ottawa to Chicago costs $250 on the route between Ottawa (YOW) and Chicago O'Hare Intl Airport (ORD). It is also the most popular route.

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 Monday is the most expensive. Flying from Chicago back to Ottawa, the best deals are generally found on Thursday, 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 $338 (return) on average. On the other hand, the most expensive months are November and March, where the average cost of round-trip tickets is $464 and $436 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 $397 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, which saves you about 55% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 17 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$144
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from Ottawa to Chicago O'Hare 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 $144 for a one-way ticket and $324 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?

    Air Canada, and Cathay Pacific offer 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 $366 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 $540 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 $350 or less one-way and $523 or less round-trip.

Prefer to fly direct from Ottawa to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying 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

Reviews of the 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 359 reviews
7.0Entertainment
8.0Comfort
7.6Food
8.2Boarding
8.6Crew
Airline reviews

Poor landing as we overshot the runway and had to re land the plane. Lost both of my luggage not found as of yet. Had to pay extra money for my luggage in USD, now great my luggage is gone. Will not fly with Porter again.

2.0 MediocreAnonymous, Sep 2025YDF - YHZ
Read more Porter Airlines reviews

Poor landing as we overshot the runway and had to re land the plane. Lost both of my luggage not found as of yet. Had to pay extra money for my luggage in USD, now great my luggage is gone. Will not fly with Porter again.

This flight to St. Johns was really good. Boarding was a breeze. We left spot on time. Seats were actually pretty good. Recliner further than I expected. Three more flights to go we will see if this is the status quo for Porter.👍

I was not happy with AirfareAssist, the agency that kayak advised me would be handling my booking. I was advised by porter airlines that I had been overcharged for the Basic express , a option that I had asked airfare assist to help arrange after I realized that the basic fare I had chosen with porter did not include a carryon. At each checkin porter advised I had been overcharged for this . They advised that money would be refunded to my credit card, however, this is not likely to happen as it is not my name and credit card that appeared on the porter invoice, but that of another individual/agent. When airfare assist was arranging the basic express with porter on my behalf, they asked me to confirm that I agreed to pay $263 USD for this. I did agree, as I was advised this was needed to proceed. When I checked the invoice on the porter website and saw that it was not my name and credit card on the invoice, I was advised that this was how airfareassist processed the payment. The Porter invoice indicated a billed amount of $126USD I will not use Kayak or their designated AirfareAssist again

Our flight was delayed by a bit. I appreciated that we were kept informed on why periodically. Boarding was fine. I overheard one flight attendant sounding very rude to a passenger who was not paying attention to the safety demonstration. The snacks were minimal as it was a short flight. There was no entertainment. Overall the flight was good back to LGA.

The flight was fine see earlier note for the problem

Three hours on the tarmac with almost zero communication from the cockpit. Not when offered a water in the interim. In my 67 years of flying all over the world the worst experience ever. The plane was half empty, however had to pay for seats to sit next to my girlfriend. Extra to take a carry on. I would never fly Porter again even for free.

All good the seats a little tight and no I pad screen

Everything was good except the fact you charge more for a carry on bag vs a check in bag and to top it off in US$ that was not impressive

Our flight was cancelled at the last minute for maintenance reasons and we were rebooked on a late flight when we purposefully booked our flight to be home early due to work.

Seemed like an old plane. Very noisy. The seat cushions were so old that the metal bracing of the seats were poking through. There was plenty of leg room though.

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

Inoperable monitor left no entert for 9 hours. Crew was not helpful Food was awful.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

All flight attendants could benefit by taking an international flight on Qantas Airline. Qantas attendants are much more hospitable in every way. Much superior than and attendants on any US airline.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

Due to the strike by AC flight attendants, my flight was cancelled. Very disappointing! A refund is being processed. This was not a Kayak issue. I will be sure to come back to Kayak in the future.

Bad service as well. Another 3hr delayed flight from chicago to Charlotte.

Staff was very courteous and kept things organized. We will definitely use Air Canada for further travel

Great flights. 90 minute departure delay for maintenance issues, not a great start but, afer that very good. Didn't pay extra for seats and lucked into a window and an aisle seat. Price was excellent at the super low economy level.

Just a little improvement on food but everything is excellent

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

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

Information on your arrival and departure airports

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