YOW - CHI

$211 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 6/24. 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, 0 bags

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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$366
Multiple Airlines
Wed 6/17Wed 6/24
YOW - MDW • 1 stop
Cheapest non-stop
$603
Typical prices: $541-$389
Air Canada
Fri 7/24Sun 7/26
YOW - ORD • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
United's Economy Plus offers six extra inches of legroom.
Air Canada's Preferred Economy adds four inches of legroom.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $377 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with United Airlines. Average duration is 2h 24m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest
Most popular
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $381 (round-trip)
Shortest trip • 4h 54m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 53% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Expert advice
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

Wed, Jun 17 - Wed, Jun 24
Multiple Airlines Logo
6:55 am - 9:40 am
YOW
-
MDW
27h 45m
1 stop
Multiple Airlines Logo
10:25 am - 12:20 am
MDW
-
YOW
12h 55m
1 stop
$366Multiple Airlines
Sat, Jun 20 - Sun, Jun 21
Air Canada Logo
3:10 pm - 8:20 pm
YOW
-
ORD
6h 10m
1 stop
Air Canada Logo
7:25 am - 1:17 pm
ORD
-
YOW
4h 52m
1 stop
$377Air Canada
Wed, Jun 3 - Wed, Jun 10
Multiple Airlines Logo
6:55 am - 9:35 am
YOW
-
MDW
27h 40m
1 stop
Multiple Airlines Logo
10:15 am - 12:20 am
MDW
-
YOW
13h 05m
1 stop
$386Multiple Airlines
Mon, Jun 8 - Wed, Jun 10
Multiple Airlines Logo
6:55 am - 9:35 am
YOW
-
MDW
27h 40m
1 stop
Multiple Airlines Logo
10:15 am - 12:20 am
MDW
-
YOW
13h 05m
1 stop
$395Multiple Airlines
Thu, Jun 4 - Wed, Jun 10
Multiple Airlines Logo
6:55 am - 2:35 pm
YOW
-
MDW
8h 40m
1 stop
Multiple Airlines Logo
10:15 am - 12:20 am
MDW
-
YOW
13h 05m
1 stop
$406Multiple Airlines
Wed, Jun 3 - Sat, Jun 6
Multiple Airlines Logo
6:55 am - 9:35 am
YOW
-
MDW
27h 40m
1 stop
Multiple Airlines Logo
10:15 am - 12:20 am
MDW
-
YOW
13h 05m
1 stop
$409Multiple Airlines
Sun, Jun 14 - Tue, Jun 16
Multiple Airlines Logo
6:25 pm - 9:35 am
YOW
-
MDW
16h 10m
1 stop
Multiple Airlines Logo
10:15 am - 12:20 am
MDW
-
YOW
13h 05m
1 stop
$422Multiple Airlines
Wed, Jul 8 - Sun, Jul 12
Porter Airlines Logo
10:40 am - 2:35 pm
YOW
-
MDW
4h 55m
1 stop
Porter Airlines Logo
10:20 am - 5:54 pm
MDW
-
YOW
6h 34m
1 stop
$441Porter Airlines
Fri, Jul 24 - Sun, Jul 26
American Airlines Logo
8:40 am - 2:22 pm
YOW
-
ORD
6h 42m
1 stop
American Airlines Logo
2:38 pm - 8:40 pm
ORD
-
YOW
5h 02m
1 stop
$454American Airlines
Fri, Jul 24 - Sun, Jul 26
American Airlines Logo
8:40 am - 2:22 pm
YOW
-
ORD
6h 42m
1 stop
American Airlines Logo
2:38 pm - 8:40 pm
ORD
-
YOW
5h 02m
1 stop
$456American Airlines
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?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Ottawa to Chicago departing in June.

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 $259 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 Saturday, with Monday 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 August, where tickets cost $131 (return) on average. On the other hand, the most expensive months are January and November, where the average cost of round-trip tickets is $539 and $355 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.

No, with an average price for the route of $410, prices are generally cheapest when you fly direct.

Expert advice

Expert advice for your flight from Ottawa to Chicago

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on Air Canada and United Airlines

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.

Good to know

Low seasonJanuary
Cheapest flight$211
Best time to beat the crowds but there is an average 73% increase in price.
Most popular time to fly and prices are also 10% 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 7 days, the lowest price for a flight from Ottawa to Chicago was $211 for a one-way ticket and $366 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 $344 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 $509 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 $322 or less one-way and $436 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 airlines flying 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 439 reviews
7.0Entertainment
8.2Boarding
8.0Comfort
7.6Food
8.6Crew
Airline reviews

The staff was amazing. Best service I’ve had on an aircraft in a long time. Was not particularly happy with the food. Flight was at 10:50 and left home too early for breakfast and wasn’t able to purchase food at airport and felt for sure I could get some breakfast to buy on airplane. Nope as food was served around 11:30 and only one choice left (I was at 22C) so ordered the chicken dish thinking I’m getting a hot meal but cold chicken with rice and carrots etc. I was looking forward to a croissant sandwich and a hot cup of tea. The FA was kind to explain they were serving dinner at that time. She was lovely Other than the disappointment with the food the staff was amazing. On my return flight I will make sure to eat and take some food with me so I’m not hungry or disappointed. This was my second time ever flying Porter and will consider checking them when I next come to visit my daughter. Have to say it again best crew I’ve ever experienced on a flight and I travel quite a bit. Thanks.

10.0 ExcellentAngela, May 2026
YYZ - YVR
Read more Porter Airlines reviews

The staff was amazing. Best service I’ve had on an aircraft in a long time. Was not particularly happy with the food. Flight was at 10:50 and left home too early for breakfast and wasn’t able to purchase food at airport and felt for sure I could get some breakfast to buy on airplane. Nope as food was served around 11:30 and only one choice left (I was at 22C) so ordered the chicken dish thinking I’m getting a hot meal but cold chicken with rice and carrots etc. I was looking forward to a croissant sandwich and a hot cup of tea. The FA was kind to explain they were serving dinner at that time. She was lovely Other than the disappointment with the food the staff was amazing. On my return flight I will make sure to eat and take some food with me so I’m not hungry or disappointed. This was my second time ever flying Porter and will consider checking them when I next come to visit my daughter. Have to say it again best crew I’ve ever experienced on a flight and I travel quite a bit. Thanks.

I didn’t receive any help when they messed up and wasn’t honest and the supervisor did absolutely nothing to help me so I had to buy another ticket at $537

Even tho the flight was a bit delayed the team was apologetic. Everyone was friendly and efficient.

The Flight took off 2hrs late because there was no pilot showing up when the flight was ready to board.. Though the cabin crew was present and had prepared the plane, the FO turned around after 15 min and went away. A crew to fly the plane finally arrived over an hour later and we were able to board 1h30 min later than planned time... until everything was loaded, we left 2h late from the gate. This was a small plane, so don't expect any Entertainment... Wi-Fi access on board would work, but took an awful amount of time to figure out and get it work (I'm an IT person). Flying as VIPorter customer, I was expecting at least some warm meal, but everything served was just cold.. except the coffee maybe. Even in so-called VIPorter seats, space is cramped and trays are so tiny, you can barely setup your food. Flight caught up during the coast-to-coast crossing and was able to recoup about 45 min from the delay.. still arrived very late in Vancouver and had to wait a long time to get our registered bags. Let's see how the return flight will be in a few days..

It was okay. Had a thing with the front desk, she had me repack my suitcases to have them be under the weight restrictions, but then the other one was overweight, she argued with me about it when there were tons of people in line. Wasn’t great.

Due to a known technical error that Porter has not fixed in over a year, I was unable to check in the children on my reservation online and had to do it at the airport. Upon check in, there were no seats together, which was an issue as we had young children. The gate agent did manage to seat us together by moving other passengers, which was appreciated, but the other passengers were never informed, leading to confusion and delay upon boarding. The flight was over an hour late; no explanation or apology was ever issued. The bags on Porter take a long time to arrive--over half an hour at Hamilton on my inbound flight, and not much better on my return to Edmonton.

On my e-boarding pass it shows free wifi, yet the plane I was on didn’t have wifi. Please remove false advertising from your website and boarding passes

3.5 hr delay for a 1 hr work flight. No information as to why the delay until 20 mins before boarding.

Organization and the adjusted times but the snacks could be of a bigger portion

Smaller plane. Food and bar service for free is amazing. Drinks were in glass not plastic cups.

This flight is a quick way to get to Chicago, but a bit expensive.

The clerk at check in for my bags was very rude. My credit card was hacked during my vacation and she told me it was not possible to pay in cash for my bag. “You bought the cheapest ticket, you should have bought a ticket that included a bag. If you cannot pay with a credit card, we will not let you on this flight”. She spoke to her supervisor and then told me , I could ask other passengers, if they would use their credit card to check my bag. I had to beg 5 different people, till one agreed to use their credit card. I payed them cash of course. This was a very stressful and humiliating experience for me. I strongly suggest you build in some kind of provision for travelers who got robbed.

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

Flight crew was super friendly and helpful. Food was frequent and honestly pretty good. Plenty of on-board entertainment. Economy seats are super cramped for such a long flight, but the crew allowed people to get up and stretch, and kids could wander with their parents, so we all made it work. Overall a very good experience.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Starlink is great Crew was polite Business class didn’t get a welcome drink just water and snacks were ok

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

very average service no complimentary alcoholics drinks unlike other airlines such as Porter airlines No decent seats available during check-in time the day before

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

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

Information on your arrival and departure airports