YOW - CHI

$208 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 4/24. 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

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$287
Porter Airlines
Wed 4/15Mon 4/20
YOW - MDW • 1 stop
Cheapest non-stop
$601
Typical prices: $443-$457
United Airlines
Tue 5/5Tue 5/12
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 $287 (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 32m
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 $314 (round-trip)
Shortest trip • 4h 10m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 41% 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, Apr 15 - Mon, Apr 20
Porter Airlines Logo
6:45 am - 10:15 am
YOW
-
MDW
4h 30m
1 stop
Porter Airlines Logo
11:00 am - 4:44 pm
MDW
-
YOW
4h 44m
1 stop
$287Porter Airlines
Mon, Apr 20 - Thu, Apr 23
Porter Airlines Logo
6:45 am - 10:15 am
YOW
-
MDW
4h 30m
1 stop
Porter Airlines Logo
11:00 am - 5:04 pm
MDW
-
YOW
5h 04m
1 stop
$289Porter Airlines
Mon, Apr 20 - Thu, Apr 23
Porter Airlines Logo
6:45 am - 10:15 am
YOW
-
MDW
4h 30m
1 stop
Porter Airlines Logo
11:00 am - 6:24 pm
MDW
-
YOW
6h 24m
1 stop
$290Porter Airlines
Tue, Apr 14 - Tue, Apr 21
Multiple Airlines Logo
11:00 am - 1:00 pm
YOW
-
MDW
27h 00m
2 stops
Multiple Airlines Logo
7:30 am - 5:25 pm
MDW
-
YOW
8h 55m
1 stop
$327Multiple Airlines
Tue, Apr 14 - Tue, Apr 21
Multiple Airlines Logo
3:55 pm - 1:00 pm
YOW
-
MDW
22h 05m
1 stop
Multiple Airlines Logo
7:30 am - 5:25 pm
MDW
-
YOW
8h 55m
1 stop
$328Multiple Airlines
Thu, Apr 9 - Thu, Apr 16
Multiple Airlines Logo
11:00 am - 12:22 am
YOW
-
ORD
14h 22m
2 stops
Multiple Airlines Logo
12:47 pm - 12:35 pm
ORD
-
YOW
22h 48m
1 stop
$340Multiple Airlines
Thu, Apr 9 - Thu, Apr 16
Multiple Airlines Logo
3:55 pm - 12:22 am
YOW
-
ORD
9h 27m
1 stop
Multiple Airlines Logo
12:47 pm - 12:35 pm
ORD
-
YOW
22h 48m
1 stop
$341Multiple Airlines
Tue, Apr 14 - Tue, Apr 21
Multiple Airlines Logo
3:55 pm - 9:36 am
YOW
-
ORD
18h 41m
2 stops
Multiple Airlines Logo
2:09 pm - 5:25 pm
ORD
-
YOW
26h 16m
1 stop
$342Multiple Airlines
Fri, Apr 17 - Sun, Apr 19
Porter Airlines Logo
8:40 am - 3:20 pm
YOW
-
MDW
7h 40m
1 stop
Porter Airlines Logo
4:05 pm - 10:29 pm
MDW
-
YOW
5h 24m
1 stop
$343Porter Airlines
Tue, Apr 14 - Tue, Apr 21
Multiple Airlines Logo
7:00 am - 9:36 am
YOW
-
ORD
27h 36m
1 stop
Multiple Airlines Logo
2:09 pm - 5:25 pm
ORD
-
YOW
26h 16m
1 stop
$344Multiple 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 April.

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 $325 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 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 February, where tickets cost $253 (return) on average. On the other hand, the most expensive months are January and November, where the average cost of round-trip tickets is $795 and $549 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 $469 on average.

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$208
Best time to beat the crowds but there is an average 84% increase in price.
Most popular time to fly and prices are also 4% lower on average.
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 $208 for a one-way ticket and $287 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 195 E2 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 $341 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 $507 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 $195 or less one-way and $421 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 426 reviews
8.6Crew
7.6Food
7.0Entertainment
8.2Boarding
8.0Comfort
Airline reviews

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

10.0 ExcellentDeanna, Mar 2026
YWG - YOW
Read more Porter Airlines reviews

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.

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.👍

Economy plus was so cramped I could not use my laptop. It was beyond bad.

Would've been great if Lufthansa union cockpit pilots didn't strike for 2 days and caused a chaos to my returning plans to USA, and then after rebooking a flight 2 days later tge plane departed 35 min later. So I did not have a good experience.

They never clean the toilet, and the food is worse

Wonderful. Quick boarding. Early departure and we arrived 30 minutes early at our destination. Unfortunately, when you arrive early, there is still a departing aircraft at our gate. We had to park for 30 minutes until the gate was clear. So our early arrival was not really early at the gate. Otherwise it was a quick and smooth flight. Appreciated the efficiency.

Chargers didn’t work, no entertainment and we had to wait for taxiing for easily 40 minutes after arriving early. Bags were late too!

No real complaints. The in flight food was much better than I expected. The in flight entertainment was excellent.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

Horrible Flight significantly delayed. Not due to united issue. But trying to rebook connection flight and get information about overnight accommodation was difficult. Agent did not seem to care or have any interest to help.

United Airlines is my preferred airlines and I am thankful for Gary who also help support me on the phone to switch my flight literally last min.

This Japanese airline provides great service and very helpful in assisting their passengers.

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

Information on your arrival and departure airports