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YOW - MDW

Find cheap flights from Ottawa to Chicago Midway Airport from $197

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 Midway departing on 5/30. 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
0 bags
Fri 5/24
Fri 5/31

Search hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
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
In the last 7 days travelers have searched 44,632,927 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

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

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

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Cheap flight deals from Ottawa to Midway (YOW-MDW)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Ottawa to Midway 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 and deals for you by selecting your travel dates.
Choose your dates
1:15 pm - 4:17 pmYOW-MDW
4h 02m1 stop
8:00 am - 3:29 pmMDW-YOW
6h 29m1 stop
$313Porter Airlines
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Wed, May 15 - Fri, May 17
7:10 am - 10:07 amYOW-MDW
3h 57m1 stop
8:40 am - 2:44 pmMDW-YOW
5h 04m1 stop
$324Porter Airlines
Find Deal
Thu, May 16 - Sun, May 19
7:10 am - 10:07 amYOW-MDW
3h 57m1 stop
8:00 am - 3:29 pmMDW-YOW
6h 29m1 stop
$329Porter Airlines
Find Deal
Mon, May 20 - Mon, May 27
6:55 pm - 9:37 pmYOW-MDW
3h 42m1 stop
8:00 am - 12:39 pmMDW-YOW
3h 39m1 stop
$330Porter Airlines
Find Deal
Wed, May 15 - Wed, May 22
7:10 am - 10:07 amYOW-MDW
3h 57m1 stop
8:00 am - 12:39 pmMDW-YOW
3h 39m1 stop
$333Porter Airlines
Find Deal
Wed, May 15 - Wed, May 22
1:15 pm - 4:17 pmYOW-MDW
4h 02m1 stop
11:05 am - 6:14 pmMDW-YOW
6h 09m1 stop
$337Porter Airlines
Find Deal
Thu, May 30 - Mon, Jun 3
6:55 pm - 9:37 pmYOW-MDW
3h 42m1 stop
6:00 am - 7:18 pmMDW-YOW
12h 18m2 stops
$615
Find Deal
Tue, May 14 - Mon, May 20
9:35 pm - 1:44 pmYOW-MDW
17h 09m2 stops
6:00 am - 8:42 pmMDW-YOW
13h 42m2 stops
$627WestJet
Find Deal
Mon, Jun 24 - Wed, Jun 26
3:25 pm - 6:36 pmYOW-MDW
28h 11m2 stops
6:00 am - 8:42 pmMDW-YOW
13h 42m2 stops
$633WestJet
Find Deal
Thu, Jun 13 - Sun, Jun 16
3:55 pm - 1:02 pmYOW-MDW
22h 07m2 stops
3:45 pm - 8:50 pmMDW-YOW
28h 05m2 stops
$675WestJet
Find Deal
Sat, Sep 28 - Wed, Oct 2

Flights from Ottawa to Midway - Travel Insights & Trends

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

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

The average price of all flights from Ottawa to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.
For Ottawa to Chicago Midway Airport, Wednesday is the cheapest day to fly on average and Tuesday is the most expensive. Flying from Chicago Midway Airport back to Ottawa, the best deals are generally found on Sunday, with Thursday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Ottawa to Chicago Midway Airport, 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 Midway Airport is March, where tickets cost $287 on average. On the other hand, the most expensive months are February and January, where the average cost of tickets is $860 and $681 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Ottawa to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Ottawa to Chicago Midway Airport, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 57 days before departure.

Which airlines provide the cheapest flights from Ottawa to Chicago Midway Airport?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 3 days, Porter Airlines offered the best one-way deal for that route, at $197. KAYAK users also found Ottawa to Chicago Midway Airport round-trip flights on Porter Airlines from $313 and on WestJet from $627.

Good to know

Low season

January

High season

June

Cheapest flight

$197
Best time to beat the crowds but there is an average 54% increase in price.
Most popular time to fly and prices are also 19% lower on average.
Flight from Ottawa to Chicago Midway Airport

When to book flights from Ottawa to Midway

Are your dates flexible? Find out the best times to travel from Ottawa to Midway 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 Ottawa to Chicago Midway Airport flights

  • What is the cheapest flight from Ottawa to Chicago Midway Airport?

    In the last 3 days, the lowest price for a flight from Ottawa to Chicago Midway Airport was $197 for a one-way ticket and $313 for a round-trip.

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

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

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

    We unfortunately don’t have that data for this specific route.

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

    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 Midway Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport 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 Midway Airport?

    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 Midway Airport with an airline and back to Ottawa with another airline. Booking your flights between Ottawa and MDW can sometimes prove cheaper using this method.

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

    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 Midway Airport from Ottawa up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airline flying from Ottawa to Midway

 
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 Midway? 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.
7.4
Porter AirlinesOverall score based on 438 reviews
7.4food
8.2crew
7.6boarding
6.6entertainment
7.5comfort
Airline reviews

First time with Porter and I can say this is best airline company in Canada. Great service, free WiFi, free snack and drinks (including beer and wine). Seats were super comfy on the Embraer jet and I appreciated the folding try table too. Staff were excellent both legs of the trip.

10.0 ExcellentJustin, Apr 2024YVR - YYZ
Read more about Porter Airlines reviews

First time with Porter and I can say this is best airline company in Canada. Great service, free WiFi, free snack and drinks (including beer and wine). Seats were super comfy on the Embraer jet and I appreciated the folding try table too. Staff were excellent both legs of the trip.

Tight transfer in Montreal. (15 min) However, we made it, as did my luggage.

Check in was slow because of passenger ahead in Reserve line. Seats were somewhat uncomfortable.

First time with Porter. Amazing experience overall, will be my airline of choice in North America whenever possible. Liked the quality of food and how it was served but one suggestion- a hot meal on the longer flights, perhaps?

Delayed by 2.5 hours. This happened previously on my flight from YOW to YVR on Dec. 26.2023. This is a terrible airline. The reason was there was lack of ground crew. This is a known event. AVOID PORTER AIRLINES IF YOU CAN. There is a reason half the plane was empty.

The airline arrival at the downtown airport is a big plus.. Food and beverage was excellent. Their non weather related cancellation is horrible. Overall I gave the airline 7 over 10 Tips for people flying porter from Boston. The airline doesn’t have inflight entertainment No TV No WIFI. Bring your entertainment with you.

The airline arrival at the downtown airport is a big plus.. Food and beverage was excellent. Their non weather related cancellation is horrible. Overall I gave the airline 7 over 10

Wasn’t on the flight- again. Bad weather in Halifax and I was in an accident. What a poor experience to have to pay for all this flight and not be on it

I didn’t make my flight due to poor weather and I had an accident driving there. I tried to get my money back or even credit and nothing. I have an entire flight both to Florida and back that I paid for and no one will give me any money back. I know this isn’t just Porter and it’s 3rd party- however airlines should allow these companies to take money for things they don’t get. I’m so upset. Who can afford a full flight they never take?

Flight Ottawa to Toronto canceled and no crew was available to direct me on what to do. I opened a file and I wait to be compensated.

Book cheap flights from Ottawa to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Ottawa to Chicago found on KAYAK in the last 72 hours.
5/30Thu
1 stopPorter Airlines
4h 02mYOW-MDW
$197
6/8Sat
2 stops
10h 44mYOW-MDW
$244
8/16Fri
1 stopPorter Airlines
3h 42mYOW-MDW
$250
6/23Sun
1 stopPorter Airlines
3h 32mYOW-MDW
$261
6/8Sat
1 stopPorter Airlines
3h 57mYOW-MDW
$265
4/28Sun
1 stopPorter Airlines
5h 17mYOW-MDW
$286
6/23Sun
2 stopsWestJet
22h 01mYOW-MDW
$335
8/16Fri
2 stopsWestJet
13h 57mYOW-MDW
$453

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Last minute flights from Ottawa to Midway

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Ottawa to Chicago that are departing in the next 10 days.
4/27Sat
multi-stopPorter Airlines
3h 37mYOW-MDW
4/29Mon
multi-stopPorter Airlines
6h 09mMDW-YOW
$529
4/25Thu
multi-stopPorter Airlines
5h 27mYOW-MDW
5/2Thu
multi-stopPorter Airlines
4h 24mMDW-YOW
$726
4/25Thu
multi-stop
17h 55mYOW-MDW
5/2Thu
multi-stop
6h 29mMDW-YOW
$788
4/25Thu
multi-stopWestJet
22h 27mYOW-MDW
5/2Thu
multi-stopWestJet
29h 39mMDW-YOW
$920

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Ottawa - Chicago Midway Airport Flights

Departure:

Ottawa (YOW)Canada

Destination:

Chicago Midway Airport (MDW)United States

Return flight deals:

Chicago Midway Airport - Ottawa

Cabin classes:

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