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YOW - MDW

$198 Find cheap flights from Ottawa to Chicago Midway Airport

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 6/4. 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 6/7
Fri 6/14

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 43,707,506 times on KAYAK, and here is why:

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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
6:55 pm - 9:37 pmYOW-MDW
3h 42m1 stop
12:30 pm - 7:24 pmMDW-YOW
5h 54m1 stop
$343Porter Airlines
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Wed, May 29 - Sat, Jun 1
5:10 pm - 9:37 pmYOW-MDW
5h 27m1 stop
8:00 am - 3:14 pmMDW-YOW
6h 14m1 stop
$353Porter Airlines
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Mon, Jun 17 - Sat, Jun 22
5:10 pm - 9:37 pmYOW-MDW
5h 27m1 stop
8:00 am - 3:29 pmMDW-YOW
6h 29m1 stop
$378Porter Airlines
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Fri, Jun 21 - Mon, Jun 24
1:15 pm - 4:17 pmYOW-MDW
4h 02m1 stop
8:00 am - 3:29 pmMDW-YOW
6h 29m1 stop
$397Porter Airlines
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Wed, Jul 24 - Mon, Jul 29
5:10 pm - 9:37 pmYOW-MDW
5h 27m1 stop
8:00 am - 12:39 pmMDW-YOW
3h 39m1 stop
$403Porter Airlines
Find Deal
Wed, Jul 24 - Thu, Jul 25
1:15 pm - 4:17 pmYOW-MDW
4h 02m1 stop
12:30 pm - 7:24 pmMDW-YOW
5h 54m1 stop
$404Porter Airlines
Find Deal
Tue, Jul 2 - Sat, Jul 6
11:30 am - 8:15 pmYOW-MDW
9h 45m2 stops
11:05 am - 4:29 pmMDW-YOW
4h 24m1 stop
$466
Find Deal
Wed, May 22 - Wed, May 29
5:55 am - 5:59 pmYOW-MDW
13h 04m2 stops
2:00 pm - 2:31 pmMDW-YOW
23h 31m2 stops
$598WestJet
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Tue, Oct 22 - Fri, Oct 25
5:55 am - 5:59 pmYOW-MDW
13h 04m2 stops
2:05 pm - 7:20 pmMDW-YOW
28h 15m2 stops
$617WestJet
Find Deal
Wed, Sep 25 - Sat, Sep 28
3:25 pm - 6:05 pmYOW-MDW
27h 40m2 stops
6:45 pm - 8:50 pmMDW-YOW
25h 05m2 stops
$644WestJet
Find Deal
Fri, Sep 20 - Mon, Sep 23

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.

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 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 55 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 $198. KAYAK users also found Ottawa to Chicago Midway Airport round-trip flights on Porter Airlines from $343 and on WestJet from $598.

Good to know

Low season

February

High season

December

Cheapest flight

$198
Best time to beat the crowds with an average 27% drop in price.
Most popular time to fly with an average 6% increase in price.
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 $198 for a one-way ticket and $343 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.
7.5
Porter AirlinesOverall score based on 423 reviews
6.7Entertainment
7.6Comfort
7.5Food
8.3Crew
7.7Boarding
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.
6/4Tue
1 stopPorter Airlines
3h 57mYOW-MDW
$198
9/22Sun
1 stopPorter Airlines
3h 32mYOW-MDW
$234
9/6Fri
1 stopPorter Airlines
3h 57mYOW-MDW
$254
6/4Tue
2 stops
13h 45mYOW-MDW
$273
9/30Mon
1 stopPorter Airlines
3h 57mYOW-MDW
$280
5/16Thu
1 stopPorter Airlines
4h 02mYOW-MDW
$285
6/4Tue
1 stop
19h 07mYOW-MDW
$296
6/4Tue
1 stopPorter Airlines
4h 02mYOW-MDW
$304
9/22Sun
2 stopsWestJet
16h 49mYOW-MDW
$418

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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.
5/9Thu
multi-stopPorter Airlines
5h 47mYOW-MDW
5/13Mon
multi-stopPorter Airlines
6h 09mMDW-YOW
$550
5/9Thu
multi-stop
22h 02mYOW-MDW
5/13Mon
multi-stop
3h 39mMDW-YOW
$687
5/9Thu
multi-stop
17h 00mYOW-MDW
5/13Mon
multi-stop
4h 24mMDW-YOW
$861

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Ottawa - Chicago Midway Airport Flights

Departure:

Ottawa (undefined)Canada

Destination:

Chicago Midway Airport (MDW)United States

Return flight deals:

Chicago Midway Airport - Ottawa

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