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YOW - MDW

C$ 276 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 16/6. 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 14/6
Fri 21/6

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, travellers have searched 42,393,389 times on KAYAK, and here is why:

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

 
These are the cheapest deals for flights from Ottawa to Midway currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Ottawa to Midway

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Ottawa to Midway.

Recent one-way flight deals from Ottawa to Midway

Only flying one-way? Below are some of the best one-way flight deals from Ottawa to Midway found on KAYAK recently.

Recent last-minute flight deals from Ottawa to Midway

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Ottawa to Midway.

Recent direct flight deals from Ottawa to Midway

The latest deals for direct flights from Ottawa to Midway so you can sit back and relax without the need for a layover.

Cheap bus & train deals from Ottawa to Midway

Find recent round-trip train or bus tickets from Ottawa to Midway.

All round-trip flight deals to Midway

The cheapest plane tickets to Midway found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
11:30 a.m. - 4:17 p.m.YOW-MDW
5h 47m1 stop
11:25 a.m. - 4:29 p.m.MDW-YOW
4h 04m1 stop
C$ 477Porter Airlines
Find Deal
Thu, 6 Jun - Thu, 13 Jun
5:10 p.m. - 9:37 p.m.YOW-MDW
5h 27m1 stop
8:00 a.m. - 3:29 p.m.MDW-YOW
6h 29m1 stop
C$ 491Porter Airlines
Find Deal
Fri, 21 Jun - Mon, 24 Jun
6:55 p.m. - 9:37 p.m.YOW-MDW
3h 42m1 stop
8:00 a.m. - 3:29 p.m.MDW-YOW
6h 29m1 stop
C$ 499Porter Airlines
Find Deal
Fri, 14 Jun - Mon, 17 Jun
12:30 p.m. - 4:17 p.m.YOW-MDW
4h 47m1 stop
8:00 a.m. - 12:39 p.m.MDW-YOW
3h 39m1 stop
C$ 511Porter Airlines
Find Deal
Sun, 26 May - Mon, 3 Jun
12:30 p.m. - 4:17 p.m.YOW-MDW
4h 47m1 stop
11:25 a.m. - 4:29 p.m.MDW-YOW
4h 04m1 stop
C$ 515Porter Airlines
Find Deal
Sun, 2 Jun - Mon, 3 Jun
7:10 a.m. - 10:07 a.m.YOW-MDW
3h 57m1 stop
8:00 a.m. - 3:14 p.m.MDW-YOW
6h 14m1 stop
C$ 516Porter Airlines
Find Deal
Tue, 28 May - Sat, 1 Jun
9:35 p.m. - 1:35 p.m.YOW-MDW
17h 00m2 stops
11:05 a.m. - 4:29 p.m.MDW-YOW
4h 24m1 stop
C$ 753
Find Deal
Mon, 27 May - Fri, 31 May
3:55 p.m. - 6:07 p.m.YOW-MDW
27h 12m2 stops
6:00 a.m. - 8:48 p.m.MDW-YOW
13h 48m2 stops
C$ 760WestJet
Find Deal
Mon, 27 May - Thu, 30 May
9:35 p.m. - 6:07 p.m.YOW-MDW
21h 32m2 stops
6:00 a.m. - 8:48 p.m.MDW-YOW
13h 48m2 stops
C$ 762WestJet
Find Deal
Tue, 28 May - Thu, 30 May
9:35 p.m. - 6:31 p.m.YOW-MDW
21h 56m2 stops
3:47 p.m. - 8:42 p.m.MDW-YOW
27h 55m2 stops
C$ 787WestJet
Find Deal
Wed, 3 Jul - Tue, 30 Jul
5:20 p.m. - 9:37 p.m.YOW-MDW
5h 17m1 stop
C$ 276Porter Airlines
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Sun, 16 Jun
6:55 p.m. - 9:37 p.m.YOW-MDW
3h 42m1 stop
C$ 279Porter Airlines
Find Deal
Thu, 13 Jun
7:10 a.m. - 10:07 a.m.YOW-MDW
3h 57m1 stop
C$ 305Porter Airlines
Find Deal
Thu, 13 Jun
10:10 a.m. - 7:53 p.m.YOW-MDW
10h 43m2 stops
C$ 318
Find Deal
Sat, 15 Jun
10:10 a.m. - 8:08 p.m.YOW-MDW
10h 58m2 stops
C$ 327
Find Deal
Sat, 10 Aug
6:55 p.m. - 9:37 p.m.YOW-MDW
3h 42m1 stop
C$ 332Porter Airlines
Find Deal
Mon, 15 Jul
10:45 a.m. - 4:17 p.m.YOW-MDW
6h 32m1 stop
C$ 336Porter Airlines
Find Deal
Sun, 25 Aug
3:25 p.m. - 6:36 p.m.YOW-MDW
28h 11m2 stops
C$ 430WestJet
Find Deal
Sun, 16 Jun
6:07 a.m. - 5:59 p.m.YOW-MDW
12h 52m2 stops
C$ 489WestJet
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Wed, 14 Aug
8:15 p.m. - 9:47 p.m.YOW-MDW
26h 32m2 stops
C$ 499WestJet
Find Deal
Sun, 25 Aug
7:10 a.m. - 10:07 a.m.YOW-MDW
3h 57m1 stop
11:05 a.m. - 4:29 p.m.MDW-YOW
4h 24m1 stop
C$ 620Porter Airlines
Find Deal
Mon, 20 May - Mon, 27 May
7:10 a.m. - 10:07 a.m.YOW-MDW
3h 57m1 stop
8:40 a.m. - 2:44 p.m.MDW-YOW
5h 04m1 stop
C$ 671Porter Airlines
Find Deal
Mon, 20 May - Sun, 26 May
8:45 a.m. - 11:17 a.m.YOW-MDW
3h 32m1 stop
11:05 a.m. - 6:14 p.m.MDW-YOW
6h 09m1 stop
C$ 708Porter Airlines
Find Deal
Sun, 19 May - Wed, 22 May
1:15 p.m. - 4:17 p.m.YOW-MDW
4h 02m1 stop
12:15 p.m. - 7:54 p.m.MDW-YOW
6h 39m1 stop
C$ 720Porter Airlines
Find Deal
Fri, 17 May - Sun, 19 May
4:25 p.m. - 7:02 p.m.YOW-MDW
3h 37m1 stop
8:00 a.m. - 3:29 p.m.MDW-YOW
6h 29m1 stop
C$ 723Porter Airlines
Find Deal
Sat, 18 May - Tue, 21 May
7:10 a.m. - 10:07 a.m.YOW-MDW
3h 57m1 stop
12:15 p.m. - 7:54 p.m.MDW-YOW
6h 39m1 stop
C$ 756Porter Airlines
Find Deal
Thu, 16 May - Sun, 19 May
1:15 p.m. - 4:17 p.m.YOW-MDW
4h 02m1 stop
8:00 a.m. - 3:14 p.m.MDW-YOW
6h 14m1 stop
C$ 762Porter Airlines
Find Deal
Thu, 16 May - Sat, 18 May
7:15 p.m. - 4:17 p.m.YOW-MDW
22h 02m3 stops
8:40 a.m. - 2:44 p.m.MDW-YOW
5h 04m1 stop
C$ 899
Find Deal
Mon, 20 May - Sun, 26 May
6:15 a.m. - 1:35 p.m.YOW-MDW
32h 20m2 stops
9:46 a.m. - 2:38 p.m.MDW-YOW
27h 52m2 stops
C$ 1,334WestJet
Find Deal
Thu, 16 May - Sun, 19 May
3:55 p.m. - 10:01 p.m.YOW-MDW
31h 06m2 stops
5:00 p.m. - 12:54 a.m.MDW-YOW
30h 54m2 stops
C$ 1,359WestJet
Find Deal
Thu, 16 May - Sat, 18 May

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.

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 C$ 276. KAYAK users also found Ottawa to Chicago Midway Airport round-trip flights on Porter Airlines from C$ 477 and on WestJet from C$ 760.

Good to know

Low season

February

High season

December

Cheapest flight

C$ 276
Best time to beat the crowds (27% less expensive on average)
Most popular time to fly (5% more expensive 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 C$ 202 for a one-way ticket and C$ 349 for a round-trip.

  • Which airports will I be using when flying from Ottawa to Chicago Midway Airport?

    On your way to Chicago Midway Airport, you’ll fly out from Ottawa. You’ll be landing at Chicago Midway.

  • 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 travellers 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.

  • 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 416 reviews
7.4Food
6.6Entertainment
7.5Comfort
7.6Boarding
8.2Crew
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.
16/6Sun
1 stopPorter Airlines
5h 17mYOW-MDW
C$ 276
13/6Thu
1 stopPorter Airlines
3h 42mYOW-MDW
C$ 279
13/6Thu
1 stopPorter Airlines
3h 57mYOW-MDW
C$ 305
15/6Sat
2 stops
10h 43mYOW-MDW
C$ 318
10/8Sat
2 stops
10h 58mYOW-MDW
C$ 327
15/7Mon
1 stopPorter Airlines
3h 42mYOW-MDW
C$ 332
25/8Sun
1 stopPorter Airlines
6h 32mYOW-MDW
C$ 336
16/6Sun
2 stopsWestJet
28h 11mYOW-MDW
C$ 430
14/8Wed
2 stopsWestJet
12h 52mYOW-MDW
C$ 489
25/8Sun
2 stopsWestJet
26h 32mYOW-MDW
C$ 499

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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.
20/5Mon
multi-stopPorter Airlines
3h 57mYOW-MDW
27/5Mon
multi-stopPorter Airlines
4h 24mMDW-YOW
C$ 620
20/5Mon
multi-stopPorter Airlines
3h 57mYOW-MDW
26/5Sun
multi-stopPorter Airlines
5h 04mMDW-YOW
C$ 671
19/5Sun
multi-stopPorter Airlines
3h 32mYOW-MDW
22/5Wed
multi-stopPorter Airlines
6h 09mMDW-YOW
C$ 708
17/5Fri
multi-stopPorter Airlines
4h 02mYOW-MDW
19/5Sun
multi-stopPorter Airlines
6h 39mMDW-YOW
C$ 720
18/5Sat
multi-stopPorter Airlines
3h 37mYOW-MDW
21/5Tue
multi-stopPorter Airlines
6h 29mMDW-YOW
C$ 723
16/5Thu
multi-stopPorter Airlines
3h 57mYOW-MDW
19/5Sun
multi-stopPorter Airlines
6h 39mMDW-YOW
C$ 756
16/5Thu
multi-stopPorter Airlines
4h 02mYOW-MDW
18/5Sat
multi-stopPorter Airlines
6h 14mMDW-YOW
C$ 762
20/5Mon
multi-stop
22h 02mYOW-MDW
26/5Sun
multi-stop
5h 04mMDW-YOW
C$ 899
16/5Thu
multi-stopWestJet
32h 20mYOW-MDW
19/5Sun
multi-stopWestJet
27h 52mMDW-YOW
C$ 1,334
16/5Thu
multi-stopWestJet
31h 06mYOW-MDW
18/5Sat
multi-stopWestJet
30h 54mMDW-YOW
C$ 1,359

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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

Cabin classes:

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