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Cheap flights from Ottawa to Chicago Midway Airport from C$ 287

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 20/4. Fares are subject to change and may not be available on all flights or dates of travel.
YOW — MDW
22 Apr — 29 Apr1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Ottawa to Midway

Enter your travel dates to find the best prices.

Cheapest flights from Ottawa to Midway
Explore the most affordable flight options available from Ottawa to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 23 March 2026.

Wed 15/46:45 a.m.
YOW
-
MDW
1 stop4h 30m
Porter Airlines
Mon 20/411:00 a.m.
MDW
-
YOW
1 stop4h 44m
Porter Airlines
Deal found 18/3C$ 394
Mon 20/46:45 a.m.
YOW
-
MDW
1 stop4h 30m
Porter Airlines
Thu 23/411:00 a.m.
MDW
-
YOW
1 stop5h 04m
Porter Airlines
Deal found 18/3C$ 396
Fri 17/48:40 a.m.
YOW
-
MDW
1 stop7h 40m
Porter Airlines
Sun 19/44:05 p.m.
MDW
-
YOW
1 stop5h 24m
Porter Airlines
Deal found 18/3C$ 471
Tue 21/411:00 a.m.
YOW
-
MDW
2 stops27h 00m
Multiple Airlines
Tue 28/47:30 a.m.
MDW
-
YOW
1 stop8h 55m
Multiple Airlines
Deal found 22/3C$ 477
Wed 15/47:00 a.m.
YOW
-
MDW
2 stops13h 31m
Multiple Airlines
Mon 20/47:30 a.m.
MDW
-
YOW
1 stop8h 55m
Multiple Airlines
Deal found 18/3C$ 488
Fri 17/43:35 p.m.
YOW
-
MDW
2 stops22h 25m
Multiple Airlines
Tue 21/47:30 a.m.
MDW
-
YOW
1 stop8h 55m
Multiple Airlines
Deal found 19/3C$ 498
Fri 17/43:35 p.m.
YOW
-
MDW
2 stops22h 25m
Multiple Airlines
Wed 22/47:30 a.m.
MDW
-
YOW
1 stop8h 55m
Multiple Airlines
Deal found 19/3C$ 501
Tue 21/43:55 p.m.
YOW
-
MDW
1 stop22h 05m
Multiple Airlines
Sun 26/47:30 a.m.
MDW
-
YOW
1 stop28h 45m
Multiple Airlines
Deal found 21/3C$ 508
Fri 29/56:25 p.m.
YOW
-
MDW
1 stop16h 15m
Multiple Airlines
Wed 3/63:20 p.m.
MDW
-
YOW
1 stop8h 00m
Multiple Airlines
Deal found 18/3C$ 512
Sat 30/56:25 p.m.
YOW
-
MDW
1 stop16h 15m
Multiple Airlines
Wed 3/63:20 p.m.
MDW
-
YOW
1 stop8h 00m
Multiple Airlines
Deal found 18/3C$ 521

Find flight deals from Ottawa to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Ottawa (YOW) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 23 March 2026.

Round-trip from

C$ 394

One-way from

C$ 287

Popular in

January

Cheapest in

February

Average price

C$ 576
Porter Airlines
  • Porter Airlines
  • 15/4-20/4
  • 2 total stops
  • 9h 14m total
  • Ottawa to Chicago
Search Deals
20/4
  • 20/4
  • 2 total stops
  • 22h 25m total
  • Ottawa to Chicago
Search Deals
Highest demand for flights based on searches. 17% potential increase in price (C$ 165 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease (C$ 63 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Ottawa to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 23 March 2026.
Use the filters below to find and compare flights from Ottawa to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Mon 20/4

6:45 a.m.-10:15 a.m.

1 stop4h 30m

Chicago Midway

Thu 23/4

11:00 a.m.-5:04 p.m.

1 stop5h 04m

C$ 396

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 23/4

6:50 a.m.-10:15 a.m.

1 stop4h 25m

Chicago Midway

Sun 26/4

4:05 p.m.-10:29 p.m.

1 stop5h 24m

C$ 624

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 29/5

11:00 a.m.-2:35 p.m.

1 stop4h 35m

Chicago Midway

Sun 31/5

10:30 a.m.-5:54 p.m.

1 stop6h 24m

C$ 667

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Tue 7/4

7:00 a.m.-10:15 a.m.

1 stop4h 15m

Chicago Midway

Mon 27/4

7:30 a.m.-5:25 p.m.

1 stop8h 55m

C$ 668

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 9/4

6:50 a.m.-10:15 a.m.

1 stop4h 25m

Chicago Midway

Mon 13/4

11:00 a.m.-12:39 a.m.

1 stop12h 39m

C$ 685

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 23/4

6:50 a.m.-10:15 a.m.

1 stop4h 25m

Chicago Midway

Sun 26/4

7:30 a.m.-7:54 p.m.

2 stops11h 24m

C$ 720

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sat 18/7

11:00 a.m.-9:40 a.m.

1 stop23h 40m

Chicago Midway

Sat 1/8

10:25 a.m.-7:09 p.m.

1 stop7h 44m

C$ 778

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sun 31/5

11:00 a.m.-2:35 p.m.

1 stop4h 35m

Chicago Midway

Wed 3/6

10:25 a.m.-9:44 p.m.

1 stop10h 19m

C$ 874

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sun 28/6

8:30 a.m.-2:35 p.m.

2 stops31h 05m

Chicago Midway

Sun 5/7

10:25 a.m.-5:54 p.m.

1 stop6h 29m

C$ 882

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sat 18/4

5:40 a.m.-10:28 p.m.

2 stops17h 48m

Chicago Midway

Wed 22/4

9:29 a.m.-12:39 a.m.

2 stops14h 10m

C$ 886

Flights are sorted by cheapest round-trip flights first.

Deals found on 21/3

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

Best time to book a flight from Ottawa to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Ottawa with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated 23 March 2026.
Get a feel of what it's like to fly with Porter Airlines from Ottawa to Chicago Midway Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
427 reviews
Check prices

Boarding

8.2

Crew

8.6

Food

7.6

Entertainment

7.0

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
Porter Airlines
8.0
Very good
427 reviews
Porter Airlines
8.0
Very good
427 reviews
Check prices

Boarding

8.2

Crew

8.6

Food

7.6

Entertainment

7.0

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.

Related info for your journey

Find useful and relevant information for your journey from Ottawa to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Ottawa to Chicago Midway?

    Located just 10.6 km from the city centre, Ottawa is the airport most travellers will use when flying to Chicago Midway from Ottawa. Booking flights from Ottawa (YOW) to Chicago Midway should be relatively easy as there are 0 daily outbound flights to Chicago Midway from 1 airline.

  • How long is the flight from Ottawa to Chicago Midway Airport?

    There are many flights that can get you from Ottawa to Chicago Midway Airport in 4h 30m. Fly via Porter Airlines to get the fastest option. There are 1048 km between Ottawa and Chicago Midway Airport.

  • What is the cheapest airline to fly from Ottawa to Chicago Midway Airport round-trip?

    Currently priced at C$ 318, Porter Airlines will fly you from Ottawa to Chicago Midway Airport and back. In addition to Porter Airlines, many other airlines offer competitively priced options for your trip.

  • Can I find deals for flights from Ottawa to Midway that include hotel bookings?

    Yes. In addition to deals on Ottawa to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Ottawa to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Ottawa to Midway.

  • Can I find deals for business class flights from Ottawa to Midway?

    Yes. Cheapflights offers flight deals from Ottawa to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Top airline flying from Ottawa to Midway

Discover the top airline that operate flights from Ottawa to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 23 March 2026.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 318AverageC$ 474FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Ottawa to Midway?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Midway from Ottawa today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Ottawa to Midway?

Cheapflights simply makes it quick and affordable to book flights from Ottawa to Midway by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Ottawa to Midway with no change fees?

Certainly. Search results for flights to Midway from Ottawa shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Ottawa to Midway become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Midway from Ottawa today and book when prices fit your budget.

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