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Cheap flights from Ottawa to Chicago Midway Airport from C$ 211

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 28/4. Fares are subject to change and may not be available on all flights or dates of travel.
YOW — MDW
24 Mar — 31 Mar1
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 22 February 2026.

Thu 9/46:50 a.m.
YOW
-
MDW
1 stop4h 25m
Porter Airlines
Mon 13/411:00 a.m.
MDW
-
YOW
1 stop4h 44m
Porter Airlines
Deal found 19/2C$ 328
Wed 11/36:45 a.m.
YOW
-
MDW
1 stop4h 20m
Porter Airlines
Wed 18/311:00 a.m.
MDW
-
YOW
1 stop5h 29m
Porter Airlines
Deal found 18/2C$ 365
Wed 8/46:45 a.m.
YOW
-
MDW
1 stop4h 30m
Porter Airlines
Sat 11/412:35 p.m.
MDW
-
YOW
1 stop3h 54m
Porter Airlines
Deal found 19/2C$ 401
Thu 19/310:35 a.m.
YOW
-
MDW
1 stop13h 10m
Multiple Airlines
Thu 26/37:30 a.m.
MDW
-
YOW
1 stop8h 55m
Multiple Airlines
Deal found 19/2C$ 483
Sat 2/57:00 a.m.
YOW
-
MDW
2 stops12h 37m
Multiple Airlines
Tue 5/57:30 a.m.
MDW
-
YOW
1 stop9h 10m
Multiple Airlines
Deal found 20/2C$ 490
Fri 6/37:00 a.m.
YOW
-
MDW
1 stop4h 05m
Porter Airlines
Sun 8/34:15 p.m.
MDW
-
YOW
1 stop5h 14m
Porter Airlines
Deal found 19/2C$ 495
Mon 16/311:00 a.m.
YOW
-
MDW
2 stops27h 02m
Multiple Airlines
Thu 19/37:30 a.m.
MDW
-
YOW
1 stop8h 55m
Multiple Airlines
Deal found 19/2C$ 514
Fri 1/55:55 a.m.
YOW
-
MDW
2 stops7h 48m
Multiple Airlines
Mon 4/57:30 a.m.
MDW
-
YOW
1 stop9h 10m
Multiple Airlines
Deal found 20/2C$ 516
Thu 7/55:55 p.m.
YOW
-
MDW
2 stops20h 05m
Multiple Airlines
Mon 11/57:30 a.m.
MDW
-
YOW
1 stop9h 10m
Multiple Airlines
Deal found 19/2C$ 517

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 22 February 2026.

Round-trip from

C$ 328

One-way from

C$ 211

Popular in

January

Cheapest in

May

Average price

C$ 524
Porter Airlines
  • Porter Airlines
  • 9/4-13/4
  • 2 total stops
  • 9h 09m total
  • Ottawa to Chicago
Search Deals
28/4
  • 28/4
  • 2 total stops
  • 27h 00m total
  • Ottawa to Chicago
Search Deals
Highest demand for flights based on searches. 20% potential increase in price (C$ 218 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease (C$ 61 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 22 February 2026.
Use the filters below to find and compare flights from Ottawa to Chicago Midway Airport that are best for you.

Fly from

Ottawa

Fly to

Midway

Route

Depart

Return

Price

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Wed 11/3

6:45 a.m.-10:05 a.m.

1 stop4h 20m

Chicago Midway

Wed 18/3

11:00 a.m.-5:29 p.m.

1 stop5h 29m

C$ 365

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Wed 8/4

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

1 stop4h 30m

Chicago Midway

Sat 11/4

12:35 p.m.-5:29 p.m.

1 stop3h 54m

C$ 401

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 19/3

10:35 a.m.-10:45 p.m.

1 stop13h 10m

Chicago Midway

Thu 26/3

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

1 stop8h 55m

C$ 483

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sat 4/4

5:40 a.m.-11:50 a.m.

1 stop7h 10m

Chicago Midway

Sun 5/4

4:05 p.m.-12:39 a.m.

1 stop7h 34m

C$ 498

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Mon 16/3

11:00 a.m.-1:02 p.m.

2 stops27h 02m

Chicago Midway

Thu 19/3

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

1 stop8h 55m

C$ 514

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sat 18/4

7:00 a.m.-6:37 p.m.

2 stops12h 37m

Chicago Midway

Sat 25/4

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

1 stop8h 55m

C$ 514

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 7/5

5:55 p.m.-1:00 p.m.

2 stops20h 05m

Chicago Midway

Mon 11/5

7:30 a.m.-5:40 p.m.

1 stop9h 10m

C$ 517

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Tue 28/4

11:00 a.m.-1:00 p.m.

2 stops27h 00m

C$ 211

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sat 16/5

6:25 p.m.-9:40 a.m.

1 stop16h 15m

C$ 238

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 19/3

5:40 a.m.-3:20 p.m.

1 stop10h 40m

C$ 286

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/2

Showing 1-10 of 15 results
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 22 February 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
419 reviews
Check prices

Crew

8.6

Boarding

8.2

Comfort

8.0

Overall

8.0

Food

7.6

Entertainment

6.9

Reviews

1 / 20
10.0
Excellent

Anonymous,Feb 2026

YYJ - YYZ

Always great! The Flight Attendants are always polite and attentive! The Polite was great and reminded us all that it was Valentine's Day!
Porter Airlines
8.0
Very good
419 reviews
Porter Airlines
8.0
Very good
419 reviews
Check prices

Crew

8.6

Boarding

8.2

Comfort

8.0

Overall

8.0

Food

7.6

Entertainment

6.9

Reviews

1 / 20
10.0
Excellent

Anonymous,Feb 2026

YYJ - YYZ

Always great! The Flight Attendants are always polite and attentive! The Polite was great and reminded us all that it was Valentine's Day!

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 20m. 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$ 317, 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 22 February 2026.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 317AverageC$ 473FlexibilityNo 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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