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Cheap flights from Ottawa to Chicago Midway Airport from C$ 236

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 8/4. Fares are subject to change and may not be available on all flights or dates of travel.
YOW — MDW
14 Feb — 21 Feb1
1 adult
1 adult, Economy, 0 bags

Cheap 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 15 January 2026.

Round-trip from

C$ 449

One-way from

C$ 236

Popular in

January

Cheapest in

February

Average price

C$ 1,146
30/1-18/2
  • 30/1-18/2
  • 3 total stops
  • 29h 57m total
  • Ottawa to Chicago
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8/4
  • 8/4
  • 1 total stop
  • 10h 40m total
  • Ottawa to Chicago
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (C$ 162 potential increase over avg. RT price).
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Cheapest flight prices on average. 12% potential price decrease (C$ 90 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find 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 15 January 2026.

Fri 30/14:20 p.m.
YOW
-
MDW
2 stops17h 23m
Multiple Airlines
Wed 18/211:05 a.m.
MDW
-
YOW
1 stop12h 34m
Multiple Airlines
Deal found 13/1C$ 449
Tue 10/27:00 a.m.
YOW
-
MDW
1 stop4h 05m
Multiple Airlines
Tue 17/211:00 a.m.
MDW
-
YOW
1 stop12h 39m
Multiple Airlines
Deal found 13/1C$ 456
Sun 22/28:40 a.m.
YOW
-
MDW
1 stop7h 40m
Multiple Airlines
Fri 27/211:05 a.m.
MDW
-
YOW
1 stop12h 34m
Multiple Airlines
Deal found 14/1C$ 460
Mon 2/24:20 p.m.
YOW
-
MDW
2 stops20h 45m
Multiple Airlines
Wed 18/211:05 a.m.
MDW
-
YOW
1 stop8h 49m
Multiple Airlines
Deal found 13/1C$ 478
Fri 30/14:20 p.m.
YOW
-
MDW
2 stops17h 23m
Multiple Airlines
Mon 2/21:00 p.m.
MDW
-
YOW
1 stop27h 13m
Multiple Airlines
Deal found 13/1C$ 492
Thu 12/38:40 a.m.
YOW
-
MDW
1 stop7h 40m
Multiple Airlines
Mon 16/39:51 p.m.
MDW
-
YOW
1 stop25h 07m
Multiple Airlines
Deal found 13/1C$ 500
Fri 6/27:00 a.m.
YOW
-
MDW
1 stop4h 05m
Porter Airlines
Tue 10/211:00 a.m.
MDW
-
YOW
1 stop5h 29m
Porter Airlines
Deal found 13/1C$ 509
Wed 11/26:50 p.m.
YOW
-
MDW
1 stop16h 20m
Multiple Airlines
Wed 18/211:05 a.m.
MDW
-
YOW
1 stop12h 34m
Multiple Airlines
Deal found 13/1C$ 513
Fri 13/26:55 p.m.
YOW
-
MDW
1 stop17h 55m
Porter Airlines
Wed 25/211:00 a.m.
MDW
-
YOW
1 stop3h 44m
Porter Airlines
Deal found 13/1C$ 516

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 15 January 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

Fri 30/1

4:20 p.m.-8:43 a.m.

2 stops17h 23m

Chicago Midway

Wed 18/2

11:05 a.m.-12:39 a.m.

1 stop12h 34m

C$ 449

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Tue 10/2

7:00 a.m.-10:05 a.m.

1 stop4h 05m

Chicago Midway

Tue 17/2

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

1 stop12h 39m

C$ 456

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sun 22/2

8:40 a.m.-3:20 p.m.

1 stop7h 40m

Chicago Midway

Fri 27/2

11:05 a.m.-12:39 a.m.

1 stop12h 34m

C$ 460

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Mon 2/2

4:20 p.m.-12:05 p.m.

2 stops20h 45m

Chicago Midway

Wed 18/2

11:05 a.m.-8:54 p.m.

1 stop8h 49m

C$ 478

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sun 15/2

12:10 p.m.-3:20 p.m.

1 stop4h 10m

Chicago Midway

Thu 26/3

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

1 stop8h 55m

C$ 491

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 30/1

4:20 p.m.-8:43 a.m.

2 stops17h 23m

Chicago Midway

Mon 2/2

1:00 p.m.-5:13 p.m.

1 stop27h 13m

C$ 492

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 12/3

8:40 a.m.-3:20 p.m.

1 stop7h 40m

Chicago Midway

Mon 16/3

9:51 p.m.-11:58 p.m.

1 stop25h 07m

C$ 500

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 6/2

7:00 a.m.-10:05 a.m.

1 stop4h 05m

Chicago Midway

Tue 10/2

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

1 stop5h 29m

C$ 509

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Wed 11/2

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

1 stop16h 20m

Chicago Midway

Wed 18/2

11:05 a.m.-12:39 a.m.

1 stop12h 34m

C$ 513

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 13/2

6:55 p.m.-11:50 a.m.

1 stop17h 55m

Chicago Midway

Wed 25/2

11:00 a.m.-3:44 p.m.

1 stop3h 44m

C$ 516

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/1

Showing 1-10 of 17 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.

Cheapflights Insights

Everything you need to know about your flight from Ottawa to Chicago Midway Airport

What is the cheapest month to book a flight from Ottawa to Chicago Midway Airport?

Currently, September is the cheapest month in which you can book a flight from Ottawa to Chicago Midway Airport (average of C$ 182). Flying from Ottawa to Chicago Midway Airport in January is currently the most expensive (average of C$ 681). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 15 January 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
407 reviews
Check prices

Food

7.6

Entertainment

7.0

Crew

8.6

Overall

8.0

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out
Porter Airlines
8.0
Very good
407 reviews
Porter Airlines
8.0
Very good
407 reviews
Check prices

Food

7.6

Entertainment

7.0

Crew

8.6

Overall

8.0

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

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.

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

    Currently priced at C$ 333, 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. Users have found that Porter Airlines is 42% cheaper than the other options available to this destination.

  • 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.

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

    Currently, September is the cheapest month in which you can book a flight from Ottawa to Chicago Midway Airport (average of C$ 182). Flying from Ottawa to Chicago Midway Airport in January is currently the most expensive (average of C$ 681). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 15 January 2026.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 333AverageC$ 484FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights

Fly with Cheapflights

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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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