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Cheap flights from Ottawa to Chicago Midway Airport from C$ 235

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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
YOW — MDW
23 Aug — 30 Aug1
1 adult

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 18 August 2025.

Round-trip from

C$ 453

One-way from

C$ 235

Popular in

March

Cheapest in

December

Average price

C$ 587
Porter Airlines
  • Porter Airlines
  • 5/9-8/9
  • 2 total stops
  • 9h 58m total
  • Ottawa to Chicago
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Porter Airlines
  • Porter Airlines
  • 12/9
  • 1 total stop
  • 3h 59m total
  • Ottawa to Chicago
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (C$ 125 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease (C$ 58 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Ottawa to Midway

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 18 August 2025.

Fri 5/91:25 p.m.YOW - MDW
1 stop3h 59mPorter Airlines
Mon 8/99:35 a.m.MDW - YOW
1 stop5h 59mPorter Airlines
Deal found 17/8C$ 453
Fri 17/101:25 p.m.YOW - MDW
1 stop3h 59mPorter Airlines
Sat 25/109:35 a.m.MDW - YOW
1 stop7h 34mPorter Airlines
Deal found 18/8C$ 457
Wed 3/91:25 p.m.YOW - MDW
1 stop3h 59mPorter Airlines
Sat 6/99:35 a.m.MDW - YOW
1 stop7h 34mPorter Airlines
Deal found 17/8C$ 470
Fri 19/911:00 a.m.YOW - MDW
1 stop6h 24mPorter Airlines
Mon 22/99:35 a.m.MDW - YOW
1 stop5h 59mPorter Airlines
Deal found 17/8C$ 481
Tue 16/91:25 p.m.YOW - MDW
1 stop3h 59mPorter Airlines
Tue 23/95:20 p.m.MDW - YOW
1 stop13h 39mPorter Airlines
Deal found 18/8C$ 489
Tue 2/91:25 p.m.YOW - MDW
1 stop3h 59mPorter Airlines
Fri 5/99:35 a.m.MDW - YOW
1 stop6h 29mPorter Airlines
Deal found 17/8C$ 493
Tue 2/91:25 p.m.YOW - MDW
1 stop3h 59mPorter Airlines
Sun 7/99:35 a.m.MDW - YOW
1 stop6h 39mPorter Airlines
Deal found 17/8C$ 496
Tue 2/91:25 p.m.YOW - MDW
1 stop3h 59mPorter Airlines
Wed 3/99:35 a.m.MDW - YOW
1 stop6h 29mPorter Airlines
Deal found 17/8C$ 499
Thu 4/911:00 a.m.YOW - MDW
1 stop6h 24mPorter Airlines
Mon 8/99:35 a.m.MDW - YOW
1 stop7h 34mPorter Airlines
Deal found 17/8C$ 506
Fri 19/91:25 p.m.YOW - MDW
1 stop3h 59mMultiple Airlines
Mon 22/95:15 p.m.MDW - YOW
2 stops20h 41mMultiple Airlines
Deal found 18/8C$ 510
Tue 21/103:25 p.m.YOW - MDW
2 stops9h 00mMultiple Airlines
Sun 26/105:56 p.m.MDW - YOW
1 stop17h 39mMultiple Airlines
Deal found 17/8C$ 533

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 18 August 2025.
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

Thu 4/9

11:00 a.m.-4:24 p.m.

1 stop6h 24m

Chicago Midway

Sat 6/9

9:35 a.m.-6:09 p.m.

1 stop7h 34m

C$ 453

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 5/9

1:25 p.m.-4:24 p.m.

1 stop3h 59m

Chicago Midway

Mon 8/9

9:35 a.m.-4:34 p.m.

1 stop5h 59m

C$ 453

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 17/10

1:25 p.m.-4:24 p.m.

1 stop3h 59m

Chicago Midway

Sat 25/10

9:35 a.m.-6:09 p.m.

1 stop7h 34m

C$ 457

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Wed 3/9

1:25 p.m.-4:24 p.m.

1 stop3h 59m

Chicago Midway

Sat 6/9

9:35 a.m.-6:09 p.m.

1 stop7h 34m

C$ 470

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 5/9

11:00 a.m.-4:24 p.m.

1 stop6h 24m

Chicago Midway

Sat 6/9

9:35 a.m.-6:09 p.m.

1 stop7h 34m

C$ 470

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 19/9

11:00 a.m.-4:24 p.m.

1 stop6h 24m

Chicago Midway

Mon 22/9

9:35 a.m.-4:34 p.m.

1 stop5h 59m

C$ 481

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Tue 16/9

1:25 p.m.-4:24 p.m.

1 stop3h 59m

Chicago Midway

Tue 23/9

5:20 p.m.-7:59 a.m.

1 stop13h 39m

C$ 489

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Tue 2/9

1:25 p.m.-4:24 p.m.

1 stop3h 59m

Chicago Midway

Fri 5/9

9:35 a.m.-5:04 p.m.

1 stop6h 29m

C$ 493

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 12/9

1:25 p.m.-4:24 p.m.

1 stop3h 59m

C$ 235

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 26/9

11:00 a.m.-4:24 p.m.

1 stop6h 24m

C$ 235

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/8

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$ 232). Flying from Ottawa to Chicago Midway Airport in November is currently the most expensive (average of C$ 312). 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.

What is the cheapest time of day to fly from YOW to MDW?

Find hourly flight availability from Ottawa to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 18 August 2025.

One of the essential ways to save on airfare from Ottawa to Chicago Midway Airport is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 17% on airfare.

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 18 August 2025.
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
334 reviews
Check prices

Entertainment

7.0

Food

7.6

Boarding

8.2

Overall

8.0

Crew

8.7

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Porter Airlines
8.0
Very good
334 reviews
Porter Airlines
8.0
Very good
334 reviews
Check prices

Entertainment

7.0

Food

7.6

Boarding

8.2

Overall

8.0

Crew

8.7

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience

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 6h 24m. 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$ 371, 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 31% 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$ 232). Flying from Ottawa to Chicago Midway Airport in November is currently the most expensive (average of C$ 312). 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 18 August 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 371AverageC$ 501FlexibilityNo 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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