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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 30/4. Fares are subject to change and may not be available on all flights or dates of travel.
YOW — MDW
18 Mar — 25 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 16 February 2026.

Wed 3/66:25 p.m.
YOW
-
MDW
1 stop16h 15m
Multiple Airlines
Mon 8/65:35 p.m.
MDW
-
YOW
1 stop23h 00m
Multiple Airlines
Deal found 13/2C$ 425
Sun 22/35:40 a.m.
YOW
-
MDW
1 stop10h 40m
Multiple Airlines
Wed 25/311:00 a.m.
MDW
-
YOW
1 stop12h 39m
Multiple Airlines
Deal found 14/2C$ 462
Mon 23/33:55 p.m.
YOW
-
MDW
1 stop22h 07m
Multiple Airlines
Wed 25/311:00 a.m.
MDW
-
YOW
1 stop5h 29m
Multiple Airlines
Deal found 13/2C$ 500
Wed 4/33:05 p.m.
YOW
-
MDW
2 stops24h 21m
Multiple Airlines
Mon 9/39:51 p.m.
MDW
-
YOW
1 stop18h 26m
Multiple Airlines
Deal found 12/2C$ 508
Fri 20/34:20 p.m.
YOW
-
MDW
1 stop30h 25m
Multiple Airlines
Wed 25/311:00 a.m.
MDW
-
YOW
1 stop5h 29m
Multiple Airlines
Deal found 15/2C$ 546
Wed 3/65:55 a.m.
YOW
-
MDW
2 stops13h 19m
WestJet
Sat 6/66:36 p.m.
MDW
-
YOW
2 stops21h 59m
WestJet
Deal found 13/2C$ 558
Sun 29/311:00 a.m.
YOW
-
MDW
1 stop5h 20m
Porter Airlines
Sun 5/411:00 a.m.
MDW
-
YOW
1 stop5h 29m
Porter Airlines
Deal found 12/2C$ 562
Sat 7/33:55 p.m.
YOW
-
MDW
1 stop21h 07m
Multiple Airlines
Sun 15/34:15 p.m.
MDW
-
YOW
1 stop5h 14m
Multiple Airlines
Deal found 12/2C$ 573
Wed 3/65:55 a.m.
YOW
-
MDW
2 stops13h 19m
WestJet
Mon 8/65:59 p.m.
MDW
-
YOW
2 stops22h 36m
WestJet
Deal found 13/2C$ 588

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 16 February 2026.

Round-trip from

C$ 425

One-way from

C$ 236

Popular in

January

Cheapest in

May

Average price

C$ 521
3/6-8/6
  • 3/6-8/6
  • 2 total stops
  • 39h 15m total
  • Ottawa to Chicago
Search Deals
30/4
  • 30/4
  • 2 total stops
  • 7h 10m total
  • Ottawa to Chicago
Search Deals
Highest demand for flights based on searches. 21% potential increase in price (C$ 221 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 16 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

Mon 23/3

3:55 p.m.-1:02 p.m.

1 stop22h 07m

Chicago Midway

Wed 25/3

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

1 stop5h 29m

C$ 500

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sun 22/3

5:40 a.m.-12:29 p.m.

2 stops7h 49m

Chicago Midway

Wed 25/3

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

1 stop12h 39m

C$ 546

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 20/3

4:20 p.m.-9:45 p.m.

1 stop30h 25m

Chicago Midway

Wed 25/3

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

1 stop5h 29m

C$ 546

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Wed 4/3

9:30 a.m.-2:26 p.m.

1 stop29h 56m

Chicago Midway

Mon 9/3

9:51 p.m.-5:17 p.m.

1 stop18h 26m

C$ 554

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Wed 3/6

5:55 a.m.-6:14 p.m.

2 stops13h 19m

Chicago Midway

Sat 6/6

6:36 p.m.-5:35 p.m.

2 stops21h 59m

C$ 558

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sun 29/3

11:00 a.m.-3:20 p.m.

1 stop5h 20m

Chicago Midway

Sun 5/4

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

1 stop5h 29m

C$ 562

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sat 7/3

3:55 p.m.-12:02 p.m.

1 stop21h 07m

Chicago Midway

Sun 15/3

4:15 p.m.-10:29 p.m.

1 stop5h 14m

C$ 573

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.-12:39 a.m.

1 stop12h 39m

C$ 573

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Wed 3/6

5:55 a.m.-12:42 p.m.

2 stops7h 47m

Chicago Midway

Mon 8/6

5:35 p.m.-5:35 p.m.

1 stop23h 00m

C$ 581

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Wed 3/6

5:55 a.m.-6:14 p.m.

2 stops13h 19m

Chicago Midway

Mon 8/6

5:59 p.m.-5:35 p.m.

2 stops22h 36m

C$ 588

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/2

Showing 1-10 of 18 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 16 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
7.9
Good
416 reviews
Check prices

Boarding

8.2

Food

7.5

Crew

8.6

Comfort

7.9

Entertainment

6.9

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Jason,Feb 2026

PHX - YVR

This was my first flight with Porter Airlines. My only complaint was that I got an unpleasant surprise when I checked in at the counter at the airport. When I purchased my ticket online at the airline website, I had used a virtual credit card and my reservation was accepted. But the agent at the counter informed me that there was an issue with my payment method and that I would need to pay with a physical debit or credit card. The airline would reimburse me within 5 to 7 business days. I’m curious why my original payment was accepted if Porter doesn’t honor virtual payment cards.
Porter Airlines
7.9
Good
416 reviews
Porter Airlines
7.9
Good
416 reviews
Check prices

Boarding

8.2

Food

7.5

Crew

8.6

Comfort

7.9

Entertainment

6.9

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Jason,Feb 2026

PHX - YVR

This was my first flight with Porter Airlines. My only complaint was that I got an unpleasant surprise when I checked in at the counter at the airport. When I purchased my ticket online at the airline website, I had used a virtual credit card and my reservation was accepted. But the agent at the counter informed me that there was an issue with my payment method and that I would need to pay with a physical debit or credit card. The airline would reimburse me within 5 to 7 business days. I’m curious why my original payment was accepted if Porter doesn’t honor virtual payment cards.

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$ 315, 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 16 February 2026.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 315AverageC$ 471FlexibilityNo 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?

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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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