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Cheap flights from Ottawa to Chicago Midway Airport from C$ 229

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 24/7. Fares are subject to change and may not be available on all flights or dates of travel.
YOW — MDW
8 jul. — 15 jul.1
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 3 julio 2025.

Round-trip from

C$ 424

One-way from

C$ 229

Popular in

March

Cheapest in

December

Average price

C$ 499
Porter Airlines
  • Porter Airlines
  • 26/9-29/9
  • 2 total stops
  • 10h 18m total
  • Ottawa to Chicago
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24/7
  • 24/7
  • 1 total stop
  • 11h 29m total
  • Ottawa to Chicago
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (C$ 129 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease (C$ 57 potential savings vs. average RT price).
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Average for round-trip flights in July 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 3 julio 2025.

vie. 26/91:25 p.m.YOW - MDW
1 stop3h 59mPorter Airlines
lun. 29/99:15 a.m.MDW - YOW
1 stop6h 19mPorter Airlines
Deal found 1/7C$ 424
lun. 28/712:35 p.m.YOW - MDW
1 stop4h 49mMultiple Airlines
mar. 29/79:40 a.m.MDW - YOW
1 stop13h 42mMultiple Airlines
Deal found 3/7C$ 466
vie. 19/95:55 a.m.YOW - MDW
2 stops16h 41mWestJet
lun. 22/912:43 p.m.MDW - YOW
2 stops10h 39mWestJet
Deal found 2/7C$ 656

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 3 julio 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

vie. 26/9

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

1 stop3h 59m

Chicago Midway

lun. 29/9

9:15 a.m.-4:34 p.m.

1 stop6h 19m

C$ 424

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

lun. 28/7

12:35 p.m.-4:24 p.m.

1 stop4h 49m

Chicago Midway

mar. 29/7

9:40 a.m.-12:22 a.m.

1 stop13h 42m

C$ 466

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

vie. 19/9

5:55 a.m.-9:36 p.m.

2 stops16h 41m

Chicago Midway

lun. 22/9

12:43 p.m.-12:22 a.m.

2 stops10h 39m

C$ 656

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

vie. 15/8

5:55 a.m.-6:37 p.m.

2 stops13h 42m

Chicago Midway

vie. 22/8

12:43 p.m.-12:22 a.m.

2 stops10h 39m

C$ 845

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

jue. 24/7

5:55 a.m.-4:24 p.m.

1 stop11h 29m

C$ 229

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

dom. 3/8

12:35 p.m.-4:24 p.m.

1 stop4h 49m

C$ 251

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

mar. 19/8

5:55 a.m.-5:37 p.m.

2 stops12h 42m

C$ 352

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

sáb. 16/8

5:55 a.m.-6:37 p.m.

2 stops13h 42m

C$ 487

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/7

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, June is the cheapest month in which you can book a flight from Ottawa to Chicago Midway Airport (average of C$ 238). 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 3 julio 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 3 julio 2025.
Get a feel of what it's like to fly with Porter Airlines,Delta, andWestJet 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
298 reviews
Check prices

Comfort

8.1

Food

7.7

Overall

8.0

Crew

8.7

Entertainment

7.0

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
Porter Airlines
8.0
Very good
298 reviews
Porter Airlines
8.0
Very good
298 reviews
Check prices

Comfort

8.1

Food

7.7

Overall

8.0

Crew

8.7

Entertainment

7.0

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
Delta
8.0
Very good
7,982 reviews
Porter Airlines
8.0
Very good
298 reviews
Check prices

Comfort

8.1

Food

7.7

Overall

8.0

Crew

8.7

Entertainment

7.0

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
WestJet
7.2
Good
2,917 reviews
Porter Airlines
8.0
Very good
298 reviews
Check prices

Comfort

8.1

Food

7.7

Overall

8.0

Crew

8.7

Entertainment

7.0

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!

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 are the cheapest airlines flying from Ottawa to Chicago Midway Airport round-trip?

    Currently priced at C$ 424, 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. Search Cheapflights for deals from WestJet and Delta - these airlines can fly you to your destination from C$ 656 and C$ 845, respectively. Users have found that Porter Airlines is 19% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Ottawa to Chicago Midway Airport one-way?

    The cheapest airlines for a one-way flight from Ottawa to Chicago Midway Airport are Porter Airlines (C$ 251), WestJet (C$ 352), and Delta (C$ 487).

  • 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, June is the cheapest month in which you can book a flight from Ottawa to Chicago Midway Airport (average of C$ 238). 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

Browse thousands of different options on Cheapflights for your next trip

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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 3 julio 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 366AverageC$ 495FlexibilityNo 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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