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$168+ Cheap flights from Ottawa (YOW) to Midway (MDW)

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 7/24. Fares are subject to change and may not be available on all flights or dates of travel.
YOW — MDW
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
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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 July 3, 2025.

Round-trip from

$311
(Kiwi.com)

One-way from

$168
(Trip.com)

Popular in

March

Cheapest in

December

Average price

$366
From Ottawa to Chicago Midway
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One-way flight from Ottawa to Chicago Midway
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Highest demand for flights based on searches. 15% potential increase in price ($69 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($31 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 July 3, 2025.

This Kiwi.com deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/261:25 pmYOW - MDW
1 stop3h 59mPorter Airlines
Mon 9/299:15 amMDW - YOW
1 stop6h 19mPorter Airlines
Deal found 7/1$311
This Kiwi.com deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2812:35 pmYOW - MDW
1 stop4h 49mMultiple Airlines
Tue 7/299:40 amMDW - YOW
1 stop13h 42mMultiple Airlines
Deal found 7/3$342
This FlightHub deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/195:55 amYOW - MDW
2 stops16h 41mWestJet
Mon 9/2212:43 pmMDW - YOW
2 stops10h 39mWestJet
Deal found 7/2$481

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 2,558,603 searches. Data last updated July 3, 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

Fri 9/26

1:25 pm-4:24 pm

1 stop3h 59m

Chicago Midway

Mon 9/29

9:15 am-4:34 pm

1 stop6h 19m

$311

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Mon 7/28

12:35 pm-4:24 pm

1 stop4h 49m

Chicago Midway

Tue 7/29

9:40 am-12:22 am

1 stop13h 42m

$342

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 9/19

5:55 am-9:36 pm

2 stops16h 41m

Chicago Midway

Mon 9/22

12:43 pm-12:22 am

2 stops10h 39m

$481

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 8/15

5:55 am-6:37 pm

2 stops13h 42m

Chicago Midway

Fri 8/22

12:43 pm-12:22 am

2 stops10h 39m

$620

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 7/24

5:55 am-4:24 pm

1 stop11h 29m

$168

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sun 8/3

12:35 pm-4:24 pm

1 stop4h 49m

$184

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Tue 8/19

5:55 am-5:37 pm

2 stops12h 42m

$258

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sat 8/16

5:55 am-6:37 pm

2 stops13h 42m

$357

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

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, April is the cheapest month in which you can book a flight from Ottawa to Chicago Midway Airport (average of $160). Flying from Ottawa to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 July 3, 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 at noon tend to be the most expensive. A flight in the morning could potentially save you up to 37% 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 July 3, 2025.
Peruse reviews from past customers who have flown with Porter Airlines, Delta, and WestJet from Ottawa to Chicago Midway Airport to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
298 reviews

Overall

8.0

Comfort

8.1

Food

7.7

Crew

8.7

Boarding

8.2

Entertainment

7.0

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

Overall

8.0

Comfort

8.1

Food

7.7

Crew

8.7

Boarding

8.2

Entertainment

7.0

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

Overall

8.0

Comfort

8.1

Food

7.7

Crew

8.7

Boarding

8.2

Entertainment

7.0

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

Overall

8.0

Comfort

8.1

Food

7.7

Crew

8.7

Boarding

8.2

Entertainment

7.0

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 6.6 mi from the city center, Ottawa is the airport most travelers 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 0 different airlines.

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

    Our cheapest airline available from Ottawa to Chicago Midway Airport is Porter Airlines. Our recent data shows that you can find tickets from as low as $311 on this airline. Additional options worth looking into are WestJet and Delta, starting at $481 and $620 round-trip. You may be able to fly from Ottawa to Chicago Midway Airport for 19% less than the average price by searching for these airlines.

  • 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 ($184), WestJet ($258), and Delta ($357).

  • 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, April is the cheapest month in which you can book a flight from Ottawa to Chicago Midway Airport (average of $160). Flying from Ottawa to Chicago Midway Airport in November is currently the most expensive (average of $249). 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

Traveling to a place near Ottawa?

Book flights to Ottawa if you plan to visit one of these locations
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

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