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$170+ 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 9/12. Fares are subject to change and may not be available on all flights or dates of travel.
YOW — MDW
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
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 August 20, 2025.

Round-trip from

$328
(Kiwi.com)

One-way from

$170
(Mytrip)

Popular in

March

Cheapest in

December

Average price

$425
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. 14% potential increase in price ($66 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($30 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 August 20, 2025.

This Kiwi.com deal was found by Cheapflights users on 8/17. 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 9/51:25 pmYOW - MDW
1 stop3h 59mPorter Airlines
Mon 9/89:35 amMDW - YOW
1 stop5h 59mPorter Airlines
Deal found 8/17$328
This Booking.com deal was found by Cheapflights users on 8/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/171:25 pmYOW - MDW
1 stop3h 59mPorter Airlines
Sat 10/259:35 amMDW - YOW
1 stop7h 34mPorter Airlines
Deal found 8/18$331
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 9/51:25 pmYOW - MDW
1 stop3h 59mPorter Airlines
Sun 9/79:35 amMDW - YOW
1 stop6h 39mPorter Airlines
Deal found 8/19$332
This Kiwi.com deal was found by Cheapflights users on 8/19. 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.
Wed 9/1011:00 amYOW - MDW
1 stop6h 24mPorter Airlines
Fri 9/199:35 amMDW - YOW
1 stop5h 59mPorter Airlines
Deal found 8/19$334
This Kiwi.com deal was found by Cheapflights users on 8/19. 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.
Thu 9/111:25 pmYOW - MDW
1 stop3h 59mPorter Airlines
Fri 9/199:35 amMDW - YOW
1 stop7h 34mPorter Airlines
Deal found 8/19$337
This Kiwi.com deal was found by Cheapflights users on 8/19. 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.
Tue 9/161:25 pmYOW - MDW
1 stop3h 59mPorter Airlines
Sat 9/209:35 amMDW - YOW
1 stop7h 34mPorter Airlines
Deal found 8/19$339
This FlightHub deal was found by Cheapflights users on 8/19. 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.
Wed 9/31:25 pmYOW - MDW
1 stop3h 59mPorter Airlines
Sat 9/69:35 amMDW - YOW
1 stop7h 34mPorter Airlines
Deal found 8/19$340
This Kiwi.com deal was found by Cheapflights users on 8/19. 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.
Wed 9/31:25 pmYOW - MDW
1 stop3h 59mPorter Airlines
Sun 9/79:35 amMDW - YOW
1 stop6h 39mPorter Airlines
Deal found 8/19$347
This FlightHub deal was found by Cheapflights users on 8/17. 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 9/1911:00 amYOW - MDW
1 stop6h 24mPorter Airlines
Mon 9/229:35 amMDW - YOW
1 stop5h 59mPorter Airlines
Deal found 8/17$348
This Kiwi.com deal was found by Cheapflights users on 8/19. 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.
Thu 9/41:25 pmYOW - MDW
1 stop3h 59mPorter Airlines
Mon 9/89:35 amMDW - YOW
1 stop7h 34mPorter Airlines
Deal found 8/19$354
This Kiwi.com deal was found by Cheapflights users on 8/17. 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.
Tue 9/21:25 pmYOW - MDW
1 stop3h 59mPorter Airlines
Fri 9/59:35 amMDW - YOW
1 stop6h 29mPorter Airlines
Deal found 8/17$357
This Porter Airlines deal was found by Cheapflights users on 8/17. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/21:25 pmYOW - MDW
1 stop3h 59mPorter Airlines
Sun 9/79:35 amMDW - YOW
1 stop6h 39mPorter Airlines
Deal found 8/17$359

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 August 20, 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 9/4

1:25 pm-4:24 pm

1 stop3h 59m

Chicago Midway

Sun 9/7

9:35 am-5:14 pm

1 stop6h 39m

$328

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 9/5

1:25 pm-4:24 pm

1 stop3h 59m

Chicago Midway

Mon 9/8

9:35 am-4:34 pm

1 stop5h 59m

$328

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 10/17

1:25 pm-4:24 pm

1 stop3h 59m

Chicago Midway

Sat 10/25

9:35 am-6:09 pm

1 stop7h 34m

$331

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 9/5

1:25 pm-4:24 pm

1 stop3h 59m

Chicago Midway

Sun 9/7

9:35 am-5:14 pm

1 stop6h 39m

$332

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Wed 9/10

11:00 am-4:24 pm

1 stop6h 24m

Chicago Midway

Fri 9/19

9:35 am-4:34 pm

1 stop5h 59m

$334

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Mon 9/15

1:25 pm-4:24 pm

1 stop3h 59m

Chicago Midway

Fri 9/19

9:35 am-4:34 pm

1 stop5h 59m

$334

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 10/3

1:25 pm-4:24 pm

1 stop3h 59m

Chicago Midway

Fri 10/10

9:35 am-4:34 pm

1 stop5h 59m

$334

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Tue 9/16

1:25 pm-4:24 pm

1 stop3h 59m

Chicago Midway

Fri 9/19

9:35 am-6:09 pm

1 stop7h 34m

$337

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 9/12

1:25 pm-4:24 pm

1 stop3h 59m

Chicago Midway

Fri 9/19

9:35 am-6:09 pm

1 stop7h 34m

$337

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 9/11

1:25 pm-4:24 pm

1 stop3h 59m

Chicago Midway

Fri 9/19

9:35 am-6:09 pm

1 stop7h 34m

$337

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

Showing 1-10 of 23 results
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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 August 20, 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.

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.

  • How long is the flight from Ottawa to Chicago Midway Airport?

    Airlines like Porter Airlines fly from Ottawa to Chicago Midway Airport in about 3h 59m. The time it takes to get you to your destination can typically vary by up to . The distance from Ottawa to Chicago Midway Airport is about 651 mi.

  • 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 Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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