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$75+ Cheap flights from Midway (MDW) to Ontario

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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Midway to Ontario

Keep the following information in mind while searching for Midway to Ontario flight deals. Data was last updated September 11, 2025.

Round-trip from

$171
(Kiwi.com)

One-way from

$75
(Trip.com)

Popular in

January

Cheapest in

July

Average price

$276

Good round-trip deal

$201 or less

Good one-way deal

$90 or less
From Chicago Midway to Ontario
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One-way flight from Chicago Midway to Ontario
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Highest demand for flights based on searches. 8% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Chicago Midway to Ontario.
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Price to beat on a one-way flight from Chicago Midway to Ontario.
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Find flight deals from Midway to Ontario

Cheapest flights from Midway to Ontario
Explore the most affordable flight options available from Midway to Ontario. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Sat 10/49:35 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Wed 10/87:50 amYTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 9/10$171
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/145:20 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Fri 10/177:50 amYTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 9/9$173
This Trip.com deal was found by Cheapflights users on 9/9. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/129:35 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 10/197:50 amYTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 9/9$178
This Trip.com deal was found by Cheapflights users on 9/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/304:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 11/22:30 pmYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 9/10$179
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Sat 10/119:35 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Tue 10/143:35 pmYTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 9/9$195
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/175:20 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 10/197:50 amYTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 9/10$200
This Trip.com deal was found by Cheapflights users on 9/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/85:20 pmMDW - YTZ
Nonstop1h 42mMultiple Airlines
Sat 10/187:50 amYTZ - MDW
Nonstop1h 49mMultiple Airlines
Deal found 9/10$206
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 11/204:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 11/309:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 9/10$213
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 11/194:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 11/309:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 9/10$215
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/29:35 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 10/57:50 amYTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 9/10$218
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Sat 11/2212:45 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 11/309:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 9/10$219
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 11/611:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Mon 11/102:30 pmYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 9/10$220

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Ontario 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 September 11, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Ontario that are best for you.

Fly from

Midway

Fly to

Ontario

Route

Depart

Return

Price

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 10/4

9:35 am-12:17 pm

Nonstop1h 42m

Toronto Island

Wed 10/8

7:50 am-8:39 am

Nonstop1h 49m

$171

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 10/31

11:00 am-1:42 pm

Nonstop1h 42m

Toronto Island

Mon 11/3

9:15 am-10:05 am

Nonstop1h 50m

$171

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 10/15

9:35 am-12:17 pm

Nonstop1h 42m

Toronto Island

Wed 10/22

7:50 am-8:39 am

Nonstop1h 49m

$173

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 10/19

9:35 am-12:17 pm

Nonstop1h 42m

Toronto Island

Fri 10/24

3:35 pm-4:24 pm

Nonstop1h 49m

$173

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 10/2

9:35 am-12:17 pm

Nonstop1h 42m

Toronto Island

Sun 10/5

7:50 am-8:39 am

Nonstop1h 49m

$173

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 10/23

5:20 pm-8:02 pm

Nonstop1h 42m

Toronto Island

Sun 10/26

9:15 am-10:05 am

Nonstop1h 50m

$177

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 10/5

9:35 am-12:17 pm

Nonstop1h 42m

Toronto Island

Tue 10/7

7:50 am-8:39 am

Nonstop1h 49m

$190

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 10/11

9:35 am-12:17 pm

Nonstop1h 42m

Toronto Island

Sat 10/18

7:50 am-8:39 am

Nonstop1h 49m

$190

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 10/14

5:20 pm-8:02 pm

Nonstop1h 42m

Toronto Island

Wed 10/15

7:50 am-8:39 am

Nonstop1h 49m

$195

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 10/4

9:35 am-12:17 pm

Nonstop1h 42m

Toronto Island

Sun 10/5

7:50 am-8:39 am

Nonstop1h 49m

$199

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 60 results
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6

Best time to book a flight from Midway to Ontario

Have a flexible travel schedule? Discover the best time to fly to Ontario from Midway 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 Chicago Midway Airport to Ontario

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

Find hourly flight availability from Midway to Ontario. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Region of Ontario as you normally would.

Reviews of airlines servicing Ontario

Get insights into the airlines that provide service to Ontario. 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 Ontario. Reviews last updated September 11, 2025.
Read through reviews of airlines operating flights from Chicago Midway Airport to Ontario, such as Porter Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
7.9
Good
363 reviews

Comfort

7.9

Entertainment

7.0

Overall

7.9

Food

7.6

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Porter Airlines
7.9
Good
363 reviews
Porter Airlines
7.9
Good
363 reviews

Comfort

7.9

Entertainment

7.0

Overall

7.9

Food

7.6

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.

Related info for your journey

Find useful and relevant information for your journey from Midway to Ontario. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago Midway Airport to Region of Ontario?

    Departing from Chicago Midway Airport to Region of Ontario will take you 1h 42m. Chicago Midway Airport and Region of Ontario are separated by a distance of 442 mi. This flight may include one or multiple stops.

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

    The cheapest airlines for a one-way flight from Chicago Midway Airport to Region of Ontario are Porter Airlines ($75), Delta ($94), and WestJet ($133).

  • What are the most popular routes from Chicago Midway Airport to Region of Ontario?

    When deciding which route to take from Chicago Midway Airport to Region of Ontario consider Chicago Midway - Toronto Island, Chicago Midway - Toronto Pearson Intl or Chicago Midway - Montreal Pierre Elliott Trudeau Intl as they are the most popular.

  • Can I find deals for flights from Midway to Ontario that include hotel bookings?

    Yes. In addition to deals on Midway to Ontario flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Ontario?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Ontario.

  • Can I find deals for business class flights from Midway to Ontario?

    Yes. Cheapflights offers flight deals from Midway to Ontario 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 Chicago Midway Airport to Region of Ontario?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Region of Ontario (average of $243). Flying from Chicago Midway Airport to Region of Ontario in August is currently the most expensive (average of $348). 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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Alternative routes for Midway to Ontario

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Pierre Elliott Trudeau Intl flights
O'Hare Intl to Pearson Intl flights
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Midway to Toronto Island flights
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Midway to Pierre Elliott Trudeau Intl flights
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Midway to Vancouver Intl flights
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O'Hare Intl to Whitehorse flights
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O'Hare Intl to Kingston flights
O'Hare Intl to Campbell River flights

Top airline flying from Midway to Ontario

Discover the top airline that operate flights from Midway to Ontario. 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 2,558,603 searches. Data last updated September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$187Average$329FlexibilityNo cancel feeOn-time52%

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