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$74+ 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 10/8. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
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 August 20, 2025.

Round-trip from

$189
(Flightnetwork)

One-way from

$74
(Kiwi.com)

Popular in

November

Cheapest in

July

Average price

$274

Good round-trip deal

$172 or less

Good one-way deal

$91 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 ($24 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 20, 2025.

This Flightnetwork 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 Flightnetwork 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 8/18$189
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/165:20 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Tue 9/233:35 pmYTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 8/19$191
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 9/125:20 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Wed 9/173:35 pmYTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 8/17$195
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 9/49:35 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Tue 9/93:35 pmYTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 8/19$199
This Trip.com deal was found by Cheapflights users on 8/16. 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.
Fri 9/125:20 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Mon 9/153:35 pmYTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 8/16$200
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/113:00 pmMDW - YYZ
1 stop7h 18mDelta
Sat 10/186:20 amYYZ - MDW
1 stop7h 48mDelta
Deal found 8/18$233
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/83:00 pmMDW - YUL
1 stop7h 21mDelta
Tue 11/1112:45 pmYUL - MDW
1 stop9h 59mDelta
Deal found 8/18$236
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/29:35 amMDW - YYZ
1 stop6h 48mDelta
Sun 10/56:00 amYYZ - MDW
1 stop8h 03mDelta
Deal found 8/19$250
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/261:00 pmMDW - YYZ
1 stop3h 23mDelta
Wed 12/106:00 amYYZ - MDW
1 stop3h 45mDelta
Deal found 8/18$251
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/165:20 pmMDW - YUL
1 stop3h 55mPorter Airlines
Tue 9/2310:45 amYUL - MDW
1 stop6h 39mPorter Airlines
Deal found 8/19$260
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/186:23 pmMDW - YUL
1 stop3h 51mDelta
Thu 10/236:00 amYUL - MDW
1 stop7h 28mDelta
Deal found 8/17$264
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/25:20 pmMDW - YUL
1 stop3h 55mPorter Airlines
Mon 10/61:10 pmYUL - MDW
1 stop4h 14mPorter Airlines
Deal found 8/19$266

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 August 20, 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

Thu 10/2

9:35 am-12:17 pm

Nonstop1h 42m

Toronto Island

Sun 10/5

7:50 am-8:39 am

Nonstop1h 49m

$189

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 10/24

9:35 am-12:17 pm

Nonstop1h 42m

Toronto Island

Mon 10/27

9:15 am-10:05 am

Nonstop1h 50m

$190

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 9/16

5:20 pm-8:02 pm

Nonstop1h 42m

Toronto Island

Tue 9/23

3:35 pm-4:24 pm

Nonstop1h 49m

$191

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 9/19

9:35 am-12:17 pm

Nonstop1h 42m

Toronto Island

Sun 9/21

7:50 am-8:39 am

Nonstop1h 49m

$191

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 10/1

9:35 am-12:17 pm

Nonstop1h 42m

Toronto Island

Wed 10/8

7:50 am-8:39 am

Nonstop1h 49m

$193

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 9/10

5:20 pm-8:02 pm

Nonstop1h 42m

Toronto Island

Fri 9/12

7:50 am-8:39 am

Nonstop1h 49m

$194

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 10/5

9:35 am-12:17 pm

Nonstop1h 42m

Toronto Island

Mon 10/6

7:50 am-8:39 am

Nonstop1h 49m

$194

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 10/2

9:35 am-5:23 pm

1 stop6h 48m

Toronto Pearson Intl

Sun 10/5

6:30 am-12:28 pm

1 stop6h 58m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 10/22

9:35 am-2:45 pm

1 stop4h 10m

Toronto Pearson Intl

Mon 10/27

12:15 pm-6:25 pm

1 stop7h 10m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 10/11

3:00 pm-11:18 pm

1 stop7h 18m

Toronto Pearson Intl

Sat 10/18

6:20 am-1:08 pm

1 stop7h 48m

$233

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/17

Showing 1-10 of 60 results
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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 August 20, 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 August 20, 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
8.0
Very good
336 reviews

Boarding

8.2

Entertainment

7.0

Comfort

8.0

Crew

8.7

Food

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Porter Airlines
8.0
Very good
336 reviews
Porter Airlines
8.0
Very good
336 reviews

Boarding

8.2

Entertainment

7.0

Comfort

8.0

Crew

8.7

Food

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience

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 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 Pearson Intl flights
O'Hare Intl to Vancouver Intl flights
O'Hare Intl to Pierre Elliott Trudeau Intl flights
O'Hare Intl to Calgary flights
Midway to Toronto Island flights
O'Hare Intl to Toronto Island flights
Midway to Pierre Elliott Trudeau Intl flights
Midway to Pearson Intl flights
Midway to Vancouver Intl flights
O'Hare Intl to Québec City flights
O'Hare Intl to Abbotsford flights
Midway to Calgary flights
O'Hare Intl to Winnipeg flights
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Midway to Ottawa flights
O'Hare Intl to Edmonton flights
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Midway to Edmonton flights
Midway to Kelowna flights
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O'Hare Intl to St. John's flights
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O'Hare Intl to Kelowna flights
O'Hare Intl to Saskatoon flights
O'Hare Intl to Sydney flights
Midway to Victoria flights
O'Hare Intl to Regina flights
O'Hare Intl to Thunder Bay flights
Midway to Saskatoon flights
Midway to St. John's flights
Midway to Thunder Bay flights
O'Hare Intl to Whitehorse flights
O'Hare Intl to Deer Lake flights
O'Hare Intl to London flights
O'Hare Intl to Fredericton flights
O'Hare Intl to Penticton flights
O'Hare Intl to Campbell River flights
O'Hare Intl to Grande Prairie flights
O'Hare Intl to Lethbridge flights
O'Hare Intl to Kingston 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 August 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$187Average$333FlexibilityNo cancel feeOn-time52%

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