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$101+ 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 6/27. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
Jul 14 — Jul 211
Tue 7/14
Tue 7/21
1 adult, Economy
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Cheap 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 June 14, 2026.

This Trip.com deal was found by Cheapflights users on 6/10. 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 6/253:20 pm
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Mon 6/298:50 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/10$218
This Trip.com deal was found by Cheapflights users on 6/11. 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 7/103:20 pm
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Mon 7/131:45 pm
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/11$219
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 6/3010:25 am
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Sat 7/48:50 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/11$220
This Kiwi.com deal was found by Cheapflights users on 6/13. 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 6/2710:25 am
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Sat 7/48:50 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/13$221
This Trip.com deal was found by Cheapflights users on 6/10. 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 7/23:20 pm
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Sun 7/58:50 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/10$222
This Kiwi.com deal was found by Cheapflights users on 6/13. 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 6/2710:25 am
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Tue 6/308:50 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/13$223
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 7/2210:25 am
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Mon 7/278:50 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/11$224
This Kiwi.com deal was found by Cheapflights users on 6/13. 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 6/2910:25 am
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Sat 7/188:50 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/13$226
This Trip.com deal was found by Cheapflights users on 6/13. 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.
Sat 6/2710:25 am
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Mon 6/298:50 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/13$227
This Kiwi.com deal was found by Cheapflights users on 6/13. 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 6/2710:25 am
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Sun 6/281:45 pm
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/13$228
This Kiwi.com deal was found by Cheapflights users on 6/13. 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 8/2510:20 am
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Sat 8/298:50 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/13$229
This Kissandfly.com deal was found by Cheapflights users on 6/11. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/21:26 pm
MDW
-
YYZ
1 stop8h 36m
KLM
Sun 7/56:05 am
YYZ
-
MDW
1 stop7h 41m
KLM
Deal found 6/11$265

Find flight deals from Midway to Ontario

Keep the following information in mind while searching for Midway to Ontario flight deals. Data was last updated June 14, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$218
(Trip.com)

One-way from

$101
(Kiwi.com)

Popular in

April

Cheapest in

September

Average price

$278

Good round-trip deal

$247 or less

Good one-way deal

$117 or less
Provider with most accurate pricing for Chicago (CHI)-Toronto (YTO) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Toronto (YTO) flights.
Search Deals
From Chicago Midway to Ontario
Search Deals
One-way flight from Chicago Midway to Ontario
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($9 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals
Price to beat on a round-trip flight from Chicago Midway to Ontario.
Search Deals
Price to beat on a one-way flight from Chicago Midway to Ontario.
Search Deals

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 June 14, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Ontario that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 7/1

3:20 pm-6:00 pm

Nonstop1h 40m

Toronto Island

Sat 7/4

8:50 am-9:40 am

Nonstop1h 50m

$225

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 7/4

10:25 am-1:05 pm

Nonstop1h 40m

Toronto Island

Mon 7/6

8:50 am-9:40 am

Nonstop1h 50m

$227

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 7/31

3:20 pm-6:00 pm

Nonstop1h 40m

Toronto Island

Sun 8/2

8:50 am-9:40 am

Nonstop1h 50m

$237

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 9/9

9:29 am-5:20 pm

1 stop6h 51m

Toronto Pearson Intl

Tue 9/15

6:00 am-12:34 pm

1 stop7h 34m

$273

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 7/7

10:25 am-1:05 pm

Nonstop1h 40m

Toronto Island

Thu 7/23

8:50 am-9:40 am

Nonstop1h 50m

$287

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 7/1

10:25 am-1:05 pm

Nonstop1h 40m

Toronto Island

Sun 7/5

8:50 am-9:40 am

Nonstop1h 50m

$287

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 7/2

1:26 pm-11:02 pm

1 stop8h 36m

Toronto Pearson Intl

Mon 7/6

6:05 am-12:46 pm

1 stop7h 41m

$290

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 8/13

9:24 am-5:24 pm

1 stop7h 00m

Toronto Pearson Intl

Sun 8/16

6:10 am-12:39 pm

1 stop7h 29m

$290

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 7/4

5:50 pm-11:02 pm

1 stop4h 12m

Toronto Pearson Intl

Mon 7/6

6:05 am-12:46 pm

1 stop7h 41m

$290

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 7/25

6:35 pm-11:02 pm

1 stop3h 27m

Toronto Pearson Intl

Tue 7/28

6:10 am-9:13 am

1 stop4h 03m

$290

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/13

Showing 1-10 of 60 resultsSorted by cheapest first
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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 month to book a flight from Chicago Midway Airport to Region of Ontario?

Currently, March is the cheapest month in which you can book a flight from Chicago Midway Airport to Region of Ontario (average of $58). Flying from Chicago Midway Airport to Region of Ontario in October is currently the most expensive (average of $199). 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 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 June 14, 2026.

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.

How much does it cost to fly round-trip from Chicago Midway Airport to Region of Ontario?

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 June 14, 2026.
Read through reviews of airlines operating flights from Chicago Midway Airport to Ontario, such as Porter Airlines and Delta. 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
438 reviews

Overall

8.0

Boarding

8.2

Food

7.6

Comfort

8.0

Crew

8.6

Entertainment

6.9

Reviews

1 / 20
6.0
Good

Justin,May 2026

YYZ - MCO

Staff very nice. Seats were uncomfortable. Complimentary snacks leave much to be desired.
Porter Airlines
8.0
Very good
438 reviews
Porter Airlines
8.0
Very good
438 reviews

Overall

8.0

Boarding

8.2

Food

7.6

Comfort

8.0

Crew

8.6

Entertainment

6.9

Reviews

1 / 20
6.0
Good

Justin,May 2026

YYZ - MCO

Staff very nice. Seats were uncomfortable. Complimentary snacks leave much to be desired.
Delta
7.9
Good
8,397 reviews
Porter Airlines
8.0
Very good
438 reviews

Overall

8.0

Boarding

8.2

Food

7.6

Comfort

8.0

Crew

8.6

Entertainment

6.9

Reviews

1 / 20
6.0
Good

Justin,May 2026

YYZ - MCO

Staff very nice. Seats were uncomfortable. Complimentary snacks leave much to be desired.

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 40m. 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, March is the cheapest month in which you can book a flight from Chicago Midway Airport to Region of Ontario (average of $58). Flying from Chicago Midway Airport to Region of Ontario in October is currently the most expensive (average of $199). 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 2 airlines flying from Midway to Ontario

Discover the top 2 airlines 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 June 14, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$88Average$303FlexibilityNo cancel feeOn-timeN/A
Porter AirlinesCheapest$174Average$275FlexibilityNo cancel feeOn-time52%

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