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$66+ 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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
Jan 7 — Jan 141
Wed 1/7
Wed 1/14
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 December 8, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/5. 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 12/3011:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Tue 1/69:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/5$260
This Kiwi.com deal was found by Cheapflights users on 12/7. 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 12/304:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Fri 1/29:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/7$281
This Kiwi.com deal was found by Cheapflights users on 12/5. 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 12/3111:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Tue 1/69:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/5$288
This Kiwi.com deal was found by Cheapflights users on 12/5. 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 12/3111:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Mon 1/59:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/5$299
This Kiwi.com deal was found by Cheapflights users on 12/8. 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 12/156:15 amMDW - YYZ
2 stops31h 05mMultiple Airlines
Thu 12/187:10 amYYZ - MDW
1 stop15h 48mMultiple Airlines
Deal found 12/8$301
This FlightHub deal was found by Cheapflights users on 12/5. 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 12/264:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Tue 12/309:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/5$302
This deal was found by Cheapflights users on 12/6. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3011:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Thu 1/12:30 pmYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/6$307
This Trip.com deal was found by Cheapflights users on 12/7. 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 12/2811:00 amMDW - YUL
1 stop5h 45mPorter Airlines
Wed 12/316:45 amYUL - MDW
1 stop4h 20mPorter Airlines
Deal found 12/7$309
This Porter Airlines deal was found by Cheapflights users on 12/5. 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 12/3011:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Wed 1/79:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/5$315
This Kiwi.com deal was found by Cheapflights users on 12/6. 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 12/3111:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Fri 1/29:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/6$323
This deal was found by Cheapflights users on 12/6. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2911:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Fri 1/29:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/6$325
This deal was found by Cheapflights users on 12/6. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Thu 1/12:30 pmYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/6$326

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 December 8, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$189
(Kiwi.com)

One-way from

$66
(oojo)

Popular in

February

Cheapest in

September

Average price

$294

Good round-trip deal

$241 or less

Good one-way deal

$122 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. 10% potential increase in price ($31 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 December 2025
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 December 8, 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 1/22

11:05 am-1:47 pm

Nonstop1h 42m

Toronto Island

Thu 1/29

9:20 am-10:10 am

Nonstop1h 50m

$192

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 1/20

11:05 am-1:47 pm

Nonstop1h 42m

Toronto Island

Tue 1/27

9:20 am-10:10 am

Nonstop1h 50m

$193

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 1/21

11:00 am-1:42 pm

Nonstop1h 42m

Toronto Island

Wed 1/28

9:15 am-10:05 am

Nonstop1h 50m

$230

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 2/10

1:26 pm-7:08 pm

1 stop4h 42m

Toronto Pearson Intl

Fri 2/13

10:05 am-5:37 pm

1 stop8h 32m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 2/19

9:34 am-4:10 pm

1 stop5h 36m

Toronto Pearson Intl

Sun 2/22

6:15 am-8:53 am

1 stop3h 38m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 2/18

1:28 pm-10:40 pm

1 stop8h 12m

Toronto Pearson Intl

Wed 2/25

6:15 am-12:46 pm

1 stop7h 31m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sun 2/15

1:28 pm-7:09 pm

1 stop4h 41m

Toronto Pearson Intl

Tue 2/24

6:15 am-8:53 am

1 stop3h 38m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 2/17

1:28 pm-7:09 pm

1 stop4h 41m

Toronto Pearson Intl

Mon 2/23

12:11 pm-5:37 pm

1 stop6h 26m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 2/14

5:00 pm-11:11 pm

1 stop5h 11m

Toronto Pearson Intl

Sun 2/22

6:15 am-8:53 am

1 stop3h 38m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 2/21

5:00 pm-11:11 pm

1 stop5h 11m

Toronto Pearson Intl

Mon 2/23

12:11 pm-5:37 pm

1 stop6h 26m

$233

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/5

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 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 $79). Flying from Chicago Midway Airport to Region of Ontario in January is currently the most expensive (average of $333). 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 December 8, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to Region of Ontario in the evening. If you’re flexible enough to do this you can expect to save up to 41% on your trip compared to booking a flight at noon.

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 December 8, 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
397 reviews

Boarding

8.2

Entertainment

7.0

Comfort

8.0

Crew

8.6

Food

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out
Porter Airlines
8.0
Very good
397 reviews
Porter Airlines
8.0
Very good
397 reviews

Boarding

8.2

Entertainment

7.0

Comfort

8.0

Crew

8.6

Food

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

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 - Montreal Pierre Elliott Trudeau Intl, Chicago Midway - Toronto Island or Chicago Midway - Toronto Pearson 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 $79). Flying from Chicago Midway Airport to Region of Ontario in January is currently the most expensive (average of $333). 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.
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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 December 8, 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$185Average$302FlexibilityNo cancel feeOn-time52%

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