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$104+ 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 5/25. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
Apr 20 — Apr 271
Sun 4/20
Sun 4/27
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 April 15, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$191
(Trip.com)

One-way from

$104
(Mytrip)

Popular in

November

Cheapest in

July

Average price

$335

Good round-trip deal

$223 or less

Good one-way deal

$133 or less
Provider with most accurate pricing for Chicago (CHI)-Toronto (YTO) flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Toronto (YTO) flights.
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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. 4% potential increase in price ($13 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 April 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 April 15, 2025.

This Trip.com deal was found by Cheapflights users on 4/14. 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 5/189:40 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 5/254:05 pmYTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 4/14$191
This Gotogate deal was found by Cheapflights users on 4/15. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/309:40 amMDW - YTZ
Nonstop1h 42mMultiple Airlines
Fri 6/64:05 pmYTZ - MDW
Nonstop1h 49mMultiple Airlines
Deal found 4/15$212
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 5/85:20 pmMDW - YUL
1 stop3h 55mPorter Airlines
Sun 5/1110:45 amYUL - MDW
1 stop7h 09mPorter Airlines
Deal found 4/15$223
This Cheapflightsfares deal was found by Cheapflights users on 4/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/209:40 amMDW - YTZ
Nonstop1h 40mAir Transat
Sun 6/227:55 amYTZ - MDW
Nonstop1h 50mAir Transat
Deal found 4/14$242
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 5/269:40 amMDW - YOW
1 stop5h 53mPorter Airlines
Fri 5/3012:35 pmYOW - MDW
1 stop5h 19mPorter Airlines
Deal found 4/14$245
This Delta deal was found by Cheapflights users on 4/14. 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.
Fri 5/301:08 pmMDW - YYZ
1 stop3h 07mDelta
Fri 6/66:30 amYYZ - MDW
1 stop3h 10mDelta
Deal found 4/14$269
This iWofly deal was found by Cheapflights users on 4/15. 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 iWofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/309:40 amMDW - YUL
1 stop5h 20mMultiple Airlines
Fri 6/612:44 pmYUL - MDW
1 stop9h 43mMultiple Airlines
Deal found 4/15$289
This Delta deal was found by Cheapflights users on 4/15. 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 5/81:55 pmMDW - YUL
1 stop8h 24mDelta
Sun 5/116:15 amYUL - MDW
1 stop8h 00mDelta
Deal found 4/15$298
This Mytrip deal was found by Cheapflights users on 4/15. 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.
Fri 5/309:40 amMDW - YQT
1 stop6h 00mPorter Airlines
Fri 6/611:50 amYQT - MDW
1 stop6h 04mPorter Airlines
Deal found 4/15$337
This Vakatrip deal was found by Cheapflights users on 4/14. 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 Vakatrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/297:25 pmMDW - YYZ
1 stop15h 15mWestJet
Thu 6/56:30 amYYZ - MDW
1 stop12h 15mWestJet
Deal found 4/14$342
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 6/269:40 amMDW - YOW
1 stop13h 42mMultiple Airlines
Mon 7/75:55 amYOW - MDW
1 stop11h 29mMultiple Airlines
Deal found 4/15$392
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 4/181:05 pmMDW - YYZ
1 stop21h 40mMultiple Airlines
Tue 6/171:28 pmYYZ - MDW
1 stop9h 17mMultiple Airlines
Deal found 4/14$399

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 April 15, 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

Sun 5/18

9:40 am-12:22 pm

Nonstop1h 42m

Toronto Island

Fri 5/23

7:55 am-8:45 am

Nonstop1h 50m

$191

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 5/30

9:40 am-12:22 pm

Nonstop1h 42m

Toronto Island

Fri 6/6

4:05 pm-4:54 pm

Nonstop1h 49m

$212

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 5/8

5:20 pm-10:15 pm

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

Sun 5/11

10:45 am-4:54 pm

1 stop7h 09m

$223

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 6/20

9:40 am-12:20 pm

Nonstop1h 40m

Toronto Island

Sun 6/22

7:55 am-8:45 am

Nonstop1h 50m

$242

ChicagoOttawa

MDW - YOW

MDWYOW

Chicago Midway

Mon 5/26

9:40 am-4:33 pm

1 stop5h 53m

Ottawa

Fri 5/30

12:35 pm-4:54 pm

1 stop5h 19m

$245

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 5/30

1:08 pm-5:15 pm

1 stop3h 07m

Toronto Pearson Intl

Sun 6/8

6:30 am-8:41 am

1 stop3h 11m

$269

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 5/30

9:40 am-4:00 pm

1 stop5h 20m

Montreal Pierre Elliott Trudeau Intl

Fri 6/6

12:44 pm-9:27 pm

1 stop9h 43m

$289

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 5/8

1:55 pm-11:19 pm

1 stop8h 24m

Montreal Pierre Elliott Trudeau Intl

Sun 5/11

6:15 am-1:15 pm

1 stop8h 00m

$298

ChicagoThunder Bay

MDW - YQT

MDWYQT

Chicago Midway

Fri 5/30

9:40 am-4:40 pm

1 stop6h 00m

Thunder Bay

Fri 6/6

11:50 am-4:54 pm

1 stop6h 04m

$337

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 5/29

7:25 pm-11:40 am

1 stop15h 15m

Toronto Pearson Intl

Thu 6/5

6:30 am-5:45 pm

1 stop12h 15m

$342

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/13

Showing 1-10 of 31 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, 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 July is currently the most expensive (average of $359). 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 April 15, 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.

Rainfall in Ontario by month

Plan your trip to Ontario by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Region of Ontario ranges from 2.0 - 3.3 inches per month. June is typically the wettest month, when rainfall can reach 3.3 in. February is typically the driest time to visit Region of Ontario when rainfall is around 2.0 in.

Temperature in Ontario by month

Plan your trip to Ontario by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Region of Ontario, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

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 April 15, 2025.
Get a feel of what it's like to fly with Porter Airlines, Delta and KLM from Chicago to Ontario by reading reviews from past customers. 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
281 reviews

Comfort

8.0

Entertainment

7.0

Food

7.6

Overall

8.0

Boarding

8.2

Crew

8.7

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?
Porter Airlines
8.0
Very good
281 reviews
Porter Airlines
8.0
Very good
281 reviews

Comfort

8.0

Entertainment

7.0

Food

7.6

Overall

8.0

Boarding

8.2

Crew

8.7

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?
Delta
8.0
Very good
7,918 reviews
Porter Airlines
8.0
Very good
281 reviews

Comfort

8.0

Entertainment

7.0

Food

7.6

Overall

8.0

Boarding

8.2

Crew

8.7

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?
KLM
7.8
Good
1,323 reviews
Porter Airlines
8.0
Very good
281 reviews

Comfort

8.0

Entertainment

7.0

Food

7.6

Overall

8.0

Boarding

8.2

Crew

8.7

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?
Air Transat
7.8
Good
385 reviews
Porter Airlines
8.0
Very good
281 reviews

Comfort

8.0

Entertainment

7.0

Food

7.6

Overall

8.0

Boarding

8.2

Crew

8.7

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?
WestJet
7.2
Good
2,805 reviews
Porter Airlines
8.0
Very good
281 reviews

Comfort

8.0

Entertainment

7.0

Food

7.6

Overall

8.0

Boarding

8.2

Crew

8.7

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?

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.

  • 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 Air Transat ($104), Porter Airlines ($105), and Delta ($107).

  • 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 Pearson Intl, Chicago Midway - Toronto Island 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 July is currently the most expensive (average of $359). 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 April 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$218Average$375FlexibilityNo cancel feeOn-time52%

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