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Midway

$140+ Cheap flights from Ontario to Midway (MDW)

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 2/15. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MDW
Dec 23 — Dec 301
Mon 12/23
Mon 12/30
1 adult, Economy
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Cheap flight deals from Ontario to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Ontario (CAON) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 18, 2024.

Round-trip from

$234
(Booking.com)

One-way from

$140
(Trip.com)
From Ontario to Chicago Midway
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One-way flight from Ontario to Chicago Midway
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Find flight deals from Ontario to Midway

Cheapest flights from Ontario to Midway
Explore the most affordable flight options available from Ontario to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2024.

This Trip.com deal was found by Cheapflights users on 12/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/303:50 pmYTZ - MDW
Nonstop1h 50mPorter Airlines
Mon 1/131:05 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 12/17$287
This oojo deal was found by Cheapflights users on 12/17. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/317:00 amYOW - MDW
1 stop4h 20mPorter Airlines
Fri 1/35:35 pmMDW - YOW
1 stop3h 51mPorter Airlines
Deal found 12/17$310
This deal was found by Cheapflights users on 12/16. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/316:50 amYUL - MDW
1 stop4h 30mPorter Airlines
Wed 1/81:05 pmMDW - YUL
1 stop3h 55mPorter Airlines
Deal found 12/16$326
This Gotogate deal was found by Cheapflights users on 12/18. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/289:40 amYTZ - MDW
Nonstop1h 50mMultiple Airlines
Thu 1/25:35 pmMDW - YTZ
Nonstop1h 42mMultiple Airlines
Deal found 12/18$402
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Tue 12/317:10 amYYZ - MDW
1 stop11h 44mMultiple Airlines
Wed 1/810:57 amMDW - YYZ
1 stop5h 03mMultiple Airlines
Deal found 12/17$416
This Trip.com deal was found by Cheapflights users on 12/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/256:30 amYYZ - MDW
1 stop5h 38mWestJet
Mon 2/31:26 pmMDW - YYZ
1 stop8h 41mWestJet
Deal found 12/17$453
This Delta deal was found by Cheapflights users on 12/18. 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.
Thu 12/1912:35 pmYYZ - MDW
1 stop6h 09mDelta
Sun 2/22:08 pmMDW - YYZ
1 stop7h 44mDelta
Deal found 12/18$456
This Mytrip deal was found by Cheapflights users on 12/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2711:50 amYUL - MDW
1 stop5h 50mMultiple Airlines
Tue 12/319:41 amMDW - YUL
2 stops13h 57mMultiple Airlines
Deal found 12/18$638
This Delta deal was found by Cheapflights users on 12/18. 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.
Thu 12/1912:38 pmYUL - MDW
1 stop10h 28mDelta
Tue 1/71:26 pmMDW - YUL
1 stop9h 10mDelta
Deal found 12/18$674
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Wed 12/184:15 pmYOW - MDW
2 stops15h 24mMultiple Airlines
Sat 12/214:08 pmMDW - YOW
1 stop21h 12mMultiple Airlines
Deal found 12/17$771
This WestJet deal was found by Cheapflights users on 12/17. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/226:45 amYUL - MDW
2 stops27h 38mWestJet
Mon 12/3012:10 pmMDW - YUL
1 stop22h 23mWestJet
Deal found 12/17$798
This Justfly.com deal was found by Cheapflights users on 12/17. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/275:55 amYOW - MDW
2 stops28h 28mWestJet
Mon 1/66:59 pmMDW - YOW
2 stops24h 51mWestJet
Deal found 12/17$1,037

Find flights from Ontario to Midway within your budget

Customize your flight search to find flights from Ontario to Midway 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 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 1/9

11:20 am-12:10 pm

Nonstop1h 50m

Chicago Midway

Sun 1/12

1:05 pm-3:47 pm

Nonstop1h 42m

$234

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 2/14

11:20 am-12:10 pm

Nonstop1h 50m

Chicago Midway

Mon 2/17

1:05 pm-3:47 pm

Nonstop1h 42m

$236

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Tue 1/7

6:00 am-8:54 am

1 stop3h 54m

Chicago Midway

Mon 2/3

6:28 pm-10:49 pm

1 stop3h 21m

$246

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Sun 1/12

11:20 am-12:10 pm

Nonstop1h 50m

Chicago Midway

Fri 1/17

5:30 am-4:48 pm

2 stops10h 18m

$250

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Thu 1/9

12:20 pm-10:12 am

1 stop22h 52m

Chicago Midway

Sun 1/12

10:19 am-11:11 pm

1 stop11h 52m

$274

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Fri 1/10

6:55 am-12:10 pm

1 stop6h 15m

Chicago Midway

Sat 1/18

1:05 pm-6:15 pm

1 stop4h 10m

$285

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Fri 1/10

7:05 am-1:08 pm

1 stop7h 03m

Chicago Midway

Mon 1/13

2:08 pm-11:25 pm

1 stop8h 17m

$290

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Tue 12/31

7:00 am-10:20 am

1 stop4h 20m

Chicago Midway

Fri 1/3

5:35 pm-10:26 pm

1 stop3h 51m

$310

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Thu 1/9

8:00 pm-11:48 am

1 stop16h 48m

Chicago Midway

Sun 1/12

12:43 pm-6:18 am

2 stops16h 35m

$322

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 1/10

9:30 am-12:10 pm

1 stop3h 40m

Chicago Midway

Mon 1/13

6:15 am-8:50 pm

2 stops13h 35m

$325

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 32 results
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Best time to book a flight from Ontario to Midway

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

Travel insights for flights from Ontario to Midway

Get recent, data-driven insights about flights from Ontario to Midway including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Region of Ontario to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Region of Ontario to Chicago Midway Airport (average of $160). Flying from Region of Ontario to Chicago Midway Airport in October is currently the most expensive (average of $232). 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 ON to MDW?

Find hourly flight availability from Ontario to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2024.

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

Rainfall in Midway by month

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

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

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

If weather is an important factor for your trip to Chicago Midway Airport, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated December 18, 2024.
Read through reviews of airlines operating flights from Ontario to Chicago, such as Air Transat, WestJet and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,604 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.6

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,604 reviews
Delta
8.0
Very good
8,604 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.6

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Porter Airlines
7.9
Good
283 reviews
Delta
8.0
Very good
8,604 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.6

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Air Transat
7.8
Good
389 reviews
Delta
8.0
Very good
8,604 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.6

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

WestJet
7.3
Good
2,818 reviews
Delta
8.0
Very good
8,604 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.6

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Ontario to Midway. 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 Region of Ontario to Chicago Midway Airport one-way?

    The cheapest airlines for a one-way flight from Region of Ontario to Chicago Midway Airport are Porter Airlines ($140), Delta ($140), and WestJet ($166).

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

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

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

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

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

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

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

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

    Currently, April is the cheapest month in which you can book a flight from Region of Ontario to Chicago Midway Airport (average of $160). Flying from Region of Ontario to Chicago Midway Airport in October is currently the most expensive (average of $232). 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 Ontario to Midway

See prices for flight routes from nearby airports that may be better suited for you.
Pearson Intl to O'Hare Intl flights
Pierre Elliott Trudeau Intl to O'Hare Intl flights
Toronto Island to Midway flights
Pearson Intl to Midway flights
Pierre Elliott Trudeau Intl to Midway flights
Toronto Island to O'Hare Intl flights
Vancouver Intl to O'Hare Intl flights
Calgary to O'Hare Intl flights
Ottawa to O'Hare Intl flights
Vancouver Intl to Midway flights
Winnipeg to O'Hare Intl flights
Ottawa to Midway flights
Calgary to Midway flights
Edmonton to O'Hare Intl flights
Edmonton to Midway flights
Abbotsford to O'Hare Intl flights
Québec City to Midway flights
Québec City to O'Hare Intl flights
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Halifax to Midway flights
Victoria to Midway flights
Halifax to O'Hare Intl flights
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London to O'Hare Intl flights
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Nanaimo to O'Hare Intl flights
Medicine Hat to O'Hare Intl flights
London to Midway flights
Comox to O'Hare Intl flights
St John to O'Hare Intl flights
St. John's to Midway flights
Grande Prairie to O'Hare Intl flights

Top airline flying from Ontario to Midway

Discover the top airline that operate flights from Ontario to Midway. 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 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$206Average$341FlexibilityNo cancel feeOn-time52%
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