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Cheap flights from Canada to Midway (MDW) from $129

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 7/26. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
YYZ — MDW
Jun 15 — Jun 221
From?
To?
Sat 6/15
Sat 6/22
1 adult, Economy
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How far in advance should I book a flight from Canada to Chicago Midway Airport?

Travelers have found it’s best to book a flight 38 days in advance to save up to 90% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 38 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Canada to Chicago Midway Airport 1-2 weeks in advance for as low as $337, or $489 for flights within the next 24 hours.

What is the cheapest month to fly from Canada to Chicago Midway Airport?

The best pricing can be found in the month of April. Prices to Chicago Midway Airport from Canada average $290. You can even find prices in April for less than $290, as users have found deals to Chicago Midway Airport from as low as $193. The month of August appears to be one of the more expensive times to travel to Chicago Midway Airport from Canada. Flying in the targeted month can save you up to 14%.

What is the cheapest time of day to fly from CA to MDW?

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

Cheap Canada to Midway flights in June & July 2024

Find cheap flight options from Canada to Midway specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,080,152 searches. Prices were last updated on June 10, 2024.
Scroll through some of the best deals on flights from Canada to Chicago in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Thu 7/113:30 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 7/165:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 6/10$208
Mon 7/13:30 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Fri 7/511:30 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 6/8$210
Wed 7/33:30 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Sat 7/612:30 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 6/8$212
Sat 7/66:15 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 7/78:40 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 6/10$214
Sat 7/2710:45 amYTZ - MDW
Nonstop1h 47mPorter Airlines
Sat 8/178:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 6/10$215
Mon 7/228:50 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 7/308:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 6/9$216
Tue 7/98:50 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Sat 7/208:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 6/10$221
Thu 7/183:30 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 7/218:40 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 6/10$222
Mon 7/89:20 amYTZ - MDW
Nonstop1h 47mPorter Airlines
Mon 7/158:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 6/10$223

Canada to Midway 2024 flight deals

Discover exclusive flight deals for travel between Canada and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,080,152 searches. Data last updated June 10, 2024.
Scroll through some of the best deals on flights from Canada to Chicago in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Thu 7/113:30 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 7/165:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 6/10$208
Mon 7/13:30 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Fri 7/511:30 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 6/8$210
Wed 7/33:30 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Sat 7/612:30 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 6/8$212
Sat 7/66:15 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 7/78:40 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 6/10$214
Tue 9/109:25 amYVR - MDW
1 stop9h 24mMultiple Airlines
Wed 9/1110:00 amMDW - YVR
1 stop12h 58mMultiple Airlines
Deal found 6/9$215
Sat 7/2710:45 amYTZ - MDW
Nonstop1h 47mPorter Airlines
Sat 8/178:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 6/10$215
Mon 7/228:50 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 7/308:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 6/9$216
Sat 8/176:15 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Mon 8/198:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 6/9$218
Tue 7/98:50 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Sat 7/208:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 6/10$221

Canada to Midway flights leaving soon

Find last-minute flight options from Canada to Midway for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,080,152 searches. Data last updated June 10, 2024.
Have a look at some of the last-minute flights available departing from Canada to Chicago. Users should be sure to double check the price, date, and time of their last-minute flight.
Mon 6/248:50 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Thu 6/275:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 6/8$221
Sun 6/2310:30 amYTZ - MDW
Nonstop1h 47mPorter Airlines
Sat 6/298:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 6/9$224
Sun 6/2310:30 amYTZ - MDW
Nonstop1h 47mPorter Airlines
Thu 6/278:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 6/9$234
Sat 6/223:10 pmYUL - MDW
1 stop4h 52mPorter Airlines
Mon 6/248:00 amMDW - YUL
1 stop4h 45mPorter Airlines
Deal found 6/8$249
Thu 6/203:30 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 6/255:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 6/9$264
Thu 6/203:30 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Mon 6/248:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 6/9$266
Thu 6/203:30 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 6/238:40 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 6/9$269
Fri 6/218:50 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 6/238:40 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 6/9$270
Sat 6/226:15 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Sat 6/298:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 6/9$271

One-way flights to Midway from Canada

Search for one-way flight options from Canada to Midway. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,080,152 searches. Data last updated June 10, 2024.
If you're seeking multiple options on one-way flights from Canada to Chicago, be sure to check out these deals, which are updated often. Those seeking round-trip flights from Canada to Chicago should utilize the search form at the the top of the page.
Fri 7/269:20 amYTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 6/10$129
Thu 6/279:20 amYTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 6/8$131
Tue 8/69:20 amYTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 6/10$132
Fri 7/199:20 amYTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 6/9$133
Sat 6/296:15 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 6/9$134
Tue 7/98:50 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 6/10$135
Thu 9/199:15 pmYVR - MDW
2 stops21h 34mMultiple Airlines
Deal found 6/9$137
Sat 9/149:15 pmYVR - MDW
2 stops11h 40mMultiple Airlines
Deal found 6/8$139
Mon 7/89:20 amYTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 6/9$139

Find flights from Canada to Midway within your budget

Customize your flight search to find flights from Canada 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 3,080,152 searches. Data last updated June 10, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$210 - $387

Route

Depart

Return

Price

Toronto IslandChicago Midway

YTZ - MDW

YTZMDW

Toronto Island

Mon 7/1

Nonstop1h 47m

Chicago Midway

Fri 7/5

Nonstop1h 42m

$210

Toronto IslandChicago Midway

YTZ - MDW

YTZMDW

Toronto Island

Wed 7/3

Nonstop1h 47m

Chicago Midway

Sat 7/6

Nonstop1h 42m

$212

Toronto IslandChicago Midway

YTZ - MDW

YTZMDW

Toronto Island

Thu 8/1

Nonstop1h 47m

Chicago Midway

Sun 8/11

Nonstop1h 42m

$214

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Tue 9/10

1 stop9h 24m

Chicago Midway

Wed 9/11

1 stop12h 58m

$215

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Mon 9/9

2 stops12h 25m

Chicago Midway

Wed 9/11

1 stop12h 58m

$230

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Tue 9/10

2 stops11h 40m

Chicago Midway

Sun 9/15

1 stop13h 04m

$231

Toronto Pearson IntlChicago Midway

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Wed 7/3

1 stop5h 35m

Chicago Midway

Sat 7/6

1 stop6h 39m

$278

Toronto Pearson IntlChicago Midway

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Sat 7/6

1 stop16h 31m

Chicago Midway

Wed 7/10

1 stop9h 53m

$319

OttawaChicago Midway

YOW - MDW

YOWMDW

Ottawa

Tue 9/10

1 stop5h 27m

Chicago Midway

Fri 9/13

1 stop3h 39m

$387

Flights are sorted by cheapest first

Deals found on 6/8

No data available for this route at this time. Please check back soon.

Best time to book a flight from Canada to Midway

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

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 June 10, 2024.
Peruse reviews from past customers who have flown with Porter Airlines, Delta and WestJet from Canada to Chicago to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
10,295 reviews

Food

7.4

Crew

8.6

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.0
Very good
10,295 reviews
Delta
8.0
Very good
10,295 reviews

Food

7.4

Crew

8.6

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

KLM
7.9
Good
1,473 reviews
Delta
8.0
Very good
10,295 reviews

Food

7.4

Crew

8.6

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Air Transat
7.7
Good
461 reviews
Delta
8.0
Very good
10,295 reviews

Food

7.4

Crew

8.6

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

WestJet
7.5
Good
2,847 reviews
Delta
8.0
Very good
10,295 reviews

Food

7.4

Crew

8.6

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Porter Airlines
7.4
Good
382 reviews
Delta
8.0
Very good
10,295 reviews

Food

7.4

Crew

8.6

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Related info for your journey

Find useful and relevant information for your journey from Canada to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find flights from Canada to Chicago Midway Airport for under $300 on Cheapflights?

    Yes, there are multiple flights from Canada to Chicago Midway Airport for under $300. The cheapest flight booked recently is on Porter Airlines for just $210, but on average you can expect to pay $223.

  • Are there nonstop flights from Canada to Chicago Midway Airport for under $300 on Cheapflights?

    Cheapflights has at least 20 direct flights from Canada to Chicago Midway Airport under $300. A good price for a nonstop flight from Canada to Chicago Midway Airport is less than $228.

  • Are there last-minute flights available from Canada to Chicago Midway Airport for under $300?

    There are currently 20+ open flights from Canada to Chicago Midway Airport within the next 7 days for less than $300.

  • What are the most popular routes from Canada to Chicago Midway Airport?

    The most popular route from Canada to Chicago Midway Airport is Toronto Island - Chicago Midway. You may also consider Montreal Pierre Elliott Trudeau Intl - Chicago Midway or Toronto Pearson Intl - Chicago Midway.

  • What does YYZ to MDW mean?

    Toronto Pearson Intl Airport is YYZ and Chicago Midway Airport is MDW. These codes are created by the International Air Transport Association (IATA) and airlines use them to identify the departing and arrival airports in the flight routes they service. Vancouver Intl Airport (YVR), Montreal Pierre Elliott Trudeau Intl Airport (YUL), Calgary Airport (YYC), Ottawa Airport (YOW), Edmonton Airport (YEG) are other airports near this flight route and their unique identifiers/IATA codes.

  • Can I find deals for flights from Canada to Midway that include extra baggage allowance?

    The amount of baggage you can bring on your Canada to Midway flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Canada to Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter Canada to Midway flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Canada 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.

  • Can I find deals for flights from Canada to Midway that allow pets onboard?

    Many airlines flying from Canada to Midway offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Canada to Midway?

    Yes, you can often find last-minute deals on Canada to Midway flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Canada to Chicago Midway Airport flight deals updated?

    The Canada to Chicago Midway Airport flight deals you see on this page were last updated on 6/10.

  • What is the cheapest month to book a flight from Canada to Chicago Midway Airport?

    Currently, December is the cheapest month in which you can book a flight from Canada to Chicago Midway Airport (average of $141). Flying from Canada to Chicago Midway Airport in July is currently the most expensive (average of $249). 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 Canada to Midway
See prices for flight routes from nearby airports that may be better suited for you.

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Top airline flying from Canada to Midway

Discover the top airline that operate flights from Canada 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 3,080,152 searches. Data last updated June 10, 2024.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$206Average$362FlexibilityNo cancel feeOn-time52%
Seattle to Spokane flights
Las Vegas to San Diego flights
Chicago to Boston flights
Cleveland to Tampa flights
Los Angeles to Madrid flights
El Paso to Las Vegas flights
Denver to Boston flights
Minneapolis to Cancún flights
New York to London flights
Orlando to New York flights
California to Hawaii flights
Canada to Memphis flights

Search flights from Canada to Midway by cabin class

Find flights from Canada to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Classfrom $132/person

Hourly flight availability from Canada to Midway

Find hourly flight availability from Canada 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 June 10, 2024.
1%of flight departuresEarly morningMidnight to 6 am
31%of flight departuresMorning6 am to noon
37%of flight departuresAfternoonNoon to 6 pm
31%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

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