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Cheap flights from Toronto Pearson Intl Airport to Chicago Midway Airport from C$ 211

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 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — MDW
26 Oct — 2 Nov1
1 adult

Cheap flight deals from Pearson Intl to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Pearson Intl (YYZ) 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 21 October 2024.

Round-trip from

C$ 373

One-way from

C$ 211

Popular in

October

Cheapest in

February
Delta
  • Delta
  • 19/11-28/11
  • 2 total stops
  • 11h 55m total
  • Toronto to Chicago
Search Deals
11/12
  • 11/12
  • 1 total stop
  • 16h 48m total
  • Toronto to Chicago
Search Deals
High demand for flights, 19% potential price rise
Search Deals
Best time to find cheap flights, 35% potential price drop
Search Deals

Find flight deals from Pearson Intl to Midway

Cheapest flights from Pearson Intl to Midway
Explore the most affordable flight options available from Pearson Intl to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 21 October 2024.

Tue 19/112:55 p.m.YYZ - MDW
1 stop4h 37mDelta
Tue 26/119:31 a.m.MDW - YYZ
1 stop6h 08mDelta
Deal found 20/10C$ 373
Wed 13/116:30 a.m.YYZ - MDW
1 stop13h 02mWestJet
Sat 16/119:30 a.m.MDW - YYZ
1 stop13h 04mWestJet
Deal found 21/10C$ 418
Fri 1/117:00 a.m.YYZ - MDW
1 stop7h 44mMultiple Airlines
Sun 3/118:31 p.m.MDW - YYZ
2 stops16h 53mMultiple Airlines
Deal found 20/10C$ 533

Find flights from Pearson Intl to Midway within your budget

Customize your flight search to find flights from Pearson Intl 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 522,144 searches. Data last updated 21 October 2024.

Fly from

Any airport

Fly to

Any airport

Budget

C$ 373 - C$ 533

Route

Depart

Return

Price

Toronto Pearson IntlChicago Midway

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Tue 19/11

1 stop5h 47m

Chicago Midway

Thu 28/11

1 stop6h 08m

C$ 373

Toronto Pearson IntlChicago Midway

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Mon 18/11

1 stop16h 17m

Chicago Midway

Tue 19/11

1 stop10h 16m

C$ 419

Toronto Pearson IntlChicago Midway

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Fri 1/11

1 stop7h 44m

Chicago Midway

Sun 3/11

2 stops16h 53m

C$ 533

Flights are sorted by cheapest first

Deals found on 20/10

Best time to book a flight from Pearson Intl to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Pearson Intl 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 Pearson Intl to Midway

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

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

Find hourly flight availability from Pearson Intl 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 21 October 2024.

It’s optimal to fly from Toronto Pearson Intl Airport to Chicago Midway Airport in the evening. By choosing this option you can save up to 35% on the cost of your flight, compared to a flight in the afternoon.

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 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 43.0 mm.

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 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

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 21 October 2024.
See what other customers who have flown with Delta and WestJet from Toronto to Chicago have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,892 reviews
Check prices

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.4

Crew

8.6

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Delta
8.0
Very good
8,892 reviews
Delta
8.0
Very good
8,892 reviews
Check prices

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.4

Crew

8.6

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

WestJet
7.3
Good
2,801 reviews
Delta
8.0
Very good
8,892 reviews
Check prices

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.4

Crew

8.6

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Related info for your journey

Find useful and relevant information for your journey from Pearson Intl 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 Toronto Pearson Intl Airport to Chicago Midway Airport for under C$ 400 on Cheapflights?

    Yes, there are multiple flights from Toronto Pearson Intl Airport to Chicago Midway Airport for under C$ 400. The cheapest flight booked recently is on Delta for just C$ 373, but on average you can expect to pay C$ 442.

  • Are there last-minute flights available from Toronto Pearson Intl Airport to Chicago Midway Airport for under C$ 600?

    There are currently 3+ open flights from Toronto Pearson Intl Airport to Chicago Midway Airport within the next 7 days for less than C$ 600.

  • What are the cheapest airlines flying from Toronto Pearson Intl Airport to Chicago Midway Airport round-trip?

    Our cheapest airline available from Toronto Pearson Intl Airport to Chicago Midway Airport is Delta. Our recent data shows that you can find tickets from as low as C$ 373 on this airline. An additional option worth looking into is WestJet, starting at C$ 419. These flights start at 28% lower than the current average price 3 months from now.

  • 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.

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

    The amount of baggage you can bring on your Pearson Intl 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 Pearson Intl to Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter Pearson Intl 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 Pearson Intl to Midway that include hotel bookings?

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

  • How can I find direct flights from Pearson Intl to Midway?

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

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

    Yes. Cheapflights offers flight deals from Pearson Intl 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 Pearson Intl to Midway that allow pets onboard?

    Many airlines flying from Pearson Intl 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 Pearson Intl to Midway?

    Yes, you can often find last-minute deals on Pearson Intl 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 Toronto Pearson Intl Airport to Chicago Midway Airport flight deals updated?

    The Toronto Pearson Intl Airport to Chicago Midway Airport flight deals you see on this page were last updated on 21/10.

See more FAQs

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Alternative routes for Pearson Intl to Midway
See prices for flight routes from nearby airports that may be better suited for you.

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Top 2 airlines flying from Pearson Intl to Midway

Discover the top 2 airlines that operate flights from Pearson Intl 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 522,144 searches. Data last updated 21 October 2024.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 267AverageC$ 359FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
WestJetCheapestC$ 438AverageC$ 629FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Pearson Intl to Midway?

Cheapflights makes it easy to find Pearson Intl to Midway flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from Pearson Intl to Midway?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Pearson Intl to Midway.

Can Cheapflights find flights from Pearson Intl to Midway with no change fees?

Yes, we can. To see specific flights from Pearson Intl to Midway with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Pearson Intl to Midway become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Midway from Pearson Intl today and book when prices fit your budget.

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