Cheap flights from Pearson Intl to Midway

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Toronto (YYZ)
Chicago (MDW)
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How to find the cheapest flight from
Pearson Intl (YYZ) to Midway (MDW)

All the information you need to plan the best YYZ to MDW flight in 2022: compare Pearson Intl to Midway flight prices with the expected peak season, weather and rainfall in Midway.
YYZ - MDW
Price
C$ 210 - C$ 486
MDW
Temperature
-5 - 23 °C
MDW
Precipitation
43 - 125 mm

Popular in

August

High demand for flights, 42% potential price rise

Cheapest in

April

Best time to find cheap flights, 25% potential price drop

Average price

C$ 354

Average for round-trip flights in January 2022

Round-trip from

C$ 262

From Toronto Pearson Intl to Chicago Midway

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
When is the cheapest time to fly from Toronto Pearson Intl Airport to Chicago Midway Airport (YYZ - MDW)?

When flying from Toronto Pearson Intl Airport to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

How far in advance should I book a flight from Toronto Pearson Intl Airport to Chicago Midway Airport?

Travellers have found it’s best to book a flight 34 days in advance to save up to 86% 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 34 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 Toronto Pearson Intl Airport to Chicago Midway Airport 1-2 weeks in advance for as low as C$ 434, or C$ 587 for flights within the next 24 hours.

What is the cheapest month to fly from Toronto Pearson Intl Airport to Chicago Midway Airport?

April can be a great time to fly to Chicago Midway Airport from Toronto Pearson Intl Airport with a flight ticket averaging about C$ 316. Cheapflights users have found deals in the month of April for as cheap as C$ 239. The most expensive prices can be found in the month of January.

Cheap flights from Pearson Intl to Midway in January, February 2022

The best prices found for YYZ to MDW flights for January, February
16 Feb - 23 Feb
C$ 312pp
YYZ
Toronto Pearson Intl
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
YYZ
Toronto Pearson Intl
18 Feb - 1 Mar
C$ 314pp
YYZ
Toronto Pearson Intl
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
YYZ
Toronto Pearson Intl
31 Jan - 28 Feb
C$ 395pp
YYZ
Toronto Pearson Intl
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
YYZ
Toronto Pearson Intl

Toronto Pearson Intl to Midway 2022 flight deals

Cheap flights to Midway from Pearson Intl found for this year
16 Feb - 23 Feb
C$ 312pp
YYZ
Toronto Pearson Intl
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
YYZ
Toronto Pearson Intl
18 Feb - 1 Mar
C$ 314pp
YYZ
Toronto Pearson Intl
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
YYZ
Toronto Pearson Intl
28 May - 1 Jun
C$ 324pp
YYZ
Toronto Pearson Intl
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
YYZ
Toronto Pearson Intl

Last minute flights from Pearson Intl to Midway

Late deals on round-trip flights to Midway from Pearson Intl, departing today and this week
27 Jan - 31 Jan
C$ 479pp
YYZ
Toronto Pearson Intl
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
YYZ
Toronto Pearson Intl
27 Jan - 1 Feb
C$ 480pp
YYZ
Toronto Pearson Intl
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
YYZ
Toronto Pearson Intl

One-way flights to Midway from Toronto Pearson Intl

The cheapest one-way flights from Pearson Intl to Midway
7:08 a.m. - 11:31 a.m.
Virgin Atlantic
1 stop
5h 23m
YYZ - MDW
Virgin Atlantic
C$ 635
7:08 a.m. - 5:15 a.m.
Delta
3 stops
23h 07m
YYZ - MDW
Delta
C$ 821
Delta
3:10 a.m. - 11:31 a.m.
Multiple Airlines
2 stops
9h 21m
YYZ - MDW
Multiple Airlines
C$ 1,571
United

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Pearson Intl</span> to <span class="emphasized">Midway</span> flights.

Flight FAQs

From Pearson Intl to Midway

Which airlines flying from Toronto Pearson Intl to Chicago Midway have flexible cancellations due to COVID-19?

Some of the carriers operating flights from Toronto Pearson Intl to Chicago Midway that may be offering flexible cancellation policies are Delta, Air Canada, and Porter Airlines. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

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$ 312, but on average you can expect to pay C$ 375.

Are there last-minute flights available from Toronto Pearson Intl Airport to Chicago Midway Airport for under C$ 500?

There are currently 2+ open flights from Toronto Pearson Intl Airport to Chicago Midway Airport within the next 7 days for less than C$ 500.

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$ 312 on this airline. An additional option worth looking into is Korean Air, starting at C$ 470. These flights start at 11% lower than the current average price 3 months from now.

What are the cheapest airlines to fly from Toronto Pearson Intl Airport to Chicago Midway Airport one-way?

The cheapest airlines for a one-way flight from Toronto Pearson Intl Airport to Chicago Midway Airport are Delta (C$ 189), Virgin Atlantic (C$ 635), and Korean Air (C$ 2,188).

What are the most popular airlines that fly from Toronto Pearson Intl Airport to Chicago Midway Airport?

When booking a flight from Toronto Pearson Intl Airport to Chicago Midway Airport, you may want to consider flying on Air Canada, Delta or Porter Airlines as they are the most popular for this route.

Related searches

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Rent a Car

Car Rentals in Midway Car Rentals in USA

COVID Restrictions

View COVID Travel Restrictions for Midway (MDW)

Do I need a COVID test to fly to Midway from Pearson Intl?

Information is based on travel restrictions from Toronto Pearson Intl to Chicago Midway

Most visitors from Toronto Pearson Intl need to provide a negative COVID-19 test result and/or quarantine to enter Chicago Midway.

COVID-19 testing requirements
Visitors from Toronto Pearson Intl must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 24 hours before departing to Chicago Midway.

Quarantine requirements
Visitors from Toronto Pearson Intl are not required to quarantine after entering Chicago Midway.

Do I need a test to fly back to Pearson Intl from Midway?

Returning to Toronto Pearson Intl from Chicago Midway

COVID-19 testing requirements
Visitors from Chicago Midway must present a negative RT-PCR (NAAT) test taken 72 hours before departing to Toronto Pearson Intl.

Quarantine requirements
Visitors from Chicago Midway are not required to quarantine after entering Toronto Pearson Intl.

Hide COVID Travel Restrictions for Midway (MDW)

Alternative routes for Pearson Intl to Midway

See prices for flight routes from nearby airports that may be better suited for you.

Destination information for Midway

Things to know before you go - useful duration and weather info for your trip from Pearson Intl to Midway.
Today's exchange rate
C$ 1 = $0.81
Average temperature for January in Midway
1.0 °C
Avg rainfall for January in Midway
17.0 mm

Airports servicing Toronto

Airports servicing Chicago

Top 4 airlines flying from Toronto Pearson Intl to Chicago Midway

The chart below displays the airlines Cheapflights users travelling from Pearson Intl to Midway choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Porter Airlines
C$ 252 C$ 388 No cancel fee 52%
Search Porter Airlines flights
Delta
C$ 262 C$ 541 No cancel fee N/A
Search Delta flights
WestJet
C$ 263 C$ 480 No cancel fee 60%
Search WestJet flights
Air Canada
C$ 276 C$ 374 No cancel fee 67%
Search Air Canada flights
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