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Flight tickets from Chicago Midway to Toronto Pearson International

Compare Chicago Midway to Toronto Pearson International flight deals

Find the cheapest month or even day of the year to fly to Toronto Pearson International

Book the best Toronto Pearson International fare with no extra fees

Flight deals from Chicago Midway to Toronto Pearson International

Looking for a cheap last-minute deal or the best return flight from Chicago Midway Airport to Toronto Pearson International Airport? If you want to travel next month, return fares start from ₹ 28,711. Find the lowest prices on one-way and return tickets right here.
Toronto.₹ 11,707 per passenger.Departing Tue, 2 Jun.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Tue, 2 Jun, arriving in Toronto Pearson International.Price includes taxes and charges.From ₹ 11,707, select.
Toronto.₹ 11,708 per passenger.Departing Sun, 31 May.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Sun, 31 May, arriving in Toronto Pearson International.Price includes taxes and charges.From ₹ 11,708, select.
Toronto.₹ 12,940 per passenger.Departing Fri, 4 Sep.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Fri, 4 Sep, arriving in Toronto Pearson International.Price includes taxes and charges.From ₹ 12,940, select.
Toronto.₹ 12,940 per passenger.Departing Sat, 21 Nov.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Sat, 21 Nov, arriving in Toronto Pearson International.Price includes taxes and charges.From ₹ 12,940, select.
Toronto.₹ 12,940 per passenger.Departing Mon, 5 Oct.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Mon, 5 Oct, arriving in Toronto Pearson International.Price includes taxes and charges.From ₹ 12,940, select.
Toronto.₹ 12,945 per passenger.Departing Wed, 2 Dec.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Wed, 2 Dec, arriving in Toronto Pearson International.Price includes taxes and charges.From ₹ 12,945, select.
Toronto.₹ 13,489 per passenger.Departing Mon, 17 Aug.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Mon, 17 Aug, arriving in Toronto Pearson International.Price includes taxes and charges.From ₹ 13,489, select.
Toronto.₹ 13,492 per passenger.Departing Wed, 29 Jul.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Wed, 29 Jul, arriving in Toronto Pearson International.Price includes taxes and charges.From ₹ 13,492, select.
Toronto.₹ 20,816 per passenger.Departing Fri, 15 Jan.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Fri, 15 Jan, arriving in Toronto Pearson International.Price includes taxes and charges.From ₹ 20,816, select.
Toronto.₹ 20,821 per passenger.Departing Mon, 5 Apr.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Mon, 5 Apr, arriving in Toronto Pearson International.Price includes taxes and charges.From ₹ 20,821, select.
Toronto.₹ 20,821 per passenger.Departing Tue, 23 Mar.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Tue, 23 Mar, arriving in Toronto Pearson International.Price includes taxes and charges.From ₹ 20,821, select.
Toronto.₹ 20,826 per passenger.Departing Tue, 23 Feb.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Tue, 23 Feb, arriving in Toronto Pearson International.Price includes taxes and charges.From ₹ 20,826, select.

Find the cheapest month to fly from Chicago Midway to Toronto Pearson International

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago Midway to Toronto Pearson International flights are currently cheapest in June.
May
from ₹ 11,708
Jun
from ₹ 11,707
Jul
from ₹ 13,492
Aug
from ₹ 13,489
Sep
from ₹ 12,940
Oct
from ₹ 12,940
Nov
from ₹ 12,940
Dec
from ₹ 12,945
Jan
from ₹ 20,816
Feb
from ₹ 20,826
Mar
from ₹ 20,821
Apr
from ₹ 20,821

Chicago Midway to Toronto Pearson International: Alternative routes

Compare routes from Chicago Midway to Toronto below. You may find an airport to fly into that's cheaper, faster, or easier than Toronto Pearson International.

Toronto Island

3km from central Toronto
ClosestCheapest
from ₹ 9,606
Search flights

Toronto Pearson International

20km from central Toronto
from ₹ 11,707
Search flights

John C. Munro Hamilton

70km from central Toronto
from ₹ 48,078
Search flights

Kitchener / Waterloo

83km from central Toronto
from ₹ 50,964
Search flights

Chicago to Toronto: Flight information

The things to know before you go.
Cheapest flight found₹ 11,707
Cheapest month to flyJune

Finding cheap flights from Chicago Midway to Toronto Pearson International: Frequently asked questions

The best price we found for a return flight from Chicago Midway to Toronto Pearson International is ₹ 28,711. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Chicago Midway to Toronto Pearson International. But we found flights with one or more stops from ₹ 28,711.
As of May 2026, there are no flights flying from Chicago Midway to Toronto Pearson International.
The cheapest month to fly from Chicago Midway to Toronto Pearson International is usually June.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to Toronto Pearson International Airport on Monday, 8 June 2026.
No airlines currently offer direct flights between Chicago Midway Airport and Toronto Pearson International Airport. Most routes have one or more stops.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Toronto is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Delta offers the cheapest flight tickets to Toronto Pearson International.

Travelling from Chicago Midway International Airport (MDW) to Pearson International Airport (YYZ): what you need to know

  • Toronto's timezone is UTC-4, which makes Toronto one hour ahead of Chicago.

  • Arriving two hours before an international flight and one hour ahead of a domestic departure are golden rules for hassle-free flying. Get to the airport on time to board your MDW to YYZ flight.

  • Be prepared for longer lines in popular months such as July. Arriving up to four hours ahead of an international flight and two hours for a domestic departure is a wise move.

  • Consider adding a stopover when booking your ticket from Chicago Midway International Airport to Pearson International Airport. Just deselect 'Direct flights only' to break up your trip, or maybe even explore a new city along the way. Here are some options between MDW and YYZ:

    • Detroit Metropolitan Wayne County Airport

    • Lambert-St. Louis International Airport

    • Minneapolis-St. Paul International Airport

How to find the cheapest flights from Chicago Midway International Airport (MDW) to Pearson International Airport (YYZ)

  • ₹ 11,707 is the lowest price for a one-way Chicago Midway International Airport to Pearson International Airport flight. Return flights start at ₹ 28,711. These prices may change based on availability.

  • Don't leave everything to the last moment. You're more likely to get cheap tickets from MDW to YYZ if you book ahead. Airlines often offer some terrific early bird discounts.

  • Finding cheap flights from Chicago Midway International Airport to Pearson International Airport is more likely if you're flexible with your travel plans. Use the 'Whole month' search tool to see the lowest prices across the month and score a great deal.

  • Never miss a deal on cheap flights from MDW to YYZ by creating a Price Alert. You'll receive an email or notification on the app when a new low fare is offered.

  • Find the ideal flight for you with the help of the filters. To see the 'Cheapest,' 'Best' or 'Fastest' flights from Chicago Midway International Airport to Pearson International Airport, use the 'Sort by' tool. You can also filter by airline, departure and arrival times, and journey duration.

Handy information about Chicago Midway International Airport (MDW)

  • You'll find MDW at 5700 South Cicero.

  • Of all flights departing from Chicago Midway International Airport, 77.88% land on time at their destination.

  • Central Chicago to Chicago Midway International Airport is around 19 kilometres. Depending on traffic, it'll take you about 20 minutes to get there if you're catching a cab, ride-sharing or driving.

  • The trip when using public transport typically takes 45 minutes.

  • Need a convenient hotel close to MDW? If you're catching an early flight from Chicago Midway International Airport to Pearson International Airport, these accommodation options will have you moments from your check-in counter:

Arriving at Pearson International Airport (YYZ)

Getting from Pearson International Airport (YYZ) to central Toronto

  • Pearson International Airport to central Toronto has a drive time of around 25 minutes. It's approximately 27 kilometres away.

  • It typically takes 50 minutes to get there by public transport.

When to fly to Pearson International Airport (YYZ)

  • The quietest month for a flight from Chicago Midway International Airport to Pearson International Airport is February, while August is the busiest. Choose the ideal time to go to Toronto based on whether you prefer a faster pace or a more relaxed vibe.

  • The warmest month in Toronto is July, with temperatures ranging between 14ºC and 28ºC. Lock in your flights from Chicago Midway International Airport to Pearson International Airport in this month if you like this kind of weather.

  • January sees average temperatures of between -12ºC and 1ºC. Search for cheap tickets from MDW to YYZ around that time if you like cooler conditions.

Explore more of Canada

  • Toronto is always a good idea, but there are so many other corners of Canada waiting to be discovered. Around 499 kilometres north-east of Toronto, a trip to Montreal will fill your itinerary to the brim. Start with popular sights like Mount Royal Park, Montreal Botanical Garden and Saint Joseph's Oratory of Mount Royal.

  • If you're interested in discovering another major stop in Canada, head for Ottawa, about 354 kilometres north-east of Toronto. Parliament Hill, Rideau Canal and National Gallery of Canada are key reasons to visit.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.