Skyscanner home

173 € Cheap Flights from Chicago Midway to Toronto Island

Compare Chicago Midway to Toronto Island flight deals

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

Book the best Toronto Island fare with no extra fees

Flight deals from Chicago Midway to Toronto Island

Looking for a cheap last-minute deal or the best return flight from Chicago Midway Airport to Toronto Island Airport? If you want to travel next month, return fares start from 184 €. Find the lowest prices on one-way and return tickets right here.
Toronto.173 € per passenger.Departing Tue, 22 Sep, returning Thu, 24 Sep.Return flight with Porter Airlines.Outbound direct flight with Porter Airlines departs from Chicago Midway on Tue, 22 Sep, arriving in Toronto Island.Inbound direct flight with Porter Airlines departs from Toronto Island on Thu, 24 Sep, arriving in Chicago Midway.Price includes taxes and charges.From 173 €, select.
Toronto.175 € per passenger.Departing Fri, 11 Sep, returning Fri, 2 Oct.Return flight with Porter Airlines.Outbound direct flight with Porter Airlines departs from Chicago Midway on Fri, 11 Sep, arriving in Toronto Island.Inbound direct flight with Porter Airlines departs from Toronto Island on Fri, 2 Oct, arriving in Chicago Midway.Price includes taxes and charges.From 175 €, select.
Toronto.184 € per passenger.Departing Mon, 24 Aug, returning Mon, 31 Aug.Return flight with Porter Airlines.Outbound direct flight with Porter Airlines departs from Chicago Midway on Mon, 24 Aug, arriving in Toronto Island.Inbound direct flight with Porter Airlines departs from Toronto Island on Mon, 31 Aug, arriving in Chicago Midway.Price includes taxes and charges.From 184 €, select.
Toronto.187 € per passenger.Departing Thu, 15 Oct, returning Sun, 18 Oct.Return flight with Porter Airlines.Outbound direct flight with Porter Airlines departs from Chicago Midway on Thu, 15 Oct, arriving in Toronto Island.Inbound direct flight with Porter Airlines departs from Toronto Island on Sun, 18 Oct, arriving in Chicago Midway.Price includes taxes and charges.From 187 €, select.
Toronto.187 € per passenger.Departing Mon, 24 Aug, returning Sat, 12 Sep.Return flight with Porter Airlines.Outbound direct flight with Porter Airlines departs from Chicago Midway on Mon, 24 Aug, arriving in Toronto Island.Inbound direct flight with Porter Airlines departs from Toronto Island on Sat, 12 Sep, arriving in Chicago Midway.Price includes taxes and charges.From 187 €, select.
Toronto.192 € per passenger.Departing Wed, 29 Jul, returning Tue, 11 Aug.Return flight with Porter Airlines.Outbound direct flight with Porter Airlines departs from Chicago Midway on Wed, 29 Jul, arriving in Toronto Island.Inbound direct flight with Porter Airlines departs from Toronto Island on Tue, 11 Aug, arriving in Chicago Midway.Price includes taxes and charges.From 192 €, select.
Toronto.338 € per passenger.Departing Tue, 28 Jul, returning Wed, 29 Jul.Return flight with Porter Airlines.Outbound direct flight with Porter Airlines departs from Chicago Midway on Tue, 28 Jul, arriving in Toronto Island.Inbound direct flight with Porter Airlines departs from Toronto Island on Wed, 29 Jul, arriving in Chicago Midway.Price includes taxes and charges.From 338 €, select.

Find the cheapest month to fly from Chicago Midway to Toronto Island

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago Midway to Toronto Island flights are currently cheapest in September.
Jul
from 338 €
Aug
from 184 €
Sep
from 173 €
Oct
from 187 €
Nov
Find prices
Dec
Find prices
Jan
Find prices
Feb
Find prices
Mar
Find prices
Apr
Find prices
May
Find prices
Jun
Find prices

Direct flights from Chicago Midway to Toronto Island

Chicago Midway to Toronto Island: 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 Island.

Toronto Island

3km from central Toronto
ClosestCheapest
from 173 €
Search flights

Toronto Pearson International

20km from central Toronto
from 243 €
Search flights

John C. Munro Hamilton

70km from central Toronto
from 607 €
Search flights

Kitchener / Waterloo

83km from central Toronto
from 491 €
Search flights

Chicago to Toronto: Flight information

The things to know before you go.
Cheapest flight found173 €
Cheapest month to flySeptember
Average flight time1 hr, 40 mins
Most popular airlinePorter Airlines
Average flights per week45

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

The best price we found for a return flight from Chicago Midway to Toronto Island is 173 €. 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.
1 hour and 40 minutes is the average flight time from Chicago Midway to Toronto Island.
Porter Airlines, Porter Airlines Inc and Air Transat fly direct from Chicago Midway to Toronto Island.
As of July 2026, there are 45 flights per week flying from Chicago Midway to Toronto Island.
The cheapest month to fly from Chicago Midway to Toronto Island is usually September.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to Toronto Island Airport on Tuesday, 22 September 2026.
Yes – the average flight time is 1 hour and 40 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Toronto Island but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

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, Porter Airlines offers the cheapest flight tickets to Toronto Island.

Travelling from Chicago Midway Airport (MDW) to Toronto Island Airport (YTZ): what you need to know

  • Around 1 hour 40 minutes is how long you can expect to be in the air on a direct flight from Chicago Midway Airport to Toronto Island Airport.

  • Toronto's timezone is UTC-5, which makes Toronto one hour ahead of Chicago.

  • Each week, there are five Chicago Midway Airport to Toronto Island Airport flights. If you'd like to take off early, go for the 09:15 Porter Airlines flight. If you're eager to make the most of your time before you fly, the last flight is at 17:50 with Porter Airlines.

  • For a stress-free journey, turn up at the airport two hours ahead of international flights and one hour before domestic departures. This ensures you have enough time to catch your MDW to YTZ flight.

  • Travelling during a peak time like July? School holidays and other popular seasons can lead to longer lines at security. Play it safe and arrive up to four hours ahead of an international flight and two hours before domestic departures.

  • Jetting into Toronto (and then discovering more of Canada!) is a snap with Porter Airlines (Canada) Ltd. This popular airline has direct flights from Chicago Midway Airport to Toronto Island Airport.

  • The airline that tops the list for bookings on this route is Porter Airlines (Canada) Ltd.

  • Porter Airlines (Canada) Ltd is the most punctual carrier that offers MDW to YTZ flights. An impressive 84.44% of its departures on this route arrive as planned.

How to find the cheapest flights from Chicago Midway Airport (MDW) to Toronto Island Airport (YTZ)

  • At the moment, 75 € is the lowest price we've found for a one-way Chicago Midway Airport to Toronto Island Airport flight. The best price for a return plane ticket is 173 €. Keep in mind that fares could change due to demand at the time of booking.

  • To get cheap tickets from MDW to YTZ, book your trip one month before your departure.

  • Schedule your trip for June. That's the cheapest month for flights from Chicago Midway Airport to Toronto Island Airport. If you're flexible on when you fly, try out the 'Whole month' tool to find the lowest airfare across every month.

  • Cut down on the time spent looking for cheap flights from MDW to YTZ by setting up a Price Alert. You'll receive an email or push notification on the app when a new discounted fare appears.

  • Tailor your flights using filters. Select your ideal departure and arrival times, total journey duration and airlines. You can also sort your results by 'Best,' 'Fastest' or 'Cheapest' flights from Chicago Midway Airport to Toronto Island Airport.

Handy information about Chicago Midway Airport (MDW)

  • MDW is located at 5700 South Cicero.

  • When it comes to Chicago Midway Airport's on-time performance, 76% of flights complete their journey on time.

  • Central Chicago to Chicago Midway Airport is approximately 16 kilometres. Depending on traffic, it'll take you about 25 minutes to get there if you're catching a taxi, ride-sharing or driving.

  • Expect a trip time of around 30 minutes on public transport.

  • Get your travels off to a hassle-free start by staying near MDW. Whether you're boarding an early flight from Chicago Midway Airport to Toronto Island Airport or just don't like being rushed, these stays have you covered:

Arriving at Toronto Island Airport (YTZ)

  • The last thing you want is a lengthy trip to your hotel if you're arriving on a late Chicago Midway Airport to Toronto Island Airport flight. Check in to one of these accommodation options near YTZ instead:

  • Go where the road takes you with a Toronto Island Airport rental car. Pick up a set of wheels from Hertz, National or Avis and find adventure across Toronto and beyond.

  • Lock in the best possible rate by reserving your ride from Toronto Island Airport around one week ahead of your trip.

When to fly to Toronto Island Airport (YTZ)

  • March is the most popular month for flights from Chicago Midway Airport to Toronto Island Airport. For a quieter experience, travel to Toronto in April.

  • Before locking in your flight from Chicago Midway Airport to Toronto Island Airport, think about the type of weather you like. July is the warmest month in Toronto, with temperatures ranging from 15ºC (59ºF) to 28ºC (82ºF).

  • February sees average temperatures of between -15ºC (5ºF) and 3ºC (37ºF). Search for cheap tickets from MDW to YTZ around that time if you'd rather travel in cooler conditions.

Explore more of Canada

  • You've seen Toronto, now it's time to explore other parts of Canada. Travel around 499 kilometres north-east to Montreal to tick off its top attractions. From Cirque du Soleil - KURIOS to Montreal Botanical Garden and Saint Joseph's Oratory of Mount Royal, you'll have a full itinerary ahead.

  • Ottawa is another sought-after destination in Canada and is around 354 kilometres north-east of Toronto. No journey is complete without visiting Rideau Canal National Historic Site, Parliament Hill and Rideau Canal, Locks 1 - 8 - Ottawa.

Plan the rest of your trip from Chicago to Toronto

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.