MDW - YTZ

$89 Find Cheap Flights from Chicago Midway Airport to Toronto Island

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Toronto Island departing on 1/12. 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.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Toronto Island Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Toronto, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Toronto, as well as popular online travel agencies
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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$185
Overall average: $267
Porter Airlines
Tue 1/27Tue 2/10
MDW - YTZ • Non-stop
Cheapest one-way
$89
Typical prices: $157-$194
Porter Airlines
Mon 1/12
MDW - YTZ • Non-stop
Our travelers' advice
AI-powered summary based on content written by travel experts. AI can make mistakes.
Midway's compact terminal is easy to navigate.
Take the free shuttle from YTZ to Union Station.
Expert advice
Expert advice
Expert advice
Expert advice
When to travel
July
Cheapest • 34% price drop
June
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Toronto Island!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Midway to Toronto Island (MDW-YTZ)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Toronto Island that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Toronto Island

Tue, Jan 27 - Tue, Feb 10
Porter Airlines Logo
11:05 am - 1:47 pm
MDW
-
YTZ
1h 42mnonstop
Porter Airlines Logo
9:20 am - 10:10 am
YTZ
-
MDW
1h 50mnonstop
$185Porter Airlines
Sat, Jan 31 - Thu, Feb 5
Porter Airlines Logo
12:45 pm - 3:27 pm
MDW
-
YTZ
1h 42mnonstop
Porter Airlines Logo
9:20 am - 10:10 am
YTZ
-
MDW
1h 50mnonstop
$187Porter Airlines
Wed, Jan 28 - Sun, Feb 1
Porter Airlines Logo
11:00 am - 1:42 pm
MDW
-
YTZ
1h 42mnonstop
Porter Airlines Logo
2:30 pm - 3:20 pm
YTZ
-
MDW
1h 50mnonstop
$189Porter Airlines
Tue, Feb 10 - Tue, Feb 17
Multiple Airlines Logo
11:00 am - 1:42 pm
MDW
-
YTZ
1h 42mnonstop
Multiple Airlines Logo
9:20 am - 10:10 am
YTZ
-
MDW
1h 50mnonstop
$192Multiple Airlines
Mon, Feb 16 - Fri, Feb 20
Porter Airlines Logo
4:15 pm - 6:57 pm
MDW
-
YTZ
1h 42mnonstop
Porter Airlines Logo
9:15 am - 10:05 am
YTZ
-
MDW
1h 50mnonstop
$194Porter Airlines
Thu, Jan 22 - Sun, Jan 25
Porter Airlines Logo
11:05 am - 1:47 pm
MDW
-
YTZ
1h 42mnonstop
Porter Airlines Logo
2:30 pm - 3:20 pm
YTZ
-
MDW
1h 50mnonstop
$195Porter Airlines
Sun, Jan 18 - Tue, Jan 20
Porter Airlines Logo
4:15 pm - 6:57 pm
MDW
-
YTZ
1h 42mnonstop
Porter Airlines Logo
9:20 am - 10:10 am
YTZ
-
MDW
1h 50mnonstop
$196Porter Airlines
Fri, Jan 16 - Mon, Jan 19
Porter Airlines Logo
11:00 am - 1:42 pm
MDW
-
YTZ
1h 42mnonstop
Porter Airlines Logo
9:20 am - 10:10 am
YTZ
-
MDW
1h 50mnonstop
$199Porter Airlines
Thu, Apr 23 - Sun, Apr 26
Porter Airlines Logo
4:15 pm - 6:57 pm
MDW
-
YTZ
1h 42mnonstop
Porter Airlines Logo
2:30 pm - 3:20 pm
YTZ
-
MDW
1h 50mnonstop
$201Porter Airlines
Sat, Mar 28 - Tue, Mar 31
Porter Airlines Logo
12:45 pm - 3:27 pm
MDW
-
YTZ
1h 42mnonstop
Porter Airlines Logo
9:15 am - 10:05 am
YTZ
-
MDW
1h 50mnonstop
$202Porter Airlines
Booking Insights

KAYAK's insights & trends for Midway to Toronto Island flights

Get data-powered insights and trends into flights from Midway to Toronto Island to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Toronto Island?

The average price of all round-trip flights from Chicago Midway Airport to Toronto Island Airport clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Toronto Island on a Saturday and more expensive on a Monday. On your return trip to Chicago Midway Airport, you should consider flying back on a Wednesday, and avoid Thursdays for better deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Toronto Island Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago Midway Airport to Toronto Island Airport is July, where tickets cost $174 (return) on average. On the other hand, the most expensive months are November and December, where the average cost of round-trip tickets is $416 and $348 respectively.

Expert advice

Expert advice for your flight from Midway to Toronto Island

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airports
MDW

Midway's compact terminal makes it easy to navigate, with all concourses accessible from the central check-in and security area.

YTZ

Take the free shuttle from YTZ to Union Station, connecting to public and regional transit every 15 minutes.

Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on MDW

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Jennifer Bain

Jennifer Bain

Expert on YTZ

Jennifer Bain

Jennifer Bain

Jennifer Bain is a Canadian travel writer who takes at least 50 flights a year and has proudly visited all 13 of Canada's provinces and territories. She is a former newspaper travel editor who has written three travel books. Jennifer is the Canada editor for U.S.-based National Parks Traveler and freelances for numerous other outlets.

Read more

Good to know

Low seasonFebruary
Cheapest flight$89
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 27% lower on average.
Flight from Chicago Midway Airport to Toronto Island

When to book flights from Midway to Toronto Island

Are your dates flexible? Find out the best times to travel from Midway to Toronto Island based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Toronto Island flights

  • What is the cheapest flight from Chicago Midway Airport to Toronto Island Airport?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Toronto Island Airport was $89 for a one-way ticket and $185 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Toronto Island?

    Yes, you’ll need a passport to travel to Toronto Island from Chicago Midway Airport.

  • Which airlines offer Wi-Fi service onboard planes from Chicago Midway Airport to Toronto Island?

    Air Canada, American Airlines, United Airlines, Porter Airlines, and Finnair offer inflight Wi-Fi service on the Chicago Midway Airport to Toronto Island flight route.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Toronto Island?

    The De Havilland (Bombardier) DHC-8-400 Dash 8Q is the aircraft model that flies most regularly on the Chicago Midway Airport to Toronto Island flight route.

  • On which days can I fly direct from Chicago Midway Airport to Toronto Island?

    You can catch a nonstop flight from Chicago Midway Airport to Toronto Island on Monday, Tuesday, Thursday, Friday, Saturday, and Sunday.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Toronto Island?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Toronto Island.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Toronto Island?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Toronto Island from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Toronto Island?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Toronto Island with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and YTZ can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Toronto Island?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Toronto Island from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago Midway Airport to Toronto Island Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $192 or less one-way and $242 or less round-trip.

Prefer to fly direct from Chicago Midway Airport to Toronto Island?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago Midway to Toronto Island.
Find which airlines fly direct from Chicago Midway Airport to Toronto Island Airport, which days they fly and book direct flights.

Direct departures

Chicago Midway to Toronto Island

Monday

Porter Airlines

Porter Airlines

Tuesday

Porter Airlines

Porter Airlines

Wednesday

Porter Airlines

Porter Airlines

Thursday

Porter Airlines

Porter Airlines

Friday

Porter Airlines

Porter Airlines

Saturday

Porter Airlines

Porter Airlines

Sunday

Porter Airlines

Porter Airlines

See more direct flights

Direct returns

Toronto Island to Chicago Midway

Monday

Porter Airlines

Porter Airlines

Tuesday

Porter Airlines

Porter Airlines

Wednesday

Porter Airlines

Porter Airlines

Thursday

Porter Airlines

Porter Airlines

Friday

Porter Airlines

Porter Airlines

Saturday

Porter Airlines

Porter Airlines

Sunday

Porter Airlines

Porter Airlines

See more direct flights

Reviews of the top airline flying from Midway to Toronto Island

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Toronto. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Toronto Island? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
Porter AirlinesOverall score based on 402 reviews
8.0Comfort
8.6Crew
8.2Boarding
7.6Food
7.0Entertainment
Airline reviews

Much roomer than air Canada! Great flight for the price. No complaints

8.0 ExcellentDiane, Dec 2025
TPA - YYZ
Read more Porter Airlines reviews

Much roomer than air Canada! Great flight for the price. No complaints

On my e-boarding pass it shows free wifi, yet the plane I was on didn’t have wifi. Please remove false advertising from your website and boarding passes

As a first time flyer with Porter I was happy with the service and comfort of the airline.

3.5 hr delay for a 1 hr work flight. No information as to why the delay until 20 mins before boarding.

Other than wifi no on board entertainment. Will use them again, roomier seats than other airlines and snacks and beverages, better than average

I like it, but the food isn't good. They need to offer more simple things. This bowls that have so many things your don't know what your are eating. The milenials like it, no the rest. And last but not least, they allowed somebody have a huge dog, vey agressive and fidgety in the flight. That's horrible. No animals should be allowed inside the airplane, what about allergies, etc

Smaller plane. Food and bar service for free is amazing. Drinks were in glass not plastic cups.

The flight was half empty yet they charged me $50 for a basic carry on! I saw how passengers of different colors were treated differently.

Poor landing as we overshot the runway and had to re land the plane. Lost both of my luggage not found as of yet. Had to pay extra money for my luggage in USD, now great my luggage is gone. Will not fly with Porter again.

This flight to St. Johns was really good. Boarding was a breeze. We left spot on time. Seats were actually pretty good. Recliner further than I expected. Three more flights to go we will see if this is the status quo for Porter.👍

Everything you need to know for your flight from Midway to Toronto Island

Information on your arrival and departure airports