MDW - YTZ

C$ 147 Find Cheap Flights from Chicago Midway Airport to Toronto Island – Compare and Save

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Everything you should know

Cheapest round-trip
C$ 297
Typical prices: C$ 323-C$ 538
Porter Airlines
Wed 3/10Thu 4/10
MDW - YTZ • Direct
Cheapest one-way flights
C$ 147
Typical prices: C$ 152-C$ 409
Air Transat
Thu 18/10
MDW - YTZ • Direct
Direct flights
Every day
You can fly direct with Porter Airlines. Average duration is 1h 40m
Direct flights
+1
Direct flights
+1
When to book
16 weeks
in advance
Our data shows that travellers who book at least 16 weeks in advance save around 64% compared to booking last minute.
Insights
Insights
When to travel
April
Cheapest • 13% price drop
June
Most popular
Good to know
+1
Good to know
+1
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We hope you enjoy your trip to Toronto Island Airport!
Flight Deals
Booking Insights
Expert advice
Flight Deals

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

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Toronto Island

Fri, 16 Oct - Sun, 18 Oct
Porter Airlines Logo
11:45 a.m. - 2:25 p.m.MDW  Chicago Midway-YTZ Toronto Island
1h 40mdirect
Porter Airlines Logo
10:10 a.m. - 11:00 a.m.YTZ  Toronto Island-MDW Chicago Midway
1h 50mdirect
C$ 297Porter Airlines
Sat, 3 Oct - Tue, 6 Oct
Porter Airlines Logo
3:20 p.m. - 6:00 p.m.MDW  Chicago Midway-YTZ Toronto Island
1h 40mdirect
Porter Airlines Logo
1:45 p.m. - 2:35 p.m.YTZ  Toronto Island-MDW Chicago Midway
1h 50mdirect
C$ 297Porter Airlines
Sat, 3 Oct - Mon, 5 Oct
Porter Airlines Logo
3:20 p.m. - 6:00 p.m.MDW  Chicago Midway-YTZ Toronto Island
1h 40mdirect
Porter Airlines Logo
10:10 a.m. - 11:00 a.m.YTZ  Toronto Island-MDW Chicago Midway
1h 50mdirect
C$ 297Porter Airlines
Fri, 9 Oct - Tue, 13 Oct
Porter Airlines Logo
3:20 p.m. - 6:00 p.m.MDW  Chicago Midway-YTZ Toronto Island
1h 40mdirect
Porter Airlines Logo
10:10 a.m. - 11:00 a.m.YTZ  Toronto Island-MDW Chicago Midway
1h 50mdirect
C$ 297Porter Airlines
Tue, 29 Sep - Fri, 2 Oct
Porter Airlines Logo
3:20 p.m. - 6:00 p.m.MDW  Chicago Midway-YTZ Toronto Island
1h 40mdirect
Porter Airlines Logo
1:45 p.m. - 2:35 p.m.YTZ  Toronto Island-MDW Chicago Midway
1h 50mdirect
C$ 297Porter Airlines
Sat, 3 Oct - Sun, 4 Oct
Porter Airlines Logo
3:20 p.m. - 6:00 p.m.MDW  Chicago Midway-YTZ Toronto Island
1h 40mdirect
Porter Airlines Logo
10:10 a.m. - 11:00 a.m.YTZ  Toronto Island-MDW Chicago Midway
1h 50mdirect
C$ 297Porter Airlines
Fri, 9 Oct - Thu, 15 Oct
Porter Airlines Logo
3:20 p.m. - 6:00 p.m.MDW  Chicago Midway-YTZ Toronto Island
1h 40mdirect
Porter Airlines Logo
10:10 a.m. - 11:00 a.m.YTZ  Toronto Island-MDW Chicago Midway
1h 50mdirect
C$ 297Porter Airlines
Sun, 18 Oct - Tue, 20 Oct
Porter Airlines Logo
3:20 p.m. - 6:00 p.m.MDW  Chicago Midway-YTZ Toronto Island
1h 40mdirect
Porter Airlines Logo
10:10 a.m. - 11:00 a.m.YTZ  Toronto Island-MDW Chicago Midway
1h 50mdirect
C$ 297Porter Airlines
Thu, 1 Oct - Sat, 3 Oct
Porter Airlines Logo
11:45 a.m. - 2:25 p.m.MDW  Chicago Midway-YTZ Toronto Island
1h 40mdirect
Porter Airlines Logo
1:45 p.m. - 2:35 p.m.YTZ  Toronto Island-MDW Chicago Midway
1h 50mdirect
C$ 297Porter Airlines
Sun, 27 Sep - Wed, 30 Sep
Porter Airlines Logo
11:45 a.m. - 2:25 p.m.MDW  Chicago Midway-YTZ Toronto Island
1h 40mdirect
Porter Airlines Logo
10:10 a.m. - 11:00 a.m.YTZ  Toronto Island-MDW Chicago Midway
1h 50mdirect
C$ 297Porter Airlines
Booking Insights

Price, demand, and travel trends for Chicago Midway Airport to Toronto Island Airport flights

Use KAYAK data on prices, travel dates, airlines, and seasonal trends to compare options and book flights from Chicago Midway Airport to Toronto Island Airport with more confidence.

How much is a round-trip flight from Chicago Midway Airport to Toronto Island Airport?

Round-trip flights from Chicago Midway Airport to Toronto Island Airport start at C$ 297. Prices are below average for this route right now, with typical round-trip fares ranging from C$ 323 to C$ 538. The lowest price found in the past 5 days was C$ 297 on Porter Airlines.

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

Saturday is the cheapest day of the week to fly from Chicago Midway Airport to Toronto Island Airport and is 10% cheaper than the average day. Sunday is the most expensive day with flight prices 16% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

  • April is the cheapest month to fly from Chicago Midway Airport to Toronto Island Airport at C$ 340 round-trip.
  • January (C$ 502) and December (C$ 440) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 47% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Chicago Midway Airport to Toronto Island Airport the cheapest?

Flights from Chicago Midway Airport to Toronto Island Airport are cheapest 16 weeks before departure. Booking in this window typically costs about 64% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

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Expert advice

Expert advice for your flight from Midway to Toronto Island

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on MDW

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 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

Key details for Chicago Midway Airport to Toronto Island Airport flights

Low season

February

Cheapest flight

C$ 147
Best time to beat the crowds but there is an average 12% increase in price.
Most popular time to fly and prices are also 11% lower on average.
Flights from Chicago Midway Airport to Toronto Island Airport

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

Your Chicago Midway Airport to Toronto Island Airport flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines, and booking questions.

  • Which airlines offer extra legroom and free seat selection on Chicago Midway Airport to Toronto Island Airport flights?

    Among airlines operating Chicago Midway Airport to Toronto Island Airport flights:

    • Porter Airlines: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines are available on the route from Chicago Midway Airport to Toronto Island Airport?

    Only Porter Airlines operates flights between Chicago Midway Airport and Toronto Island Airport.

  • Which airports can I use when flying from Chicago Midway Airport to Toronto Island Airport?

    Flights from Chicago Midway Airport to Toronto Island Airport usually depart from Chicago Midway (MDW) and arrive at Toronto Island (YTZ).

  • Which airlines include bags at no extra cost on Chicago Midway Airport to Toronto Island Airport flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Porter Airlines: a carry-on bag and a checked bag in Economy Class
    • Air Transat: a carry-on bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route, and airline, so travellers should check the fare details before booking.

  • Which cabin classes can I book on flights from Chicago Midway Airport to Toronto Island Airport?

    Only Economy Class is available on flights from Chicago Midway Airport to Toronto Island Airport.

  • What is the standard checked bag allowance on flights from Chicago Midway Airport to Toronto Island Airport?

    There is no standard. Checked bag policies vary by airline on this route. Most carriers charge C$ 58–C$ 139 for the first checked bag in economy. Premium fares and elite status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Chicago Midway Airport to Toronto Island Airport?

    The De Havilland (Bombardier) DHC-8-400 Dash 8Q family is used most often on this route, operated mainly by Porter Airlines and Air Transat. Other aircraft seen on the route include Embraer 175 variants.

  • Can I save money by using flexible dates for flights from Chicago Midway Airport to Toronto Island Airport?

    On the Chicago Midway Airport to Toronto Island Airport route, being flexible with your departure day can save you up to 23%. Saturday is the cheapest day at C$ 354 round-trip on average, while Sunday is the most expensive at C$ 455 – a C$ 101 difference. Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • Which popular places can I visit in Toronto Island Airport?

    Some of the most popular sights in Toronto Island Airport are Rogers Centre, Scotiabank Arena, and Union Station. These are among the most viewed places in Toronto Island Airport on KAYAK.

  • What are the earliest and latest flights from Chicago Midway Airport to Toronto Island Airport?

    These are the earliest and latest flight times available from Chicago Midway Airport to Toronto Island Airport:

    • Earliest: departs at 11:45 am and lands at 1:25 pm
    • Latest: departs at 3:20 pm and lands at 5:00 pm.

    The flight takes about 1h 40m.

  • How expensive are last-minute Chicago Midway Airport to Toronto Island Airport flights?

    Last-minute fares on this route – booked within 2 weeks of departure – run 81% above the route average of C$ 390. Book 16 weeks before departure for the lowest fares.

  • How long does a flight from Chicago Midway Airport to Toronto Island Airport take?

    A direct flight from Chicago Midway Airport to Toronto Island Airport takes 1h 40m, covering 1,145 km.

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

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • Have flight prices from Chicago Midway Airport to Toronto Island Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about C$ 297 to C$ 1,207. That means the highest observed fare was about 4x higher than the lowest one.

  • How are flight prices from Chicago Midway Airport to Toronto Island Airport looking right now?

    One-way fares from Chicago Midway Airport to Toronto Island Airport are currently lower than usual. Average one-way flight prices are about C$ 202, which is 13% below the typical average for this route.

  • What is the time difference between Chicago Midway Airport and Toronto Island Airport?

    Toronto Island Airport is 1 hour ahead of Chicago Midway Airport (Eastern Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available at Toronto Island Airport (YTZ)?

    Toronto Island Airport (YTZ) hosts 5 major car rental companies, with daily rates starting from around C$ 18 for economy cars. Top options include:
    • Hertz
    • Enterprise Rent-A-Car
    • National
    • Advance Car And Truck Rental
    • Budget

  • How much should I expect to pay for a Chicago Midway Airport to Toronto Island Airport flight?

    Round-trip flights from Chicago Midway Airport to Toronto Island Airport range from C$ 323 to C$ 538, with an average of C$ 390 over the past 12 months. Anything below C$ 323 counts as a good deal.

Your guide to booking Chicago Midway Airport to Toronto Island Airport flights

Get tips on when to book, when to fly, and what to know before your trip.
  • If your dates are flexible, aim for a Saturday departure instead of Sunday. On this route, Saturday flights average C$ 354 – about C$ 101 less than Sunday (22% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 16 weeks before you fly. On this route, that window historically saves about 64% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago Midway Airport to Toronto Island Airport trip for April. Fares historically average C$ 340 round-trip in that month – typically C$ 162 less than the most expensive month, which is January (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Toronto Island Airport.
    - The Omni King Edward Hotel
    - Marriott Downtown at CF Toronto Eaton Centre
    - The Westin Harbour Castle, Toronto

Prefer to fly direct from Chicago Midway Airport 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 nonstop 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 nonstop flights

More options for your flight from Midway to Toronto Island

Complete your trip to Toronto Island with a hotel stay or car rental

Car rentals in Toronto
Hotels in Toronto
Vacations in Toronto