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MDW - YTZ

Find cheap flights from Chicago Midway Airport to Toronto Island from C$ 156

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 15/5. 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
0 bags
Sat 25/5
Sat 1/6

Search hundreds of travel sites at once for deals on flights to Toronto Island

 
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
In the last 7 days, travellers have searched 45,119,101 times on KAYAK, and here is why:

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Cheap flight deals 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 and deals for you by selecting your travel dates.
Choose your dates
8:00 a.m. - 10:42 a.m.MDW-YTZ
1h 42mdirect
3:30 p.m. - 4:17 p.m.YTZ-MDW
1h 47mdirect
C$ 346Porter Airlines
Find Deal
Thu, 23 May - Thu, 30 May
8:00 a.m. - 10:42 a.m.MDW-YTZ
1h 42mdirect
8:50 p.m. - 9:37 p.m.YTZ-MDW
1h 47mdirect
C$ 349Porter Airlines
Find Deal
Mon, 27 May - Wed, 29 May
8:00 a.m. - 10:42 a.m.MDW-YTZ
1h 42mdirect
8:50 p.m. - 9:37 p.m.YTZ-MDW
1h 47mdirect
C$ 355Porter Airlines
Find Deal
Wed, 15 May - Wed, 15 May
11:05 a.m. - 1:47 p.m.MDW-YTZ
1h 42mdirect
3:30 p.m. - 4:17 p.m.YTZ-MDW
1h 47mdirect
C$ 359Porter Airlines
Find Deal
Wed, 5 Jun - Wed, 12 Jun
11:05 a.m. - 1:47 p.m.MDW-YTZ
1h 42mdirect
3:30 p.m. - 4:17 p.m.YTZ-MDW
1h 47mdirect
C$ 364Porter Airlines
Find Deal
Thu, 23 May - Tue, 28 May
5:15 p.m. - 7:57 p.m.MDW-YTZ
1h 42mdirect
8:50 p.m. - 9:37 p.m.YTZ-MDW
1h 47mdirect
C$ 365Porter Airlines
Find Deal
Thu, 13 Jun - Sun, 16 Jun
5:15 p.m. - 7:57 p.m.MDW-YTZ
1h 42mdirect
10:30 a.m. - 11:17 a.m.YTZ-MDW
1h 47mdirect
C$ 371Porter Airlines
Find Deal
Fri, 14 Jun - Sun, 16 Jun
8:40 a.m. - 11:22 a.m.MDW-YTZ
1h 42mdirect
9:20 a.m. - 10:07 a.m.YTZ-MDW
1h 47mdirect
C$ 372Porter Airlines
Find Deal
Sun, 12 May - Wed, 15 May
11:05 a.m. - 1:47 p.m.MDW-YTZ
1h 42mdirect
2:25 p.m. - 8:15 p.m.YTZ-MDW
6h 50m1 stop
C$ 509
Find Deal
Tue, 14 May - Fri, 17 May
5:15 p.m. - 7:57 p.m.MDW-YTZ
1h 42mdirect
2:25 p.m. - 8:08 p.m.YTZ-MDW
6h 43m1 stop
C$ 560
Find Deal
Wed, 25 Sep - Mon, 30 Sep

Flights from Midway to Toronto Island - Travel Insights & Trends

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 flights from Chicago Midway Airport to Toronto Island Airport clicked on KAYAK for each day over the last 12 months.
If you are looking for a flight deal from Chicago Midway Airport to Toronto Island, look for departures on Mondays and avoid leaving on a Friday, as it's usually the priciest day. When flying back from Toronto Island, Wednesday is the cheapest day to fly and Sunday is the most expensive.

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 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 February, where tickets cost C$ 308 on average. On the other hand, the most expensive months are May and June, where the average cost of tickets is C$ 671 and C$ 619 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago Midway Airport to Toronto Island Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago Midway Airport to Toronto Island Airport, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 14 days before departure.

Which airlines fly direct between Chicago Midway Airport and Toronto Island Airport?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Chicago Midway Airport to Toronto Island Airport.
There is just one airline that flies from Chicago Midway Airport to Toronto Island Airport direct and that is Porter Airlines. The best one-way deal found from Porter Airlines for the route is C$ 298.

How many flights are there between Chicago Midway Airport and Toronto Island Airport per day?

Each day, there are between 2 and 3 nonstop flights that take off from Chicago Midway Airport and land in Toronto Island Airport, with an average flight time of 1h 42m. The most common departure time is 8:00 a.m. and most flights take off in the morning. Each week, there are 20 flights. The most frequent day of departure is Monday, when 15% of all weekly flights depart. The fewest flights depart on a Saturday.

Which cabin class options are there for flights between Chicago Midway Airport and Toronto Island Airport?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There is only one cabin class option available for the route, which is Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

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

A direct flight to Toronto Island will take on average 1h 42m to travel the 1,145 km flying distance from Chicago Midway Airport.

What’s the earliest departure time from Chicago Midway Airport to Toronto Island?

Early birds can take the earliest flight from Chicago Midway Airport at 8:00 am and will be landing in Toronto Island Airport at 10:42 am.

What’s the latest departure time from Chicago Midway Airport to Toronto Island?

If you prefer to fly at night, the latest flight from Chicago Midway Airport to Toronto Island Airport jets off at 5:40 pm and lands at 8:22 pm.

Good to know

Low season

January

High season

November

Cheapest flight

C$ 156
Best time to beat the crowds (8% less expensive on average)
Most popular time to fly (8% more expensive 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 C$ 114 for a one-way ticket and C$ 253 for a round-trip.

  • Which airports will I be using when flying from Chicago Midway Airport to Toronto Island?

    On your way to Toronto Island, you’ll fly out from Chicago Midway. You’ll be landing at Toronto Island.

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

    All the following airlines offer inflight Wi-Fi service on the Chicago Midway Airport to Toronto Island flight route: Air Canada, American Airlines, United Airlines, Breeze Airways, Delta, and British Airways.

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

    The Embraer 175 (Enhanced Winglets) 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?

    There are direct flights from Chicago Midway Airport to Toronto Island on a daily basis.

  • 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 travellers 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.

  • 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.

See more FAQs

Top tips for finding a cheap flight from Chicago to Toronto

  • Looking for a cheap flight? 25% of our users found flights on this route for C$ 155 or less one-way and C$ 247 or less round-trip.

Prefer to fly non-stop from Chicago Midway Airport to Toronto Island?

Find which airlines fly direct from Midway to Toronto Island, which days they fly and book direct flights.

Nonstop 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

Nonstop 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
See more nonstop flights

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.
7.4
Porter AirlinesOverall score based on 438 reviews
7.4food
7.6boarding
6.6entertainment
8.2crew
7.5comfort
Airline reviews

Wish we had music during take off and landing like the last flight

10.0 ExcellentAnonymous, Apr. 2024EWR - YTZ
Read more about Porter Airlines reviews

Wish we had music during take off and landing like the last flight

First time with Porter and I can say this is best airline company in Canada. Great service, free WiFi, free snack and drinks (including beer and wine). Seats were super comfy on the Embraer jet and I appreciated the folding try table too. Staff were excellent both legs of the trip.

Crew is ok. They offered food n drinks. Had difficulty connecting to wifi on board.

Tight transfer in Montreal. (15 min) However, we made it, as did my luggage.

Great. Porter is very efficient, welcoming, and organized. I fly Porter often.

Flight was smooth and comfortable. The crew were exceptional. Amanda, Nichole and Hershel were attentive to our every need. So friendly. My daughter and I were surprised at quality of service. Loved the double row seating. Snacks were delicious. We would definitely fly with Porter again. Flight PD 670 SFO to YYZ Thank you so much for the best flight experience we have had

The E195-E2 is a great aircraft! Leather seats, lots of legroom and SO quiet! The flight crew is terrific!

Check in was slow because of passenger ahead in Reserve line. Seats were somewhat uncomfortable.

Delayed by 2.5 hours. This happened previously on my flight from YOW to YVR on Dec. 26.2023. This is a terrible airline. The reason was there was lack of ground crew. This is a known event. AVOID PORTER AIRLINES IF YOU CAN. There is a reason half the plane was empty.

Flight delayed 6 hr. Looking for compensation and will claim for it.allow US people to fix to avoid huge delay having a canadian tech to fix it.

Book cheap flights from Chicago to Toronto

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Toronto found on KAYAK in the last 72 hours.
15/5Wed
directPorter Airlines
1h 42mMDW-YTZ
C$ 156
15/5Wed
directPorter Airlines
1h 42mMDW-YTZ
C$ 159
19/6Wed
directPorter Airlines
1h 42mMDW-YTZ
C$ 160
5/6Wed
directPorter Airlines
1h 42mMDW-YTZ
C$ 162
28/5Tue
directPorter Airlines
1h 42mMDW-YTZ
C$ 163
27/5Mon
directPorter Airlines
1h 42mMDW-YTZ
C$ 164
18/6Tue
directPorter Airlines
1h 42mMDW-YTZ
C$ 166
22/5Wed
directPorter Airlines
1h 42mMDW-YTZ
C$ 171
29/5Wed
2 stops
11h 10mMDW-YTZ
C$ 223
20/5Mon
1 stop
21h 54mMDW-YTZ
C$ 472

Search by stops

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Last minute flights from Midway to Toronto Island

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Toronto that are departing in the next 10 days.
26/4Fri
directPorter Airlines
1h 42mMDW-YTZ
24/5Fri
directPorter Airlines
1h 47mYTZ-MDW
C$ 557
26/4Fri
directPorter Airlines
1h 42mMDW-YTZ
23/5Thu
directPorter Airlines
1h 47mYTZ-MDW
C$ 586
25/4Thu
directPorter Airlines
1h 42mMDW-YTZ
22/5Wed
directPorter Airlines
1h 47mYTZ-MDW
C$ 606
27/4Sat
directPorter Airlines
1h 42mMDW-YTZ
23/5Thu
directPorter Airlines
1h 47mYTZ-MDW
C$ 613
26/4Fri
directPorter Airlines
1h 42mMDW-YTZ
19/5Sun
directPorter Airlines
1h 47mYTZ-MDW
C$ 615
27/4Sat
directPorter Airlines
1h 42mMDW-YTZ
21/5Tue
directPorter Airlines
1h 47mYTZ-MDW
C$ 626
25/4Thu
directPorter Airlines
1h 42mMDW-YTZ
23/5Thu
directPorter Airlines
1h 47mYTZ-MDW
C$ 635
27/4Sat
directPorter Airlines
1h 42mMDW-YTZ
1/5Wed
directPorter Airlines
1h 47mYTZ-MDW
C$ 643
25/4Thu
multi-stop
13h 56mMDW-YTZ
26/4Fri
direct
1h 47mYTZ-MDW
C$ 812
26/4Fri
direct
1h 42mMDW-YTZ
19/5Sun
multi-stop
24h 30mYTZ-MDW
C$ 1,151

Search by stops

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Search by price

Chicago Midway Airport - Toronto Island Flights

Departure:

Chicago Midway Airport (MDW)United States

Destination:

Toronto Island (YTZ)Canada

Return flight deals:

Toronto Island - Chicago Midway Airport

Cabin classes:

C$ 189

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