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Cheap flights from Chicago to Toronto Island Airport from C$ 169

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Toronto Island Airport departing on 21/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago to Toronto

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Toronto that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Toronto.

Cheap last-minute flights

Planning a quick getaway from Chicago to Toronto? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Toronto, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Toronto

Find recent round-trip train or bus tickets from Chicago to Toronto.

All round-trip flight deals to Toronto

The cheapest plane tickets to Toronto found on KAYAK recently.
11:25 a.m. - 2:07 p.m.MDW-YTZ
1h 42mdirect
3:50 p.m. - 4:40 p.m.YTZ-MDW
1h 50mdirect
C$ 355Porter Airlines
Find Deal
Thu, 12 Dec - Sun, 15 Dec
11:25 a.m. - 2:07 p.m.MDW-YTZ
1h 42mdirect
9:30 a.m. - 10:20 a.m.YTZ-MDW
1h 50mdirect
C$ 356Porter Airlines
Find Deal
Thu, 12 Dec - Sun, 15 Dec
5:35 p.m. - 8:17 p.m.MDW-YTZ
1h 42mdirect
3:50 p.m. - 4:40 p.m.YTZ-MDW
1h 50mdirect
C$ 358Porter Airlines
Find Deal
Thu, 12 Dec - Sun, 15 Dec
11:25 a.m. - 2:07 p.m.MDW-YTZ
1h 42mdirect
3:50 p.m. - 4:40 p.m.YTZ-MDW
1h 50mdirect
C$ 371Porter Airlines
Find Deal
Thu, 12 Dec - Sun, 15 Dec
7:20 a.m. - 2:50 p.m.ORD-YTZ
6h 30m1 stop
8:25 a.m. - 2:45 p.m.YTZ-ORD
7h 20m1 stop
C$ 404Air Canada
Find Deal
Tue, 10 Dec - Thu, 12 Dec
6:37 p.m. - 10:40 a.m.ORD-YTZ
15h 03m1 stop
2:00 p.m. - 12:34 a.m.YTZ-ORD
11h 34m1 stop
C$ 422
Find Deal
Wed, 11 Dec - Tue, 17 Dec
2:00 p.m. - 8:43 p.m.ORD-YTZ
5h 43m1 stop
10:25 a.m. - 2:45 p.m.YTZ-ORD
5h 20m1 stop
C$ 429Air Canada
Find Deal
Wed, 11 Dec - Tue, 17 Dec
6:37 p.m. - 12:58 p.m.ORD-YTZ
17h 21m2 stops
8:25 a.m. - 2:45 p.m.YTZ-ORD
7h 20m1 stop
C$ 430
Find Deal
Tue, 10 Dec - Thu, 12 Dec
5:35 p.m. - 8:17 p.m.MDW-YTZ
1h 42mdirect
3:50 p.m. - 4:40 p.m.YTZ-MDW
1h 50mdirect
C$ 782Air Transat
Find Deal
Sun, 20 Apr - Tue, 22 Apr
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
C$ 811Air Transat
Find Deal
Sat, 11 Jan - Sun, 12 Jan
5:35 p.m. - 8:17 p.m.MDW-YTZ
1h 42mdirect
C$ 169Porter Airlines
Find Deal
Sat, 21 Dec
5:35 p.m. - 8:17 p.m.MDW-YTZ
1h 42mdirect
C$ 179Porter Airlines
Find Deal
Fri, 20 Dec
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 190Porter Airlines
Find Deal
Mon, 13 Jan
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 191Porter Airlines
Find Deal
Thu, 16 Jan
5:35 p.m. - 8:17 p.m.MDW-YTZ
1h 42mdirect
C$ 193Porter Airlines
Find Deal
Thu, 2 Jan
3:35 p.m. - 9:50 p.m.ORD-YTZ
5h 15m1 stop
C$ 208Air Canada
Find Deal
Fri, 10 Jan
3:35 p.m. - 9:50 p.m.ORD-YTZ
5h 15m1 stop
C$ 212Air Canada
Find Deal
Thu, 16 Jan
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 215Porter Airlines
Find Deal
Sun, 23 Feb
7:53 p.m. - 6:53 p.m.ORD-YTZ
22h 00m2 stops
C$ 219
Find Deal
Thu, 19 Dec
2:00 p.m. - 8:43 p.m.ORD-YTZ
5h 43m1 stop
C$ 228Air Canada
Find Deal
Wed, 4 Dec
11:15 a.m. - 1:57 p.m.MDW-YTZ
1h 42mdirect
9:30 a.m. - 10:20 a.m.YTZ-MDW
1h 50mdirect
C$ 645Porter Airlines
Find Deal
Tue, 26 Nov - Thu, 28 Nov
11:15 a.m. - 1:57 p.m.MDW-YTZ
1h 42mdirect
9:30 a.m. - 10:20 a.m.YTZ-MDW
1h 50mdirect
C$ 681Porter Airlines
Find Deal
Tue, 26 Nov - Thu, 28 Nov
11:15 a.m. - 1:57 p.m.MDW-YTZ
1h 42mdirect
3:50 p.m. - 4:40 p.m.YTZ-MDW
1h 50mdirect
C$ 725
Find Deal
Sun, 24 Nov - Fri, 29 Nov
11:15 a.m. - 1:57 p.m.MDW-YTZ
1h 42mdirect
9:30 a.m. - 10:20 a.m.YTZ-MDW
1h 50mdirect
C$ 732Porter Airlines
Find Deal
Tue, 26 Nov - Fri, 29 Nov
11:15 a.m. - 1:57 p.m.MDW-YTZ
1h 42mdirect
9:30 a.m. - 10:20 a.m.YTZ-MDW
1h 50mdirect
C$ 768Porter Airlines
Find Deal
Sun, 24 Nov - Tue, 26 Nov
11:15 a.m. - 1:57 p.m.MDW-YTZ
1h 42mdirect
11:10 a.m. - 12:00 p.m.YTZ-MDW
1h 50mdirect
C$ 806Porter Airlines
Find Deal
Tue, 26 Nov - Sat, 30 Nov
5:41 p.m. - 6:53 p.m.ORD-YTZ
24h 12m3 stops
1:10 p.m. - 9:20 a.m.YTZ-ORD
21h 10m2 stops
C$ 855
Find Deal
Sat, 23 Nov - Mon, 25 Nov
3:35 p.m. - 9:50 p.m.ORD-YTZ
5h 15m1 stop
8:50 a.m. - 12:58 p.m.YTZ-ORD
5h 08m1 stop
C$ 859Air Canada
Find Deal
Tue, 26 Nov - Fri, 29 Nov
12:55 p.m. - 3:37 p.m.MDW-YTZ
1h 42mdirect
3:50 p.m. - 4:40 p.m.YTZ-MDW
1h 50mdirect
C$ 874Air Transat
Find Deal
Sat, 23 Nov - Sun, 24 Nov
11:35 a.m. - 7:50 p.m.ORD-YTZ
7h 15m1 stop
8:50 a.m. - 6:36 p.m.YTZ-ORD
10h 46m1 stop
C$ 877Air Canada
Find Deal
Tue, 26 Nov - Sat, 30 Nov
11:25 a.m. - 2:07 p.m.MDW-YTZ
1h 42mdirect
3:50 p.m. - 4:40 p.m.YTZ-MDW
1h 50mdirect
C$ 355Porter Airlines
Find Deal
Thu, 12 Dec - Sun, 15 Dec
11:25 a.m. - 2:07 p.m.MDW-YTZ
1h 42mdirect
9:30 a.m. - 10:20 a.m.YTZ-MDW
1h 50mdirect
C$ 356Porter Airlines
Find Deal
Thu, 12 Dec - Sun, 15 Dec
5:35 p.m. - 8:17 p.m.MDW-YTZ
1h 42mdirect
3:50 p.m. - 4:40 p.m.YTZ-MDW
1h 50mdirect
C$ 358Porter Airlines
Find Deal
Thu, 12 Dec - Sun, 15 Dec
11:25 a.m. - 2:07 p.m.MDW-YTZ
1h 42mdirect
3:50 p.m. - 4:40 p.m.YTZ-MDW
1h 50mdirect
C$ 371Porter Airlines
Find Deal
Thu, 12 Dec - Sun, 15 Dec
11:15 a.m. - 1:57 p.m.MDW-YTZ
1h 42mdirect
9:30 a.m. - 10:20 a.m.YTZ-MDW
1h 50mdirect
C$ 374Porter Airlines
Find Deal
Sun, 15 Dec - Tue, 17 Dec
5:35 p.m. - 8:17 p.m.MDW-YTZ
1h 42mdirect
9:30 a.m. - 10:20 a.m.YTZ-MDW
1h 50mdirect
C$ 376Porter Airlines
Find Deal
Thu, 12 Dec - Sun, 15 Dec
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
C$ 440
Find Deal
Thu, 16 Jan - Mon, 20 Jan
5:35 p.m. - 8:17 p.m.MDW-YTZ
1h 42mdirect
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
C$ 726Air Transat
Find Deal
Sat, 4 Jan - Sat, 11 Jan
5:35 p.m. - 8:17 p.m.MDW-YTZ
1h 42mdirect
3:50 p.m. - 4:40 p.m.YTZ-MDW
1h 50mdirect
C$ 782Air Transat
Find Deal
Sun, 20 Apr - Tue, 22 Apr
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
C$ 811Air Transat
Find Deal
Sat, 11 Jan - Sun, 12 Jan

Air Canada flights from Chicago to Toronto Island Airport

Our best Air Canada deals on Chicago to Toronto Island Airport flight tickets
Air Canada
10 Dec
ORD7:20 a.m.Chicago O'Hare Intl
6h 30m
1 stop
YTZ2:50 p.m.Toronto Island
12 Dec
YTZ8:25 a.m.Toronto Island
7h 20m
1 stop
ORD2:45 p.m.Chicago O'Hare Intl
Air Canada
11 Dec
ORD2:00 p.m.Chicago O'Hare Intl
5h 43m
1 stop
YTZ8:43 p.m.Toronto Island
17 Dec
YTZ10:25 a.m.Toronto Island
5h 20m
1 stop
ORD2:45 p.m.Chicago O'Hare Intl
Air Canada
12 Dec
ORD2:00 p.m.Chicago O'Hare Intl
5h 43m
1 stop
YTZ8:43 p.m.Toronto Island
15 Dec
YTZ3:25 p.m.Toronto Island
5h 30m
1 stop
ORD7:55 p.m.Chicago O'Hare Intl

Porter Airlines flights from Chicago to Toronto Island Airport

Our best Porter Airlines deals on Chicago to Toronto Island Airport flight tickets
Porter Airlines
12 Dec
MDW11:25 a.m.Chicago Midway
1h 42m
YTZ2:07 p.m.Toronto Island
15 Dec
YTZ3:50 p.m.Toronto Island
1h 50m
MDW4:40 p.m.Chicago Midway
Porter Airlines
12 Dec
MDW11:25 a.m.Chicago Midway
1h 42m
YTZ2:07 p.m.Toronto Island
15 Dec
YTZ9:30 a.m.Toronto Island
1h 50m
MDW10:20 a.m.Chicago Midway
Porter Airlines
12 Dec
MDW5:35 p.m.Chicago Midway
1h 42m
YTZ8:17 p.m.Toronto Island
15 Dec
YTZ3:50 p.m.Toronto Island
1h 50m
MDW4:40 p.m.Chicago Midway

See travel insights to Toronto from

How to get the cheapest flight ticket from Chicago to Toronto Island Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago and Toronto Island Airport?

What is the cheapest month to fly to Toronto Island Airport?

The cheapest month to fly to Toronto Island Airport from Chicago is in February. Flight prices, which tend to average around C$ 311, are often lower during this time because this is during the off-season. If you aren’t able to travel to Toronto Island Airport during the month of February, then flying in October is also cheap. Prices for this month can be found on momondo for an average of C$ 334.

What is the cheapest day to depart on your flight to Toronto Island Airport?

On average, the least expensive day to fly to Toronto Island Airport from Chicago is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as C$ 0. However, this price may fluctuate depending on the airline, the season, and holidays. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around C$ 513. These prices are subject to change though, so be sure to set up a Price Alert for flights to Toronto Island Airport.

What is the cheapest time of day to depart on your flight to Toronto Island Airport?

Flying to Toronto Island Airport from Chicago at noon is the least expensive time of day to depart. momondo users have found prices as low as C$ 0 when looking at flights departing at noon. In contrast, the most expensive time of day to depart to Toronto Island Airport is in the morning when prices are around C$ 439.

What is the cheapest Chicago to Toronto Island flight route?

Fly from Chicago Midway to Toronto Island for the best Chicago - Toronto Island flight prices

What cabin class options are available on Chicago to Toronto Island flights?

There are 2 cabin classes available to choose from on Chicago to Toronto Island flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Toronto Island Airport flights?

You could potentially save up to 4% on your flight if you consider stops on a Chicago to Toronto Island Airport flight.

When to book flights from Chicago to Toronto Island Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Toronto Island Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Toronto Island Airport (CHI to YTZ) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Toronto Island Airport

Best price found

C$ 169

Fastest flight time

1h 42m

Direct flights

Every day
The best one-way flight to Toronto Island Airport from Chicago in the past 72 hours is C$ 169. The best round-trip flight deal from Chicago to Toronto Island Airport found on momondo in the last 72 hours is C$ 355.
The fastest flight from Chicago to Toronto Island Airport takes 1h 42m
Direct flights go from Chicago to Toronto Island Airport every day.

  • How far is Chicago to Toronto Island by plane?

    There are 698.8 km between Chicago and Toronto Island. Flights usually cover this in 1h 42m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago to Toronto Island Airport?

    Prices for flights from Chicago to Toronto Island Airport are updated daily.

  • How many operators does momondo search for flights from Chicago to Toronto Island Airport?

  • How old do you have to be to fly from Chicago to Toronto Island Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Toronto Island Airport.

  • What documentation or ID do you need to fly to Toronto Island Airport?

    The necessary travel and health documents for your Toronto Island Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago to Toronto Island Airport?


Best airlines flying from Chicago to Toronto Island Airport

Compare and see reviews for airlines that fly from Chicago to Toronto Island Airport with momondo
Airline
Rating
Free Cancellation
Price
Porter AirlinesPriceFrom C$ 304Free CancellationRating
7.8
288 reviews
Search Porter Airlines flights
  • Porter Airlines Flights From Chicago to Toronto Island Airport

    Porter Airlines operates around 10 flights from Chicago to Toronto Island Airport every week. The average price of these flights found in the last 72 hours has been C$ 304, but momondo users have found Porter Airlines deals from Chicago to Toronto Island Airport from as low as C$ 218 round-trip. Porter Airlines has been scored 7.8/10 in 288 reviews.


Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Toronto?

It is quick and easy to find Chicago to Toronto flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Toronto that suits you.

Can I find flights from Chicago to Toronto with flexible booking policies on momondo?

All flight searches from Chicago to Toronto on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Chicago to Toronto?

momondo helps you find the best flight between Chicago and Toronto by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Toronto right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Toronto flights. All you need is a valid email address and we will do the rest; it is that quick and easy.


An easier way to manage your Toronto Island Airport trip

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