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Cheap flights from Chicago to Toronto Island Airport from C$ 175

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 16/2. 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.
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$ 377Porter Airlines
Find Deal
Sat, 15 Feb - Mon, 17 Feb
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$ 378Porter Airlines
Find Deal
Thu, 13 Feb - Sun, 16 Feb
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$ 380Porter Airlines
Find Deal
Fri, 14 Feb - Mon, 17 Feb
5:30 a.m. - 4:48 p.m.MDW-YTZ
10h 18m2 stops
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
C$ 403
Find Deal
Fri, 17 Jan - Mon, 20 Jan
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$ 407
Find Deal
Thu, 13 Feb - Sun, 16 Feb
1:55 p.m. - 8:43 p.m.ORD-YTZ
5h 48m1 stop
3:25 p.m. - 7:55 p.m.YTZ-ORD
5h 30m1 stop
C$ 518Air Canada
Find Deal
Wed, 22 Jan - Sun, 26 Jan
3:35 p.m. - 9:50 p.m.ORD-YTZ
5h 15m1 stop
8:25 a.m. - 2:45 p.m.YTZ-ORD
7h 20m1 stop
C$ 525Air Canada
Find Deal
Thu, 23 Jan - Thu, 30 Jan
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$ 677APG Airlines
Find Deal
Fri, 7 Feb - Fri, 14 Feb
11:15 a.m. - 1:57 p.m.MDW-YTZ
1h 42mdirect
10:45 a.m. - 11:35 a.m.YTZ-MDW
1h 50mdirect
C$ 889Air Transat
Find Deal
Wed, 4 Jun - Sat, 14 Jun
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$ 890Air Transat
Find Deal
Fri, 2 May - Tue, 6 May
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 175Porter Airlines
Find Deal
Sun, 16 Feb
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 197Porter Airlines
Find Deal
Mon, 27 Jan
1:24 p.m. - 8:30 p.m.ORD-YTZ
6h 06m1 stop
C$ 198
Find Deal
Wed, 8 Jan
7:10 a.m. - 10:23 p.m.ORD-YTZ
14h 13m2 stops
C$ 200
Find Deal
Wed, 12 Feb
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 201Porter Airlines
Find Deal
Thu, 23 Jan
9:54 p.m. - 9:25 p.m.ORD-YTZ
22h 31m2 stops
C$ 201
Find Deal
Wed, 8 Jan
2:01 p.m. - 7:50 p.m.ORD-YTZ
4h 49m1 stop
C$ 229Air Canada
Find Deal
Tue, 28 Jan
1:55 p.m. - 8:43 p.m.ORD-YTZ
5h 48m1 stop
C$ 252Air Canada
Find Deal
Mon, 6 Jan
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 270Air Transat
Find Deal
Fri, 21 Feb
11:15 a.m. - 1:57 p.m.MDW-YTZ
1h 42mdirect
C$ 308Air Transat
Find Deal
Mon, 31 Mar
5:35 p.m. - 8:17 p.m.MDW-YTZ
1h 42mdirect
9:40 a.m. - 10:30 a.m.YTZ-MDW
1h 50mdirect
C$ 700Porter Airlines
Find Deal
Mon, 30 Dec - Sat, 4 Jan
5:52 p.m. - 6:53 p.m.MDW-YTZ
24h 01m2 stops
3:50 p.m. - 4:40 p.m.YTZ-MDW
1h 50mdirect
C$ 707
Find Deal
Sun, 29 Dec - Thu, 2 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$ 715Porter Airlines
Find Deal
Sun, 29 Dec - Thu, 2 Jan
11:15 a.m. - 1:57 p.m.MDW-YTZ
1h 42mdirect
9:40 a.m. - 10:30 a.m.YTZ-MDW
1h 50mdirect
C$ 718Porter Airlines
Find Deal
Fri, 27 Dec - Sat, 4 Jan
5:35 p.m. - 8:17 p.m.MDW-YTZ
1h 42mdirect
10:20 a.m. - 11:10 a.m.YTZ-MDW
1h 50mdirect
C$ 719Porter Airlines
Find Deal
Mon, 30 Dec - Thu, 2 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$ 726Porter Airlines
Find Deal
Sat, 28 Dec - Fri, 3 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$ 749
Find Deal
Sun, 29 Dec - Thu, 2 Jan
7:20 a.m. - 2:50 p.m.ORD-YTZ
6h 30m1 stop
3:25 p.m. - 7:55 p.m.YTZ-ORD
5h 30m1 stop
C$ 914Air Canada
Find Deal
Thu, 26 Dec - Tue, 31 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$ 1,034Air Transat
Find Deal
Sun, 29 Dec - Tue, 31 Dec
11:35 a.m. - 5:50 p.m.ORD-YTZ
5h 15m1 stop
10:25 a.m. - 2:45 p.m.YTZ-ORD
5h 20m1 stop
C$ 1,054Air Canada
Find Deal
Fri, 27 Dec - Sun, 29 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$ 377Porter Airlines
Find Deal
Sat, 15 Feb - Mon, 17 Feb
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$ 382Porter Airlines
Find Deal
Fri, 14 Feb - Mon, 17 Feb
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$ 388Porter Airlines
Find Deal
Thu, 13 Feb - Sun, 16 Feb
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$ 407
Find Deal
Thu, 13 Feb - Sun, 16 Feb
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$ 410Porter Airlines
Find Deal
Wed, 22 Jan - Wed, 29 Jan
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$ 414Porter Airlines
Find Deal
Thu, 23 Jan - Thu, 30 Jan
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$ 416Porter Airlines
Find Deal
Wed, 22 Jan - Sun, 26 Jan
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$ 677APG Airlines
Find Deal
Fri, 7 Feb - Fri, 14 Feb
11:15 a.m. - 1:57 p.m.MDW-YTZ
1h 42mdirect
10:45 a.m. - 11:35 a.m.YTZ-MDW
1h 50mdirect
C$ 889Air Transat
Find Deal
Wed, 4 Jun - Sat, 14 Jun
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$ 890Air Transat
Find Deal
Fri, 2 May - Tue, 6 May

Porter Airlines flights from Chicago to Toronto Island Airport

Our best Porter Airlines deals on Chicago to Toronto Island Airport flight tickets
Porter Airlines
15 Feb
MDW1:05 p.m.Chicago Midway
1h 42m
YTZ3:47 p.m.Toronto Island
17 Feb
YTZ11:20 a.m.Toronto Island
1h 50m
MDW12:10 p.m.Chicago Midway
Porter Airlines
13 Feb
MDW1:05 p.m.Chicago Midway
1h 42m
YTZ3:47 p.m.Toronto Island
16 Feb
YTZ11:20 a.m.Toronto Island
1h 50m
MDW12:10 p.m.Chicago Midway
Porter Airlines
14 Feb
MDW1:05 p.m.Chicago Midway
1h 42m
YTZ3:47 p.m.Toronto Island
17 Feb
YTZ11:20 a.m.Toronto Island
1h 50m
MDW12:10 p.m.Chicago Midway

Air Transat flights from Chicago to Toronto Island Airport

Our best Air Transat deals on Chicago to Toronto Island Airport flight tickets
Air Transat
4 Jun
MDW11:15 a.m.Chicago Midway
1h 42m
YTZ1:57 p.m.Toronto Island
14 Jun
YTZ10:45 a.m.Toronto Island
1h 50m
MDW11:35 a.m.Chicago Midway
Air Transat
2 May
MDW11:15 a.m.Chicago Midway
1h 42m
YTZ1:57 p.m.Toronto Island
6 May
YTZ9:30 a.m.Toronto Island
1h 50m
MDW10:20 a.m.Chicago Midway
Air Transat
12 Feb
MDW1:05 p.m.Chicago Midway
1h 42m
YTZ3:47 p.m.Toronto Island
19 Feb
YTZ11:20 a.m.Toronto Island
1h 50m
MDW12:10 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$ 321, 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$ 344.

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$ 528. 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$ 452.

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 13% 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$ 175

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$ 175. The best round-trip flight deal from Chicago to Toronto Island Airport found on momondo in the last 72 hours is C$ 377.
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$ 314Free CancellationRating
7.9
282 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 7.9/10 in 282 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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