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Cheap flights from Chicago to Toronto Island Airport from $105

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 12/24. 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 am - 2:07 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$252Porter Airlines
Find Deal
Thu, Dec 12 - Sun, Dec 15
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$253Porter Airlines
Find Deal
Tue, Dec 24 - Tue, Dec 31
11:25 am - 2:07 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$254Porter Airlines
Find Deal
Thu, Dec 12 - Sun, Dec 15
7:20 am - 2:50 pmORD-YTZ
6h 30m1 stop
8:25 am - 2:45 pmYTZ-ORD
7h 20m1 stop
$289Air Canada
Find Deal
Tue, Dec 10 - Thu, Dec 12
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
Fri, Dec 13 - Wed, Dec 25
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
Fri, Dec 13 - Tue, Dec 24
2:00 pm - 8:43 pmORD-YTZ
5h 43m1 stop
10:25 am - 2:45 pmYTZ-ORD
5h 20m1 stop
$307Air Canada
Find Deal
Wed, Dec 11 - Tue, Dec 17
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$351Air Transat
Find Deal
Fri, Jan 31 - Sun, Feb 2
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$486APG Airlines
Find Deal
Fri, Jan 3 - Fri, Jan 10
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$490Air Transat
Find Deal
Tue, Apr 15 - Fri, Apr 18
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
$105Porter Airlines
Find Deal
Tue, Dec 24
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
$110Porter Airlines
Find Deal
Tue, Dec 24
11:25 am - 2:07 pmMDW-YTZ
1h 42mnonstop
$121Porter Airlines
Find Deal
Thu, Dec 19
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
$122Porter Airlines
Find Deal
Wed, Dec 18
10:29 am - 10:23 pmORD-YTZ
10h 54m2 stops
Wed, Dec 18
3:35 pm - 9:50 pmORD-YTZ
5h 15m1 stop
$149Air Canada
Find Deal
Fri, Jan 10
2:01 pm - 7:50 pmORD-YTZ
4h 49m1 stop
$152Air Canada
Find Deal
Sun, Jan 12
6:05 am - 8:05 pmORD-YTZ
13h 00m2 stops
Wed, Dec 18
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
$161Air Transat
Find Deal
Sat, Dec 21
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
$165Air Transat
Find Deal
Sun, Jan 5
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$484Porter Airlines
Find Deal
Mon, Nov 25 - Fri, Nov 29
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$491Porter Airlines
Find Deal
Mon, Nov 25 - Tue, Nov 26
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$501Porter Airlines
Find Deal
Sun, Nov 24 - Tue, Nov 26
5:00 am - 10:13 pmORD-YTZ
16h 13m2 stops
1:10 pm - 9:20 amYTZ-ORD
21h 10m2 stops
Fri, Nov 22 - Mon, Nov 25
7:28 am - 6:43 pmORD-YTZ
10h 15m1 stop
8:25 am - 2:45 pmYTZ-ORD
7h 20m1 stop
$546Air Canada
Find Deal
Sat, Nov 23 - Tue, Jan 28
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$546Porter Airlines
Find Deal
Sun, Nov 24 - Tue, Nov 26
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$558Porter Airlines
Find Deal
Fri, Nov 22 - Tue, Feb 18
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
Sun, Nov 24 - Tue, Nov 26
2:00 pm - 8:43 pmORD-YTZ
5h 43m1 stop
3:25 pm - 7:55 pmYTZ-ORD
5h 30m1 stop
$643Air Canada
Find Deal
Sun, Nov 24 - Tue, Nov 26
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$1,194Air Transat
Find Deal
Thu, Nov 21 - Fri, Nov 22
11:25 am - 2:07 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$252Porter Airlines
Find Deal
Thu, Dec 12 - Sun, Dec 15
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$253Porter Airlines
Find Deal
Tue, Dec 24 - Tue, Dec 31
11:25 am - 2:07 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$254Porter Airlines
Find Deal
Thu, Dec 12 - Sun, Dec 15
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$255Porter Airlines
Find Deal
Thu, Dec 12 - Sun, Dec 15
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$256Porter Airlines
Find Deal
Thu, Dec 12 - Sun, Dec 15
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
Fri, Dec 13 - Wed, Dec 25
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
Fri, Dec 13 - Tue, Dec 24
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$351Air Transat
Find Deal
Fri, Jan 31 - Sun, Feb 2
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$486APG Airlines
Find Deal
Fri, Jan 3 - Fri, Jan 10
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$490Air Transat
Find Deal
Tue, Apr 15 - Fri, Apr 18

Porter Airlines flights from Chicago to Toronto Island Airport

Our best Porter Airlines deals on Chicago to Toronto Island Airport flight tickets
Porter Airlines
Dec 12
MDW11:25 amChicago Midway
1h 42m
YTZ2:07 pmToronto Island
Dec 15
YTZ9:30 amToronto Island
1h 50m
MDW10:20 amChicago Midway
Porter Airlines
Dec 24
MDW11:15 amChicago Midway
1h 42m
YTZ1:57 pmToronto Island
Dec 31
YTZ9:30 amToronto Island
1h 50m
MDW10:20 amChicago Midway
Porter Airlines
Dec 12
MDW11:25 amChicago Midway
1h 42m
YTZ2:07 pmToronto Island
Dec 15
YTZ3:50 pmToronto Island
1h 50m
MDW4:40 pmChicago Midway

Air Canada flights from Chicago to Toronto Island Airport

Our best Air Canada deals on Chicago to Toronto Island Airport flight tickets
Air Canada
Dec 10
ORD7:20 amChicago O'Hare Intl
6h 30m
1 stop
YTZ2:50 pmToronto Island
Dec 12
YTZ8:25 amToronto Island
7h 20m
1 stop
ORD2:45 pmChicago O'Hare Intl
Air Canada
Dec 11
ORD2:00 pmChicago O'Hare Intl
5h 43m
1 stop
YTZ8:43 pmToronto Island
Dec 17
YTZ10:25 amToronto Island
5h 20m
1 stop
ORD2:45 pmChicago O'Hare Intl
Air Canada
Jan 17
ORD11:35 amChicago O'Hare Intl
5h 15m
1 stop
YTZ5:50 pmToronto Island
Jan 23
YTZ8:25 amToronto Island
7h 20m
1 stop
ORD2:45 pmChicago O'Hare Intl

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 cheapest month to fly from Chicago to Toronto Island Airport?

February. The cheapest time of year to fly to Toronto Island Airport from Chicago is February. Most expensive is July

What is the cheapest day to depart Chicago for Toronto Island Airport?

Tuesday. The cheapest day of the week is typically Tuesday. The most expensive is typically Friday

When is the cheapest time to fly from Chicago to Toronto Island Airport?

In the morning. Chicago to Toronto Island Airport flights are approximately 15% more expensive in the evening than in the morning

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

No. A direct flight is the cheapest option for a flight between Chicago to Toronto Island Airport.

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

$105

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 $105. The best round-trip flight deal from Chicago to Toronto Island Airport found on momondo in the last 72 hours is $252.
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 434.2 mi between Chicago and Toronto Island. In terms of flight time, this usually takes a little over 1h 42m.

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

    Prices for flights from Chicago to Toronto Island Airport refresh 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 a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Toronto Island Airport.

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

    The travel and health documents required for your trip to Toronto Island Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Toronto Island Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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

  • What is the most popular airline 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 $203Free CancellationRating
7.8
286 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 $276, but momondo users have found Porter Airlines deals from Chicago to Toronto Island Airport from as low as $203 round-trip. Porter Airlines has been scored 7.8/10 in 286 reviews.


Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Toronto. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. momondo allows you to filter the results for Chicago to Toronto flights to just show those with flexible booking policies.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Toronto from Chicago.

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

Price alerts on flights to Toronto from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


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