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Cheap flights from Chicago to Toronto Island Airport from $92

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 3/25. 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 from Chicago to Toronto

The cheapest plane tickets from Chicago to Toronto found on KAYAK recently.
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$200Porter Airlines
Find Deal
Sat, Feb 15 - Sun, Feb 23
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$201Porter Airlines
Find Deal
Fri, Mar 21 - Sun, Mar 23
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$204Porter Airlines
Find Deal
Thu, Mar 6 - Thu, Mar 13
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$205Porter Airlines
Find Deal
Mon, Mar 3 - Mon, Mar 10
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
Thu, Feb 13 - Sun, Feb 16
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
Thu, Feb 13 - Sun, Feb 16
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$248Air Transat
Find Deal
Thu, Mar 27 - Fri, Mar 28
3:35 pm - 9:50 pmORD-YTZ
5h 15m1 stop
3:25 pm - 7:55 pmYTZ-ORD
5h 30m1 stop
$256Air Canada
Find Deal
Mon, Mar 3 - Mon, Mar 10
11:35 am - 5:50 pmORD-YTZ
5h 15m1 stop
3:25 pm - 7:55 pmYTZ-ORD
5h 30m1 stop
$264Air Canada
Find Deal
Sat, Mar 1 - Mon, Mar 3
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
10:45 am - 11:35 amYTZ-MDW
1h 50mnonstop
$327Air Transat
Find Deal
Fri, May 23 - Sun, May 25
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
$92Porter Airlines
Find Deal
Tue, Mar 25
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
$93Porter Airlines
Find Deal
Wed, Feb 19
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
$94Porter Airlines
Find Deal
Wed, Feb 19
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
$96Porter Airlines
Find Deal
Thu, Mar 13
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
$97Porter Airlines
Find Deal
Sun, Mar 2
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
$99Porter Airlines
Find Deal
Fri, Feb 14
11:35 am - 5:50 pmORD-YTZ
5h 15m1 stop
$111Air Canada
Find Deal
Mon, Feb 17
1:56 pm - 8:37 pmORD-YTZ
5h 41m1 stop
$114Air Canada
Find Deal
Thu, Apr 17
7:26 am - 6:53 pmORD-YTZ
34h 27m2 stops
Sun, Feb 2
11:35 am - 5:50 pmORD-YTZ
5h 15m1 stop
$118Air Canada
Find Deal
Tue, Mar 18
8:45 am - 6:53 pmMDW-YTZ
33h 08m2 stops
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
Sun, Jan 26 - Sun, Mar 2
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$380Porter Airlines
Find Deal
Sun, Jan 26 - Sun, Mar 2
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$404Porter Airlines
Find Deal
Sun, Jan 26 - Sun, Feb 9
7:00 am - 10:23 pmORD-YTZ
14h 23m3 stops
1:05 pm - 12:39 pmYTZ-ORD
24h 34m3 stops
Fri, Jan 24 - Mon, Feb 3
8:45 am - 4:48 pmMDW-YTZ
31h 03m2 stops
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
Sun, Jan 26 - Sun, Feb 2
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$426Porter Airlines
Find Deal
Mon, Jan 27 - Sun, Feb 2
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$427Porter Airlines
Find Deal
Sun, Jan 26 - Sun, Feb 2
11:35 am - 5:50 pmORD-YTZ
5h 15m1 stop
8:25 am - 2:45 pmYTZ-ORD
7h 20m1 stop
$587Air Canada
Find Deal
Tue, Jan 28 - Wed, Jan 29
3:35 pm - 9:50 pmORD-YTZ
5h 15m1 stop
8:25 am - 2:45 pmYTZ-ORD
7h 20m1 stop
$608Air Canada
Find Deal
Tue, Jan 28 - Thu, Jan 30
2:01 pm - 7:50 pmORD-YTZ
4h 49m1 stop
3:25 pm - 7:55 pmYTZ-ORD
5h 30m1 stop
$619Air Canada
Find Deal
Sat, Jan 25 - Mon, Jan 27
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$200Porter Airlines
Find Deal
Sat, Feb 15 - Sun, Feb 23
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$201Porter Airlines
Find Deal
Fri, Feb 28 - Sun, Mar 2
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$204Porter Airlines
Find Deal
Mon, Mar 3 - Mon, Mar 10
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$205Porter Airlines
Find Deal
Mon, Mar 3 - Mon, Mar 10
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$206Porter Airlines
Find Deal
Mon, Mar 3 - Mon, Mar 10
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$208Porter Airlines
Find Deal
Thu, Feb 13 - Sun, Feb 16
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
Thu, Feb 13 - Sun, Feb 16
12:55 pm - 3:37 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$239Air Transat
Find Deal
Sat, Mar 29 - Thu, Apr 3
12:55 pm - 3:37 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$240Air Transat
Find Deal
Sat, Mar 29 - Mon, Mar 31
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$276Air Transat
Find Deal
Fri, Feb 14 - Mon, Feb 17

Air Transat flights from Chicago to Toronto Island Airport

Our best Air Transat deals on Chicago to Toronto Island Airport flight tickets
Air Transat
Mar 27
MDW11:15 amChicago Midway
1h 42m
YTZ1:57 pmToronto Island
Mar 28
YTZ9:30 amToronto Island
1h 50m
MDW10:20 amChicago Midway
Air Transat
May 23
MDW11:15 amChicago Midway
1h 42m
YTZ1:57 pmToronto Island
May 25
YTZ10:45 amToronto Island
1h 50m
MDW11:35 amChicago Midway
Air Transat
May 14
MDW11:15 amChicago Midway
1h 42m
YTZ1:57 pmToronto Island
May 16
YTZ3:30 pmToronto Island
1h 50m
MDW4:20 pmChicago Midway

Porter Airlines flights from Chicago to Toronto Island Airport

Our best Porter Airlines deals on Chicago to Toronto Island Airport flight tickets
Porter Airlines
Feb 15
MDW1:05 pmChicago Midway
1h 42m
YTZ3:47 pmToronto Island
Feb 23
YTZ11:20 amToronto Island
1h 50m
MDW12:10 pmChicago Midway
Porter Airlines
Mar 21
MDW5:35 pmChicago Midway
1h 42m
YTZ8:17 pmToronto Island
Mar 23
YTZ9:30 amToronto Island
1h 50m
MDW10:20 amChicago Midway
Porter Airlines
Mar 6
MDW5:35 pmChicago Midway
1h 42m
YTZ8:17 pmToronto Island
Mar 13
YTZ3:50 pmToronto Island
1h 50m
MDW4:40 pmChicago 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 cheapest month to fly to Toronto Island Airport?

If you aren’t able to travel during the month of October, then book flights to Toronto Island Airport from Chicago during March instead. Flights to Toronto Island Airport in March, while not as cheap as those in October, still average around $246.

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

The cheapest day to depart on your flight to Toronto Island Airport is on a Friday when prices can be found for as low as $286. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $357. 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?

Our data shows that the cheapest Chicago to Toronto Island Airport flights are usually those with departure times in the morning. Our users have found flights to Toronto Island Airport in the morning for as low as $296. In contrast, the most expensive time of day to depart to Toronto Island Airport is in the evening when prices are around $311.

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 3 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.

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

$92

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 $92. The best round-trip flight deal from Chicago to Toronto Island Airport found on momondo in the last 72 hours is $200.
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 $233Free CancellationRating
7.9
277 reviews
Search Porter Airlines flights
  • Porter Airlines Flights From Chicago to Toronto Island Airport

    Porter Airlines operates around 6 flights from Chicago to Toronto Island Airport every week. The average price of these flights found in the last 72 hours has been $285, but momondo users have found Porter Airlines deals from Chicago to Toronto Island Airport from as low as $233 round-trip. Porter Airlines has been scored 7.9/10 in 277 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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