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Cheap flights from Illinois to Toronto from C$ 99

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Toronto departing on 15/9. 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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Cheap round-trip flights

Porter Airlines Logo
5:20 p.m. - 8:02 p.m.MDW-YTZ
1h 42mdirect
Porter Airlines Logo
7:50 a.m. - 8:39 a.m.YTZ-MDW
1h 49mdirect
C$ 242Porter Airlines
Find Deal
Wed, 24 Sep - Sun, 28 Sep
Porter Airlines Logo
9:35 a.m. - 12:17 p.m.MDW-YTZ
1h 42mdirect
Porter Airlines Logo
7:50 a.m. - 8:39 a.m.YTZ-MDW
1h 49mdirect
C$ 244Porter Airlines
Find Deal
Thu, 2 Oct - Sun, 5 Oct
Porter Airlines Logo
5:20 p.m. - 8:02 p.m.MDW-YTZ
1h 42mdirect
Porter Airlines Logo
3:35 p.m. - 4:24 p.m.YTZ-MDW
1h 49mdirect
C$ 245Porter Airlines
Find Deal
Tue, 14 Oct - Wed, 15 Oct
Porter Airlines Logo
5:20 p.m. - 8:02 p.m.MDW-YTZ
1h 42mdirect
Porter Airlines Logo
7:50 a.m. - 8:39 a.m.YTZ-MDW
1h 49mdirect
C$ 247Porter Airlines
Find Deal
Tue, 30 Sep - Tue, 7 Oct
Porter Airlines Logo
4:15 p.m. - 6:57 p.m.MDW-YTZ
1h 42mdirect
Porter Airlines Logo
9:15 a.m. - 10:05 a.m.YTZ-MDW
1h 50mdirect
C$ 256Porter Airlines
Find Deal
Tue, 4 Nov - Fri, 7 Nov
Air Canada Logo
10:40 a.m. - 4:45 p.m.ORD-YTZ
5h 05m1 stop
Air Canada Logo
10:25 a.m. - 2:48 p.m.YTZ-ORD
5h 23m1 stop
C$ 286Air Canada
Find Deal
Wed, 15 Oct - Wed, 22 Oct
Logo
5:20 p.m. - 8:02 p.m.MDW-YTZ
1h 42mdirect
Logo
7:50 a.m. - 8:39 a.m.YTZ-MDW
1h 49mdirect
C$ 292
Find Deal
Tue, 23 Sep - Thu, 25 Sep
Air Canada Logo
10:40 a.m. - 5:45 p.m.ORD-YTZ
6h 05m1 stop
Air Canada Logo
10:25 a.m. - 2:48 p.m.YTZ-ORD
5h 23m1 stop
C$ 296Air Canada
Find Deal
Wed, 15 Oct - Wed, 22 Oct
Logo
9:35 a.m. - 12:17 p.m.MDW-YTZ
1h 42mdirect
Logo
3:35 p.m. - 4:24 p.m.YTZ-MDW
1h 49mdirect
C$ 302
Find Deal
Thu, 16 Oct - Thu, 23 Oct
Air Transat Logo
5:20 p.m. - 8:02 p.m.MDW-YTZ
1h 42mdirect
Air Transat Logo
2:30 p.m. - 3:20 p.m.YTZ-MDW
1h 50mdirect
C$ 340Air Transat
Find Deal
Thu, 23 Oct - Sun, 26 Oct

Air Canada flights from Illinois to Toronto Island Airport

Our best Air Canada deals on Illinois to Toronto Island Airport flight tickets
Air Canada
15 Oct
ORD10:40 a.m.Chicago O'Hare Intl
5h 05m
1 stop
YTZ4:45 p.m.Toronto Island
22 Oct
YTZ10:25 a.m.Toronto Island
5h 23m
1 stop
ORD2:48 p.m.Chicago O'Hare Intl
C$ 286
Find similar
Air Canada
15 Oct
ORD10:40 a.m.Chicago O'Hare Intl
6h 05m
1 stop
YTZ5:45 p.m.Toronto Island
22 Oct
YTZ10:25 a.m.Toronto Island
5h 23m
1 stop
ORD2:48 p.m.Chicago O'Hare Intl
C$ 296
Find similar
Air Canada
12 Oct
ORD8:40 a.m.Chicago O'Hare Intl
5h 05m
1 stop
YTZ2:45 p.m.Toronto Island
16 Oct
YTZ12:25 p.m.Toronto Island
8h 46m
1 stop
ORD8:11 p.m.Chicago O'Hare Intl
C$ 303
Find similar

Porter Airlines flights from Illinois to Toronto Island Airport

Our best Porter Airlines deals on Illinois to Toronto Island Airport flight tickets
Porter Airlines
24 Sep
MDW5:20 p.m.Chicago Midway
1h 42m
YTZ8:02 p.m.Toronto Island
28 Sep
YTZ7:50 a.m.Toronto Island
1h 49m
MDW8:39 a.m.Chicago Midway
C$ 242
Find similar
Porter Airlines
2 Oct
MDW9:35 a.m.Chicago Midway
1h 42m
YTZ12:17 p.m.Toronto Island
5 Oct
YTZ7:50 a.m.Toronto Island
1h 49m
MDW8:39 a.m.Chicago Midway
C$ 244
Find similar
Porter Airlines
14 Oct
MDW5:20 p.m.Chicago Midway
1h 42m
YTZ8:02 p.m.Toronto Island
15 Oct
YTZ3:35 p.m.Toronto Island
1h 49m
MDW4:24 p.m.Chicago Midway
C$ 245
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Illinois to Toronto Island Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 3 September 2025.
Use the filters below to find and compare flights from Illinois to Toronto Island Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 24/9

5:20 p.m.-8:02 p.m.

Nonstop1h 42m

Toronto Island

Sun 28/9

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 242

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 2/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

Toronto Island

Sun 5/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 244

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 14/10

5:20 p.m.-8:02 p.m.

Nonstop1h 42m

Toronto Island

Wed 15/10

3:35 p.m.-4:24 p.m.

Nonstop1h 49m

C$ 245

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 30/9

5:20 p.m.-8:02 p.m.

Nonstop1h 42m

Toronto Island

Tue 7/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 247

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 4/11

4:15 p.m.-6:57 p.m.

Nonstop1h 42m

Toronto Island

Fri 7/11

9:15 a.m.-10:05 a.m.

Nonstop1h 50m

C$ 256

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Wed 15/10

10:40 a.m.-4:45 p.m.

1 stop5h 05m

Toronto Island

Wed 22/10

10:25 a.m.-2:48 p.m.

1 stop5h 23m

C$ 286

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 23/9

5:20 p.m.-8:02 p.m.

Nonstop1h 42m

Toronto Island

Thu 25/9

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 292

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Wed 15/10

10:40 a.m.-5:45 p.m.

1 stop6h 05m

Toronto Island

Wed 22/10

10:25 a.m.-2:48 p.m.

1 stop5h 23m

C$ 296

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 16/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

Toronto Island

Thu 23/10

3:35 p.m.-4:24 p.m.

Nonstop1h 49m

C$ 302

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 23/10

5:20 p.m.-8:02 p.m.

Nonstop1h 42m

Toronto Island

Sun 26/10

2:30 p.m.-3:20 p.m.

Nonstop1h 50m

C$ 340

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Toronto from

How to get the cheapest flight ticket from Illinois 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?

The cheapest month to fly to Toronto Island Airport from Illinois is in July. Flight prices, which tend to average around C$ 263, 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 July, then flying in August is also cheap. Prices for this month can be found on momondo for an average of C$ 292.

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 Illinois is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as C$ 305. 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 Monday because tickets tend to average around C$ 451. 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 Illinois in the morning is the least expensive time of day to depart. momondo users have found prices as low as C$ 386 when looking at flights departing in the morning. In contrast, the most expensive time of day to depart to Toronto Island Airport is at noon when prices are around C$ 467.

What is the cheapest Illinois to Toronto Island flight route?

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

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

There is only 1 cabin class available to choose from on Illinois 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 Illinois to Toronto Island Airport flights?

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

Cheap Illinois to Toronto Island Airport flight deals and tips

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

Best price found

C$ 122

Fastest flight time

1h 42m

Direct flights

Every day
The best one-way flight to Toronto Island Airport from Illinois in the past 72 hours is C$ 122. The best round-trip flight deal from Illinois to Toronto Island Airport found on momondo in the last 72 hours is C$ 220.
The fastest flight from Illinois to Toronto Island Airport takes 1h 42m
Direct flights go from Illinois to Toronto Island Airport every day.
Search flight deals

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

    Prices for flights from Illinois to Toronto Island Airport are refreshed on a daily basis.

  • How old do you have to be to fly from Illinois 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 Illinois to Toronto Island Airport.

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

    The travel and health documents you'll need for your trip to Toronto Island Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Toronto Island Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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

Travelling to a place near Toronto?

Book flights to Toronto if you plan to visit one of these locations
Apsley

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Illinois to Toronto. momondo saves you time and could save you money on your trip.

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

Yes. All flights to Toronto from Illinois on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Illinois to Toronto.

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

Of course. momondo tracks the price of Illinois 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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