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Cheap flights from Toronto to Illinois from C$ 182

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Toronto to Illinois departing on 4/12. 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 Toronto to Illinois

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
7:00 a.m. - 11:18 a.m.YYZ-ORD
5h 18m1 stop
Air Canada Logo
8:15 p.m. - 10:54 p.m.ORD-YYZ
1h 39mdirect
C$ 253Air Canada
Find Deal
Fri, 14 Nov - Mon, 17 Nov
Air Canada Logo
12:05 p.m. - 1:01 p.m.YYZ-ORD
1h 56mdirect
Air Canada Logo
3:35 p.m. - 11:04 p.m.ORD-YYZ
6h 29m1 stop
C$ 256Air Canada
Find Deal
Fri, 16 Jan - Mon, 19 Jan
American Airlines Logo
4:07 p.m. - 10:56 p.m.YYZ-ORD
7h 49m1 stop
American Airlines Logo
8:29 a.m. - 5:27 p.m.ORD-YYZ
7h 58m1 stop
C$ 257American Airlines
Find Deal
Wed, 26 Nov - Wed, 3 Dec
Porter Airlines Logo
9:15 a.m. - 10:05 a.m.YTZ-MDW
1h 50mdirect
Porter Airlines Logo
11:00 a.m. - 1:42 p.m.MDW-YTZ
1h 42mdirect
C$ 258Porter Airlines
Find Deal
Sun, 23 Nov - Mon, 8 Dec
United Airlines Logo
8:55 a.m. - 10:02 a.m.YYZ-ORD
2h 07mdirect
United Airlines Logo
6:28 p.m. - 9:21 p.m.ORD-YYZ
1h 53mdirect
C$ 258United Airlines
Find Deal
Fri, 13 Feb - Sat, 21 Feb
Porter Airlines Logo
9:15 a.m. - 10:05 a.m.YTZ-MDW
1h 50mdirect
Porter Airlines Logo
11:00 a.m. - 1:42 p.m.MDW-YTZ
1h 42mdirect
C$ 261Porter Airlines
Find Deal
Mon, 24 Nov - Mon, 8 Dec
American Airlines Logo
6:00 a.m. - 7:15 a.m.YYZ-ORD
2h 15mdirect
American Airlines Logo
9:39 a.m. - 12:30 p.m.ORD-YYZ
1h 51mdirect
C$ 264American Airlines
Find Deal
Thu, 4 Dec - Sun, 7 Dec
United Airlines Logo
5:30 p.m. - 6:39 p.m.YYZ-ORD
2h 09mdirect
United Airlines Logo
7:10 a.m. - 9:58 a.m.ORD-YYZ
1h 48mdirect
C$ 282United Airlines
Find Deal
Wed, 26 Nov - Sun, 30 Nov
Air Transat Logo
2:30 p.m. - 3:20 p.m.YTZ-MDW
1h 50mdirect
Air Transat Logo
11:00 a.m. - 1:42 p.m.MDW-YTZ
1h 42mdirect
C$ 282Air Transat
Find Deal
Mon, 17 Nov - Wed, 19 Nov
Air Transat Logo
2:30 p.m. - 3:20 p.m.YTZ-MDW
1h 50mdirect
Air Transat Logo
12:45 p.m. - 3:27 p.m.MDW-YTZ
1h 42mdirect
C$ 292Air Transat
Find Deal
Thu, 19 Mar - Sat, 21 Mar

Air Canada flights from Toronto to Illinois

Our best Air Canada deals on Toronto to Illinois flight tickets
Air Canada
14 Nov
YYZ7:00 a.m.Toronto Pearson Intl
5h 18m
1 stop
ORD11:18 a.m.Chicago O'Hare Intl
17 Nov
ORD8:15 p.m.Chicago O'Hare Intl
1h 39m
YYZ10:54 p.m.Toronto Pearson Intl
C$ 253
Find similar
Air Canada
16 Jan
YYZ12:05 p.m.Toronto Pearson Intl
1h 56m
ORD1:01 p.m.Chicago O'Hare Intl
19 Jan
ORD3:35 p.m.Chicago O'Hare Intl
6h 29m
1 stop
YYZ11:04 p.m.Toronto Pearson Intl
C$ 256
Find similar
Air Canada
27 Nov
YYZ7:00 a.m.Toronto Pearson Intl
5h 18m
1 stop
ORD11:18 a.m.Chicago O'Hare Intl
1 Dec
ORD3:55 p.m.Chicago O'Hare Intl
1h 39m
YYZ6:34 p.m.Toronto Pearson Intl
C$ 272
Find similar

American Airlines flights from Toronto to Illinois

Our best American Airlines deals on Toronto to Illinois flight tickets
American Airlines
26 Nov
YYZ4:07 p.m.Toronto Pearson Intl
7h 49m
1 stop
ORD10:56 p.m.Chicago O'Hare Intl
3 Dec
ORD8:29 a.m.Chicago O'Hare Intl
7h 58m
1 stop
YYZ5:27 p.m.Toronto Pearson Intl
C$ 257
Find similar
American Airlines
4 Dec
YYZ6:00 a.m.Toronto Pearson Intl
2h 15m
ORD7:15 a.m.Chicago O'Hare Intl
7 Dec
ORD9:39 a.m.Chicago O'Hare Intl
1h 51m
YYZ12:30 p.m.Toronto Pearson Intl
C$ 264
Find similar
American Airlines
18 Nov
YYZ6:00 a.m.Toronto Pearson Intl
2h 15m
ORD7:15 a.m.Chicago O'Hare Intl
20 Nov
ORD7:35 a.m.Chicago O'Hare Intl
4h 27m
1 stop
YYZ1:02 p.m.Toronto Pearson Intl
C$ 265
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Toronto to Illinois 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 30 October 2025.
Use the filters below to find and compare flights from Toronto to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 14/11

7:00 a.m.-11:18 a.m.

1 stop5h 18m

Chicago O'Hare Intl

Mon 17/11

8:15 p.m.-10:54 p.m.

Nonstop1h 39m

C$ 253

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 16/1

12:05 p.m.-1:01 p.m.

Nonstop1h 56m

Chicago O'Hare Intl

Mon 19/1

3:35 p.m.-11:04 p.m.

1 stop6h 29m

C$ 256

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 26/11

4:07 p.m.-10:56 p.m.

1 stop7h 49m

Chicago O'Hare Intl

Wed 3/12

8:29 a.m.-5:27 p.m.

1 stop7h 58m

C$ 257

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Sun 23/11

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

Nonstop1h 50m

Chicago Midway

Mon 8/12

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

C$ 258

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 13/2

8:55 a.m.-10:02 a.m.

Nonstop2h 07m

Chicago O'Hare Intl

Sat 21/2

6:28 p.m.-9:21 p.m.

Nonstop1h 53m

C$ 258

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Mon 24/11

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

Nonstop1h 50m

Chicago Midway

Mon 8/12

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

C$ 261

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 4/12

6:00 a.m.-7:15 a.m.

Nonstop2h 15m

Chicago O'Hare Intl

Sun 7/12

9:39 a.m.-12:30 p.m.

Nonstop1h 51m

C$ 264

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 26/11

5:30 p.m.-6:39 p.m.

Nonstop2h 09m

Chicago O'Hare Intl

Sun 30/11

7:10 a.m.-9:58 a.m.

Nonstop1h 48m

C$ 282

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Mon 17/11

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

Nonstop1h 50m

Chicago Midway

Wed 19/11

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

C$ 282

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 19/3

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

Nonstop1h 50m

Chicago Midway

Sat 21/3

12:45 p.m.-3:27 p.m.

Nonstop1h 42m

C$ 292

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 Illinois from

How to get the cheapest flight ticket from Toronto to Illinois

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 Illinois?

In general, July is the cheapest month to fly from Toronto to Illinois. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 303. If you don’t want to visit Illinois in July, then you should wait until June to fly from Toronto, when ticket prices are also cheap, with an average price of C$ 314.

What is the cheapest day to depart on your flight to Illinois?

According to our data, Friday is the cheapest day to fly to Illinois from Toronto. The lowest ticket price found for a Friday departure recently was C$ 719. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. The most expensive day to fly to Illinois is Tuesday, with ticket prices averaging around C$ 1,123.

What is the cheapest time of day to depart on your flight to Illinois?

Our most recent data shows that the best time of day to fly to Illinois is in the evening. Flights from Toronto to Illinois during this time can be as low as C$ 636. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are C$ 1,106 on average. Flights to Illinois from Toronto in the afternoon are generally more expensive because this time of day is more convenient for travellers’ schedules.

What is the cheapest Toronto to Illinois flight route?

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

How far in advance should I book a flight to Illinois?

You are more likely to see cheaper flights to Illinois from Toronto when booking weeks ahead of your departure date. In general, you can expect to find flights to Illinois for around C$ 409 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Illinois from Toronto for as low as C$ 272 on momondo.

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

There are 4 cabin classes available to choose from on Toronto to Illinois 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 Toronto to Illinois flights?

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

Cheap Toronto to Illinois flight deals and tips

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

Best price found

C$ 197

Fastest flight time

1h 50m

Direct flights

Every day

Airports in Illinois

1 airport
The best one-way flight to Illinois from Toronto in the past 72 hours is C$ 197. The best round-trip flight deal from Toronto to Illinois found on momondo in the last 72 hours is C$ 347.
The fastest flight from Toronto to Illinois takes 1h 50m
Direct flights go from Toronto to Illinois every day.
There is 1 airport near Illinois: Chicago Midway (MDW)
Search flight deals

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

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

  • How many operators does momondo search for flights from Toronto to Illinois?

  • How old do you have to be to fly from Toronto to Illinois?

    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 Toronto to Illinois.

  • What documentation or ID do you need to fly to Illinois?

    The travel and health documents you'll need for your trip to Illinois 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 Illinois. 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 Toronto to Illinois?

Best airlines flying from Toronto to Illinois

Compare and see reviews for airlines that fly from Toronto to Illinois with momondo
Airline
Rating
Free Cancellation
Price
Porter AirlinesPriceFrom C$ 198Free CancellationRating
8.0
384 reviews
Search Porter Airlines flights
Air CanadaPriceFrom C$ 264Free CancellationRating
7.1
10,383 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 283Free CancellationRating
7.4
8,996 reviews
Search United Airlines flights
American AirlinesPriceFrom C$ 284Free CancellationRating
7.2
11,034 reviews
Search American Airlines flights
WestJetPriceFrom C$ 373Free CancellationRating
7.2
3,152 reviews
Search WestJet flights

Why use momondo?

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

It is quick and easy to find Toronto to Illinois 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 Illinois that suits you.

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

momondo does allow users to show only those flights to Illinois from Toronto which offer a flexible booking policy as well as other useful filters and features.

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

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 Illinois from Toronto.

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

Yes momondo offers price alerts on flights to Illinois from Toronto. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Illinois trip

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