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Cheap flights from Toronto to Illinois from C$ 160

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 18/1. 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.
American Airlines Logo
1:14 p.m. - 2:14 p.m.
YYZ
-
ORD
2h 00mdirect
American Airlines Logo
9:41 a.m. - 12:34 p.m.
ORD
-
YYZ
1h 53mdirect
C$ 251American Airlines
Fri, 23 Jan - Sun, 1 Feb
Air Canada Logo
4:50 p.m. - 5:48 p.m.
YYZ
-
ORD
1h 58mdirect
Air Canada Logo
8:00 a.m. - 10:40 a.m.
ORD
-
YYZ
1h 40mdirect
C$ 252Air Canada
Sat, 31 Jan - Sat, 7 Feb
Porter Airlines Logo
9:15 a.m. - 10:05 a.m.
YTZ
-
MDW
1h 50mdirect
Porter Airlines Logo
4:15 p.m. - 6:57 p.m.
MDW
-
YTZ
1h 42mdirect
C$ 252Porter Airlines
Thu, 15 Jan - Sun, 18 Jan
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$ 255Porter Airlines
Fri, 16 Jan - Fri, 23 Jan
United Airlines Logo
3:30 p.m. - 4:40 p.m.
YYZ
-
ORD
2h 10mdirect
United Airlines Logo
11:15 a.m. - 2:01 p.m.
ORD
-
YYZ
1h 46mdirect
C$ 256United Airlines
Thu, 5 Feb - Sun, 8 Feb
Multiple Airlines Logo
12:15 p.m. - 9:03 p.m.
YYZ
-
ORD
33h 48m3 stops
Multiple Airlines Logo
7:00 a.m. - 11:54 p.m.
ORD
-
YYZ
15h 54m1 stop
C$ 258Multiple Airlines
Sun, 1 Feb - Wed, 4 Feb
United Airlines Logo
2:45 p.m. - 6:37 p.m.
YYZ
-
ORD
4h 52m1 stop
United Airlines Logo
9:15 p.m. - 11:59 p.m.
ORD
-
YYZ
1h 44mdirect
C$ 262United Airlines
Mon, 2 Feb - Mon, 2 Feb
Multiple Airlines Logo
7:15 a.m. - 11:33 p.m.
YYZ
-
STL
17h 18m1 stop
Multiple Airlines Logo
8:59 a.m. - 2:20 p.m.
STL
-
YYZ
28h 21m1 stop
C$ 304Multiple Airlines
Tue, 3 Feb - Sun, 8 Feb
WestJet Logo
10:05 a.m. - 12:48 p.m.
YYZ
-
MDW
3h 43m1 stop
WestJet Logo
6:14 p.m. - 10:41 p.m.
MDW
-
YYZ
3h 27m1 stop
C$ 360WestJet
Wed, 14 Jan - Sun, 18 Jan
WestJet Logo
12:21 p.m. - 2:55 p.m.
YYZ
-
BMI
27h 34m1 stop
WestJet Logo
3:35 p.m. - 11:58 p.m.
BMI
-
YYZ
7h 23m1 stop
C$ 894WestJet
Wed, 21 Jan - Fri, 23 Jan

American Airlines flights from Toronto to Illinois

Our best American Airlines deals on Toronto to Illinois flight tickets
American Airlines
23 Jan
YYZ1:14 p.m.Toronto Pearson Intl
2h 00m
ORD2:14 p.m.Chicago O'Hare Intl
1 Feb
ORD9:41 a.m.Chicago O'Hare Intl
1h 53m
YYZ12:34 p.m.Toronto Pearson Intl
C$ 251
Find similar
American Airlines
1 Feb
YYZ12:39 p.m.Toronto Pearson Intl
8h 36m
1 stop
ORD8:15 p.m.Chicago O'Hare Intl
8 Feb
ORD8:12 a.m.Chicago O'Hare Intl
8h 28m
1 stop
YYZ5:40 p.m.Toronto Pearson Intl
C$ 260
Find similar
American Airlines
5 Feb
YYZ11:35 a.m.Toronto Pearson Intl
1h 55m
ORD12:30 p.m.Chicago O'Hare Intl
8 Feb
ORD8:07 a.m.Chicago O'Hare Intl
1h 46m
YYZ10:53 a.m.Toronto Pearson Intl
C$ 263
Find similar

Air Canada flights from Toronto to Illinois

Our best Air Canada deals on Toronto to Illinois flight tickets
Air Canada
31 Jan
YYZ4:50 p.m.Toronto Pearson Intl
1h 58m
ORD5:48 p.m.Chicago O'Hare Intl
7 Feb
ORD8:00 a.m.Chicago O'Hare Intl
1h 40m
YYZ10:40 a.m.Toronto Pearson Intl
C$ 252
Find similar
Air Canada
24 Jan
YYZ12:05 p.m.Toronto Pearson Intl
1h 56m
ORD1:01 p.m.Chicago O'Hare Intl
1 Feb
ORD8:40 p.m.Chicago O'Hare Intl
1h 39m
YYZ11:19 p.m.Toronto Pearson Intl
C$ 259
Find similar
Air Canada
31 Jan
YTZ3:30 p.m.Toronto Island
5h 40m
1 stop
ORD8:10 p.m.Chicago O'Hare Intl
7 Feb
ORD12:50 p.m.Chicago O'Hare Intl
6h 05m
1 stop
YTZ7:55 p.m.Toronto Island
C$ 273
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 18 December 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 23/1

1:14 p.m.-2:14 p.m.

Nonstop2h 00m

Chicago O'Hare Intl

Sun 1/2

9:41 a.m.-12:34 p.m.

Nonstop1h 53m

C$ 251

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 31/1

4:50 p.m.-5:48 p.m.

Nonstop1h 58m

Chicago O'Hare Intl

Sat 7/2

8:00 a.m.-10:40 a.m.

Nonstop1h 40m

C$ 252

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 15/1

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

Nonstop1h 50m

Chicago Midway

Sun 18/1

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

Nonstop1h 42m

C$ 252

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 16/1

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

Nonstop1h 50m

Chicago Midway

Fri 23/1

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

Nonstop1h 42m

C$ 255

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 5/2

3:30 p.m.-4:40 p.m.

Nonstop2h 10m

Chicago O'Hare Intl

Sun 8/2

11:15 a.m.-2:01 p.m.

Nonstop1h 46m

C$ 256

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 1/2

12:15 p.m.-9:03 p.m.

3 stops33h 48m

Chicago O'Hare Intl

Wed 4/2

7:00 a.m.-11:54 p.m.

1 stop15h 54m

C$ 258

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 2/2

2:45 p.m.-6:37 p.m.

1 stop4h 52m

Chicago O'Hare Intl

Mon 2/2

9:15 p.m.-11:59 p.m.

Nonstop1h 44m

C$ 262

TorontoSt. Louis

YYZ - STL

YYZSTL

Toronto Pearson Intl

Tue 3/2

7:15 a.m.-11:33 p.m.

1 stop17h 18m

Lambert-St Louis

Sun 8/2

8:59 a.m.-2:20 p.m.

1 stop28h 21m

C$ 304

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Wed 14/1

10:05 a.m.-12:48 p.m.

1 stop3h 43m

Chicago Midway

Sun 18/1

6:14 p.m.-10:41 p.m.

1 stop3h 27m

C$ 360

TorontoBloomington

YYZ - BMI

YYZBMI

Toronto Pearson Intl

Wed 21/1

12:21 p.m.-2:55 p.m.

1 stop27h 34m

Bloomington-Normal

Fri 23/1

3:35 p.m.-11:58 p.m.

1 stop7h 23m

C$ 894

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$ 299. 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$ 310.

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$ 669. 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$ 1,089.

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$ 627. If you have a flexible travel schedule, then try to avoid flying at noon when prices are C$ 1,110 on average. Flights to Illinois from Toronto at noon 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$ 401 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$ 269 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$ 152

Fastest flight time

1h 49m

Direct flights

Every day

Airports in Illinois

98 airports
The best one-way flight to Illinois from Toronto in the past 72 hours is C$ 152. The best round-trip flight deal from Toronto to Illinois found on momondo in the last 72 hours is C$ 245.
The fastest flight from Toronto to Illinois takes 1h 49m
Direct flights go from Toronto to Illinois every day.
There are 98 airports in Illinois. From Toronto there are direct flights to 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$ 195Free CancellationRating
8.0
399 reviews
Search Porter Airlines flights
Air CanadaPriceFrom C$ 257Free CancellationRating
7.1
10,532 reviews
Search Air Canada flights
American AirlinesPriceFrom C$ 259Free CancellationRating
7.2
11,053 reviews
Search American Airlines flights
United AirlinesPriceFrom C$ 265Free CancellationRating
7.4
9,092 reviews
Search United Airlines flights
WestJetPriceFrom C$ 368Free CancellationRating
7.2
3,203 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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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Find better results for your trip to Illinois

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