Illinois

$155+ Cheap flights from Toronto (YTO) to Illinois

YTO — ORD
Dec 2 — Dec 91
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Toronto to Illinois with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Toronto to Illinois

Cheapest flights from Toronto to Illinois

Sat 11/147:44 pm -
1 stop5h 17m
Sun 11/157:03 am -
Nonstop1h 44m
Deal found 10/30$234
Sat 12/122:45 pm -
1 stop9h 44m
Sun 12/1311:05 am -
Nonstop1h 58m
Deal found 10/29$235
Fri 11/137:26 pm -
Nonstop2h 22m
Sat 11/147:45 am -
1 stop15h 07m
Deal found 10/30$248
Thu 11/124:35 pm -
Nonstop2h 05m
Sun 11/156:20 pm -
Nonstop1h 45m
Deal found 10/28$269
Fri 11/2010:29 am -
Nonstop2h 05m
Sun 11/226:20 pm -
Nonstop1h 45m
Deal found 10/30$270
Wed 12/166:55 pm -
Nonstop2h 03m
Wed 12/238:50 pm -
Nonstop1h 42m
Deal found 11/1$276
Sat 11/144:35 pm -
Nonstop2h 05m
Mon 11/1612:15 pm -
Nonstop1h 45m
Deal found 10/31$276
Sun 12/278:05 am -
Nonstop2h 03m
Fri 1/18:55 pm -
Nonstop1h 42m
Deal found 11/1$277
Fri 11/2710:29 am -
Nonstop2h 05m
Mon 11/306:20 pm -
Nonstop1h 45m
Deal found 11/1$277
Fri 11/134:35 pm -
Nonstop2h 05m
Sun 11/156:20 pm -
Nonstop1h 45m
Deal found 10/30$278
Fri 11/132:35 pm -
Nonstop2h 03m
Sun 11/1510:15 am -
Nonstop1h 37m
Deal found 10/30$279
Sat 11/1410:29 am -
Nonstop2h 05m
Sun 11/1512:15 pm -
Nonstop1h 45m
Deal found 10/31$279

Find flight deals from Toronto to Illinois

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$234
(Kissandfly.com)

One-way from

$155
(Mytrip)

Popular in

October

Cheapest in

February

Average price

$288

Good round-trip deal

$214 or less

Good one-way deal

$210 or less
Provider with most accurate pricing for Toronto (YTO)-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Toronto (YTO)-Chicago (CHI) flights.
From Toronto (YTO) to Illinois
One-way flight from Toronto (YTO) to Illinois
Highest demand for flights based on searches. 2% potential increase in price ($8 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Toronto (YTO) to Illinois.
Price to beat on a one-way flight from Toronto (YTO) to Illinois.

Cheapflights Fare Finder

 
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

Cheapest round-trip

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Sun 11/22

10:29 am-11:34 am

Nonstop2h 05m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$170

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Wed 4/14

10:45 am-2:48 pm

1 stop5h 03m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$178
Quickest round-trip

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Mon 1/18

10:35 am-11:30 am

Nonstop1h 55m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$178

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Sun 1/10

10:35 am-11:30 am

Nonstop1h 55m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$183

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Mon 1/11

4:35 pm-5:30 pm

Nonstop1h 55m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$184

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Fri 11/27

7:26 pm-8:48 pm

Nonstop2h 22m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$185

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Mon 12/28

6:45 am-7:57 am

Nonstop2h 12m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$185

TorontoChicago

YYZ Toronto Pearson Intl - MDW Chicago Midway

YYZMDW

Toronto Pearson Intl

Mon 11/23

6:00 am-9:46 am

1 stop4h 46m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$193

TorontoChicago

YYZ Toronto Pearson Intl - MDW Chicago Midway

YYZMDW

Toronto Pearson Intl

Fri 12/4

2:25 pm-6:01 pm

1 stop4h 36m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$193

TorontoChicago

YYZ Toronto Pearson Intl - MDW Chicago Midway

YYZMDW

Toronto Pearson Intl

Tue 11/17

6:00 am-9:46 am

1 stop4h 46m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$193

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

Best time to book a flight from Toronto to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Toronto with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Toronto to Illinois

What is the cheapest month to book a flight from Toronto to Illinois?

Currently, January is the cheapest month in which you can book a flight from Toronto to Illinois (average of $259). Flying from Toronto to Illinois in October is currently the most expensive (average of $330). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from YTO to IL?

It’s typically best to fly out from Toronto to Illinois at noon. Doing so could potentially save you 26% on the flight price compared to flying in the afternoon, which is usually more expensive.

Weekly flight availability from Toronto to Illinois

The most flights from YTO to USIL are scheduled on a Sunday (67 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (41 on average).

How much does it cost to fly round-trip from Toronto to Illinois?

Airfare is typical for this route at the moment.
Toronto to Illinois flights typically cost between $230 and $471 in November.
The cheapest round-trip price found within the last 5 days was $234 on Lufthansa (Nov 14-Nov 15).

How far ahead should I book a flight from Toronto to Illinois?

Booking 87 days in advance of your planned departure date is, on average, the best time to get cheap flights from Toronto to Illinois. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest day to fly from Toronto to Illinois?

Travelers seeking maximum savings on their Toronto to Illinois flight should consider departing on Sunday at noon when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Illinois

Get a feel of what it's like to fly with Porter Airlines,United Airlines, andAir Canada from Toronto to Illinois by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.2

Food

7.6

Comfort

8.0

Entertainment

6.9

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.

Boarding

8.2

Food

7.6

Comfort

8.0

Entertainment

6.9

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.

Boarding

8.2

Food

7.6

Comfort

8.0

Entertainment

6.9

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.

Boarding

8.2

Food

7.6

Comfort

8.0

Entertainment

6.9

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.

Boarding

8.2

Food

7.6

Comfort

8.0

Entertainment

6.9

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.

Related info for your journey

  • How long is the flight from Toronto to Illinois?

    Departing from Toronto to Illinois will take you 2h 05m. Airlines will cover a distance of 445 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Toronto to Illinois one-way?

    $119 is the cheapest one-way deal found within the past few days, from Porter Airlines. You may also be able to find cheap deals on American Airlines and United Airlines, with prices starting from $124 and $125, respectively.

  • What are the most popular routes from Toronto to Illinois?

  • What are the most reliable airlines from Toronto to Illinois?

    Before booking your flight to Illinois from Toronto, check out the most reliable airlines to get you to your destination on time: Sun Country Air (100%), Royal Jordanian (91%), Copa Airlines( 88%).

  • What are the cheapest flights from Toronto to Illinois?

    While on average a flight from Toronto to Illinois is generally $1,144, our data shows the cheapest flight currently is $178. When looking at the most popular route, (Toronto Pearson Intl - Chicago O'Hare Intl), you can expect to pay $284 for that flight.

  • Can I find deals for flights from Toronto to Illinois that include hotel bookings?

    Yes. In addition to deals on Toronto to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Toronto to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Toronto to Illinois.

  • Can I find deals for business class flights from Toronto to Illinois?

    Yes. Cheapflights offers flight deals from Toronto to Illinois by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Toronto to Illinois?

    Currently, January is the cheapest month in which you can book a flight from Toronto to Illinois (average of $259). Flying from Toronto to Illinois in October is currently the most expensive (average of $330). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Toronto to Illinois

Top 4 airlines flying from Toronto to Illinois

AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$137Average$286FlexibilityNo cancel feeOn-time67%
Porter AirlinesCheapest$185Average$384FlexibilityNo cancel feeOn-time52%
United AirlinesCheapest$190Average$282FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$193Average$311FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.