Toronto

$98+ Cheap flights from Illinois to Toronto (YTO)

ORD — YTO
Nov 29 — Dec 61
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Cheap flight deals from Illinois to Toronto

Cheapest flights from Illinois to Toronto

Wed 12/96:20 pm -
Nonstop1h 45m
Wed 12/164:35 pm -
Nonstop2h 05m
Deal found 10/25$216
Thu 12/36:20 pm -
Nonstop1h 45m
Wed 12/910:30 am -
Nonstop2h 05m
Deal found 10/25$222
Thu 11/1912:15 pm -
Nonstop1h 45m
Sun 11/224:35 pm -
Nonstop2h 05m
Deal found 10/25$225
Thu 11/1912:15 pm -
Nonstop1h 45m
Sun 11/228:30 am -
1 stop7h 32m
Deal found 10/26$226
Thu 11/191:55 pm -
Nonstop1h 47m
Sun 11/2210:45 am -
1 stop5h 17m
Deal found 10/26$230
Thu 12/36:20 pm -
Nonstop1h 45m
Sun 12/610:29 am -
Nonstop2h 05m
Deal found 10/27$232
Tue 11/2412:15 pm -
Nonstop1h 45m
Tue 12/14:35 pm -
Nonstop2h 05m
Deal found 10/27$233
Mon 11/236:20 pm -
Nonstop1h 45m
Thu 11/264:35 pm -
Nonstop2h 05m
Deal found 10/27$234
Thu 12/38:45 am -
Nonstop1h 42m
Sun 12/68:05 am -
Nonstop2h 03m
Deal found 10/26$238
Fri 12/118:50 pm -
Nonstop1h 42m
Fri 12/186:55 pm -
Nonstop2h 03m
Deal found 10/27$272
Mon 11/168:45 am -
Nonstop1h 42m
Tue 11/172:35 pm -
Nonstop2h 03m
Deal found 10/27$277
Thu 12/38:00 am -
Nonstop1h 56m
Wed 12/97:09 am -
Nonstop2h 30m
Deal found 10/27$278

Find flight deals from Illinois to Toronto

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$216
(Kiwi.com)

One-way from

$98
(Trip.com)

Popular in

October

Cheapest in

January

Average price

$334

Good round-trip deal

$283 or less

Good one-way deal

$139 or less
Provider with most accurate pricing for Chicago (CHI)-Toronto (YTO) flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Toronto (YTO) flights.
From Illinois to Toronto (YTO)
One-way flight from Illinois to Toronto (YTO)
Highest demand for flights based on searches. 7% potential increase in price ($22 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 October 2026
Price to beat on a round-trip flight from Illinois to Toronto (YTO).
Price to beat on a one-way flight from Illinois to Toronto (YTO).

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Illinois to Toronto that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoToronto

ORD Chicago O'Hare Intl - YTZ Toronto Island

ORDYTZ

Chicago O'Hare Intl

Wed 12/9

12:15 pm-3:00 pm

Nonstop1h 45m

Toronto Island

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$112

ChicagoToronto

ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Wed 11/25

2:44 pm-10:57 pm

1 stop7h 13m

Toronto Pearson Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$122

ChicagoToronto

ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Sat 12/12

2:41 pm-11:07 pm

1 stop7h 26m

Toronto Pearson Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$122

ChicagoToronto

ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Tue 12/1

11:39 am-5:20 pm

1 stop4h 41m

Toronto Pearson Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$122

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Wed 11/18

9:30 am-1:30 pm

1 stop3h 00m

Toronto Pearson Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$122

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Mon 11/30

1:31 pm-10:57 pm

1 stop8h 26m

Toronto Pearson Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$122

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Wed 11/25

9:30 am-1:30 pm

1 stop3h 00m

Toronto Pearson Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$122

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Tue 12/1

9:37 am-5:20 pm

1 stop6h 43m

Toronto Pearson Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$122

ChicagoToronto

MDW Chicago Midway - YTZ Toronto Island

MDWYTZ

Chicago Midway

Wed 12/9

10:40 am-12:50 pm

2 stops25h 10m

Toronto Island

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$128

ChicagoToronto

ORD Chicago O'Hare Intl - YTZ Toronto Island

ORDYTZ

Chicago O'Hare Intl

Mon 12/7

12:15 pm-3:00 pm

Nonstop1h 45m

Toronto Island

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$138

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/25

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Illinois to Toronto

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

Cheapflights Insights

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

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

Currently, February is the cheapest month in which you can book a flight from Illinois to Toronto (average of $288). Flying from Illinois to Toronto in August is currently the most expensive (average of $358). 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 IL to YTO?

A simple way to save on the total cost of your ticket is to fly from Illinois to Toronto in the morning. If you’re flexible enough to do this you can expect to save up to 35% on your trip compared to booking a flight at noon.

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

Airfare is below average for this route at the moment.
Illinois to Toronto flights typically cost between $323 and $600 in December.
The cheapest round-trip price found within the last 5 days was $216 on Porter Airlines (Dec 9-Dec 16).

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

To ensure you get the cheapest price possible for a flight from Illinois to Toronto, you should look to book at least 71 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

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

Related info for your journey

  • How long is the flight from Illinois to Toronto?

    For as low as $235, Porter Airlines can have you in Toronto from Illinois in 1h 45m. There are 445 mi between Illinois and Toronto. Both multi-stop and nonstop flights can be found to your destination and back.

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

    For one-way options, check prices for Air Canada. According to our data, you can fly for as low as $79. Users have also found prices from $84 and $93 on American Airlines and Porter Airlines, respectively.

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

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

    No one likes to see their flight delayed. When booking a flight from Illinois to Toronto consider choosing Atlas Air (88%), Korean Air (87%) or Republic Airways (84%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Illinois to Toronto?

    The cheapest flight price from Illinois to Toronto is $95. On average you can expect to pay $984. The most popular route, (Chicago O'Hare Intl - Toronto Pearson Intl), can usually be booked for $268.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Illinois to Toronto 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 Illinois to Toronto?

    Currently, February is the cheapest month in which you can book a flight from Illinois to Toronto (average of $288). Flying from Illinois to Toronto in August is currently the most expensive (average of $358). 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

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Alternative routes for Illinois to Toronto

Top 6 airlines flying from Illinois to Toronto

AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$88Average$387FlexibilityNo cancel feeOn-timeN/A
Qantas AirwaysCheapest$160Average$403FlexibilityNo cancel feeOn-time74%
Air CanadaCheapest$176Average$294FlexibilityNo cancel feeOn-time67%
Porter AirlinesCheapest$193Average$349FlexibilityNo cancel feeOn-time52%
United AirlinesCheapest$222Average$352FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$223Average$392FlexibilityNo cancel feeOn-time71%

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