Cheap flights from Chicago (CHI) to Toronto (YTO)

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The best prices from Chicago to Toronto are usually found in March or April, booked 32 days in advance, depart on a Saturday or Wednesday and return on a Wednesday

How to find the cheapest flight from
Chicago (CHI) to Toronto (YTO)

All the information you need to plan the best CHI to YTO flight in 2021: compare Chicago to Toronto flight prices with the expected peak season, weather and rainfall in Toronto.
CHI - YTO
Price
$215 - $260
YTO
Temperature
21.2 - 69.8 °F
YTO
Precipitation
2 - 3.3 inches

Popular in

October

High demand for flights, 7% potential price rise

Cheapest in

March

Best time to find cheap flights, 11% potential price drop

Round-trip from

$215

From Chicago (CHI) to Toronto (YTO)

One-way from

$98

One-way flight from Chicago (CHI) to Toronto (YTO)

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest month to fly from Chicago to Toronto?

March is one of the best times of the year to fly to Toronto from Chicago. Prices for March average $242 per person but you can even find prices for as low as $124. The most expensive prices can be found in the month of October. Opting for a March flight can save you 7% on your journey compared to booking in March

When is the cheapest time to fly from Chicago to Toronto (CHI - YTO)?

It’s optimal to fly from Chicago to Toronto in the afternoon. By choosing this option you can save up to 10% on the cost of your flight, compared to a flight in the morning.

How far in advance should I book a flight from Chicago to Toronto?

Users have found that booking a flight from Chicago to Toronto at least 30 days early can save you up to 49% on average compared to booking a flight this week. If booking 30 days before your flight isn’t an option for you, users have found flights from Chicago to Toronto for as little as $283 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $355 for flights departing within the next 3 days.

What is the cheapest day to fly round-trip from Chicago to Toronto?

Users have found that leaving on a Friday can be a cost-effective option. It’s possible to save up to 14% on your flight compared to booking on days when demand is much higher.

Cheap flights from Chicago to Toronto in October, November 2021

The best prices found for CHI to YTO flights for October, November
27 Nov - 29 Nov
$140pp
ORD
Chicago O'Hare Intl
Air Canada
Non-Stop
YYZ
Toronto Pearson Intl
YYZ
Toronto Pearson Intl
Air Canada
 
1 STOP
ORD
Chicago O'Hare Intl
27 Nov - 29 Nov
$201pp
ORD
Chicago O'Hare Intl
Air Canada
 
1 STOP
YYZ
Toronto Pearson Intl
YYZ
Toronto Pearson Intl
Air Canada
 
1 STOP
ORD
Chicago O'Hare Intl
6 Nov - 14 Nov
$206pp
MDW
Chicago Midway
Major Airline
Non-Stop
YTZ
Toronto Island
YTZ
Toronto Island
Major Airline
Non-Stop
MDW
Chicago Midway

Chicago to Toronto 2021 flight deals

Cheap flights to Toronto from Chicago found for this year
27 Nov - 29 Nov
$140pp
ORD
Chicago O'Hare Intl
Air Canada
Non-Stop
YYZ
Toronto Pearson Intl
YYZ
Toronto Pearson Intl
Air Canada
 
1 STOP
ORD
Chicago O'Hare Intl
27 Nov - 29 Nov
$201pp
ORD
Chicago O'Hare Intl
Air Canada
 
1 STOP
YYZ
Toronto Pearson Intl
YYZ
Toronto Pearson Intl
Air Canada
 
1 STOP
ORD
Chicago O'Hare Intl
6 Nov - 14 Nov
$206pp
MDW
Chicago Midway
Major Airline
Non-Stop
YTZ
Toronto Island
YTZ
Toronto Island
Major Airline
Non-Stop
MDW
Chicago Midway

Non-stop flights to Toronto from Chicago

Save time with Chicago to Toronto direct flight deals
6 Nov - 14 Nov
$206pp
MDW
Chicago Midway
Major Airline
Non-Stop
YTZ
Toronto Island
YTZ
Toronto Island
Major Airline
Non-Stop
MDW
Chicago Midway
17 Nov - 21 Nov
$207pp
MDW
Chicago Midway
Porter Airlines
Non-Stop
YTZ
Toronto Island
YTZ
Toronto Island
Porter Airlines
Non-Stop
MDW
Chicago Midway
9 Nov - 11 Nov
$210pp
MDW
Chicago Midway
Porter Airlines
Non-Stop
YTZ
Toronto Island
YTZ
Toronto Island
Porter Airlines
Non-Stop
MDW
Chicago Midway

Last minute flights from Chicago to Toronto

Late deals on round-trip flights to Toronto from Chicago, departing today and this week
29 Oct - 23 Nov
$342pp
MDW
Chicago Midway
Porter Airlines
Non-Stop
YTZ
Toronto Island
YTZ
Toronto Island
Porter Airlines
Non-Stop
MDW
Chicago Midway
28 Oct - 6 Nov
$353pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
YYZ
Toronto Pearson Intl
YYZ
Toronto Pearson Intl
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
28 Oct - 6 Nov
$360pp
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
YYZ
Toronto Pearson Intl
YYZ
Toronto Pearson Intl
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl

One-way flights to Toronto from Chicago

The cheapest one-way flights from Chicago to Toronto
3:45 am - 9:49 am
Air Canada
1 Stop
5h 04m
ORD - YTZ
Air Canada
$98
FlightNetwork
2:30 am - 4:36 pm
British Airways
1 Stop
13h 06m
ORD - YYZ
British Airways
5:45 pm - 7:10 pm
Multiple Airlines
1 Stop
24h 25m
ORD - YYZ
Multiple Airlines
$111
Kiwi.com

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Chicago</span> to <span class="emphasized">Toronto</span> flights.

Flight FAQs

From Chicago to Toronto

Which airlines flying from Chicago to Toronto have flexible cancellations due to COVID-19?

Air Canada, American Airlines, and United Airlines are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

Can I find flights from Chicago to Toronto for under $200 on Cheapflights?

Yes, there are multiple flights from Chicago to Toronto for under $200. The cheapest flight booked recently is on Air Canada for just $140, but on average you can expect to pay $218.

Are there nonstop flights from Chicago to Toronto for under $300 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago to Toronto under $300. A good price for a nonstop flight from Chicago to Toronto is less than $224.

Are there last-minute flights available from Chicago to Toronto for under $400?

There are currently 20+ open flights from Chicago to Toronto within the next 7 days for less than $400.

What days are nonstop flights available from Chicago to Toronto?

Nonstop flights are available for this route on the following days: Wednesday, Friday.

How many flights depart from Chicago to Toronto on average per day?

On average, you can expect to see 5 flights from Chicago to Toronto a day.
Afternoon (Noon - 6pm) - 60% of flight departures
Evening (6pm - Midnight) - 40% of flight departures

How long is the flight from Chicago to Toronto?

Air Canada, Porter Airlines, and Major Airline can get you from Chicago to Toronto in just under 1h 35m. Your travel time will be generally consistent. There are 437 mi between Chicago and Toronto. Most flights are nonstop.

What are the cheapest airlines flying from Chicago to Toronto round-trip?

Flying on Air Canada is currently your cheapest option to Toronto, with prices starting at $140. Additional round-trip tickets that might be worth considering are offered by Porter Airlines and Major Airline, with the lowest prices starting at $207 and $222, respectively. You may be able to fly from Chicago to Toronto for 42% less than the average price by searching for these airlines.

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

One-way options have recently been found by users for as low as $89 on Porter Airlines. Other airlines that offer cheap prices include American Airlines from $94 and Air Canada from $97 one-way.

What are the most popular routes from Chicago to Toronto?

While some choose either Chicago O'Hare Intl - Toronto Island or Chicago Midway - Toronto Island, Chicago O'Hare Intl - Toronto Pearson Intl is the most popular route from Chicago to Toronto.

What are the most reliable airlines from Chicago to Toronto?

No one likes to see their flight delayed. When booking a flight from Chicago to Toronto consider choosing Piedmont Airlines (100%), Asiana Airlines (100%) or Copa Airlines (91%) as they are the most reliable in getting you off to your destination on time.

What are the cheapest flights from Chicago to Toronto?

While on average a flight from Chicago to Toronto is generally $350, our data shows the cheapest flight currently is $111. When looking at the most popular route, (Chicago O'Hare Intl - Toronto Pearson Intl), you can expect to pay $215 for that flight.

What are the most popular airlines that fly from Chicago to Toronto?

Before booking your flight from Chicago to Toronto check out the most popular airlines for this route: Interjet, Major Airline or American Airlines.

COVID Restrictions

View COVID Travel Restrictions for Toronto, Canada

Do I need a COVID test to fly to Toronto from Chicago?

Information is based on travel restrictions from Chicago to Toronto

Most visitors from Chicago need to provide a negative COVID-19 test result and/or quarantine to enter Toronto.

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) test taken 72 hours before departing to Toronto.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Toronto.

Documents
Compassionate entry for travellers and limited release from quarantine - Foreign nationals traveling without an advance written approval for an exemption of a border restriction may be denied entry into Canada.


Do I need a test to fly back to Chicago from Toronto?

Returning to Chicago from Toronto

COVID-19 testing requirements
Visitors from Toronto must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago.

Quarantine requirements
Visitors from Toronto are not required to quarantine after entering Chicago.

Hide COVID Travel Restrictions for Toronto, Canada

Alternative routes for Chicago to Toronto

See prices for flight routes from nearby airports that may be better suited for you.

Destination information for Toronto

Things to know before you go - useful duration and weather info for your trip from Chicago to Toronto.
Today's exchange rate
$1 = C$ 1.24
Flight duration from Chicago to Toronto
1h 45m
Average temperature for October in Toronto
57.2 °F
Avg rainfall for October in Toronto
1.6 ″

Airports servicing Chicago

Midway (MDW)
Rockford (RFD)

Airports servicing Toronto

Hamilton (YHM)
Toronto Island (YTZ)
Kitchener-Waterloo (YKF)

Top 7 airlines flying from Chicago to Toronto

The chart below displays the airlines Cheapflights users traveling from Chicago to Toronto choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
American Airlines
$88 $207 No cancel fee 71%
Air Canada
$96 $334 No cancel fee 67%
United Airlines
$101 $286 No cancel fee 69%
Delta
$114 $306 No cancel fee N/A
WestJet
$119 $205 No cancel fee 60%
Porter Airlines
$196 $288 No cancel fee 52%
Interjet
$223 $360 No cancel fee 68%

Hourly flight availability from Chicago to Toronto

See what time of day planes typically take off from Chicago towards Toronto.
Afternoon Noon to 6 PM 49% of CHI to YTO departures
Morning 6 AM to noon 43% of CHI to YTO departures
Evening 6 PM to midnight 7% of CHI to YTO departures
Early morning Midnight to 6 AM 1% of CHI to YTO departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Chicago to Toronto
See how many times per day planes take to the skies headed from Chicago to Toronto.
Sunday
27 daily flights
Monday
31 daily flights
Tuesday
29 daily flights
Wednesday
28 daily flights
Thursday
26 daily flights
Friday
27 daily flights
Saturday
21 daily flights
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