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
33.8 - 77 °F
YTO
Rainfall
1.1 - 1.9 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 to Toronto

One-way from

$155

One-way flight from Chicago to Toronto

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
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.

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

To save on the cost of your flight from Chicago to Toronto, book at least 55 days before your planned departure. Booking around this time can save you about 30% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $346 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $349.

What is the cheapest month to fly from Chicago to Toronto?

Flights from Chicago to Toronto lean towards being more expensive in November. Prices are generally better when you fly from Chicago to Toronto in May, with the cheapest ticket starting at $140.

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

A simple way to save on the total cost of your ticket is to fly from Chicago to Toronto in the afternoon. If you’re flexible enough to do this you can expect to save up to 10% on your trip compared to booking a flight in the morning.

Cheap flights from Chicago to Toronto in May, June 2021

The best prices found for CHI to YTO flights for May, June
7 Jun - 14 Jun
$310pp
ORD
Chicago O'Hare Intl
Air Canada
   
2 STOPS
YYZ
Toronto Pearson Intl
YYZ
Toronto Pearson Intl
Air Canada
Non-Stop
ORD
Chicago O'Hare Intl
7 Jun - 14 Jun
$312pp
ORD
Chicago O'Hare Intl
Air Canada
 
1 STOP
YYZ
Toronto Pearson Intl
YYZ
Toronto Pearson Intl
Air Canada
Non-Stop
ORD
Chicago O'Hare Intl
7 Jun - 14 Jun
$317pp
ORD
Chicago O'Hare Intl
Air Canada
Non-Stop
YYZ
Toronto Pearson Intl
YYZ
Toronto Pearson Intl
Air Canada
Non-Stop
ORD
Chicago O'Hare Intl

Chicago to Toronto 2021 flight deals

Cheap flights to Toronto from Chicago found for this year
18 Aug - 23 Aug
$305pp
MDW
Chicago Midway
Porter Airlines
Non-Stop
YTZ
Toronto Island
YTZ
Toronto Island
Porter Airlines
Non-Stop
MDW
Chicago Midway
6 Sep - 14 Sep
$310pp
MDW
Chicago Midway
Porter Airlines
Non-Stop
YTZ
Toronto Island
YTZ
Toronto Island
Porter Airlines
Non-Stop
MDW
Chicago Midway
7 Jun - 14 Jun
$310pp
ORD
Chicago O'Hare Intl
Air Canada
   
2 STOPS
YYZ
Toronto Pearson Intl
YYZ
Toronto Pearson Intl
Air Canada
Non-Stop
ORD
Chicago O'Hare Intl

Non-stop flights to Toronto from Chicago

Save time with Chicago to Toronto direct flight deals
18 Aug - 23 Aug
$305pp
MDW
Chicago Midway
Porter Airlines
Non-Stop
YTZ
Toronto Island
YTZ
Toronto Island
Porter Airlines
Non-Stop
MDW
Chicago Midway
6 Sep - 14 Sep
$310pp
MDW
Chicago Midway
Porter Airlines
Non-Stop
YTZ
Toronto Island
YTZ
Toronto Island
Porter Airlines
Non-Stop
MDW
Chicago Midway
23 Jul - 26 Jul
$315pp
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
18 May - 20 May
$404pp
ORD
Chicago O'Hare Intl
Air Canada
Non-Stop
YYZ
Toronto Pearson Intl
YYZ
Toronto Pearson Intl
Air Canada
Non-Stop
ORD
Chicago O'Hare Intl
18 May - 20 May
$408pp
ORD
Chicago O'Hare Intl
Air Canada
 
1 STOP
YYZ
Toronto Pearson Intl
YYZ
Toronto Pearson Intl
Air Canada
Non-Stop
ORD
Chicago O'Hare Intl
17 May - 19 May
$411pp
ORD
Chicago O'Hare Intl
Air Canada
Non-Stop
YYZ
Toronto Pearson Intl
YYZ
Toronto Pearson Intl
Air Canada
Non-Stop
ORD
Chicago O'Hare Intl

One-way flights to Toronto from Chicago

The cheapest one-way flights from Chicago to Toronto
10:15 am - 1:00 pm
Porter Airlines
Nonstop
1h 45m
MDW - YTZ
Porter Airlines
2:00 am - 8:07 pm
WestJet
2 Stops
17h 07m
ORD - YHM
WestJet
5:21 am - 11:04 am
American Airlines
1 Stop
4h 43m
ORD - YYZ
American Airlines

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

Are flight prices decreasing from Chicago to Toronto due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Chicago and Toronto for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

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 $400 on Cheapflights?

Yes, there are multiple flights from Chicago to Toronto for under $400. The cheapest flight booked recently is on Porter Airlines for just $305, but on average you can expect to pay $319.

Are there nonstop flights from Chicago to Toronto for under $400 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago to Toronto under $400. A good price for a nonstop flight from Chicago to Toronto is less than $324.

Are there last-minute flights available from Chicago to Toronto for under $500?

There are currently 20+ open flights from Chicago to Toronto within the next 7 days for less than $500.

Is Chicago weather warmer or cooler than Toronto?

You can imagine temperatures to be in the 84 °F range in July. The weather in Toronto is generally colder than Chicago's. As flight availability is subject to become more limited as peak season approaches it is ideal to book in a timely manner.

How long is the flight from Chicago to Toronto?

Air Canada and Porter Airlines can get you from Chicago to Toronto in just under 1h 36m. Your travel time will be generally consistent. Most flights are nonstop.

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

According to our current data, Porter Airlines ($305), Air Canada ($310), and American Airlines ($328) offers the cheapest pricing from Chicago to Toronto.

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 $74 on Air Canada. Other airlines that offer cheap prices include Porter Airlines from $138 and American Airlines from $155 one-way.

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
$1 = C$ 1.22
Flight duration
1h 44m
Average temperature for May in Toronto
62.6 °F
Avg rainfall for May in Toronto
1.9 ″

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Airports servicing Toronto

Billy Bishop Toronto City Airport (YTZ)
Hamilton (YHM)
Kitchener (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
WestJet
$119 $205 No cancel fee 60%
American Airlines
$88 $207 No cancel fee 71%
United Airlines
$101 $286 No cancel fee 69%
Porter Airlines
$196 $288 No cancel fee 52%
Delta
$114 $306 No cancel fee N/A
Air Canada
$96 $334 No cancel fee 67%
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 57% of CHI to YTO departures
Morning 6 AM to noon 21% of CHI to YTO departures
Evening 6 PM to midnight 21% 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
11 daily flights
Monday
11 daily flights
Tuesday
11 daily flights
Wednesday
10 daily flights
Thursday
9 daily flights
Friday
10 daily flights
Saturday
8 daily flights
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