Flights from Chicago to Toronto

Search and find cheap flights from Chicago to Toronto (Canada, North America)
Search and find cheap flights from Chicago to Toronto (Canada, North America)

Looking for the best tickets for Chicago to Toronto?

Look no more. We’ve gone through the latest 3,555,187 fares to bring you all the insights you could possibly want.
Expect to pay
304 CAD for flights from Chicago to Toronto leaving on 2017-02-25 and returning on 2017-03-24
Low 252 CAD
304 CAD
High 531 CAD
Choose my own dates
Best time to book
Cheapest time to buy a ticket for Chicago — Toronto is approximately 55 days to departure.
Chicago to Toronto flights are usually cheapest between 1 and 2 months before departure.
Days before departure
Best month
Cheapest time of year to fly to Toronto from Chicago is January and February. Most expensive are November and December.
Currently the cheapest days to fly this route are between February and March.
Impact on price
Cheapest airline
According to our data, US Airways, Porter Airlines and Unknown Airline are the cheapest airlines to fly this route.
Popular airlines for this route are US Airways, Porter Airlines and Unknown Airline.
Impact on price (additional fees may apply)
US Airways
+9%
Porter Airlines
+14%
Unknown Airline
+15%
American Airlines
+17%
Major US Carrier
+24%
Air Canada
+25%
Best time to fly
Chicago to Toronto flights are approximately 3% more expensive in the afternoon than in the morning.
It's generally cheaper to take morning flights from Chicago to Toronto.
Impact on price
Cheapest day
Cheapest day of week is typically Tuesday and the most expensive is typically Sunday.
Sunday is normally the most expensive day to fly, whilst Tuesday tends to be the cheapest.
Impact on price
Cheapest route
Fly Midway - Pearson Intl for the best Chicago to Toronto flight prices saving up to 3% on average.
Midway - Pearson Intl tends to be 3% cheaper than O'Hare Intl - Kitchener/Waterloo Reg.
momondo compares flights to Toronto from Chicago from 18 different sites.
Impact on price
Midway-Pearson Intl
+5%
O'Hare Intl-Pearson Intl
+6%
O'Hare Intl-City Centre Airport
+9%
Midway-City Centre Airport
+10%
O'Hare Intl-Kitchener/Waterloo Reg
+12%
Direct flights
There are direct flights from Chicago to Toronto all week with a flight time of 1 hours 26 minutes.
Direct flights available: 558 PER WEEK
Popular non-direct routes for this connection are Chicago - Toronto, O'Hare Intl - Saint Paul Intl - Pearson Intl and O'Hare Intl - P Trudeau Intl - City Centre Airport.
Stop-off cities for indirect flights from Chicago to Toronto include Saint Paul Intl, P Trudeau Intl and La Guardia.
Direct flights available on
Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday

Get there quickly

Direct flights to Toronto from Chicago
Return trip
27 Jan - 30 Jan
360 CAD
StudentUniverse
CHI CHI
1h 33min
Direct
YTO YTO
YTO YTO
1h 50min
Direct
CHI CHI
Return trip
27 Jan - 5 Feb
368 CAD
StudentUniverse
CHI CHI
1h 30min
Direct
YTO YTO
YTO YTO
1h 47min
Direct
CHI CHI
Return trip
24 Jan - 29 Jan
389 CAD
StudentUniverse
CHI CHI
1h 33min
Direct
YTO YTO
YTO YTO
1h 45min
Direct
CHI CHI

Go right away

Last minute flights from Chicago to Toronto
Return trip
27 Jan - 30 Jan
360 CAD
StudentUniverse
CHI CHI
1h 33min
Direct
YTO YTO
YTO YTO
1h 50min
Direct
CHI CHI
Return trip
27 Jan - 5 Feb
368 CAD
StudentUniverse
CHI CHI
1h 30min
Direct
YTO YTO
YTO YTO
1h 47min
Direct
CHI CHI
Return trip
24 Jan - 29 Jan
389 CAD
StudentUniverse
CHI CHI
1h 33min
Direct
YTO YTO
YTO YTO
1h 45min
Direct
CHI CHI

Go for less - experience more

Cheap flights from Chicago to Toronto
Return trip
3 Feb - 11 Feb
277 CAD
CFEDreamsCA
CHI CHI
1h 35min
Direct
YTO YTO
YTO YTO
1h 47min
Direct
CHI CHI
Return trip
6 Feb - 20 Feb
312 CAD
JustFly
CHI CHI
1h 34min
Direct
YTO YTO
YTO YTO
1h 50min
Direct
CHI CHI
Return trip
6 Feb - 19 Feb
318 CAD
CheapTickets
CHI CHI
1h 34min
Direct
YTO YTO
YTO YTO
1h 50min
Direct
CHI CHI

Coming or going?

Cheap flights from Toronto to Chicago
Return trip
21 Jan - 21 Jan
273 CAD
CFEDreamsCA
YTO YTO
1h 59min
Direct
CHI CHI
CHI CHI
1h 37min
Direct
YTO YTO
Return trip
21 Jan - 22 Jan
384 CAD
FareboomCA
YTO YTO
1h 45min
Direct
CHI CHI
CHI CHI
1h 30min
Direct
YTO YTO
Return trip
21 Jan - 24 Jan
456 CAD
KiwiCA
YTO YTO
12h 38min
1 stop
CHI CHI
CHI CHI
12h 46min
1 stop
YTO YTO

Weather forecast for Toronto

Going soon? Be prepared for the weather in Toronto.

So what's it going to cost once you're in Toronto

Compare the costs of everyday items in Chicago and Toronto
CAPPUCCINO
Regular
Chicago
5.2 CAD
33%
Toronto
3.5 CAD
Cappuccino is 33% cheaper in Toronto than Chicago
MEAL
Inexpensive
Chicago
19.74 CAD
25%
Toronto
14.89 CAD
Meal is 25% cheaper in Toronto than Chicago
MILK
1 liter
Chicago
3.91 CAD
-88%
Toronto
7.34 CAD
Milk is 88% more expensive in Toronto than Chicago
BUS
One-way ticket
Chicago
2.95 CAD
-18%
Toronto
3.47 CAD
Bus is 18% more expensive in Toronto than Chicago
MOVIE THEATER
1 ticket
Chicago
15.8 CAD
18%
Toronto
12.91 CAD
movie theater is 18% cheaper in Toronto than Chicago
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