Cheap flights from Toronto to Chicago
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The best prices from Toronto to Chicago are usually found in February or March, booked 60 days in advance, depart on a Wednesday or Thursday and return on a Monday
How to find the cheapest flight from
Toronto (YTO) to Chicago (CHI)
YTO - CHI
C$ 219 - C$ 273
1 - 29 °C
17 - 109 mm
|Popular in||August||High demand for flights, 9% potential price rise|
|Cheapest in||February||Best time to find cheap flights, 12% potential price drop|
|Round-trip from||C$ 219||From Toronto to Chicago|
|One-way from||C$ 116||One-way flight from Toronto to Chicago|
What is the cheapest day to fly round-trip from Toronto to Chicago?
Travellers have found that booking a Tuesday departure is the best way to save up to 8% on the cost of booking your flights compared to booking on days of the week where this route is of high demand.
How far in advance should I book a flight from Toronto to Chicago?
Find a great deal and save up to 81% by booking at least 57 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Toronto to Chicago within the next two weeks, with the cheapest ticket starting at C$ 609.
What is the cheapest month to fly from Toronto to Chicago?
Flights from Toronto to Chicago lean towards being more expensive in August. Prices are generally better when you fly from Toronto to Chicago in February, with the cheapest ticket starting at C$ 248.
Cheap flights from Toronto to Chicago in July, August 2020
Toronto to Chicago 2020 flight deals
Direct flights to Chicago from Toronto
Last minute flights from Toronto to Chicago
One-way flights to Chicago from Toronto
The cheapest one-way flights from Toronto to Chicago
Related info for your journey
Useful info, stats and facts about Toronto to Chicago flights.
Destination information for Chicago
Things to know before you go. Useful info for your trip from Toronto to Chicago
Airports servicing Chicago
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Hourly flight availability from Toronto to Chicago
|Morning 6 AM to noon||43% of YTO to US-CHI departures|
|Afternoon Noon to 6 PM||32% of YTO to US-CHI departures|
|Early morning Midnight to 6 AM||25% of YTO to US-CHI departures|
|Evening 6 PM to midnight||0% of YTO to US-CHI departures|