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Flights Toronto - Chicago

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  • Cheap flights with 660+ top airlines
  • Compare the cheapest deals
  • Flights to Chicago for the best price

See Chicago with last minute flights

Top flight offers from all Toronto airports.

Departure Fri, 01 Oct Return Mon, 04 Oct
YTO Toronto
CHI Chicago
return from 204€
Departure Thu, 21 Oct Return Mon, 25 Oct
YTO Toronto
CHI Chicago
return from 210€
Route information
Get useful information about Toronto and Chicago to organize your journey.
Toronto airports
  • ( Pearson International Airport (YYZ)
    How far from city centre: 20 kms
  • ( Buttonville (YKZ)
    How far from city centre: 22 kms
  • ( Kitchener - Waterloo Reg (YKF)
    How far from city centre: 92 kms
  • ( City Centre Apt (YTZ)
    How far from city centre: 4 kms
Chicago airports
  • ( O'hare International Airport (ORD)
    How far from city centre: 22 kms
  • ( Pal Waukee (PWK)
    How far from city centre: 35 kms
  • ( Midway Airport (MDW)
    How far from city centre: 6 kms
  • ( Dupage County (DPA)
    How far from city centre: 44 kms
  • ( Chicago Nas (NOH)
    How far from city centre: 35 kms
  • ( Merrill C Meigs (CGX)
    How far from city centre: 11 kms
K Distance: 711 kms

Find flights from Toronto - Chicago

Are you excited for an amazing trip from Toronto to Chicago? You are in the right place! If you need a little getaway to see a loved one or a comfortable flight for your business trip, the best deal prices and airline carriers are a click away from you. You either are looking for a cheap flight or are in a hurry to find a last-minute ticket, no worries! eDreams will take care of everything you need for a perfect vacation in Chicago. You will get a large selection of airfares from standard and low cost airlines worldwide and easily book your tickets for this route. Don´t forget to book a hotel and choose a car for your perfect trip as a package. Choose the best-suited flight and fasten your seatbelt, we are flying!

How is COVID-19 currently affecting flights fromToronto to Chicago?
Using the flexible flight ticket, you're guaranteed a refund or a rebooking option (without fees) in case of flight cancellations when travelling to United States. At eDreams have you covered!
For flights from Toronto to Chicago, how can I find the cheapest price?
On eDreams we use machine learning to find the most economical flight between Toronto and Chicago. By taking into account the combinations of airlines, stopovers, direct flights as well as the various criteria for the journeys, our search engine allows us to offer our customers the best price under the best conditions.
When booking, when is the best time to do so in order to get the best prices for Toronto to Chicago flights?
The most popular month for flights from Toronto to Chicago are: April, June and May.
When is the best time to travel from Toronto to Chicago?
A good period of the year to visit Chicago from Toronto really depends on lots of personal preferences, price being one of the main criteria When it comes to popularity, August is the best month to fly to Chicago from Toronto, basedd on searches from our customers, followed by April and July. If you prefer to avoid the busy season and get away from the crowds January, December and March are the months with fewer searches for the route Toronto -  Chicago.
What is the duration of a flight from Toronto to Chicago?
Flight time, on average, fromToronto to Chicago is usually 01:54 hours on average, at an average distance of 700 km, for flights for the route (which may have 1 or more stops in other cities in between).
Which airports have flights between Toronto and Chicago?
The most common route form Toronto to Chicago is: Pearson International Airport (YYZ) to O hare International Airport (ORD). These airlines fly this route:
  • Air Canada.
  • United Airlines.
  • American Airlines.
  • Find moreToronto to Chicago flights between City Centre Apt (YTZ) to Midway Airport (MDW) which are flown by the following airline(s): Porter Airlines.
What airlines fly from Toronto to Chicago?
Airlines that have direct flight routes from Toronto to Chicago are:
  • Air Canada.
  • United Airlines.
  • British Airways.
Other interesting routes

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