Support

Flights Chicago — Toronto

Chicago
CHI
Toronto
YTO

Cheap flights Chicago — Toronto

Below you can see the best deals on Chicago — Toronto flights for the upcoming dates. Compare direct and connecting flights from different airlines and pick the ticket that suits you best.

The lowest price in the next 2 months is on June 29 — from 8 223 ₽.

Top 10 cheap flights Chicago — Toronto

Direct flights Chicago — Toronto

Offers on non-stop flights from Chicago to Toronto for the upcoming dates. A direct flight is faster and more convenient — especially when travelling with luggage or children.

The fastest non-stop flight is operated by Air Transat — about 1 h 40 m in the air.

Top 10 direct flights Chicago — Toronto

About the Chicago — Toronto flight

On this page, you can find and book flights from Chicago to Toronto. The direct distance between the cities is 703 km, and with approximately 215 flights per week, you can always find a convenient departure time.

Flights are operated by United Airlines, Air Canada, and American Airlines. Ticket prices are dynamic, so we recommend using the low-fare calendar and checking how to get to the airport in Chicago and how to get from Toronto airport to your destination in advance.

Flight schedule Chicago — Toronto

The table shows direct flights Chicago → Toronto for the selected date. The flight takes about 1h 39m. Regular flights are operated by Air Canada, United Airlines, American Airlines and Air Transat. Departures from O'Hare International Airport, Chicago Midway International Airport and Midway International Airport, arrivals at Pearson International Airport, Billy Bishop Toronto City Airport and Hamilton Airport.

Each row shows: local departure time, destination city and airport, flight number with airline, terminal or gate and status. Click a flight to open its details and switch to search. To view another day, change the date above the table.

Today
Any time

When to fly

The warmest month in Toronto is July, with an average high temperature of +25.8°C. The coldest period occurs in January, when temperatures drop to -6.2°C and clear days are at a minimum.

The best flight deals are usually found in September, starting from 7,571 ₽. The most expensive month to fly is May, when ticket prices start from 14,582 ₽ due to a seasonal increase in demand.

September is considered the optimal time to book: this month offers the best balance between affordable prices and pleasant weather (around +21.8°C). Flights in May are significantly more expensive, so it is better to avoid dates during that period.

Ticket prices · Chicago → Toronto

Temperature · Toronto

Dry and wet days · Toronto

Wind speed and direction · Toronto

Flight prices by day Chicago — Toronto

Below is the calendar of lowest prices for Chicago — Toronto flights by day. Pick a convenient date and see the fare instantly. The cheapest flights on this route start at 7,571 RUB in September, the most expensive reach around 14,582 RUB in May. If your dates are flexible, the calendar helps you pick the lowest fare for the period you need. To view round-trip prices, switch to the “Round-trip” tab above the calendar and pick a departure date — the right-side calendar will then highlight the lowest return fares for each day.

 
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--
--

We'll help determine if visa is needed

Tell us where you are going, or
Your nationality
Destination

How to book Chicago — Toronto flights smarter

  • Try to plan your departure for the middle of the week (Tuesday or Wednesday), as tickets for these days are often cheaper than flights on Friday or Sunday.
  • Use the low-fare calendar on this page to compare ticket prices for nearby dates — this can help you save up to 3,000 ₽.
  • Check the baggage allowance for different carriers: airlines like United Airlines or Air Canada may offer fares that do not include a checked bag.
  • To find the best deals starting from 7,571 ₽, we recommend monitoring prices 4–6 weeks before your planned departure date.

Airlines

There are 11 airlines operating on the Chicago–Toronto route, including major carriers such as United Airlines, Air Canada, and American Airlines. Most flights are direct, providing a high frequency of about 215 departures per week. A full schedule and a list of available connecting flight options are provided in the interactive list below.

  • Air Canada
    Air CanadaAC
    87/wk
    WebsiteFleet: 20346 M pax/yr
    • Direct flight ORD → YYZ78/wk
      Ave. duration
      1h 49m
      Days
      MoTuWeThFrSaSu
    • Direct flight ORD → YTZ9/wk
      Ave. duration
      1h 41m
      Days
      MoTuWeThFrSaSu
  • United Airlines
    United AirlinesUA
    68/wk
    WebsiteFleet: 956165 M pax/yr
    • Direct flight ORD → YYZ59/wk
      Ave. duration
      1h 52m
      Days
      MoTuWeThFrSaSu
    • Direct flight ORD → YTZ9/wk
      Ave. duration
      1h 41m
      Days
      MoTuWeThFrSaSu
  • American Airlines
    American AirlinesAA
    24/wk
    WebsiteFleet: 965211 M pax/yr
    • Direct flight ORD → YYZ24/wk
      Ave. duration
      1h 46m
      Days
      MoTuWeThFrSaSu
  • Air Transat
    Air TransatTS
    9/wk
    WebsiteFleet: 405 M pax/yr
    • Direct flight MDW → YTZ9/wk
      Ave. duration
      1h 41m
      Days
      MoTuWeThFrSaSu
  • Porter Airlines
    Porter AirlinesPD
    7/wk
    WebsiteFleet: 714.5 M pax/yr
    • Direct flight MDW → YTZ7/wk
      Ave. duration
      1h 40m
      Days
      MoTuWeThFrSaSu
  • Alaska Airlines
    Alaska AirlinesAS
    6/wk
    WebsiteFleet: 31545 M pax/yr
    • Direct flight ORD → YYZ6/wk
      Ave. duration
      1h 48m
      Days
      MoTuWeThFrSaSu
  • British Airways
    British AirwaysBA
    6/wk
    WebsiteFleet: 29243 M pax/yr
    • Direct flight ORD → YYZ6/wk
  • Iberia
    IberiaIB
    5/wk
    WebsiteFleet: 9224 M pax/yr
    • Direct flight ORD → YYZ5/wk
  • All Nippon Airways
    All Nippon AirwaysNH
    1/wk
    WebsiteFleet: 21648 M pax/yr
    • Direct flight ORD → YYZ1/wk
  • Qantas
    QantasQF
    1/wk
    WebsiteFleet: 33646 M pax/yr
    • Direct flight ORD → YYZ1/wk
  • Japan Airlines
    Japan AirlinesJL
    1/wk
    WebsiteFleet: 14540 M pax/yr
    • Direct flight ORD → YYZ1/wk
      Ave. duration
      1h 50m
      Days
      MoTuWeThFrSaSu

Cities and airports on the Chicago — Toronto route

Flights Chicago — Toronto depart from O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport and land at Pearson International Airport, Billy Bishop Toronto City Airport, Hamilton Airport and Region of Waterloo International Airport. Below are pages for the cities, countries and airports on this route: airlines, schedules and travel guides.

Departure airports
  • O'Hare International AirportORD
  • Chicago Midway International AirportMDW
  • Midway International AirportNOH
  • Chicago Rockford International AirportRFD
Arrival airports
  • Pearson International AirportYYZ
  • Billy Bishop Toronto City AirportYTZ
  • Hamilton AirportYHM
  • Region of Waterloo International AirportYKF

FAQ: Chicago — Toronto flights

How long is the flight from Chicago to Toronto?

A direct flight on this route takes an average of 1 hour and 30 minutes, considering the 703 km distance and time for takeoff and landing.

Which airlines fly this route?

11 airlines operate flights on this route, with United Airlines, Air Canada, American Airlines, and Porter Airlines being the most popular.

Are there direct flights?

Yes, there is a regular direct service between the cities, providing about 215 departures per week, making this route very convenient for business trips.

How much is the cheapest ticket?

Ticket prices change constantly depending on demand. You can find the current minimum for the upcoming period in the low-fare calendar block on this page.

Which airport does the flight arrive at?

When searching for tickets to Toronto, the system will offer arrival options at Pearson International Airport (YYZ) or Billy Bishop Toronto City Airport (YTZ).