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Flights Chicago — Toronto

Chicago
CHI
Toronto
YTO

Cheap flights Chicago — Toronto

Below you can see the best deals on flights Chicago — Toronto for upcoming dates. Direct and connecting flights from various airlines — compare prices and choose the right ticket.

The lowest price for the next 2 months is on 12 July, from AED 423.

Top 10 cheap flights Chicago — Toronto

Direct flights Chicago — Toronto

Direct flight options for Chicago — Toronto with no stopovers on upcoming dates. A direct flight is faster and more convenient — especially when travelling with luggage or children.

The fastest direct flight is operated by Air Transat — travel time is 1 h 40 min.

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 on the selected date. The flight takes approximately 1 h 39 min. 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 airports, arrivals at Pearson International Airport, Billy Bishop Toronto City Airport and Hamilton Airport.

For each flight, the following details are shown: departure time (local), arrival city and airport, flight number and airline, terminal or gate, and status. Click on a flight to open its details and go to ticket search. To view flights on a different day, change the date above the table.

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Flight ticket prices by day: Chicago — Toronto

Below is a calendar of the lowest flight ticket prices for Chicago — Toronto by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from AED 381 in F, and the most expensive are around AED 768 in r. If your travel dates are flexible, the calendar will help you find the best price for your preferred period. To view round-trip fares, switch to the "Round trip" tab above the calendar, select your departure date — and the right-hand calendar will highlight the lowest prices for return flights on each day.

 
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Prices by month

Chicago → Toronto, average one-way price

MonthAverage priceLevelMonthAverage priceLevelMonthAverage priceLevel
JanAED 507lowMayAED 616mediumSepAED 598medium
FebAED 489lowJunAED 688highOctAED 543low
MarAED 562mediumJulAED 761highNovAED 580medium
AprAED 580mediumAugAED 725highDecAED 706high

Some values are estimated based on seasonality.

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 AED 381. The most expensive month to fly is May, when ticket prices start AED 734 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.

Temperature · Toronto

Dry and wet days · Toronto

Wind speed and direction · Toronto

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How to get the best deal on a Chicago — Toronto ticket

  • 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 AED 151.
  • 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 AED 381, 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
    87x/week
    WebsiteFleet: 20346M pax/year
    • Direct flight ORD → YYZ78x/week
      Duration
      1h 50m
      Days
      un,MonS
    • Direct flight ORD → YTZ9x/week
      Duration
      1h 41m
      Days
      un,MonS
  • United Airlines
    United AirlinesUA
    68x/week
    WebsiteFleet: 956165M pax/year
    • Direct flight ORD → YYZ59x/week
      Duration
      1h 52m
      Days
      un,MonS
    • Direct flight ORD → YTZ9x/week
      Duration
      1h 41m
      Days
      un,MonS
  • American Airlines
    American AirlinesAA
    24x/week
    WebsiteFleet: 965211M pax/year
    • Direct flight ORD → YYZ24x/week
      Duration
      1h 46m
      Days
      un,MonS
  • Air Transat
    Air TransatTS
    9x/week
    WebsiteFleet: 405M pax/year
    • Direct flight MDW → YTZ9x/week
      Duration
      1h 41m
      Days
      un,MonS
  • Porter Airlines
    Porter AirlinesPD
    7x/week
    WebsiteFleet: 714.5M pax/year
    • Direct flight MDW → YTZ7x/week
      Duration
      1h 40m
      Days
      un,MonS
  • Alaska Airlines
    Alaska AirlinesAS
    6x/week
    WebsiteFleet: 31545M pax/year
    • Direct flight ORD → YYZ6x/week
      Duration
      1h 47m
      Days
      un,MonS
  • British Airways
    British AirwaysBA
    6x/week
    WebsiteFleet: 29243M pax/year
    • Direct flight ORD → YYZ6x/week
  • Iberia
    IberiaIB
    5x/week
    WebsiteFleet: 9224M pax/year
    • Direct flight ORD → YYZ5x/week
  • All Nippon Airways
    All Nippon AirwaysNH
    1x/week
    WebsiteFleet: 21648M pax/year
    • Direct flight ORD → YYZ1x/week
  • Qantas
    QantasQF
    1x/week
    WebsiteFleet: 33646M pax/year
    • Direct flight ORD → YYZ1x/week
  • Japan Airlines
    Japan AirlinesJL
    1x/week
    WebsiteFleet: 14540M pax/year
    • Direct flight ORD → YYZ1x/week

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 arrive 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 the route: airlines, schedules, and travel guides.

Departure airports
Arrival airports

Interesting articles about Toronto

Frequently asked questions about the Chicago — Toronto flight

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).