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Route

Toronto → Chicago

YYZTorontoToronto Pearson International Airport
MDWChicagoChicago Midway International Airport
Distance
432 mi
Estimated flight time
~1h 20m

Chicago is currently 1 hour behind Toronto.

Observed nonstop

View the reverse route

How often does this route fly?

Frequency

Daily at most

On average around 1 flights a day, observed from October 2025 to September 2026.

1
flights per day
1.5
busiest month · Nov
1
quietest month · Oct
1 hr 15 min
measured flight time
12 / 12
months seen

Through the year

Per day, month by month

  1. 1Jan2026
  2. 1Feb
  3. 1Mar
  4. 1Apr
  5. 1May
  6. 1Jun
  7. 1Jul
  8. 1Aug
  9. 1Sep
  10. 1Oct2025
  11. 1.5Nov
  12. 1Dec

Airlines

Who flies it

Delta Air Linesspring

Through the day

Departure times

Local time in Toronto. Most departures between 13:00 and 16:00.

  1. 00:00
  2. 01:00
  3. 02:00
  4. 03:00
  5. 04:00
  6. 05:00
  7. 06:00
  8. 07:00
  9. 08:00
  10. 09:00
  11. 10:00
  12. 11:00
  13. 12:00
  14. 13:00
  15. 14:00
  16. 15:00
  17. 16:00
  18. 17:00
  19. 18:00
  20. 19:00
  21. 20:00
  22. 21:00
  23. 22:00
  24. 23:00

Through the week

By weekday

  1. 0.7Mon
  2. 0.6Tue
  3. 0.5Wed
  4. 0.7Thu
  5. 0.5Fri
  6. 0.4Sat
  7. 0.5Sun

Fleet

Aircraft observed

  1. Bombardier Challenger 600CL609%
  2. Cessna Citation LatitudeC68A8%
  3. Embraer Legacy 450E5457%
  4. Embraer Phenom 300E55P5%
  5. Bombardier Challenger 350CL354%
All the numbers in a table
MonthPer daySeenAirlines
January 2026111–
    February 2026110
    • Delta Air Lines1×
    March 2026113
    • Delta Air Lines1×
    April 2026113
    • Delta Air Lines1×
    May 2026119
    • Delta Air Lines1×
    June 2026125
    • Delta Air Lines1×
    July 2026113–
      August 2026115–
        September 2026119
        • Delta Air Lines1×
        October 2025117–
          November 20251.532–
            December 202516–

              Airlines observed on this route

              From observed callsign routes on YYZ-MDW - not a booking guarantee.

              Delta Air Lines

              DL · DAL

              Hub: ATL Atlanta

              221 departure airportsView airline →

              About this route

              • International route: Toronto and Chicago are in different countries.
              • The opposite direction has also been observed as a direct connection.
              • Direct destinations observed from Toronto: 161.
              • Direct destinations observed from Chicago: 108.

              The airports on this route

              Toronto Pearson International Airport

              Toronto, CanadaYYZ / CYYZ

              International hub · 161 direct destinations · 5 runways · longest runway 11,119 ft

              57 °F · CloudySource: METAR observation via the NOAA Aviation Weather Center

              Airport pageAll direct destinations

              Chicago Midway International Airport

              Chicago, United StatesMDW / KMDW

              Major airport · 108 direct destinations · 4 runways · longest runway 6,522 ft

              52 °F · CloudySource: METAR observation via the NOAA Aviation Weather Center

              Airport pageAll direct destinations

              Alternative airports for this journey

              Same journey, a different airport nearby - with an observed direct connection.

              YTZ MDWBilly Bishop Toronto City AirportToronto is about 12 mi from Toronto.View route →YYZ ORDChicago O'Hare International AirportChicago is about 16 mi from Chicago.View route →BUF MDWBuffalo Niagara International AirportBuffalo is about 68 mi from Toronto.View route →

              About the route from Toronto to Chicago

              The observed direct connection between Toronto Pearson International Airport (YYZ) and Chicago Midway International Airport (MDW) covers approximately 432 mi. The estimated flight time is around 1h 20m. Delta Air Lines has been observed on this connection in the available route data.

              Frequently asked questions about this route

              How far is Toronto from Chicago by air?
              The great-circle distance between Toronto Pearson International Airport and Chicago Midway International Airport is approximately 432 mi.
              How long is the flight from Toronto to Chicago?
              Based on the distance, the estimated flight time is about 1h 20m. This is an estimate, not a schedule.
              Is there a direct connection from Toronto to Chicago?
              Yes, a direct connection between YYZ and MDW has been observed in our route data.
              Which airlines have been observed on this route?
              In the available route data: Delta Air Lines.
              How often is there a flight from Toronto to Chicago?
              On average around 1 flights a day, measured over twelve months (October 2025 to September 2026) in the flight archive, with 193 observed flights. Mainly Delta Air Lines. That is an observation, not a timetable.
              What is the current time difference between Toronto and Chicago?
              Chicago is currently 1 hour behind Toronto.

              Where this data comes from

              The route data comes from the flight archive (ADS-B, adsb.lol): which connections actually flew over the last twelve full months and who flew them, combined with our own airport, runway, and airline datasets. It is reference data about observed routes - not a current timetable and no claim about bookability.

              The frequency and aircraft on this page come from the flight archive (ADS-B, 12 months, October 2025 to September 2026), summarized per route per month. We do not see every flight, so it is a floor, not a count.

              Route data updated on October 11, 2026.