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Route

Toronto → Chicago

YTZTorontoBilly Bishop Toronto City Airport
MDWChicagoChicago Midway International Airport
Distance
443 mi
Estimated flight time
~1h 25m

Chicago is currently 1 hour behind Toronto.

Observed nonstop

How often does this route fly?

Frequency

Daily at most

On average around 1.5 flights a day, observed from October 2025 to September 2026.

1.5
flights per day
2
busiest month · Oct
1
quietest month · Nov
1 hr 31 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. 2May
  6. 2Jun
  7. 2Jul
  8. 2Aug
  9. 2Sep
  10. 2Oct2025
  11. 1Nov
  12. 1Dec

In January 2026 we saw less traffic at Toronto in general than usual; compare that month with care.

Through the day

Departure times

Local time in Toronto. Most departures between 08:00 and 11:00.

  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. 1.6Mon
  2. 1.2Tue
  3. 1.1Wed
  4. 1.6Thu
  5. 1.7Fri
  6. 1.1Sat
  7. 1.7Sun

Fleet

Aircraft observed

  1. De Havilland Dash 8-400DH8D100%
  2. Pilatus PC-12PC121%
All the numbers in a table
MonthPer daySeenAirlines
January 2026123–
    February 2026121–
      March 2026128–
        April 2026130–
          May 2026251–
            June 2026246–
              July 2026257–
                August 2026253–
                  September 2026258–
                    October 2025256–
                      November 2025142–
                        December 2025142–

                          Airlines observed on this route

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

                          About this route

                          • International route: Toronto and Chicago are in different countries.
                          • The 10th longest observed direct route from YTZ, out of 31.
                          • The opposite direction has also been observed as a direct connection.
                          • Direct destinations observed from Toronto: 31.
                          • Direct destinations observed from Chicago: 108.

                          The airports on this route

                          Billy Bishop Toronto City Airport

                          Toronto, CanadaYTZ / CYTZ

                          Regional airport · 31 direct destinations · 2 runways · longest runway 3,990 ft

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

                          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

                          Alternative airports for this journey

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

                          About the route from Toronto to Chicago

                          The observed direct connection between Billy Bishop Toronto City Airport (YTZ) and Chicago Midway International Airport (MDW) covers approximately 443 mi. The estimated flight time is around 1h 25m. Porter Airlines 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 Billy Bishop Toronto City Airport and Chicago Midway International Airport is approximately 443 mi.
                          How long is the flight from Toronto to Chicago?
                          Based on the distance, the estimated flight time is about 1h 25m. This is an estimate, not a schedule.
                          Is there a direct connection from Toronto to Chicago?
                          Yes, a direct connection between YTZ and MDW has been observed in our route data.
                          Which airlines have been observed on this route?
                          In the available route data: Porter Airlines.
                          How often is there a flight from Toronto to Chicago?
                          On average around 1.5 flights a day, measured over twelve months (October 2025 to September 2026) in the flight archive, with 507 observed flights. Mainly . 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.