Chicago Midway International Airport
Chicago, United StatesMDW / KMDW
Major airport · 108 direct destinations · 4 runways · longest runway 6,522 ft
57 °F · CloudySource: METAR observation via the NOAA Aviation Weather Center
Route
Chicago → Windsor
MDW
ChicagoChicago Midway International Airport
ChicagoChicago Midway International AirportYQG
WindsorWindsor International Airport
WindsorWindsor International Airport- Distance
- 249 mi
- Estimated flight time
- ~1h
Windsor is currently 1 hour ahead of Chicago.
Observed nonstop
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
- busiest month · Oct
- 54 min
- measured flight time
- 5 / 12
- months seen
Through the year
Per day, month by month
- –Jan2026
- 1Feb
- –Mar
- 1Apr
- –May
- –Jun
- 1Jul
- –Aug
- –Sep
- 1Oct2025
- –Nov
- 1Dec
Airlines
Who flies it
Corporacion Paraguaya De Aeronauticanow and then
Through the day
Departure times
Local time in Chicago. Most departures between 13:00 and 16:00.
- 00:00
- 01:00
- 02:00
- 03:00
- 04:00
- 05:00
- 06:00
- 07:00
- 08:00
- 09:00
- 10:00
- 11:00
- 12:00
- 13:00
- 14:00
- 15:00
- 16:00
- 17:00
- 18:00
- 19:00
- 20:00
- 21:00
- 22:00
- 23:00
Through the week
By weekday
- 0Mon
- 0.1Tue
- 0.1Wed
- 0Thu
- 0Fri
- 0.1Sat
- 0Sun
Fleet
Aircraft observed
- C42129%
- Cessna Citation LatitudeC68A21%
- Gulfstream G650GLF621%
All the numbers in a table
| Month | Per day | Seen | Airlines |
|---|---|---|---|
| January 2026 | Not seen in this month. | ||
| February 2026 | 1 | 2 |
|
| March 2026 | Not seen in this month. | ||
| April 2026 | 1 | 3 | – |
| May 2026 | Not seen in this month. | ||
| June 2026 | Not seen in this month. | ||
| July 2026 | 1 | 3 |
|
| August 2026 | Not seen in this month. | ||
| September 2026 | Not seen in this month. | ||
| October 2025 | 1 | 4 | – |
| November 2025 | Not seen in this month. | ||
| December 2025 | 1 | 2 |
|
Airlines observed on this route
From observed callsign routes on MDW-YQG - not a booking guarantee.
About this route
- International route: Chicago and Windsor are in different countries.
- The opposite direction has also been observed as a direct connection.
- Direct destinations observed from Chicago: 108.
- Direct destinations observed from Windsor: 21.
The airports on this route
Windsor International Airport
Windsor, CanadaYQG / CYQG
Major airport · 21 direct destinations · 2 runways · longest runway 8,999 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 Chicago to Windsor
The observed direct connection between Chicago Midway International Airport (MDW) and Windsor International Airport (YQG) covers approximately 249 mi. The estimated flight time is around 1h. Corporacion Paraguaya De Aeronautica has been observed on this connection in the available route data.
Frequently asked questions about this route
- How far is Chicago from Windsor by air?
- The great-circle distance between Chicago Midway International Airport and Windsor International Airport is approximately 249 mi.
- How long is the flight from Chicago to Windsor?
- Based on the distance, the estimated flight time is about 1h. This is an estimate, not a schedule.
- Is there a direct connection from Chicago to Windsor?
- Yes, a direct connection between MDW and YQG has been observed in our route data.
- Which airlines have been observed on this route?
- In the available route data: Corporacion Paraguaya De Aeronautica.
- How often is there a flight from Chicago to Windsor?
- On average around 1 flights a day, measured over twelve months (October 2025 to September 2026) in the flight archive, with 14 observed flights. Mainly Corporacion Paraguaya De Aeronautica. That is an observation, not a timetable.
- What is the current time difference between Chicago and Windsor?
- Windsor is currently 1 hour ahead of Chicago.
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.