The observed direct connection between Chicago O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) covers approximately 16 mi. The estimated flight time is around 30m. Delta Air Lines, Southwest Airlines and United Airlines have been observed on this connection in the available route data.
Frequently asked questions about this route
How far is Chicago from Chicago by air?
The great-circle distance between Chicago O'Hare International Airport and Chicago Midway International Airport is approximately 16 mi.
How long is the flight from Chicago to Chicago?
Based on the distance, the estimated flight time is about 30m. This is an estimate, not a schedule.
Is there a direct connection from Chicago to Chicago?
Yes, a direct connection between ORD 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, Southwest Airlines and United Airlines.
How often is there a flight from Chicago to Chicago?
On average around 1 flights a day, measured over twelve months (October 2025 to September 2026) in the flight archive, with 152 observed flights. Mainly Southwest Airlines, United Airlines, Delta Air Lines. That is an observation, not a timetable.
What is the current time difference between Chicago and Chicago?
Same local time in Chicago and 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.