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Book your next flight to Chicago (Midway) with Southwest ® and start exploring. Southwest Airlines flies to Chicago Midway International Airport daily, so it’s always a good time to plan your next Chi-Town getaway.
Flights from Midway with Southwest Airlines®. Say goodbye to the City of the Big Shoulders and jet off for an adventure—see where Southwest ® flies from Chicago Midway International Airport.
Book flights from New York (LaGuardia) to Chicago (Midway) with Southwest Airlines®. Bundle your flight with a hotel or rental car booking and find even more savings.
Book flights from Seattle/Tacoma to Chicago (Midway) with Southwest Airlines®. Bundle your flight with a hotel or rental car booking and find even more savings.
Follow the links below in order to see all the flights scheduled for Southwest Airlines - Southwest Airlines Arrivals - Southwest Airlines Departures. Check-in. In order to check in for your flight at Chicago Midway Airport (MDW), go to the departures zone of the terminal, or follow the instructions provided in your ticket. General Information ...
Check the status of your flight to Chicago Midway Airport (MDW) using the information on our departures page. The data on departures times and status is frequently updated in real time. To simplify your search, you have the option to filter results by Airline or Time period, or you can use the search box to find your flight directly.
From Chicago Midway International Airport (MDW), Southwest Airlines operates flights to a number of locations, including Honolulu (HNL). Passengers can make more informed travel plans by being aware of Southwest’s long-standing operations at Chicago Midway International Airport.