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.

Visit Chicago (O'Hare) with low fare flights to Chicago O'Hare International Airport. Book on Southwest Airlines® for the best deals with no change or cancel fee.

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.

6 days ago · Chicago Midway is one of Southwest Airlines’ busiest cities. According to Southwest, the carrier first entered the market on March 17, 1985, with eight daily departures to one city: St. Louis, Missouri.

Important information regarding Southwest Airlines (IATA code WN) at Chicago Midway Airport (MDW): Terminal, Contact, Check-in

Chicago Midway International Airport (IATA: MDW, ICAO: KMDW, FAA LID: MDW) is a major commercial airport on the southwest side of Chicago, Illinois, located approximately 12 miles (19 km) from the city's Loop business district.

Find out what and how Southwest Airlines MDW Terminal offers excellent services and amenities at its terminals ensuring a smooth journey for all of them.

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.

Important information regarding Southwest Airlines (IATA code WN) at Chicago O'Hare Airport (ORD): Terminal, Contact, Check-in

Chicago Midway International Airport (IATA: MDW, ICAO: KMDW, FAA LID: MDW), commonly referred to as Midway Airport, Chicago Midway or Midway, is an international airport serving Chicago, Illinois, US. Midway Airport is located on the city’s southwest side, 8 miles (13 km) from Chicago’s Loop.