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 …

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.

Whether you choose an oceanside getaway, a desert retreat, or to disappear into another walk of life entirely, Southwest can take you there from Chicago Midway International Airport. Discover …

Jan 23, 2025 · 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 …

Jan 6, 2025 · Chicago Midway International Airport (MDW) served over 22 million passengers in 2023. MDW is a hub for Southwest Airlines where it operates 229 daily flights — more than …

Find and compare Southwest flights to Chicago O'Hare Intl Airport (ORD). Fly from the United States with Southwest to Chicago O'Hare Intl Airport. From Baltimore $70; From New York …

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

Find and compare Southwest flights to Chicago (CHI). Fly from the United States with Southwest to Chicago. From New York $98; From Washington, D.C. $99; From Boston $109. Search for …

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

All flights from Chicago with Southwest. See all 9 routes and scheduled flights up to 9 months ahead.