Fly into Chicagoland area airports with Southwest Airlines®.
Whether you’re headed to the Back of the Yards or the Gold Coast, Southwest® flies into both airports in Chicagoland. See which Chicago airport is the most convenient for your Windy City adventure.
Southwest flies to both airports in the City of the Big Shoulders, which means you have double the options for finding low fares and convenient flight times for your next trip to the Windy City. Hop on the Blue Line after landing on the Northwest Side of the city or catch the Orange Line when you deplane on the South Side—whatever you do, don’t miss out on everything the Second City has to offer.
Where you can land in the Chicago area.
Wanna see Chicago? Choose where you’ll land when you wing your way to the city by the lake.
The hustle and bustle of the City of the Big Shoulders awaits. Enjoy a world class city filled with Midwest nice people—start your Chicagoland adventure.
The Chicago Transit Authority (CTA) operates and extensive network of train and bus lines, and visitors who wish to venture outside the city can take advantage of the Metra train service.
Chicago has four distinct seasons, including hot, humid summers and cold, snowy winters—pack appropriately!
Millennium Park, the Willis Tower, the Museum Campus, and Restaurant Row.
