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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.
1First and second checked bags. Weight and size limits apply.
2Fare difference may apply.
3Failure to cancel a reservation at least 10 minutes prior to departure may result in forfeited Travel Funds.
4Flight credits unexpired on or created on or after July 28, 2022, do not expire and will show an expiration date until our systems are updated. See full details here.
5Available only on WiFi-enabled aircraft. Limited-time offer. Where available.
6Internet access for $8 a day, per device. In order to provide the best experience, we block access to certain high-bandwidth applications, websites, and video conferencing services, including, but not limited to, Netflix, HBO Max, Zoom, and Microsoft Teams. In consideration of the public environment onboard, we also block potentially offensive online content.
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