If you find yourself yearning for the Windy City, you can book a flight from the Venice of America and get going—Southwest Airlines® flies from Fort Lauderdale-Hollywood International Airport to Chicago Midway International Airport. Travel with Southwest® is not just easy, it's enjoyable; you'll love flying with us for business, fun, or anything in between. If you have time to plan and your travel dates offer you some wiggle room, the Low Fare Calendar may reveal flight options you hadn't considered—and some extra savings. Want to reap even bigger savings rewards? Check out Southwest Vacations® to see package deals with flights, hotels, rental cars, and more.
Browse Fort Lauderdale to Chicago (Midway) flights and book yours today!
Fort Lauderdale, FL to Chicago (Midway), IL
departing on 12/26
one-way starting at*$173
*Restrictions and exclusions apply. Seats and dates are limited. Select markets. 136 travel days available.
|Departing from||Fort Lauderdale-Hollywood International Airport (FLL)|
|Arriving at||Chicago Midway International Airport (MDW)|
|Average flight time||3 hours 11 minutes|
|3‡||Nonstop flights per day Monday through Friday|
|5‡||Nonstop flights on Saturday|
|3‡||Nonstop flights on Sunday|
†Weekly flights based on DOT published scheduled average flights Monday through Sunday between 12/1/2022 and 12/31/2022. Note: route may not operate every day of the week.
‡Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 12/1/2022 and 12/31/2022.
Once in a while, you may want to leave the sunny shores of Greater Fort Lauderdale and experience the range of seasons (sometimes all four in one day!) available in Chicago. Summer in the city is especially magical; the beaches of Lake Michigan will call to you. Chicago is, of course, more than a city by the lake—there's something for everyone visiting from Fort Lauderdale, no matter what brings you to the freight handler of the world! Made up of 77 distinct neighborhoods, the rich history of Chicago is ready for you to explore via the extensive CTA transit system. In fact, Chicago Midway International Airport is less than a half hour away from the center of the city via the Orange Line.
Lovers of food and drink can indulge in Restaurant Row, just west of Chicago's famous Magnificent Mile downtown, or get gritty in a neighborhood bar and order a “Chicago Handshake.” Sports fans will find something to enjoy year-round, from the sights and sounds of the Wrigleyville neighborhood (home to Wrigley Field and Northsiders' preferred baseball team) or the Southside's favorite ballpark to taking in a basketball or hockey game at the United Center. Sports not your scene? Consider enjoying in a play at one of the Broadway in Chicago theaters or attending the opera or symphony.
Traveling from Fort Lauderdale to Chicago (Midway) on Southwest helps you keep your travel costs down, meaning you can focus on what you want to spend your hard-earned dollars on while you're visiting. Find more ways to save by exploring deals on rental cars, hotels, and more through us. Maximize your travel dollars when you book and fly with Southwest Airlines.
One child over 14 days and under two (2) years of age, not occupying a seat, may be carried free of charge when traveling with an adult (12 years of age or older). Learn more.
Customers flying with a pet are subject to a pet fare. To learn more about traveling with your furry friend, explore the Southwest® pet policy.
Minors under the age of 18 are not permitted to fly unaccompanied on international flights or any itinerary that includes an international flight. Learn more.
Chicago Midway International Airport is a quick 30-minute 'L' ride from downtown Chicago. Get going—adventure awaits.
At Southwest, we know it takes more than great deals on Chicago (Midway) airfares and convenient scheduling options to make your trip memorable. So from booking to boarding, we offer services and features designed to make your travel from Fort Lauderdale to Chicago (Midway) the best it can be. Learn more about the Southwest® travel experience before you book your flight from Fort Lauderdale-Hollywood International Airport to Chicago Midway International Airport.
Flying with Southwest is simple and fun, no matter which of our dozens of exciting destinations you choose. When you search for your next flight to Chicago (Midway), know that you won’t be surprised at checkout. Low fares and no hidden fees. That's Transfarency®. And as always, two bags fly free®1. Want the latest news, information, and promotional offers from Southwest? Sign up to receive email from us. Book your flight today and know that you'll earn Rapid Rewards® points when you fly.
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.