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 Ft. Lauderdale to Chicago (Midway) flights and book yours today!
Best Airline in the U.S. and North America & Best Economy Class and Low Cost Airline in North America.
Ft. Lauderdale, FL to Chicago (Midway), IL
*Restrictions and exclusions apply. Seats and dates are limited. Select markets. 28 travel days available.
During the ongoing COVID-19 pandemic, the availability, health and safety procedures, operations, and schedules for local attractions are changing constantly. Please contact attractions directly for hours of operation, potential temperature screenings, and other possible health and safety procedures and restrictions. Visit our COVID-19 Travel Information page for information about potential restrictions on air travel.
Departing from: Fort Lauderdale-Hollywood International Airport (FLL)
Arriving at: Chicago Midway International Airport (MDW)
Other popular flights from Ft. Lauderdale
View our interactive mapOnce in a while, you may want to leave the sunny shores of Greater Ft. 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 Ft. 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 Ft. 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.
Start packing! Every ticketed Customer’s first two checked bags are free. 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 Ft. 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. Looking for tours, activities, and more hidden gems to add to your Chicago (Midway) adventure? Explore getaways with Southwest®. 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.
To find the lowest fares by day and time to fly Ft. Lauderdale to Chicago (Midway) with Southwest, check out our Low Fare Calendar.
You can rent a car at Chicago Midway International Airport—book yours with your flight.
Yes! Flights from Ft. Lauderdale to Chicago (Midway)—or from here or there to anywhere—can be changed with no change fees. Fare difference may apply.
Check the status of your upcoming Southwest flight.
Check out the Southwest Airlines® FAQs for answers about everything Southwest.
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