Earn 40,000 points
to find your place in the sun.Learn more
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!
Average Flight Time: 3 hours 10 minutes
Departing from: Fort Lauderdale-Hollywood International Airport (FLL)
Arriving at: Chicago Midway International Airport (MDW)
Once 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.
When you're planning a memorable trip, you're looking for more than cheap flights from Ft. Lauderdale to Chicago (Midway). That's why Southwest offers services and perks—from booking to boarding—to make your travel experience the best it can be. Learn more about the Southwest Experience while you book your Ft. Lauderdale to Chicago (Midway) flight.
Whether you're flying to Chicago (Midway) or another of our destinations, traveling with Southwest is straightforward. Get no hidden fees with those low fares—our Transfarency® promise. Enroll in our Click 'N Save® emails to stay up to date on our latest and greatest deals. Looking for tours, activities, and more hidden gems? Check out Southwest Airlines® Experiences and earn Rapid Rewards® when you book.
1First and second checked bags. Weight and size limits apply.
2Fare difference may apply.