Whether you're traveling for business or pleasure, solo, or with the whole family, you'll enjoy the flexibility of flying Southwest®.
Find your next flight from Fort Lauderdale to Chicago (Midway) now!
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Whether you're traveling for business or pleasure, solo, or with the whole family, you'll enjoy the flexibility of flying Southwest®.
Find your next flight from Fort Lauderdale to Chicago (Midway) now!
Fort Lauderdale, FL to Chicago (Midway), IL
*Restrictions and exclusions apply. Seats and dates are limited. Select markets. 17 travel days available. Fares are updated hourly. Fares displayed on external channels may no longer be available at time of booking. To find the most updated fare, please visit Southwest.com.
Southwest seats are first come, first served based on check-in order. But there are ways to board the plane earlier!
Take advantage of inflight entertainment with free movies4, free live TV5, free texting6, and $8 inflight Internet7.
We also offer free sodas, coffee, and snacks8—learn more about the inflight food and beverage experience.
Have a change of travel plans? We offer free same-day standby for all fare types. This means that you can retain your current flight while listing for standby on an earlier flight. If a seat becomes available, it’s yours at no charge!
Rapid Rewards Members can redeem their points for flights, hotel stays, rental cars, gift cards, and more. And your points never expire!
| Fare | Fly one-way from $86 (departing on 5/28)* |
|---|---|
| Departing from | Fort Lauderdale-Hollywood International Airport (FLL) |
| Arriving at | Chicago Midway International Airport (MDW) |
| Average flight time | 3 hours 12 minutes |
| Distance | 1167 miles |
| 150† | Weekly flights |
|---|---|
| 3‡ | Nonstop flights per day Monday through Friday |
| 4 ‡ | Nonstop flights on Saturday |
| 4 ‡ | Nonstop flights on Sunday |
Other popular flights from Fort Lauderdale:
†Weekly flights based on DOT published scheduled average flights Monday through Sunday between 4/1/2025 and 4/30/2025. Note: route may not operate every day of the week.
‡Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 4/1/2025 and 4/30/2025.
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.
1EarlyBird Check-In® pricing starts at $15 one-way, and is subject to availability. Pricing may vary based on the popularity and length of each (one-way) flight. Please see optional travel charges for more details.
2Upgraded boarding prices and benefits are per eligible segment. Flights must be within 24 hours of departure to be eligible for upgraded boarding.
4Where available. Available only on WiFi-enabled aircraft. Limited-time offer.
5Due to licensing restrictions, on WiFi-enabled international flights, free live TV and iHeartRadio may not be available for the full duration of flight.
6Texting only allows access to iMessage and WhatsApp (which must be downloaded and activated before connecting to SouthwestWiFi).
7Internet access for $8 per device from takeoff to landing. Price is subject to change. May not be available for the full duration of flight. In order to provide a top-notch Internet experience, we prohibit access to certain high-bandwidth applications and websites. We also prohibit access to certain obscene or offensive content.
8Flights traveling 175 miles or less will have only water available. Complimentary snacks are served on flights over 175 miles. If you’re flying between Hawaii and the continental U.S., you’ll have even more snacks to choose from.
9Free same-day standby: You can list for same-day standby for an earlier flight via a Southwest Customer Service Agent at the airport or the Southwest app or mobile web. You must request to be added to the same-day standby list at least 10 minutes prior to the scheduled departure of your original flight or the no-show policy will apply. If using the app or mobile web, you must list your name 30 minutes ahead of scheduled departure. You will receive a message based on the contact preference selected during booking if you are cleared on the flight. Group bookings and Unaccompanied Minors are not eligible for same-day standby. You will be required to pay any government taxes and fees associated with these itinerary changes but refunds will be provided. Your original boarding position is not guaranteed on your standby flight. Southwest Business Customers booked through travel agencies may need to see a Southwest agent at the airport for a standby listing. See Southwest.com/standby for more details.