Southwest® flights from Fort Lauderdale to Chicago (Midway) from $46
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Low fares from Fort Lauderdale to Chicago (Midway)
$
Fort Lauderdale (FLL)to
Chicago (Midway) (MDW)
Depart: 01/27/2026
One-way
Basic
From
$46
Seen: 1 hour ago
Fort Lauderdale (FLL)to
Chicago (Midway) (MDW)
Depart: 02/14/2026
One-way
Basic
From
$51
Seen: 1 hour ago
Fort Lauderdale (FLL)to
Chicago (Midway) (MDW)
Depart: 02/07/2026
One-way
Basic
From
$51
Seen: 2 hrs ago
Fort Lauderdale (FLL)to
Chicago (Midway) (MDW)
Depart: 02/28/2026
One-way
Basic
From
$51
Seen: 10 minutes ago
Fort Lauderdale (FLL)to
Chicago (Midway) (MDW)
Depart: 01/27/2026
One-way
Choice
From
$66
Seen: 1 hour ago
Fort Lauderdale (FLL)to
Chicago (Midway) (MDW)
Depart: 02/14/2026
One-way
Choice
From
$71
Seen: 1 hour ago
Explore flights from Fort Lauderdale to Chicago (Midway)
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Travel tips for your next Southwest flight
How to board the plane earlier on open seating flights departing on or before January 26, 2026:
Southwest seats are first come, first served based on check-in order. But there are ways to board the plane earlier!
- Purchase EarlyBird Check-In®1 for automatic check-in and a better boarding position.
- Purchase Upgraded Boarding2 to get an A1-A15 boarding position (depending on availability).
- Purchase a Business Select® fare or upgrade to Business Select to get a guaranteed A1-A15 boarding position.
Enjoy movies, sips, and snacks during your flight.
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.
Make the most of our Rapid Rewards® Program.
Rapid Rewards Members can redeem their points for flights, hotel stays, rental cars, gift cards, and more. And your points never expire!
Flight Details
Departing from:
Fort Lauderdale International Airport
Arriving at:
Chicago Midway International Airport
Average flight time:
3 hours 6 minutes
Distance:
1167 miles
Route Information
156† Weekly flights
- 2‡ Nonstop flights per day Monday through Friday
- 3‡ Nonstop flights on Saturday
- 3‡ Nonstop flights on Sunday
† Weekly flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025. Note: route may not operate every day of the week.
‡ Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025.
Explore Chicago (Midway)
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.
Questions we hear the most
The average flight time from Fort Lauderdale to Chicago (Midway) is 3 hours 6 minutes.
There are 156 weekly flights from Fort Lauderdale to Chicago (Midway) on Southwest Airlines.
Yes, Southwest flies nonstop from Fort Lauderdale to Chicago (Midway) 2 times per day from Monday through Friday.
Yes, Southwest flies nonstop from Fort Lauderdale to Chicago (Midway) 3 times per day on Saturdays and Sundays.
To find the lowest fares by day and time to fly Fort 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 Fort 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® Help Center for answers about everything Southwest.
Explore Flights from Other Popular Origins
Popular Flights from Fort Lauderdale
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.
3Where available. Available only on WiFi-enabled aircraft. Limited-time offer.
4Due to licensing restrictions, on WiFi-enabled international flights, free live TV and iHeartRadio may not be available for the full duration of flight.
5Texting only allows access to iMessage and WhatsApp (which must be downloaded and activated before connecting to SouthwestWiFi).
6Internet 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.
7Flights 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.