$79 Cheap Flights from Fort Lauderdale (FLL) to Chicago (MDW)

View $79 flight on Thu, Aug 28, 2025Opens in a new window

Popular airlines from Fort Lauderdale-Hollywood Intl. Airport (FLL) to Chicago Midway Airport (MDW)

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Cheap Flights from Fort Lauderdale to Chicago (FLL-MDW)

Prices were available within the past 7 days and start at $79 for one-way flights and $113 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Wed, Aug 13 - Mon, Aug 25
FLL
Fort Lauderdale
MDW
Chicago
$113 Roundtrip, found 3 days ago
$113
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Aug 13 from Fort Lauderdale to Chicago, returning Mon, Aug 25, priced at $113 found 3 days ago
Southwest Airlines
Wed, Oct 1 - Sat, Oct 4
FLL
Fort Lauderdale
MDW
Chicago
$118 Roundtrip, found 3 days ago
$118
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Oct 1 from Fort Lauderdale to Chicago, returning Sat, Oct 4, priced at $118 found 3 days ago
Southwest Airlines
Wed, Oct 1 - Sat, Oct 4
FLL
Fort Lauderdale
MDW
Chicago
$123 Roundtrip, found 3 days ago
$123
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Oct 1 from Fort Lauderdale to Chicago, returning Sat, Oct 4, priced at $123 found 3 days ago
Southwest Airlines
Wed, Oct 1 - Sat, Oct 4
FLL
Fort Lauderdale
MDW
Chicago
$128 Roundtrip, found 3 days ago
$128
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Oct 1 from Fort Lauderdale to Chicago, returning Sat, Oct 4, priced at $128 found 3 days ago
Southwest Airlines
Wed, Aug 20 - Mon, Aug 25
FLL
Fort Lauderdale
MDW
Chicago
$133 Roundtrip, found 5 days ago
$133
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Wed, Aug 20 from Fort Lauderdale to Chicago, returning Mon, Aug 25, priced at $133 found 5 days ago
Southwest Airlines
Wed, Aug 13 - Sun, Aug 24
FLL
Fort Lauderdale
MDW
Chicago
$141 Roundtrip, found 3 days ago
$141
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Aug 13 from Fort Lauderdale to Chicago, returning Sun, Aug 24, priced at $141 found 3 days ago
Southwest Airlines
Thu, Oct 2 - Mon, Oct 6
FLL
Fort Lauderdale
MDW
Chicago
$143 Roundtrip, found 3 days ago
$143
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Thu, Oct 2 from Fort Lauderdale to Chicago, returning Mon, Oct 6, priced at $143 found 3 days ago
Southwest Airlines
Wed, Sep 10 - Fri, Sep 12
FLL
Fort Lauderdale
MDW
Chicago
$143 Roundtrip, found 3 days ago
$143
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Sep 10 from Fort Lauderdale to Chicago, returning Fri, Sep 12, priced at $143 found 3 days ago
Southwest Airlines
Thu, Oct 2 - Fri, Oct 3
FLL
Fort Lauderdale
MDW
Chicago
$145 Roundtrip, found 3 days ago
$145
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Thu, Oct 2 from Fort Lauderdale to Chicago, returning Fri, Oct 3, priced at $145 found 3 days ago
Frontier Airlines
Tue, Jul 29 - Tue, Aug 5
FLL
Fort Lauderdale
MDW
Chicago
$226 Roundtrip, found 4 days ago
$226
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Jul 29 from Fort Lauderdale to Chicago, returning Tue, Aug 5, priced at $226 found 4 days ago

Find the cheapest month to fly from Fort Lauderdale (FLL) to Chicago (MDW)

September is typically the cheapest month to fly

From $110 - $373 per traveler.

Graph displaying average flight prices per month

Flights from Fort Lauderdale (FLL) to Chicago (MDW)
Origin airport
Fort Lauderdale - Hollywood Intl.
Destination airport
Midway Intl.
Airlines serving
Delta, Frontier Airlines, Southwest Airlines
Roundtrip price
$113
Distance
1168 mi
Average flight time
2 hours 7 mins

Fort Lauderdale to Chicago Flights

The cheapest times to fly from Fort Lauderdale to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Fort Lauderdale to Chicago are during the month of August. You can find some of the cheapest flights from Fort Lauderdale to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Fort Lauderdale to Chicago

Sunday is one of the best days to book for cheap flights from Fort Lauderdale to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Fort Lauderdale to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Fort Lauderdale to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $79 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Fort Lauderdale to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Fort Lauderdale to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Fort Lauderdale - Hollywood Intl. Airport (FLL) to Midway Intl. Airport (MDW) cost?
Book cheap return tickets starting at $93 from Fort Lauderdale - Hollywood Intl. Airport (FLL) to Midway Intl. Airport (MDW). This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a Southwest Airlines flight leaving FLL on August 7 2025 and touching down at MDW. The price was last updated on July 14 2025 and has not changed since.
What is the cheapest month to fly from FLL to MDW?
The cheapest flights from FLL to MDW are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Fort Lauderdale - Hollywood Intl. Airport (FLL) to Midway Intl. Airport (MDW)?
If you're departing from Fort Lauderdale - Hollywood Intl. Airport (FLL), you can get on a direct flight to Midway Intl. Airport (MDW) with Southwest Airlines.
What is the cheapest airline that flies from FLL to MDW?
Take off from FLL to MDW with Southwest Airlines. This carrier currently offers the cheapest one-way ticket on this route, starting at $47. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from FLL on October 2 2025. Prices were last updated on July 14 2025 and have not changed since.
How many flights per day from Fort Lauderdale - Hollywood Intl. Airport (FLL) to Midway Intl. Airport (MDW)?
Each day on average, 3 direct flights operate from Fort Lauderdale - Hollywood Intl. Airport (FLL) to Midway Intl. Airport (MDW). Choose the departure date that best fits your itinerary.
What are the most popular departure times for flights from Fort Lauderdale - Hollywood Intl. Airport (FLL) to Midway Intl. Airport (MDW)?
Flights between FLL and MDW are their busiest at 7 AM. If you're after a quieter experience and possibly cheaper tickets, look for a departure outside the usual busy windows.
What day of the week has the most flights from FLL to MDW?
If you travel on a Monday, you'll get the greatest range of choices for flights from Fort Lauderdale - Hollywood Intl. Airport (FLL) to Midway Intl. Airport (MDW).
What is the earliest flight from Fort Lauderdale - Hollywood Intl. Airport (FLL) to Midway Intl. Airport (MDW)?
The earliest flight departing from Fort Lauderdale - Hollywood Intl. Airport (FLL) is at around 6:55AM UTC-5. Catch this flight and you'll touch down at Midway Intl. Airport (MDW) at approximately 9:10AM UTC-6. The total travel time is 3h 15m.
How long does it take to fly from Fort Lauderdale - Hollywood Intl. Airport (FLL) to Midway Intl. Airport (MDW)?
The average flight time from FLL to MDW is 3 hours and 15 minutes, covering a distance of 1,150 mi.
What is the best time to fly from Fort Lauderdale - Hollywood Intl. Airport (FLL) to Midway Intl. Airport (MDW)?
To reach Midway Intl. Airport (MDW) on time, opt for a flight that leaves from Fort Lauderdale - Hollywood Intl. Airport (FLL) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Fort Lauderdale - Hollywood Intl. Airport (FLL)?
You'll arrive at O'Hare Intl. Airport (ORD) or Midway Intl. Airport (MDW) when traveling to Chicago on a direct flight from Fort Lauderdale - Hollywood Intl. Airport (FLL).
Is it cheaper to buy a plane ticket from Fort Lauderdale - Hollywood Intl. Airport (FLL) to Midway Intl. Airport (MDW) last-minute?
Waiting until just before your trip to book a ticket from FLL to MDW often results in higher prices. While you might find some last-minute offers, they're not always guaranteed. Be flexible with your itinerary to maximize your chances of scoring a bargain.
Is it cheaper to book a FLL to MDW flight and hotel package?
You can save money by booking a FLL to MDW flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's easy to manage everything in one place. Once you've chosen your preferred accommodations and flights, consider adding extras such as activities, tours and car rentals.
Can I cancel or change the date of my flight from Fort Lauderdale - Hollywood Intl. Airport (FLL) to Midway Intl. Airport (MDW)?
If you reserved your FLL to MDW flight in the last 24 hours, you may be able to cancel or modify it without fees. Depending on the airline and the type of fare you have, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal if you want more information.

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