$55 Cheap Flights from Fort Lauderdale (FLL) to Chicago (MDW)

View $55 flight on Thu, Nov 20, 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 $55 for one-way flights and $110 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Sat, Feb 14 - Sat, Feb 21
FLL
Fort Lauderdale
MDW
Chicago
$110 Roundtrip, found 7 hours ago
$110
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Sat, Feb 14 from Fort Lauderdale to Chicago, returning Sat, Feb 21, priced at $110 found 7 hours ago
Frontier Airlines
Fri, Jan 9 - Tue, Jan 13
FLL
Fort Lauderdale
MDW
Chicago
$124 Roundtrip, found 5 hours ago
$124
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Fri, Jan 9 from Fort Lauderdale to Chicago, returning Tue, Jan 13, priced at $124 found 5 hours ago
Southwest Airlines
Wed, Nov 19 - Wed, Dec 3
FLL
Fort Lauderdale
MDW
Chicago
$126 Roundtrip, found 3 days ago
$126
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Nov 19 from Fort Lauderdale to Chicago, returning Wed, Dec 3, priced at $126 found 3 days ago
Southwest Airlines
Sat, Feb 14 - Sat, Feb 21
FLL
Fort Lauderdale
MDW
Chicago
$127 Roundtrip, found 7 hours ago
$127
Roundtrip
found 7 hours ago
Select Southwest Airlines flight, departing Sat, Feb 14 from Fort Lauderdale to Chicago, returning Sat, Feb 21, priced at $127 found 7 hours ago
Frontier Airlines
Sat, Feb 14 - Sat, Feb 21
FLL
Fort Lauderdale
MDW
Chicago
$131 Roundtrip, found 7 hours ago
$131
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Sat, Feb 14 from Fort Lauderdale to Chicago, returning Sat, Feb 21, priced at $131 found 7 hours ago
Southwest Airlines
Tue, Dec 9 - Mon, Dec 15
FLL
Fort Lauderdale
MDW
Chicago
$131 Roundtrip, found 1 hour ago
$131
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Tue, Dec 9 from Fort Lauderdale to Chicago, returning Mon, Dec 15, priced at $131 found 1 hour ago
Southwest Airlines
Wed, Feb 18 - Sat, Feb 21
FLL
Fort Lauderdale
MDW
Chicago
$136 Roundtrip, found 2 hours ago
$136
Roundtrip
found 2 hours ago
Select Southwest Airlines flight, departing Wed, Feb 18 from Fort Lauderdale to Chicago, returning Sat, Feb 21, priced at $136 found 2 hours ago
Frontier Airlines
Fri, Jan 9 - Sun, Jan 11
FLL
Fort Lauderdale
MDW
Chicago
$138 Roundtrip, found 2 hours ago
$138
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Fri, Jan 9 from Fort Lauderdale to Chicago, returning Sun, Jan 11, priced at $138 found 2 hours ago
Southwest Airlines
Wed, Jan 21 - Sat, Jan 24
FLL
Fort Lauderdale
MDW
Chicago
$140 Roundtrip, found 2 hours ago
$140
Roundtrip
found 2 hours ago
Select Southwest Airlines flight, departing Wed, Jan 21 from Fort Lauderdale to Chicago, returning Sat, Jan 24, priced at $140 found 2 hours ago
Delta
Wed, Jan 21 - Sat, Jan 24
FLL
Fort Lauderdale
MDW
Chicago
$169 Roundtrip, found 2 hours ago
$169
Roundtrip
found 2 hours ago
Select Delta flight, departing Wed, Jan 21 from Fort Lauderdale to Chicago, returning Sat, Jan 24, priced at $169 found 2 hours ago

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

September is typically the cheapest month to fly

From $133 - $305 per traveler.

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $208
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $208

Frequently asked questions

How much does a flight from Fort Lauderdale - Hollywood Intl. Airport (FLL) to Midway Intl. Airport (MDW) cost?
Snag a cheap one-way flight from $55 or cheap return flight from $110 from Fort Lauderdale - Hollywood Intl. Airport (FLL) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Fort Lauderdale - Hollywood Intl. Airport (FLL) to Midway Intl. Airport (MDW)?
Planning your getaway for February is a great way to save, as it's the cheapest month for flights between FLL and MDW. You'll typically find the lowest fares during the off-season.
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 Fort Lauderdale - Hollywood Intl. Airport (FLL) to Midway Intl. Airport (MDW)?
Use the filter tool on Expedia to compare airlines and find the most affordable carrier that'll fly you from FLL to MDW. Then, sort your results by "Price (lowest to highest)" to snap up the best deal available.
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.

Travel information

Origin airport
Fort Lauderdale - Hollywood Intl.
Destination airport
Midway Intl.
Airlines serving
Delta, Frontier Airlines, Southwest Airlines
Roundtrip price
$110
Distance
1168 mi
Average flight time
2 hours 9 mins

Book with confidence

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 February. 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 $55 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.

 

Fort Lauderdale to Chicago Flights

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*Available to One Key members.