$164 Cheap Flights from Chicago (MDW) to Fort Walton Beach (VPS)

View $164 flight on Mon, Dec 15, 2025Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Northwest Florida Regional Airport (VPS)

Cheap Flights from Chicago to Fort Walton Beach (MDW-VPS)

Prices were available within the past 7 days and start at $164 for one-way flights and $300 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Wed, Dec 17 - Thu, Dec 18
MDW
Chicago
VPS
Fort Walton Beach
$300 Roundtrip, found 6 days ago
$300
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Wed, Dec 17 from Chicago to Fort Walton Beach, returning Thu, Dec 18, priced at $300 found 6 days ago
Southwest Airlines
Wed, Dec 17 - Thu, Dec 18
MDW
Chicago
VPS
Fort Walton Beach
$311 Roundtrip, found 6 days ago
$311
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Wed, Dec 17 from Chicago to Fort Walton Beach, returning Thu, Dec 18, priced at $311 found 6 days ago
Delta
Mon, Jan 12 - Mon, Jan 19
MDW
Chicago
VPS
Fort Walton Beach
$316 Roundtrip, found 2 hours ago
$316
Roundtrip
found 2 hours ago
Select Delta flight, departing Mon, Jan 12 from Chicago to Fort Walton Beach, returning Mon, Jan 19, priced at $316 found 2 hours ago
Delta
Sat, Feb 21 - Tue, Feb 24
MDW
Chicago
VPS
Fort Walton Beach
$336 Roundtrip, found 1 day ago
$336
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Feb 21 from Chicago to Fort Walton Beach, returning Tue, Feb 24, priced at $336 found 1 day ago
Southwest Airlines
Thu, Jan 15 - Mon, Jan 19
MDW
Chicago
VPS
Fort Walton Beach
$337 Roundtrip, found 8 hours ago
$337
Roundtrip
found 8 hours ago
Select Southwest Airlines flight, departing Thu, Jan 15 from Chicago to Fort Walton Beach, returning Mon, Jan 19, priced at $337 found 8 hours ago
Southwest Airlines
Thu, Feb 26 - Tue, Mar 3
MDW
Chicago
VPS
Fort Walton Beach
$343 Roundtrip, found 6 hours ago
$343
Roundtrip
found 6 hours ago
Select Southwest Airlines flight, departing Thu, Feb 26 from Chicago to Fort Walton Beach, returning Tue, Mar 3, priced at $343 found 6 hours ago
Delta
Mon, Jan 12 - Sun, Jan 18
MDW
Chicago
VPS
Fort Walton Beach
$346 Roundtrip, found 2 hours ago
$346
Roundtrip
found 2 hours ago
Select Delta flight, departing Mon, Jan 12 from Chicago to Fort Walton Beach, returning Sun, Jan 18, priced at $346 found 2 hours ago
Southwest Airlines
Mon, Dec 22 - Wed, Dec 24
MDW
Chicago
VPS
Fort Walton Beach
$347 Roundtrip, found 9 hours ago
$347
Roundtrip
found 9 hours ago
Select Southwest Airlines flight, departing Mon, Dec 22 from Chicago to Fort Walton Beach, returning Wed, Dec 24, priced at $347 found 9 hours ago
Southwest Airlines
Thu, Feb 26 - Tue, Mar 3
MDW
Chicago
VPS
Fort Walton Beach
$348 Roundtrip, found 6 hours ago
$348
Roundtrip
found 6 hours ago
Select Southwest Airlines flight, departing Thu, Feb 26 from Chicago to Fort Walton Beach, returning Tue, Mar 3, priced at $348 found 6 hours ago
Southwest Airlines
Thu, Jan 15 - Tue, Jan 20
MDW
Chicago
VPS
Fort Walton Beach
$349 Roundtrip, found 2 hours ago
$349
Roundtrip
found 2 hours ago
Select Southwest Airlines flight, departing Thu, Jan 15 from Chicago to Fort Walton Beach, returning Tue, Jan 20, priced at $349 found 2 hours ago

Find the cheapest month to fly from Chicago (MDW) to Fort Walton Beach (VPS)

July is typically the cheapest month to fly

From $155 - $616 per traveler.

Alternative airports near Fort Walton Beach

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

Select flight to Northwest Florida Regional VPS. Cheapest and Closest option available. Average driving time to city center is 14 minutes. Flights from $527
VPS
Northwest Florida Regional
CheapestClosest
Average driving time to city center14 min
Flights from $527

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Northwest Florida Regional Airport (VPS) cost?
Get a cheap one-way flight from $164 or cheap return flight from $300 from Midway Intl. Airport (MDW) to Northwest Florida Regional Airport (VPS) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to Northwest Florida Regional Airport (VPS)?
Planning your trip for December may help you find better deals, as it's the cheapest month for flights between MDW and VPS. You'll often find the lowest prices during off-peak months.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Northwest Florida Regional Airport (VPS)?
Expedia's filter tool lets you easily compare different airlines, departure times and fares all in one place. Choose your preferences, then sort by "Price (lowest to highest)" to find out which carrier offers the cheapest MDW to VPS flight.
How many flights per day from Midway Intl. Airport (MDW) to Northwest Florida Regional Airport (VPS)?
On average, Midway Intl. Airport (MDW) has 2 direct flights to Northwest Florida Regional Airport (VPS) weekly. For more choice, take advantage of Expedia's filters to find flights with layovers. Fit in a quick visit to another destination or just break up your journey.
What are the most popular departure times for flights from Midway Intl. Airport (MDW) to Northwest Florida Regional Airport (VPS)?
Flights between MDW and VPS are their busiest at 4 PM. If you'd like a quieter trip and potentially cheaper tickets, choose a departure outside the usual busy windows.
What day of the week has the most flights from MDW to VPS?
If you depart on a Thursday, you'll get the largest range of options for flights from Midway Intl. Airport (MDW) to Northwest Florida Regional Airport (VPS).
What is the earliest flight from Midway Intl. Airport (MDW) to Northwest Florida Regional Airport (VPS)?
Midway Intl. Airport (MDW)'s first flight to Northwest Florida Regional Airport (VPS) departs at approximately 4:31PM UTC-6. With a total journey time of 2h 26m, you'll touch down at around 6:57PM UTC-6.
How long does it take to fly from Midway Intl. Airport (MDW) to Northwest Florida Regional Airport (VPS)?
Flights from MDW to VPS have an average travel time of 2 hours and 26 minutes. The distance between the two airports is 780 mi.
What is the best time to fly from Midway Intl. Airport (MDW) to Northwest Florida Regional Airport (VPS)?
To arrive at Northwest Florida Regional Airport (VPS) on time, pick a flight that leaves from Midway Intl. Airport (MDW) 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 Fort Walton Beach from Midway Intl. Airport (MDW)?
Compare your flight options from Midway Intl. Airport (MDW) to Northwest Florida Regional Airport (VPS). This is the only Fort Walton Beach airport you can fly into if you're taking a direct flight.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Northwest Florida Regional Airport (VPS) last-minute?
Last-minute bookings from MDW to VPS are generally more expensive. To secure the lowest prices, start looking for flights ahead of time. That said, if you're flexible with your travel plans, you may land a cheap ticket right before your trip.
Is it cheaper to book a MDW to VPS flight and hotel package?
Compared with arranging hotels and flights separately, booking a MDW to VPS flight and hotel package with Expedia could lead to significant savings. Better still, managing everything in one place takes the hassle out of travel planning. Just pick your flights and select from our extensive range of hotels, then customize your trip with extras like activities, tours and car rentals.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Northwest Florida Regional Airport (VPS)?
Typically, you can cancel or reschedule your MDW to VPS flight. However, additional charges may apply, especially if you booked more than 24 hours ago. Check your itinerary for the airline's fees and policies on flight changes, or if you'd like further information, visit our Customer Service portal.

Travel information

Origin airport
Midway Intl.
Destination airport
Northwest Florida Regional
Airlines serving
Delta, Southwest Airlines
Roundtrip price
$300
Distance
782 mi
Average flight time
2 hours 5 mins

Book with confidence

Chicago to Fort Walton Beach Flights

The cheapest times to fly from Chicago to Fort Walton Beach

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 Chicago to Fort Walton Beach are during the month of December. You can find some of the cheapest flights from Chicago to Fort Walton Beach with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Fort Walton Beach

Sunday is one of the best days to book for cheap flights from Chicago to Fort Walton Beach: 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 Chicago to Fort Walton Beach

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 Chicago to Fort Walton Beach in 2025. You can also book with separate airlines for your outbound and return journeys, from $164 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 Chicago to Fort Walton Beach 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 Chicago to Fort Walton Beach 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.

 

Chicago to Fort Walton Beach Flights

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*Available to One Key members.