$122 Cheap Flights from Chicago (ORD) to Fort Walton Beach (VPS)

View $122 flight on Tue, Oct 21, 2025Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Northwest Florida Regional Airport (VPS)

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

Prices were available within the past 7 days and start at $122 for one-way flights and $242 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Wed, Jan 14 - Wed, Jan 21
ORD
Chicago
VPS
Fort Walton Beach
$242 Roundtrip, found 2 days ago
$242
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Wed, Jan 14 from Chicago to Fort Walton Beach, returning Wed, Jan 21, priced at $242 found 2 days ago
Southwest Airlines
Wed, Jan 14 - Tue, Jan 20
ORD
Chicago
VPS
Fort Walton Beach
$248 Roundtrip, found 2 days ago
$248
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Wed, Jan 14 from Chicago to Fort Walton Beach, returning Tue, Jan 20, priced at $248 found 2 days ago
Southwest Airlines
Tue, Oct 7 - Wed, Oct 8
ORD
Chicago
VPS
Fort Walton Beach
$254 Roundtrip, found 1 day ago
$254
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Tue, Oct 7 from Chicago to Fort Walton Beach, returning Wed, Oct 8, priced at $254 found 1 day ago
Southwest Airlines
Tue, Oct 21 - Sat, Oct 25
ORD
Chicago
VPS
Fort Walton Beach
$261 Roundtrip, found 1 day ago
$261
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Tue, Oct 21 from Chicago to Fort Walton Beach, returning Sat, Oct 25, priced at $261 found 1 day ago
Southwest Airlines
Tue, Oct 21 - Sat, Oct 25
ORD
Chicago
VPS
Fort Walton Beach
$262 Roundtrip, found 1 day ago
$262
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Tue, Oct 21 from Chicago to Fort Walton Beach, returning Sat, Oct 25, priced at $262 found 1 day ago
Southwest Airlines
Tue, Oct 7 - Tue, Oct 14
ORD
Chicago
VPS
Fort Walton Beach
$267 Roundtrip, found 4 days ago
$267
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Tue, Oct 7 from Chicago to Fort Walton Beach, returning Tue, Oct 14, priced at $267 found 4 days ago
Southwest Airlines
Wed, Jan 14 - Tue, Jan 20
ORD
Chicago
VPS
Fort Walton Beach
$270 Roundtrip, found 2 days ago
$270
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Wed, Jan 14 from Chicago to Fort Walton Beach, returning Tue, Jan 20, priced at $270 found 2 days ago
American Airlines
Wed, Feb 4 - Wed, Feb 25
ORD
Chicago
VPS
Fort Walton Beach
$272 Roundtrip, found 1 day ago
$272
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Feb 4 from Chicago to Fort Walton Beach, returning Wed, Feb 25, priced at $272 found 1 day ago
Delta
Wed, Dec 24 - Wed, Dec 31
ORD
Chicago
VPS
Fort Walton Beach
$316 Roundtrip, just found
$316
Roundtrip
just found
Select Delta flight, departing Wed, Dec 24 from Chicago to Fort Walton Beach, returning Wed, Dec 31, priced at $316 just found
Sun Country Airlines
Wed, Nov 26 - Fri, Nov 28
ORD
Chicago
VPS
Fort Walton Beach
$413 Roundtrip, found 3 hours ago
$413
Roundtrip
found 3 hours ago
Select Sun Country Airlines flight, departing Wed, Nov 26 from Chicago to Fort Walton Beach, returning Fri, Nov 28, priced at $413 found 3 hours ago

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

July is typically the cheapest month to fly

From $155 - $415 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 $507
VPS
Northwest Florida Regional
CheapestClosest
Average driving time to city center14 min
Flights from $507
Flights from Chicago (ORD) to Fort Walton Beach (VPS)
Origin airport
O'Hare Intl.
Destination airport
Northwest Florida Regional
Airlines serving
American Airlines, Delta, Southwest Airlines, Sun Country Airlines
Roundtrip price
$242
Distance
796 mi
Average flight time
2 hours 28 mins

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 January. 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 $122 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.

 

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Northwest Florida Regional Airport (VPS) cost?
Lock in a cheap one-way flight from $122 or cheap return flight from $242 from O'Hare Intl. Airport (ORD) to Northwest Florida Regional Airport (VPS) 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 O'Hare Intl. Airport (ORD) to Northwest Florida Regional Airport (VPS)?
January is the least expensive month to fly from ORD to VPS. Planning your trip for the off-season is often the key to finding better deals on flights.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to Northwest Florida Regional Airport (VPS)?
While Chicago, IL (ORD-O'Hare Intl.) has no direct flights to Northwest Florida Regional Airport (VPS), other airports have nonstop options. Jetting off from Midway Intl. Airport (MDW) will get you to Fort Walton Beach without any layovers.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Northwest Florida Regional Airport (VPS)?
To find the cheapest airline flying from ORD to VPS, use Expedia's filter tool. Customize your search based on what's important to you, such as preferred carriers and ideal departure window. You can then sort your results by "Price (lowest to highest)" to list the most affordable options first.
How many flights per day from O'Hare Intl. Airport (ORD) to Northwest Florida Regional Airport (VPS)?
Direct flights from O'Hare Intl. Airport (ORD) to Northwest Florida Regional Airport (VPS) aren't available daily, so you'll have to take a flight with a layover. Explore your options with Expedia's filters. Enter your dates and click on either "1 Stop" or "2+ Stops."
What day of the week has the most flights from ORD to VPS?
Generally you'll have the most choice when it comes to flights on a Friday. Tuesdays are often the quietest.* However, this can vary based on the time of year, carrier and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What airline has the least delays from ORD to VPS?
Consider booking with United Airlines if you'd like to go straight from O'Hare Intl. Airport (ORD) to Northwest Florida Regional Airport (VPS) without any delays. This carrier has the best track record for punctuality, with an on-time score of 85%. Want to get notified of any changes? You can check your flight status using the Expedia App.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Northwest Florida Regional Airport (VPS)?
To avoid possible delays on the O'Hare Intl. Airport (ORD) to Northwest Florida Regional Airport (VPS) route, travel before 3 PM. Departures after this hour are 22% more likely to be canceled.**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 O'Hare Intl. Airport (ORD)?
Explore your flight options from O'Hare Intl. Airport (ORD) to Pensacola Intl. Airport (PNS). This is the only airport in Fort Walton Beach you can touch down at if you're taking a direct flight.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Northwest Florida Regional Airport (VPS) last-minute?
Holding off until right before your break to book a ticket from ORD to VPS generally means paying more. While you may find some last-minute deals, they're not always guaranteed. Allow some flexibility in your schedule to maximize your chances of getting a bargain.
Is it cheaper to book an ORD to VPS flight and hotel package?
You'll typically save money by securing an ORD to VPS flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one place. Once you've selected your ideal accommodations and flights, consider other add-ons like tours, car rentals and activities.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Northwest Florida Regional Airport (VPS)?
Typically, you can cancel or modify your ORD to VPS flight. However, additional charges may apply, especially if you made your booking over 24 hours ago. Double-check your itinerary for the airline's rules and fees on flight changes, or if you want further details, visit our Customer Service portal.

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*Available to One Key members.