Cheap Flights from Boston (BOS) to Destin (DSI)

Popular airlines from Logan International Airport (BOS) to Destin-Fort Walton Beach Airport (DSI)

Alternative airports near Destin

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

Select flight to Northwest Florida Regional VPS. Cheapest option available. Average driving time to city center is 29 minutes. Flights from $448
VPS
Northwest Florida Regional
Cheapest
Average driving time to city center29 min
Flights from $448

Frequently asked questions

How much does a flight from Logan Intl. Airport (BOS) to Destin-Fort Walton Beach Airport (DSI) cost?
Get a cheap one-way flight or cheap return flight from Logan Intl. Airport (BOS) to Destin-Fort Walton Beach Airport (DSI) 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 Logan Intl. Airport (BOS) to Destin-Fort Walton Beach Airport (DSI)?
Planning your trip for is a good way to save, as it's the cheapest month for flights between BOS and DSI. You'll typically find the lowest fares during the off-season.
What is the cheapest airline that flies from Logan Intl. Airport (BOS) to Destin-Fort Walton Beach Airport (DSI)?
Use the filter tool on Expedia to compare airlines and find the most affordable carrier that'll take you from BOS to DSI. Then, sort your results by "Price (lowest to highest)" to snag the best deal available.
How many flights per day from Logan Intl. Airport (BOS) to Destin-Fort Walton Beach Airport (DSI)?
There aren't any daily nonstop flights available from Logan Intl. Airport (BOS) to Destin-Fort Walton Beach Airport (DSI). But you can book flights with layovers. Filter your search results on Expedia to include one or two stops, and you'll be cruising above the clouds before you know it.
What day of the week has the most flights from BOS to DSI?
You'll generally find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can change from season to season and during peak travel times or public holidays.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Logan Intl. Airport (BOS) to Destin-Fort Walton Beach Airport (DSI)?
Choose a flight from Logan Intl. Airport (BOS) to Destin-Fort Walton Beach Airport (DSI) that takes off before 3 PM to reduce the likelihood of delays. Later departures have a 22% higher chance of being canceled, on average.**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.
Is it cheaper to buy a plane ticket from Logan Intl. Airport (BOS) to Destin-Fort Walton Beach Airport (DSI) last-minute?
Last-minute fares from BOS to DSI are usually more expensive. For the cheapest rates, start looking for flights early. That said, if you're flexible with your travel dates, it's possible to find a cheap fare just before your departure.
Is it cheaper to book a BOS to DSI flight and hotel package?
Compared with arranging flights and hotels separately, booking a BOS to DSI flight and hotel package with Expedia could result in significant savings. Better yet, having it all in one place will take the hassle out of planning your trip. Just pick your flights and select from our extensive range of hotels, then customize your trip with other add-ons like car rentals and activities.
Can I cancel or change the date of my flight from Logan Intl. Airport (BOS) to Destin-Fort Walton Beach Airport (DSI)?
It's usually possible to reschedule or cancel your BOS to DSI flight. However, if it's been more than 24 hours since booking, additional fees may apply. Refer to your airline's policies in your itinerary to see what changes are possible and if any costs are involved. You'll also find more details on our Customer Service portal.

Travel information

Travel information

Origin airport
Logan Intl.
Destination airport
Destin-Fort Walton Beach
Distance
1189 mi

Book with confidence

Book with confidence

Boston to Destin Flights

The cheapest times to fly from Boston to Destin

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 Boston to Destin are during the month of . You can find some of the cheapest flights from Boston to Destin with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Boston to Destin

Sunday is one of the best days to book for cheap flights from Boston to Destin: 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 Boston to Destin

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 Boston to Destin in 2025. You can also book with separate airlines for your outbound and return journeys, from 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 Boston to Destin 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 Boston to Destin 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.

 

Boston to Destin Flights

Explore a world of travel with Expedia

Explore a world of travel with Expedia

*Available to One Key members.