$638 Cheap Flights from Boston (BOS) to Dillingham (DLG)

View $638 flight on Thu, May 14, 2026Opens in a new window

Popular airlines from Logan International Airport (BOS) to Dillingham, AK (DLG)

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Cheap Flights from Boston to Dillingham (BOS-DLG)

Prices were available within the past 7 days and start at $638 for one-way flights and $1,274 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Alaska Airlines
Thu, May 14 - Thu, May 21
BOS
Boston
DLG
Dillingham
$1,274 Roundtrip, found 3 days ago
$1,274
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Thu, May 14 from Boston to Dillingham, returning Thu, May 21, priced at $1,274 found 3 days ago
Alaska Airlines
Thu, May 14 - Thu, May 21
BOS
Boston
DLG
Dillingham
$1,574 Roundtrip, found 3 days ago
$1,574
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Thu, May 14 from Boston to Dillingham, returning Thu, May 21, priced at $1,574 found 3 days ago

Frequently asked questions

How much does a flight from Logan Intl. Airport (BOS) to Dillingham Airport (DLG) cost?
Snag a cheap one-way flight from $638 or cheap return flight from $1,274 from Logan Intl. Airport (BOS) to Dillingham Airport (DLG) 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 Logan Intl. Airport (BOS) to Dillingham Airport (DLG)?
May is the cheapest month to fly from BOS to DLG. Traveling during quieter months is often the key to finding a great deal.
What is the cheapest airline that flies from Logan Intl. Airport (BOS) to Dillingham Airport (DLG)?
To find the cheapest airline flying from BOS to DLG, use Expedia's filter tool. Tailor your search based on what's important to you, such as preferred carriers and flight duration. You can then sort your results by "Price (lowest to highest)" to list the most affordable options first.
How many flights per day from Logan Intl. Airport (BOS) to Dillingham Airport (DLG)?
Direct flights from Logan Intl. Airport (BOS) to Dillingham Airport (DLG) aren't available daily, so you'll have to take a flight with a layover. Explore your options with Expedia's filter tool. Enter your dates and choose either "1 Stop" or "2+ Stops."
What day of the week has the most flights from BOS to DLG?
You'll generally find Tuesday the quietest day for flights, while Fridays are often the busiest.* However this can vary from season to season and during public holidays or peak travel times.*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 Dillingham Airport (DLG)?
To reach Dillingham Airport (DLG) without delays, book a flight that takes off from Logan Intl. Airport (BOS) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this time.**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 Dillingham Airport (DLG) last-minute?
Holding off until right before your break to book your flight from BOS to DLG generally means paying more. While it's possible to find some last-minute deals, they're not always guaranteed. Be flexible with your itinerary for a better chance of landing a bargain.
Is it cheaper to book a BOS to DLG flight and hotel package?
Compared with arranging hotels and flights separately, booking a BOS to DLG flight and hotel package with Expedia could result in significant savings. What's more, having it all in one place will take the hassle out of planning your trip. Simply secure your flights and choose from our extensive range of stays, then personalize your trip with other add-ons like activities and car rentals.
Can I cancel or change the date of my flight from Logan Intl. Airport (BOS) to Dillingham Airport (DLG)?
In most instances, you can cancel or reschedule your BOS to DLG flight. However, additional charges may apply, especially if you made your booking more than 24 hours ago. Double-check your itinerary for the airline's fees and guidelines on flight changes, or if you want further information, head to our Customer Service portal.

Travel information

Origin airport
Logan Intl.
Destination airport
Dillingham
Roundtrip price
$1,273
Distance
3697 mi

Book with confidence

Boston to Dillingham Flights

The cheapest times to fly from Boston to Dillingham

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

 

The best time to book a flight from Boston to Dillingham

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

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 Dillingham in 2025. You can also book with separate airlines for your outbound and return journeys, from $638 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 Dillingham 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 Dillingham 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 Dillingham Flights

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*Available to One Key members.