$365 Cheap Flights from Boston (BOS) to Sitka (SIT)

View $365 flight on Thu, May 14, 2026Opens in a new window

Popular airlines from Logan International Airport (BOS) to Sitka, AK (SIT)

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Cheap Flights from Boston to Sitka (BOS-SIT)

Prices were available within the past 7 days and start at $365 for one-way flights and $730 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Alaska Airlines
Thu, May 14 - Mon, May 18
BOS
Boston
SIT
Sitka
$730 Roundtrip, just found
$730
Roundtrip
just found
Select Alaska Airlines flight, departing Thu, May 14 from Boston to Sitka, returning Mon, May 18, priced at $730 just found
Alaska Airlines
Tue, Oct 20 - Tue, Oct 27
BOS
Boston
SIT
Sitka
$731 Roundtrip, found 4 days ago
$731
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Tue, Oct 20 from Boston to Sitka, returning Tue, Oct 27, priced at $731 found 4 days ago
Alaska Airlines
Thu, May 14 - Mon, May 18
BOS
Boston
SIT
Sitka
$735 Roundtrip, just found
$735
Roundtrip
just found
Select Alaska Airlines flight, departing Thu, May 14 from Boston to Sitka, returning Mon, May 18, priced at $735 just found
Alaska Airlines
Fri, May 15 - Fri, May 22
BOS
Boston
SIT
Sitka
$736 Roundtrip, found 5 days ago
$736
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Fri, May 15 from Boston to Sitka, returning Fri, May 22, priced at $736 found 5 days ago
Alaska Airlines
Fri, Sep 18 - Fri, Sep 25
BOS
Boston
SIT
Sitka
$737 Roundtrip, found 2 days ago
$737
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Fri, Sep 18 from Boston to Sitka, returning Fri, Sep 25, priced at $737 found 2 days ago
Alaska Airlines
Tue, Jun 23 - Tue, Jun 30
BOS
Boston
SIT
Sitka
$740 Roundtrip, found 20 hours ago
$740
Roundtrip
found 20 hours ago
Select Alaska Airlines flight, departing Tue, Jun 23 from Boston to Sitka, returning Tue, Jun 30, priced at $740 found 20 hours ago
Alaska Airlines
Fri, Sep 18 - Fri, Sep 25
BOS
Boston
SIT
Sitka
$741 Roundtrip, found 2 days ago
$741
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Fri, Sep 18 from Boston to Sitka, returning Fri, Sep 25, priced at $741 found 2 days ago
Alaska Airlines
Tue, Oct 20 - Tue, Oct 27
BOS
Boston
SIT
Sitka
$742 Roundtrip, found 4 days ago
$742
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Tue, Oct 20 from Boston to Sitka, returning Tue, Oct 27, priced at $742 found 4 days ago
Alaska Airlines
Mon, Aug 3 - Mon, Aug 10
BOS
Boston
SIT
Sitka
$743 Roundtrip, found 5 days ago
$743
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Mon, Aug 3 from Boston to Sitka, returning Mon, Aug 10, priced at $743 found 5 days ago
Alaska Airlines
Tue, Oct 20 - Tue, Oct 27
BOS
Boston
SIT
Sitka
$746 Roundtrip, found 4 days ago
$746
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Tue, Oct 20 from Boston to Sitka, returning Tue, Oct 27, priced at $746 found 4 days ago

Frequently asked questions

How much does a flight from Boston, MA (BOS-Logan Intl.) to Sitka, AK (SIT) cost?
You can find cheap one-way flights from $365 and cheap return flights from $730 Boston, MA (BOS-Logan Intl.) to Sitka, AK (SIT) with Expedia. One-way flights usually range from $594 to $2366, and return flights typically cost between $1006 and $2547. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Boston, MA (BOS-Logan Intl.) to Sitka, AK (SIT) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Boston, MA (BOS-Logan Intl.) to Sitka, AK (SIT)?
The cheapest month to fly from BOS to SIT is May when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you're able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Boston, MA (BOS-Logan Intl.) to Sitka, AK (SIT)?
Enter BOS to SIT and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Boston, MA (BOS-Logan Intl.) to Sitka, AK (SIT)?
Delta is one of the cheapest airlines offering connecting flights from Boston (BOS) to Sitka (SIT) with a layover in Minneapolis - St. Paul Intl. (MSP), starting from around $1,537. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Boston, MA (BOS-Logan Intl.) to Sitka, AK (SIT)?
To find a cheap flight from Boston, MA (BOS-Logan Intl.) to Sitka, AK (SIT), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Boston, MA (BOS-Logan Intl.) to Sitka, AK (SIT)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
What is the earliest flight from Boston, MA (BOS-Logan Intl.) to Sitka, AK (SIT)?
Sort flights by "Departure (earliest)" on Expedia to find the earliest flight from BOS to SIT. To compare more early flights, use the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Boston, MA (BOS-Logan Intl.) to Sitka, AK (SIT)?
The most popular departure times for flights from Boston, MA (BOS) to Sitka, AK (SIT) are in the early morning, from 6am to 9am. About 51% of passengers prefer this time window. Many major carriers, including Alaska Airlines, operate flights during this period. This timing works well because it allows you to maximize your time in Sitka upon arrival.
How long does it take to fly from Boston, MA (BOS-Logan Intl.) to Sitka, AK (SIT)?
Flying from BOS to SIT with a connection usually takes about 16 hours 30 minutes, traveling roughly 2,924 miles. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Boston, MA (BOS-Logan Intl.) to Sitka, AK (SIT)?
Select the "Business class" and "First class" filters when looking for BOS to SIT flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a Boston, MA (BOS-Logan Intl.) to Sitka, AK (SIT) flight with Expedia?
It's easy to earn miles on a Boston, MA (BOS-Logan Intl.) to Sitka, AK (SIT) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
Is it cheaper to buy a plane ticket from Boston, MA (BOS-Logan Intl.) to Sitka, AK (SIT) at the last minute?
Typically, booking a last minute flight from Boston, MA (BOS-Logan Intl.) to Sitka, AK (SIT) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Boston, MA (BOS-Logan Intl.) to Sitka, AK (SIT) flight and hotel package?
Securing a Boston, MA (BOS-Logan Intl.) to Sitka, AK (SIT) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Boston, MA (BOS-Logan Intl.) to Sitka, AK (SIT)?
If you booked your Boston, MA (BOS-Logan Intl.) to Sitka, AK (SIT) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Logan Intl.
Destination airport
Sitka
Airlines serving
Alaska Airlines
Roundtrip price
$729
Distance
2923 mi

*Flight schedules are subject to change.

*Available to One Key members.