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Anguilla

$270+ Cheap flights from Boston (BOS) to Anguilla

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/7. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — AXA
jan 4 — jan 111
dom 1/4
dom 1/11
1 adult, Economy
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Cheap flight deals from Boston to Anguilla

Cheapest flights from Boston to Anguilla
Explore the most affordable flight options available from Boston to Anguilla. Find the lowest fares from popular airlines and budget airlines, with prices last updated on dezembro 5, 2025.

This American Airlines deal was found by Cheapflights users on 12/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 12/105:34 amBOS - AXA
1 stop7h 49mAmerican Airlines
qua 12/175:20 pmAXA - BOS
1 stop17h 35mAmerican Airlines
Deal found 12/3$485
This American Airlines deal was found by Cheapflights users on 12/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 12/95:34 amBOS - AXA
1 stop7h 49mAmerican Airlines
sáb 12/135:20 pmAXA - BOS
1 stop8h 39mAmerican Airlines
Deal found 12/2$515
This American Airlines deal was found by Cheapflights users on 12/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 12/176:29 amBOS - AXA
1 stop9h 11mAmerican Airlines
qua 12/242:53 pmAXA - BOS
1 stop9h 40mAmerican Airlines
Deal found 12/3$525
This American Airlines deal was found by Cheapflights users on 12/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 12/46:29 amBOS - AXA
1 stop9h 11mAmerican Airlines
qui 12/115:20 pmAXA - BOS
1 stop8h 39mAmerican Airlines
Deal found 12/3$555
This American Airlines deal was found by Cheapflights users on 12/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 12/145:20 pmBOS - AXA
2 stops22h 20mAmerican Airlines
ter 12/235:30 pmAXA - BOS
1 stop26h 18mAmerican Airlines
Deal found 12/3$566
This FlightHub deal was found by Cheapflights users on 12/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 12/3110:20 amBOS - AXA
Nonstop4h 40mBermudAir
sáb 1/35:05 pmAXA - BOS
Nonstop4h 45mBermudAir
Deal found 12/4$622
This Booking.com deal was found by Cheapflights users on 12/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 12/2010:20 amBOS - AXA
Nonstop4h 40mBermudAir
qua 12/245:05 pmAXA - BOS
Nonstop4h 45mBermudAir
Deal found 12/4$671
This American Airlines deal was found by Cheapflights users on 12/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 12/236:00 amBOS - AXA
1 stop9h 36mAmerican Airlines
ter 12/305:30 pmAXA - BOS
1 stop8h 29mAmerican Airlines
Deal found 12/4$768
This Kiwi.com deal was found by Cheapflights users on 12/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 12/2010:20 amBOS - AXA
Nonstop4h 40mMultiple Airlines
qua 12/2412:30 pmAXA - BOS
2 stops12h 27mMultiple Airlines
Deal found 12/4$772

Find flight deals from Boston to Anguilla

Keep the following information in mind while searching for Boston to Anguilla flight deals. Data was last updated dezembro 5, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$485
(American Airlines)

One-way from

$270
(Booking.com)

Popular in

August

Cheapest in

December

Average price

$561

Good round-trip deal

$506 or less

Good one-way deal

$299 or less
Provider with most accurate pricing for Boston Logan Intl-The Valley Wallblake Intl flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-The Valley Wallblake Intl flights.
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From Boston Logan Intl to Anguilla
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One-way flight from Boston Logan Intl to Anguilla
Search Deals
Highest demand for flights based on searches. 27% potential increase in price ($283 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease ($67 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Boston Logan Intl to Anguilla.
Search Deals
Price to beat on a one-way flight from Boston Logan Intl to Anguilla.
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Boston to Anguilla that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated dezembro 5, 2025.
Use the filters below to find and compare flights from Boston to Anguilla that are best for you.

Fly from

Boston

Fly to

Anguilla

Route

Depart

Return

Price

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

qua 2/18

6:00 am-4:44 pm

1 stop9h 44m

The Valley Wallblake Intl

ter 2/24

5:24 pm-12:59 am

1 stop8h 35m

$485

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

seg 1/5

6:19 pm-2:23 pm

1 stop19h 04m

The Valley Wallblake Intl

qua 1/14

5:06 pm-10:01 am

1 stop17h 55m

$485

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

ter 2/17

6:00 am-4:44 pm

1 stop9h 44m

The Valley Wallblake Intl

ter 2/24

5:24 pm-9:49 am

1 stop17h 25m

$485

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

ter 1/13

6:50 am-4:26 pm

1 stop8h 36m

The Valley Wallblake Intl

ter 1/20

5:06 pm-12:59 am

1 stop8h 53m

$510

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

sáb 1/31

6:00 am-4:26 pm

2 stops9h 26m

The Valley Wallblake Intl

sex 2/6

5:06 pm-9:29 am

2 stops17h 23m

$520

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

qua 2/11

8:51 pm-4:44 pm

2 stops18h 53m

The Valley Wallblake Intl

ter 2/17

5:24 pm-12:59 am

1 stop8h 35m

$520

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

dom 1/18

5:15 am-2:23 pm

1 stop8h 08m

The Valley Wallblake Intl

dom 1/25

5:06 pm-11:35 am

1 stop19h 29m

$523

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

qua 4/15

5:47 am-3:05 pm

1 stop9h 18m

The Valley Wallblake Intl

qua 4/22

4:05 pm-12:21 am

1 stop8h 16m

$525

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

sáb 2/21

4:40 pm-4:44 pm

1 stop23h 04m

The Valley Wallblake Intl

sáb 2/28

5:24 pm-9:49 am

1 stop17h 25m

$527

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

qua 2/25

7:00 am-4:44 pm

1 stop8h 44m

The Valley Wallblake Intl

qua 3/4

5:24 pm-9:49 am

1 stop17h 25m

$529

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/3

Showing 1-10 of 19 results
1
2

Best time to book a flight from Boston to Anguilla

Have a flexible travel schedule? Discover the best time to fly to Anguilla from Boston with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Boston to Anguilla
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Anguilla

Get insights into the airlines that provide service to Anguilla. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Anguilla. Reviews last updated dezembro 5, 2025.
Get a feel of what it's like to fly with American Airlines from Boston to Anguilla by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,046 reviews

Food

6.5

Crew

8.0

Overall

7.2

Boarding

7.5

Comfort

7.2

Entertainment

6.9

Reviews

1 / 20
4.0
Okay

Cameron,Nov 2025

PDX - LHR

The plane was very old...had no WiFi available. The crew were not friendly nor helpful.
American Airlines
7.2
Good
11,046 reviews
American Airlines
7.2
Good
11,046 reviews

Food

6.5

Crew

8.0

Overall

7.2

Boarding

7.5

Comfort

7.2

Entertainment

6.9

Reviews

1 / 20
4.0
Okay

Cameron,Nov 2025

PDX - LHR

The plane was very old...had no WiFi available. The crew were not friendly nor helpful.

Related info for your journey

Find useful and relevant information for your journey from Boston to Anguilla. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Boston to Anguilla?

    For a flight from Boston to Anguilla, you will be flying from Logan Intl. Boston Logan Intl (BOS) is just 2.6 mi from the center of the city.

  • How long is the flight from Boston to Anguilla?

    There are many flights that can get you from Boston to Anguilla in 9h 44m. Fly via American Airlines to get the fastest option. Airlines will cover a distance of 1732 mi.

  • What are the cheapest flights from Boston to Anguilla?

    Looking at all options, your cheapest flight can be booked for $249. While the most popular route (Boston Logan Intl - The Valley Wallblake Intl) can be booked for $485 on average, our data indicates $403 when flying from Boston to Anguilla.

  • Can I find deals for flights from Boston to Anguilla that include hotel bookings?

    Yes. In addition to deals on Boston to Anguilla flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Boston to Anguilla?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Anguilla.

  • Can I find deals for business class flights from Boston to Anguilla?

    Yes. Cheapflights offers flight deals from Boston to Anguilla by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for Boston to Anguilla

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Boston to Anguilla

Discover the top 2 airlines that operate flights from Boston to Anguilla. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated dezembro 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
BermudAirCheapest$457Average$538FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$627Average$784FlexibilityNo cancel feeOn-time71%

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