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Anguilla

$373+ 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 12/20. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — AXA
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Boston to Anguilla

Keep the following information in mind while searching for Boston to Anguilla flight deals. Data was last updated September 16, 2025.

Round-trip from

$475
(American Airlines)

One-way from

$373
(Booking.com)

Popular in

August

Cheapest in

October

Good round-trip deal

$547 or less
From Boston Logan Intl to Anguilla
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One-way flight from Boston Logan Intl to Anguilla
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Highest demand for flights based on searches. 18% potential increase in price ($193 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($59 potential savings vs. average RT price).
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Price to beat on a round-trip flight from Boston Logan Intl to Anguilla.
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Find 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 September 16, 2025.

This American Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 10/85:30 amBOS - AXA
1 stop7h 48mAmerican Airlines
Wed 10/152:05 pmAXA - BOS
1 stop9h 25mAmerican Airlines
Deal found 9/14$475
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Tue 12/25:36 amBOS - AXA
1 stop7h 55mAmerican Airlines
Tue 12/95:20 pmAXA - BOS
1 stop8h 35mAmerican Airlines
Deal found 9/15$485
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Tue 11/185:36 amBOS - AXA
1 stop7h 55mAmerican Airlines
Tue 11/255:41 pmAXA - BOS
1 stop8h 10mAmerican Airlines
Deal found 9/14$559
This American Airlines deal was found by Cheapflights users on 9/13. 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.
Sat 11/156:15 pmBOS - AXA
2 stops19h 16mAmerican Airlines
Thu 11/205:41 pmAXA - BOS
1 stop8h 10mAmerican Airlines
Deal found 9/13$563
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Sun 12/215:00 amBOS - AXA
1 stop10h 36mAmerican Airlines
Fri 12/265:33 pmAXA - BOS
1 stop17h 23mAmerican Airlines
Deal found 9/16$1,028
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Thu 11/135:18 pmBOS - AXA
2 stops20h 13mAmerican Airlines
Mon 11/173:11 pmAXA - BOS
2 stops20h 18mAmerican Airlines
Deal found 9/14$1,077
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Mon 12/297:00 amBOS - AXA
1 stop8h 36mAmerican Airlines
Sun 1/45:33 pmAXA - BOS
1 stop17h 23mAmerican Airlines
Deal found 9/15$1,197

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 September 16, 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

Wed 10/8

5:30 am-1:18 pm

1 stop7h 48m

The Valley Wallblake Intl

Wed 10/15

2:05 pm-11:30 pm

1 stop9h 25m

$475

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Tue 12/2

5:36 am-5:01 pm

1 stop10h 25m

The Valley Wallblake Intl

Tue 12/9

3:03 pm-9:35 am

2 stops19h 32m

$489

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Tue 11/18

5:36 am-2:31 pm

1 stop7h 55m

The Valley Wallblake Intl

Tue 11/25

5:41 pm-12:51 am

1 stop8h 10m

$559

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Sat 11/15

6:15 pm-2:31 pm

2 stops19h 16m

The Valley Wallblake Intl

Thu 11/20

5:41 pm-12:51 am

1 stop8h 10m

$563

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Wed 2/25

6:40 am-4:25 pm

1 stop8h 45m

The Valley Wallblake Intl

Wed 3/4

5:10 pm-12:52 am

1 stop8h 42m

$573

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Tue 2/17

6:40 am-4:25 pm

1 stop8h 45m

The Valley Wallblake Intl

Tue 2/24

5:10 pm-10:02 am

1 stop17h 52m

$573

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Sat 1/3

5:30 pm-2:13 pm

2 stops19h 43m

The Valley Wallblake Intl

Tue 1/13

5:25 pm-8:22 am

2 stops15h 57m

$577

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Fri 11/21

7:09 pm-3:07 pm

2 stops18h 58m

$516

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Sat 12/20

6:57 pm-5:10 pm

3 stops45h 13m

$758

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Sat 12/20

9:40 am-5:45 pm

1 stop7h 05m

$993

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

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 September 16, 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
10,000 reviews

Entertainment

6.9

Crew

8.0

Boarding

7.5

Overall

7.2

Food

6.4

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Crew

8.0

Boarding

7.5

Overall

7.2

Food

6.4

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

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 7h 48m. 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 $497. While the most popular route (Boston Logan Intl - The Valley Wallblake Intl) can be booked for $475 on average, our data indicates $561 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

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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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
BermudAirCheapest$497Average$564FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$645Average$770FlexibilityNo cancel feeOn-time71%

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