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Anguilla

$387+ 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 8/28. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — AXA
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
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 July 30, 2025.

Round-trip from

$1,290
(Mytrip)

One-way from

$387
(Kiwi.com)

Popular in

August

Cheapest in

October

Average price

$660

Good round-trip deal

$528 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. 21% potential increase in price ($224 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($61 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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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 July 30, 2025.

This American Airlines deal was found by Cheapflights users on 7/29. 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.
Fri 12/55:35 amBOS - AXA
1 stop9h 40mAmerican Airlines
Wed 12/103:25 pmAXA - BOS
1 stop10h 04mAmerican Airlines
Deal found 7/29$598
This Booking.com deal was found by Cheapflights users on 7/29. 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.
Sat 12/2710:05 amBOS - AXA
Nonstop5h 00mBermudAir
Sat 1/35:05 pmAXA - BOS
Nonstop4h 50mBermudAir
Deal found 7/29$946
This Mytrip deal was found by Cheapflights users on 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/136:55 pmBOS - AXA
3 stops22h 20mMultiple Airlines
Mon 8/189:35 amAXA - BOS
3 stops38h 14mMultiple Airlines
Deal found 7/30$1,451
This United Airlines deal was found by Cheapflights users on 7/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/135:30 amBOS - AXA
2 stops11h 45mUnited Airlines
Sun 8/179:35 amAXA - BOS
2 stops14h 24mUnited Airlines
Deal found 7/30$2,454

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 July 30, 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

Mon 1/12

5:24 am-2:15 pm

1 stop7h 51m

The Valley Wallblake Intl

Thu 1/15

5:25 pm-12:55 am

1 stop8h 30m

$573

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Sat 12/27

10:05 am-4:05 pm

Nonstop5h 00m

The Valley Wallblake Intl

Sat 1/3

5:05 pm-8:55 pm

Nonstop4h 50m

$946

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Wed 8/13

6:55 pm-5:15 pm

3 stops22h 20m

The Valley Wallblake Intl

Mon 8/18

9:35 am-11:49 pm

3 stops38h 14m

$1,451

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Wed 8/13

5:30 am-5:15 pm

2 stops11h 45m

The Valley Wallblake Intl

Sun 8/17

9:35 am-11:59 pm

2 stops14h 24m

$2,454

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Thu 8/28

4:05 pm-1:10 pm

2 stops21h 05m

$387

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Fri 11/21

6:44 am-4:25 pm

1 stop8h 41m

$734

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

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 July 30, 2025.
Get a feel of what it's like to fly with United Airlines and 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.
United Airlines
7.4
Good
8,896 reviews

Crew

8.1

Boarding

7.7

Comfort

7.3

Overall

7.4

Entertainment

7.1

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,896 reviews
United Airlines
7.4
Good
8,896 reviews

Crew

8.1

Boarding

7.7

Comfort

7.3

Overall

7.4

Entertainment

7.1

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,896 reviews

Crew

8.1

Boarding

7.7

Comfort

7.3

Overall

7.4

Entertainment

7.1

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

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.

  • 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 $880 on average our data indicates $564 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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Boston to Castries flights
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Albany to Punta Cana flights
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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 July 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$630Average$789FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$635Average$762FlexibilityNo cancel feeOn-time71%

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