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Anguilla

$335+ 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 6/18. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — AXA
May 20 — May 271
Tue 5/20
Tue 5/27
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 May 15, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$577
(American Airlines)

One-way from

$335
(American Airlines)

Popular in

December

Cheapest in

July

Average price

$691
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
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Highest demand for flights based on searches. 12% potential increase in price ($110 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($36 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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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 May 15, 2025.

This American Airlines deal was found by Cheapflights users on 5/14. 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.
Sun 12/146:30 amBOS - AXA
1 stop8h 45mAmerican Airlines
Thu 12/183:30 pmAXA - BOS
1 stop8h 33mAmerican Airlines
Deal found 5/14$573
This United Airlines deal was found by Cheapflights users on 5/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/295:30 amBOS - AXA
2 stops12h 05mUnited Airlines
Sun 9/289:35 amAXA - BOS
2 stops13h 18mUnited Airlines
Deal found 5/15$1,072
This Mytrip deal was found by Cheapflights users on 5/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/168:03 pmBOS - AXA
3 stops19h 37mMultiple Airlines
Fri 5/2312:30 pmAXA - BOS
2 stops27h 14mMultiple Airlines
Deal found 5/15$1,073

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 May 15, 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

Sat 10/25

8:59 pm-3:05 pm

2 stops18h 06m

The Valley Wallblake Intl

Wed 10/29

2:35 pm-10:51 pm

1 stop8h 16m

$577

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Thu 5/29

5:30 am-5:35 pm

2 stops12h 05m

The Valley Wallblake Intl

Sun 9/28

9:35 am-10:53 pm

2 stops13h 18m

$1,072

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Mon 10/27

6:00 am-5:15 pm

3 stops11h 15m

The Valley Wallblake Intl

Sat 11/1

9:35 am-11:17 pm

2 stops13h 42m

$1,188

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Wed 6/18

5:15 am-1:20 pm

1 stop8h 05m

$335

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Wed 6/18

3:50 pm-4:40 pm

3 stops24h 50m

$588

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/14

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

What is the cheapest time of day to fly from BOS to AI?

Find hourly flight availability from Boston to Anguilla. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 15, 2025.

When flying from Boston to Anguilla, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Anguilla by month

Plan your trip to Anguilla by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Anguilla ranges from 1.6 - 4.3 inches per month. August is typically the wettest month, when rainfall can reach 4.3 in. February is typically the driest time to visit Anguilla when rainfall is around 1.6 in.

Temperature in Anguilla by month

Plan your trip to Anguilla by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Anguilla, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 78.8 F).

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 May 15, 2025.
United Airlines
7.4
Good
8,731 reviews

Crew

8.1

Food

6.6

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Overall

7.4

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
8,731 reviews
United Airlines
7.4
Good
8,731 reviews

Crew

8.1

Food

6.6

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Overall

7.4

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
8,731 reviews

Crew

8.1

Food

6.6

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Overall

7.4

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.

  • 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.

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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 May 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$630Average$789FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$635Average$779FlexibilityNo cancel feeOn-time71%

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