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Find cheap flights from Boston to Anguilla from $286

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Boston to Anguilla departing on 5/10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sat 6/1
Sat 6/8

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Best Anguilla Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

The Valley
The Valley2 stops$443

Good to know

Low season

October

High season

May

Cheapest flight

$286
Best time to beat the crowds with an average 32% drop in price.
Most popular time to fly and prices are also 13% lower on average.
Flight from Boston to The Valley

FAQs - booking Anguilla flights

  • How does KAYAK find such low prices on flights from Boston to Anguilla?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Boston to Anguilla.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Boston to Anguilla?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Anguilla from Boston is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Boston to Anguilla?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Anguilla with an airline and back to Boston with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Boston to Anguilla?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Anguilla from Boston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Anguilla

  • Morning departure is around 107% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top airline flying from Boston to Anguilla

 
Need help choosing which airline to fly with from Boston to Anguilla? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.3
American AirlinesOverall score based on 14769 reviews
7.6Boarding
7.1Entertainment
6.6Food
7.2Comfort
8.0Crew
Airline reviews

They gave my seat away although it was a connecting flight with them and the flight was a bit delayed.

2.0 MediocreRoberto, May 2024MIA - DFW
Read more about American Airlines reviews

They gave my seat away although it was a connecting flight with them and the flight was a bit delayed.

Flight was cancelled had to move to another gate late again no internet paid for the month and never can use it waste of money

Not being able to purchase my check in baggage online was a negative.

LATE LATE LATE!!! Plagued by late AA flights on this trip. Such a drag. This one was by far the worst.

WiFi connected but only let you go to the AA website, not even text messaging worked.

Too bad that first class seats do not recline significantly causing discomfort

I think the seats on some of their planes are uncomfortable. You can be ok on a short flight of two hours but no more than that. The delays, and also the refreshments on the plane were not enough.

Flight delayed over an over all day until it cancelled at 1:30am. Would not repeatedly delay that late. Offer hotel rooms and rebook early. Very difficult for families with small children

Not sure why JAL partnered with American Airlines because their service is no where near similar. Flight attendants were not friendly and didn’t smile. Food was horrible…

this is starting to seem like an american airlines standard. delayed flights and fake apologies… getting tired of it

Book cheap flights from Boston to Anguilla

Recent round-trip flight deals

6/1Sat
2 stopsAmerican Airlines
20h 00mBOS-AXA
6/8Sat
1 stopAmerican Airlines
8h 48mAXA-BOS
$443
6/1Sat
1 stopAmerican Airlines
21h 18mBOS-AXA
6/8Sat
1 stopAmerican Airlines
8h 48mAXA-BOS
$451
6/21Fri
1 stopAmerican Airlines
26h 14mBOS-AXA
6/26Wed
1 stopAmerican Airlines
8h 48mAXA-BOS
$452
6/21Fri
1 stopAmerican Airlines
22h 54mBOS-AXA
6/26Wed
2 stopsAmerican Airlines
16h 20mAXA-BOS
$456
6/1Sat
2 stopsAmerican Airlines
20h 26mBOS-AXA
6/8Sat
2 stopsAmerican Airlines
19h 07mAXA-BOS
$492
6/11Tue
1 stopAmerican Airlines
10h 06mBOS-AXA
6/13Thu
1 stopAmerican Airlines
9h 35mAXA-BOS
$505
6/1Sat
3 stops
33h 00mBOS-AXA
6/8Sat
2 stops
12h 39mAXA-BOS
$711
6/1Sat
3 stops
26h 47mBOS-AXA
6/8Sat
3 stops
28h 25mAXA-BOS
$775
5/15Wed
1 stopJetBlue
10h 30mBOS-AXA
5/18Sat
1 stopJetBlue
12h 04mAXA-BOS
$1,075
5/15Wed
2 stopsUnited Airlines
11h 35mBOS-AXA
5/18Sat
2 stopsUnited Airlines
35h 33mAXA-BOS
$1,602

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Recent one-way flight deals

5/10Fri
1 stop
12h 31mBOS-AXA
$286
5/10Fri
2 stops
21h 37mBOS-AXA
$388
5/9Thu
3 stops
34h 55mBOS-AXA
$401
5/11Sat
3 stops
30h 02mBOS-AXA
$406
5/11Sat
2 stops
16h 11mBOS-AXA
$418
5/12Sun
3 stops
34h 40mBOS-AXA
$436
5/9Thu
2 stopsAmerican Airlines
9h 35mBOS-AXA
$440
5/9Thu
1 stopAmerican Airlines
9h 36mBOS-AXA
$441
5/7Tue
2 stopsAmerican Airlines
9h 35mBOS-AXA
$465
5/7Tue
1 stopAmerican Airlines
8h 35mBOS-AXA
$466

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Boston - Anguilla Flights

Departure:

Boston (BOS)United States

Cabin classes: