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Cheap flights from Massachusetts to Anguilla from $387

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Massachusetts to Anguilla departing on 8/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Massachusetts to Anguilla

Cheap round-trip flights

American Airlines Logo
5:24 am - 2:15 pmBOS-AXA
7h 51m1 stop
American Airlines Logo
5:25 pm - 12:55 amAXA-BOS
8h 30m1 stop
$573American Airlines
Find Deal
seg, jan 12 - qui, jan 15
American Airlines Logo
6:30 am - 4:05 pmBOS-AXA
8h 35m1 stop
American Airlines Logo
5:25 pm - 9:19 amAXA-BOS
16h 54m2 stops
$577American Airlines
Find Deal
seg, jan 12 - qui, jan 15
American Airlines Logo
5:35 am - 4:15 pmBOS-AXA
9h 40m1 stop
American Airlines Logo
3:25 pm - 12:29 amAXA-BOS
10h 04m1 stop
$598American Airlines
Find Deal
sex, dez 5 - qua, dez 10
American Airlines Logo
7:15 pm - 12:40 pmBOS-AXA
16h 25m2 stops
American Airlines Logo
3:25 pm - 11:01 pmAXA-BOS
8h 36m1 stop
$602American Airlines
Find Deal
sex, dez 5 - qua, dez 10
BermudAir Logo
10:05 am - 4:05 pmBOS-AXA
5h 00mnonstop
BermudAir Logo
5:05 pm - 8:55 pmAXA-BOS
4h 50mnonstop
$946BermudAir
Find Deal
sáb, dez 27 - sáb, jan 3
BermudAir Logo
10:05 am - 4:05 pmBOS-AXA
5h 00mnonstop
BermudAir Logo
5:05 pm - 8:55 pmAXA-BOS
4h 50mnonstop
$1,048BermudAir
Find Deal
sáb, dez 27 - sáb, jan 3
Logo
5:30 am - 5:15 pmBOS-AXA
11h 45m2 stops
Logo
9:35 am - 6:47 pmAXA-BOS
9h 12m2 stops
$1,117
Find Deal
sáb, ago 23 - sáb, ago 30
Logo
6:55 pm - 5:15 pmBOS-AXA
22h 20m3 stops
Logo
9:35 am - 11:49 pmAXA-BOS
38h 14m3 stops
$1,451
Find Deal
qua, ago 13 - seg, ago 18
United Airlines Logo
5:20 am - 5:35 pmBOS-AXA
11h 15m2 stops
United Airlines Logo
9:46 am - 10:59 pmAXA-BOS
14h 13m3 stops
$1,944United Airlines
Find Deal
sex, dez 19 - sex, dez 26
United Airlines Logo
5:30 am - 5:15 pmBOS-AXA
11h 45m2 stops
United Airlines Logo
9:35 am - 11:59 pmAXA-BOS
14h 24m2 stops
$2,454United Airlines
Find Deal
qua, ago 13 - dom, ago 17

American Airlines flights from Massachusetts to Anguilla

Our best American Airlines deals on Massachusetts to Anguilla flight tickets
American Airlines
Jan 12
BOS5:24 amBoston Logan Intl
7h 51m
1 stop
AXA2:15 pmThe Valley Wallblake Intl
Jan 15
AXA5:25 pmThe Valley Wallblake Intl
8h 30m
1 stop
BOS12:55 amBoston Logan Intl
$573
Find similar
American Airlines
Jan 12
BOS6:30 amBoston Logan Intl
8h 35m
1 stop
AXA4:05 pmThe Valley Wallblake Intl
Jan 15
AXA5:25 pmThe Valley Wallblake Intl
16h 54m
2 stops
BOS9:19 amBoston Logan Intl
$577
Find similar
American Airlines
Dec 5
BOS5:35 amBoston Logan Intl
9h 40m
1 stop
AXA4:15 pmThe Valley Wallblake Intl
Dec 10
AXA3:25 pmThe Valley Wallblake Intl
10h 04m
1 stop
BOS12:29 amBoston Logan Intl
$598
Find similar

United Airlines flights from Massachusetts to Anguilla

Our best United Airlines deals on Massachusetts to Anguilla flight tickets
United Airlines
Dec 19
BOS5:20 amBoston Logan Intl
11h 15m
2 stops
AXA5:35 pmThe Valley Wallblake Intl
Dec 26
AXA9:46 amThe Valley Wallblake Intl
14h 13m
3 stops
BOS10:59 pmBoston Logan Intl
$1,944
Find similar
United Airlines
Aug 13
BOS5:30 amBoston Logan Intl
11h 45m
2 stops
AXA5:15 pmThe Valley Wallblake Intl
Aug 17
AXA9:35 amThe Valley Wallblake Intl
14h 24m
2 stops
BOS11:59 pmBoston Logan Intl
$2,454
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Massachusetts 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, momondo users made 832,500 searches. Data last updated julho 31, 2025.
Use the filters below to find and compare flights from Massachusetts to Anguilla that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

seg 1/12

5:24 am-2:15 pm

1 stop7h 51m

The Valley Wallblake Intl

qui 1/15

5:25 pm-12:55 am

1 stop8h 30m

$573

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

seg 1/12

6:30 am-4:05 pm

1 stop8h 35m

The Valley Wallblake Intl

qui 1/15

5:25 pm-9:19 am

2 stops16h 54m

$577

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

sex 12/5

5:35 am-4:15 pm

1 stop9h 40m

The Valley Wallblake Intl

qua 12/10

3:25 pm-12:29 am

1 stop10h 04m

$598

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

sex 12/5

7:15 pm-12:40 pm

2 stops16h 25m

The Valley Wallblake Intl

qua 12/10

3:25 pm-11:01 pm

1 stop8h 36m

$602

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

sáb 12/27

10:05 am-4:05 pm

Nonstop5h 00m

The Valley Wallblake Intl

sáb 1/3

5:05 pm-8:55 pm

Nonstop4h 50m

$946

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

sáb 12/27

10:05 am-4:05 pm

Nonstop5h 00m

The Valley Wallblake Intl

sáb 1/3

5:05 pm-8:55 pm

Nonstop4h 50m

$1,048

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

sáb 8/23

5:30 am-5:15 pm

2 stops11h 45m

The Valley Wallblake Intl

sáb 8/30

9:35 am-6:47 pm

2 stops9h 12m

$1,117

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

qua 8/13

6:55 pm-5:15 pm

3 stops22h 20m

The Valley Wallblake Intl

seg 8/18

9:35 am-11:49 pm

3 stops38h 14m

$1,451

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

sex 12/19

5:20 am-5:35 pm

2 stops11h 15m

The Valley Wallblake Intl

sex 12/26

9:46 am-10:59 pm

3 stops14h 13m

$1,944

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

qua 8/13

5:30 am-5:15 pm

2 stops11h 45m

The Valley Wallblake Intl

dom 8/17

9:35 am-11:59 pm

2 stops14h 24m

$2,454

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 resultsSorted by cheapest first
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See travel insights to Anguilla from

How to get the cheapest flight ticket from Massachusetts to Anguilla

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Anguilla?

The cheapest day to depart from Massachusetts to Anguilla is on a Saturday when prices can be found for as low as $577. The most expensive day to fly to Anguilla is Friday, with ticket prices averaging around $870.

What is the cheapest time of day to depart on your flight to Anguilla?

Flying to Anguilla from Massachusetts in the morning is the least expensive time of day to depart. momondo users have found prices as low as $564 when looking at flights departing in the morning. Flights in the evening are often more expensive with an average ticket price of $799.

How far in advance should I book a flight to Anguilla?

You are more likely to see cheaper flights to Anguilla from Massachusetts when booking weeks ahead of your departure date. In general, you can expect to find flights to Anguilla for around $824 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Anguilla from Massachusetts for as low as $675 on momondo.

Cheap Massachusetts to Anguilla flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Massachusetts to Anguilla

Best Price Found

$387

Fastest flight time

5h 00m

Direct flights

Sun

Airports in Anguilla

1 airport
The best one-way flight to Anguilla from Massachusetts in the past 72 hours is $387. The best round-trip flight deal from Massachusetts to Anguilla found on momondo in the last 72 hours is $573.
The fastest flight from Massachusetts to Anguilla takes 5h 00m
Direct flights go from Massachusetts to Anguilla on Sunday. The only airline offering direct flights is BermudAir.
There is 1 airport near Anguilla: The Valley Wallblake Intl (AXA)
Search flight deals

  • When did momondo last update prices for flights from Massachusetts to Anguilla?

    Prices for flights from Massachusetts to Anguilla were last updated today.

  • How many operators does momondo search for flights from Massachusetts to Anguilla?

  • How old do you have to be to fly from Massachusetts to Anguilla?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Massachusetts to Anguilla.

  • What documentation or ID do you need to fly to Anguilla?

    The travel and health documents required for your trip to Anguilla can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Anguilla. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Massachusetts to Anguilla?

Best airlines flying from Massachusetts to Anguilla

Compare and see reviews for airlines that fly from Massachusetts to Anguilla with momondo
Airline
Rating
Free Cancellation
Price
JetBluePriceFrom $630Free CancellationRating
7.2
2,914 reviews
Search JetBlue flights
American AirlinesPriceFrom $635Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Massachusetts to Anguilla?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Massachusetts to Anguilla. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Massachusetts to Anguilla with flexible booking policies on momondo?

momondo does allow users to show only those flights to Anguilla from Massachusetts which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Massachusetts to Anguilla?

momondo helps you find the best flight between Massachusetts and Anguilla by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Massachusetts to Anguilla right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Massachusetts to Anguilla now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Anguilla and let you know when they change.

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