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Cheap flights from Massachusetts to Anguilla from $380

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 6/16. 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

Enter your travel dates to find the best prices.
American Airlines Logo
5:22 pm - 1:11 pm
BOS
-
AXA
19h 49m
2 stops
American Airlines Logo
4:59 pm - 12:59 am
AXA
-
BOS
8h 00m
1 stop
$669American Airlines
Sat, Jul 18 - Tue, Jul 28
American Airlines Logo
3:15 pm - 1:11 pm
BOS
-
AXA
21h 56m
1 stop
American Airlines Logo
4:59 pm - 12:59 am
AXA
-
BOS
8h 00m
1 stop
$680American Airlines
Sat, Jul 18 - Tue, Jul 28
American Airlines Logo
5:01 am - 4:15 pm
BOS
-
AXA
11h 14m
1 stop
American Airlines Logo
4:59 pm - 12:59 am
AXA
-
BOS
8h 00m
1 stop
$699American Airlines
Wed, Jul 1 - Wed, Jul 8
American Airlines Logo
6:00 am - 4:15 pm
BOS
-
AXA
10h 15m
2 stops
American Airlines Logo
4:59 pm - 7:39 am
AXA
-
BOS
14h 40m
2 stops
$704American Airlines
Wed, Jul 1 - Wed, Jul 8
American Airlines Logo
5:01 am - 4:15 pm
BOS
-
AXA
11h 14m
1 stop
American Airlines Logo
4:55 pm - 12:59 am
AXA
-
BOS
8h 04m
1 stop
$724American Airlines
Mon, Jun 15 - Tue, Jun 23
American Airlines Logo
5:40 am - 2:18 pm
BDL
-
AXA
7h 38m
1 stop
American Airlines Logo
2:58 pm - 11:03 am
AXA
-
BDL
21h 05m
2 stops
$729American Airlines
Tue, Nov 3 - Fri, Nov 13
American Airlines Logo
5:01 am - 4:15 pm
BOS
-
AXA
11h 14m
1 stop
American Airlines Logo
4:55 pm - 9:30 am
AXA
-
BOS
16h 35m
2 stops
$729American Airlines
Mon, Jun 15 - Tue, Jun 23
American Airlines Logo
5:18 pm - 2:18 pm
BOS
-
AXA
20h 00m
2 stops
American Airlines Logo
5:05 pm - 12:46 am
AXA
-
BOS
8h 41m
1 stop
$734American Airlines
Sun, Nov 1 - Sat, Nov 7
American Airlines Logo
6:00 am - 4:19 pm
BOS
-
AXA
10h 19m
2 stops
American Airlines Logo
1:51 pm - 12:59 am
AXA
-
BOS
11h 08m
1 stop
$739American Airlines
Fri, Jul 17 - Mon, Jul 27
American Airlines Logo
3:15 pm - 1:11 pm
BOS
-
AXA
21h 56m
1 stop
American Airlines Logo
4:59 pm - 12:59 am
AXA
-
BOS
8h 00m
1 stop
$745American Airlines
Sat, Jul 18 - Sat, Jul 25

British Airways flights from Massachusetts to Anguilla

Our best British Airways deals on Massachusetts to Anguilla flight tickets
British Airways
Jun 29
BOS8:01 amBoston Logan Intl
8h 14m
1 stop
AXA4:15 pmThe Valley Wallblake Intl
Jul 7
AXA4:59 pmThe Valley Wallblake Intl
18h 47m
1 stop
BOS11:46 amBoston Logan Intl
$789
British Airways
Jun 29
BOS7:00 amBoston Logan Intl
9h 15m
2 stops
AXA4:15 pmThe Valley Wallblake Intl
Jul 7
AXA1:51 pmThe Valley Wallblake Intl
10h 46m
2 stops
BOS12:37 amBoston Logan Intl
$1,018

American Airlines flights from Massachusetts to Anguilla

Our best American Airlines deals on Massachusetts to Anguilla flight tickets
American Airlines
Jul 18
BOS5:22 pmBoston Logan Intl
19h 49m
2 stops
AXA1:11 pmThe Valley Wallblake Intl
Jul 28
AXA4:59 pmThe Valley Wallblake Intl
8h 00m
1 stop
BOS12:59 amBoston Logan Intl
$669
American Airlines
Jul 18
BOS3:15 pmBoston Logan Intl
21h 56m
1 stop
AXA1:11 pmThe Valley Wallblake Intl
Jul 28
AXA4:59 pmThe Valley Wallblake Intl
8h 00m
1 stop
BOS12:59 amBoston Logan Intl
$680
American Airlines
Jul 1
BOS5:01 amBoston Logan Intl
11h 14m
1 stop
AXA4:15 pmThe Valley Wallblake Intl
Jul 8
AXA4:59 pmThe Valley Wallblake Intl
8h 00m
1 stop
BOS12:59 amBoston Logan Intl
$699

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 May 14, 2026.
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

Cheapest round-trip

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Sat 7/18

5:22 pm-1:11 pm

2 stops19h 49m

The Valley Wallblake Intl

Tue 7/28

4:59 pm-12:59 am

1 stop8h 00m

$669

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Sat 7/18

3:15 pm-1:11 pm

1 stop21h 56m

The Valley Wallblake Intl

Tue 7/28

4:59 pm-12:59 am

1 stop8h 00m

$680
Quickest round-trip

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Wed 7/1

5:01 am-4:15 pm

1 stop11h 14m

The Valley Wallblake Intl

Wed 7/8

4:59 pm-12:59 am

1 stop8h 00m

$699

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Wed 7/1

6:00 am-4:15 pm

2 stops10h 15m

The Valley Wallblake Intl

Wed 7/8

4:59 pm-7:39 am

2 stops14h 40m

$704

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Mon 6/15

5:01 am-4:15 pm

1 stop11h 14m

The Valley Wallblake Intl

Tue 6/23

4:55 pm-12:59 am

1 stop8h 04m

$724

HartfordThe Valley

BDL - AXA

BDLAXA

Hartford Bradley Intl

Tue 11/3

5:40 am-2:18 pm

1 stop7h 38m

The Valley Wallblake Intl

Fri 11/13

2:58 pm-11:03 am

2 stops21h 05m

$729

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Mon 6/15

5:01 am-4:15 pm

1 stop11h 14m

The Valley Wallblake Intl

Tue 6/23

4:55 pm-9:30 am

2 stops16h 35m

$729

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Sun 11/1

5:18 pm-2:18 pm

2 stops20h 00m

The Valley Wallblake Intl

Sat 11/7

5:05 pm-12:46 am

1 stop8h 41m

$734

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Fri 7/17

6:00 am-4:19 pm

2 stops10h 19m

The Valley Wallblake Intl

Mon 7/27

1:51 pm-12:59 am

1 stop11h 08m

$739

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Sat 7/18

3:15 pm-1:11 pm

1 stop21h 56m

The Valley Wallblake Intl

Sat 7/25

4:59 pm-12:59 am

1 stop8h 00m

$745

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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 month to fly to Anguilla?

If you aren’t able to travel to Anguilla during the month of September, then flying in December is also cheap. Prices for this month can be found on momondo for an average of $348.

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

The cheapest day to depart from Massachusetts to Anguilla is on a Wednesday when prices can be found for as low as $580. The most expensive day to fly to Anguilla is Saturday, with ticket prices averaging around $612.

What is the cheapest Massachusetts to Anguilla flight route?

Fly from Boston Logan Intl to The Valley Wallblake Intl for the best Massachusetts - Anguilla flight prices

How far in advance should I book a flight from Massachusetts 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 $783 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 $551 on momondo.

Can stopping save me money on Massachusetts to Anguilla flights?

You could potentially save up to 1% on your flight if you consider stops on a Massachusetts to Anguilla flight.

Cheap Massachusetts to Anguilla flight deals and tips

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

Fastest flight time

7h 35m

Direct flights

None
The fastest flight from Massachusetts to Anguilla takes 7h 35m
There are no direct flights from Massachusetts to Anguilla. There are no popular flight routes from Massachusetts to Anguilla.
Search flight deals

Frequently asked questions about flying from Massachusetts to Anguilla

  • 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
BermudAirPriceFrom $457Free CancellationRating
0.0
0 reviews
Search BermudAir flights
American AirlinesPriceFrom $602Free CancellationRating
7.1
11,666 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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Sat 6/13
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