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Cheap flights from Massachusetts to Anguilla from $315

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 4/1. 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.
Multiple Airlines Logo
5:45 am - 4:40 pm
BOS
-
AXA
10h 55m
2 stops
Multiple Airlines Logo
10:00 am - 11:59 pm
AXA
-
BOS
13h 59m
2 stops
$571Multiple Airlines
Sat, Apr 4 - Tue, Apr 7
BermudAir Logo
10:20 am - 3:00 pm
BOS
-
AXA
4h 40mnonstop
BermudAir Logo
4:05 pm - 8:50 pm
AXA
-
BOS
4h 45mnonstop
$642BermudAir
Wed, Apr 8 - Wed, Apr 15
Multiple Airlines Logo
5:45 am - 4:40 pm
BOS
-
AXA
10h 55m
2 stops
Multiple Airlines Logo
12:00 pm - 9:59 am
AXA
-
BOS
21h 59m
3 stops
$651Multiple Airlines
Sat, Apr 4 - Tue, Apr 7
Multiple Airlines Logo
10:20 am - 3:00 pm
BOS
-
AXA
4h 40mnonstop
Multiple Airlines Logo
12:00 pm - 11:59 pm
AXA
-
BOS
11h 59m
2 stops
$677Multiple Airlines
Sat, Apr 4 - Tue, Apr 7
Multiple Airlines Logo
10:20 am - 3:00 pm
BOS
-
AXA
4h 40mnonstop
Multiple Airlines Logo
1:45 pm - 10:15 am
AXA
-
BOS
44h 30m
2 stops
$678Multiple Airlines
Wed, Apr 8 - Wed, Apr 15
Multiple Airlines Logo
10:20 am - 3:00 pm
BOS
-
AXA
4h 40mnonstop
Multiple Airlines Logo
12:00 pm - 10:15 am
AXA
-
BOS
22h 15m
2 stops
$683Multiple Airlines
Sat, Apr 11 - Sat, Apr 18
Multiple Airlines Logo
10:20 am - 3:00 pm
BOS
-
AXA
4h 40mnonstop
Multiple Airlines Logo
12:00 pm - 11:57 pm
AXA
-
BOS
11h 57m
2 stops
$686Multiple Airlines
Sat, Apr 11 - Sat, Apr 18
American Airlines Logo
5:45 am - 4:15 pm
BDL
-
AXA
10h 30m
1 stop
American Airlines Logo
4:55 pm - 10:24 am
AXA
-
BDL
17h 29m
2 stops
$699American Airlines
Tue, Jun 23 - Wed, Jul 1
American Airlines Logo
5:09 pm - 1:15 pm
BOS
-
AXA
20h 06m
2 stops
American Airlines Logo
4:57 pm - 10:20 am
AXA
-
BOS
17h 23m
2 stops
$699American Airlines
Sat, May 9 - Wed, May 13
American Airlines Logo
7:31 pm - 12:01 pm
BDL
-
AXA
16h 30m
2 stops
American Airlines Logo
4:59 pm - 10:24 am
AXA
-
BDL
17h 25m
2 stops
$804American Airlines
Fri, Jul 10 - Sun, Jul 12

BermudAir flights from Massachusetts to Anguilla

Our best BermudAir deals on Massachusetts to Anguilla flight tickets
BermudAir
Apr 8
BOS10:20 amBoston Logan Intl
4h 40m
AXA3:00 pmThe Valley Wallblake Intl
Apr 15
AXA4:05 pmThe Valley Wallblake Intl
4h 45m
BOS8:50 pmBoston Logan Intl
$642
BermudAir
Apr 22
BOS10:20 amBoston Logan Intl
4h 40m
AXA3:00 pmThe Valley Wallblake Intl
Apr 25
AXA4:05 pmThe Valley Wallblake Intl
4h 45m
BOS8:50 pmBoston Logan Intl
$665
BermudAir
Apr 1
BOS10:20 amBoston Logan Intl
4h 40m
AXA3:00 pmThe Valley Wallblake Intl
Apr 4
AXA4:05 pmThe Valley Wallblake Intl
4h 45m
BOS8:50 pmBoston Logan Intl
$714

American Airlines flights from Massachusetts to Anguilla

Our best American Airlines deals on Massachusetts to Anguilla flight tickets
American Airlines
Jun 23
BDL5:45 amHartford Bradley Intl
10h 30m
1 stop
AXA4:15 pmThe Valley Wallblake Intl
Jul 1
AXA4:55 pmThe Valley Wallblake Intl
17h 29m
2 stops
BDL10:24 amHartford Bradley Intl
$699
American Airlines
May 9
BOS2:57 pmBoston Logan Intl
22h 18m
1 stop
AXA1:15 pmThe Valley Wallblake Intl
May 13
AXA4:57 pmThe Valley Wallblake Intl
8h 02m
1 stop
BOS12:59 amBoston Logan Intl
$711
American Airlines
Apr 21
BOS8:45 amBoston Logan Intl
7h 32m
1 stop
AXA4:17 pmThe Valley Wallblake Intl
Apr 28
AXA1:55 pmThe Valley Wallblake Intl
11h 04m
1 stop
BOS12:59 amBoston Logan Intl
$724

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 March 26, 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 4/4

5:45 am-4:40 pm

2 stops10h 55m

The Valley Wallblake Intl

Tue 4/7

10:00 am-11:59 pm

2 stops13h 59m

$571
Quickest round-trip

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Wed 4/8

10:20 am-3:00 pm

Nonstop4h 40m

The Valley Wallblake Intl

Wed 4/15

4:05 pm-8:50 pm

Nonstop4h 45m

$642

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Sat 4/4

5:45 am-4:40 pm

2 stops10h 55m

The Valley Wallblake Intl

Tue 4/7

12:00 pm-9:59 am

3 stops21h 59m

$651

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Sat 4/4

10:20 am-3:00 pm

Nonstop4h 40m

The Valley Wallblake Intl

Tue 4/7

12:00 pm-11:59 pm

2 stops11h 59m

$677

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Wed 4/8

10:20 am-3:00 pm

Nonstop4h 40m

The Valley Wallblake Intl

Wed 4/15

1:45 pm-10:15 am

2 stops44h 30m

$678

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Sat 4/11

10:20 am-3:00 pm

Nonstop4h 40m

The Valley Wallblake Intl

Sat 4/18

12:00 pm-10:15 am

2 stops22h 15m

$683

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Sat 4/11

10:20 am-3:00 pm

Nonstop4h 40m

The Valley Wallblake Intl

Sat 4/18

12:00 pm-11:57 pm

2 stops11h 57m

$686

HartfordThe Valley

BDL - AXA

BDLAXA

Hartford Bradley Intl

Tue 6/23

5:45 am-4:15 pm

1 stop10h 30m

The Valley Wallblake Intl

Wed 7/1

4:55 pm-10:24 am

2 stops17h 29m

$699

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Sat 5/9

5:09 pm-1:15 pm

2 stops20h 06m

The Valley Wallblake Intl

Wed 5/13

4:57 pm-10:20 am

2 stops17h 23m

$699

HartfordThe Valley

BDL - AXA

BDLAXA

Hartford Bradley Intl

Fri 7/10

7:31 pm-12:01 pm

2 stops16h 30m

The Valley Wallblake Intl

Sun 7/12

4:59 pm-10:24 am

2 stops17h 25m

$804

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 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 $607.

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 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 $754 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 $556 on momondo.

What cabin class options are available on Massachusetts to Anguilla flights?

There are 2 cabin classes available to choose from on Massachusetts to Anguilla flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

$724

Fastest flight time

4h 40m

Direct flights

Thu and Sun

Airports in Anguilla

2 airports
The best flight deal from Massachusetts to Anguilla found on momondo in the last 72 hours is $724
The fastest flight from Massachusetts to Anguilla takes 4h 40m
Direct flights go from Massachusetts to Anguilla on Thursday and Sunday. There are no airlines offering direct flights.
There are 2 airports in Anguilla. From Massachusetts there are direct flights to 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
BermudAirPriceFrom $457Free CancellationRating
0.0
0 reviews
Search BermudAir flights
American AirlinesPriceFrom $602Free CancellationRating
7.1
11,494 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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