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Cheap flights from Massachusetts to Anguilla from $308

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 12/18. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Massachusetts to Anguilla

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:01 am - 1:32 pm
BDL
-
AXA
7h 31m
1 stop
American Airlines Logo
2:12 pm - 11:47 pm
AXA
-
BDL
9h 35m
1 stop
$699American Airlines
mié., ago. 12 - mié., ago. 19
American Airlines Logo
5:35 am - 1:32 pm
BOS
-
AXA
7h 57m
1 stop
American Airlines Logo
2:12 pm - 11:26 pm
AXA
-
BOS
9h 14m
1 stop
$699American Airlines
mié., ago. 12 - mié., ago. 19
American Airlines Logo
6:01 am - 1:32 pm
BDL
-
AXA
7h 31m
1 stop
American Airlines Logo
2:12 pm - 11:36 am
AXA
-
BDL
21h 24m
2 stops
$704American Airlines
mié., ago. 12 - mié., ago. 19
American Airlines Logo
5:35 am - 1:32 pm
BOS
-
AXA
7h 57m
1 stop
American Airlines Logo
2:12 pm - 9:37 am
AXA
-
BOS
19h 25m
2 stops
$704American Airlines
mié., ago. 12 - mié., ago. 19
American Airlines Logo
7:24 pm - 1:32 pm
BDL
-
AXA
18h 08m
2 stops
American Airlines Logo
2:12 pm - 8:23 am
AXA
-
BDL
18h 11m
2 stops
$739American Airlines
mié., ago. 12 - mié., ago. 19
American Airlines Logo
5:45 pm - 1:32 pm
BOS
-
AXA
19h 47m
2 stops
American Airlines Logo
2:12 pm - 8:44 am
AXA
-
BOS
18h 32m
2 stops
$739American Airlines
mié., ago. 12 - mié., ago. 19
American Airlines Logo
8:40 pm - 4:25 pm
BOS
-
AXA
18h 45m
2 stops
American Airlines Logo
5:05 pm - 12:46 am
AXA
-
BOS
8h 41m
1 stop
$762American Airlines
dom., nov. 1 - sáb., nov. 7
American Airlines Logo
5:34 am - 4:40 pm
BOS
-
AXA
10h 06m
1 stop
American Airlines Logo
5:20 pm - 12:55 am
AXA
-
BOS
8h 35m
1 stop
$767American Airlines
jue., dic. 3 - dom., dic. 6
BermudAir Logo
7:30 am - 1:10 pm
BOS
-
AXA
4h 40mnonstop
BermudAir Logo
1:25 pm - 5:10 pm
AXA
-
BOS
4h 45mnonstop
$793BermudAir
vie., dic. 25 - vie., ene. 1
BermudAir Logo
7:30 am - 1:10 pm
BOS
-
AXA
4h 40mnonstop
BermudAir Logo
1:25 pm - 5:10 pm
AXA
-
BOS
4h 45mnonstop
$794BermudAir
vie., dic. 25 - vie., ene. 1

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American Airlines flights from Massachusetts to Anguilla

Our best American Airlines deals on Massachusetts to Anguilla flight tickets
American Airlines
Aug 12
BDL6:01 amHartford Bradley Intl
7h 31m
1 stop
AXA1:32 pmThe Valley Wallblake Intl
Aug 19
AXA2:12 pmThe Valley Wallblake Intl
9h 35m
1 stop
BDL11:47 pmHartford Bradley Intl
$699
American Airlines
Aug 12
BDL6:01 amHartford Bradley Intl
7h 31m
1 stop
AXA1:32 pmThe Valley Wallblake Intl
Aug 19
AXA2:12 pmThe Valley Wallblake Intl
21h 24m
2 stops
BDL11:36 amHartford Bradley Intl
$704
American Airlines
Aug 12
BDL7:24 pmHartford Bradley Intl
18h 08m
2 stops
AXA1:32 pmThe Valley Wallblake Intl
Aug 19
AXA2:12 pmThe Valley Wallblake Intl
18h 11m
2 stops
BDL8:23 amHartford Bradley Intl
$739

United Airlines flights from Massachusetts to Anguilla

Our best United Airlines deals on Massachusetts to Anguilla flight tickets
United Airlines
Jul 20
BDL3:02 pmHartford Bradley Intl
26h 33m
2 stops
AXA5:35 pmThe Valley Wallblake Intl
Jul 24
AXA9:46 amThe Valley Wallblake Intl
29h 51m
3 stops
BDL3:37 pmHartford Bradley Intl
$1,776
United Airlines
Jul 3
BOS8:26 pmBoston Logan Intl
21h 09m
2 stops
AXA5:35 pmThe Valley Wallblake Intl
Jul 8
AXA9:46 amThe Valley Wallblake Intl
24h 34m
2 stops
BOS10:20 amBoston Logan Intl
$1,834
United Airlines
Jul 2
BOS5:45 amBoston Logan Intl
11h 50m
2 stops
AXA5:35 pmThe Valley Wallblake Intl
Jul 8
AXA9:46 amThe Valley Wallblake Intl
24h 34m
2 stops
BOS10:20 amBoston Logan Intl
$1,913

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 junio 30, 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

HartfordThe Valley

BDL - AXA

BDLAXA

Hartford Bradley Intl

mié. 8/12

6:01 am-1:32 pm

1 stop7h 31m

The Valley Wallblake Intl

mié. 8/19

2:12 pm-11:47 pm

1 stop9h 35m

$699

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

mié. 8/12

5:35 am-1:32 pm

1 stop7h 57m

The Valley Wallblake Intl

mié. 8/19

2:12 pm-11:26 pm

1 stop9h 14m

$699

HartfordThe Valley

BDL - AXA

BDLAXA

Hartford Bradley Intl

mié. 8/12

6:01 am-1:32 pm

1 stop7h 31m

The Valley Wallblake Intl

mié. 8/19

2:12 pm-11:36 am

2 stops21h 24m

$704

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

mié. 8/12

5:35 am-1:32 pm

1 stop7h 57m

The Valley Wallblake Intl

mié. 8/19

2:12 pm-9:37 am

2 stops19h 25m

$704

HartfordThe Valley

BDL - AXA

BDLAXA

Hartford Bradley Intl

mié. 8/12

7:24 pm-1:32 pm

2 stops18h 08m

The Valley Wallblake Intl

mié. 8/19

2:12 pm-8:23 am

2 stops18h 11m

$739

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

mié. 8/12

5:45 pm-1:32 pm

2 stops19h 47m

The Valley Wallblake Intl

mié. 8/19

2:12 pm-8:44 am

2 stops18h 32m

$739

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

dom. 11/1

8:40 pm-4:25 pm

2 stops18h 45m

The Valley Wallblake Intl

sáb. 11/7

5:05 pm-12:46 am

1 stop8h 41m

$762

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

jue. 12/3

5:34 am-4:40 pm

1 stop10h 06m

The Valley Wallblake Intl

dom. 12/6

5:20 pm-12:55 am

1 stop8h 35m

$767
Quickest round-trip

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

vie. 12/25

7:30 am-1:10 pm

Nonstop4h 40m

The Valley Wallblake Intl

vie. 1/1

1:25 pm-5:10 pm

Nonstop4h 45m

$793

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

vie. 12/25

7:30 am-1:10 pm

Nonstop4h 40m

The Valley Wallblake Intl

vie. 1/1

1:25 pm-5:10 pm

Nonstop4h 45m

$794

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 December, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $417.

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 $861 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 $560 on momondo.

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

There are 3 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.

Can stopping save me money on Massachusetts to Anguilla flights?

No. A direct flight is the cheapest option for a flight between Massachusetts to Anguilla.

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

4h 40m

Direct flights

Tue and Sat

Airports in Anguilla

2 airports
The fastest flight from Massachusetts to Anguilla takes 4h 40m
Direct flights go from Massachusetts to Anguilla on Tuesday and Saturday. 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

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 $632Free CancellationRating
7.1
11,764 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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