Anguilla

$667+ Cheap flights from Massachusetts to Anguilla

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/19. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — AXA
Jan 26 — Feb 21
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Massachusetts to Anguilla with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Massachusetts to Anguilla

Discover tips and strategies to find the most affordable flight options for your journey from Massachusetts (USMA) to Anguilla (AI0). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$667
(American Airlines)
From Massachusetts to Anguilla

Find flight deals from Massachusetts to Anguilla

Cheapest flights from Massachusetts to Anguilla
Explore the most affordable flight options available from Massachusetts to Anguilla. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

This American Airlines deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/195:20 amBOS - AXA
1 stop9h 55mAmerican Airlines
Wed 3/263:55 pmAXA - BOS
1 stop8h 52mAmerican Airlines
Deal found 1/21$667
This American Airlines deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/175:26 pmBDL - AXA
2 stops21h 53mAmerican Airlines
Tue 2/255:00 pmAXA - BDL
2 stops17h 20mAmerican Airlines
Deal found 1/20$731
This United deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/213:35 pmBOS - AXA
2 stops19h 40mMultiple Airlines
Tue 1/289:46 amAXA - BOS
2 stops10h 14mMultiple Airlines
Deal found 1/20$900
This United Airlines deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/276:00 amBOS - AXA
2 stops10h 55mUnited Airlines
Sat 10/49:35 amAXA - BOS
3 stops32h 38mUnited Airlines
Deal found 1/21$1,563

Find flights from Massachusetts to Anguilla within your budget

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, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Wed 3/19

5:20 am-1:05 pm

1 stop7h 45m

The Valley Wallblake Intl

Tue 3/25

3:55 pm-12:47 am

1 stop8h 52m

$667

HartfordThe Valley

BDL - AXA

BDLAXA

Hartford Bradley Intl

Mon 2/17

5:26 pm-4:19 pm

2 stops21h 53m

The Valley Wallblake Intl

Tue 2/25

5:00 pm-9:20 am

2 stops17h 20m

$731

BostonThe Valley

BOS - AXA

BOSAXA

Boston Logan Intl

Fri 2/7

8:29 pm-4:02 pm

2 stops18h 33m

The Valley Wallblake Intl

Mon 2/10

3:30 pm-12:13 am

3 stops33h 43m

$1,023

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Best time to book a flight from Massachusetts to Anguilla

Have a flexible travel schedule? Discover the best time to fly to Anguilla from Massachusetts with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Massachusetts to Anguilla

Get recent, data-driven insights about flights from Massachusetts to Anguilla including ideal travel times, pricing trends, and more.

What is the cheapest time of day to fly from MA to AI?

Find hourly flight availability from Massachusetts to Anguilla. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 21, 2025.

When flying from Massachusetts to Anguilla, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Anguilla by month

Plan your trip to Anguilla by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Anguilla ranges from 1.6 - 4.3 inches per month. August is typically the wettest month, when rainfall can reach 4.3 in. February is typically the driest time to visit Anguilla when rainfall is around 1.6 in.

Temperature in Anguilla by month

Plan your trip to Anguilla by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Anguilla, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 78.8 F).

Reviews of airlines servicing Anguilla

Get insights into the airlines that provide service to Anguilla. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Anguilla. Reviews last updated January 21, 2025.
7.4
Good
8,985 reviews

Comfort

7.3

Crew

8.1

Food

6.7

Boarding

7.7

Entertainment

7.1

Overall

7.4

Reviews

1 / 10

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!

7.4
Good
8,985 reviews
7.4
Good
8,985 reviews

Comfort

7.3

Crew

8.1

Food

6.7

Boarding

7.7

Entertainment

7.1

Overall

7.4

Reviews

1 / 10

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!

7.2
Good
10,000 reviews
7.4
Good
8,985 reviews

Comfort

7.3

Crew

8.1

Food

6.7

Boarding

7.7

Entertainment

7.1

Overall

7.4

Reviews

1 / 10

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!

Related info for your journey

Find useful and relevant information for your journey from Massachusetts to Anguilla. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • Can I find deals for flights from Massachusetts to Anguilla that include hotel bookings?

    Yes. In addition to deals on Massachusetts to Anguilla flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Massachusetts to Anguilla?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Massachusetts to Anguilla.

  • Can I find deals for business class flights from Massachusetts to Anguilla?

    Yes. Cheapflights offers flight deals from Massachusetts to Anguilla by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Massachusetts to Anguilla

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Massachusetts to Anguilla

Discover the top 2 airlines that operate flights from Massachusetts to Anguilla. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$543Average$742FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$630Average$789FlexibilityNo cancel feeOn-time62%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.