$602+ 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 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — AXA
Jun 21 — Jun 281
1 adult, Economy
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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
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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
Keep the following information in mind while searching for Massachusetts to Anguilla flight deals. Data was last updated June 16, 2025.
Round-trip from | $602 (American Airlines) |
|---|---|
Popular in | February |
Cheapest in | July |
Average price | $736 |
Find flight deals from Massachusetts to Anguilla
Cheapest flights from Massachusetts to AnguillaExplore 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 June 16, 2025.
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 June 16, 2025.
This American Airlines deal was found by Cheapflights users on 6/15. 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.
Sat 12/67:40 pmBOS - AXA
2 stops19h 35mAmerican Airlines
Sat 12/133:25 pmAXA - BOS
1 stop10h 04mAmerican Airlines
Deal found 6/15![American Airlines logo]()
$602
This American Airlines deal was found by Cheapflights users on 6/14. 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.
Sat 11/295:56 amBDL - AXA
1 stop9h 29mAmerican Airlines
Sat 12/63:25 pmAXA - BDL
1 stop8h 32mAmerican Airlines
Deal found 6/14![American Airlines logo]()
$623
This United Airlines deal was found by Cheapflights users on 6/14. 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.
Wed 7/166:10 amBDL - AXA
2 stops11h 05mMultiple Airlines
Sun 7/209:35 amAXA - BDL
3 stops14h 24mMultiple Airlines
Deal found 6/14![Multiple Airlines logo]()
$1,513
This United Airlines deal was found by Cheapflights users on 6/16. 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.
Thu 10/95:30 amBOS - AXA
3 stops11h 45mMultiple Airlines
Mon 10/139:35 amAXA - BOS
3 stops14h 24mMultiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$1,539
This United Airlines deal was found by Cheapflights users on 6/14. 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 6/216:05 amBOS - AXA
2 stops11h 10mUnited Airlines
Wed 6/259:35 amAXA - BOS
2 stops26h 52mUnited Airlines
Deal found 6/14![United Airlines logo]()
$1,787
Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated June 16, 2025.
Use the filters below to find and compare flights from Massachusetts to Anguilla that are best for you.
Fly from
Massachusetts
Fly to
Anguilla
Route
Depart
Return
Price
BostonThe Valley
BOS - AXA
BOSAXA
Boston Logan Intl
Sat 12/6
7:40 pm-4:15 pm
2 stops19h 35m
The Valley Wallblake Intl
Sat 12/13
1:00 pm-12:29 am
1 stop12h 29m
$602
HartfordThe Valley
BDL - AXA
BDLAXA
Hartford Bradley Intl
Sat 11/29
5:56 am-4:25 pm
1 stop9h 29m
The Valley Wallblake Intl
Sat 12/6
3:25 pm-10:57 pm
1 stop8h 32m
$623
HartfordThe Valley
BDL - AXA
BDLAXA
Hartford Bradley Intl
Wed 7/16
6:10 am-5:15 pm
2 stops11h 05m
The Valley Wallblake Intl
Sun 7/20
9:35 am-11:59 pm
3 stops14h 24m
$1,513
BostonThe Valley
BOS - AXA
BOSAXA
Boston Logan Intl
Thu 10/9
5:30 am-5:15 pm
3 stops11h 45m
The Valley Wallblake Intl
Mon 10/13
9:35 am-11:59 pm
3 stops14h 24m
$1,539
BostonThe Valley
BOS - AXA
BOSAXA
Boston Logan Intl
Fri 11/21
5:40 am-4:25 pm
1 stop9h 45m
$728
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.
Cheapflights Insights
Everything you need to know about your flight from Massachusetts to Anguilla
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 June 16, 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 June 16, 2025.
Overall
7.2
Entertainment
6.9
Comfort
7.2
Crew
8.0
Food
6.5
Boarding
7.5
Reviews
1 / 20
10.0
ExcellentLeonardo,May 2025
JFK - BGI
Overall
7.2
Entertainment
6.9
Comfort
7.2
Crew
8.0
Food
6.5
Boarding
7.5
Reviews
1 / 20
10.0
ExcellentLeonardo,May 2025
JFK - BGI
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.
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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 June 16, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$627 | Average$774 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$630 | Average$789 | FlexibilityNo cancel fee | On-time62% |