$385+ Cheap flights from Boston (BOS) to Anguilla
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/8. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — AXA
Jul 8 — Jul 151
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Boston 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 Boston to Anguilla
Cheapest
Best
Last-minute
One-way
Cheapest flights from Boston to AnguillaExplore the most affordable flight options available from Boston to Anguilla. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 8, 2026.
Explore the most affordable flight options available from Boston to Anguilla. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 8, 2026.
This American Airlines deal was found by Cheapflights users on 6/4. 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 11/45:36 am
BOS
- AXA
1 stop9h 49m
American Airlines
Wed 11/115:05 pm
AXA
- BOS
1 stop8h 41m
American Airlines
Deal found 6/4![American Airlines logo]()
$669
This American Airlines deal was found by Cheapflights users on 6/8. 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 11/285:36 am
BOS
- AXA
1 stop9h 49m
American Airlines
Wed 12/23:01 pm
AXA
- BOS
1 stop10h 54m
American Airlines
Deal found 6/8![American Airlines logo]()
$699
This American Airlines deal was found by Cheapflights users on 6/5. 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 12/26:00 am
BOS
- AXA
2 stops9h 40m
American Airlines
Sat 12/125:20 pm
AXA
- BOS
2 stops17h 57m
American Airlines
Deal found 6/5![American Airlines logo]()
$709
This American Airlines deal was found by Cheapflights users on 6/8. 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.
Sun 12/1312:25 pm
BOS
- AXA
1 stop24h 56m
American Airlines
Fri 12/182:53 pm
AXA
- BOS
1 stop11h 06m
American Airlines
Deal found 6/8![American Airlines logo]()
$715
This American Airlines deal was found by Cheapflights users on 6/8. 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 7/66:00 am
BOS
- AXA
1 stop10h 19m
American Airlines
Wed 7/154:59 pm
AXA
- BOS
1 stop17h 07m
American Airlines
Deal found 6/8![American Airlines logo]()
$724
This American Airlines deal was found by Cheapflights users on 6/8. 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.
Sun 11/18:40 pm
BOS
- AXA
2 stops18h 45m
American Airlines
Sat 11/75:05 pm
AXA
- BOS
2 stops19h 01m
American Airlines
Deal found 6/8![American Airlines logo]()
$734
This American Airlines deal was found by Cheapflights users on 6/8. 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 7/205:10 am
BOS
- AXA
1 stop11h 09m
American Airlines
Sat 7/2512:40 pm
AXA
- BOS
1 stop9h 05m
American Airlines
Deal found 6/8![American Airlines logo]()
$759
Best flights from Boston to AnguillaDiscover carefully curated flight deals from Boston to Anguilla that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 8, 2026.
Discover carefully curated flight deals from Boston to Anguilla that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 8, 2026.
This American Airlines deal was found by Cheapflights users on 6/6. 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 12/26:00 am
BOS
- AXA
2 stops9h 40m
American Airlines
Wed 12/93:01 pm
AXA
- BOS
2 stops17h 20m
American Airlines
Deal found 6/6![American Airlines logo]()
$674
This United Airlines deal was found by Cheapflights users on 6/7. 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 9/125:45 am
BOS
- AXA
2 stops11h 50m
United Airlines
Sat 9/199:46 am
AXA
- BOS
2 stops14h 13m
United Airlines
Deal found 6/7![United Airlines logo]()
$981
This American Airlines deal was found by Cheapflights users on 6/5. 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 12/26:00 am
BOS
- AXA
2 stops9h 40m
American Airlines
Sat 12/125:20 pm
AXA
- BOS
1 stop8h 35m
American Airlines
Deal found 6/5![American Airlines logo]()
$709
This American Airlines deal was found by Cheapflights users on 6/6. 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.
Sun 11/18:40 pm
BOS
- AXA
2 stops18h 45m
American Airlines
Sat 11/75:05 pm
AXA
- BOS
2 stops17h 51m
American Airlines
Deal found 6/6![American Airlines logo]()
$734
This American Airlines deal was found by Cheapflights users on 6/8. 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 7/208:00 pm
BOS
- AXA
2 stops17h 11m
American Airlines
Sat 7/2512:40 pm
AXA
- BOS
2 stops11h 57m
American Airlines
Deal found 6/8![American Airlines logo]()
$764
This American Airlines deal was found by Cheapflights users on 6/6. 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.
Thu 7/96:00 am
BOS
- AXA
1 stop10h 19m
American Airlines
Mon 7/134:59 pm
AXA
- BOS
1 stop17h 17m
American Airlines
Deal found 6/6![American Airlines logo]()
$794
This American Airlines deal was found by Cheapflights users on 6/4. 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.
Thu 8/68:45 pm
BOS
- AXA
2 stops16h 47m
American Airlines
Sat 8/152:12 pm
AXA
- BOS
2 stops19h 25m
American Airlines
Deal found 6/4![American Airlines logo]()
$909
Last-minute flights from Boston to AnguillaDiscover last-minute flight deals from Boston to Anguilla. Data last updated June 8, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Anguilla. Data last updated June 8, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/8. 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.
Sun 7/58:22 pm
BOS
- AXA
2 stops16h 49m
American Airlines
Fri 7/104:59 pm
AXA
- BOS
2 stops19h 04m
American Airlines
Deal found 6/8![American Airlines logo]()
$824
This American Airlines deal was found by Cheapflights users on 6/8. 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 7/66:00 am
BOS
- AXA
1 stop10h 19m
American Airlines
Wed 7/154:59 pm
AXA
- BOS
1 stop17h 07m
American Airlines
Deal found 6/8![American Airlines logo]()
$724
This American Airlines deal was found by Cheapflights users on 6/6. 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.
Thu 7/96:00 am
BOS
- AXA
1 stop10h 19m
American Airlines
Mon 7/134:59 pm
AXA
- BOS
1 stop17h 17m
American Airlines
Deal found 6/6![American Airlines logo]()
$794
This American Airlines deal was found by Cheapflights users on 6/6. 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 7/158:00 pm
BOS
- AXA
2 stops17h 11m
American Airlines
Wed 7/221:51 pm
AXA
- BOS
1 stop9h 50m
American Airlines
Deal found 6/6![American Airlines logo]()
$769
This American Airlines deal was found by Cheapflights users on 6/8. 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 7/186:55 pm
BOS
- AXA
2 stops18h 16m
American Airlines
Mon 7/274:59 pm
AXA
- BOS
2 stops18h 26m
American Airlines
Deal found 6/8![American Airlines logo]()
$829
This American Airlines deal was found by Cheapflights users on 6/8. 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 7/206:00 am
BOS
- AXA
1 stop10h 19m
American Airlines
Fri 7/241:51 pm
AXA
- BOS
1 stop9h 50m
American Airlines
Deal found 6/8![American Airlines logo]()
$759
This American Airlines deal was found by Cheapflights users on 6/8. 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 7/206:55 pm
BOS
- AXA
2 stops18h 16m
American Airlines
Sat 7/2512:40 pm
AXA
- BOS
1 stop9h 05m
American Airlines
Deal found 6/8![American Airlines logo]()
$764
This American Airlines deal was found by Cheapflights users on 6/7. 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.
Thu 7/237:37 pm
BOS
- AXA
2 stops17h 34m
American Airlines
Tue 7/284:59 pm
AXA
- BOS
2 stops14h 40m
American Airlines
Deal found 6/7![American Airlines logo]()
$734
One-way flights from Boston to AnguillaSearch for one-way flight options from Boston to Anguilla. Find affordable one-way fares based on user searches. Data last updated June 8, 2026.
Search for one-way flight options from Boston to Anguilla. Find affordable one-way fares based on user searches. Data last updated June 8, 2026.
This American Airlines deal was found by Cheapflights users on 6/4. 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 7/85:10 am
BOS
- AXA
1 stop11h 09m
American Airlines
Deal found 6/4![American Airlines logo]()
$385
This American Airlines deal was found by Cheapflights users on 6/5. 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.
Fri 6/266:00 am
BOS
- AXA
2 stops10h 15m
American Airlines
Deal found 6/5![American Airlines logo]()
$415
This American Airlines deal was found by Cheapflights users on 6/5. 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 6/275:45 pm
BOS
- AXA
2 stops19h 34m
American Airlines
Deal found 6/5![American Airlines logo]()
$475
This Kiwi.com deal was found by Cheapflights users on 6/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/38:10 pm
BOS
- AXA
3 stops15h 50m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$708
This Kiwi.com deal was found by Cheapflights users on 6/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/266:35 pm
BOS
- AXA
3 stops17h 25m
Multiple Airlines
Deal found 6/5![Multiple Airlines logo]()
$979
This Kiwi.com deal was found by Cheapflights users on 6/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/82:00 pm
BOS
- AXA
3 stops26h 40m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$2,168
Find flight deals from Boston to Anguilla
Keep the following information in mind while searching for Boston to Anguilla flight deals. Data was last updated June 8, 2026.
Round-trip from | $669 (American Airlines) |
|---|---|
One-way from | $385 (American Airlines) |
Popular in | August |
Cheapest in | December |
Average price | $1,146 |
Cheapflights Fare Finder
Customize your flight search to find flights from Boston 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 8, 2026.
Use the filters below to find and compare flights from Boston to Anguilla that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BostonThe Valley
BOS - AXA
BOSAXA
Boston Logan Intl
Wed 12/2
6:00 am-4:40 pm
2 stops9h 40m
The Valley Wallblake Intl
Wed 12/9
3:01 pm-7:21 am
2 stops17h 20m
$674
Quickest round-trip
BostonThe Valley
BOS - AXA
BOSAXA
Boston Logan Intl
Wed 12/2
6:00 am-4:40 pm
2 stops9h 40m
The Valley Wallblake Intl
Sat 12/12
5:20 pm-12:55 am
1 stop8h 35m
$709
BostonThe Valley
BOS - AXA
BOSAXA
Boston Logan Intl
Sun 11/1
8:40 pm-4:25 pm
2 stops18h 45m
The Valley Wallblake Intl
Sat 11/7
5:05 pm-9:56 am
2 stops17h 51m
$734
BostonThe Valley
BOS - AXA
BOSAXA
Boston Logan Intl
Mon 7/20
8:00 pm-1:11 pm
2 stops17h 11m
The Valley Wallblake Intl
Sat 7/25
12:40 pm-12:37 am
2 stops11h 57m
$764
BostonThe Valley
BOS - AXA
BOSAXA
Boston Logan Intl
Thu 7/9
6:00 am-4:19 pm
1 stop10h 19m
The Valley Wallblake Intl
Mon 7/13
4:59 pm-10:16 am
1 stop17h 17m
$794
BostonThe Valley
BOS - AXA
BOSAXA
Boston Logan Intl
Thu 8/6
8:45 pm-1:32 pm
2 stops16h 47m
The Valley Wallblake Intl
Sat 8/15
2:12 pm-9:37 am
2 stops19h 25m
$909
BostonThe Valley
BOS - AXA
BOSAXA
Boston Logan Intl
Sat 9/12
5:45 am-5:35 pm
2 stops11h 50m
The Valley Wallblake Intl
Sat 9/19
9:46 am-11:59 pm
2 stops14h 13m
$981
Cheapest one-way
BostonThe Valley
BOS - AXA
BOSAXA
Boston Logan Intl
Wed 7/8
5:10 am-4:19 pm
1 stop11h 09m
$385
BostonThe Valley
BOS - AXA
BOSAXA
Boston Logan Intl
Fri 7/3
5:55 pm-12:00 pm
1 stop18h 05m
$415
Quickest one-way
BostonThe Valley
BOS - AXA
BOSAXA
Boston Logan Intl
Sat 6/27
6:00 am-4:22 pm
1 stop10h 22m
$475
Showing 1-10 of 13 resultsSorted by cheapest first
Best time to book a flight from Boston to Anguilla
Have a flexible travel schedule? Discover the best time to fly to Anguilla from Boston with our price prediction graph.
BOS-AXA
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 Boston to Anguilla
BOS-AI0
BOS-AXA
How far ahead should I book a flight from Boston to Anguilla?
Booking 23 days in advance of your planned departure date is, on average, the best time to get cheap flights from Boston to Anguilla. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
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 8, 2026.
Get a feel of what it's like to fly with American Airlines from Boston to Anguilla by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
7.9
Entertainment
6.9
Food
6.4
Comfort
7.2
Overall
7.1
Boarding
7.5
Reviews
1 / 20
2.0
MediocreAnonymous,Apr 2026
DFW - BDL
Crew
7.9
Entertainment
6.9
Food
6.4
Comfort
7.2
Overall
7.1
Boarding
7.5
Reviews
1 / 20
2.0
MediocreAnonymous,Apr 2026
DFW - BDL
Related info for your journey
Find useful and relevant information for your journey from Boston to Anguilla. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Alternative routes for Boston to Anguilla
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Anguilla by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Boston to Anguilla by cabin class
Find flights from Boston to Anguilla, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Boston and Anguilla flights
Browse other Boston and Anguilla flight options. Last updated on June 8, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Boston to Anguilla
Discover the top 2 airlines that operate flights from Boston 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 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$457 | Average$590 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$622 | Average$738 | FlexibilityNo cancel fee | On-time71% |