Cheap Flights to Anguilla from $212 (2026/2027)

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A beach with clear turquoise waters, white sand, and a palm tree.

Shoal Bay

Flights
Shoal Bay

How Much Does it Cost To Fly To Anguilla?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Nov 24 - Mon, Nov 30
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
$386 Roundtrip, found 7 hours ago
$386
Roundtrip
found 7 hours ago
Select World Ticket Ltd flight, departing Tue, Nov 24 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Mon, Nov 30, priced at $386 found 7 hours ago
Sun, Jan 17 - Thu, Jan 21
BWI
Baltimore Washington Intl. Thurgood Marshall
AXA
Clayton J. Lloyd Intl.
$542 Roundtrip, found 5 days ago
$542
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sun, Jan 17 from Baltimore Washington Intl. Thurgood Marshall to Clayton J. Lloyd Intl., returning Thu, Jan 21, priced at $542 found 5 days ago
Fri, Mar 5 - Mon, Mar 8
EIS
Terrance B. Lettsome Intl.
AXA
Clayton J. Lloyd Intl.
$604 Roundtrip, found 7 hours ago
$604
Roundtrip
found 7 hours ago
Select FlexFlight flight, departing Fri, Mar 5 from Terrance B. Lettsome Intl. to Clayton J. Lloyd Intl., returning Mon, Mar 8, priced at $604 found 7 hours ago
Mon, Dec 7 - Mon, Dec 21
DCA
Ronald Reagan Washington National
AXA
Clayton J. Lloyd Intl.
$606 Roundtrip, found 3 days ago
$606
Roundtrip
found 3 days ago
Select American Airlines flight, departing Mon, Dec 7 from Ronald Reagan Washington National to Clayton J. Lloyd Intl., returning Mon, Dec 21, priced at $606 found 3 days ago
Mon, Jan 25 - Tue, Feb 2
TPA
Tampa Intl.
AXA
Clayton J. Lloyd Intl.
$606 Roundtrip, found 1 day ago
$606
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Jan 25 from Tampa Intl. to Clayton J. Lloyd Intl., returning Tue, Feb 2, priced at $606 found 1 day ago
Sat, Feb 13 - Thu, Feb 18
PHL
Philadelphia Intl.
AXA
Clayton J. Lloyd Intl.
$609 Roundtrip, found 10 hours ago
$609
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Sat, Feb 13 from Philadelphia Intl. to Clayton J. Lloyd Intl., returning Thu, Feb 18, priced at $609 found 10 hours ago
Sun, Jan 17 - Thu, Jan 21
BDL
Bradley Intl.
AXA
Clayton J. Lloyd Intl.
$609 Roundtrip, found 4 days ago
$609
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sun, Jan 17 from Bradley Intl. to Clayton J. Lloyd Intl., returning Thu, Jan 21, priced at $609 found 4 days ago
Sun, Dec 6 - Thu, Dec 10
BOS
Logan Intl.
AXA
Clayton J. Lloyd Intl.
$611 Roundtrip, found 8 hours ago
$611
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Sun, Dec 6 from Logan Intl. to Clayton J. Lloyd Intl., returning Thu, Dec 10, priced at $611 found 8 hours ago
Wed, Feb 24 - Mon, Mar 1
DFW
Dallas-Fort Worth Intl.
AXA
Clayton J. Lloyd Intl.
$611 Roundtrip, found 2 days ago
$611
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Feb 24 from Dallas-Fort Worth Intl. to Clayton J. Lloyd Intl., returning Mon, Mar 1, priced at $611 found 2 days ago
OriginDestinationTravel DatesFlights From*
SXMThe ValleyOctober 10 to October 12$386
ATLThe ValleyNovember 4 to November 8$551
MIAThe ValleyJanuary 2 to January 9$552
DCAThe ValleyDecember 7 to December 21$606
BOSThe ValleyDecember 6 to December 10$611
EWRThe ValleyJanuary 1 to January 8$642
JFKThe ValleyNovember 28 to December 4$654
SJUThe ValleyOctober 11 to October 14$934
LAXThe ValleyNovember 19 to November 22$1,622
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
SJUThe ValleyOctober 2 to October 9$1,009
EWRThe ValleyOctober 3 to October 10$1,565
JFKThe ValleyOctober 4 to October 8$1,669
*Prices include taxes and fees

Best Anguilla Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Aurora Anguilla Resort & Golf Club
5.0-star property

Aurora Anguilla Resort & Golf Club

Dec 7 - Dec 13

6 night stay

Boston (BOS) to The Valley (AXA)

Delta • Non-stop • Coach

The Valley (AXA) to Boston (BOS)

Southwest Airlines • Non-stop • Coach
Price was $5,311, price is now $2,951 per person
$2,951
per person
found 1 day ago
Malliouhana Resort Anguilla
5.0-star property

Malliouhana Resort Anguilla

Dec 13 - Dec 19

6 night stay

Boston (BOS) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $6,284, price is now $4,570 per person
$4,570
per person
found 1 day ago
Ceblue Luxury Villas
5.0-star property

Ceblue Luxury Villas

Dec 7 - Dec 13

6 night stay

Boston (BOS) to The Valley (AXA)

Delta • Non-stop • Coach

The Valley (AXA) to Boston (BOS)

Southwest Airlines • Non-stop • Coach
Save 100% on your flight
Price was $6,404, price is now $4,939 per person
$4,939
per person
found 1 day ago
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Travelers ❤️ These Anguilla 🏨

Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

3.5 out of 5
Rendezvous Bay Rendezvous Bay
Book a stay at this beach hotel in Rendezvous Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Meads Bay and Rendezvous Bay Beach are located nearby.
8.2/10 Very Good! (348 reviews)
"Quiet traditional hotel. Clean and food and property lovely and peaceful. The beach and view is amazing."

Reviewed on Sep 20, 2026

Opens in a new windowAnguilla Great House Beach Resort
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Barnes Bay West End Village
Book a stay at this luxury resort in West End Village. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Meads Bay and Meads Bay Beach are located nearby.
Opens in a new windowFour Seasons Resort and Residences Anguilla
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
Maundays Bay Maunday's Bay
Book a stay at this luxury resort in Maunday's Bay. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Meads Bay and Maundays Bay are located nearby.
Opens in a new windowCap Juluca, A Belmond Hotel, Anguilla
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Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Rendezvous Bay Rendezvous Bay
Book a stay at this luxury resort in Rendezvous Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Meads Bay and Aurora International Golf Club are located nearby.
Opens in a new windowAurora Anguilla Resort & Golf Club
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Anguilla?
A roundtrip flight to Anguilla cost as little as $386 over the last seven days. When you're ready to book, we'll help you find an amazing deal. This price was available on Travelocity for flights to Anguilla departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Anguilla?
Find your ideal fare with one of the 17 airlines that fly to Anguilla. If you're staying in The Valley, let Anguilla Air Services whisk you away to this lively city to explore its top sights. This popular carrier offers 30 flights there per month.
What is the cheapest month to fly to Anguilla?
If you've been dreaming of a break in Anguilla, November is the cheapest month to make your way there. This is according to Travelocity's direct return flight demand between January and December last year. Pick your preferred travel dates and lock in your seat today.
How can I check my flight status to Anguilla?
There are a couple of handy ways to look up your flight status. You can find all the necessary info in our "Trips" portal, which is located at the top right of our homepage. Log in or open a new account — you'll then be able to browse and manage your bookings whenever you need. If you're already on the go, the Travelocity app can also help you look up the status of your flight to Anguilla, as well as share details with any members of your family flying with you.
How do I find the best deals on flights to Anguilla?
Being flexible with your travel dates is one way to land an awesome deal. Travelocity makes it a piece of cake to find your ideal fare through the "Flexible dates" function. First, search for your flight to Anguilla, then compare prices for surrounding days by clicking the "Flexible dates" dropdown box above. Booking earlier and avoiding vacation periods are some other suggestions. In the last seven days, the best price for a return flight to Anguilla was $386. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Anguilla with Travelocity?
Pack your bags and get set for an awesome vacation with Travelocity. It's our job to track down fantastic deals on cheap flights to Anguilla. Whether you're seeking flexible airfares or cheap family flights from low-cost carriers, we've got you covered.
How much is a flight to Anguilla on average?
Passengers were picking up roundtrip flights to Anguilla for between $386 and $1,669 with Travelocity in the last seven days. Whether you're planning to fly economy or first class, we'll help you get a fantastic deal. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What can I expect on a flight to Anguilla?
This depends mostly on your carrier and the duration of your flight. Generally, most airlines provide warm meals, drinks and entertainment on long-haul journeys. Whether you're searching for first class flights to Anguilla or cheap flights for family vacations, you'll be well looked after from boarding to touchdown.