Cheap Flights to Anguilla from $151 (2025/2026)| Travelocity

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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.

Sat, Dec 13 - Wed, Dec 24

SXM

Princess Juliana Intl.

AXA

Clayton J. Lloyd Intl.

$297

Roundtrip

found 5 hours ago

Mon, Dec 1 - Fri, Dec 5

MIA

Miami Intl.

AXA

Clayton J. Lloyd Intl.

$415

Roundtrip

found 5 days ago

Mon, Dec 8 - Fri, Dec 12

DCA

Ronald Reagan Washington National

AXA

Clayton J. Lloyd Intl.

$467

Roundtrip

found 1 day ago

Thu, Dec 11 - Tue, Dec 16

JFK

John F. Kennedy Intl.

AXA

Clayton J. Lloyd Intl.

$479

Roundtrip

found 3 days ago

Thu, Dec 11 - Tue, Dec 16

EWR

Newark Liberty Intl. Airport

AXA

Clayton J. Lloyd Intl.

$479

Roundtrip

found 3 days ago

Thu, Dec 11 - Tue, Dec 16

LGA

LaGuardia

AXA

Clayton J. Lloyd Intl.

$479

Roundtrip

found 3 days ago

Wed, Dec 17 - Sat, Dec 20

BOS

Logan Intl.

AXA

Clayton J. Lloyd Intl.

$479

Roundtrip

found 17 hours ago

Wed, May 20 - Sat, May 23

FLL

Fort Lauderdale - Hollywood Intl.

AXA

Clayton J. Lloyd Intl.

$519

Roundtrip

found 6 days ago

Origin	Destination	Travel Dates	Flights From*
SXM	The Valley	November 29 to November 30	$297
MIA	The Valley	December 1 to December 5	$415
DCA	The Valley	December 8 to December 12	$467
JFK	The Valley	December 9 to December 13	$479
JFK	The Valley	December 9 to December 13	$479
BOS	The Valley	December 3 to December 8	$479
ATL	The Valley	November 27 to December 4	$537
LAX	The Valley	November 26 to December 3	$581
SJU	The Valley	December 14 to December 20	$746

*Prices include taxes and fees

Origin	Destination	Travel Dates	Flights From*
SXM	The Valley	November 7 to November 9	$303
BOS	The Valley	November 9 to November 15	$834
JFK	The Valley	November 9 to November 27	$873
JFK	The Valley	November 9 to November 27	$873
MIA	The Valley	November 8 to November 10	$1,106

*Prices include taxes and fees

Best Anguilla Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.

5.0-star property

Aurora Anguilla Resort & Golf Club

Jan 19 - Jan 23

4 night stay

Boston (BOS) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach

Save 100% on your flight

$3,316

per person

found 1 day ago

5.0-star property

Malliouhana Resort Anguilla

Dec 24 - Dec 31

7 night stay

Boston (BOS) to The Valley (AXA)

Hahn Air Systems • Roundtrip • Coach

Save 100% on your flight

$11,329

per person

found 1 day ago

4.0-star property

Sheriva Luxury Villas and Suites

Jan 19 - Jan 23

4 night stay

Boston (BOS) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach

Save 100% on your flight

$11,739

per person

found 1 day ago

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Travelers ❤️ These Anguilla 🏨

Four Seasons Resort and Residences Anguilla

Barnes Bay, West End Village

Stay at this 5-star 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 Beach and Meads Bay Pond are located nearby.

9.6/10 Exceptional! (237 reviews)

Best place we have been to. The hospitality, staff, food, and the beach was the best. You feel safe in and out of the water lol. The manager David and Chavez made sure all went well. Definitely coming back!

Reviewed on Aug 11, 2025

Aurora Anguilla Resort & Golf Club

Rendezvous Bay, Rendezvous Bay

Book a stay at this beach resort in Rendezvous Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Aurora International Golf Club and Rendezvous Bay Beach are located nearby.

9.6/10 Exceptional! (177 reviews)

Beautiful place, beautiful people! Excellent resort for a family vacation.

Reviewed on Oct 25, 2025

Anguilla Great House Beach Resort

Rendezvous Bay, Rendezvous Bay

Stay at this 4-star beach hotel in Rendezvous Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Rendezvous Bay Beach and Aurora International Golf Club are located nearby.

7.8/10 Good! (254 reviews)

Friendly, breakfast cimplimentary, great beach to swim. Power went out 2x. Once in mid nite, pitch black, could not even see in room

Reviewed on Oct 26, 2025

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Zemi Beach House, LXR Hotels & Resorts

Shoal Bay East, Shoal Bay

Stay at this 5-star luxury resort in Shoal Bay. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Shoal Bay Beach and Scrub Island are located nearby.

9.6/10 Exceptional! (241 reviews)

Transportation for outside activity is limited. taxis are at least 30 USD one way. One round-trip outside venture would pay for a rental car.

Reviewed on Aug 9, 2025

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.

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Frequently asked questions

How much is the cheapest flight to Anguilla?

A roundtrip flight to Anguilla cost as little as $297 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 15 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, December 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 $297. 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 $297 and $1,106 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.

Cheap Flights to Anguilla from $151 (2025/2026)

Travelers

How Much Does it Cost To Fly To Anguilla?

Best Anguilla Flight and Hotel Packages

Aurora Anguilla Resort & Golf Club

Jan 19 - Jan 23

Boston (BOS) to The Valley (AXA)

Malliouhana Resort Anguilla

Dec 24 - Dec 31

Boston (BOS) to The Valley (AXA)

Sheriva Luxury Villas and Suites

Jan 19 - Jan 23

Boston (BOS) to The Valley (AXA)

Travelers ❤️ These Anguilla 🏨

Four Seasons Resort and Residences Anguilla

Aurora Anguilla Resort & Golf Club

Anguilla Great House Beach Resort

Zemi Beach House, LXR Hotels & Resorts

More Ways To Wander Anguilla

Frequently asked questions

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