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

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Jet to one of Anguilla's top cities

Anguilla featuring a sandy beach, general coastal views and landscape views

The Valley

Flights

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.

Wed, Feb 4 - Mon, Feb 9

SXM

Princess Juliana Intl.

AXA

Clayton J. Lloyd Intl.

$297

Roundtrip

found 1 day ago

Mon, May 11 - Mon, May 18

STT

Cyril E. King

AXA

Clayton J. Lloyd Intl.

$404

Roundtrip

found 2 days ago

Mon, Mar 16 - Tue, Mar 24

MIA

Miami Intl.

AXA

Clayton J. Lloyd Intl.

$419

Roundtrip

found 10 hours ago

Thu, Dec 18 - Mon, Dec 22

SKB

Robert L. Bradshaw Intl.

AXA

Clayton J. Lloyd Intl.

$442

Roundtrip

just found

Sat, Feb 21 - Wed, Feb 25

DCA

Ronald Reagan Washington National

AXA

Clayton J. Lloyd Intl.

$471

Roundtrip

found 1 day ago

Sun, Feb 22 - Thu, Feb 26

JFK

John F. Kennedy Intl.

AXA

Clayton J. Lloyd Intl.

$485

Roundtrip

found 1 hour ago

Sat, Dec 13 - Wed, Dec 17

BOS

Logan Intl.

AXA

Clayton J. Lloyd Intl.

$485

Roundtrip

found 2 days ago

Sat, Jan 31 - Fri, Feb 6

EWR

Newark Liberty Intl. Airport

AXA

Clayton J. Lloyd Intl.

$500

Roundtrip

found 6 days ago

Top Destinations

Origin	Destination	Travel Dates	Flights From*
SXM	The Valley	December 19 to December 23	$297
MIA	The Valley	March 16 to March 24	$419
DCA	The Valley	February 21 to February 25	$471
BOS	The Valley	March 18 to March 25	$485
JFK	The Valley	February 8 to February 13	$485
JFK	The Valley	February 8 to February 13	$485
ATL	The Valley	January 31 to February 7	$500
SJU	The Valley	January 18 to January 27	$630

*Prices include taxes and fees

Best Anguilla Flight and Hotel Packages

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

3.5-star property

Coralito Bay Suites & Villas

Feb 7 - Feb 14

7 night stay

Boston (BOS) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach

$1,443

per person

found 1 day ago

5.0-star property

Malliouhana Resort Anguilla

Feb 21 - Feb 28

7 night stay

Boston (BOS) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach

Save 100% on your flight

$6,165

per person

found 1 day ago

4.0-star property

Sheriva Luxury Villas and Suites

Feb 21 - Feb 28

7 night stay

Boston (BOS) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach

Save 100% on your flight

$21,216

per person

found 1 day ago

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Travelers ❤️ These Anguilla 🏨

Four Seasons Resort and Residences Anguilla

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 Beach and Meads Bay Pond are located nearby.

9.6/10 Exceptional! (240 reviews)

The resort was fantastic for a relaxing getaway.

Reviewed on Nov 29, 2025

Anguilla Great House Beach Resort

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 Rendezvous Bay Beach and Aurora International Golf Club are located nearby.

8/10 Very Good! (259 reviews)

Breakfast and dinner not up to expectations. And parking

Reviewed on Dec 2, 2025

Aurora Anguilla Resort & Golf Club

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 Aurora International Golf Club and Rendezvous Bay Beach are located nearby.

9.6/10 Exceptional! (183 reviews)

Great service, excellent staff, especially Justin Time , he is professional and courteous, always making sure we were happy

Reviewed on Nov 27, 2025

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Cap Juluca, A Belmond Hotel, Anguilla

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 Maundays Bay and Cove Bay are located nearby.

9.4/10 Exceptional! (136 reviews)

From the moment I arrived, every detail, every interaction, and every experience felt intentional, warm, and above and beyond. The staff truly make this paradise exceptional. Maury, Sawnie, Yoann, and Shadae at Uchu Restaurant delivered some of the most attentive and personalized service I’ve ever ...

Reviewed on Nov 19, 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, February 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 $630 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

Jet to one of Anguilla's top cities

The Valley

Rendezvous Bay

Shoal Bay

How Much Does it Cost To Fly To Anguilla?

Best Anguilla Flight and Hotel Packages

Coralito Bay Suites & Villas

Feb 7 - Feb 14

Boston (BOS) to The Valley (AXA)

Malliouhana Resort Anguilla

Feb 21 - Feb 28

Boston (BOS) to The Valley (AXA)

Sheriva Luxury Villas and Suites

Feb 21 - Feb 28

Boston (BOS) to The Valley (AXA)

Travelers ❤️ These Anguilla 🏨

Four Seasons Resort and Residences Anguilla

Anguilla Great House Beach Resort

Aurora Anguilla Resort & Golf Club

Cap Juluca, A Belmond Hotel, Anguilla

More Ways To Wander Anguilla

Frequently asked questions

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