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

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Jet to one of Anguilla's top cities

A beach with clear turquoise water, white sand, and a few buildings in the distance.

Rendezvous Bay

Flights
Rendezvous 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.

Thu, Sep 10 - Sun, Sep 13
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
$358 Roundtrip, found 1 day ago
$358
Roundtrip
found 1 day ago
Select World Ticket Ltd flight, departing Thu, Sep 10 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Sun, Sep 13, priced at $358 found 1 day ago
Wed, Apr 28 - Wed, May 5
MIA
Miami Intl.
AXA
Clayton J. Lloyd Intl.
$537 Roundtrip, found 3 days ago
$537
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Apr 28 from Miami Intl. to Clayton J. Lloyd Intl., returning Wed, May 5, priced at $537 found 3 days ago
Wed, Apr 28 - Wed, May 5
MCO
Orlando Intl.
AXA
Clayton J. Lloyd Intl.
$629 Roundtrip, found 3 days ago
$629
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Apr 28 from Orlando Intl. to Clayton J. Lloyd Intl., returning Wed, May 5, priced at $629 found 3 days ago
Wed, Dec 9 - Tue, Dec 15
DSM
Des Moines Intl.
AXA
Clayton J. Lloyd Intl.
$634 Roundtrip, found 10 hours ago
$634
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Wed, Dec 9 from Des Moines Intl. to Clayton J. Lloyd Intl., returning Tue, Dec 15, priced at $634 found 10 hours ago
Tue, Feb 2 - Wed, Feb 10
JFK
John F. Kennedy Intl.
AXA
Clayton J. Lloyd Intl.
$634 Roundtrip, found 1 day ago
$634
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Feb 2 from John F. Kennedy Intl. to Clayton J. Lloyd Intl., returning Wed, Feb 10, priced at $634 found 1 day ago
Sat, Jan 2 - Sat, Jan 9
EWR
Newark Liberty Intl. Airport
AXA
Clayton J. Lloyd Intl.
$634 Roundtrip, just found
$634
Roundtrip
just found
Select American Airlines flight, departing Sat, Jan 2 from Newark Liberty Intl. Airport to Clayton J. Lloyd Intl., returning Sat, Jan 9, priced at $634 just found
Wed, Dec 9 - Tue, Dec 15
MSP
Minneapolis - St. Paul Intl.
AXA
Clayton J. Lloyd Intl.
$636 Roundtrip, found 10 hours ago
$636
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Wed, Dec 9 from Minneapolis - St. Paul Intl. to Clayton J. Lloyd Intl., returning Tue, Dec 15, priced at $636 found 10 hours ago
Fri, Oct 30 - Mon, Nov 2
PHL
Philadelphia Intl.
AXA
Clayton J. Lloyd Intl.
$648 Roundtrip, found 4 days ago
$648
Roundtrip
found 4 days ago
Select American Airlines flight, departing Fri, Oct 30 from Philadelphia Intl. to Clayton J. Lloyd Intl., returning Mon, Nov 2, priced at $648 found 4 days ago
OriginDestinationTravel DatesFlights From*
SXMThe ValleyOctober 10 to October 16$386
EWRThe ValleyDecember 21 to December 28$642
BOSThe ValleyDecember 18 to December 21$667
BWIThe ValleyDecember 21 to December 28$698
JFKThe ValleyDecember 13 to December 18$784
SJUThe ValleyNovember 12 to November 16$828
*Prices include taxes and fees

Best Anguilla Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Ceblue Luxury Villas
5.0-star property

Ceblue Luxury Villas

Nov 27 - Dec 1

4 night stay

Boston (BOS) to The Valley (AXA)

Air Canada • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,737, price is now $2,960 per person
$2,960
per person
found 1 day ago
Aurora Anguilla Resort & Golf Club
5.0-star property

Aurora Anguilla Resort & Golf Club

Nov 12 - Nov 17

5 night stay

Boston (BOS) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $5,523, price is now $3,741 per person
$3,741
per person
found 1 day ago
6 BR Villa With Concierge Amenities Pool
2.0-star property

6 BR Villa With Concierge Amenities Pool

Nov 12 - Nov 17

5 night stay

Boston (BOS) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $9,903, price is now $7,942 per person
$7,942
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.
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 $358 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, September 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 $358. 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 $358 and $828 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.