Cheap Flights to Anguilla from $256 (2026/2027)

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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, Jan 12 - Fri, Jan 22
ATL
Hartsfield-Jackson Atlanta Intl.
AXA
Clayton J. Lloyd Intl.
$522 Roundtrip, found 7 hours ago
$522
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Tue, Jan 12 from Hartsfield-Jackson Atlanta Intl. to Clayton J. Lloyd Intl., returning Fri, Jan 22, priced at $522 found 7 hours ago
Wed, Jan 27 - Wed, Feb 10
DCA
Ronald Reagan Washington National
AXA
Clayton J. Lloyd Intl.
$596 Roundtrip, found 3 days ago
$596
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Jan 27 from Ronald Reagan Washington National to Clayton J. Lloyd Intl., returning Wed, Feb 10, priced at $596 found 3 days ago
Mon, Nov 30 - Mon, Dec 7
STT
Cyril E. King
AXA
Clayton J. Lloyd Intl.
$602 Roundtrip, found 3 days ago
$602
Roundtrip
found 3 days ago
Select Cape Air flight, departing Mon, Nov 30 from Cyril E. King to Clayton J. Lloyd Intl., returning Mon, Dec 7, priced at $602 found 3 days ago
Wed, Jan 27 - Wed, Feb 10
BWI
Baltimore Washington Intl. Thurgood Marshall
AXA
Clayton J. Lloyd Intl.
$608 Roundtrip, found 3 days ago
$608
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Jan 27 from Baltimore Washington Intl. Thurgood Marshall to Clayton J. Lloyd Intl., returning Wed, Feb 10, priced at $608 found 3 days ago
Sun, Nov 29 - Thu, Dec 3
MCO
Orlando Intl.
AXA
Clayton J. Lloyd Intl.
$609 Roundtrip, just found
$609
Roundtrip
just found
Select American Airlines flight, departing Sun, Nov 29 from Orlando Intl. to Clayton J. Lloyd Intl., returning Thu, Dec 3, priced at $609 just found
Sat, Jan 23 - Thu, Jan 28
BOS
Logan Intl.
AXA
Clayton J. Lloyd Intl.
$619 Roundtrip, found 1 day ago
$619
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jan 23 from Logan Intl. to Clayton J. Lloyd Intl., returning Thu, Jan 28, priced at $619 found 1 day ago
Sun, Jan 24 - Thu, Jan 28
EWR
Newark Liberty Intl. Airport
AXA
Clayton J. Lloyd Intl.
$619 Roundtrip, found 3 days ago
$619
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sun, Jan 24 from Newark Liberty Intl. Airport to Clayton J. Lloyd Intl., returning Thu, Jan 28, priced at $619 found 3 days ago
Thu, Apr 15 - Tue, Apr 20
CLT
Charlotte-Douglas Intl.
AXA
Clayton J. Lloyd Intl.
$684 Roundtrip, found 7 hours ago
$684
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Thu, Apr 15 from Charlotte-Douglas Intl. to Clayton J. Lloyd Intl., returning Tue, Apr 20, priced at $684 found 7 hours ago
OriginDestinationTravel DatesFlights From*
SXMThe ValleyNovember 1 to November 8$386
ATLThe ValleyJanuary 16 to January 21$497
DCAThe ValleyJanuary 27 to February 10$596
BOSThe ValleyJanuary 23 to January 28$619
EWRThe ValleyJanuary 24 to January 28$619
JFKThe ValleyJanuary 21 to January 25$715
MIAThe ValleyJanuary 15 to January 20$788
SJUThe ValleyDecember 10 to December 12$904
LHRThe ValleyNovember 22 to November 30$1,063
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
BWIThe ValleyOctober 24 to October 28$851
EWRThe ValleyOctober 24 to October 31$1,505
*Prices include taxes and fees

Best Anguilla Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Rendezvous Bay Hotel
3.5-star property

Rendezvous Bay Hotel

Jan 8 - Jan 15

7 night stay

Boston (BOS) to The Valley (AXA)

Tulpar Avia Service • Roundtrip • Coach
Save 100% on your flight
Price was $3,987, price is now $3,178 per person
$3,178
per person
found 1 day ago
Aurora Anguilla Resort & Golf Club
5.0-star property

Aurora Anguilla Resort & Golf Club

Jan 8 - Jan 15

7 night stay

Boston (BOS) to The Valley (AXA)

Tulpar Avia Service • Roundtrip • Coach
Save 100% on your flight
Price was $6,691, price is now $3,623 per person
$3,623
per person
found 1 day ago
6 BR Villa On Crocus Bay With Pool Concierge
2.0-star property

6 BR Villa On Crocus Bay With Pool Concierge

Jan 14 - Jan 19

5 night stay

Boston (BOS) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $9,534, price is now $7,848 per person
$7,848
per person
found 12 hours 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
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
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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
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 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, January 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 $1,505 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.