Cheap Flights to Anguilla from $198 (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.

Thu, Nov 5 - Sun, Nov 8
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
$386 Roundtrip, found 6 hours ago
$386
Roundtrip
found 6 hours ago
Select World Ticket Ltd flight, departing Thu, Nov 5 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Sun, Nov 8, priced at $386 found 6 hours ago
Mon, Dec 21 - Mon, Dec 28
BWI
Baltimore Washington Intl. Thurgood Marshall
AXA
Clayton J. Lloyd Intl.
$442 Roundtrip, found 9 hours ago
$442
Roundtrip
found 9 hours ago
Select BermudAir flight, departing Mon, Dec 21 from Baltimore Washington Intl. Thurgood Marshall to Clayton J. Lloyd Intl., returning Mon, Dec 28, priced at $442 found 9 hours ago
Fri, Dec 18 - Fri, Dec 25
EWR
Newark Liberty Intl. Airport
AXA
Clayton J. Lloyd Intl.
$442 Roundtrip, just found
$442
Roundtrip
just found
Select BermudAir flight, departing Fri, Dec 18 from Newark Liberty Intl. Airport to Clayton J. Lloyd Intl., returning Fri, Dec 25, priced at $442 just found
Fri, Dec 18 - Fri, Dec 25
BOS
Logan Intl.
AXA
Clayton J. Lloyd Intl.
$452 Roundtrip, found 1 hour ago
$452
Roundtrip
found 1 hour ago
Select BermudAir flight, departing Fri, Dec 18 from Logan Intl. to Clayton J. Lloyd Intl., returning Fri, Dec 25, priced at $452 found 1 hour ago
Sat, Jan 16 - Thu, Jan 21
ATL
Hartsfield-Jackson Atlanta Intl.
AXA
Clayton J. Lloyd Intl.
$497 Roundtrip, found 6 days ago
$497
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Jan 16 from Hartsfield-Jackson Atlanta Intl. to Clayton J. Lloyd Intl., returning Thu, Jan 21, priced at $497 found 6 days ago
Sun, Jan 17 - Thu, Jan 21
CLT
Charlotte-Douglas Intl.
AXA
Clayton J. Lloyd Intl.
$519 Roundtrip, found 1 day ago
$519
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, Jan 17 from Charlotte-Douglas Intl. to Clayton J. Lloyd Intl., returning Thu, Jan 21, priced at $519 found 1 day ago
Wed, Jan 27 - Wed, Feb 10
DCA
Ronald Reagan Washington National
AXA
Clayton J. Lloyd Intl.
$596 Roundtrip, found 6 days ago
$596
Roundtrip
found 6 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 6 days ago
Sat, Feb 6 - Sat, Feb 13
PHL
Philadelphia Intl.
AXA
Clayton J. Lloyd Intl.
$603 Roundtrip, found 6 days ago
$603
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Feb 6 from Philadelphia Intl. to Clayton J. Lloyd Intl., returning Sat, Feb 13, priced at $603 found 6 days ago
OriginDestinationTravel DatesFlights From*
SXMThe ValleyNovember 17 to November 19$386
BOSThe ValleyDecember 21 to December 28$442
EWRThe ValleyDecember 18 to December 25$442
BWIThe ValleyDecember 21 to December 28$442
ATLThe ValleyJanuary 16 to January 21$497
MIAThe ValleyJanuary 11 to January 18$642
JFKThe ValleyJanuary 5 to January 15$695
LAXThe ValleyJanuary 7 to January 10$772
SJUThe ValleyDecember 10 to December 13$854
LHRThe ValleyNovember 22 to November 30$1,074
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
SXMThe ValleyNovember 6 to November 10$386
DCAThe ValleyNovember 8 to November 11$786
JFKThe ValleyNovember 6 to November 9$1,449
JFKThe ValleyNovember 6 to November 9$1,449
*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 4 - Jan 8

4 night stay

Boston (BOS) to The Valley (AXA)

Tulpar Avia Service • Roundtrip • Coach
Price was $2,295, price is now $1,858 per person
$1,858
per person
found 1 day ago
Aurora Anguilla Resort & Golf Club
5.0-star property

Aurora Anguilla Resort & Golf Club

Jan 4 - Jan 8

4 night stay

Boston (BOS) to The Valley (AXA)

Tulpar Avia Service • Roundtrip • Coach
Price was $3,652, price is now $2,564 per person
$2,564
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 4 - Jan 8

4 night stay

Boston (BOS) to The Valley (AXA)

Tulpar Avia Service • Roundtrip • Coach
Price was $9,415, price is now $7,801 per person
$7,801
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
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, 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 $1,449 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.