Cheap Flights to Anguilla from $198 (2026/2027)

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Jet to one of Anguilla's top cities

A beach with clear turquoise waters, white sand, and a palm tree.

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.

Fri, Aug 7 - Sun, Aug 9
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
$358 Roundtrip, found 2 hours ago
$358
Roundtrip
found 2 hours ago
Select World Ticket Ltd flight, departing Fri, Aug 7 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Sun, Aug 9, priced at $358 found 2 hours ago
Wed, Aug 12 - Sat, Aug 15
SKB
Robert L. Bradshaw Intl.
AXA
Clayton J. Lloyd Intl.
$368 Roundtrip, found 13 hours ago
$368
Roundtrip
found 13 hours ago
Select FlexFlight flight, departing Wed, Aug 12 from Robert L. Bradshaw Intl. to Clayton J. Lloyd Intl., returning Sat, Aug 15, priced at $368 found 13 hours ago
Fri, Aug 14 - Mon, Aug 17
STT
Cyril E. King
AXA
Clayton J. Lloyd Intl.
$624 Roundtrip, found 4 hours ago
$624
Roundtrip
found 4 hours ago
Select Cape Air flight, departing Fri, Aug 14 from Cyril E. King to Clayton J. Lloyd Intl., returning Mon, Aug 17, priced at $624 found 4 hours ago
Mon, Feb 8 - Mon, Feb 15
BOS
Logan Intl.
AXA
Clayton J. Lloyd Intl.
$642 Roundtrip, found 13 hours ago
$642
Roundtrip
found 13 hours ago
Select BermudAir flight, departing Mon, Feb 8 from Logan Intl. to Clayton J. Lloyd Intl., returning Mon, Feb 15, priced at $642 found 13 hours ago
Fri, Jan 1 - Thu, Jan 7
EWR
Newark Liberty Intl. Airport
AXA
Clayton J. Lloyd Intl.
$642 Roundtrip, found 5 hours ago
$642
Roundtrip
found 5 hours ago
Select BermudAir flight, departing Fri, Jan 1 from Newark Liberty Intl. Airport to Clayton J. Lloyd Intl., returning Thu, Jan 7, priced at $642 found 5 hours ago
Sun, Jun 20 - Thu, Jun 24
MIA
Miami Intl.
AXA
Clayton J. Lloyd Intl.
$669 Roundtrip, found 3 days ago
$669
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sun, Jun 20 from Miami Intl. to Clayton J. Lloyd Intl., returning Thu, Jun 24, priced at $669 found 3 days ago
Mon, Jan 4 - Mon, Jan 11
BWI
Baltimore Washington Intl. Thurgood Marshall
AXA
Clayton J. Lloyd Intl.
$698 Roundtrip, found 1 day ago
$698
Roundtrip
found 1 day ago
Select BermudAir flight, departing Mon, Jan 4 from Baltimore Washington Intl. Thurgood Marshall to Clayton J. Lloyd Intl., returning Mon, Jan 11, priced at $698 found 1 day ago
Mon, Jan 11 - Wed, Jan 13
LGA
LaGuardia
AXA
Clayton J. Lloyd Intl.
$712 Roundtrip, found 4 days ago
$712
Roundtrip
found 4 days ago
Select American Airlines flight, departing Mon, Jan 11 from LaGuardia to Clayton J. Lloyd Intl., returning Wed, Jan 13, priced at $712 found 4 days ago
OriginDestinationTravel DatesFlights From*
SXMThe ValleyAugust 20 to August 24$358
BOSThe ValleyNovember 10 to November 17$712
EWRThe ValleyOctober 7 to October 14$717
JFKThe ValleyNovember 16 to November 23$747
DCAThe ValleyAugust 25 to August 29$823
SJUThe ValleyNovember 4 to November 10$844
LAXThe ValleyNovember 5 to November 16$846
ATLThe ValleySeptember 19 to September 23$1,551
MIAThe ValleyOctober 29 to November 2$7,094
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
SJUThe ValleyAugust 8 to August 15$1,132
*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

Nov 1 - Nov 7

6 night stay

New York (JFK) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
Price was $2,541, price is now $2,110 per person
$2,110
per person
found 15 hours ago
Aurora Anguilla Resort & Golf Club
5.0-star property

Aurora Anguilla Resort & Golf Club

Oct 17 - Oct 24

7 night stay

Boston (BOS) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,794, price is now $2,467 per person
$2,467
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

Oct 17 - Oct 24

7 night stay

Boston (BOS) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $8,966, price is now $7,507 per person
$7,507
per person
found 1 day ago
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Travelers ❤️ These Anguilla 🏨

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.
9.8/10 Exceptional! (259 reviews)
"I love the four seasons in Anguilla!! This is my 3rd time going to the island and I wouldn't stay anywhere else!’Nothing but top notch service!! Amazing time!!"

Reviewed on Jul 28, 2026

Opens in a new windowFour Seasons Resort and Residences 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
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Shoal Bay East Shoal Bay
Book a stay at this 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.
Opens in a new windowZemi Beach House, LXR Hotels & Resorts
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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.
9.6/10 Exceptional! (160 reviews)
"Perfection situated on stunning Mandauys Bay. Everything was top notch! Grounds were beautiful, room clean and nicely appointed. We were upgraded to a Premium Beachfront room on the 2nd floor of our Villa with a gorgeous view of the crystal clear water and white sandy beach. Daily breakfast with ..."

Reviewed on Aug 5, 2026

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 $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, August 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 $7,094 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.