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.

Thu, Sep 17 - Wed, Sep 23
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
$358 Roundtrip, found 19 hours ago
$358
Roundtrip
found 19 hours ago
Select World Ticket Ltd flight, departing Thu, Sep 17 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Wed, Sep 23, priced at $358 found 19 hours ago
Fri, Sep 18 - Tue, Sep 22
SKB
Robert L. Bradshaw Intl.
AXA
Clayton J. Lloyd Intl.
$368 Roundtrip, found 3 days ago
$368
Roundtrip
found 3 days ago
Select FlexFlight flight, departing Fri, Sep 18 from Robert L. Bradshaw Intl. to Clayton J. Lloyd Intl., returning Tue, Sep 22, priced at $368 found 3 days ago
Thu, Mar 18 - Thu, Mar 25
PWM
Portland Intl. Jetport
AXA
Clayton J. Lloyd Intl.
$611 Roundtrip, found 6 days ago
$611
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, Mar 18 from Portland Intl. Jetport to Clayton J. Lloyd Intl., returning Thu, Mar 25, priced at $611 found 6 days ago
Fri, Dec 18 - Sat, Dec 26
ANU
V.C. Bird Intl.
AXA
Clayton J. Lloyd Intl.
$612 Roundtrip, found 1 day ago
$612
Roundtrip
found 1 day ago
Select FlexFlight flight, departing Fri, Dec 18 from V.C. Bird Intl. to Clayton J. Lloyd Intl., returning Sat, Dec 26, priced at $612 found 1 day ago
Fri, Sep 18 - Thu, Sep 24
STT
Cyril E. King
AXA
Clayton J. Lloyd Intl.
$624 Roundtrip, found 5 days ago
$624
Roundtrip
found 5 days ago
Select Cape Air flight, departing Fri, Sep 18 from Cyril E. King to Clayton J. Lloyd Intl., returning Thu, Sep 24, priced at $624 found 5 days ago
Wed, Dec 9 - Tue, Dec 15
DSM
Des Moines Intl.
AXA
Clayton J. Lloyd Intl.
$634 Roundtrip, found 4 days ago
$634
Roundtrip
found 4 days 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 4 days ago
Tue, Feb 2 - Wed, Feb 10
JFK
John F. Kennedy Intl.
AXA
Clayton J. Lloyd Intl.
$634 Roundtrip, found 5 days ago
$634
Roundtrip
found 5 days 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 5 days ago
Wed, Dec 9 - Tue, Dec 15
MSP
Minneapolis - St. Paul Intl.
AXA
Clayton J. Lloyd Intl.
$636 Roundtrip, found 4 days ago
$636
Roundtrip
found 4 days 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 4 days ago
OriginDestinationTravel DatesFlights From*
SXMThe ValleyOctober 10 to October 16$386
EWRThe ValleyDecember 21 to December 28$642
BOSThe ValleyDecember 25 to December 28$652
BWIThe ValleyDecember 21 to December 28$698
JFKThe ValleyDecember 5 to December 12$780
SJUThe ValleyNovember 12 to November 16$828
MIAThe ValleyDecember 23 to December 30$839
ATLThe ValleyNovember 21 to November 25$914
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
SJUThe ValleySeptember 19 to September 20$932
EWRThe ValleySeptember 20 to September 21$1,403
*Prices include taxes and fees

Best Anguilla Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Aurora Anguilla Resort & Golf Club
5.0-star property

Aurora Anguilla Resort & Golf Club

Nov 29 - Dec 4

5 night stay

Newark Liberty Intl. Airport (EWR) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $4,632, price is now $2,958 per person
$2,958
per person
found 1 day ago
Ceblue Luxury Villas
5.0-star property

Ceblue Luxury Villas

Nov 26 - Nov 30

4 night stay

Newark Liberty Intl. Airport (EWR) to The Valley (AXA)

United • Coach

The Valley (AXA) to Newark Liberty Intl. Airport (EWR)

Air Canada • Coach
Price was $3,960, price is now $3,176 per person
$3,176
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

Nov 29 - Dec 4

5 night stay

Newark Liberty Intl. Airport (EWR) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $9,302, price is now $7,471 per person
$7,471
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Newark Liberty Intl. Airport to Anguilla
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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.
8.2/10 Very Good! (345 reviews)
"Its a great place to unwind and relax"

Reviewed on Sep 10, 2026

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 $1,403 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.