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, Jul 30 - Sun, Aug 2
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
$358 Roundtrip, found 12 hours ago
$358
Roundtrip
found 12 hours ago
Select World Ticket Ltd flight, departing Thu, Jul 30 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Sun, Aug 2, priced at $358 found 12 hours ago
Fri, Aug 7 - Mon, Aug 10
SKB
Robert L. Bradshaw Intl.
AXA
Clayton J. Lloyd Intl.
$368 Roundtrip, found 7 hours ago
$368
Roundtrip
found 7 hours ago
Select FlexFlight flight, departing Fri, Aug 7 from Robert L. Bradshaw Intl. to Clayton J. Lloyd Intl., returning Mon, Aug 10, priced at $368 found 7 hours ago
Fri, Aug 14 - Wed, Aug 19
EIS
Terrance B. Lettsome Intl.
AXA
Clayton J. Lloyd Intl.
$576 Roundtrip, found 8 hours ago
$576
Roundtrip
found 8 hours ago
Select FlexFlight flight, departing Fri, Aug 14 from Terrance B. Lettsome Intl. to Clayton J. Lloyd Intl., returning Wed, Aug 19, priced at $576 found 8 hours ago
Mon, Aug 3 - Mon, Aug 10
ANU
V.C. Bird Intl.
AXA
Clayton J. Lloyd Intl.
$584 Roundtrip, found 21 hours ago
$584
Roundtrip
found 21 hours ago
Select FlexFlight flight, departing Mon, Aug 3 from V.C. Bird Intl. to Clayton J. Lloyd Intl., returning Mon, Aug 10, priced at $584 found 21 hours ago
Mon, Feb 8 - Mon, Feb 15
BOS
Logan Intl.
AXA
Clayton J. Lloyd Intl.
$642 Roundtrip, found 4 days ago
$642
Roundtrip
found 4 days ago
Select BermudAir flight, departing Mon, Feb 8 from Logan Intl. to Clayton J. Lloyd Intl., returning Mon, Feb 15, priced at $642 found 4 days ago
Fri, Jan 1 - Fri, Jan 8
EWR
Newark Liberty Intl. Airport
AXA
Clayton J. Lloyd Intl.
$642 Roundtrip, found 14 hours ago
$642
Roundtrip
found 14 hours ago
Select BermudAir flight, departing Fri, Jan 1 from Newark Liberty Intl. Airport to Clayton J. Lloyd Intl., returning Fri, Jan 8, priced at $642 found 14 hours ago
Mon, Feb 8 - Tue, Feb 23
BWI
Baltimore Washington Intl. Thurgood Marshall
AXA
Clayton J. Lloyd Intl.
$696 Roundtrip, found 1 day ago
$696
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Feb 8 from Baltimore Washington Intl. Thurgood Marshall to Clayton J. Lloyd Intl., returning Tue, Feb 23, priced at $696 found 1 day ago
Sun, May 16 - Thu, May 20
IAH
George Bush Intercontinental
AXA
Clayton J. Lloyd Intl.
$696 Roundtrip, found 4 days ago
$696
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sun, May 16 from George Bush Intercontinental to Clayton J. Lloyd Intl., returning Thu, May 20, priced at $696 found 4 days ago
OriginDestinationTravel DatesFlights From*
SXMThe ValleyAugust 12 to August 13$358
MIAThe ValleyNovember 6 to November 10$669
DCAThe ValleyNovember 1 to November 8$741
BOSThe ValleyOctober 10 to October 17$782
SJUThe ValleyOctober 4 to October 9$914
EWRThe ValleyNovember 8 to November 14$1,123
JFKThe ValleyAugust 15 to August 22$1,197
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
SXMThe ValleyJuly 31 to August 5$358
JFKThe ValleyJuly 31 to August 4$1,569
LGAThe ValleyJuly 31 to August 4$1,569
MIAThe ValleyJuly 31 to August 7$2,565
*Prices include taxes and fees

Best Anguilla Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Malliouhana Resort Anguilla
5.0-star property

Malliouhana Resort Anguilla

Aug 12 - Aug 17

5 night stay

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

American Airlines • Non-stop • Coach

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

Cape Air • Non-stop • Coach
Price was $4,009, price is now $3,201 per person
$3,201
per person
found 1 day ago
Aurora Anguilla Resort & Golf Club
5.0-star property

Aurora Anguilla Resort & Golf Club

Aug 12 - Aug 17

5 night stay

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

American Airlines • Non-stop • Coach

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

Cape Air • Non-stop • Coach
Save 100% on your flight
Price was $4,921, price is now $3,410 per person
$3,410
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 3 - Oct 10

7 night stay

Boston (BOS) to The Valley (AXA)

JetBlue Airways • Non-stop • Coach

The Valley (AXA) to Boston (BOS)

American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $9,498, price is now $7,772 per person
$7,772
per person
found 13 hours 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 🏨

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! (258 reviews)
"We will definitely stay here again. Every night there was some sort of entertainment, dj or live band. The staff were very accommodating. Loved the size and decor of the room. While the beach doesn’t compare to Shoal bay, everything else is Amazing!"

Reviewed on Jul 24, 2026

Opens in a new windowFour Seasons Resort and Residences Anguilla
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 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! (334 reviews)
"Charming spot on a beautiful Rendezvous Bay! Staff were super nice and helpful and the property location can’t be beat. The actual room could use some upgrades from plumbing to cleanliness but the location was perfect to explore the island."

Reviewed on Jul 27, 2026

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.
9.8/10 Exceptional! (278 reviews)
"Great hotel"

Reviewed on Jul 22, 2026

Opens in a new windowZemi Beach House, LXR Hotels & Resorts
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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.
9.6/10 Exceptional! (202 reviews)
"Asian restaurant hostess was rude."

Reviewed on Jul 16, 2026

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, July 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 $2,565 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.