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

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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.

Mon, Aug 31 - Sun, Sep 6
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
$358 Roundtrip, found 1 hour ago
$358
Roundtrip
found 1 hour ago
Select World Ticket Ltd flight, departing Mon, Aug 31 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Sun, Sep 6, priced at $358 found 1 hour ago
Wed, Aug 12 - Mon, Aug 17
SKB
Robert L. Bradshaw Intl.
AXA
Clayton J. Lloyd Intl.
$368 Roundtrip, found 1 day ago
$368
Roundtrip
found 1 day ago
Select FlexFlight flight, departing Wed, Aug 12 from Robert L. Bradshaw Intl. to Clayton J. Lloyd Intl., returning Mon, Aug 17, priced at $368 found 1 day ago
Sat, Aug 15 - Sat, Aug 22
ANU
V.C. Bird Intl.
AXA
Clayton J. Lloyd Intl.
$584 Roundtrip, found 20 hours ago
$584
Roundtrip
found 20 hours ago
Select FlexFlight flight, departing Sat, Aug 15 from V.C. Bird Intl. to Clayton J. Lloyd Intl., returning Sat, Aug 22, priced at $584 found 20 hours ago
Fri, Aug 14 - Mon, Aug 17
STT
Cyril E. King
AXA
Clayton J. Lloyd Intl.
$624 Roundtrip, found 3 days ago
$624
Roundtrip
found 3 days 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 3 days ago
Mon, Feb 8 - Mon, Feb 15
BOS
Logan Intl.
AXA
Clayton J. Lloyd Intl.
$642 Roundtrip, found 3 days ago
$642
Roundtrip
found 3 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 3 days ago
Fri, Jan 1 - Thu, Jan 7
EWR
Newark Liberty Intl. Airport
AXA
Clayton J. Lloyd Intl.
$642 Roundtrip, just found
$642
Roundtrip
just found
Select BermudAir flight, departing Fri, Jan 1 from Newark Liberty Intl. Airport to Clayton J. Lloyd Intl., returning Thu, Jan 7, priced at $642 just found
Mon, Dec 21 - Mon, Dec 28
BWI
Baltimore Washington Intl. Thurgood Marshall
AXA
Clayton J. Lloyd Intl.
$698 Roundtrip, found 23 hours ago
$698
Roundtrip
found 23 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 $698 found 23 hours ago
Wed, Jan 27 - Wed, Feb 10
DCA
Ronald Reagan Washington National
AXA
Clayton J. Lloyd Intl.
$701 Roundtrip, found 3 hours ago
$701
Roundtrip
found 3 hours 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 $701 found 3 hours ago
OriginDestinationTravel DatesFlights From*
SXMThe ValleyAugust 26 to August 28$358
BOSThe ValleyNovember 10 to November 17$712
EWRThe ValleyOctober 7 to October 14$717
JFKThe ValleyNovember 16 to November 23$747
SJUThe ValleyNovember 5 to November 8$776
DCAThe ValleyAugust 25 to August 29$823
ATLThe ValleySeptember 8 to October 16$1,474
MIAThe ValleyOctober 29 to November 2$7,094
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
EWRThe ValleyAugust 16 to August 20$1,397
JFKThe ValleyAugust 14 to August 18$2,028
*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 4 - Nov 8

4 night stay

New York (JFK) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
Price was $1,930, price is now $1,654 per person
$1,654
per person
found 1 hour ago
Ceblue Luxury Villas
5.0-star property

Ceblue Luxury Villas

Oct 31 - Nov 7

7 night stay

New York (JFK) to The Valley (AXA)

JetBlue Airways • Roundtrip • Coach
Price was $5,612, price is now $4,887 per person
$4,887
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 23 - Oct 27

4 night stay

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

United • Coach

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

Cape Air • Coach
Price was $6,740, price is now $5,910 per person
$5,910
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.
9.6/10 Exceptional! (260 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.