Cheap Flights to Anguilla from $151 (2025/2026)

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Anguilla featuring a sandy beach, general coastal views and landscape views

The Valley

Flights
The Valley

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, Nov 17 - Mon, Nov 24
SJU
Luis Munoz Marin Intl.
AXA
Clayton J. Lloyd Intl.
$297 Roundtrip, found 3 days ago
$297
Roundtrip
found 3 days ago
Select interCaribbean Airways flight, departing Mon, Nov 17 from Luis Munoz Marin Intl. to Clayton J. Lloyd Intl., returning Mon, Nov 24, priced at $297 found 3 days ago
Thu, Oct 9 - Mon, Oct 13
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
$297 Roundtrip, found 19 hours ago
$297
Roundtrip
found 19 hours ago
Select World Ticket Ltd flight, departing Thu, Oct 9 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Mon, Oct 13, priced at $297 found 19 hours ago
Wed, Oct 8 - Wed, Oct 15
DCA
Ronald Reagan Washington National
AXA
Clayton J. Lloyd Intl.
$471 Roundtrip, found 6 days ago
$471
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Oct 8 from Ronald Reagan Washington National to Clayton J. Lloyd Intl., returning Wed, Oct 15, priced at $471 found 6 days ago
Wed, Jan 14 - Wed, Jan 21
BOS
Logan Intl.
AXA
Clayton J. Lloyd Intl.
$475 Roundtrip, found 19 hours ago
$475
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Wed, Jan 14 from Logan Intl. to Clayton J. Lloyd Intl., returning Wed, Jan 21, priced at $475 found 19 hours ago
Sun, Dec 7 - Thu, Dec 11
JFK
John F. Kennedy Intl.
AXA
Clayton J. Lloyd Intl.
$475 Roundtrip, found 1 day ago
$475
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, Dec 7 from John F. Kennedy Intl. to Clayton J. Lloyd Intl., returning Thu, Dec 11, priced at $475 found 1 day ago
Sat, Feb 21 - Fri, Feb 27
EWR
Newark Liberty Intl. Airport
AXA
Clayton J. Lloyd Intl.
$479 Roundtrip, found 3 days ago
$479
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Feb 21 from Newark Liberty Intl. Airport to Clayton J. Lloyd Intl., returning Fri, Feb 27, priced at $479 found 3 days ago
Mon, Dec 1 - Fri, Dec 5
PHL
Philadelphia Intl.
AXA
Clayton J. Lloyd Intl.
$485 Roundtrip, found 6 days ago
$485
Roundtrip
found 6 days ago
Select American Airlines flight, departing Mon, Dec 1 from Philadelphia Intl. to Clayton J. Lloyd Intl., returning Fri, Dec 5, priced at $485 found 6 days ago
Wed, Jan 28 - Sun, Feb 1
ORD
O'Hare Intl.
AXA
Clayton J. Lloyd Intl.
$534 Roundtrip, found 1 day ago
$534
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jan 28 from O'Hare Intl. to Clayton J. Lloyd Intl., returning Sun, Feb 1, priced at $534 found 1 day ago
OriginDestinationTravel DatesFlights From*
SJUThe ValleyNovember 17 to November 24$297
SXMThe ValleyOctober 16 to October 18$297
JFKThe ValleyDecember 7 to December 11$475
JFKThe ValleyDecember 7 to December 11$475
BOSThe ValleyDecember 17 to December 20$514
MIAThe ValleyNovember 27 to December 3$548
ATLThe ValleyOctober 14 to October 18$596
DCAThe ValleyOctober 14 to October 18$598
LAXThe ValleyDecember 16 to December 24$656
LHRThe ValleyDecember 14 to December 26$1,204
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
SXMThe ValleyOctober 3 to October 11$297
SJUThe ValleyOctober 4 to October 11$892
BOSThe ValleyOctober 4 to October 11$1,045
EWRThe ValleyOctober 4 to October 24$1,102
JFKThe ValleyOctober 3 to October 22$1,146
IADThe ValleyOctober 5 to October 15$1,424
*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 15 - Nov 22

7 night stay

Hartford (BDL) to The Valley (AXA)

United • FirstClass

The Valley (AXA) to Hartford (BDL)

American Airlines • FirstClass
Price was $4,979, price is now $3,805 per person
$3,805
per person
found 12 hours ago
Sheriva Luxury Villas and Suites
4.0-star property

Sheriva Luxury Villas and Suites

Nov 15 - Nov 22

7 night stay

Hartford (BDL) to The Valley (AXA)

United • FirstClass

The Valley (AXA) to Hartford (BDL)

American Airlines • FirstClass
Save 100% on your flight
Price was $27,385, price is now $18,290 per person
$18,290
per person
found 12 hours ago
Malliouhana Resort Anguilla
5.0-star property

Malliouhana Resort Anguilla

Dec 11 - Dec 18

7 night stay

Hartford (BDL) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $5,427, price is now $4,144 per person
$4,144
per person
just found
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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
Stay at this 5-star 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 Beach and Meads Bay Pond are located nearby.
9.6/10 Exceptional! (237 reviews)
"Best place we have been to. The hospitality, staff, food, and the beach was the best. You feel safe in and out of the water lol. The manager David and Chavez made sure all went well. Definitely coming back!"

Reviewed on Aug 11, 2025

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 beach resort in Rendezvous Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Aurora International Golf Club and Rendezvous Bay Beach are located nearby.
9.6/10 Exceptional! (170 reviews)
"I like everything there! Except prices for food! It’s very expensive"

Reviewed on Aug 23, 2025

Opens in a new windowAurora Anguilla Resort & Golf Club
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Rendezvous Bay, Rendezvous Bay
Stay at this 4-star beach hotel in Rendezvous Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Rendezvous Bay Beach and Aurora International Golf Club are located nearby.
7.8/10 Good! (248 reviews)
"The Anguilla Great House was just perfect for our needs!! The food was wonderful and the staff were amazing!! Already planning to go back!!"

Reviewed on Sep 11, 2025

Opens in a new windowAnguilla Great House Beach Resort
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Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Shoal Bay East, Shoal Bay
Stay at this 5-star 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.
9.6/10 Exceptional! (241 reviews)
"Transportation for outside activity is limited. taxis are at least 30 USD one way. One round-trip outside venture would pay for a rental car."

Reviewed on Aug 9, 2025

Opens in a new windowZemi Beach House, LXR Hotels & Resorts
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 $297 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 $297. 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 $297 and $1,424 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.

Destinations in Anguilla

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.