Cheap Flights to Anguilla from $212 (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.

Thu, Aug 27 - Sun, Aug 30
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
$358 Roundtrip, just found
$358
Roundtrip
just found
Select World Ticket Ltd flight, departing Thu, Aug 27 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Sun, Aug 30, priced at $358 just found
Wed, Feb 17 - Mon, Feb 22
EIS
Terrance B. Lettsome Intl.
AXA
Clayton J. Lloyd Intl.
$604 Roundtrip, found 1 day ago
$604
Roundtrip
found 1 day ago
Select FlexFlight flight, departing Wed, Feb 17 from Terrance B. Lettsome Intl. to Clayton J. Lloyd Intl., returning Mon, Feb 22, priced at $604 found 1 day ago
Fri, Sep 4 - Mon, Sep 14
STT
Cyril E. King
AXA
Clayton J. Lloyd Intl.
$624 Roundtrip, found 9 hours ago
$624
Roundtrip
found 9 hours ago
Select Cape Air flight, departing Fri, Sep 4 from Cyril E. King to Clayton J. Lloyd Intl., returning Mon, Sep 14, priced at $624 found 9 hours ago
Mon, Dec 21 - Mon, Dec 28
EWR
Newark Liberty Intl. Airport
AXA
Clayton J. Lloyd Intl.
$642 Roundtrip, found 7 hours ago
$642
Roundtrip
found 7 hours ago
Select BermudAir flight, departing Mon, Dec 21 from Newark Liberty Intl. Airport to Clayton J. Lloyd Intl., returning Mon, Dec 28, priced at $642 found 7 hours ago
Mon, Feb 8 - Mon, Feb 15
BOS
Logan Intl.
AXA
Clayton J. Lloyd Intl.
$652 Roundtrip, found 4 hours ago
$652
Roundtrip
found 4 hours ago
Select BermudAir flight, departing Mon, Feb 8 from Logan Intl. to Clayton J. Lloyd Intl., returning Mon, Feb 15, priced at $652 found 4 hours ago
Tue, Dec 1 - Tue, Dec 15
BHM
Birmingham Intl.
AXA
Clayton J. Lloyd Intl.
$696 Roundtrip, found 1 day ago
$696
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Dec 1 from Birmingham Intl. to Clayton J. Lloyd Intl., returning Tue, Dec 15, priced at $696 found 1 day ago
Mon, Jan 11 - Mon, Jan 18
BWI
Baltimore Washington Intl. Thurgood Marshall
AXA
Clayton J. Lloyd Intl.
$698 Roundtrip, found 2 days ago
$698
Roundtrip
found 2 days ago
Select BermudAir flight, departing Mon, Jan 11 from Baltimore Washington Intl. Thurgood Marshall to Clayton J. Lloyd Intl., returning Mon, Jan 18, priced at $698 found 2 days ago
Mon, May 10 - Sat, May 15
RDU
Raleigh - Durham Intl.
AXA
Clayton J. Lloyd Intl.
$715 Roundtrip, found 23 hours ago
$715
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Mon, May 10 from Raleigh - Durham Intl. to Clayton J. Lloyd Intl., returning Sat, May 15, priced at $715 found 23 hours ago
OriginDestinationTravel DatesFlights From*
SXMThe ValleySeptember 8 to September 12$358
MIAThe ValleyNovember 27 to December 2$669
ATLThe ValleyOctober 17 to October 21$715
BOSThe ValleyNovember 11 to November 18$717
DCAThe ValleyDecember 2 to December 7$736
JFKThe ValleyOctober 20 to October 24$747
JFKThe ValleyOctober 20 to October 24$747
SJUThe ValleySeptember 5 to September 9$867
LAXThe ValleyDecember 3 to December 6$1,243
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
SXMThe ValleyAugust 30 to September 1$358
*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 8 - Nov 13

5 night stay

Boston (BOS) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
Price was $2,248, price is now $1,880 per person
$1,880
per person
found 1 day ago
Aurora Anguilla Resort & Golf Club
5.0-star property

Aurora Anguilla Resort & Golf Club

Nov 12 - Nov 16

4 night stay

Atlanta (ATL) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,225, price is now $2,096 per person
$2,096
per person
found 1 day ago
Ceblue Luxury Villas
5.0-star property

Ceblue Luxury Villas

Nov 12 - Nov 16

4 night stay

Atlanta (ATL) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,102, price is now $2,456 per person
$2,456
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! (261 reviews)
"The hotel itself and its amenities were excellent, but the service and food did not live up to the five-star standard. The concierge staff in particular were rather rude, which was disappointing."

Reviewed on Aug 16, 2026

Opens in a new windowFour Seasons Resort and Residences Anguilla
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! (284 reviews)
"Overall a great stay. It’s a bit off the beaten path which is both nice and a little challenging to get around the rest of island. But with a rental car you get just about everywhere in under 30 minutes."

Reviewed on Aug 17, 2026

Opens in a new windowZemi Beach House, LXR Hotels & Resorts
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! (338 reviews)
"Loved the restaurant and bar. Diane was great at restaurant!"

Reviewed on Aug 19, 2026

Opens in a new windowAnguilla Great House Beach Resort
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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.
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 $1,243 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.