Cheap Flights to Anguilla from $212 (2026/2027)

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Jet to one of Anguilla's top cities

A beach with clear turquoise water, white sand, and a few buildings in the distance.

Rendezvous Bay

Flights
Rendezvous 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.

Fri, Sep 18 - Sun, Sep 20
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
$358 Roundtrip, found 17 hours ago
$358
Roundtrip
found 17 hours ago
Select World Ticket Ltd flight, departing Fri, Sep 18 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Sun, Sep 20, priced at $358 found 17 hours ago
Fri, Sep 11 - Tue, Sep 15
SBH
Gustaf III
AXA
Clayton J. Lloyd Intl.
$636 Roundtrip, found 20 hours ago
$636
Roundtrip
found 20 hours ago
Select World Ticket Ltd flight, departing Fri, Sep 11 from Gustaf III to Clayton J. Lloyd Intl., returning Tue, Sep 15, priced at $636 found 20 hours ago
Mon, Dec 21 - Mon, Dec 28
EWR
Newark Liberty Intl. Airport
AXA
Clayton J. Lloyd Intl.
$642 Roundtrip, found 12 hours ago
$642
Roundtrip
found 12 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 12 hours ago
Mon, Jan 25 - Mon, Feb 1
BOS
Logan Intl.
AXA
Clayton J. Lloyd Intl.
$652 Roundtrip, found 9 hours ago
$652
Roundtrip
found 9 hours ago
Select BermudAir flight, departing Mon, Jan 25 from Logan Intl. to Clayton J. Lloyd Intl., returning Mon, Feb 1, priced at $652 found 9 hours ago
Mon, Dec 7 - Sat, Dec 12
MIA
Miami Intl.
AXA
Clayton J. Lloyd Intl.
$669 Roundtrip, found 2 days ago
$669
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, Dec 7 from Miami Intl. to Clayton J. Lloyd Intl., returning Sat, Dec 12, priced at $669 found 2 days ago
Tue, Dec 1 - Tue, Dec 15
BHM
Birmingham Intl.
AXA
Clayton J. Lloyd Intl.
$696 Roundtrip, found 5 days ago
$696
Roundtrip
found 5 days 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 5 days ago
Tue, Jan 19 - Tue, Jan 26
BWI
Baltimore Washington Intl. Thurgood Marshall
AXA
Clayton J. Lloyd Intl.
$696 Roundtrip, found 2 days ago
$696
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Jan 19 from Baltimore Washington Intl. Thurgood Marshall to Clayton J. Lloyd Intl., returning Tue, Jan 26, priced at $696 found 2 days ago
Sun, May 23 - Fri, May 28
RDU
Raleigh - Durham Intl.
AXA
Clayton J. Lloyd Intl.
$715 Roundtrip, found 2 days ago
$715
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sun, May 23 from Raleigh - Durham Intl. to Clayton J. Lloyd Intl., returning Fri, May 28, priced at $715 found 2 days ago
OriginDestinationTravel DatesFlights From*
SXMThe ValleySeptember 11 to September 18$358
MIAThe ValleyNovember 27 to December 2$669
BOSThe ValleyNovember 3 to November 17$712
ATLThe ValleyOctober 17 to October 21$715
LGAThe ValleyOctober 12 to October 17$759
JFKThe ValleyOctober 12 to October 17$762
SJUThe ValleyOctober 11 to October 16$900
LAXThe ValleyNovember 21 to November 28$1,464
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
SXMThe ValleyAugust 30 to August 31$358
MIAThe ValleyAugust 29 to September 2$7,072
*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 25 - Nov 29

4 night stay

Boston (BOS) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $5,211, price is now $3,789 per person
$3,789
per person
found 1 day ago
6 BR Villa With Concierge Amenities Pool
2.0-star property

6 BR Villa With Concierge Amenities Pool

Nov 25 - Nov 29

4 night stay

Boston (BOS) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $10,005, price is now $8,298 per person
$8,298
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 11 - Nov 15

4 night stay

Boston (BOS) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $7,448, price is now $6,183 per person
$6,183
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.
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.
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, 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 $7,072 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.