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 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.

Mon, Aug 31 - Sun, Sep 6
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
$358 Roundtrip, found 15 hours ago
$358
Roundtrip
found 15 hours 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 15 hours ago
Fri, Sep 18 - Mon, Sep 21
SKB
Robert L. Bradshaw Intl.
AXA
Clayton J. Lloyd Intl.
$368 Roundtrip, found 21 hours ago
$368
Roundtrip
found 21 hours ago
Select FlexFlight flight, departing Fri, Sep 18 from Robert L. Bradshaw Intl. to Clayton J. Lloyd Intl., returning Mon, Sep 21, priced at $368 found 21 hours ago
Mon, Aug 31 - Sun, Sep 6
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
$384 Roundtrip, found 15 hours ago
$384
Roundtrip
found 15 hours ago
Select Hahn Air Systems flight, departing Mon, Aug 31 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Sun, Sep 6, priced at $384 found 15 hours ago
Fri, Sep 4 - Mon, Sep 7
EIS
Terrance B. Lettsome Intl.
AXA
Clayton J. Lloyd Intl.
$576 Roundtrip, found 1 day ago
$576
Roundtrip
found 1 day ago
Select FlexFlight flight, departing Fri, Sep 4 from Terrance B. Lettsome Intl. to Clayton J. Lloyd Intl., returning Mon, Sep 7, priced at $576 found 1 day ago
Mon, Mar 1 - Fri, Mar 5
BOS
Logan Intl.
AXA
Clayton J. Lloyd Intl.
$642 Roundtrip, found 2 days ago
$642
Roundtrip
found 2 days ago
Select BermudAir flight, departing Mon, Mar 1 from Logan Intl. to Clayton J. Lloyd Intl., returning Fri, Mar 5, priced at $642 found 2 days ago
Mon, Dec 21 - Fri, Dec 25
EWR
Newark Liberty Intl. Airport
AXA
Clayton J. Lloyd Intl.
$642 Roundtrip, found 2 hours ago
$642
Roundtrip
found 2 hours ago
Select BermudAir flight, departing Mon, Dec 21 from Newark Liberty Intl. Airport to Clayton J. Lloyd Intl., returning Fri, Dec 25, priced at $642 found 2 hours ago
Tue, May 11 - Wed, May 19
RDU
Raleigh - Durham Intl.
AXA
Clayton J. Lloyd Intl.
$680 Roundtrip, found 4 days ago
$680
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, May 11 from Raleigh - Durham Intl. to Clayton J. Lloyd Intl., returning Wed, May 19, priced at $680 found 4 days ago
Mon, Dec 21 - Mon, Dec 28
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, Dec 21 from Baltimore Washington Intl. Thurgood Marshall to Clayton J. Lloyd Intl., returning Mon, Dec 28, priced at $698 found 2 days ago
OriginDestinationTravel DatesFlights From*
SXMThe ValleyAugust 31 to September 6$358
ATLThe ValleyNovember 18 to November 24$685
EWRThe ValleyNovember 19 to November 25$747
SJUThe ValleyNovember 5 to November 11$788
DCAThe ValleyNovember 5 to November 8$987
JFKThe ValleyNovember 5 to November 8$1,054
BOSThe ValleyOctober 4 to October 7$1,164
MIAThe ValleyNovember 21 to November 28$1,424
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
SXMThe ValleyAugust 21 to August 23$358
JFKThe ValleyAugust 22 to August 29$1,385
JFKThe ValleyAugust 22 to August 29$1,385
*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

Oct 28 - Nov 1

4 night stay

Columbus (CMH) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
Price was $2,784, price is now $2,005 per person
$2,005
per person
found 1 day ago
Ceblue Luxury Villas
5.0-star property

Ceblue Luxury Villas

Nov 12 - Nov 16

4 night stay

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

American Airlines • Non-stop roundtrip • Coach
Price was $3,459, price is now $2,813 per person
$2,813
per person
found 1 day ago
Malliouhana Resort Anguilla
5.0-star property

Malliouhana Resort Anguilla

Oct 28 - Nov 1

4 night stay

Columbus (CMH) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
Price was $2,999, price is now $2,460 per person
$2,460
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
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! (283 reviews)
"From the warm welcome from Vernesha to the beautiful music played by the saxophonist and keyboard player, the personalized note and cookie at turndown, Zemi was a moment. We loved every bit of it and will return."

Reviewed on Aug 13, 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.
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 $1,424 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.