$305 Find Cheap Flights to Anguilla - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from the United States to Anguilla departing on 12/18. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Flight Deals

Book Cheap Anguilla Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Anguilla that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals to Anguilla

Thu, Nov 26 - Thu, Dec 3
American Airlines Logo
12:10 pm - 4:25 pm
MIA
-
AXA
3h 15mnonstop
American Airlines Logo
5:20 pm - 7:44 pm
AXA
-
MIA
3h 24mnonstop
$648American Airlines
Wed, Nov 11 - Mon, Nov 16
American Airlines Logo
12:10 pm - 4:25 pm
MIA
-
AXA
3h 15mnonstop
American Airlines Logo
5:05 pm - 7:15 pm
AXA
-
MIA
3h 10mnonstop
$674American Airlines
Mon, Dec 7 - Tue, Dec 15
American Airlines Logo
5:04 pm - 4:40 pm
BWI
-
AXA
22h 36m
1 stop
American Airlines Logo
5:20 pm - 10:26 pm
AXA
-
BWI
30h 06m
1 stop
$677American Airlines
Sat, Dec 5 - Wed, Dec 9
American Airlines Logo
10:45 pm - 4:40 pm
CLT
-
AXA
16h 55m
1 stop
American Airlines Logo
3:01 pm - 10:57 pm
AXA
-
CLT
8h 56m
1 stop
$680American Airlines
Wed, Jan 6 - Thu, Jan 21
American Airlines Logo
6:00 am - 4:26 pm
IAD
-
AXA
9h 26m
2 stops
American Airlines Logo
5:06 pm - 11:03 am
AXA
-
IAD
18h 57m
2 stops
$686American Airlines
Tue, Dec 1 - Tue, Dec 8
American Airlines Logo
5:29 am - 4:25 pm
EWR
-
AXA
9h 56m
1 stop
American Airlines Logo
5:20 pm - 12:54 am
AXA
-
EWR
8h 34m
1 stop
$692American Airlines
Mon, Dec 7 - Tue, Dec 15
American Airlines Logo
8:00 am - 4:40 pm
BWI
-
AXA
7h 40m
1 stop
American Airlines Logo
5:20 pm - 12:29 am
AXA
-
BWI
8h 09m
1 stop
$696American Airlines
Wed, Jan 13 - Wed, Jan 20
American Airlines Logo
5:15 am - 4:26 pm
BOS
-
AXA
10h 11m
1 stop
American Airlines Logo
5:06 pm - 10:01 am
AXA
-
BOS
17h 55m
1 stop
$697American Airlines
Mon, Dec 7 - Tue, Dec 15
American Airlines Logo
5:04 pm - 4:40 pm
BWI
-
AXA
22h 36m
1 stop
American Airlines Logo
5:20 pm - 10:26 pm
AXA
-
BWI
30h 06m
1 stop
$697American Airlines
Sat, Dec 19 - Fri, Dec 25
BermudAir Logo
6:25 am - 1:55 pm
EWR
-
AXA
6h 30m
1 stop
BermudAir Logo
7:10 pm - 11:00 pm
AXA
-
EWR
4h 50mnonstop
$701BermudAir
Booking Insights

KAYAK's insights & trends for flights to Anguilla

Get data-powered insights and trends for flights to Anguilla to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest flight to Anguilla?

These are the best round-trip prices found by users searching on KAYAK in the last 5 days.

The cheapest ticket to Anguilla from the United States found in the last 5 days was to The Valley, at $635 round-trip. The most popular route is Boston (BOS) to The Valley (AXA) and the cheapest round-trip airline ticket found on this route in the last 5 days was $635.

Good to know

Low season

September

Cheapest flight

$305
Best time to beat the crowds but there is an average 43% increase in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from Newark Liberty Airport to The Valley

FAQs - booking Anguilla flights

  • Can I fly to other Caribbean islands from the airport on Anguilla (AXA)?

    Yes. The Clayton J. Lloyd International Airport (AXA) offers many inter-Caribbean flights. For example, you can fly to San Juan or St. Thomas on Air Sunshine, to Antigua or St. Barts on Anguilla Air Services, to St. Kitts or Virgin Gorda on Trade Wind Aviation, or to St. Eustatius or Tortola on Trans Anguilla Airways.

  • Do I need a passport in order to fly to Anguilla?

    Since Anguilla is a British Territory, US citizens will need a passport in order to deplane at Anguilla. This passport must be valid at the time of entry into Anguilla and it must have at least one blank page for an entry stamp. US citizens are also required to show a return or onward ticket as proof of departure, proof that you have accommodation on Anguilla, and evidence that you have funds to maintain yourself while you are on the island; if you have all of these, then you do not need a visa.

  • Which of the New York airports is it best to depart from if I want to fly to Anguilla?

    American Airlines offers an affordable flight from LaGuardia Airport (LGA) to Anguilla (AXA) with one stop in Miami. Airlines such as American, JetBlue, Delta, United, Frontier, and others offer flights from all three major New York City airports. However, when you are booking a ticket, be sure to consider not just the price of the ticket, but also the length of the journey, which is sometimes greatly extended by stops and layover time.

  • Can I find a non-stop flight from Los Angeles to Anguilla?

    When you are booking your flight from Los Angeles to Anguilla, it is unlikely that you will be able to find a non-stop flight. However, American Airlines offers several flights from LAX to Anguilla (AXA) with just one stop in Miami (MIA).

  • Can I fly to Anguilla from any of the Washington DC major airports?

    Yes. The Ronald Reagan National Airport (DCA) tends to have the cheapest and most convenient flights available on American Airlines, with one stop in Miami. The Baltimore-Washington Thurgood Marshall International Airport (BWI) also offers a number of low-cost flights to Anguilla (AXA).

  • Where's the best place in Florida to fly from if I am headed to Anguilla?

    American Airlines offers comparable flights to Anguilla from Miami, Fort Lauderdale, Tampa, Orlando, and Jacksonville. However, there tends to be more flight options available when departing from Miami. When booking your flight from Florida to Anguilla through KAYAK, you'll find many options available in order to find the flight that works for you.

  • How does KAYAK find such low prices on flights from the United States to Anguilla?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from the United States to Anguilla.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from the United States to Anguilla?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from the United States to Anguilla is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from the United States to Anguilla?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from the United States to Anguilla with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from the United States to Anguilla?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from the United States to Anguilla up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest day to fly to Anguilla?

    Based on KAYAK data, the cheapest day to fly to Anguilla is Tuesday where round-trip tickets can be as cheap as $585. On the other hand, the most expensive day to fly is Thursday, where round-trip prices are $741 on average.

Top tips for finding cheap flights to Anguilla

  • Looking for cheap airfare to Anguilla? 25% of our users found round-trip tickets to Anguilla for the following prices or less: From Boston $641
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Anguilla flight deals.
  • When you fly directly to the Caribbean island of Anguilla, you'll be landing at the Clayton J. Lloyd International Airport (AXA), in the city The Valley, the capital of Anguilla. AXA serves The Valley, as well as Mount Fortune and Island Harbour on the north end of the island and Blowing Point and Long Bay Village on the south end.
  • You can often find a cheaper air fare to Anguilla by booking a flight from a US city to Simpson Bay in St. Maarten, Anguilla's neighboring island in the Caribbean. From St. Maarten, you can catch a ferry to Anguilla. This boat trip usually takes a little less than 30 minutes.
  • If you want to fly from the Harry Reid Las Vegas International Airport (LAS) to Anguilla (AXA), booking through KAYAK will afford you a number of options. For example, you can fly Delta with stops in Atlanta and San Juan, Puerto Rico. You can fly American with one stop in Miami or two stops in Dallas and Miami. You can fly United with two stops in Newark and in San Juan. These are just a few of the many options for flights from LAS to AXA.
  • One feasible way to book an affordable airline ticket to Anguilla is to first book a ticket to San Juan in Puerto Rico (SJU). From San Juan, you can book a separate ticket to Anguilla (AXA). The combination of these two journeys is often less expensive than a flight directly to Anguilla (AXA).
  • Affordable flights from Chicago to Anguilla can be booked through KAYAK departing from either Chicago O'Hare International Airport (ORD) or Midway International Airport (MDW). While flights from ORD can sometimes be more convenient with fewer stops, there are some flights from MDW that are quite cheap.
  • When you are booking a flight through KAYAK from the US to Anguilla, consider flying to the US Virgin Island of St. Thomas instead of directly into Anguilla, since a ticket to St. Thomas is often much cheaper. From St. Thomas, you can book a flight to Anguilla or you can catch a series of ferries to Beef Island and from there, board a flight to Anguilla.
  • If you are booking a ticket from Dallas to Anguilla, you'll find a number of flight options from Dallas-Fort Worth International Airport (DFW) to AXA. However, keep in mind that you can find some bargain flights from the Dallas Love Field Airport (DAL) as well.

Reviews of the top airlines flying to Anguilla

 
Need help choosing which airline to fly with from the United States to Anguilla? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
9.2
BermudAirOverall score based on 5 reviews
7.6Food
5.6Entertainment
8.8Comfort
9.6Crew
9.2Boarding
Airline reviews

It was perfect! Will try to use BermudAir when it works.

10.0 ExcellentDonna, Feb 2026
BWI - BDA
Read more BermudAir reviews

It was perfect! Will try to use BermudAir when it works.

Mechanical delay > Crew Time out. No communication to passengers. Crew time out was positioned as a surprise (even though it must have been know at the time of boarding that the crew would time out.

Not much space for someone 6 feet high in normal economy seat. My knee hurt

Long delays to board due to mechanical issues with plane.

Aside from the little delay, overall was flight good. Made it safely. Thanks!

American Airlines flights are always delayed for some reason. It took 9 hours today from Atlanta to Austin. I will go back to Delta.

the first flight smelled like urine Ac didn’t work pathetic experience

As I said I never took the flight back from due to earlier delayed that prevented from taking the second trip back and nobody helped me to rebook from kayak

It was awful. My first flight was delayed and as a consequence I lost my second flight to Greensboro. I did not know what to do so I rebook myself a flight to Charlotte . It was very inconvenient I not to have anybody form corporate assisting me either from PwC or from kayak . It is a very disappointing experience that American did not wait 1 minute or told me to rebook before making the first flight

Crew and agents misguiding on tight connections, and lack of connecting crew looking for inbound planes. A very avoidable missed connection as a result.

Upgraded to first class. I would consider the first class on that plane to be only slightly more comfortable than coach. Long delay.

Everything you need to know for your flight to Anguilla

Cabin class types available on flights to Anguilla

Cabin classes available on flights to Anguilla. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.