$293 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 1/1. 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.
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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, Jan 21 - Mon, Jan 25
BermudAir Logo
6:25 am - 3:05 pm
EWR
-
AXA
7h 40m
2 stops
BermudAir Logo
7:10 pm - 11:00 pm
AXA
-
EWR
4h 50mnonstop
$611BermudAir
Fri, Jan 22 - Mon, Jan 25
BermudAir Logo
6:25 am - 12:05 pm
EWR
-
AXA
4h 40mnonstop
BermudAir Logo
7:10 pm - 11:00 pm
AXA
-
EWR
4h 50mnonstop
$621BermudAir
Thu, Jan 28 - Mon, Feb 1
BermudAir Logo
6:25 am - 3:05 pm
EWR
-
AXA
7h 40m
2 stops
BermudAir Logo
7:10 pm - 11:00 pm
AXA
-
EWR
4h 50mnonstop
$625BermudAir
Mon, Nov 30 - Wed, Dec 2
American Airlines Logo
1:12 pm - 5:21 pm
MIA
-
AXA
3h 09mnonstop
American Airlines Logo
3:01 pm - 5:26 pm
AXA
-
MIA
3h 25mnonstop
$638American Airlines
Fri, Jan 1 - Fri, Jan 8
BermudAir Logo
6:25 am - 12:05 pm
EWR
-
AXA
4h 40mnonstop
BermudAir Logo
7:10 pm - 11:00 pm
AXA
-
EWR
4h 50mnonstop
$642BermudAir
Sun, Dec 13 - Thu, Dec 17
American Airlines Logo
12:25 pm - 4:40 pm
MIA
-
AXA
3h 15mnonstop
American Airlines Logo
2:53 pm - 5:25 pm
AXA
-
MIA
3h 32mnonstop
$669American Airlines
Sun, Nov 8 - Wed, Nov 11
American Airlines Logo
12:57 pm - 5:05 pm
MIA
-
AXA
3h 08mnonstop
American Airlines Logo
5:45 pm - 8:03 pm
AXA
-
MIA
3h 18mnonstop
$669American Airlines
Wed, Jan 27 - Sat, Feb 6
Multiple Airlines Logo
11:59 pm - 12:25 pm
EWR
-
AXA
11h 26m
2 stops
Multiple Airlines Logo
5:20 pm - 11:00 pm
AXA
-
EWR
6h 40m
1 stop
$759Multiple Airlines
Fri, Dec 25 - Thu, Dec 31
Multiple Airlines Logo
7:30 am - 1:10 pm
BOS
-
AXA
4h 40mnonstop
Multiple Airlines Logo
9:30 am - 7:50 pm
AXA
-
BOS
11h 20m
2 stops
$843Multiple Airlines
Fri, Dec 25 - Wed, Dec 30
Multiple Airlines Logo
7:30 am - 1:10 pm
BOS
-
AXA
4h 40mnonstop
Multiple Airlines Logo
3:30 pm - 7:50 pm
AXA
-
BOS
29h 20m
2 stops
$843Multiple Airlines
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 $653 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 $653.

Which is the cheapest airport to fly into in Anguilla?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Anguilla is The Valley Wallblake Intl Airport (AXA), with an average flight price of $558.

Good to know

Low season

September

Cheapest flight

$293
Best time to beat the crowds but there is an average 45% increase in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Boston 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 Friday, where round-trip prices are $755 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 $725, from Miami $823
  • 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
8.8Comfort
9.6Crew
7.6Food
5.6Entertainment
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.

Everything was done like clockwork and I find no fault with the airline.

This flight 1810 on 7/30 from EWR to DFW got 4 hours delay. this round trip experience is bad, my AA flight 618 from DFW to EWR on 7/28 was redirected to PIT and totally delayed about 9 hours due to mixed of weather and AA IT outage and then on the way back delayed for 4 hours. Lucky, i changed my flight to UA on the way back. i don't like AA anymore. i will consider other airline options in the future.

Bad experience going to DFW with an IT outage then bad on the way back with a nearly 5 hour delay that’s started as maintenance then caused us to wait further due to weather - which would not have happened if we had left on time.

IT issues created a mess had you change my flight and your system never changed it

Horrible experience flying with American. Flight was delayed due to inbound flight delay. Fine, it happens. Then, we were delayed an additional almost 30 minutes due to the paperwork for departure having a "clerical error." Then, upon landing at the destination airport we were stuck on the plane for an HOUR after we landed and pulled up to the gate because apparently there was another plane. An hour waiting for the gate 12:30 AM when the flight has already been delayed due to operational error feels like a complete failure of the ability to do the one thing they need to do apart from actually have the plane takeoff and land. Very disappointing.

It was a 3 hour flight from Dallas to Missoula. The aircraft did not have power plugs, internet or in-flight entertainment. When boarding, one flight attendant was "somewhere in the airport" so delayed the boarding process (not coming from another flight) although we did take off on time and landed early. In flight there was little to no service - we got the standard beverage but no real connection with the crew which feels unusual for a 3 hour flight. A passenger needed help stowing her bag and got no assistance, and actually some passive aggressive comments from the flight attendants about "she needs to remove the extender" and "she'll have to find a place for it". I have seen others be helpful and put a bag in the closet, or support assistance as the boarding door was already closed. Just not a great experience considering the cost of my round trip ticket {$1000}.

Disorganized boarding. Mandatory to gate check bags. Curt flight staff. No space for cabin bag, even when I was in first class.

On time departure & early arrival. Made a long day much better.

The ground closures and flight delays were unwelcome. I think the captain did what he could to manage expectations for the delays, but the stress level increasing in the cabin was palpable with every announcement. It may be obvious to those who fly frequently, but if the ground is closed for us to get to a gate, it's also closed for connecting flights to leave. Other passengers were so stressed they were rude. A bit further explanation could have helped.

Horrible. No AC. No Air inside the plane. We had to deplane twice! It is late almost 5 hrs in total. I almost passed out and about to call 911. I asked the crew to be honest and open the door. The lady next to me was lay down in the floor due to heat and no air inside the plane. I got headaches, can’t wait the replacement flight about midnight Dallas time. I end it up rebook for next day flight and stay overnight using my own pocket in a hotel nearby due to headaches and can’t breath. I still have a headache this morning. Still not decided yes how to file this issue to AA and/or FAA.

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.