$289 Find Cheap Flights to Anguilla - Compare and Save

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Cheap Flights to Anguilla

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
The Valley
3h 08mNonstop
from $512per person
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?

The cheapest ticket to Anguilla from the United States found in the last 5 days was to The Valley, at $576 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 $576.

How much is a flight to Anguilla?

A flight to Anguilla costs $772 on average. The cheapest price found on KAYAK in the last 2 weeks was $576 for the route Miami (MIA) to The Valley (AXA). The most popular routes on KAYAK are New York to The Valley which costs $922 on average, and Baltimore to The Valley, which costs $859 on average.

See prices from:

Good to know

Low season

September

Cheapest flight

$289
Best time to beat the crowds but there is an average 33% increase in price.
Most popular time to fly and prices are also 8% 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 Miami $591, from Boston $717
  • 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.
9.4
BermudAirOverall score based on 7 reviews
9.4Boarding
5.1Entertainment
8.2Food
9.7Crew
9.1Comfort
Airline reviews

It was my first trip with BermudAir and a great experience. Organized boarding and the staff were polite and professional. The Bermuda shorts on the male attendants is a nice touch! I look forward to flying with BermudAir again in the near future!

10.0 ExcellentJaney, Aug 2026
Read more BermudAir reviews

It was my first trip with BermudAir and a great experience. Organized boarding and the staff were polite and professional. The Bermuda shorts on the male attendants is a nice touch! I look forward to flying with BermudAir again in the near future!

Excellent, as always. Friendly, free in-flight service of drinks and those delicious chocolate chip cookies. Arrived 17 minutes early. However, no in flight entertainment – 2 hours to read a book!

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

Flight took additional prep time since plane came from Mexico, which resultrd in boarding and plane prep being delayed for additional cleaning procedures. Once boarded, plane tire was identified as being low on air and needed to be replaced, which creared the need to deboard and further delays for what was already a late night flight. Would have expected a better scheduled turn around and prep buffer that would have not created that degree of delay and deboarding

Very cold on board it was like having 16hours sitting in a fridge

My luggage was lost at some point during my layover between Chicago and LHR. I landed Tuesday morning, and did not get it until Thursday night. Ironically, the people at the ticket desk had added a “priority” sticker to my tracking tag.

The guy sitting in front of me kept pushing hard his sit against my legs… very uncomfortable

The customer representative that helped me when I checked in was horrible as she told me I couldn’t check my bag because I missed the 45minute rule by 2 minutes - because of the line at the counter My connection flight was delayed too

My experience was fine, with one surprising exception. After leveling off at cruising altitude, the main cabin flight attendant made an announcement that he had a cold, so he would not be coming through the aisle to provide cabin service. He claimed this was in consideration of his health and safety and ours. However, if passengers wanted a beverage, he invited them to come to the back of he plane, where he would provide service. I understand that a flight attendant's primary responsibility is to ensure passenger safety, but a secondary role is to provide service. If this flight attendant was too sick to perform his duties - and if he truly cared about passenger health and safety , as he claimed - he should have stayed home and called in sick, rather than exposing the cabin to his germs.

The flight was delayed multiple times. Breakfast was not served and only an apology given and statement that we could find better pastries in Paris. Seats were extremely narrow and uncomfortable.

Seats are very comfortable but WAY too small...i'm only 5'11" and 170 lbs but i barely fit in the chair! Food is just abysmal. I don't even bother eating. Staff were very professional, boarding was smooth, and plenty of room in overheads.

The flight was normal, until it wasn't. I fell asleep after boarding, woke up still on the ground, the flight couldn't leave the gate due to mechanical issues, including a/c failure. The air felt thin, similar to high altitudes, not sure if that's why I fell asleep but it happened to the passenger next to me too. They hooked us up to external air but it didn't seem to help much. They finally decided to deboard us after nearly 2 1/2 hours. We reboarded about 45 minutes later and landed about 3 hours 15 minutes late. Some passengers got water or something but I was never offered either. Honestly, with that big of a delay, they should have provided full service to make sure their sweating passengers had fluids. Yes, it was a typical over 90 degree day in Texas. The lady in front of me said she was getting a heat rash. It was rough . . .

The boarding and flight announcements need to be honest and accurate. These were not. While flight delays cannot be avoided, please. be honest with the passengers in informing us about the timing of the delays. Deceptive delay times is not good business. Deceptive and/or grossly inaccurate boarding times are not good business either.

More options for your flight to Anguilla

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