$280 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 07mNonstop
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.

Good to know

Low season

September

Cheapest flight

$280
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 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 $736 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 $673, 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
9.1Comfort
9.7Crew
5.1Entertainment
9.4Boarding
8.2Food
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.

We had a 1 hour delay due to mechanical issues, then another hour, then 2, and eventually it was an 8 hour delay. The airport staff was confused about gate changes, as they were not getting good communication. They were trying, but we changed gates 5 times in one hour!

Seats are uncomfortable and my impressive barely 5’10” frame meant my knees were touching the seat in front of me. My 5’3” sweetheart found the seats equally uncomfortable The crew were transactional. The food edible. The entertainment manageable. The boarding process efficient. The experience okay.

Flight was 2 hr late but at least I was upgraded to first class

I am absolutely furious with American. they shut the door in my face when I was trying to board the flight and kicked me off of it. They made no attempt to call my name or contact me or anything. They just said they gave my seat away. The customer service response has been atrocious. I will never fly this airline again as long as I live.

Little communication with passengers after sitting over 1 hour for a maintenance issue Then we had to deplane- no crew communication Poor gate information after deplaned WiFi would not connect AT ALL

Hey as long as you bring me back to earth in one piece I’m good! Otherwise great flight smooth take off and landing good staff Only thing is the staff at the back of the aircraft chatters a lot it’s annoying at times but I’ll let that go because they are very sweet overall.

I liked the fact that I was able to choose different food than typical all-in-one or two options. The refreshments kept coming so I really did not sleep & I am adjusting time different much better than the past experiences. I like the variety of movies & shows that I was able to watch.

Confusion at boarding with my seat (there wasn't one) that I had to have corrected using my status; then because of that had to check bags. And then a very long delay on the tarmac with no air conditioning on a very warm day. It was just a miserable experience all around.

Flight was delayed which isn’t the airline’s fault, but the communication around it was terrible. I left the lounge to show up at the gate to board at the time in my app, and the flight in front of mine was still boarding and the inbound plane hadn’t even taken off yet. Delays were slow to show up in my app. Improved communication could have let me have a more pleasant experience in the lounge vs waiting 1.5 hours at the gate.

We had to de-board do to maintenance and there was ZERO help with getting rebooked. The flight was delayed by over 24 hours. Quite ridiculous. When I. called Kayak to get help to rebook, they said they couldn't and that it had to be done at the American counter that didn't exist without going outside TSA security, which I did.

More options for your flight to Anguilla

Complete your trip to Anguilla with a hotel stay or car rental