$287 Find Cheap Flights to Anguilla

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 3/11. 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

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Cheap Flights to Anguilla

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
The Valley
The Valleynonstop$443
The Valley
The Valleynonstop$443

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

Wed, Dec 3 - Mon, Dec 8
American Airlines Logo
10:12 am - 2:23 pmMIA-AXA
3h 11mnonstop
American Airlines Logo
5:20 pm - 7:44 pmAXA-MIA
3h 24mnonstop
$443American Airlines
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Tue, Dec 16 - Fri, Jan 16
American Airlines Logo
10:12 am - 2:23 pmMIA-AXA
3h 11mnonstop
American Airlines Logo
5:25 pm - 7:55 pmAXA-MIA
3h 30mnonstop
$459American Airlines
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Sun, Dec 7 - Wed, Dec 10
American Airlines Logo
5:59 am - 2:23 pmDCA-AXA
7h 24m1 stop
American Airlines Logo
3:03 pm - 11:27 pmAXA-DCA
9h 24m1 stop
$471American Airlines
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Wed, Oct 15 - Wed, Oct 22
American Airlines Logo
6:00 am - 1:18 pmLGA-AXA
7h 18m1 stop
American Airlines Logo
2:05 pm - 10:45 pmAXA-LGA
8h 40m1 stop
$475American Airlines
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Sat, Jan 24 - Sat, Jan 31
BermudAir Logo
10:20 am - 4:00 pmBOS-AXA
4h 40mnonstop
BermudAir Logo
5:05 pm - 8:50 pmAXA-BOS
4h 45mnonstop
$630BermudAir
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Fri, Oct 31 - Fri, Nov 7
Multiple Airlines Logo
9:00 pm - 5:10 pmEWR-AXA
20h 10m2 stops
Multiple Airlines Logo
12:30 pm - 7:18 amAXA-EWR
19h 48m3 stops
$685Multiple Airlines
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Sun, Mar 8 - Thu, Mar 12
BermudAir Logo
10:30 am - 2:50 pmEWR-AXA
4h 20mnonstop
BermudAir Logo
6:25 pm - 11:00 pmAXA-EWR
4h 35mnonstop
$700BermudAir
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Fri, Oct 31 - Fri, Nov 7
Multiple Airlines Logo
10:15 pm - 5:10 pmEWR-AXA
18h 55m3 stops
Multiple Airlines Logo
12:30 pm - 7:18 amAXA-EWR
19h 48m3 stops
$731Multiple Airlines
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Tue, Nov 11 - Wed, Nov 19
United Airlines Logo
8:15 am - 5:45 pmIAD-AXA
8h 30m1 stop
United Airlines Logo
9:00 am - 4:25 pmAXA-IAD
8h 25m1 stop
$1,215United Airlines
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Wed, Jan 7 - Sun, Jan 11
United Airlines Logo
8:59 am - 5:45 pmIAD-AXA
7h 46m1 stop
United Airlines Logo
9:00 am - 11:18 pmAXA-IAD
15h 18m2 stops
$1,244United Airlines
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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 72 hours.

The cheapest ticket to Anguilla from the United States found in the last 72 hours was to The Valley, at $448 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 72 hours was $448.

How much is a flight to Anguilla?

The average and cheapest price for all round-trip flights to Anguilla from each origin found by users searching on KAYAK in the last month.

A flight to Anguilla costs $534 on average. The cheapest price found on KAYAK in the last 2 weeks was $298 for the route Miami (MIA) to The Valley (AXA). The most popular routes on KAYAK are Miami to The Valley which costs $604 on average, and Boston to The Valley, which costs $561 on average.

See prices from:

What is the cheapest month to fly from the United States to Anguilla?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from the United States to Anguilla, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from the United States to Anguilla is October, when tickets cost $575 (return) on average. On the other hand, the most expensive months are December and September, when the average cost of round-trip tickets is $1,515 and $1,306 respectively.

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 $377.

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Good to know

Low seasonSeptember
Cheapest flight$287
Best time to beat the crowds but there is an average 62% increase in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Miami 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 Wednesday where round-trip tickets can be as cheap as $683. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $910 on average.

  • What is the cheapest time of day to fly to Anguilla?

    The cheapest time of day to fly to Anguilla is generally in the afternoon, when round-trip flights cost $635 on average. The most expensive time of day to fly to Anguilla is generally in the morning, which is peak travel time and where the average cost of a ticket is $1,253.

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 $457, from Boston $547
  • 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 airline 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.
7.2
American AirlinesOverall score based on 10000 reviews
6.9Entertainment
7.2Comfort
6.4Food
7.5Boarding
8.0Crew
Airline reviews

Given it’s a red-eye into Charolotte, we didn’t get any food. The survey does not include “N/A” so the rating will be skewed.

10.0 ExcellentDouglas, Sep 2025SLC - CLT
Read more American Airlines reviews

Given it’s a red-eye into Charolotte, we didn’t get any food. The survey does not include “N/A” so the rating will be skewed.

Great. Quick and quiet and east. The breakfast choices were a welcome surprise!

American airlines suck they delay the flights all the time made me sleep in an airport because my flight was delayed and I miss my connecting flight

There's nothing I liked about it. For first off I scheduled this trip two weeks in advance then they delayed my flight which messed up my whole trip. So I scheduled it for the following weekend thinking there won't be a delay and guess what as soon as I got to the airport we said in the airplane on the tarmac for an hour and a half. Not only was it delayed I missed my connecting flight meaning I had to stay the night at Dallas-Fort Worth airport sleeping on the floor. I will tell you this I will never fly American airlines ever again I have had nothing but horrible experience with them and I just throw money at them

The stewardess hit me with the food kart twice on the head and didn't say I'm sorry once. The same stewardess gave me a warm Apple Juice with No ice. The Flight was delayed for Departure 6 times, starting from 2:36pm, finally taking off 7:50pm. I was late picking up my child from the sitter by 3 hours.

Don’t know they cancelled the flight day before I was to leave. They sent a email at 9:00 pm at night saying they cancelled. That is the smooth way to say we don’t want your business! I think they didn’t have enough people booking so they cancelled the flight! It’s all about the money anymore there is no honesty in business.

Having to reschedule flights a day later, they loaded by luggage on the wrong plane from Little rock now I have to HOPE they deliver it to where im staying like they said would. International flight crew was very disgruntled and not very friendly.

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

It took way too long to diagnose and solve the problem of a broken crew member cabin seat. Though compensation for the volunteer who left the flight was very kind.

The entertainment package was vast and the selections were very current. Keep updating it was great.

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.
First Class flights to Anguilla
Business Class flights to Anguillafrom $1,237
Prem Econ Class flights to Anguilla
Economy Class flights to Anguillafrom $448

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