HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Anguilla

$276+ Cheap flights to Anguilla

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/31. Fares are subject to change and may not be available on all flights or dates of travel.
— AXA
Apr 26 — May 31
Sun 4/26
Sun 5/3
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights to Anguilla with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Flights to Anguilla in 2026

Cheapest flights to Anguilla
Explore the most affordable flight options available to Anguilla. Find the lowest fares based on data from user searches, with prices last updated on March 27, 2026.

This Mytrip deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:00 am
EWR
-
AXA
2 stops10h 40m
Multiple Airlines
Sat 4/2510:00 am
AXA
-
EWR
2 stops13h 47m
Multiple Airlines
Deal found 3/23$643
This American Airlines deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/167:00 am
LGA
-
AXA
1 stop9h 15m
American Airlines
Tue 6/231:54 pm
AXA
-
LGA
1 stop8h 56m
American Airlines
Deal found 3/26$664
This American Airlines deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/168:00 am
EWR
-
AXA
1 stop8h 15m
American Airlines
Tue 6/231:54 pm
AXA
-
EWR
1 stop9h 03m
American Airlines
Deal found 3/26$664
This American Airlines deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/169:00 pm
JFK
-
AXA
1 stop16h 14m
American Airlines
Tue 6/231:54 pm
AXA
-
JFK
1 stop11h 05m
American Airlines
Deal found 3/26$664
This American Airlines deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/24:59 pm
LGA
-
AXA
1 stop20h 19m
American Airlines
Thu 11/122:58 pm
AXA
-
LGA
1 stop9h 31m
American Airlines
Deal found 3/23$665
This American Airlines deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/23:00 pm
JFK
-
AXA
1 stop22h 18m
American Airlines
Thu 11/122:58 pm
AXA
-
JFK
1 stop23h 51m
American Airlines
Deal found 3/23$665

Find flight deals to Anguilla

Find the latest flights to Anguilla in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 2,558,603 searches and data was last updated on March 27, 2026.

Popular in

August

Cheapest in

July

Average price

$834

Round-trip from

$643

One-way from

$265

Good round-trip deal

$834 or less
Highest demand for flights based on searches. 23% potential increase in price ($297 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 10% potential price decrease ($92 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals
From New York to The Valley Wallblake Intl
Search Deals
One-way flight from New York to Anguilla
Search Deals
Price to beat on a round-trip flight from New York to Anguilla.
Search Deals

Cheapflights Fare Finder

 
Locate flights to Anguilla that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 2,558,603 searches and data was last updated on March 27, 2026.
Use the filters below to find and compare flights to Anguilla that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest round-trip

New YorkThe Valley

LGA - AXA

LGAAXA

New York LaGuardia

Mon 5/11

8:25 pm-1:15 pm

1 stop16h 50m

The Valley Wallblake Intl

Fri 5/15

4:57 pm-9:45 am

1 stop16h 48m

$664

NewarkThe Valley

EWR - AXA

EWRAXA

Newark

Mon 5/11

6:52 pm-1:15 pm

1 stop18h 23m

The Valley Wallblake Intl

Fri 5/15

4:57 pm-12:59 am

1 stop8h 02m

$664

New YorkThe Valley

JFK - AXA

JFKAXA

New York John F Kennedy Intl

Mon 5/18

6:30 am-4:17 pm

1 stop9h 47m

The Valley Wallblake Intl

Fri 5/22

4:55 pm-9:14 am

1 stop16h 19m

$664

New YorkThe Valley

JFK - AXA

JFKAXA

New York John F Kennedy Intl

Tue 6/16

9:00 pm-1:14 pm

1 stop16h 14m

The Valley Wallblake Intl

Tue 6/23

4:55 pm-12:59 am

1 stop8h 04m

$664

NewarkThe Valley

EWR - AXA

EWRAXA

Newark

Tue 6/16

1:30 pm-1:14 pm

2 stops23h 44m

The Valley Wallblake Intl

Tue 6/23

1:54 pm-10:57 pm

1 stop9h 03m

$669

New YorkThe Valley

LGA - AXA

LGAAXA

New York LaGuardia

Tue 6/23

6:00 am-4:15 pm

1 stop10h 15m

The Valley Wallblake Intl

Tue 6/30

4:55 pm-1:01 pm

1 stop20h 06m

$679

New YorkThe Valley

JFK - AXA

JFKAXA

New York John F Kennedy Intl

Sun 6/28

9:00 pm-1:14 pm

1 stop16h 14m

The Valley Wallblake Intl

Sat 7/4

4:59 pm-12:58 am

1 stop7h 59m

$699
Quickest round-trip

New YorkThe Valley

JFK - AXA

JFKAXA

New York John F Kennedy Intl

Sat 7/4

6:30 am-4:19 pm

2 stops9h 49m

The Valley Wallblake Intl

Tue 7/14

4:59 pm-12:58 am

1 stop7h 59m

$704

NewarkThe Valley

EWR - AXA

EWRAXA

Newark

Tue 6/23

6:00 am-4:15 pm

2 stops10h 15m

The Valley Wallblake Intl

Tue 6/30

4:55 pm-11:30 am

1 stop18h 35m

$715

New YorkThe Valley

JFK - AXA

JFKAXA

New York John F Kennedy Intl

Tue 4/21

5:30 am-4:17 pm

1 stop10h 47m

The Valley Wallblake Intl

Tue 4/28

4:57 pm-12:57 am

1 stop8h 00m

$724

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/22

Showing 1-10 of 55 resultsSorted by cheapest first
1
2
3
...
6

Best time to book a flight to Anguilla

Have a flexible travel schedule? Discover the best time to fly to Anguilla with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight to Anguilla

How long is the flight to Anguilla?

On average, a flight from New York to Anguilla takes 11 hours 50 minutes. Flights to Anguilla from other popular cities in USA will vary in length. Below are a few examples of popular routes and their flight times.

What are the most popular airlines that fly to Anguilla?

The most popular airlines flying from New York to Anguilla are American Airlines and BermudAir.

American Airlines
American Airlines
From $454
BermudAir
BermudAir
From $457

What are the cheapest airlines that fly to Anguilla?

The cheapest airlines flying from New York to Anguilla are American Airlines and BermudAir.

Rainfall in Anguilla by month

Plan your trip to Anguilla by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Anguilla ranges from 1.6 - 4.3 inches per month. August is typically the wettest month, when rainfall can reach 4.3 in. February is typically the driest time to visit Anguilla when rainfall is around 1.6 in.

Temperature in Anguilla by month

Plan your trip to Anguilla by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Anguilla, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 78.8 F).

Reviews of airlines servicing Anguilla

Get insights into the airlines that provide service to Anguilla. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Anguilla. Reviews last updated March 27, 2026.
Read through reviews of airlines servicing Anguilla, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.1
Good
11,519 reviews

Food

6.4

Crew

7.9

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Overall

7.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Mar 2026

MIA - SFO

Horrible. When they power flights for other airlines there is nothing they can do to change or accommodate any changes
American Airlines
7.1
Good
11,519 reviews
American Airlines
7.1
Good
11,519 reviews

Food

6.4

Crew

7.9

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Overall

7.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Mar 2026

MIA - SFO

Horrible. When they power flights for other airlines there is nothing they can do to change or accommodate any changes

FAQs about flying to Anguilla

  • Can I find cheaper flights to Anguilla if I am willing to have layovers?

    Yes, flights with layovers are often cheaper than direct flights. Keep an eye out for flight deals to Anguilla on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Anguilla?

    Based on reviews from Cheapflights users, American Airlines is rated the highest out of the airlines that fly to Anguilla.

  • What is the cheapest airport to fly to in Anguilla?

    The Valley Wallblake Intl is currently the cheapest airport to fly to in Anguilla. One-way flights to The Valley Wallblake Intl typically cost $275, while round-trip flights cost around $252.

  • Where does the fastest flight to Anguilla depart from?

    For those looking to save time traveling to Anguilla, Miami offers the quickest one-way flight (3 hours 0 minutes).

  • Does The Valley Wallblake Intl have rental cars?

    Yes. Those touching down at The Valley Wallblake Intl can take advantage of the rental car services offered upon their arrival.

  • Are there hotels close to The Valley Wallblake Intl?

    Yes. The Valley Wallblake Intl has hotels nearby for those requiring accommodations. Cozy family friendly Anguilla Villas with multiple units is the closest property to The Valley Wallblake Intl (0.0 mi away from The Valley Wallblake Intl).

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Find flights to Anguilla cities and airports

Select your preferred flight destination in Anguilla from the list below.
Flights to The Valley

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
©2026 Cheapflights