HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Anguilla

$270+ 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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
— AXA
Jan 31 — Feb 71
Sat 1/31
Sat 2/7
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 January 1, 2026.

This Expedia deal was found by Cheapflights users on 12/30. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/319:55 pmJFK - AXA
1 stop16h 14mMultiple Airlines
Sat 1/39:00 amAXA - JFK
2 stops51h 11mMultiple Airlines
Deal found 12/30$1,694
This Expedia deal was found by Cheapflights users on 12/31. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/318:59 pmJFK - AXA
1 stop20h 10mMultiple Airlines
Sun 1/412:30 pmAXA - JFK
1 stop26h 12mMultiple Airlines
Deal found 12/31$1,734
This Expedia deal was found by Cheapflights users on 12/31. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:00 pmEWR - AXA
1 stop13h 09mMultiple Airlines
Sun 1/49:30 amAXA - EWR
1 stop25h 00mMultiple Airlines
Deal found 12/31$1,743
This Expedia deal was found by Cheapflights users on 12/30. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:00 pmEWR - AXA
1 stop13h 09mMultiple Airlines
Sat 1/39:00 amAXA - EWR
2 stops49h 30mMultiple Airlines
Deal found 12/30$1,763
This American Airlines deal was found by Cheapflights users on 12/31. 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.
Wed 12/317:30 pmLGA - AXA
2 stops15h 39mMultiple Airlines
Sun 1/49:30 amAXA - LGA
2 stops12h 29mMultiple Airlines
Deal found 12/31$5,252

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 January 1, 2026.

Popular in

August

Cheapest in

July

Average price

$840

Round-trip from

$529

One-way from

$270

Good round-trip deal

$594 or less

Good one-way deal

$326 or less
Highest demand for flights based on searches. 24% potential increase in price ($302 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 January 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
Price to beat on a one-way 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 January 1, 2026.
Use the filters below to find and compare flights to Anguilla that are best for you.

Fly from

New York

Route

Depart

Return

Price

New YorkThe Valley

LGA - AXA

LGAAXA

New York LaGuardia

Sun 2/22

6:00 am-5:10 pm

2 stops10h 10m

The Valley Wallblake Intl

Tue 3/3

10:00 am-11:48 pm

2 stops14h 48m

$562

New YorkThe Valley

JFK - AXA

JFKAXA

New York John F Kennedy Intl

Sun 2/22

6:00 am-2:30 pm

1 stop7h 30m

The Valley Wallblake Intl

Tue 3/3

3:10 pm-12:59 am

1 stop10h 49m

$565

NewarkThe Valley

EWR - AXA

EWRAXA

Newark

Mon 3/9

5:40 am-1:30 pm

1 stop7h 50m

The Valley Wallblake Intl

Fri 3/13

4:08 pm-12:54 am

1 stop8h 46m

$570

New YorkThe Valley

JFK - AXA

JFKAXA

New York John F Kennedy Intl

Fri 2/20

6:29 pm-12:42 pm

1 stop17h 13m

The Valley Wallblake Intl

Fri 2/27

5:10 pm-9:54 am

1 stop17h 44m

$599

NewarkThe Valley

EWR - AXA

EWRAXA

Newark

Thu 3/12

7:30 am-3:28 pm

1 stop7h 58m

The Valley Wallblake Intl

Sun 3/15

4:08 pm-12:54 am

1 stop8h 46m

$612

New YorkThe Valley

LGA - AXA

LGAAXA

New York LaGuardia

Thu 2/19

7:29 pm-2:30 pm

1 stop18h 01m

The Valley Wallblake Intl

Tue 2/24

5:10 pm-10:09 am

1 stop17h 59m

$629

New YorkThe Valley

JFK - AXA

JFKAXA

New York John F Kennedy Intl

Thu 2/19

6:00 am-4:28 pm

1 stop9h 28m

The Valley Wallblake Intl

Tue 2/24

5:10 pm-9:54 am

1 stop17h 44m

$629

New YorkThe Valley

LGA - AXA

LGAAXA

New York LaGuardia

Sun 2/1

6:00 am-2:23 pm

1 stop7h 23m

The Valley Wallblake Intl

Fri 2/6

5:06 pm-10:00 am

1 stop17h 54m

$634

NewarkThe Valley

EWR - AXA

EWRAXA

Newark

Thu 3/19

6:00 am-3:28 pm

2 stops9h 28m

The Valley Wallblake Intl

Mon 3/23

4:08 pm-12:54 am

1 stop8h 46m

$634

New YorkThe Valley

JFK - AXA

JFKAXA

New York John F Kennedy Intl

Sat 2/7

8:16 pm-2:23 pm

1 stop17h 07m

The Valley Wallblake Intl

Fri 2/13

3:10 pm-10:29 pm

1 stop8h 19m

$634

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/31

Showing 1-10 of 56 results
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 43 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 BermudAir and American Airlines.

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 January 1, 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
7.2
Good
11,074 reviews

Crew

8.0

Food

6.4

Comfort

7.2

Entertainment

6.9

Boarding

7.5

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit
American Airlines
7.2
Good
11,074 reviews
American Airlines
7.2
Good
11,074 reviews

Crew

8.0

Food

6.4

Comfort

7.2

Entertainment

6.9

Boarding

7.5

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

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 $160, while round-trip flights cost around $418.

  • How much is a round-trip flight to Anguilla?

    A round-trip flight to Anguilla will typically cost around $544, however they can be found for as little as $418.

  • Where does the fastest flight to Anguilla depart from?

    For those looking to save time traveling to Anguilla, Washington, D.C. offers the quickest one-way flight (4 hours 10 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. Bel Ti Plas 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.