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Anguilla

$380+ Cheap flights from 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 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
AXA — POS
Apr 30 — May 71
Thu 4/30
Thu 5/7
1 adult, Economy
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Find flights from Anguilla within your budget

 
Find flights departing from Anguilla that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on March 31, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

The ValleyNew York

AXA - JFK

AXAJFK

The Valley Wallblake Intl

Tue 5/12

1:55 pm-11:00 pm

1 stop9h 05m

New York John F Kennedy Intl

Tue 5/19

6:30 am-4:17 pm

1 stop9h 47m

$694

The ValleyWashington, D.C.

AXA - DCA

AXADCA

The Valley Wallblake Intl

Fri 5/15

4:57 pm-9:06 am

2 stops16h 09m

Washington, D.C. Reagan-National

Fri 5/22

8:10 pm-11:41 am

1 stop15h 31m

$768

The ValleyWashington, D.C.

AXA - DCA

AXADCA

The Valley Wallblake Intl

Fri 5/15

9:00 am-11:58 pm

2 stops14h 58m

Washington, D.C. Reagan-National

Fri 5/22

2:00 pm-5:45 pm

2 stops27h 45m

$1,542
Cheapest one-way

The ValleyNew York

AXA - JFK

AXAJFK

The Valley Wallblake Intl

Sun 5/10

12:00 pm-11:39 am

3 stops23h 39m

$392

The ValleyNew York

AXA - JFK

AXAJFK

The Valley Wallblake Intl

Wed 7/1

4:55 pm-12:58 am

1 stop8h 03m

$404

The ValleyBaltimore

AXA - BWI

AXABWI

The Valley Wallblake Intl

Mon 5/4

1:55 pm-11:56 pm

2 stops10h 01m

$426

The ValleyWashington, D.C.

AXA - DCA

AXADCA

The Valley Wallblake Intl

Mon 4/27

4:57 pm-9:00 am

1 stop16h 03m

$431

The ValleyBaltimore

AXA - BWI

AXABWI

The Valley Wallblake Intl

Mon 4/6

1:45 pm-9:14 am

2 stops43h 29m

$433

The ValleyNew York

AXA - JFK

AXAJFK

The Valley Wallblake Intl

Sun 4/5

12:00 pm-10:59 am

2 stops22h 59m

$437

The ValleyNew York

AXA - JFK

AXAJFK

The Valley Wallblake Intl

Sun 5/10

4:57 pm-10:15 am

1 stop17h 18m

$444

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 24 resultsSorted by cheapest first
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Best time to book a flight from Anguilla

Have a flexible travel schedule? Discover the best time to fly from Anguilla with our price prediction graph.
Estimated round-trip price
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Travel insights for flights from Anguilla

Get recent, data-driven insights about flights from Anguilla including ideal travel times, pricing trends, and more.

What is the cheapest place to fly to from Anguilla?

The cheapest city to fly to from Anguilla is Simpson Bay Princess Juliana, with prices starting at $99. Explore other affordable destinations below.

Simpson Bay Princess Juliana
Simpson Bay Princess Juliana
From $99
Santo Domingo Las Americas
Santo Domingo Las Americas
From $257
Miami
Miami
From $342
New York
New York
From $356

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Fly from Anguilla cities

Consider departing from one of these cities also located in Anguilla. Flight origins are based on user searches made on Cheapflights and were last updated on March 31, 2026.
Flights from The Valley

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