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Anguilla

$404+ 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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
AXA — BWI
May 12 — May 191
Tue 5/12
Tue 5/19
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 April 12, 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 ValleyOrlando

AXA - MCO

AXAMCO

The Valley Wallblake Intl

Tue 8/25

9:46 am-10:59 pm

2 stops13h 13m

Orlando

Fri 9/4

10:55 am-5:35 pm

2 stops6h 40m

$1,242

The ValleyBaltimore

AXA - BWI

AXABWI

The Valley Wallblake Intl

Fri 5/8

9:00 am-11:36 am

2 stops26h 36m

Baltimore/Washington

Fri 5/15

3:23 pm-5:45 pm

2 stops50h 22m

$1,786

The ValleyBaltimore

AXA - BWI

AXABWI

The Valley Wallblake Intl

Fri 5/8

1:55 pm-11:49 pm

1 stop9h 54m

Baltimore/Washington

Fri 5/15

6:00 am-4:17 pm

1 stop10h 17m

$2,513
Cheapest one-way

The ValleyBaltimore

AXA - BWI

AXABWI

The Valley Wallblake Intl

Mon 4/27

1:45 pm-4:40 pm

3 stops50h 55m

$455

The ValleyNew York

AXA - JFK

AXAJFK

The Valley Wallblake Intl

Wed 6/17

4:55 pm-12:59 am

1 stop8h 04m

$464

The ValleyNew York

AXA - JFK

AXAJFK

The Valley Wallblake Intl

Thu 6/18

1:59 pm-12:59 am

1 stop11h 00m

$464

The ValleyNew York

AXA - JFK

AXAJFK

The Valley Wallblake Intl

Fri 6/12

1:59 pm-10:55 pm

1 stop8h 56m

$464

The ValleyNew York

AXA - JFK

AXAJFK

The Valley Wallblake Intl

Tue 6/16

4:55 pm-1:48 pm

2 stops20h 53m

$469

The ValleyWashington, D.C.

AXA - DCA

AXADCA

The Valley Wallblake Intl

Mon 4/27

4:57 pm-10:38 am

1 stop17h 41m

$481

The ValleyBaltimore

AXA - BWI

AXABWI

The Valley Wallblake Intl

Mon 4/27

4:57 pm-10:51 am

1 stop17h 54m

$500

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/8

Showing 1-10 of 17 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
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.

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
Washington, D.C.
Washington, D.C.
From $376
Miami
Miami
From $404

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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 April 12, 2026.
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