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Anguilla

$255+ 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 12/23. Fares are subject to change and may not be available on all flights or dates of travel.
AXA — JFK
Jan 16 — Jan 231
Fri 1/16
Fri 1/23
1 adult, Economy
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What to know about flights from Anguilla

Discover essential information about flights departing from Anguilla, including flight schedules, destinations, airlines operating at the Anguilla airport, and any specific guidelines or requirements for travelers. Please note that the information is based on the most recent updates available. Data last updated December 17, 2025.

Good round-trip deal

$996 or less

Good one-way deal

$278 or less
Price to beat on a round-trip flight from Anguilla.
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Price to beat on a one-way flight from Anguilla.
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Find flights from Anguilla

Cheapest flights from Anguilla
Explore the most affordable flight options available from Anguilla. Find the lowest fares based on data from user searches, with prices last updated on December 17, 2025.

This American Airlines deal was found by Cheapflights users on 12/16. 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.
Fri 1/305:06 pmAXA - JFK
1 stop8h 49mAmerican Airlines
Fri 2/67:29 amJFK - AXA
1 stop7h 57mAmerican Airlines
Deal found 12/16$515
This SmartFares deal was found by Cheapflights users on 12/17. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/94:35 pmAXA - BWI
Nonstop4h 25mBermudAir
Fri 1/2310:25 amBWI - AXA
Nonstop4h 10mBermudAir
Deal found 12/17$545
This American Airlines deal was found by Cheapflights users on 12/17. 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.
Fri 1/165:06 pmAXA - DCA
1 stop16h 54mAmerican Airlines
Fri 1/237:59 pmDCA - AXA
1 stop15h 35mAmerican Airlines
Deal found 12/17$574
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/24:35 pmAXA - BWI
Nonstop4h 25mMultiple Airlines
Tue 1/66:18 pmBWI - AXA
2 stops21h 52mMultiple Airlines
Deal found 12/17$593
This Booking.com deal was found by Cheapflights users on 12/17. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/164:35 pmAXA - BWI
Nonstop4h 25mBermudAir
Fri 1/2310:25 amBWI - AXA
Nonstop4h 10mBermudAir
Deal found 12/17$594
This American Airlines deal was found by Cheapflights users on 12/17. 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.
Fri 1/95:06 pmAXA - BWI
1 stop7h 53mAmerican Airlines
Fri 1/236:00 amBWI - AXA
1 stop9h 26mAmerican Airlines
Deal found 12/17$672
This American Airlines deal was found by Cheapflights users on 12/17. 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.
Fri 1/165:06 pmAXA - BWI
1 stop7h 53mAmerican Airlines
Fri 1/236:00 amBWI - AXA
2 stops9h 26mAmerican Airlines
Deal found 12/17$701
This American Airlines deal was found by Cheapflights users on 12/15. 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 12/312:53 pmAXA - DCA
1 stop10h 52mAmerican Airlines
Sun 1/47:00 amDCA - AXA
1 stop8h 36mAmerican Airlines
Deal found 12/15$740
This Flysmarter deal was found by Cheapflights users on 12/15. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:53 pmAXA - DCA
1 stop9h 52mBritish Airways
Sun 1/46:46 amDCA - AXA
2 stops8h 50mBritish Airways
Deal found 12/15$753
This Mytrip deal was found by Cheapflights users on 12/15. 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.
Wed 12/319:00 amAXA - BWI
2 stops12h 04mMultiple Airlines
Sun 1/49:09 pmBWI - AXA
3 stops19h 01mMultiple Airlines
Deal found 12/15$902
This American Airlines deal was found by Cheapflights users on 12/15. 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 12/315:30 pmAXA - BWI
2 stops24h 32mAmerican Airlines
Sun 1/45:06 amBWI - AXA
2 stops10h 30mAmerican Airlines
Deal found 12/15$906
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Sat 12/272:53 pmAXA - BWI
1 stop9h 46mAmerican Airlines
Fri 1/25:00 amBWI - AXA
1 stop8h 13mAmerican Airlines
Deal found 12/16$927

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 December 17, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

John F Kennedy Intl

Route

Depart

Return

Price

The ValleyNew York

AXA - JFK

AXAJFK

The Valley Wallblake Intl

Fri 1/30

5:06 pm-12:55 am

1 stop8h 49m

New York John F Kennedy Intl

Fri 2/6

7:29 am-4:26 pm

1 stop7h 57m

$515

The ValleyBaltimore

AXA - BWI

AXABWI

The Valley Wallblake Intl

Fri 1/9

4:35 pm-8:00 pm

Nonstop4h 25m

Baltimore/Washington

Fri 1/23

10:25 am-3:35 pm

Nonstop4h 10m

$545

The ValleyWashington, D.C.

AXA - DCA

AXADCA

The Valley Wallblake Intl

Fri 1/16

5:06 pm-9:00 am

1 stop16h 54m

Washington, D.C. Reagan-National

Fri 1/23

7:59 pm-12:34 pm

1 stop15h 35m

$574

The ValleyBaltimore

AXA - BWI

AXABWI

The Valley Wallblake Intl

Fri 1/2

4:35 pm-8:00 pm

Nonstop4h 25m

Baltimore/Washington

Tue 1/6

6:18 pm-5:10 pm

2 stops21h 52m

$593

The ValleyBaltimore

AXA - BWI

AXABWI

The Valley Wallblake Intl

Fri 1/16

4:35 pm-8:00 pm

Nonstop4h 25m

Baltimore/Washington

Fri 1/23

10:25 am-3:35 pm

Nonstop4h 10m

$594

The ValleyBaltimore

AXA - BWI

AXABWI

The Valley Wallblake Intl

Fri 1/9

5:06 pm-11:59 pm

1 stop7h 53m

Baltimore/Washington

Fri 1/23

6:00 am-4:26 pm

1 stop9h 26m

$672

The ValleyBaltimore

AXA - BWI

AXABWI

The Valley Wallblake Intl

Fri 1/16

5:06 pm-9:19 am

1 stop17h 13m

Baltimore/Washington

Fri 1/23

6:00 am-4:26 pm

1 stop9h 26m

$672

The ValleyWashington, D.C.

AXA - DCA

AXADCA

The Valley Wallblake Intl

Wed 12/31

2:53 pm-12:45 am

1 stop10h 52m

Washington, D.C. Reagan-National

Sun 1/4

6:46 am-4:36 pm

2 stops8h 50m

$740

The ValleyWashington, D.C.

AXA - DCA

AXADCA

The Valley Wallblake Intl

Wed 12/31

2:53 pm-11:45 pm

1 stop9h 52m

Washington, D.C. Reagan-National

Sun 1/4

6:46 am-4:36 pm

2 stops8h 50m

$753

The ValleyBaltimore

AXA - BWI

AXABWI

The Valley Wallblake Intl

Wed 12/31

9:00 am-8:04 pm

2 stops12h 04m

Baltimore/Washington

Sun 1/4

9:09 pm-5:10 pm

3 stops19h 01m

$902

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

Showing 1-10 of 38 results
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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 Washington, D.C., with prices starting at $280. Explore other affordable destinations below.

Washington, D.C.
Washington, D.C.
From $280
Boston Logan Intl
Boston Logan Intl
From $284
Miami
Miami
From $289
New York
New York
From $324

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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 December 17, 2025.
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