Anguilla

$255+ Cheap flights from Maryland 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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — AXA
May 1 — May 81
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Cheap flight deals from Maryland to Anguilla

Cheapest flights from Maryland to Anguilla
Explore the most affordable flight options available from Maryland to Anguilla. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 1, 2026.

This American Airlines deal was found by Cheapflights users on 3/28. 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.
Sun 5/316:00 am
BWI
-
AXA
1 stop10h 15m
American Airlines
Thu 6/41:59 pm
AXA
-
BWI
1 stop9h 56m
American Airlines
Deal found 3/28$648
This American Airlines deal was found by Cheapflights users on 3/28. 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.
Sun 5/316:02 am
DCA
-
AXA
1 stop7h 17m
American Airlines
Thu 6/44:55 pm
AXA
-
DCA
1 stop7h 46m
American Airlines
Deal found 3/28$648
This American Airlines deal was found by Cheapflights users on 3/31. 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.
Tue 6/98:00 pm
BWI
-
AXA
2 stops20h 15m
American Airlines
Tue 6/161:59 pm
AXA
-
BWI
2 stops23h 04m
American Airlines
Deal found 3/31$653
This American Airlines deal was found by Cheapflights users on 3/31. 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.
Mon 5/258:22 pm
IAD
-
AXA
2 stops19h 53m
American Airlines
Fri 5/294:55 pm
AXA
-
IAD
2 stops19h 47m
American Airlines
Deal found 3/31$653
This American Airlines deal was found by Cheapflights users on 3/27. 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 6/176:00 am
BWI
-
AXA
1 stop10h 15m
American Airlines
Wed 6/244:55 pm
AXA
-
BWI
2 stops17h 07m
American Airlines
Deal found 3/27$658
This American Airlines deal was found by Cheapflights users on 3/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/41:20 pm
DCA
-
AXA
1 stop23h 51m
American Airlines
Wed 7/84:59 pm
AXA
-
DCA
1 stop7h 42m
American Airlines
Deal found 3/30$662
This American Airlines deal was found by Cheapflights users on 3/28. 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.
Sun 5/316:00 am
PHL
-
AXA
1 stop10h 15m
American Airlines
Thu 6/44:55 pm
AXA
-
PHL
1 stop16h 46m
American Airlines
Deal found 3/28$664
This American Airlines deal was found by Cheapflights users on 3/31. 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 6/176:00 am
PHL
-
AXA
1 stop10h 15m
American Airlines
Wed 6/244:55 pm
AXA
-
PHL
1 stop17h 46m
American Airlines
Deal found 3/31$669
This American Airlines deal was found by Cheapflights users on 3/28. 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 6/86:00 am
BWI
-
AXA
1 stop10h 15m
American Airlines
Fri 6/121:54 pm
AXA
-
BWI
1 stop10h 01m
American Airlines
Deal found 3/28$678
This American Airlines deal was found by Cheapflights users on 3/27. 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 5/167:36 pm
PHL
-
AXA
1 stop20h 41m
American Airlines
Wed 5/204:57 pm
AXA
-
PHL
1 stop7h 51m
American Airlines
Deal found 3/27$679
This American Airlines deal was found by Cheapflights users on 3/29. 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.
Thu 6/186:00 am
BWI
-
AXA
1 stop10h 15m
American Airlines
Tue 6/231:59 pm
AXA
-
BWI
1 stop9h 56m
American Airlines
Deal found 3/29$683
This American Airlines deal was found by Cheapflights users on 3/28. 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.
Thu 5/285:00 am
DCA
-
AXA
1 stop8h 19m
American Airlines
Tue 6/24:55 pm
AXA
-
DCA
1 stop17h 43m
American Airlines
Deal found 3/28$683

Find flight deals from Maryland to Anguilla

Keep the following information in mind while searching for Maryland to Anguilla flight deals. Data was last updated April 1, 2026.

Round-trip from

$648
(American Airlines)

One-way from

$255
(Kiwi.com)

Popular in

May

Cheapest in

April

Average price

$559
From Maryland to Anguilla
One-way flight from Maryland to Anguilla
Highest demand for flights based on searches. 5% potential increase in price ($42 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
Average for round-trip flights in April 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Maryland to Anguilla that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 1, 2026.
Use the filters below to find and compare flights from Maryland to Anguilla that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Washington, D.C.The Valley

DCA - AXA

DCAAXA

Washington, D.C. Reagan-National

Mon 5/25

8:00 am-4:15 pm

1 stop8h 15m

The Valley Wallblake Intl

Fri 5/29

4:55 pm-9:00 am

1 stop16h 05m

$648

Washington, D.C.The Valley

DCA - AXA

DCAAXA

Washington, D.C. Reagan-National

Mon 6/8

6:23 am-4:15 pm

2 stops9h 52m

The Valley Wallblake Intl

Fri 6/12

4:55 pm-10:38 am

1 stop17h 43m

$653

Washington, D.C.The Valley

DCA - AXA

DCAAXA

Washington, D.C. Reagan-National

Sun 7/12

5:00 am-4:19 pm

1 stop11h 19m

The Valley Wallblake Intl

Wed 7/15

4:59 pm-9:33 am

2 stops16h 34m

$653
Quickest round-trip

PhiladelphiaThe Valley

PHL - AXA

PHLAXA

Philadelphia

Tue 6/2

8:10 am-4:15 pm

1 stop8h 05m

The Valley Wallblake Intl

Tue 6/9

4:55 pm-12:58 am

1 stop8h 03m

$664

BaltimoreThe Valley

BWI - AXA

BWIAXA

Baltimore/Washington

Sun 7/12

6:39 pm-4:19 pm

1 stop21h 40m

The Valley Wallblake Intl

Wed 7/15

4:59 pm-9:26 am

2 stops16h 27m

$667

PhiladelphiaThe Valley

PHL - AXA

PHLAXA

Philadelphia

Wed 6/17

6:00 am-4:15 pm

1 stop10h 15m

The Valley Wallblake Intl

Wed 6/24

4:55 pm-12:58 am

1 stop8h 03m

$669

PhiladelphiaThe Valley

PHL - AXA

PHLAXA

Philadelphia

Sun 5/31

6:00 am-4:15 pm

2 stops10h 15m

The Valley Wallblake Intl

Thu 6/4

4:55 pm-12:58 am

1 stop8h 03m

$669

PhiladelphiaThe Valley

PHL - AXA

PHLAXA

Philadelphia

Sat 5/16

10:00 pm-4:17 pm

1 stop18h 17m

The Valley Wallblake Intl

Wed 5/20

4:57 pm-9:35 am

2 stops16h 38m

$683

BaltimoreThe Valley

BWI - AXA

BWIAXA

Baltimore/Washington

Thu 5/28

6:00 am-4:15 pm

1 stop10h 15m

The Valley Wallblake Intl

Tue 6/2

4:55 pm-9:26 am

2 stops16h 31m

$688

Washington, D.C.The Valley

DCA - AXA

DCAAXA

Washington, D.C. Reagan-National

Sun 5/24

5:00 am-4:05 pm

1 stop11h 05m

The Valley Wallblake Intl

Wed 5/27

4:55 pm-9:29 am

2 stops16h 34m

$703

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/30

Showing 1-10 of 52 resultsSorted by cheapest first
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Best time to book a flight from Maryland to Anguilla

Have a flexible travel schedule? Discover the best time to fly to Anguilla from Maryland 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 from Maryland to Anguilla

What is the cheapest time of day to fly from MD to AI?

Find hourly flight availability from Maryland to Anguilla. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 1, 2026.

When flying from Maryland to Anguilla, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Related info for your journey

Find useful and relevant information for your journey from Maryland to Anguilla. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Maryland to Anguilla?

    For as low as $648, American Airlines can have you in Anguilla from Maryland in 8h 15m. The distance between Maryland and Anguilla is about 1654 mi.

  • Can I find deals for flights from Maryland to Anguilla that include hotel bookings?

    Yes. In addition to deals on Maryland to Anguilla flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Maryland to Anguilla?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Maryland to Anguilla.

  • Can I find deals for business class flights from Maryland to Anguilla?

    Yes. Cheapflights offers flight deals from Maryland to Anguilla by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for Maryland to Anguilla

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Maryland to Anguilla

Discover the top 2 airlines that operate flights from Maryland to Anguilla. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
BermudAirCheapest$477Average$644FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$582Average$795FlexibilityNo cancel feeOn-time71%

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