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$284+ Cheap flights from Anguilla to Maryland

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 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
AXA — BWI
Mar 7 — Mar 141
Sat 3/7
Sat 3/14
1 adult, Economy
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Cheap flight deals from Anguilla to Maryland

Cheapest flights from Anguilla to Maryland
Explore the most affordable flight options available from Anguilla to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 5, 2026.

This American Airlines deal was found by Cheapflights users on 2/3. 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 2/195:10 pm
AXA
-
DCA
1 stop8h 26m
American Airlines
Mon 2/236:59 am
DCA
-
AXA
1 stop8h 29m
American Airlines
Deal found 2/3$480
This Mytrip deal was found by Cheapflights users on 2/3. 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.
Thu 2/1912:30 pm
AXA
-
BWI
2 stops12h 01m
Multiple Airlines
Mon 2/2310:25 am
BWI
-
AXA
Nonstop4h 10m
Multiple Airlines
Deal found 2/3$650
This American Airlines deal was found by Cheapflights users on 2/1. 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 3/25:10 pm
AXA
-
DCA
1 stop16h 59m
American Airlines
Mon 3/95:59 am
DCA
-
AXA
1 stop9h 30m
American Airlines
Deal found 2/1$663
This Gotogate deal was found by Cheapflights users on 2/1. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/24:35 pm
AXA
-
BWI
Nonstop4h 25m
BermudAir
Mon 3/910:25 am
BWI
-
AXA
Nonstop4h 10m
BermudAir
Deal found 2/1$664
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Mon 3/22:45 pm
AXA
-
BWI
2 stops33h 46m
Multiple Airlines
Mon 3/910:25 am
BWI
-
AXA
Nonstop4h 10m
Multiple Airlines
Deal found 2/1$688
This American Airlines deal was found by Cheapflights users on 2/3. 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 2/115:06 pm
AXA
-
BWI
1 stop7h 53m
American Airlines
Wed 2/186:00 am
BWI
-
AXA
1 stop9h 28m
American Airlines
Deal found 2/3$848
This Mytrip deal was found by Cheapflights users on 2/3. 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 2/119:00 am
AXA
-
BWI
3 stops27h 17m
Multiple Airlines
Wed 2/186:20 am
BWI
-
AXA
2 stops9h 50m
Multiple Airlines
Deal found 2/3$1,076
This United Airlines deal was found by Cheapflights users on 2/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/29:00 am
AXA
-
BWI
2 stops37h 17m
United Airlines
Mon 3/96:20 am
BWI
-
AXA
2 stops11h 25m
United Airlines
Deal found 2/1$1,244
This United Airlines deal was found by Cheapflights users on 2/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/29:00 am
AXA
-
DCA
2 stops15h 59m
United Airlines
Mon 3/97:30 am
DCA
-
AXA
2 stops10h 15m
United Airlines
Deal found 2/1$1,294

Find flight deals from Anguilla to Maryland

Keep the following information in mind while searching for Anguilla to Maryland flight deals. Data was last updated February 5, 2026.

Round-trip from

$480
(American Airlines)

One-way from

$284
(Kiwi.com)

Good one-way deal

$367 or less
From Anguilla to Maryland
Search Deals
One-way flight from Anguilla to Maryland
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Price to beat on a one-way flight from Anguilla to Maryland.
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Anguilla to Maryland 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 February 5, 2026.
Use the filters below to find and compare flights from Anguilla to Maryland that are best for you.

Fly from

Anguilla

Fly to

Maryland

Route

Depart

Return

Price

The ValleyWashington, D.C.

AXA - DCA

AXADCA

The Valley Wallblake Intl

Thu 2/19

5:10 pm-12:36 am

1 stop8h 26m

Washington, D.C. Reagan-National

Mon 2/23

6:59 am-4:28 pm

1 stop8h 29m

$480

The ValleyBaltimore

AXA - BWI

AXABWI

The Valley Wallblake Intl

Thu 2/19

12:30 pm-11:31 pm

2 stops12h 01m

Baltimore/Washington

Mon 2/23

10:25 am-3:35 pm

Nonstop4h 10m

$650

The ValleyWashington, D.C.

AXA - DCA

AXADCA

The Valley Wallblake Intl

Mon 3/2

5:10 pm-9:09 am

1 stop16h 59m

Washington, D.C. Reagan-National

Mon 3/9

5:59 am-3:29 pm

1 stop9h 30m

$663

The ValleyBaltimore

AXA - BWI

AXABWI

The Valley Wallblake Intl

Mon 3/2

4:35 pm-8:00 pm

Nonstop4h 25m

Baltimore/Washington

Mon 3/9

10:25 am-2:35 pm

Nonstop4h 10m

$664

The ValleyBaltimore

AXA - BWI

AXABWI

The Valley Wallblake Intl

Mon 3/2

2:45 pm-11:31 pm

2 stops33h 46m

Baltimore/Washington

Mon 3/9

10:25 am-2:35 pm

Nonstop4h 10m

$688

The ValleyBaltimore

AXA - BWI

AXABWI

The Valley Wallblake Intl

Mon 3/2

9:00 am-9:17 pm

2 stops37h 17m

Baltimore/Washington

Mon 3/9

6:20 am-5:45 pm

2 stops11h 25m

$1,244

The ValleyWashington, D.C.

AXA - DCA

AXADCA

The Valley Wallblake Intl

Mon 3/2

9:00 am-11:59 pm

2 stops15h 59m

Washington, D.C. Reagan-National

Mon 3/9

7:30 am-5:45 pm

2 stops10h 15m

$1,294

The ValleyBaltimore

AXA - BWI

AXABWI

The Valley Wallblake Intl

Fri 2/27

12:30 pm-9:06 am

2 stops21h 36m

$284

The ValleyBaltimore

AXA - BWI

AXABWI

The Valley Wallblake Intl

Mon 2/16

4:35 pm-8:00 pm

Nonstop4h 25m

$317

The ValleyBaltimore

AXA - BWI

AXABWI

The Valley Wallblake Intl

Thu 3/19

12:30 pm-11:59 pm

2 stops11h 29m

$323

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

Showing 1-10 of 23 results
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Best time to book a flight from Anguilla to Maryland

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

Cheapflights Insights

Everything you need to know about your flight from Anguilla to Maryland

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

Find hourly flight availability from Anguilla to Maryland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 5, 2026.

When flying from Anguilla to Maryland, 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 Anguilla to Maryland. 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 Anguilla to Maryland?

    American Airlines and BermudAir can get you from Anguilla to Maryland in just under 4h 25m. Your travel time can differ by up to 4h 01m. Airlines will cover a distance of 1662 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Anguilla to Maryland 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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