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Anguilla

$335+ 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 10/8. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — AXA
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheap flight deals from Maryland to Anguilla

Keep the following information in mind while searching for Maryland to Anguilla flight deals. Data was last updated July 31, 2025.

Round-trip from

$691
(American Airlines)

One-way from

$335
(American Airlines)

Popular in

April

Cheapest in

October

Average price

$711

Good round-trip deal

$555 or less
From Maryland to Anguilla
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One-way flight from Maryland to Anguilla
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Highest demand for flights based on searches. 4% potential increase in price ($39 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Maryland to Anguilla.
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Find 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 July 31, 2025.

This American Airlines deal was found by Cheapflights users on 7/30. 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.
Wed 12/36:00 amDCA - AXA
1 stop9h 15mAmerican Airlines
Tue 12/94:55 pmAXA - DCA
1 stop17h 12mAmerican Airlines
Deal found 7/30$557
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Wed 12/35:54 pmIAD - AXA
2 stops21h 21mAmerican Airlines
Tue 12/94:55 pmAXA - IAD
2 stops20h 50mAmerican Airlines
Deal found 7/30$586
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Thu 12/118:20 amPHL - AXA
1 stop6h 55mAmerican Airlines
Tue 12/164:55 pmAXA - PHL
1 stop8h 39mAmerican Airlines
Deal found 7/30$598
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Fri 12/128:22 amBWI - AXA
1 stop6h 53mAmerican Airlines
Mon 12/154:55 pmAXA - BWI
1 stop7h 49mAmerican Airlines
Deal found 7/30$607
This Booking.com deal was found by Cheapflights users on 7/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2610:25 amBWI - AXA
Nonstop4h 15mBermudAir
Fri 1/24:40 pmAXA - BWI
Nonstop4h 20mBermudAir
Deal found 7/30$671
This Mytrip deal was found by Cheapflights users on 7/31. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/105:35 pmBWI - AXA
3 stops23h 05mMultiple Airlines
Fri 8/1510:00 amAXA - BWI
2 stops13h 08mMultiple Airlines
Deal found 7/31$813
This Mytrip deal was found by Cheapflights users on 7/31. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/148:41 pmPHL - AXA
3 stops20h 34mMultiple Airlines
Mon 8/189:35 amAXA - PHL
3 stops25h 55mMultiple Airlines
Deal found 7/31$914
This United deal was found by Cheapflights users on 7/30. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/38:15 amIAD - AXA
1 stop8h 00mMultiple Airlines
Tue 12/99:35 amAXA - IAD
1 stop7h 50mMultiple Airlines
Deal found 7/30$1,215
This United Airlines deal was found by Cheapflights users on 7/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1311:00 amDCA - AXA
3 stops30h 15mMultiple Airlines
Sat 9/209:35 amAXA - DCA
3 stops11h 01mMultiple Airlines
Deal found 7/30$1,404
This United Airlines deal was found by Cheapflights users on 7/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/96:15 amBWI - AXA
2 stops11h 00mUnited Airlines
Sat 8/169:35 amAXA - BWI
2 stops13h 49mUnited Airlines
Deal found 7/31$1,604
This United Airlines deal was found by Cheapflights users on 7/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/128:15 amIAD - AXA
1 stop8h 00mUnited Airlines
Mon 12/159:35 amAXA - IAD
1 stop7h 50mUnited Airlines
Deal found 7/30$1,607
This United Airlines deal was found by Cheapflights users on 7/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/298:00 pmPHL - AXA
2 stops21h 15mUnited Airlines
Sun 11/29:35 amAXA - PHL
2 stops10h 30mUnited Airlines
Deal found 7/31$1,608

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 July 31, 2025.
Use the filters below to find and compare flights from Maryland to Anguilla that are best for you.

Fly from

Maryland

Fly to

Anguilla

Route

Depart

Return

Price

Washington, D.C.The Valley

DCA - AXA

DCAAXA

Washington, D.C. Reagan-National

Wed 12/3

6:00 am-4:15 pm

1 stop9h 15m

The Valley Wallblake Intl

Tue 12/9

4:55 pm-9:07 am

1 stop17h 12m

$557

PhiladelphiaThe Valley

PHL - AXA

PHLAXA

Philadelphia

Sat 1/3

9:00 pm-2:05 pm

1 stop16h 05m

The Valley Wallblake Intl

Wed 1/7

5:25 pm-12:42 am

1 stop8h 17m

$573

BaltimoreThe Valley

BWI - AXA

BWIAXA

Baltimore/Washington

Thu 1/22

8:22 am-4:05 pm

1 stop6h 43m

The Valley Wallblake Intl

Wed 1/28

5:25 pm-12:11 am

1 stop7h 46m

$582

Washington, D.C.The Valley

IAD - AXA

IADAXA

Washington, D.C. Dulles Intl

Wed 12/3

5:54 pm-4:15 pm

2 stops21h 21m

The Valley Wallblake Intl

Tue 12/9

4:55 pm-12:45 pm

2 stops20h 50m

$586

BaltimoreThe Valley

BWI - AXA

BWIAXA

Baltimore/Washington

Fri 12/26

10:25 am-3:40 pm

Nonstop4h 15m

The Valley Wallblake Intl

Fri 1/2

4:40 pm-8:00 pm

Nonstop4h 20m

$671

BaltimoreThe Valley

BWI - AXA

BWIAXA

Baltimore/Washington

Sun 8/10

5:35 pm-4:40 pm

3 stops23h 05m

The Valley Wallblake Intl

Fri 8/15

10:00 am-11:08 pm

2 stops13h 08m

$813

PhiladelphiaThe Valley

PHL - AXA

PHLAXA

Philadelphia

Thu 8/14

8:41 pm-5:15 pm

3 stops20h 34m

The Valley Wallblake Intl

Mon 8/18

9:35 am-11:30 am

3 stops25h 55m

$914

Washington, D.C.The Valley

IAD - AXA

IADAXA

Washington, D.C. Dulles Intl

Wed 12/3

8:15 am-5:15 pm

1 stop8h 00m

The Valley Wallblake Intl

Tue 12/9

9:35 am-4:25 pm

1 stop7h 50m

$1,215

Washington, D.C.The Valley

DCA - AXA

DCAAXA

Washington, D.C. Reagan-National

Thu 1/22

6:00 am-6:24 pm

2 stops11h 24m

The Valley Wallblake Intl

Wed 1/28

9:45 am-9:19 am

2 stops24h 34m

$1,361

Washington, D.C.The Valley

IAD - AXA

IADAXA

Washington, D.C. Dulles Intl

Sun 1/11

9:00 am-5:35 pm

1 stop7h 35m

The Valley Wallblake Intl

Sat 1/17

9:46 am-4:24 pm

1 stop7h 38m

$1,365

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 14 results
1
2

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
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Anguilla

Get insights into the airlines that provide service to Anguilla. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Anguilla. Reviews last updated July 31, 2025.
Read through reviews of airlines operating flights from Maryland to Anguilla, such as United Airlines and American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,900 reviews

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,900 reviews
United Airlines
7.4
Good
8,900 reviews

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,900 reviews

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

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.

  • 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.

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Maryland to Anguilla

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Maryland to Anguilla

Discover the top airline 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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$660Average$764FlexibilityNo cancel feeOn-time71%

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