Anguilla

$429+ 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 4/30. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — AXA
Apr 6 — Apr 131
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Maryland to Anguilla with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 April 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$665
(American Airlines)

One-way from

$429
(American Airlines)

Popular in

August

Cheapest in

October

Average price

$885
Provider with most accurate pricing for Washington, D.C. (WAS)-The Valley Wallblake Intl flight deals.
Provider most trusted by Cheapflights users for Washington, D.C. (WAS)-The Valley Wallblake Intl flights.
From Maryland to Anguilla
One-way flight from Maryland to Anguilla
Highest demand for flights based on searches. 15% potential increase in price ($152 potential increase over avg. RT price).
Cheapest flight prices on average. 5% potential price decrease ($44 potential savings vs. average RT price).
Average for round-trip flights in April 2025

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 April 1, 2025.

This American Airlines deal was found by Cheapflights users on 4/1. 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 6/166:03 amBWI - AXA
1 stop9h 32mAmerican Airlines
Tue 6/242:00 pmAXA - BWI
1 stop9h 59mAmerican Airlines
Deal found 4/1$661
This American Airlines deal was found by Cheapflights users on 4/1. 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 6/168:20 amPHL - AXA
1 stop7h 15mAmerican Airlines
Fri 6/202:00 pmAXA - PHL
1 stop9h 10mAmerican Airlines
Deal found 4/1$677
This American Airlines deal was found by Cheapflights users on 4/1. 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.
Wed 8/65:09 amDCA - AXA
1 stop8h 06mAmerican Airlines
Mon 8/112:55 pmAXA - DCA
1 stop8h 05mAmerican Airlines
Deal found 4/1$686
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.
Sat 7/55:39 pmIAD - AXA
2 stops19h 46mAmerican Airlines
Sat 7/124:20 pmAXA - IAD
2 stops24h 48mAmerican Airlines
Deal found 3/31$690
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/179:32 pmBWI - AXA
2 stops19h 38mMultiple Airlines
Mon 4/211:20 pmAXA - BWI
3 stops16h 55mMultiple Airlines
Deal found 3/31$891
This United 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/258:40 amIAD - AXA
2 stops32h 55mMultiple Airlines
Wed 4/3010:35 amAXA - IAD
2 stops24h 49mMultiple Airlines
Deal found 3/31$1,328
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/256:10 amPHL - AXA
3 stops11h 05mMultiple Airlines
Mon 9/299:35 amAXA - PHL
3 stops14h 57mMultiple Airlines
Deal found 3/31$1,406
This United deal was found by Cheapflights users on 4/1. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/68:15 amIAD - AXA
1 stop8h 00mUnited Airlines
Tue 11/119:35 amAXA - IAD
1 stop7h 49mUnited Airlines
Deal found 4/1$1,519
This United deal was found by Cheapflights users on 4/1. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/167:59 pmPHL - AXA
2 stops21h 16mUnited Airlines
Fri 6/209:35 amAXA - PHL
3 stops28h 49mUnited Airlines
Deal found 4/1$1,720
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/287:59 pmDCA - AXA
3 stops21h 36mMultiple Airlines
Sun 6/19:35 amAXA - DCA
3 stops14h 24mMultiple Airlines
Deal found 3/31$1,796
This United Airlines deal was found by Cheapflights users on 4/1. 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 6/93:05 pmBWI - AXA
3 stops26h 10mUnited Airlines
Sat 6/149:35 amAXA - BWI
2 stops32h 02mUnited Airlines
Deal found 4/1$1,875
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/253:01 pmDCA - AXA
3 stops26h 34mUnited Airlines
Wed 4/3010:35 amAXA - DCA
2 stops11h 06mUnited Airlines
Deal found 3/31$2,438

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, 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

PhiladelphiaThe Valley

PHL - AXA

PHLAXA

Philadelphia

Mon 6/16

8:20 am-3:35 pm

1 stop7h 15m

The Valley Wallblake Intl

Fri 6/20

2:00 pm-11:10 pm

1 stop9h 10m

$677

Washington, D.C.The Valley

DCA - AXA

DCAAXA

Washington, D.C. Reagan-National

Wed 8/6

5:09 am-1:15 pm

1 stop8h 06m

The Valley Wallblake Intl

Mon 8/11

2:55 pm-11:00 pm

1 stop8h 05m

$686

BaltimoreThe Valley

BWI - AXA

BWIAXA

Baltimore/Washington

Sun 7/6

7:50 pm-3:40 pm

2 stops19h 50m

The Valley Wallblake Intl

Sat 7/12

4:20 pm-4:35 pm

2 stops24h 15m

$690

Washington, D.C.The Valley

IAD - AXA

IADAXA

Washington, D.C. Dulles Intl

Sat 7/5

5:39 pm-1:25 pm

2 stops19h 46m

The Valley Wallblake Intl

Sat 7/12

4:20 pm-5:08 pm

2 stops24h 48m

$690

BaltimoreThe Valley

BWI - AXA

BWIAXA

Baltimore/Washington

Thu 4/17

9:32 pm-5:10 pm

2 stops19h 38m

The Valley Wallblake Intl

Mon 4/21

1:20 pm-6:15 am

3 stops16h 55m

$891

Washington, D.C.The Valley

IAD - AXA

IADAXA

Washington, D.C. Dulles Intl

Fri 4/25

8:40 am-5:35 pm

2 stops32h 55m

The Valley Wallblake Intl

Wed 4/30

10:35 am-11:24 am

2 stops24h 49m

$1,328

PhiladelphiaThe Valley

PHL - AXA

PHLAXA

Philadelphia

Thu 9/25

6:10 am-5:15 pm

3 stops11h 05m

The Valley Wallblake Intl

Mon 9/29

9:35 am-12:32 am

3 stops14h 57m

$1,406

Washington, D.C.The Valley

IAD - AXA

IADAXA

Washington, D.C. Dulles Intl

Wed 8/6

8:15 am-5:15 pm

1 stop9h 00m

The Valley Wallblake Intl

Mon 8/11

9:35 am-8:57 pm

1 stop11h 22m

$1,579

PhiladelphiaThe Valley

PHL - AXA

PHLAXA

Philadelphia

Mon 6/16

7:59 pm-5:15 pm

2 stops21h 16m

The Valley Wallblake Intl

Fri 6/20

9:35 am-2:24 pm

3 stops28h 49m

$1,720

Washington, D.C.The Valley

DCA - AXA

DCAAXA

Washington, D.C. Reagan-National

Wed 5/28

7:59 pm-5:35 pm

3 stops21h 36m

The Valley Wallblake Intl

Sun 6/1

9:35 am-11:59 pm

3 stops14h 24m

$1,796

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 15 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

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, 2025.

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.

Rainfall in Anguilla by month

Plan your trip to Anguilla by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Anguilla ranges from 1.6 - 4.3 inches per month. August is typically the wettest month, when rainfall can reach 4.3 in. February is typically the driest time to visit Anguilla when rainfall is around 1.6 in.

Temperature in Anguilla by month

Plan your trip to Anguilla by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Anguilla, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 78.8 F).

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 April 1, 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 compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Comfort

7.3

Food

6.6

Overall

7.4

Boarding

7.7

Entertainment

7.0

Crew

8.1

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??

Comfort

7.3

Food

6.6

Overall

7.4

Boarding

7.7

Entertainment

7.0

Crew

8.1

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??

Comfort

7.3

Food

6.6

Overall

7.4

Boarding

7.7

Entertainment

7.0

Crew

8.1

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.

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 April 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$550Average$735FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.