$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
Oct 16 — Oct 231
1 adult, Economy
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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
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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 September 16, 2025.
Round-trip from | $471 (American Airlines) |
|---|---|
One-way from | $335 (American Airlines) |
Popular in | April |
Cheapest in | December |
Good round-trip deal | $524 or less |
Find flight deals from Maryland to Anguilla
Cheapest flights from Maryland to AnguillaExplore 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 September 16, 2025.
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 September 16, 2025.
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Sun 12/75:59 amDCA - AXA
1 stop7h 24mAmerican Airlines
Wed 12/103:03 pmAXA - DCA
1 stop9h 24mAmerican Airlines
Deal found 9/15![American Airlines logo]()
$471
This American Airlines deal was found by Cheapflights users on 9/14. 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 12/55:59 amDCA - AXA
1 stop9h 41mAmerican Airlines
Thu 12/113:03 pmAXA - DCA
1 stop10h 35mAmerican Airlines
Deal found 9/14![American Airlines logo]()
$496
This American Airlines deal was found by Cheapflights users on 9/14. 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 12/52:16 pmIAD - AXA
2 stops21h 24mAmerican Airlines
Thu 12/113:03 pmAXA - IAD
2 stops20h 17mAmerican Airlines
Deal found 9/14![American Airlines logo]()
$500
This American Airlines deal was found by Cheapflights users on 9/14. 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 11/195:59 amDCA - AXA
1 stop7h 32mAmerican Airlines
Sun 11/235:41 pmAXA - DCA
1 stop16h 11mAmerican Airlines
Deal found 9/14![American Airlines logo]()
$501
This American Airlines deal was found by Cheapflights users on 9/14. 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 11/1710:10 pmDCA - AXA
2 stops15h 21mAmerican Airlines
Sun 11/235:41 pmAXA - DCA
1 stop7h 43mAmerican Airlines
Deal found 9/14![American Airlines logo]()
$505
This American Airlines deal was found by Cheapflights users on 9/14. 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 11/307:22 pmPHL - AXA
1 stop18h 09mAmerican Airlines
Sat 12/61:20 pmAXA - PHL
1 stop10h 05mAmerican Airlines
Deal found 9/14![American Airlines logo]()
$510
This American Airlines deal was found by Cheapflights users on 9/13. 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 11/156:33 amDCA - AXA
1 stop9h 12mAmerican Airlines
Sat 11/222:56 pmAXA - DCA
1 stop10h 28mAmerican Airlines
Deal found 9/13![American Airlines logo]()
$521
This American Airlines deal was found by Cheapflights users on 9/13. 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 11/156:24 amIAD - AXA
2 stops9h 21mAmerican Airlines
Sat 11/222:56 pmAXA - IAD
2 stops10h 03mAmerican Airlines
Deal found 9/13![American Airlines logo]()
$525
This American Airlines deal was found by Cheapflights users on 9/14. 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 12/35:29 pmIAD - AXA
2 stops22h 11mAmerican Airlines
Sun 12/75:20 pmAXA - IAD
2 stops18h 00mAmerican Airlines
Deal found 9/14![American Airlines logo]()
$530
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Sun 12/76:00 amBWI - AXA
1 stop7h 23mAmerican Airlines
Wed 12/103:03 pmAXA - BWI
1 stop10h 26mAmerican Airlines
Deal found 9/15![American Airlines logo]()
$557
This American Airlines deal was found by Cheapflights users on 9/15. 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 12/106:00 amBWI - AXA
2 stops9h 40mAmerican Airlines
Tue 12/165:20 pmAXA - BWI
2 stops19h 02mAmerican Airlines
Deal found 9/15![American Airlines logo]()
$561
This American Airlines deal was found by Cheapflights users on 9/14. 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 12/35:59 amDCA - AXA
1 stop7h 24mAmerican Airlines
Sun 12/75:20 pmAXA - DCA
1 stop16h 38mAmerican Airlines
Deal found 9/14![American Airlines logo]()
$574
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 September 16, 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
Sun 12/7
5:00 am-2:23 pm
2 stops8h 23m
The Valley Wallblake Intl
Wed 12/10
5:20 pm-7:49 am
2 stops15h 29m
$475
Washington, D.C.The Valley
DCA - AXA
DCAAXA
Washington, D.C. Reagan-National
Fri 12/5
5:59 am-4:40 pm
1 stop9h 41m
The Valley Wallblake Intl
Thu 12/11
3:03 pm-12:38 am
1 stop10h 35m
$496
Washington, D.C.The Valley
IAD - AXA
IADAXA
Washington, D.C. Dulles Intl
Fri 12/5
2:16 pm-12:40 pm
2 stops21h 24m
The Valley Wallblake Intl
Thu 12/11
3:03 pm-10:20 am
2 stops20h 17m
$500
Washington, D.C.The Valley
DCA - AXA
DCAAXA
Washington, D.C. Reagan-National
Wed 11/19
5:59 am-2:31 pm
1 stop7h 32m
The Valley Wallblake Intl
Sun 11/23
5:41 pm-8:52 am
1 stop16h 11m
$501
Washington, D.C.The Valley
DCA - AXA
DCAAXA
Washington, D.C. Reagan-National
Mon 11/17
10:15 pm-2:31 pm
2 stops15h 16m
The Valley Wallblake Intl
Sun 11/23
5:41 pm-9:14 am
2 stops16h 33m
$505
PhiladelphiaThe Valley
PHL - AXA
PHLAXA
Philadelphia
Sun 11/30
7:22 pm-2:31 pm
1 stop18h 09m
The Valley Wallblake Intl
Sat 12/6
1:20 pm-10:25 pm
1 stop10h 05m
$510
Washington, D.C.The Valley
DCA - AXA
DCAAXA
Washington, D.C. Reagan-National
Sat 11/15
6:33 am-4:45 pm
1 stop9h 12m
The Valley Wallblake Intl
Sat 11/22
2:56 pm-12:24 am
1 stop10h 28m
$521
Washington, D.C.The Valley
IAD - AXA
IADAXA
Washington, D.C. Dulles Intl
Wed 11/19
5:29 pm-5:01 pm
2 stops22h 32m
The Valley Wallblake Intl
Sun 11/23
5:41 pm-1:35 pm
2 stops20h 54m
$530
Washington, D.C.The Valley
IAD - AXA
IADAXA
Washington, D.C. Dulles Intl
Wed 12/3
5:29 pm-4:40 pm
2 stops22h 11m
The Valley Wallblake Intl
Sun 12/7
5:20 pm-10:20 am
2 stops18h 00m
$530
Washington, D.C.The Valley
IAD - AXA
IADAXA
Washington, D.C. Dulles Intl
Fri 12/5
2:16 pm-12:40 pm
2 stops21h 24m
The Valley Wallblake Intl
Sun 12/14
5:20 pm-10:20 am
2 stops18h 00m
$530
Showing 1-10 of 30 results
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
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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 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 September 16, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$641 | Average$764 | FlexibilityNo cancel fee | On-time71% |