$285+ 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 2/16. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — AXA
Dec 3 — Dec 101
1 adult, Economy
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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 November 3, 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 November 3, 2025.
This American Airlines deal was found by Cheapflights users on 11/1. 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 12/35:00 amDCA - AXA
1 stop10h 40mAmerican Airlines
Wed 12/103:03 pmAXA - DCA
1 stop9h 24mAmerican Airlines
Deal found 11/1![American Airlines logo]()
$467
This Booking.com deal was found by Cheapflights users on 11/3. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2210:25 amBWI - AXA
Nonstop4h 10mBermudAir
Mon 12/294:35 pmAXA - BWI
Nonstop4h 25mBermudAir
Deal found 11/3![BermudAir logo]()
$472
This American Airlines deal was found by Cheapflights users on 11/3. 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.
Sun 11/306:00 amPHL - AXA
1 stop10h 01mAmerican Airlines
Sat 12/65:20 pmAXA - PHL
1 stop8h 26mAmerican Airlines
Deal found 11/3![American Airlines logo]()
$479
This American Airlines deal was found by Cheapflights users on 11/2. 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 11/295:00 amDCA - AXA
1 stop11h 01mAmerican Airlines
Sat 12/63:03 pmAXA - DCA
1 stop9h 24mAmerican Airlines
Deal found 11/2![American Airlines logo]()
$597
This American Airlines deal was found by Cheapflights users on 11/3. 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.
Fri 12/56:37 pmPHL - AXA
1 stop17h 03mAmerican Airlines
Sun 12/145:20 pmAXA - PHL
1 stop17h 05mAmerican Airlines
Deal found 11/3![American Airlines logo]()
$644
This American Airlines deal was found by Cheapflights users on 11/2. 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 12/186:00 amPHL - AXA
1 stop9h 36mAmerican Airlines
Mon 12/222:53 pmAXA - PHL
1 stop10h 56mAmerican Airlines
Deal found 11/2![American Airlines logo]()
$656
This American Airlines deal was found by Cheapflights users on 11/3. 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.
Fri 12/52:16 pmIAD - AXA
2 stops21h 24mAmerican Airlines
Sun 12/143:03 pmAXA - IAD
2 stops20h 17mAmerican Airlines
Deal found 11/3![American Airlines logo]()
$657
This American Airlines deal was found by Cheapflights users on 11/3. 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 11/265:59 amDCA - AXA
1 stop10h 02mAmerican Airlines
Mon 12/15:41 pmAXA - DCA
1 stop16h 11mAmerican Airlines
Deal found 11/3![American Airlines logo]()
$667
This American Airlines deal was found by Cheapflights users on 11/2. 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 12/2210:20 amDCA - AXA
2 stops29h 16mAmerican Airlines
Wed 12/315:30 pmAXA - DCA
1 stop8h 15mAmerican Airlines
Deal found 11/2![American Airlines logo]()
$684
This American Airlines deal was found by Cheapflights users on 11/2. 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 11/296:00 amBWI - AXA
1 stop8h 07mAmerican Airlines
Sat 12/65:20 pmAXA - BWI
1 stop8h 09mAmerican Airlines
Deal found 11/2![American Airlines logo]()
$697
This American Airlines deal was found by Cheapflights users on 11/2. 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 11/197:59 pmDCA - AXA
1 stop17h 32mAmerican Airlines
Sun 11/235:41 pmAXA - DCA
2 stops16h 33mAmerican Airlines
Deal found 11/2![American Airlines logo]()
$697
This American Airlines deal was found by Cheapflights users on 11/1. 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 12/32:16 pmIAD - AXA
2 stops25h 24mAmerican Airlines
Sun 12/75:20 pmAXA - IAD
2 stops21h 14mAmerican Airlines
Deal found 11/1![American Airlines logo]()
$723
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 November 3, 2025.
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $472 (Booking.com) |
One-way from | $285 (Booking.com) |
Popular in | April |
Cheapest in | December |
Average price | $693 |
Good round-trip deal | $530 or less |
Good one-way deal | $382 or less |
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 November 3, 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
6:45 am-4:40 pm
2 stops8h 55m
The Valley Wallblake Intl
Wed 12/10
5:20 pm-9:14 am
2 stops16h 54m
$472
PhiladelphiaThe Valley
PHL - AXA
PHLAXA
Philadelphia
Sun 11/30
6:00 am-5:01 pm
1 stop10h 01m
The Valley Wallblake Intl
Sat 12/6
5:20 pm-9:25 am
1 stop17h 05m
$479
BaltimoreThe Valley
BWI - AXA
BWIAXA
Baltimore/Washington
Fri 1/9
10:25 am-3:35 pm
Nonstop4h 10m
The Valley Wallblake Intl
Mon 1/12
4:35 pm-8:00 pm
Nonstop4h 25m
$506
BaltimoreThe Valley
BWI - AXA
BWIAXA
Baltimore/Washington
Wed 3/25
6:27 am-3:10 pm
1 stop8h 43m
The Valley Wallblake Intl
Wed 4/1
4:30 pm-12:18 am
1 stop7h 48m
$557
BaltimoreThe Valley
BWI - AXA
BWIAXA
Baltimore/Washington
Sun 1/18
6:00 am-2:23 pm
1 stop7h 23m
The Valley Wallblake Intl
Fri 1/23
5:06 pm-11:59 pm
1 stop7h 53m
$557
Washington, D.C.The Valley
DCA - AXA
DCAAXA
Washington, D.C. Reagan-National
Sun 1/18
7:59 pm-2:23 pm
1 stop17h 24m
The Valley Wallblake Intl
Fri 1/23
5:06 pm-9:00 am
1 stop16h 54m
$557
Washington, D.C.The Valley
DCA - AXA
DCAAXA
Washington, D.C. Reagan-National
Wed 2/18
5:00 am-4:46 pm
1 stop10h 46m
The Valley Wallblake Intl
Tue 2/24
5:26 pm-9:07 am
1 stop16h 41m
$557
Washington, D.C.The Valley
DCA - AXA
DCAAXA
Washington, D.C. Reagan-National
Sat 4/25
8:55 pm-1:10 pm
1 stop16h 15m
The Valley Wallblake Intl
Wed 4/29
4:05 pm-9:00 am
1 stop16h 55m
$557
Washington, D.C.The Valley
IAD - AXA
IADAXA
Washington, D.C. Dulles Intl
Sat 4/4
5:43 pm-3:10 pm
2 stops21h 27m
The Valley Wallblake Intl
Wed 4/8
4:05 pm-8:38 am
2 stops16h 33m
$562
PhiladelphiaThe Valley
PHL - AXA
PHLAXA
Philadelphia
Sat 1/3
8:00 pm-2:13 pm
1 stop17h 13m
The Valley Wallblake Intl
Wed 1/7
5:06 pm-12:42 am
1 stop8h 36m
$573
Showing 1-10 of 49 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 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 November 3, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$503 | Average$574 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$641 | Average$770 | FlexibilityNo cancel fee | On-time71% |