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Simpson Bay

$66+ Cheap flights from Maryland to Simpson Bay (SXM)

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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — SXM
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
1 adult, Economy
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Cheap flight deals from Maryland to Simpson Bay

Cheapest flights from Maryland to Simpson Bay
Explore the most affordable flight options available from Maryland to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.

This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/246:20 am
BWI
-
SXM
1 stop6h 55m
Spirit Airlines
Thu 2/263:20 pm
SXM
-
BWI
1 stop9h 11m
Spirit Airlines
Deal found 2/1$208
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/196:20 am
BWI
-
SXM
1 stop6h 55m
Spirit Airlines
Wed 2/253:20 pm
SXM
-
BWI
1 stop9h 11m
Spirit Airlines
Deal found 2/1$221
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:20 am
BWI
-
SXM
1 stop6h 55m
Spirit Airlines
Wed 3/43:20 pm
SXM
-
BWI
1 stop9h 11m
Spirit Airlines
Deal found 2/1$223
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:20 am
BWI
-
SXM
1 stop6h 55m
Spirit Airlines
Wed 3/43:20 pm
SXM
-
BWI
1 stop9h 11m
Spirit Airlines
Deal found 2/1$231
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/86:20 am
BWI
-
SXM
1 stop6h 55m
Multiple Airlines
Sat 2/143:20 pm
SXM
-
BWI
1 stop17h 51m
Multiple Airlines
Deal found 1/31$245
This Expedia deal was found by Cheapflights users on 2/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/186:20 am
BWI
-
SXM
1 stop6h 55m
Spirit Airlines
Wed 2/253:20 pm
SXM
-
BWI
1 stop9h 11m
Spirit Airlines
Deal found 2/2$257
This Cheapflightsfares deal was found by Cheapflights users on 2/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/176:20 am
BWI
-
SXM
1 stop6h 55m
Spirit Airlines
Fri 2/203:20 pm
SXM
-
BWI
1 stop9h 11m
Spirit Airlines
Deal found 2/2$259
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/196:20 am
BWI
-
SXM
1 stop6h 55m
Spirit Airlines
Tue 2/243:20 pm
SXM
-
BWI
1 stop9h 11m
Spirit Airlines
Deal found 2/1$261
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/56:20 am
BWI
-
SXM
1 stop6h 55m
Spirit Airlines
Sat 2/73:20 pm
SXM
-
BWI
1 stop9h 16m
Spirit Airlines
Deal found 2/1$263
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:20 am
BWI
-
SXM
1 stop6h 55m
Spirit Airlines
Tue 3/33:20 pm
SXM
-
BWI
1 stop9h 11m
Spirit Airlines
Deal found 2/1$270
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/176:20 am
BWI
-
SXM
1 stop6h 55m
Spirit Airlines
Fri 2/273:20 pm
SXM
-
BWI
1 stop18h 46m
Spirit Airlines
Deal found 2/2$275
This Cheapflightsfares deal was found by Cheapflights users on 2/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/16:00 am
PHL
-
SXM
1 stop7h 15m
Spirit Airlines
Fri 3/63:20 pm
SXM
-
PHL
1 stop9h 30m
Spirit Airlines
Deal found 2/2$293

Find flight deals from Maryland to Simpson Bay

Keep the following information in mind while searching for Maryland to Simpson Bay flight deals. Data was last updated February 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$208
(Expedia)

One-way from

$66
(Orbitz)

Popular in

December

Cheapest in

November

Average price

$685

Good round-trip deal

$630 or less
Provider with most accurate pricing for Washington, D.C. (WAS)-Simpson Bay Princess Juliana flight deals.
Search Deals
Provider most trusted by Cheapflights users for Washington, D.C. (WAS)-Simpson Bay Princess Juliana flights.
Search Deals
From Maryland to Simpson Bay Princess Juliana
Search Deals
One-way flight from Maryland to Simpson Bay Princess Juliana
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($10 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals
Price to beat on a round-trip flight from Maryland to Simpson Bay Princess Juliana.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Maryland to Simpson Bay 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 3, 2026.
Use the filters below to find and compare flights from Maryland to Simpson Bay that are best for you.

Fly from

Maryland

Fly to

Simpson Bay

Route

Depart

Return

Price

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Sat 5/2

6:15 am-1:16 pm

1 stop7h 01m

Simpson Bay Princess Juliana

Sat 5/9

2:11 pm-11:59 pm

1 stop9h 48m

$304

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Sun 3/22

6:48 am-1:15 pm

1 stop6h 27m

Simpson Bay Princess Juliana

Sat 3/28

2:20 pm-11:56 pm

1 stop9h 36m

$311

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Tue 2/24

7:46 pm-2:15 pm

2 stops17h 29m

Simpson Bay Princess Juliana

Wed 3/11

2:20 pm-11:50 pm

1 stop9h 30m

$314

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Thu 3/5

6:00 am-2:15 pm

1 stop7h 15m

Simpson Bay Princess Juliana

Thu 3/12

2:20 pm-11:56 pm

1 stop9h 36m

$317

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Wed 3/25

6:48 am-1:15 pm

1 stop6h 27m

Simpson Bay Princess Juliana

Sun 3/29

2:35 pm-8:39 am

1 stop18h 04m

$324

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Sat 4/11

6:48 am-1:30 pm

1 stop6h 42m

Simpson Bay Princess Juliana

Sat 4/18

2:11 pm-11:10 pm

1 stop8h 59m

$330

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Mon 3/16

6:48 am-1:15 pm

1 stop6h 27m

Simpson Bay Princess Juliana

Sun 3/22

2:20 pm-8:39 am

1 stop18h 19m

$330

BaltimoreSimpson Bay

BWI - SXM

BWISXM

Baltimore/Washington

Wed 3/11

6:20 am-1:15 pm

1 stop6h 55m

Simpson Bay Princess Juliana

Sat 3/14

2:35 pm-12:50 am

1 stop10h 15m

$338

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Thu 3/12

6:48 am-1:15 pm

1 stop6h 27m

Simpson Bay Princess Juliana

Mon 3/16

2:20 pm-8:39 am

1 stop18h 19m

$347

BaltimoreSimpson Bay

BWI - SXM

BWISXM

Baltimore/Washington

Fri 3/6

6:20 am-2:15 pm

1 stop6h 55m

Simpson Bay Princess Juliana

Mon 3/9

2:20 pm-9:06 am

1 stop18h 46m

$349

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/3

Showing 1-10 of 60 results
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Best time to book a flight from Maryland to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay 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 Simpson Bay

What is the cheapest month to book a flight from Maryland to Simpson Bay?

Currently, March is the cheapest month in which you can book a flight from Maryland to Simpson Bay (average of $222). Flying from Maryland to Simpson Bay in December is currently the most expensive (average of $501). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Maryland to Simpson Bay. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Simpson Bay from Maryland?

    Simpson Bay Princess Juliana (SXM) is the airport you will fly into if you book a flight from Maryland to Simpson Bay. It is only a 0.5 mi journey from Princess Juliana (SXM) to Simpson Bay’s city center.

  • How long is the flight from Maryland to Simpson Bay?

    Spirit Airlines, United Airlines, and Air Canada can get you from Maryland to Simpson Bay in just under 4h 09m. Your travel time can differ by up to 21h 56m. Airlines will cover a distance of 1681 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Maryland to Simpson Bay one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $132. Spirit Airlines flights start at $150 while deals on American Airlines start at $198 one-way.

  • What are the most popular routes from Maryland to Simpson Bay?

    When deciding which route to take from Maryland to Simpson Bay consider Washington, D.C. Dulles Intl - Simpson Bay Princess Juliana, Philadelphia - Simpson Bay Princess Juliana or Washington, D.C. Reagan-National - Simpson Bay Princess Juliana as they are the most popular.

  • What are the cheapest flights from Maryland to Simpson Bay?

    The cheapest flight price from Maryland to Simpson Bay is $630. On average you can expect to pay $630. The most popular route, (Washington, D.C. Dulles Intl - Simpson Bay Princess Juliana), can usually be booked for $361.

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

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

  • How can I find direct flights from Maryland to Simpson Bay?

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

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

    Yes. Cheapflights offers flight deals from Maryland to Simpson Bay by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Maryland to Simpson Bay?

    Currently, March is the cheapest month in which you can book a flight from Maryland to Simpson Bay (average of $222). Flying from Maryland to Simpson Bay in December is currently the most expensive (average of $501). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
Philipsburg

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Alternative routes for Maryland to Simpson Bay

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Maryland to Simpson Bay

Discover the top 4 airlines that operate flights from Maryland to Simpson Bay. 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 February 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$210Average$440FlexibilityNo cancel feeOn-time65%
DeltaCheapest$312Average$605FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$521Average$667FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$540Average$657FlexibilityNo cancel feeOn-time69%

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