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Simpson Bay

$118+ 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 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — SXM
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap 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 September 17, 2025.

Round-trip from

$316
(Cheapflightsfares)

One-way from

$118
(JetBlue)

Popular in

December

Cheapest in

October

Average price

$602
From Maryland to Simpson Bay Princess Juliana
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One-way flight from Maryland to Simpson Bay Princess Juliana
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Highest demand for flights based on searches. 4% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 17, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/17. 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.
Fri 10/39:50 pmPHL - SXM
1 stop16h 10mSpirit Airlines
Mon 10/63:05 pmSXM - PHL
1 stop8h 54mSpirit Airlines
Deal found 9/17$316
This Expedia deal was found by Cheapflights users on 9/17. 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.
Sat 12/67:00 amPHL - SXM
1 stop7h 05mJetBlue
Sat 12/134:10 pmSXM - PHL
1 stop8h 03mJetBlue
Deal found 9/17$317
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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.
Fri 10/39:50 pmPHL - SXM
1 stop16h 10mSpirit Airlines
Mon 10/203:05 pmSXM - PHL
1 stop8h 54mSpirit Airlines
Deal found 9/16$327
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/39:50 pmPHL - SXM
1 stop16h 10mSpirit Airlines
Fri 10/103:05 pmSXM - PHL
1 stop8h 54mSpirit Airlines
Deal found 9/15$331
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/58:21 pmBWI - SXM
1 stop17h 39mSpirit Airlines
Fri 10/103:05 pmSXM - BWI
1 stop8h 27mSpirit Airlines
Deal found 9/15$332
This Priceline deal was found by Cheapflights users on 9/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/65:30 amPHL - SXM
1 stop8h 50mMultiple Airlines
Wed 12/104:28 pmSXM - PHL
1 stop9h 04mMultiple Airlines
Deal found 9/16$334
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/85:15 amPHL - SXM
1 stop8h 55mSpirit Airlines
Sat 11/154:28 pmSXM - PHL
1 stop9h 04mSpirit Airlines
Deal found 9/15$337
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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.
Fri 10/248:21 pmBWI - SXM
1 stop17h 39mSpirit Airlines
Fri 10/313:05 pmSXM - BWI
1 stop8h 27mSpirit Airlines
Deal found 9/16$337
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/65:30 amPHL - SXM
1 stop8h 50mFrontier
Sat 12/134:30 pmSXM - PHL
1 stop8h 56mFrontier
Deal found 9/15$339
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/115:33 amPHL - SXM
1 stop8h 27mSpirit Airlines
Sat 10/183:05 pmSXM - PHL
1 stop8h 31mSpirit Airlines
Deal found 9/15$342
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/186:56 amBWI - SXM
1 stop7h 04mSpirit Airlines
Sat 10/253:05 pmSXM - BWI
1 stop8h 27mSpirit Airlines
Deal found 9/15$342
This Frontier deal was found by Cheapflights users on 9/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/66:00 amIAD - SXM
1 stop8h 20mFrontier
Sat 12/134:30 pmSXM - IAD
1 stop8h 49mFrontier
Deal found 9/17$345

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 September 17, 2025.
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

Fri 10/3

9:50 pm-2:00 pm

1 stop16h 10m

Simpson Bay Princess Juliana

Mon 10/6

3:05 pm-11:59 pm

1 stop8h 54m

$331

BaltimoreSimpson Bay

BWI - SXM

BWISXM

Baltimore/Washington

Fri 10/3

6:50 am-2:00 pm

1 stop7h 10m

Simpson Bay Princess Juliana

Fri 10/10

3:05 pm-11:32 pm

1 stop8h 27m

$357

BaltimoreSimpson Bay

BWI - SXM

BWISXM

Baltimore/Washington

Fri 10/17

8:21 pm-2:00 pm

1 stop17h 39m

Simpson Bay Princess Juliana

Fri 10/24

3:05 pm-12:40 pm

2 stops21h 35m

$398

BaltimoreSimpson Bay

BWI - SXM

BWISXM

Baltimore/Washington

Fri 10/24

9:41 pm-2:00 pm

2 stops16h 19m

Simpson Bay Princess Juliana

Fri 10/31

3:05 pm-11:32 pm

1 stop8h 27m

$398

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Sat 12/6

3:30 pm-4:00 pm

2 stops47h 30m

Simpson Bay Princess Juliana

Sat 12/13

4:30 pm-11:04 am

1 stop19h 34m

$402

BaltimoreSimpson Bay

BWI - SXM

BWISXM

Baltimore/Washington

Tue 12/2

9:37 pm-3:10 pm

2 stops16h 33m

Simpson Bay Princess Juliana

Mon 12/8

4:28 pm-11:54 pm

1 stop8h 26m

$406

Washington, D.C.Simpson Bay

DCA - SXM

DCASXM

Washington, D.C. Reagan-National

Fri 12/5

6:59 am-4:00 pm

1 stop8h 01m

Simpson Bay Princess Juliana

Mon 12/8

5:00 pm-12:19 pm

2 stops20h 19m

$408

BaltimoreSimpson Bay

BWI - SXM

BWISXM

Baltimore/Washington

Mon 10/27

6:56 am-2:00 pm

1 stop7h 04m

Simpson Bay Princess Juliana

Fri 10/31

3:05 pm-12:40 pm

2 stops21h 35m

$409

Washington, D.C.Simpson Bay

DCA - SXM

DCASXM

Washington, D.C. Reagan-National

Sat 11/15

6:24 am-4:38 pm

1 stop9h 14m

Simpson Bay Princess Juliana

Thu 11/20

4:15 pm-2:59 pm

1 stop23h 44m

$423

Washington, D.C.Simpson Bay

DCA - SXM

DCASXM

Washington, D.C. Reagan-National

Mon 11/17

6:24 am-2:29 pm

1 stop7h 05m

Simpson Bay Princess Juliana

Sun 11/23

4:15 pm-2:59 pm

1 stop23h 44m

$423

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/17

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, September is the cheapest month in which you can book a flight from Maryland to Simpson Bay (average of $459). Flying from Maryland to Simpson Bay in March is currently the most expensive (average of $652). 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.

How much does it cost to fly round-trip from Maryland to Simpson Bay?

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, Air Canada, and JetBlue can get you from Maryland to Simpson Bay in just under 8h 01m. Your travel time can differ by up to 8h 09m. Airlines will cover a distance of 1663 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 JetBlue, which is currently one of the cheapest options available, starting at $118. Spirit Airlines flights start at $139 while deals on Air Canada start at $151 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, Washington, D.C. Reagan-National - Simpson Bay Princess Juliana or Baltimore/Washington - Simpson Bay Princess Juliana as they are the most popular.

  • 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, September is the cheapest month in which you can book a flight from Maryland to Simpson Bay (average of $459). Flying from Maryland to Simpson Bay in March is currently the most expensive (average of $652). 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.
Newark to Simpson Bay flights
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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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$333Average$472FlexibilityNo cancel feeOn-time65%
DeltaCheapest$457Average$606FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$525Average$677FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$540Average$665FlexibilityNo cancel feeOn-time69%

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