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$189+ Cheap flights from Simpson Bay (SXM) to Maryland

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 10/4. Fares are subject to change and may not be available on all flights or dates of travel.
SXM — BWI
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Simpson Bay to Maryland

Keep the following information in mind while searching for Simpson Bay to Maryland flight deals. Data was last updated September 17, 2025.

Round-trip from

$330
(Cheapflightsfares)

One-way from

$189
(Cheapflightsfares)

Popular in

March

Cheapest in

April

Average price

$506
From Simpson Bay Princess Juliana to Maryland
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One-way flight from Simpson Bay Princess Juliana to Maryland
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Highest demand for flights based on searches. 12% potential increase in price ($84 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($38 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 Simpson Bay to Maryland

Cheapest flights from Simpson Bay to Maryland
Explore the most affordable flight options available from Simpson Bay to Maryland. 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 9/16. 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.
Sat 10/183:05 pmSXM - PHL
1 stop18h 27mSpirit Airlines
Sat 10/255:33 amPHL - SXM
1 stop8h 27mSpirit Airlines
Deal found 9/16$330
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/173:05 pmSXM - PHL
1 stop8h 54mMultiple Airlines
Mon 10/275:05 amPHL - SXM
1 stop8h 55mMultiple Airlines
Deal found 9/16$397
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/173:05 pmSXM - PHL
1 stop8h 54mSpirit Airlines
Sat 10/255:33 amPHL - SXM
1 stop8h 27mSpirit Airlines
Deal found 9/16$400
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/85:00 pmSXM - PHL
1 stop23h 51mMultiple Airlines
Sat 11/155:15 amPHL - SXM
1 stop8h 55mMultiple Airlines
Deal found 9/15$402
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/12:43 pmSXM - DCA
1 stop8h 15mJetBlue
Sat 11/84:55 pmDCA - SXM
1 stop22h 43mJetBlue
Deal found 9/15$406
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/242:35 pmSXM - DCA
1 stop8h 21mJetBlue
Mon 10/276:24 amDCA - SXM
1 stop6h 55mJetBlue
Deal found 9/15$408
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/159:17 amSXM - PHL
2 stops20h 40mMultiple Airlines
Mon 10/275:05 amPHL - SXM
1 stop8h 55mMultiple Airlines
Deal found 9/16$414
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/159:17 amSXM - PHL
2 stops20h 40mMultiple Airlines
Fri 10/245:33 amPHL - SXM
1 stop8h 27mMultiple Airlines
Deal found 9/16$417
This Kissandfly.com 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/243:05 pmSXM - BWI
1 stop8h 27mSpirit Airlines
Mon 10/276:56 amBWI - SXM
1 stop7h 04mSpirit Airlines
Deal found 9/15$425
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/232:35 pmSXM - DCA
1 stop28h 45mJetBlue
Fri 10/316:24 amDCA - SXM
1 stop9h 14mJetBlue
Deal found 9/16$426
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/173:05 pmSXM - PHL
1 stop8h 54mMultiple Airlines
Sun 10/2610:02 pmPHL - SXM
2 stops15h 58mMultiple Airlines
Deal found 9/16$429
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/173:05 pmSXM - PHL
1 stop8h 54mMultiple Airlines
Wed 10/228:43 pmPHL - SXM
2 stops38h 44mMultiple Airlines
Deal found 9/16$431

Cheapflights Fare Finder

 
Customize your flight search to find flights from Simpson Bay to Maryland 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 Simpson Bay to Maryland that are best for you.

Fly from

Simpson Bay

Fly to

Maryland

Route

Depart

Return

Price

Simpson BayPhiladelphia

SXM - PHL

SXMPHL

Simpson Bay Princess Juliana

Mon 10/20

3:05 pm-11:59 pm

1 stop8h 54m

Philadelphia

Mon 10/27

5:05 am-2:00 pm

1 stop8h 55m

$397

Simpson BayPhiladelphia

SXM - PHL

SXMPHL

Simpson Bay Princess Juliana

Fri 10/17

3:05 pm-11:59 pm

1 stop8h 54m

Philadelphia

Mon 10/27

5:05 am-2:00 pm

1 stop8h 55m

$397

Simpson BayPhiladelphia

SXM - PHL

SXMPHL

Simpson Bay Princess Juliana

Sat 10/18

3:05 pm-9:32 am

1 stop18h 27m

Philadelphia

Fri 10/24

5:33 am-2:00 pm

1 stop8h 27m

$400

Simpson BayPhiladelphia

SXM - PHL

SXMPHL

Simpson Bay Princess Juliana

Sat 11/8

5:00 pm-2:47 pm

2 stops22h 47m

Philadelphia

Sat 11/15

5:15 am-3:10 pm

1 stop8h 55m

$402

Simpson BayWashington, D.C.

SXM - DCA

SXMDCA

Simpson Bay Princess Juliana

Sat 11/1

2:43 pm-10:58 pm

1 stop8h 15m

Washington, D.C. Reagan-National

Sat 11/8

4:55 pm-4:38 pm

1 stop22h 43m

$406

Simpson BayWashington, D.C.

SXM - DCA

SXMDCA

Simpson Bay Princess Juliana

Fri 10/24

2:35 pm-10:56 pm

1 stop8h 21m

Washington, D.C. Reagan-National

Mon 10/27

6:24 am-1:19 pm

1 stop6h 55m

$408

Simpson BayPhiladelphia

SXM - PHL

SXMPHL

Simpson Bay Princess Juliana

Wed 10/15

9:17 am-5:57 am

2 stops20h 40m

Philadelphia

Fri 10/24

5:33 am-2:00 pm

1 stop8h 27m

$417

Simpson BayPhiladelphia

SXM - PHL

SXMPHL

Simpson Bay Princess Juliana

Wed 10/15

9:17 am-5:57 am

2 stops20h 40m

Philadelphia

Sat 10/25

5:33 am-2:00 pm

1 stop8h 27m

$417

Simpson BayWashington, D.C.

SXM - DCA

SXMDCA

Simpson Bay Princess Juliana

Fri 3/6

2:45 pm-10:57 pm

1 stop9h 12m

Washington, D.C. Reagan-National

Tue 3/10

6:05 am-12:37 pm

1 stop6h 32m

$419

Simpson BayBaltimore

SXM - BWI

SXMBWI

Simpson Bay Princess Juliana

Fri 10/24

3:05 pm-11:32 pm

1 stop8h 27m

Baltimore/Washington

Mon 10/27

6:56 am-2:00 pm

1 stop7h 04m

$425

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/17

Showing 1-10 of 56 results
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Best time to book a flight from Simpson Bay to Maryland

Have a flexible travel schedule? Discover the best time to fly to Maryland from Simpson Bay 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 Simpson Bay to Maryland
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Simpson Bay to Maryland. 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 from for flights from Simpson Bay to Maryland?

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

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

    Departing from Simpson Bay to Maryland will take you 4h 32m. The distance between Simpson Bay and Maryland is about 1681 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $199. Users have also found prices from $200 and $213 on JetBlue and Frontier, respectively.

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

    While some choose either Simpson Bay Princess Juliana - Baltimore/Washington or Simpson Bay Princess Juliana - Washington, D.C. Reagan-National, Simpson Bay Princess Juliana - Washington, D.C. Dulles Intl is the most popular route from Simpson Bay to Maryland.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Simpson Bay to Maryland 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 Simpson Bay to Maryland?

    Currently, August is the cheapest month in which you can book a flight from Simpson Bay to Maryland (average of $241). Flying from Simpson Bay to Maryland in March is currently the most expensive (average of $290). 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.

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