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Simpson Bay

$168+ Cheap flights from Reagan-National (DCA) 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 12/16. Fares are subject to change and may not be available on all flights or dates of travel.
DCA — SXM
Nov 26 — Dec 31
Wed 11/26
Wed 12/3
1 adult, Economy
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Cheapflights Tip: The best prices from Washington, D.C. Reagan-National to Simpson Bay Princess Juliana are usually found in May or June, booked 20 days in advance, depart on a Tuesday or Wednesday and return on a Monday

Find flight deals from Reagan-National to Simpson Bay

Cheapest flights from Reagan-National to Simpson Bay
Explore the most affordable flight options available from Reagan-National to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2025.

This JetBlue deal was found by Cheapflights users on 10/25. 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 12/66:12 amDCA - SXM
1 stop7h 53mJetBlue
Tue 12/163:26 pmSXM - DCA
1 stop8h 32mJetBlue
Deal found 10/25$354
This JetBlue deal was found by Cheapflights users on 10/25. 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 11/86:24 amDCA - SXM
1 stop7h 05mJetBlue
Tue 11/113:34 pmSXM - DCA
1 stop8h 25mJetBlue
Deal found 10/25$388
This JetBlue deal was found by Cheapflights users on 10/25. 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.
Tue 11/186:24 amDCA - SXM
1 stop9h 14mJetBlue
Sun 11/234:15 pmSXM - DCA
1 stop7h 44mJetBlue
Deal found 10/25$398
This JetBlue deal was found by Cheapflights users on 10/26. 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.
Wed 11/126:24 amDCA - SXM
1 stop9h 14mJetBlue
Fri 11/214:02 pmSXM - DCA
1 stop7h 57mJetBlue
Deal found 10/26$404
This JetBlue deal was found by Cheapflights users on 10/27. 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.
Mon 11/176:24 amDCA - SXM
1 stop7h 05mJetBlue
Sat 11/223:22 pmSXM - DCA
1 stop8h 37mJetBlue
Deal found 10/27$408
This JetBlue deal was found by Cheapflights users on 10/26. 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.
Mon 11/106:24 amDCA - SXM
1 stop9h 14mJetBlue
Fri 11/214:02 pmSXM - DCA
1 stop7h 57mJetBlue
Deal found 10/26$413
This deal was found by Cheapflights users on 10/26. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/126:00 amDCA - SXM
1 stop9h 38mJetBlue
Mon 12/222:28 pmSXM - DCA
1 stop9h 18mJetBlue
Deal found 10/26$417
This JetBlue deal was found by Cheapflights users on 10/26. 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.
Wed 11/126:24 amDCA - SXM
1 stop9h 14mJetBlue
Sat 11/153:44 pmSXM - DCA
1 stop8h 15mJetBlue
Deal found 10/26$418
This JetBlue deal was found by Cheapflights users on 10/25. 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 11/86:24 amDCA - SXM
1 stop7h 05mJetBlue
Sat 11/153:44 pmSXM - DCA
1 stop8h 15mJetBlue
Deal found 10/25$425
This JetBlue deal was found by Cheapflights users on 10/26. 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.
Mon 11/106:24 amDCA - SXM
1 stop7h 05mJetBlue
Sat 11/153:44 pmSXM - DCA
1 stop8h 15mJetBlue
Deal found 10/26$427
This JetBlue deal was found by Cheapflights users on 10/25. 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.
Wed 11/196:24 amDCA - SXM
1 stop9h 14mJetBlue
Sat 11/224:25 pmSXM - DCA
1 stop7h 34mJetBlue
Deal found 10/25$434
This Expedia deal was found by Cheapflights users on 10/26. 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 12/175:59 pmDCA - SXM
1 stop17h 45mJetBlue
Mon 12/223:45 pmSXM - DCA
1 stop8h 01mJetBlue
Deal found 10/26$435

Cheap flight deals from Reagan-National to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Reagan-National (DCA) to Simpson Bay (SXM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 27, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$354
(JetBlue)

One-way from

$168
(Priceline)

Popular in

April

Cheapest in

May

Average price

$597
Provider with most accurate pricing for Washington, D.C. Reagan-National-Simpson Bay Princess Juliana flight deals.
Search Deals
Provider most trusted by Cheapflights users for Washington, D.C. Reagan-National-Simpson Bay Princess Juliana flights.
Search Deals
From Washington, D.C. Reagan-National to Simpson Bay Princess Juliana
Search Deals
One-way flight from Washington, D.C. Reagan-National to Simpson Bay Princess Juliana
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($31 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Reagan-National 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 October 27, 2025.
Use the filters below to find and compare flights from Washington, D.C. Reagan-National Airport to Simpson Bay that are best for you.

Fly from

Reagan-National

Fly to

Simpson Bay

Route

Depart

Return

Price

Washington, D.C.Simpson Bay

DCA - SXM

DCASXM

Washington, D.C. Reagan-National

Sat 12/6

6:12 am-3:05 pm

1 stop7h 53m

Simpson Bay Princess Juliana

Tue 12/16

3:26 pm-10:58 pm

1 stop8h 32m

$354

Washington, D.C.Simpson Bay

DCA - SXM

DCASXM

Washington, D.C. Reagan-National

Mon 1/12

7:10 am-3:20 pm

1 stop7h 10m

Simpson Bay Princess Juliana

Wed 1/14

3:43 pm-10:47 pm

1 stop8h 04m

$365

Washington, D.C.Simpson Bay

DCA - SXM

DCASXM

Washington, D.C. Reagan-National

Wed 1/7

6:15 am-4:21 pm

1 stop9h 06m

Simpson Bay Princess Juliana

Wed 1/14

3:43 pm-10:47 pm

1 stop8h 04m

$397

Washington, D.C.Simpson Bay

DCA - SXM

DCASXM

Washington, D.C. Reagan-National

Wed 1/7

6:15 am-4:21 pm

1 stop9h 06m

Simpson Bay Princess Juliana

Thu 1/15

3:43 pm-10:47 pm

1 stop8h 04m

$397

Washington, D.C.Simpson Bay

DCA - SXM

DCASXM

Washington, D.C. Reagan-National

Fri 1/9

6:15 am-4:21 pm

1 stop9h 06m

Simpson Bay Princess Juliana

Thu 1/15

3:43 pm-10:47 pm

1 stop8h 04m

$397

Washington, D.C.Simpson Bay

DCA - SXM

DCASXM

Washington, D.C. Reagan-National

Fri 1/9

6:15 am-4:21 pm

1 stop9h 06m

Simpson Bay Princess Juliana

Wed 1/14

3:43 pm-10:47 pm

1 stop8h 04m

$397

Washington, D.C.Simpson Bay

DCA - SXM

DCASXM

Washington, D.C. Reagan-National

Sat 1/10

7:10 am-3:20 pm

1 stop7h 10m

Simpson Bay Princess Juliana

Sun 1/11

2:30 pm-9:51 pm

1 stop8h 21m

$406

Washington, D.C.Simpson Bay

DCA - SXM

DCASXM

Washington, D.C. Reagan-National

Mon 11/17

6:24 am-4:38 pm

1 stop9h 14m

Simpson Bay Princess Juliana

Fri 11/21

4:02 pm-10:59 pm

1 stop7h 57m

$408

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

Sat 11/22

3:22 pm-10:59 pm

1 stop8h 37m

$408

Washington, D.C.Simpson Bay

DCA - SXM

DCASXM

Washington, D.C. Reagan-National

Sun 1/11

6:15 am-2:28 pm

1 stop7h 13m

Simpson Bay Princess Juliana

Sat 1/17

3:43 pm-10:47 pm

1 stop8h 04m

$411

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 19 results
1
2

Compare providers for flights from Reagan-National to Simpson Bay

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Reagan-National to Simpson Bay in October.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy2 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Washington, D.C. Reagan-National Airport-Simpson Bay flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Washington, D.C. Reagan-National Airport-Simpson Bay flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Washington, D.C. Reagan-National Airport-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Washington, D.C. Reagan-National Airport-Simpson Bay flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Washington, D.C. Reagan-National Airport-Simpson Bay flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Reagan-National to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from Reagan-National 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 Washington, D.C. Reagan-National Airport to Simpson Bay

How far ahead should I book a flight from Washington, D.C. Reagan-National Airport to Simpson Bay?

Use this chart to determine the optimal time to book a round-trip flight from Reagan-National to Simpson Bay. Price data was last updated on October 24, 2025.

The price you pay for your flight from Washington, D.C. Reagan-National Airport to Simpson Bay may vary depending on when you book. For the best chance of a lower fare, look to book 20 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Washington, D.C. Reagan-National Airport to Simpson Bay?

Currently, October is the cheapest month in which you can book a flight from Washington, D.C. Reagan-National Airport to Simpson Bay (average of $446). Flying from Washington, D.C. Reagan-National Airport to Simpson Bay in August is currently the most expensive (average of $624). 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.

Reviews of airlines servicing Simpson Bay

Get insights into the airlines that provide service to Simpson Bay. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Simpson Bay. Reviews last updated October 27, 2025.
Peruse reviews from past customers who have flown with Delta, American Airlines, and JetBlue from Washington, D.C. Reagan-National Airport to Simpson Bay to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,996 reviews

Food

7.3

Comfort

7.9

Overall

7.9

Boarding

8.2

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,996 reviews
Delta
7.9
Good
7,996 reviews

Food

7.3

Comfort

7.9

Overall

7.9

Boarding

8.2

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,031 reviews
Delta
7.9
Good
7,996 reviews

Food

7.3

Comfort

7.9

Overall

7.9

Boarding

8.2

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
JetBlue
7.2
Good
2,906 reviews
Delta
7.9
Good
7,996 reviews

Food

7.3

Comfort

7.9

Overall

7.9

Boarding

8.2

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Related info for your journey

Find useful and relevant information for your journey from Reagan-National 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 Washington, D.C. Reagan-National?

    Located just 0.5 mi from the city center, Simpson Bay Princess Juliana is the airport most travelers will use when flying to Simpson Bay from Washington, D.C. Reagan-National. Booking flights from Washington, D.C. Reagan-National to Princess Juliana (SXM) should be relatively easy as there are 0 daily inbound flights from Washington, D.C. Reagan-National from 3 different airlines.

  • How long is the flight from Washington, D.C. Reagan-National Airport to Simpson Bay?

    Airlines like JetBlue fly from Washington, D.C. Reagan-National Airport to Simpson Bay in about 7h 53m. The time it takes to get you to your destination can typically vary by up to . The distance from Washington, D.C. Reagan-National Airport to Simpson Bay is about 1663 mi.

  • What are the cheapest airlines flying from Washington, D.C. Reagan-National Airport to Simpson Bay round-trip?

    Cheapflights users have booked flights from Washington, D.C. Reagan-National Airport to Simpson Bay round-trip from $427. Other airlines that can offer you cheap pricing are Delta, from $556, and American Airlines, from $569. JetBlue is currently priced 36% below the average price you’ll pay for this route.

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

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

  • How can I find direct flights from Reagan-National to Simpson Bay?

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

  • Can I find deals for business class flights from Reagan-National to Simpson Bay?

    Yes. Cheapflights offers flight deals from Reagan-National 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 Washington, D.C. Reagan-National Airport to Simpson Bay?

    Currently, October is the cheapest month in which you can book a flight from Washington, D.C. Reagan-National Airport to Simpson Bay (average of $446). Flying from Washington, D.C. Reagan-National Airport to Simpson Bay in August is currently the most expensive (average of $624). 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 Reagan-National to Simpson Bay

See prices for flight routes from nearby airports that may be better suited for you.
Dulles Intl to Simpson Bay flights
Baltimore to Simpson Bay flights

Top 3 airlines flying from Reagan-National to Simpson Bay

Discover the top 3 airlines that operate flights from Reagan-National 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 October 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$427Average$533FlexibilityNo cancel feeOn-time62%
DeltaCheapest$556Average$669FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$569Average$745FlexibilityNo cancel feeOn-time71%

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