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Simpson Bay

$111+ 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 2/9. Fares are subject to change and may not be available on all flights or dates of travel.
DCA — SXM
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
1 adult, Economy
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Cheap 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 January 26, 2026.

This FlightHub deal was found by Cheapflights users on 1/25. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/126:00 am
DCA
-
SXM
1 stop7h 40m
Multiple Airlines
Tue 3/173:07 pm
SXM
-
DCA
2 stops23h 51m
Multiple Airlines
Deal found 1/25$459
This FlightHub deal was found by Cheapflights users on 1/24. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:59 am
DCA
-
SXM
1 stop7h 51m
Multiple Airlines
Sat 5/24:40 pm
SXM
-
DCA
2 stops18h 30m
Multiple Airlines
Deal found 1/24$463
This FlightHub deal was found by Cheapflights users on 1/25. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/266:00 am
DCA
-
SXM
1 stop7h 40m
Air Canada
Mon 3/304:00 pm
SXM
-
DCA
2 stops20h 01m
Air Canada
Deal found 1/25$464
This Air Canada deal was found by Cheapflights users on 1/23. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/196:00 am
DCA
-
SXM
1 stop7h 40m
Air Canada
Tue 2/245:00 pm
SXM
-
DCA
2 stops20h 19m
Air Canada
Deal found 1/23$465
This Air Canada deal was found by Cheapflights users on 1/24. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/226:00 am
DCA
-
SXM
1 stop7h 40m
Air Canada
Fri 3/274:00 pm
SXM
-
DCA
2 stops23h 31m
Air Canada
Deal found 1/24$468
This Booking.com deal was found by Cheapflights users on 1/25. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/234:10 pm
DCA
-
SXM
2 stops22h 40m
Air Canada
Mon 4/274:00 pm
SXM
-
DCA
2 stops23h 30m
Air Canada
Deal found 1/25$469
This Air Canada deal was found by Cheapflights users on 1/25. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/234:15 pm
DCA
-
SXM
1 stop21h 25m
Air Canada
Thu 2/263:40 pm
SXM
-
DCA
1 stop19h 41m
Air Canada
Deal found 1/25$470
This Orbitz deal was found by Cheapflights users on 1/24. 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.
Fri 2/65:20 pm
DCA
-
SXM
2 stops16h 55m
Multiple Airlines
Tue 2/103:40 pm
SXM
-
DCA
2 stops45h 39m
Multiple Airlines
Deal found 1/24$472
This Air Canada deal was found by Cheapflights users on 1/26. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/296:00 am
DCA
-
SXM
1 stop7h 40m
Air Canada
Tue 2/33:40 pm
SXM
-
DCA
1 stop19h 41m
Air Canada
Deal found 1/26$474
This Air Canada deal was found by Cheapflights users on 1/25. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/234:15 pm
DCA
-
SXM
1 stop21h 25m
Air Canada
Tue 3/314:00 pm
SXM
-
DCA
1 stop26h 03m
Air Canada
Deal found 1/25$475

Find 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 January 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$459
(FlightHub)

One-way from

$111
(JetBlue)

Popular in

January

Cheapest in

May

Average price

$772
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. 2% potential increase in price ($19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 26, 2026.
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

Thu 3/12

6:00 am-1:40 pm

1 stop7h 40m

Simpson Bay Princess Juliana

Tue 3/17

3:07 pm-2:58 pm

2 stops23h 51m

$459

Washington, D.C.Simpson Bay

DCA - SXM

DCASXM

Washington, D.C. Reagan-National

Sat 4/25

6:59 am-2:50 pm

1 stop7h 51m

Simpson Bay Princess Juliana

Sat 5/2

4:40 pm-11:10 am

2 stops18h 30m

$463

Washington, D.C.Simpson Bay

DCA - SXM

DCASXM

Washington, D.C. Reagan-National

Sat 2/21

11:05 am-2:40 pm

1 stop26h 35m

Simpson Bay Princess Juliana

Wed 2/25

5:00 pm-12:19 pm

2 stops20h 19m

$465

Washington, D.C.Simpson Bay

DCA - SXM

DCASXM

Washington, D.C. Reagan-National

Wed 2/25

6:59 am-4:00 pm

1 stop8h 01m

Simpson Bay Princess Juliana

Tue 3/3

5:00 pm-12:19 pm

2 stops20h 19m

$470

Washington, D.C.Simpson Bay

DCA - SXM

DCASXM

Washington, D.C. Reagan-National

Mon 2/23

11:05 am-2:40 pm

1 stop26h 35m

Simpson Bay Princess Juliana

Thu 2/26

3:40 pm-3:31 pm

1 stop24h 51m

$470

Washington, D.C.Simpson Bay

DCA - SXM

DCASXM

Washington, D.C. Reagan-National

Thu 2/19

6:00 am-2:40 pm

1 stop7h 40m

Simpson Bay Princess Juliana

Mon 2/23

5:00 pm-7:59 pm

1 stop27h 59m

$475

Washington, D.C.Simpson Bay

DCA - SXM

DCASXM

Washington, D.C. Reagan-National

Sun 2/22

6:00 am-2:40 pm

1 stop7h 40m

Simpson Bay Princess Juliana

Mon 2/23

5:00 pm-12:19 pm

2 stops20h 19m

$475

Washington, D.C.Simpson Bay

DCA - SXM

DCASXM

Washington, D.C. Reagan-National

Thu 2/5

6:00 am-2:40 pm

1 stop7h 40m

Simpson Bay Princess Juliana

Mon 2/9

5:00 pm-12:19 pm

2 stops20h 19m

$479

Washington, D.C.Simpson Bay

DCA - SXM

DCASXM

Washington, D.C. Reagan-National

Mon 2/9

7:30 am-3:15 pm

1 stop6h 45m

$111

Washington, D.C.Simpson Bay

DCA - SXM

DCASXM

Washington, D.C. Reagan-National

Thu 3/5

6:00 am-2:40 pm

1 stop7h 40m

$123

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

Showing 1-10 of 15 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 January.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Washington, D.C. Reagan-National Airport-Simpson Bay flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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

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

Currently, June is the cheapest month in which you can book a flight from Washington, D.C. Reagan-National Airport to Simpson Bay (average of $417). 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 January 26, 2026.
Peruse reviews from past customers who have flown with 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.
American Airlines
7.2
Good
11,189 reviews

Boarding

7.5

Overall

7.2

Entertainment

6.9

Food

6.4

Comfort

7.2

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,189 reviews
American Airlines
7.2
Good
11,189 reviews

Boarding

7.5

Overall

7.2

Entertainment

6.9

Food

6.4

Comfort

7.2

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
JetBlue
7.2
Good
2,892 reviews
American Airlines
7.2
Good
11,189 reviews

Boarding

7.5

Overall

7.2

Entertainment

6.9

Food

6.4

Comfort

7.2

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

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 2 different airlines.

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

    Airlines like Air Canada fly from Washington, D.C. Reagan-National Airport to Simpson Bay in about 26h 35m. 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. Another airline that can offer you cheap pricing is American Airlines. JetBlue is currently priced 35% 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, June is the cheapest month in which you can book a flight from Washington, D.C. Reagan-National Airport to Simpson Bay (average of $417). 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 2 airlines flying from Reagan-National to Simpson Bay

Discover the top 2 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 January 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$427Average$526FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$572Average$745FlexibilityNo cancel feeOn-time71%

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