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Simpson Bay

$179+ Cheap flights from Dulles Intl (IAD) 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.
IAD — 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. Dulles Intl to Simpson Bay Princess Juliana are usually found in August or May, booked 2 days in advance, depart on a Wednesday or Monday and return on a Monday

Find flight deals from Dulles Intl to Simpson Bay

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

This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/104:00 pmIAD - SXM
2 stops42h 28mMultiple Airlines
Fri 11/211:45 pmSXM - IAD
1 stop6h 26mMultiple Airlines
Deal found 10/26$469
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/3010:12 pmIAD - SXM
2 stops16h 48mAir Canada
Sat 11/14:00 pmSXM - IAD
2 stops20h 39mAir Canada
Deal found 10/26$482
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/129:45 amIAD - SXM
1 stop27h 55mAir Canada
Tue 12/163:40 pmSXM - IAD
1 stop30h 19mAir Canada
Deal found 10/26$485
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1012:42 pmIAD - SXM
2 stops24h 58mAir Canada
Wed 12/175:00 pmSXM - IAD
1 stop23h 46mAir Canada
Deal found 10/25$486
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/139:52 pmIAD - SXM
2 stops15h 23mMultiple Airlines
Fri 11/211:45 pmSXM - IAD
1 stop6h 26mMultiple Airlines
Deal found 10/26$502
This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/299:45 amIAD - SXM
2 stops53h 15mMultiple Airlines
Sat 12/62:40 pmSXM - IAD
1 stop26h 44mMultiple Airlines
Deal found 10/26$503
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/274:30 pmIAD - SXM
1 stop22h 30mAir Canada
Mon 12/15:00 pmSXM - IAD
2 stops19h 23mAir Canada
Deal found 10/26$506
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/153:24 pmIAD - SXM
1 stop19h 04mMultiple Airlines
Sat 11/223:20 pmSXM - IAD
2 stops20h 30mMultiple Airlines
Deal found 10/25$507
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/104:30 pmIAD - SXM
2 stops21h 10mMultiple Airlines
Wed 12/173:20 pmSXM - IAD
3 stops21h 03mMultiple Airlines
Deal found 10/25$512

Cheap flight deals from Dulles Intl to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Dulles Intl (IAD) 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

$469
(Kiwi.com)

One-way from

$179
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$666

Good round-trip deal

$681 or less

Good one-way deal

$343 or less
Provider with most accurate pricing for Washington, D.C. Dulles Intl-Simpson Bay Princess Juliana flight deals.
Search Deals
Provider most trusted by Cheapflights users for Washington, D.C. Dulles Intl-Simpson Bay Princess Juliana flights.
Search Deals
From Washington, D.C. Dulles Intl to Simpson Bay Princess Juliana
Search Deals
One-way flight from Washington, D.C. Dulles Intl to Simpson Bay Princess Juliana
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($62 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from Washington, D.C. Dulles Intl to Simpson Bay Princess Juliana.
Search Deals
Price to beat on a one-way flight from Washington, D.C. Dulles Intl to Simpson Bay Princess Juliana.
Search Deals

Cheapflights Fare Finder

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

Fly from

Dulles Intl

Fly to

Simpson Bay

Route

Depart

Return

Price

Washington, D.C.Simpson Bay

IAD - SXM

IADSXM

Washington, D.C. Dulles Intl

Sat 11/15

3:24 pm-11:28 am

1 stop19h 04m

Simpson Bay Princess Juliana

Sat 11/22

3:20 pm-10:50 am

2 stops20h 30m

$507

Washington, D.C.Simpson Bay

IAD - SXM

IADSXM

Washington, D.C. Dulles Intl

Sat 2/21

3:35 pm-11:24 am

1 stop18h 49m

Simpson Bay Princess Juliana

Fri 2/27

12:25 pm-3:15 am

1 stop15h 50m

$519

Washington, D.C.Simpson Bay

IAD - SXM

IADSXM

Washington, D.C. Dulles Intl

Thu 2/5

3:35 pm-11:24 am

1 stop18h 49m

Simpson Bay Princess Juliana

Mon 2/9

12:25 pm-11:32 pm

1 stop12h 07m

$519

Washington, D.C.Simpson Bay

IAD - SXM

IADSXM

Washington, D.C. Dulles Intl

Thu 3/5

1:18 am-11:22 am

1 stop9h 04m

Simpson Bay Princess Juliana

Fri 3/13

12:25 pm-4:15 am

1 stop15h 50m

$519

Washington, D.C.Simpson Bay

IAD - SXM

IADSXM

Washington, D.C. Dulles Intl

Sat 1/17

3:25 pm-11:24 am

1 stop18h 59m

Simpson Bay Princess Juliana

Wed 1/21

12:25 pm-3:13 am

1 stop15h 48m

$519

Washington, D.C.Simpson Bay

IAD - SXM

IADSXM

Washington, D.C. Dulles Intl

Fri 11/28

9:45 am-2:40 pm

1 stop27h 55m

Simpson Bay Princess Juliana

Mon 12/1

5:00 pm-3:46 pm

1 stop23h 46m

$521

Washington, D.C.Simpson Bay

IAD - SXM

IADSXM

Washington, D.C. Dulles Intl

Wed 2/25

10:22 pm-1:50 pm

1 stop14h 28m

Simpson Bay Princess Juliana

Mon 3/9

3:55 pm-8:30 pm

Nonstop4h 35m

$527

Washington, D.C.Simpson Bay

IAD - SXM

IADSXM

Washington, D.C. Dulles Intl

Sun 2/1

7:49 pm-12:30 pm

1 stop15h 41m

Simpson Bay Princess Juliana

Thu 2/5

1:55 pm-12:24 am

1 stop11h 29m

$537

Washington, D.C.Simpson Bay

IAD - SXM

IADSXM

Washington, D.C. Dulles Intl

Tue 11/18

6:00 am-2:55 pm

1 stop7h 55m

Simpson Bay Princess Juliana

Wed 11/26

4:20 pm-12:16 am

1 stop8h 56m

$537

Washington, D.C.Simpson Bay

IAD - SXM

IADSXM

Washington, D.C. Dulles Intl

Sun 1/11

7:49 pm-12:30 pm

1 stop15h 41m

Simpson Bay Princess Juliana

Tue 1/13

1:55 pm-8:37 pm

1 stop7h 42m

$537

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/24

Showing 1-10 of 20 results
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Compare providers for flights from Dulles Intl 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 Dulles Intl to Simpson Bay in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
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. Dulles Intl 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. Dulles Intl Airport-Simpson Bay flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Washington, D.C. Dulles Intl 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. Dulles Intl 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. Dulles Intl 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 Dulles Intl to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from Dulles Intl 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. Dulles Intl Airport to Simpson Bay

What is the cheapest month to book a flight from Washington, D.C. Dulles Intl Airport to Simpson Bay?

Currently, September is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Simpson Bay (average of $338). Flying from Washington, D.C. Dulles Intl Airport to Simpson Bay in December is currently the most expensive (average of $611). 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.

What is the cheapest time of day to fly from IAD to SXM?

Find hourly flight availability from Dulles Intl to Simpson Bay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 27, 2025.

One of the essential ways to save on airfare from Washington, D.C. Dulles Intl Airport to Simpson Bay is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 38% on airfare.

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.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Washington, D.C. Dulles Intl Airport to Simpson Bay by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,996 reviews

Comfort

7.9

Overall

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

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

Comfort

7.9

Overall

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

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.
United Airlines
7.4
Good
8,997 reviews
Delta
7.9
Good
7,996 reviews

Comfort

7.9

Overall

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

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
11,033 reviews
Delta
7.9
Good
7,996 reviews

Comfort

7.9

Overall

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

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 Dulles Intl 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. Dulles Intl?

    Most people fly into Simpson Bay Princess Juliana (SXM) if they book a flight to Simpson Bay from Washington, D.C. Dulles Intl. On average, Princess Juliana has 0 inbound flights from Washington, D.C. Dulles Intl per day from 3 airlines. Simpson Bay Princess Juliana is conveniently located just 0.5 mi from Simpson Bay’s city center.

  • How long is the flight from Washington, D.C. Dulles Intl Airport to Simpson Bay?

    A quick flight from Washington, D.C. Dulles Intl Airport to Simpson Bay can take about 18h 49m. Copa Airlines provides one of the quickest options available for as low as $519. The distance from Washington, D.C. Dulles Intl Airport to Simpson Bay is about 1681 mi.

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

    Cheapflights users have booked flights from Washington, D.C. Dulles Intl Airport to Simpson Bay round-trip from $547. Other airlines that can offer you cheap pricing are American Airlines, from $557, and United Airlines, from $562. Users have found that Delta is 26% cheaper than the other options available to this destination.

  • What are the cheapest flights from Washington, D.C. Dulles Intl Airport to Simpson Bay?

    Looking at all options, your cheapest flight can be booked for $321. While the most popular route (Washington, D.C. Dulles Intl - Simpson Bay Princess Juliana) can be booked for $488 on average, our data indicates $731 when flying from Washington, D.C. Dulles Intl Airport to Simpson Bay.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Dulles Intl 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. Dulles Intl Airport to Simpson Bay?

    Currently, September is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Simpson Bay (average of $338). Flying from Washington, D.C. Dulles Intl Airport to Simpson Bay in December is currently the most expensive (average of $611). 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 Dulles Intl to Simpson Bay

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

Top 3 airlines flying from Dulles Intl to Simpson Bay

Discover the top 3 airlines that operate flights from Dulles Intl 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
DeltaCheapest$547Average$652FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$557Average$764FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$562Average$771FlexibilityNo cancel feeOn-time69%

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