Simpson Bay

$150+ 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 10/3. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SXM
Oct 11 — Oct 181
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Cheapflights Tip: The best prices from Washington, D.C. Dulles Intl to Simpson Bay Princess Juliana are usually found in September or August, booked 2 days in advance, depart on a Wednesday or Sunday and return on a Monday

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 September 11, 2025.

Round-trip from

$424
(Air Canada)

One-way from

$150
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$627

Good round-trip deal

$712 or less
From Washington, D.C. Dulles Intl to Simpson Bay Princess Juliana
One-way flight from Washington, D.C. Dulles Intl to Simpson Bay Princess Juliana
Highest demand for flights based on searches. 8% potential increase in price ($66 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($22 potential savings vs. average RT price).
Average for round-trip flights in September 2025
Price to beat on a round-trip flight from Washington, D.C. Dulles Intl to Simpson Bay Princess Juliana.

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 September 11, 2025.

This Air Canada deal was found by Cheapflights users on 9/8. 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 12/44:30 pmIAD - SXM
1 stop22h 30mAir Canada
Mon 12/85:00 pmSXM - IAD
1 stop23h 51mAir Canada
Deal found 9/8$424
This Air Canada deal was found by Cheapflights users on 9/9. 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 11/309:45 amIAD - SXM
2 stops29h 15mAir Canada
Tue 12/163:40 pmSXM - IAD
1 stop30h 19mAir Canada
Deal found 9/9$449
This Vliegwinkel deal was found by Cheapflights users on 9/8. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/14:32 pmIAD - SXM
1 stop18h 56mMultiple Airlines
Sat 11/85:00 pmSXM - IAD
1 stop23h 51mMultiple Airlines
Deal found 9/8$452
This Air Canada deal was found by Cheapflights users on 9/9. 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 11/3010:12 pmIAD - SXM
2 stops16h 48mAir Canada
Thu 12/183:40 pmSXM - IAD
2 stops29h 46mAir Canada
Deal found 9/9$456
This Priceline deal was found by Cheapflights users on 9/10. 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.
Fri 12/59:00 amIAD - SXM
2 stops28h 40mAir Canada
Mon 12/85:00 pmSXM - IAD
1 stop23h 51mAir Canada
Deal found 9/10$458
This FlightHub deal was found by Cheapflights users on 9/10. 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 12/69:45 amIAD - SXM
2 stops53h 15mAir Canada
Tue 12/163:40 pmSXM - IAD
1 stop30h 19mAir Canada
Deal found 9/10$461
This Priceline deal was found by Cheapflights users on 9/11. 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.
Wed 11/264:25 pmIAD - SXM
2 stops21h 15mAir Canada
Mon 12/15:00 pmSXM - IAD
1 stop23h 51mAir Canada
Deal found 9/11$472
This Air Canada deal was found by Cheapflights users on 9/9. 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 11/3010:12 pmIAD - SXM
2 stops16h 48mAir Canada
Sun 12/213:40 pmSXM - IAD
1 stop20h 55mAir Canada
Deal found 9/9$479
This Air Canada deal was found by Cheapflights users on 9/9. 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 11/3010:12 pmIAD - SXM
2 stops16h 48mAir Canada
Fri 12/195:00 pmSXM - IAD
2 stops24h 13mAir Canada
Deal found 9/9$486

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 September 11, 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 10/4

2:25 am-11:27 am

1 stop9h 02m

Simpson Bay Princess Juliana

Fri 10/10

12:24 pm-12:30 am

1 stop12h 06m

$519

Washington, D.C.Simpson Bay

IAD - SXM

IADSXM

Washington, D.C. Dulles Intl

Thu 11/13

1:13 am-11:28 am

1 stop9h 15m

Simpson Bay Princess Juliana

Wed 11/19

12:24 pm-3:22 am

1 stop15h 58m

$519

Washington, D.C.Simpson Bay

IAD - SXM

IADSXM

Washington, D.C. Dulles Intl

Thu 10/9

2:25 am-11:27 am

1 stop9h 02m

Simpson Bay Princess Juliana

Sun 10/12

12:24 pm-12:30 am

1 stop12h 06m

$519

Washington, D.C.Simpson Bay

IAD - SXM

IADSXM

Washington, D.C. Dulles Intl

Sat 12/6

1:13 am-11:28 am

1 stop9h 15m

Simpson Bay Princess Juliana

Wed 12/10

12:24 pm-3:22 am

1 stop15h 58m

$555

Washington, D.C.Simpson Bay

IAD - SXM

IADSXM

Washington, D.C. Dulles Intl

Sun 11/30

6:00 am-2:55 pm

1 stop7h 55m

Simpson Bay Princess Juliana

Fri 12/19

3:25 pm-12:14 am

1 stop9h 49m

$567

Washington, D.C.Simpson Bay

IAD - SXM

IADSXM

Washington, D.C. Dulles Intl

Sun 10/19

6:15 am-2:00 pm

2 stops31h 45m

$172

Washington, D.C.Simpson Bay

IAD - SXM

IADSXM

Washington, D.C. Dulles Intl

Wed 10/29

9:45 am-3:00 pm

2 stops53h 15m

$181

Washington, D.C.Simpson Bay

IAD - SXM

IADSXM

Washington, D.C. Dulles Intl

Thu 12/4

9:00 am-4:00 pm

1 stop30h 00m

$191

Washington, D.C.Simpson Bay

IAD - SXM

IADSXM

Washington, D.C. Dulles Intl

Thu 11/27

4:25 pm-4:00 pm

1 stop22h 35m

$196

Washington, D.C.Simpson Bay

IAD - SXM

IADSXM

Washington, D.C. Dulles Intl

Fri 10/3

1:55 pm-2:00 pm

3 stops24h 05m

$197

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 14 results
1
2

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 $459). Flying from Washington, D.C. Dulles Intl Airport 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.

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 September 11, 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 at noon could potentially save you up to 29% 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 September 11, 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.
8.0
Very good

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good
8.0
Very good

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 9h 02m. 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 United Airlines, from $548, and American Airlines, from $549. Users have found that Delta is 27% 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 $638. While the most popular route (Washington, D.C. Dulles Intl - Simpson Bay Princess Juliana) can be booked for $455 on average, our data indicates $950 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 $459). Flying from Washington, D.C. Dulles Intl Airport 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 Dulles Intl to Simpson Bay

See prices for flight routes from nearby airports that may be better suited for you.

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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$547Average$652FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$548Average$774FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$549Average$764FlexibilityNo cancel feeOn-time71%

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