IAD - SXM

$143 Find Cheap Flights from Washington Dulles Airport to Simpson Bay - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Dulles Intl to Simpson Bay departing on 8/15. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$375
Typical prices: $603-$907
American Airlines
Sat 9/5Sat 9/12
IAD - SXM • 1 stop
Cheapest non-stop
$518
Typical prices: $572-$797
United Airlines
Sun 1/10Sun 1/17
IAD - SXM • Non-stop
Top airlines
Cheapest • from $375 (round-trip)
Best reviews • 7.8 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with United Airlines. Average duration is 4h 16m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top layover airports
Cheapest • Avg $700 (round-trip)
Shortest trip • 6h 43m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 36% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 40% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
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We hope you love your trip to Simpson Bay!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Dulles Intl to Simpson Bay (IAD-SXM)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Dulles Intl to Simpson Bay that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Dulles Intl to Simpson Bay

Sat, Sep 5 - Sat, Sep 12
American Airlines Logo
6:33 am - 1:32 pm
IAD
-
SXM
6h 59m
1 stop
American Airlines Logo
2:53 pm - 10:51 pm
SXM
-
IAD
7h 58m
1 stop
$375American Airlines
Sun, Aug 23 - Thu, Aug 27
American Airlines Logo
6:33 am - 1:42 pm
IAD
-
SXM
7h 09m
1 stop
American Airlines Logo
2:42 pm - 10:55 pm
SXM
-
IAD
8h 13m
1 stop
$375American Airlines
Thu, Aug 20 - Mon, Aug 24
American Airlines Logo
6:17 am - 3:39 pm
IAD
-
SXM
9h 22m
2 stops
American Airlines Logo
4:39 pm - 8:56 pm
SXM
-
IAD
28h 17m
2 stops
$380American Airlines
Sat, Dec 5 - Thu, Dec 10
United Airlines Logo
6:20 am - 3:57 pm
IAD
-
SXM
8h 37m
1 stop
United Airlines Logo
2:52 pm - 11:00 pm
SXM
-
IAD
9h 08m
1 stop
$405United Airlines
Mon, Sep 21 - Wed, Oct 21
Delta Logo
6:00 am - 1:53 pm
IAD
-
SXM
7h 53m
1 stop
Delta Logo
3:14 pm - 9:12 am
SXM
-
IAD
17h 58m
1 stop
$405Delta
Mon, Sep 14 - Thu, Sep 17
Delta Logo
6:00 am - 1:53 pm
IAD
-
SXM
7h 53m
1 stop
Delta Logo
3:18 pm - 12:41 am
SXM
-
IAD
9h 23m
1 stop
$405Delta
Mon, Sep 21 - Thu, Oct 22
Delta Logo
6:00 am - 1:53 pm
IAD
-
SXM
7h 53m
1 stop
Delta Logo
3:14 pm - 9:12 am
SXM
-
IAD
17h 58m
1 stop
$405Delta
Sun, Jan 17 - Wed, Jan 20
United Airlines Logo
8:41 am - 1:50 pm
IAD
-
SXM
4h 09mnonstop
United Airlines Logo
2:52 pm - 7:19 am
SXM
-
IAD
17h 27m
1 stop
$408United Airlines
Thu, Oct 22 - Mon, Oct 26
Air Canada Logo
9:55 am - 5:00 pm
IAD
-
SXM
7h 05m
1 stop
Air Canada Logo
3:45 pm - 3:45 pm
SXM
-
IAD
24h 00m
1 stop
$424Air Canada
Sat, Oct 24 - Wed, Oct 28
Air Canada Logo
9:55 am - 5:00 pm
IAD
-
SXM
7h 05m
1 stop
Air Canada Logo
3:45 pm - 3:45 pm
SXM
-
IAD
24h 00m
1 stop
$424Air Canada
Booking Insights

KAYAK's insights & trends for Dulles Intl to Simpson Bay flights

Get data-powered insights and trends into flights from Dulles Intl to Simpson Bay to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Washington, D.C. Dulles Intl Airport to Simpson Bay?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Washington, D.C. Dulles Intl Airport to Simpson Bay departing in August.

Flight prices are typical for this route right now.

Flights to Simpson Bay from Washington, D.C. Dulles Intl Airport usually cost between $367 and $610 in August.
The lowest price found in the past 5 days was $375 on American Airlines (Aug 23-Aug 27).

What’s the cheapest day of the week to fly from Washington Dulles Airport to Simpson Bay?

The average price of all round-trip flights from Washington, D.C. Dulles Intl Airport to Simpson Bay clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Washington Dulles Airport to Simpson Bay, look for departures on Tuesdays and avoid leaving on a Thursday, as it's usually the priciest day. When flying back from Simpson Bay, Wednesday is the cheapest day to fly and Friday is the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Washington, D.C. Dulles Intl Airport to Simpson Bay, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Washington, D.C. Dulles Intl Airport to Simpson Bay is August, where tickets cost $399 (return) on average. On the other hand, the most expensive months are December and April, where the average cost of round-trip tickets is $802 and $732 respectively.

Can I save money by flying with a layover from Washington, D.C. Dulles Intl Airport to Simpson Bay?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $623 on average.

How far in advance should I book a flight from Washington, D.C. Dulles Intl Airport to Simpson Bay?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Washington, D.C. Dulles Intl Airport to Simpson Bay, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Washington, D.C. Dulles Intl Airport to Simpson Bay, you should book around 4 weeks before departure, which saves you about 36% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Good to know

Low season

April

Cheapest flight

$143
Best time to beat the crowds but there is an average 10% increase in price.
Most popular time to fly with an average 4% increase in price.
Flight from Washington Dulles Airport to Simpson Bay

When to book flights from Dulles Intl to Simpson Bay

Are your dates flexible? Find out the best times to travel from Dulles Intl to Simpson Bay based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Washington Dulles Airport to Simpson Bay flights

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

    In the last 5 days, the lowest price for a flight from Washington, D.C. Dulles Intl Airport to Simpson Bay was $143 for a one-way ticket and $375 for a round-trip.

  • Do I need a passport to fly between Washington Dulles Airport and Simpson Bay?

    Yes, you'll most likely have to show a valid passport before boarding the plane in Washington Dulles Airport and on arrival in Simpson Bay.

  • Which airports will I be using when flying from Washington Dulles Airport to Simpson Bay?

    When flying out of Washington Dulles Airport you will be using Washington, D.C. Dulles Intl. You will be landing at Simpson Bay, also known as Simpson Bay Princess Juliana.

  • Which airlines offer Wi-Fi service onboard planes from Washington Dulles Airport to Simpson Bay?

    Only JetBlue offers inflight Wi-Fi service on the Washington Dulles Airport to Simpson Bay flight route.

  • Which aircraft models fly most regularly from Washington Dulles Airport to Simpson Bay?

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Washington Dulles Airport to Simpson Bay flight route.

  • Which airline alliances offer flights from Washington Dulles Airport to Simpson Bay?

    SkyTeam, oneworld, and Star Alliance are the airline alliances operating flights between Washington Dulles Airport and Simpson Bay, with SkyTeam being the most commonly used for this route.

  • On which days can I fly direct from Washington Dulles Airport to Simpson Bay?

    There are nonstop flights from Washington Dulles Airport to Simpson Bay on a daily basis.

  • Which is the best airline for flights from Washington, D.C. to Simpson Bay, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Washington, D.C. to Simpson Bay are Delta and United Airlines. With an average price for the route of $657 and an overall rating of 7.8, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $682 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Washington Dulles Airport to Simpson Bay?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Washington Dulles Airport to Simpson Bay.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Washington Dulles Airport to Simpson Bay?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Simpson Bay from Washington Dulles Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Washington Dulles Airport to Simpson Bay?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Simpson Bay with an airline and back to Washington Dulles Airport with another airline. Booking your flights between Washington Dulles Airport and SXM can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Washington Dulles Airport to Simpson Bay?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Simpson Bay from Washington Dulles Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Washington, D.C. Dulles Intl Airport to Simpson Bay

  • Looking for a cheap flight? 25% of our users found flights on this route for $304 or less one-way and $473 or less round-trip.

Prefer to fly direct from Washington Dulles Airport to Simpson Bay?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Washington, D.C. Dulles Intl to Simpson Bay Princess Juliana.
Find which airlines fly direct from Washington, D.C. Dulles Intl Airport to Simpson Bay Princess Juliana Airport, which days they fly and book direct flights.

Direct departures

Washington, D.C. Dulles Intl to Simpson Bay Princess Juliana

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Direct returns

Simpson Bay Princess Juliana to Washington, D.C. Dulles Intl

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Reviews of the top 3 airlines serving from Dulles Intl to Simpson Bay

 
See real verified KAYAK customer reviews for airlines flying from Washington, D.C. to Simpson Bay. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Dulles Intl to Simpson Bay? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.8
DeltaOverall score based on 8482 reviews
7.8Entertainment
8.1Boarding
8.5Crew
7.2Food
7.8Comfort
Airline reviews

My son’s suitcase was left behind at SFO and did not make the flight.

6.0 GoodJorge, Jul 2026
SFO - GDL
Read more Delta reviews

My son’s suitcase was left behind at SFO and did not make the flight.

The gentleman at the gate I think his name is RIE was exceptional

This flight was no comparison to our prior flight. I'm thinking it all has to do with the age of the aircraft.

2 of the seats in row 31 the entertainment system was not working, and one seat the tray table did not go all the way down. Flight arrived early and departed on time which was great.

Waited at the usual crowded gate at DCA where one ends up standing up because there aren't enough seats.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

Inexpensive, got an exit row aisle aeat with no middle passenger, bought a great breakfast sandwich, flight comfortable & arrived ahead of schedule.

I wouldn't say I liked being forced to check my small roller bag at the gate; too many people had bags and were in a higher boarding group.

715PM departure was 2.5 hours late. Received hotel & food voucher but after we already booked a room. Entire team just seemed like they were 2-3 steps behind in execution, and notifcations.

Flight delayed for people who “should’nt have gotten thru tsa” had to look for their bags took two hours With no explanation had never happened Poorly handled

Delayed 2 hours while stuck on the aircraft. If the luggage was properly loaded the first time we probably wouldn’t have been delayed at all

1. Everything was satisfactory concerning the flight. 2. Can't think of what could be better right now.

Onboard staff was courteous, helpful, responsive and friendly. The boarding process was disorganized, poorly communicated, and disheveled. Gate agents were yelling instead of using the PA system, didn’t communicate the timing delay of our flight, and created an atmosphere of chaos rather than order and communication. As far as I know, there was no reason for their. I would hate to see how it operated under extreme conditions. I’ve never seen United Airlines operations in such a state.

The flight did not have its customary snacks during the flight. Apparently they were never loaded on the plane.

Worst service- attendants dont want to help and sat us in front of bathroom

We sat on the hot plane for ours with very conflicting messages. Some (most?) of this may be due to the flight control staff, but we were also repeatedly getting "we are leaving"/"we are not" messages. It was very uncomfortable

Staff could’ve been a little more cordial. The men were much more friendlier than the women. My daughter and I also missed the 2nd to last meal as we were sleeping but that is on us.

Like: departed and arrived on time. Unlike: Food options for purchase allways bad, 1 of 2 of the crew members not very friendly at all. Seats and leg room aweful. At this point I am thinking on switching to AA.

Our flight was canceled same day and we were never informed. Had to pay more and worse seating on another airline.

Did not like that we couldn't complete check in on-line without providing pictures of our passports. Worry about identity theft. We had no delays and boarding was handled In an efficient manner.

Patrons with larger bags were asked to check the bags when boarding. Seems like the most effective, and least costly way, way to successfully use the cramped space.

They cancelled our flight two times after rebooking us for a later flight. We never got on the plane. We found another solution by driving.

Mostly great. Only issue was with the WiFi. Halfway through the flight it was spotty and I was unable to work as I planned. This impacted my work products as I am traveling for business and it was an unexpected hindrance which was inconvenient. Flight here was amazing. For a 5 hour flight something more than a Biscoff would be nice but I’m just swinging at windmills I guess…

Delayed boarding because a flight attendant couldn't find the gate...sat on the plane for over an hour at the gate because AA couldn't get one of the planes behind us to move

The seats were extremely cramped, with very little legroom or personal space. There was no room left in the overhead bins for a backpack, and the space under the seat in front was so limited that I could barely fit my bag underneath. Overall, the seating arrangement felt very uncomfortable and overcrowded.

As always, most AA flights that we fly are almost ALWAYS delayed and that too multiple times. Very frustrating

The small flights with Valet Luggage has a poor service

Overall a good experience, however Wifi was not working on the flight.

Human interaction. Thought there would be more service-even a smile would have been nice.

Baggage claim took too long and priority bags were not delivered first.

Everything you need to know for your flight from Dulles Intl to Simpson Bay

Information on your arrival and departure airports