IAD - SXM

$137 Find Cheap Flights from Washington Dulles Airport to Simpson Bay

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 4/6. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Simpson Bay

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Washington, D.C. to Simpson Bay, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Washington, D.C. to Simpson Bay, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$443
Overall average: $725
Air Canada
Sun 3/29Tue 3/31
IAD - SXM • 2 stops
Cheapest non-stop
$506
Typical prices: $985-$2,219
United Airlines
Wed 4/8Wed 4/15
IAD - SXM • Non-stop
Top airlines
Cheapest • from $443 (round-trip)
Best reviews • 7.9 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 12m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top layover airports
Cheapest • Avg $317 (round-trip)
Shortest trip • 6h 47m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 13% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
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

Sun, Mar 29 - Tue, Mar 31
Air Canada Logo
8:15 am - 2:50 pm
IAD
-
SXM
30h 35m
2 stops
Air Canada Logo
2:40 pm - 11:17 am
SXM
-
IAD
20h 37m
1 stop
$443Air Canada
Sat, Apr 4 - Sat, Apr 11
Multiple Airlines Logo
8:15 am - 1:35 pm
IAD
-
SXM
29h 20m
2 stops
Multiple Airlines Logo
4:20 pm - 12:41 am
SXM
-
IAD
8h 21m
1 stop
$444Multiple Airlines
Sat, Apr 4 - Sat, Apr 11
Frontier Logo
5:35 am - 3:15 pm
IAD
-
SXM
9h 40m
1 stop
Frontier Logo
4:20 pm - 12:41 am
SXM
-
IAD
8h 21m
1 stop
$445Frontier
Sun, Apr 5 - Fri, Apr 10
Air Canada Logo
5:35 pm - 2:55 pm
IAD
-
SXM
21h 20m
2 stops
Air Canada Logo
4:00 pm - 7:50 am
SXM
-
IAD
15h 50m
2 stops
$448Air Canada
Sat, May 23 - Sat, May 30
American Airlines Logo
8:22 pm - 1:50 pm
IAD
-
SXM
17h 28m
1 stop
American Airlines Logo
2:50 pm - 12:13 am
SXM
-
IAD
9h 23m
1 stop
$449American Airlines
Tue, Mar 31 - Thu, May 28
Air Canada Logo
10:14 pm - 2:55 pm
IAD
-
SXM
16h 41m
1 stop
Air Canada Logo
2:55 pm - 9:13 pm
SXM
-
IAD
30h 18m
2 stops
$453Air Canada
Sat, May 23 - Sat, Jun 6
American Airlines Logo
8:22 pm - 1:50 pm
IAD
-
SXM
17h 28m
1 stop
American Airlines Logo
1:40 pm - 8:50 am
SXM
-
IAD
19h 10m
2 stops
$454American Airlines
Sun, Mar 29 - Wed, Apr 1
Air Canada Logo
8:15 am - 2:50 pm
IAD
-
SXM
30h 35m
2 stops
Air Canada Logo
4:00 pm - 3:39 pm
SXM
-
IAD
23h 39m
1 stop
$458Air Canada
Fri, Apr 3 - Sat, Apr 11
Frontier Logo
9:45 pm - 3:15 pm
IAD
-
SXM
17h 30m
1 stop
Frontier Logo
4:20 pm - 12:41 am
SXM
-
IAD
8h 21m
1 stop
$461Frontier
Sat, Apr 4 - Mon, Apr 13
Air Canada Logo
12:40 pm - 1:35 pm
IAD
-
SXM
24h 55m
1 stop
Air Canada Logo
4:00 pm - 8:29 pm
SXM
-
IAD
28h 29m
1 stop
$465Air 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.

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 Thursdays and avoid leaving on a Tuesday, as it's usually the priciest day. When flying back from Simpson Bay, Saturday 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 $616 (return) on average. On the other hand, the most expensive months are April and December, where the average cost of round-trip tickets is $985 and $802 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 $647 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 1 week before departure. For the absolute cheapest price, our data suggests you should book 1 week before departure.

Good to know

Low seasonSeptember
Cheapest flight$137
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly and prices are also 4% lower on average.
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 3 days, the lowest price for a flight from Washington, D.C. Dulles Intl Airport to Simpson Bay was $137 for a one-way ticket and $443 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?

    JetBlue, and Delta offer 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?

    oneworld, SkyTeam, and Star Alliance are the airline alliances operating flights between Washington Dulles Airport and Simpson Bay, with oneworld 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 $662 and an overall rating of 7.9, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $713 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 $254 or less one-way and $565 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.
7.9
DeltaOverall score based on 8286 reviews
7.8Entertainment
7.2Food
8.1Boarding
7.9Comfort
8.5Crew
Airline reviews

Perhaps when you’re sitting in 1st class and the crew closes the bathroom for the pilots, there could be a notification other than holding your hands up as a blockade when you get there and you’re told the restrooms are closed please turn around … especially at night when visibility is poor and you’re met by a flight attendants with their arms up

10.0 ExcellentDebra, Mar 2026
PBI - ATL
Read more Delta reviews

Perhaps when you’re sitting in 1st class and the crew closes the bathroom for the pilots, there could be a notification other than holding your hands up as a blockade when you get there and you’re told the restrooms are closed please turn around … especially at night when visibility is poor and you’re met by a flight attendants with their arms up

First class is comfortable. Enjoyed a movie and was able to relax compared to coach.

Loved flying First Class. Very comfortable. The seat was amazing. Enjoyed a movie and was able to relax so much better than in coach.

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

The WiFi was not working. That made for a long flight.

With Aeromexico it ended up good but with Delta it was bad because we did everything through Delta... Showed up at the Delta terminal... It was the wrong place! Nothing ever told us to go to the Aeromexico terminal. It said "in partnership with Aeromexico" but I was never instructed to check in with them or go to their terminal. We had to haul @$$ running through the airport and almost didn't make it thanks to this poor communication. 👎🏽

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

The flight was delayed so we were dead tired, and after that the turbulence was horrible. I was very scared.

Wifi took a while to kick in and we had a maintenance issue that took over 40 mins at the gate in Washington before pulling back

Very good. Because of the delays with my previous flight, I missed my connection, but I was able to book another flight through the United app easily.

Was happy we finally got upgraded in 1st class. The seat getting old. The cushiness need some improvement.

Ineffective communication with United resulted in lost baggage. Their Baggage Tracing counter at MUC was shut down from 11:00-14:15 on my arrival. Undertrained, underinformed staff had me Running all over MUC to find someone to help me to no avail. Staff was rude, unhelpful, and unable to effectively use the systems they did have operational. They refused to contact United in any way or provide any accommodation or other resources while I waited for my luggage. This has destroyed my downstream itinerary. If they had even the slightest visibility I may have been able to reschedule/plan, but again, their staff provided nothing, and did nothing more than their website, which doesn’t even work on a standard phone browser. Miserable failure at all levels that weren’t associated with the operation of the aircraft.

Sat next to a one year old. She crawled all over the place and made me laugh.

The Crew and the food was the worst I ever had in Business Class. First they told us there were no space for carry on. It was plenty of space over our 2 row seats, we had to ask to let us travel with it which was accepted. They were aware that we had to run for the connection due to the previous flight delay. Have us one hour waiting for more customers and not even offer a glass of water. Then started the service and they started to serve other passengers drinks in business and did not offer any drinks until they serve our pre ordered meal and I ask for something to drink. I had to wait until they finished to serve all passengers until Inget something. The crew was the worts I ever had for Business Class in my life.

Not great experience - we were super late boarding due to issues with aircraft. Then when we finally all got onboard and seated and they started taxiing out to the runway they just stopped then turned around and went back to the airport. Apparently the crew “ran out of time” to legally fly us. They mentioned that they were about 2 minutes away from taking off. I understand the rules and safety but kinda wonder why they would have bothered boarding us in the first place? Had to go all the way back and de plane and then wait in a HUGE line to get a hotel (this is somewhere around 2:30am) finally got to hotel by Uber (no shuttle after 20min so gave up) and they ended up putting us all back on the same aircraft at 10am next morning so got about 2.5 hours sleep. They did give us. $250 credit, but it was a São Paulo Brazil flight out of Dulles. The flight and everything was fine.

Starlink wifi on the Embraer E175 is an excellent experience. I was able to connect and work from IAD all the way to approach into BTV.

7 hours delayed due to operational issues on United’s end. Basically laziness.

Not really sure I enjoyed the flight at all. The flight attendants seemed a little tired and rude at times. The snacks were lacking in taste and sustenance. The flight was incredibly turbulent for three plus hours and the pilot had to do a second pass to land at our final destination because he was coming in so fast. He must have taken a short cut and because of it we had to suffer the violent turbulence and the dropping down. It had to be one of if not the worse flights I have ever been on and have traveled vastly all over the world.

Delay after delay with little communication then AA lost my luggage and at airport would not assist just said scan this QR code to track your luggage and submit a claim. However QR code provided did not work so have to go back to airport

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

Flight delay for mechanical. Inbound arrived on time. No one said why mechanical delay.

Flight boarded, departed and landed on time. Excellent service from flight attendant in FIRST

This was one of the most frustrating travel experiences I've had to date. I had changed my flight day of to this one as it was slated to depart on time. It ended up being so delayed that my original flight took off before this one did. The boarding process began but eventually stopped and everyone had to get off the plane as a problem was identified. The person at the front desk just tried to laugh it off as if this wasn't already a huge inconvenience. From there, we eventually got to board only to sit at the gate for an additional hour because of some additional issue. This was extremely frustrating and caused a lot of stress.

It was a little concerning to hear the ground crew arguing with the flight crew over baggage space. Instead of taking them and checking them, they started checking for space in the first class cabin moving items around like the flight crew didn't know what they were doing. I was embarrassed for them.

delayed due to weather. Could not communicate with family since the wifi was broken

I got sick nothing contagious but distressing and the care I received by Kayla? Keighly the flight attendant will be memorable for ever. Thank You

We were told the flight was delayed 5 times, then it was moved to the next day.

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

Information on your arrival and departure airports