IAD - SXM

$103 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 1/10. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$441
Overall average: $734
Multiple Airlines
Sun 1/11Sat 1/17
IAD - SXM • 1 stop
Cheapest non-stop
$548
Typical prices: $647-$932
United Airlines
Sun 1/11Sun 1/18
IAD - SXM • Non-stop
Top airlines
Air Canada
Cheapest • from $500 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
August
Cheapest • 17% price drop
July
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, Jan 11 - Sat, Jan 17
Multiple Airlines Logo
10:06 pm - 4:00 pm
IAD
-
SXM
16h 54m1 stop
Multiple Airlines Logo
3:09 pm - 11:43 am
SXM
-
IAD
21h 34m1 stop
$441Multiple Airlines
Mon, Jan 5 - Mon, Jan 12
Air Canada Logo
10:08 pm - 2:40 pm
IAD
-
SXM
15h 32m2 stops
Air Canada Logo
5:00 pm - 11:49 am
SXM
-
IAD
19h 49m2 stops
$442Air Canada
Thu, Jan 8 - Sun, Jan 18
Multiple Airlines Logo
7:19 pm - 12:45 pm
IAD
-
SXM
16h 26m1 stop
Multiple Airlines Logo
3:15 pm - 7:51 am
SXM
-
IAD
17h 36m2 stops
$443Multiple Airlines
Fri, Feb 20 - Tue, Mar 3
Multiple Airlines Logo
9:32 pm - 2:10 pm
IAD
-
SXM
39h 38m3 stops
Multiple Airlines Logo
3:15 pm - 11:23 am
SXM
-
IAD
21h 08m3 stops
$454Multiple Airlines
Fri, Jan 23 - Mon, Jan 26
Multiple Airlines Logo
5:33 pm - 1:59 pm
IAD
-
SXM
19h 26m1 stop
Multiple Airlines Logo
5:00 pm - 11:48 am
SXM
-
IAD
19h 48m1 stop
$456Multiple Airlines
Fri, Feb 6 - Mon, Feb 9
Multiple Airlines Logo
5:33 pm - 1:59 pm
IAD
-
SXM
19h 26m1 stop
Multiple Airlines Logo
5:00 pm - 8:29 pm
SXM
-
IAD
28h 29m1 stop
$461Multiple Airlines
Fri, Feb 6 - Mon, Feb 9
Multiple Airlines Logo
5:33 pm - 1:59 pm
IAD
-
SXM
19h 26m1 stop
Multiple Airlines Logo
5:00 pm - 11:35 am
SXM
-
IAD
19h 35m2 stops
$464Multiple Airlines
Mon, Jan 5 - Mon, Jan 12
Air Canada Logo
9:45 am - 2:40 pm
IAD
-
SXM
27h 55m1 stop
Air Canada Logo
5:00 pm - 8:26 pm
SXM
-
IAD
28h 26m1 stop
$468Air Canada
Sun, Jan 4 - Sat, Jan 10
Air Canada Logo
10:08 pm - 2:40 pm
IAD
-
SXM
39h 32m2 stops
Air Canada Logo
5:00 pm - 9:25 pm
SXM
-
IAD
29h 25m2 stops
$469Air Canada
Tue, Jan 6 - Mon, Jan 12
Air Canada Logo
4:30 pm - 4:00 pm
IAD
-
SXM
22h 30m1 stop
Air Canada Logo
5:00 pm - 4:30 pm
SXM
-
IAD
24h 30m1 stop
$471Air 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 Wednesdays and avoid leaving on a Tuesday, as it's usually the priciest day. When flying back from Simpson Bay, Wednesday is the cheapest day to fly and Sunday 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 $934 and $887 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.

No, with an average price for the route of $677, prices are generally cheapest when you fly direct.

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$103
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 6% 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 $103 for a one-way ticket and $441 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 $657 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 $764 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 $461 or less one-way and $616 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 8010 reviews
8.1Boarding
7.9Entertainment
7.9Comfort
8.5Crew
7.3Food
Airline reviews

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

10.0 ExcellentMargaret, Dec 2025
BOS - PIT
Read more Delta reviews

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

None of the airplane features were available during the flight.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Getting to the flight was arduous and lengthy. The flight itself was good but the food option wasn’t a good selection. I need to do a Kosher option on my return. Flight crew were nice

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

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.

Short flight but an "eager to help" crew made the journey more enjoyable!

During booking, I kept trying submitting my payment from the Mexican website and it didn't work. After I had the idea to change it to the Canadian website, it worked but I had to be charged the equivalent of 50 CAD more. I received the clear instruction that I would only be able to check-in at the airport and that it was impossible to select a seat 24 hours before departure, that I had to pay 144 CAD to do so, although not only was I able to check-in 24 hours before departure, but I could have selected my seats for free then. All in all, I almost threw $200 out the window due to misleading information. Besides, the app kept crashing, the information to get to the gate on the app was inaccurate, my gate was switched and I was only informed once in the air (luckily I had noticed the departure pannel), I was not addressed in my language beforehand and even if I tried I was immediately answered in English (which meant the crew understood but didn't want to answer accordingly), there was only one snack & beverage service on my medium haul flight and no beverage service on my short haul flight. To be fair, the planes were comfortable, the crew apart from the language issue was helpful, dynamic and engaging, the plane was clean and the directions were clear and direct. United has a lot of potential to be one of my favourite airlines, but the devil is in the details and a lot of them missed the target.

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

Great service on board. Boarding a bit slow due to process. Food was pretty average.

Very small cramped plane for an international flight. Everything else was good, but it was maybe the smallest comfort-wise I've ever been on for longer than 3-4 hours and the trip was 7.5

Flight was delayed 3 hours. No food and drink vouchers was provided. They offered a mini pretzel bag and water .

Staff was rude. Didn’t give water for 2 hours. Worst service

Gate was overcrowded. Gate agents performed very well. Flight crew was top notch! Efficient & professional & courteous. Both meals not thermalized well. Dinner main dish was actually cold in the center. Almost inedible. Breakfast sandwich was lukewarm.

The boarding was as always, the crew tried their best but not enough. The food was a disaster I had dietary restrictions that were half met because the company did not loaded the food for the flight. The entertainment screen was fine but content was not and also they removed the free messaging option from the flight and they charged 30 dollars for that crappy bandwidth. This flight is not worth the cost and the company is going down on quality.

Not comparable to Qatar Airways services on flights to Doha. Flight attendants provided basic services; I was never recognized by name or as an Executive Platinum member. Restrooms were not kept clean during the flight.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

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

I got sick nothing contagious but distressing enough and the care I received on the flight was astounding.

Waaay too small plane. They also need to up the size of the overhead bins. I would love to keep me 3k with of camera equipment in my hard case baggahe instead of it being thrown into the belly of the plane

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

Flight delay was communicated before leaving for airport which caused it to be a non-event. Great flight and crew!

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

Information on your arrival and departure airports