IAD - SXM

$181 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 10/29. 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

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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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, Nov 29 - Sat, Dec 6
Multiple Airlines Logo
10:12 pm - 4:00 pmIAD-SXM
40h 48m2 stops
Multiple Airlines Logo
4:30 pm - 12:19 amSXM-IAD
8h 49m1 stop
$394Multiple Airlines
Find Deal
Fri, Jan 23 - Mon, Jan 26
Multiple Airlines Logo
5:20 pm - 3:20 pmIAD-SXM
21h 00m1 stop
Multiple Airlines Logo
5:00 pm - 4:30 pmSXM-IAD
24h 30m1 stop
$458Multiple Airlines
Find Deal
Sat, Feb 21 - Sat, Feb 28
Multiple Airlines Logo
9:45 am - 2:40 pmIAD-SXM
27h 55m1 stop
Multiple Airlines Logo
4:30 pm - 4:32 pmSXM-IAD
25h 02m1 stop
$466Multiple Airlines
Find Deal
Sun, Jan 25 - Sat, Jan 31
Multiple Airlines Logo
10:06 pm - 4:00 pmIAD-SXM
16h 54m1 stop
Multiple Airlines Logo
4:30 pm - 4:32 pmSXM-IAD
25h 02m1 stop
$472Multiple Airlines
Find Deal
Fri, Dec 12 - Mon, Dec 15
Air Canada Logo
5:15 pm - 2:40 pmIAD-SXM
20h 25m2 stops
Air Canada Logo
5:00 pm - 11:39 amSXM-IAD
19h 39m2 stops
$483Air Canada
Find Deal
Wed, Dec 17 - Thu, Dec 25
Air Canada Logo
9:45 am - 2:40 pmIAD-SXM
27h 55m1 stop
Air Canada Logo
3:40 pm - 8:59 pmSXM-IAD
30h 19m1 stop
$509Air Canada
Find Deal
Tue, Dec 16 - Thu, Dec 25
United Airlines Logo
6:00 am - 1:50 pmIAD-SXM
6h 50m1 stop
United Airlines Logo
4:55 pm - 8:30 pmSXM-IAD
4h 35mnonstop
$557United Airlines
Find Deal
Mon, Nov 10 - Thu, Nov 20
Delta Logo
7:01 am - 2:55 pmIAD-SXM
6h 54m1 stop
Delta Logo
4:20 pm - 9:10 amSXM-IAD
17h 50m1 stop
$567Delta
Find Deal
Mon, Nov 10 - Tue, Nov 18
American Airlines Logo
5:29 pm - 2:19 pmIAD-SXM
19h 50m2 stops
American Airlines Logo
3:20 pm - 10:19 amSXM-IAD
19h 59m2 stops
$572American Airlines
Find Deal
Sat, Feb 21 - Wed, Feb 25
American Airlines Logo
5:54 pm - 1:50 pmIAD-SXM
18h 56m1 stop
American Airlines Logo
4:15 pm - 8:40 amSXM-IAD
17h 25m2 stops
$579American Airlines
Find Deal

Everything you should know

Top airlines
Air Canada
Cheapest • from $483 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
August
Cheapest • 18% price drop
July
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Nonstop flights
1 day a week
There are direct flights from Dulles Intl to Simpson Bay 1 day a week: Sat.
Direct flights
Direct flights
Direct flights
Direct flights
Cheapest round-trip
$394
Overall average: $742
Multiple Airlines
Sat 11/29Sat 12/6
IAD - SXM • 2 stops
Cheapest non-stop
$598
Typical prices: $934-1168
United Airlines
Thu 12/18Wed 12/24
IAD - SXM • Non-stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Simpson Bay!
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, Monday is the cheapest day to fly and Thursday 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 December and April, where the average cost of round-trip tickets is $987 and $901 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 2 stops layover the cheapest option at $698 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 24 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$181
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 7% 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 $181 for a one-way ticket and $394 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?

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

  • 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 $652 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 $773 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 $408 or less one-way and $712 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

Saturday

United Airlines

United Airlines

See more direct flights

Direct returns

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

Saturday

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 7954 reviews
7.9Comfort
8.2Boarding
7.9Entertainment
7.3Food
8.5Crew
Airline reviews

Passengers need to check in big baggage instead of bringing on the plane. That cause inconvenience for everyone. Otherwise flight was good.

8.0 ExcellentTarun, Sep 2025MCO - LHR
Read more Delta reviews

Passengers need to check in big baggage instead of bringing on the plane. That cause inconvenience for everyone. Otherwise flight was good.

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

The food was terrible especially for a 15 hour international flight. The crew was unpleasant as well.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Quick check in. Everything went smooth. I don't know what can be done about airline food.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Nothing special. The crew never went out of their way for anything.

We had to deboard 2 times due to maintenance issues. They changed the plane, and then we got deviated to LAX due to maibtenance issues on the other plane, had to sleep at LAX and los a full day.

Everything was good, except the seats in economy were so close together, you could barely get out when the seat in front of your was reclined. If the airlines keep jamming in more and more seats, it will become intolerable. I will look for another airline that considers customer comfort and does not keep adding more rows of seats for more profit.

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

Was on time until within 1 hour of flight-how does that happen? Staff very friendly.

I liked the choice of lemon ginger tea. I think stewardesses can be more considerate of older people needs.

We were given vouchers we couldn’t use with a 5.5 hour delay

I fly UAL 7-8 times per year. This flight was not up to snuff because it boarded very late "due to unexpected delays in restocking the plane" and yet Flight Aware showed the plane had landed some 10 hours earlier--so I think they could have planned accordingly. The FA's were nice but harried. The video system had to be rebooted 3-4 times. The food service was rather abrupt; they forgot my row and when I asked for my meal, they brought it with some impatience. Overall, the flight was fine, but the little details made it feel somewhat mundane and hurried.

Given it’s a red-eye into Charolotte, we didn’t get any food. The survey does not include “N/A” so the rating will be skewed.

Great. Quick and quiet and east. The breakfast choices were a welcome surprise!

American airlines suck they delay the flights all the time made me sleep in an airport because my flight was delayed and I miss my connecting flight

There's nothing I liked about it. For first off I scheduled this trip two weeks in advance then they delayed my flight which messed up my whole trip. So I scheduled it for the following weekend thinking there won't be a delay and guess what as soon as I got to the airport we said in the airplane on the tarmac for an hour and a half. Not only was it delayed I missed my connecting flight meaning I had to stay the night at Dallas-Fort Worth airport sleeping on the floor. I will tell you this I will never fly American airlines ever again I have had nothing but horrible experience with them and I just throw money at them

The stewardess hit me with the food kart twice on the head and didn't say I'm sorry once. The same stewardess gave me a warm Apple Juice with No ice. The Flight was delayed for Departure 6 times, starting from 2:36pm, finally taking off 7:50pm. I was late picking up my child from the sitter by 3 hours.

Don’t know they cancelled the flight day before I was to leave. They sent a email at 9:00 pm at night saying they cancelled. That is the smooth way to say we don’t want your business! I think they didn’t have enough people booking so they cancelled the flight! It’s all about the money anymore there is no honesty in business.

It took way too long to diagnose and solve the problem of a broken crew member cabin seat. Though compensation for the volunteer who left the flight was very kind.

We fly American Airlines quite a bit. And we always fly business class when traveling internationally. We were a bit disappointed with the comfort of this particular plane as well as the entertainment options.

The AA staff person who checked our bags was curt and almost rude. The FA also seemed unhappy doing her job. Overall it was like riding the school bus back in grade school.

They are still charging me after taking 466 and 833 for round trip from AR to to Bradley airport from 19 to 21. Then poor experience. Am hurt and I will say it on social media. Please stay away from this airline. I see in my bank account they are still taking 644. Am trying to stop it. I used to fly United airlines and I suggest that if you don't want extra charges and good service you go back there. American airlines delayed my flight again and I was late for my meeting, no recompensation but charging me over and over.

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

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