IAD - SXM

$152 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 1/8. 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
$423
Typical prices: $702-$1,262
Multiple Airlines
Sun 12/14Sun 12/21
IAD - SXM • 2 stops
Cheapest non-stop
$653
Typical prices: $782-$1,260
United Airlines
Mon 12/29Wed 12/31
IAD - SXM • Non-stop
Top airlines
Air Canada
Cheapest • from $495 (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
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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

Sun, Dec 14 - Sun, Dec 21
Multiple Airlines Logo
9:20 pm - 2:15 pmIAD-SXM
15h 55m2 stops
Multiple Airlines Logo
1:45 pm - 7:31 pmSXM-IAD
6h 46m1 stop
$423Multiple Airlines
Find Deal
Sun, Dec 28 - Wed, Dec 31
Multiple Airlines Logo
1:13 am - 11:28 amIAD-SXM
9h 15m1 stop
Multiple Airlines Logo
3:20 pm - 11:38 amSXM-IAD
21h 18m2 stops
$475Multiple Airlines
Find Deal
Thu, Nov 20 - Sun, Nov 23
Multiple Airlines Logo
11:12 am - 2:15 pmIAD-SXM
26h 03m2 stops
Multiple Airlines Logo
1:45 pm - 7:11 pmSXM-IAD
6h 26m1 stop
$481Multiple Airlines
Find Deal
Fri, Dec 12 - Tue, Dec 16
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
$495Air Canada
Find Deal
Fri, Dec 12 - Fri, Dec 19
Air Canada Logo
4:30 pm - 4:00 pmIAD-SXM
22h 30m1 stop
Air Canada Logo
5:00 pm - 3:46 pmSXM-IAD
23h 46m1 stop
$498Air Canada
Find Deal
Sun, Dec 7 - Wed, Dec 10
Delta Logo
6:00 am - 2:28 pmIAD-SXM
7h 28m1 stop
Delta Logo
3:53 pm - 12:12 amSXM-IAD
9h 19m1 stop
$537Delta
Find Deal
Fri, Dec 12 - Fri, Dec 19
United Airlines Logo
10:35 pm - 3:57 pmIAD-SXM
16h 22m1 stop
United Airlines Logo
4:55 pm - 8:30 pmSXM-IAD
4h 35mnonstop
$552United Airlines
Find Deal
Sat, Feb 21 - Wed, Feb 25
American Airlines Logo
2:06 pm - 12:40 pmIAD-SXM
21h 34m2 stops
American Airlines Logo
5:33 pm - 4:11 pmSXM-IAD
23h 38m2 stops
$562American Airlines
Find Deal
Sat, Feb 21 - Wed, Feb 25
American Airlines Logo
9:12 am - 2:19 pmIAD-SXM
28h 07m1 stop
American Airlines Logo
4:40 pm - 11:28 pmSXM-IAD
7h 48m1 stop
$565American Airlines
Find Deal
Sun, Jan 18 - Wed, Jan 21
United Airlines Logo
8:41 am - 1:50 pmIAD-SXM
4h 09mnonstop
United Airlines Logo
2:52 pm - 7:30 amSXM-IAD
17h 38m1 stop
$568United Airlines
Find Deal
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 December.

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 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 December and April, where the average cost of round-trip tickets is $935 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 26 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$152
Best time to beat the crowds with an average 11% 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 $152 for a one-way ticket and $423 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?

    You can catch a nonstop flight from Washington Dulles Airport to Simpson Bay on Saturday.

  • 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 $771 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 $343 or less one-way and $681 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 7992 reviews
7.9Entertainment
8.2Boarding
7.3Food
8.5Crew
7.9Comfort
Airline reviews

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

8.0 ExcellentJulie, Oct 2025LAX - SFO
Read more Delta reviews

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

The aircraft interior is old and tired on this aircraft. The entertainment system never worked despite the crews attempt to reset the system.

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

Old plane and old configuration/seats but still comfortable for a morning flight

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

Flight was crowded and the woman sitting on my left was large & kept crouching in to my space. You need bigger seats or smaller passengers to fit into the seats you DO have! Snack were OK. Would appreciate if airlines had more savory rather than sweet snacks, thank you!

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

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.

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

Flight delayed and missed connection. Rescheduled flight cancelled after 6 hrs wait. Rerouted thru ORD, flight cancelled, overnight stay in ORD. Still in the air on new flight!

We are too tired and frustrated to comment politely at this point

Terrible. Our luggage was delayed and couldn’t be delivered for several days. We got bad information from the airline agents at baggage claim. We had to pick up our car so we wouldn’t be charged for an extra day. We got lost in the maze of airport parking. The baggage claim agents didn’t offer us any compensation for our extra time and expense. We are tired, hungry and very frustrated.

The flight was flawless and we even arrived between 20 and 25 minutes early!

The only thing to like was that we eventually got to our destination

Delayed delayed delayed and no offer for food or vouchers

Disliked having to wait a little longer to disembark from the plan when we landed in London

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

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