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Simpson Bay

$564+ Cheap flights from Wilmington (ILM) to Simpson Bay (SXM)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/7. Fares are subject to change and may not be available on all flights or dates of travel.
ILM — SXM
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Find flight deals from Wilmington to Simpson Bay

Cheapest flights from Wilmington to Simpson Bay
Explore the most affordable flight options available from Wilmington to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2025.

This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/68:39 pmILM - SXM
1 stop16h 19mAmerican Airlines
Sat 12/135:25 pmSXM - ILM
2 stops20h 39mAmerican Airlines
Deal found 10/27$608
This American Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/252:38 pmILM - SXM
2 stops20h 58mAmerican Airlines
Thu 1/13:28 pmSXM - ILM
2 stops18h 08mAmerican Airlines
Deal found 10/28$902
This Mytrip deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:03 pmILM - SXM
3 stops38h 22mMultiple Airlines
Thu 1/111:30 amSXM - ILM
2 stops12h 13mMultiple Airlines
Deal found 10/28$1,430

Cheap flight deals from Wilmington to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Wilmington (ILM) to Simpson Bay (SXM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$564
(American Airlines)

Popular in

June

Cheapest in

August

Average price

$737
Provider with most accurate pricing for Wilmington New Hanover County-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Wilmington New Hanover County-Simpson Bay Princess Juliana flights.
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From Wilmington New Hanover County to Simpson Bay Princess Juliana
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($118 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($34 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Wilmington to Simpson Bay that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 29, 2025.
Use the filters below to find and compare flights from Wilmington to Simpson Bay that are best for you.

Fly from

Wilmington

Fly to

Simpson Bay

Route

Depart

Return

Price

WilmingtonSimpson Bay

ILM - SXM

ILMSXM

Wilmington New Hanover County

Sat 2/7

6:38 pm-12:58 pm

1 stop17h 20m

Simpson Bay Princess Juliana

Sat 2/14

5:10 pm-8:35 am

1 stop16h 25m

$564

WilmingtonSimpson Bay

ILM - SXM

ILMSXM

Wilmington New Hanover County

Sat 12/6

8:39 pm-1:58 pm

1 stop16h 19m

Simpson Bay Princess Juliana

Sat 12/13

5:25 pm-1:04 pm

2 stops20h 39m

$608

WilmingtonSimpson Bay

ILM - SXM

ILMSXM

Wilmington New Hanover County

Sun 4/26

6:00 am-3:15 pm

1 stop9h 15m

Simpson Bay Princess Juliana

Wed 4/29

2:25 pm-11:00 pm

1 stop8h 35m

$649

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Compare providers for flights from Wilmington to Simpson Bay

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Wilmington to Simpson Bay in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Wilmington-Simpson Bay flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Wilmington-Simpson Bay flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Wilmington-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Wilmington-Simpson Bay flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Wilmington-Simpson Bay flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Wilmington to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from Wilmington with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Wilmington to Simpson Bay

What is the cheapest month to book a flight from Wilmington to Simpson Bay?

Currently, February is the cheapest month in which you can book a flight from Wilmington to Simpson Bay (average of $244). Flying from Wilmington to Simpson Bay in June is currently the most expensive (average of $629). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Simpson Bay

Get insights into the airlines that provide service to Simpson Bay. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Simpson Bay. Reviews last updated October 29, 2025.
Read reviews from past customers who have flown American Airlines from Wilmington to Simpson Bay. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,030 reviews

Crew

8.0

Overall

7.2

Food

6.4

Comfort

7.2

Boarding

7.5

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
11,030 reviews
American Airlines
7.2
Good
11,030 reviews

Crew

8.0

Overall

7.2

Food

6.4

Comfort

7.2

Boarding

7.5

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Related info for your journey

Find useful and relevant information for your journey from Wilmington to Simpson Bay. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Wilmington to Simpson Bay?

    Airlines like American Airlines fly from Wilmington to Simpson Bay in about 17h 20m. The time it takes to get you to your destination can typically vary by up to . There are 1444 mi between Wilmington and Simpson Bay.

  • What is the cheapest airline to fly from Wilmington to Simpson Bay round-trip?

    According to our current data, American Airlines ($544), offers the cheapest pricing from Wilmington to Simpson Bay. You may be able to fly from Wilmington to Simpson Bay for 22% less than the average price by searching for this airline.

  • Can I find deals for flights from Wilmington to Simpson Bay that include hotel bookings?

    Yes. In addition to deals on Wilmington to Simpson Bay flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Wilmington to Simpson Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Wilmington to Simpson Bay.

  • Can I find deals for business class flights from Wilmington to Simpson Bay?

    Yes. Cheapflights offers flight deals from Wilmington to Simpson Bay by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Wilmington to Simpson Bay?

    Currently, February is the cheapest month in which you can book a flight from Wilmington to Simpson Bay (average of $244). Flying from Wilmington to Simpson Bay in June is currently the most expensive (average of $629). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
Philipsburg

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Top airline flying from Wilmington to Simpson Bay

Discover the top airline that operate flights from Wilmington to Simpson Bay. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$544Average$716FlexibilityNo cancel feeOn-time71%

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