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Simpson Bay

$539+ 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 1/3. Fares are subject to change and may not be available on all flights or dates of travel.
ILM — SXM
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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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 September 15, 2025.

Round-trip from

$539
(American Airlines)

Popular in

June

Cheapest in

August
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).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($35 potential savings vs. average RT price).
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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 September 15, 2025.

This American Airlines deal was found by Cheapflights users on 9/14. 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 11/298:38 pmILM - SXM
1 stop16h 22mAmerican Airlines
Sun 12/75:25 pmSXM - ILM
1 stop7h 34mAmerican Airlines
Deal found 9/14$569
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/187:40 pmILM - SXM
2 stops17h 57mAmerican Airlines
Sat 10/254:24 pmSXM - ILM
2 stops18h 11mAmerican Airlines
Deal found 9/14$587
This American Airlines deal was found by Cheapflights users on 9/13. 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 11/68:38 pmILM - SXM
1 stop16h 12mAmerican Airlines
Mon 11/105:24 pmSXM - ILM
1 stop7h 35mAmerican Airlines
Deal found 9/13$589

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 September 15, 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 1/3

8:24 pm-1:59 pm

1 stop16h 35m

Simpson Bay Princess Juliana

Wed 1/7

3:25 pm-9:22 pm

1 stop6h 57m

$539

WilmingtonSimpson Bay

ILM - SXM

ILMSXM

Wilmington New Hanover County

Wed 1/7

6:00 am-3:20 pm

1 stop8h 20m

Simpson Bay Princess Juliana

Mon 1/12

3:20 pm-11:03 pm

1 stop8h 43m

$564

WilmingtonSimpson Bay

ILM - SXM

ILMSXM

Wilmington New Hanover County

Sat 2/7

8:34 pm-4:10 pm

2 stops18h 36m

Simpson Bay Princess Juliana

Sat 2/14

5:20 pm-12:02 pm

2 stops19h 42m

$569

WilmingtonSimpson Bay

ILM - SXM

ILMSXM

Wilmington New Hanover County

Sat 11/29

8:38 pm-2:00 pm

1 stop16h 22m

Simpson Bay Princess Juliana

Sun 12/7

3:20 pm-9:26 am

2 stops19h 06m

$574

WilmingtonSimpson Bay

ILM - SXM

ILMSXM

Wilmington New Hanover County

Sun 11/30

8:35 pm-2:19 pm

2 stops16h 44m

Simpson Bay Princess Juliana

Sun 12/7

5:25 pm-9:26 am

2 stops17h 01m

$574

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

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, September is the cheapest month in which you can book a flight from Wilmington to Simpson Bay (average of $459). Flying from Wilmington to Simpson Bay in March is currently the most expensive (average of $652). 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 September 15, 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
10,000 reviews

Comfort

7.2

Overall

7.2

Crew

8.0

Food

6.4

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
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Comfort

7.2

Overall

7.2

Crew

8.0

Food

6.4

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 16h 35m. 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, September is the cheapest month in which you can book a flight from Wilmington to Simpson Bay (average of $459). Flying from Wilmington to Simpson Bay in March is currently the most expensive (average of $652). 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$544Average$714FlexibilityNo cancel feeOn-time71%

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