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Simpson Bay

$454+ 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 3/16. Fares are subject to change and may not be available on all flights or dates of travel.
ILM — SXM
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
1 adult, Economy
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Cheap 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 January 28, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/163:50 pm
ILM
-
SXM
1 stop21h 18m
Multiple Airlines
Thu 3/192:14 pm
SXM
-
ILM
1 stop30h 06m
Multiple Airlines
Deal found 1/26$454
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/133:50 pm
ILM
-
SXM
1 stop21h 18m
Multiple Airlines
Thu 3/192:14 pm
SXM
-
ILM
1 stop30h 06m
Multiple Airlines
Deal found 1/26$488
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/155:01 pm
ILM
-
SXM
2 stops20h 07m
Multiple Airlines
Thu 3/192:14 pm
SXM
-
ILM
1 stop30h 06m
Multiple Airlines
Deal found 1/26$495
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/133:50 pm
ILM
-
SXM
1 stop21h 18m
Multiple Airlines
Wed 3/182:14 pm
SXM
-
ILM
2 stops31h 15m
Multiple Airlines
Deal found 1/26$521
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/122:25 pm
ILM
-
SXM
2 stops22h 43m
Multiple Airlines
Thu 3/192:14 pm
SXM
-
ILM
1 stop30h 06m
Multiple Airlines
Deal found 1/26$529
This Delta deal was found by Cheapflights users on 1/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/106:00 am
ILM
-
SXM
1 stop7h 54m
Delta
Tue 3/173:20 pm
SXM
-
ILM
2 stops25h 38m
Delta
Deal found 1/26$590
This American Airlines deal was found by Cheapflights users on 1/27. 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 5/166:59 pm
ILM
-
SXM
2 stops16h 38m
American Airlines
Sat 5/234:36 pm
SXM
-
ILM
2 stops18h 00m
American Airlines
Deal found 1/27$597
This American Airlines deal was found by Cheapflights users on 1/25. 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 3/124:24 pm
ILM
-
SXM
2 stops19h 05m
American Airlines
Thu 3/192:17 pm
SXM
-
ILM
2 stops19h 45m
American Airlines
Deal found 1/25$606
This American Airlines deal was found by Cheapflights users on 1/27. 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 3/77:12 pm
ILM
-
SXM
1 stop17h 09m
American Airlines
Sat 3/144:28 pm
SXM
-
ILM
2 stops17h 31m
American Airlines
Deal found 1/27$615

Find 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 January 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$454
(Kiwi.com)

Popular in

March

Cheapest in

August

Average price

$676
Provider with most accurate pricing for Wilmington New Hanover County-Simpson Bay Princess Juliana flight deals.
Search Deals
Provider most trusted by Cheapflights users for Wilmington New Hanover County-Simpson Bay Princess Juliana flights.
Search Deals
From Wilmington New Hanover County to Simpson Bay Princess Juliana
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($0 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 January 28, 2026.
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

Fri 3/13

3:50 pm-1:08 pm

1 stop21h 18m

Simpson Bay Princess Juliana

Thu 3/19

2:14 pm-1:08 pm

2 stops22h 54m

$585

WilmingtonSimpson Bay

ILM - SXM

ILMSXM

Wilmington New Hanover County

Wed 3/11

6:00 am-1:54 pm

1 stop7h 54m

Simpson Bay Princess Juliana

Tue 3/17

3:20 pm-1:38 pm

2 stops22h 18m

$590

WilmingtonSimpson Bay

ILM - SXM

ILMSXM

Wilmington New Hanover County

Tue 3/10

5:38 pm-11:29 am

2 stops17h 51m

Simpson Bay Princess Juliana

Tue 3/17

3:20 pm-4:58 pm

2 stops25h 38m

$590

WilmingtonSimpson Bay

ILM - SXM

ILMSXM

Wilmington New Hanover County

Sat 5/16

6:59 pm-11:37 am

2 stops16h 38m

Simpson Bay Princess Juliana

Sat 5/23

4:36 pm-10:36 am

2 stops18h 00m

$597

WilmingtonSimpson Bay

ILM - SXM

ILMSXM

Wilmington New Hanover County

Thu 3/12

4:24 pm-11:29 am

2 stops19h 05m

Simpson Bay Princess Juliana

Thu 3/19

2:17 pm-10:02 am

2 stops19h 45m

$606

WilmingtonSimpson Bay

ILM - SXM

ILMSXM

Wilmington New Hanover County

Wed 3/11

10:10 am-11:29 am

2 stops25h 19m

Simpson Bay Princess Juliana

Mon 3/16

3:20 pm-1:38 pm

2 stops22h 18m

$615

WilmingtonSimpson Bay

ILM - SXM

ILMSXM

Wilmington New Hanover County

Sat 3/7

4:24 pm-11:29 am

2 stops18h 05m

Simpson Bay Princess Juliana

Sat 3/14

4:28 pm-10:41 am

2 stops18h 13m

$615

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Wilmington-Simpson Bay flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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 December is currently the most expensive (average of $647). 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 January 28, 2026.
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
11,201 reviews

Boarding

7.5

Food

6.4

Entertainment

6.9

Comfort

7.2

Crew

8.0

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,201 reviews
American Airlines
7.2
Good
11,201 reviews

Boarding

7.5

Food

6.4

Entertainment

6.9

Comfort

7.2

Crew

8.0

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

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 Delta and American Airlines fly from Wilmington to Simpson Bay in about 7h 54m. The time it takes to get you to your destination can typically vary by up to 8h 44m. There are 1444 mi between Wilmington and Simpson Bay. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    According to our current data, American Airlines ($554), offers the cheapest pricing from Wilmington to Simpson Bay. You may be able to fly from Wilmington to Simpson Bay for 18% 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 December is currently the most expensive (average of $647). 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 January 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$554Average$702FlexibilityNo cancel feeOn-time71%

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