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Simpson Bay

$539+ Cheap flights from Greenville (GSP) 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 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
GSP — SXM
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Find flight deals from Greenville to Simpson Bay

Cheapest flights from Greenville to Simpson Bay
Explore the most affordable flight options available from Greenville to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 28, 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.
Thu 12/115:10 amGSP - SXM
1 stop10h 15mAmerican Airlines
Thu 12/181:39 pmSXM - GSP
1 stop11h 48mAmerican Airlines
Deal found 10/27$573
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/305:38 pmGSP - SXM
1 stop19h 37mMultiple Airlines
Sun 12/711:30 amSXM - GSP
2 stops27h 40mMultiple Airlines
Deal found 10/27$677
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.
Sun 11/305:00 amGSP - SXM
1 stop8h 19mAmerican Airlines
Sun 12/75:25 pmSXM - GSP
1 stop17h 31mAmerican Airlines
Deal found 10/27$702
This American Airlines deal was found by Cheapflights users on 10/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/286:26 pmGSP - SXM
1 stop18h 00mAmerican Airlines
Sat 1/35:04 pmSXM - GSP
1 stop7h 54mAmerican Airlines
Deal found 10/26$1,681
This Mytrip deal was found by Cheapflights users on 10/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/281:05 pmGSP - SXM
3 stops20h 45mMultiple Airlines
Sat 1/310:25 amSXM - GSP
3 stops33h 51mMultiple Airlines
Deal found 10/26$2,560

Cheap flight deals from Greenville to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Greenville (GSP) 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 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$539
(Delta)

Popular in

December

Cheapest in

September

Average price

$614
Provider with most accurate pricing for Greenville-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Greenville-Simpson Bay Princess Juliana flights.
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From Greenville to Simpson Bay Princess Juliana
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($198 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($39 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 Greenville 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 28, 2025.
Use the filters below to find and compare flights from Greenville to Simpson Bay that are best for you.

Fly from

Greenville

Fly to

Simpson Bay

Route

Depart

Return

Price

GreenvilleSimpson Bay

GSP - SXM

GSPSXM

Greenville

Sun 4/26

5:57 am-3:15 pm

1 stop9h 18m

Simpson Bay Princess Juliana

Wed 4/29

2:25 pm-11:03 pm

1 stop8h 38m

$539

GreenvilleSimpson Bay

GSP - SXM

GSPSXM

Greenville

Sun 4/26

5:45 am-2:09 pm

1 stop8h 24m

Simpson Bay Princess Juliana

Wed 4/29

1:50 pm-9:25 pm

1 stop7h 35m

$539

GreenvilleSimpson Bay

GSP - SXM

GSPSXM

Greenville

Sat 1/24

6:55 pm-12:58 pm

1 stop17h 03m

Simpson Bay Princess Juliana

Sat 1/31

5:33 pm-11:57 pm

1 stop7h 24m

$564

GreenvilleSimpson Bay

GSP - SXM

GSPSXM

Greenville

Sun 2/8

7:00 am-2:31 pm

1 stop6h 31m

Simpson Bay Princess Juliana

Sun 2/15

3:19 pm-11:58 pm

1 stop9h 39m

$569

GreenvilleSimpson Bay

GSP - SXM

GSPSXM

Greenville

Wed 2/4

6:00 am-1:45 pm

1 stop6h 45m

Simpson Bay Princess Juliana

Sun 2/8

3:31 pm-11:57 pm

1 stop9h 26m

$569

GreenvilleSimpson Bay

GSP - SXM

GSPSXM

Greenville

Thu 12/11

5:10 am-4:25 pm

1 stop10h 15m

Simpson Bay Princess Juliana

Thu 12/18

1:39 pm-12:27 am

1 stop11h 48m

$573

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Compare providers for flights from Greenville 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 Greenville to Simpson Bay in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*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 Greenville-Simpson Bay flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Greenville-Simpson Bay flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Greenville-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Greenville-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 Greenville-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 Greenville to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from Greenville 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 Greenville to Simpson Bay

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

Currently, September is the cheapest month in which you can book a flight from Greenville to Simpson Bay (average of $331). Flying from Greenville to Simpson Bay in June is currently the most expensive (average of $554). 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 28, 2025.
Read reviews from past customers who have flown Delta and American Airlines from Greenville 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.
Delta
7.9
Good
7,994 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,994 reviews
Delta
7.9
Good
7,994 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,032 reviews
Delta
7.9
Good
7,994 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Related info for your journey

Find useful and relevant information for your journey from Greenville 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 Greenville to Simpson Bay?

    American Airlines and Delta can get you from Greenville to Simpson Bay in just under 8h 24m. Your travel time can differ by up to 54m. Airlines will cover a distance of 1652 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Greenville to Simpson Bay round-trip?

    Flying on Delta is currently your cheapest option to Simpson Bay, with prices starting at $529. Another option worth looking into is American Airlines, starting at $554 round trip. You may be able to fly from Greenville to Simpson Bay for 27% less than the average price by searching for these airlines.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Greenville 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 Greenville to Simpson Bay?

    Currently, September is the cheapest month in which you can book a flight from Greenville to Simpson Bay (average of $331). Flying from Greenville to Simpson Bay in June is currently the most expensive (average of $554). 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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Alternative routes for Greenville to Simpson Bay

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Top 2 airlines flying from Greenville to Simpson Bay

Discover the top 2 airlines that operate flights from Greenville 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 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$529Average$614FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$554Average$640FlexibilityNo cancel feeOn-time71%

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