HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Simpson Bay

$368+ 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 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
GSP — SXM
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Greenville to Simpson Bay with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 January 26, 2026.

This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/15:13 pm
GSP
-
SXM
1 stop20h 02m
Multiple Airlines
Wed 3/43:20 pm
SXM
-
GSP
1 stop25h 31m
Multiple Airlines
Deal found 1/25$368
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:49 pm
GSP
-
SXM
1 stop18h 26m
Multiple Airlines
Wed 3/43:20 pm
SXM
-
GSP
1 stop25h 31m
Multiple Airlines
Deal found 1/25$380
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:49 pm
GSP
-
SXM
1 stop18h 26m
Multiple Airlines
Thu 3/53:20 pm
SXM
-
GSP
1 stop27h 33m
Multiple Airlines
Deal found 1/25$384
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/262:12 pm
GSP
-
SXM
2 stops23h 03m
Multiple Airlines
Wed 3/43:20 pm
SXM
-
GSP
1 stop25h 31m
Multiple Airlines
Deal found 1/25$445
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/262:12 pm
GSP
-
SXM
2 stops23h 03m
Multiple Airlines
Thu 3/53:20 pm
SXM
-
GSP
1 stop27h 33m
Multiple Airlines
Deal found 1/25$448
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:49 pm
GSP
-
SXM
1 stop18h 26m
Multiple Airlines
Sun 3/13:20 pm
SXM
-
GSP
1 stop27h 39m
Multiple Airlines
Deal found 1/25$473
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:13 pm
GSP
-
SXM
1 stop20h 02m
Multiple Airlines
Sun 3/13:20 pm
SXM
-
GSP
1 stop27h 39m
Multiple Airlines
Deal found 1/25$554
This Delta deal was found by Cheapflights users on 1/24. 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.
Sun 4/265:40 am
GSP
-
SXM
1 stop8h 25m
Delta
Fri 5/13:30 pm
SXM
-
GSP
2 stops25h 11m
Delta
Deal found 1/24$572

Find 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 January 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$368
(Kiwi.com)

Popular in

November

Cheapest in

September

Average price

$619
Provider with most accurate pricing for Greenville-Simpson Bay Princess Juliana flight deals.
Search Deals
Provider most trusted by Cheapflights users for Greenville-Simpson Bay Princess Juliana flights.
Search Deals
From Greenville to Simpson Bay Princess Juliana
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($147 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($30 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 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 January 26, 2026.
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

Fri 2/27

6:49 pm-2:15 pm

1 stop18h 26m

Simpson Bay Princess Juliana

Thu 3/5

3:20 pm-5:53 pm

1 stop27h 33m

$384

GreenvilleSimpson Bay

GSP - SXM

GSPSXM

Greenville

Wed 4/29

5:42 am-2:05 pm

1 stop8h 23m

Simpson Bay Princess Juliana

Fri 5/1

3:30 pm-12:13 pm

2 stops20h 43m

$572

GreenvilleSimpson Bay

GSP - SXM

GSPSXM

Greenville

Tue 4/28

5:42 am-2:05 pm

1 stop8h 23m

Simpson Bay Princess Juliana

Fri 5/1

3:30 pm-2:17 pm

2 stops22h 47m

$572

GreenvilleSimpson Bay

GSP - SXM

GSPSXM

Greenville

Mon 4/27

5:21 pm-12:10 pm

2 stops18h 49m

Simpson Bay Princess Juliana

Fri 5/1

3:30 pm-7:25 pm

2 stops27h 55m

$572

GreenvilleSimpson Bay

GSP - SXM

GSPSXM

Greenville

Sun 4/26

5:40 am-2:05 pm

1 stop8h 25m

Simpson Bay Princess Juliana

Fri 5/1

3:30 pm-4:41 pm

2 stops25h 11m

$572

GreenvilleSimpson Bay

GSP - SXM

GSPSXM

Greenville

Wed 2/25

6:49 am-2:50 pm

1 stop7h 01m

Simpson Bay Princess Juliana

Wed 3/4

1:38 pm-11:43 pm

1 stop11h 05m

$585

GreenvilleSimpson Bay

GSP - SXM

GSPSXM

Greenville

Sat 2/28

7:26 pm-12:29 pm

1 stop16h 03m

Simpson Bay Princess Juliana

Tue 3/3

3:17 pm-9:45 am

2 stops19h 28m

$590

GreenvilleSimpson Bay

GSP - SXM

GSPSXM

Greenville

Wed 2/25

9:50 am-12:13 pm

2 stops25h 23m

Simpson Bay Princess Juliana

Tue 3/3

1:38 pm-8:19 pm

1 stop7h 41m

$590

GreenvilleSimpson Bay

GSP - SXM

GSPSXM

Greenville

Tue 2/24

3:00 pm-12:13 pm

2 stops20h 13m

Simpson Bay Princess Juliana

Thu 3/5

4:15 pm-2:02 pm

2 stops22h 47m

$590

GreenvilleSimpson Bay

GSP - SXM

GSPSXM

Greenville

Tue 2/24

3:00 pm-12:13 pm

2 stops20h 13m

Simpson Bay Princess Juliana

Wed 3/4

4:15 pm-2:02 pm

2 stops22h 47m

$590

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 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 Greenville-Simpson Bay flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Greenville-Simpson Bay flight deals on Cheapflights vs. FlightHub >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 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 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.

How much does it cost to fly round-trip from Greenville to Simpson Bay?

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 26, 2026.
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
8,111 reviews

Food

7.2

Comfort

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,111 reviews
Delta
7.9
Good
8,111 reviews

Food

7.2

Comfort

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,189 reviews
Delta
7.9
Good
8,111 reviews

Food

7.2

Comfort

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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?

    Delta can get you from Greenville to Simpson Bay in just under 8h 23m. Your travel time can differ by up to . Airlines will cover a distance of 1652 mi.

  • 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 24% 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Greenville to Simpson Bay

See prices for flight routes from nearby airports that may be better suited for you.
Charlotte to Simpson Bay flights
Charleston to Simpson Bay flights
Savannah to Simpson Bay flights
Myrtle Beach to Simpson Bay flights

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 January 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$529Average$547FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$554Average$641FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.