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Simpson Bay

$556+ Cheap flights from Gainesville (GNV) 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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
GNV — SXM
feb. 11 — feb. 181
mié. 2/11
mié. 2/18
1 adult, Economy
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Cheap flight deals from Gainesville to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Gainesville (GNV) 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 enero 12, 2026.

Round-trip from

$556
(American Airlines)
From Gainesville Regional to Simpson Bay Princess Juliana
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Find flight deals from Gainesville to Simpson Bay

Cheapest flights from Gainesville to Simpson Bay
Explore the most affordable flight options available from Gainesville to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on enero 12, 2026.

This American Airlines deal was found by Cheapflights users on 1/10. 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.
mié. 2/256:00 am
GNV
-
SXM
1 stop7h 19m
American Airlines
mié. 3/41:29 pm
SXM
-
GNV
1 stop11h 30m
American Airlines
Deal found 1/10$556
This American Airlines deal was found by Cheapflights users on 1/12. 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.
mié. 6/106:00 am
GNV
-
SXM
1 stop9h 31m
American Airlines
mié. 6/174:36 pm
SXM
-
GNV
2 stops26h 23m
American Airlines
Deal found 1/12$575
This American Airlines deal was found by Cheapflights users on 1/11. 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.
sáb. 3/147:24 pm
GNV
-
SXM
1 stop16h 05m
American Airlines
sáb. 3/2112:29 pm
SXM
-
GNV
2 stops22h 30m
American Airlines
Deal found 1/11$690
This WestJet deal was found by Cheapflights users on 1/12. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/277:05 pm
GNV
-
SXM
2 stops18h 09m
WestJet
dom. 5/312:10 pm
SXM
-
GNV
2 stops22h 13m
WestJet
Deal found 1/12$3,544
This WestJet deal was found by Cheapflights users on 1/11. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 2/81:15 pm
GNV
-
SXM
2 stops25h 02m
WestJet
mié. 2/114:20 pm
SXM
-
GNV
2 stops31h 14m
WestJet
Deal found 1/11$3,585

Cheapflights Fare Finder

 
Customize your flight search to find flights from Gainesville 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 enero 12, 2026.
Use the filters below to find and compare flights from Gainesville to Simpson Bay that are best for you.

Fly from

Gainesville

Fly to

Simpson Bay

Route

Depart

Return

Price

GainesvilleSimpson Bay

GNV - SXM

GNVSXM

Gainesville Regional

mié. 2/25

6:00 am-2:19 pm

1 stop7h 19m

Simpson Bay Princess Juliana

mié. 3/4

1:29 pm-11:59 pm

1 stop11h 30m

$556

GainesvilleSimpson Bay

GNV - SXM

GNVSXM

Gainesville Regional

mié. 6/10

6:00 am-3:31 pm

1 stop9h 31m

Simpson Bay Princess Juliana

mié. 6/17

4:36 pm-6:59 pm

2 stops26h 23m

$575

GainesvilleSimpson Bay

GNV - SXM

GNVSXM

Gainesville Regional

sáb. 3/14

7:56 pm-3:28 pm

2 stops19h 32m

Simpson Bay Princess Juliana

sáb. 3/21

12:29 pm-10:59 am

2 stops22h 30m

$690

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/10

Best time to book a flight from Gainesville to Simpson Bay

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

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

Currently, August is the cheapest month in which you can book a flight from Gainesville to Simpson Bay (average of $166). Flying from Gainesville to Simpson Bay in December is currently the most expensive (average of $491). 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.

Related info for your journey

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

    For as low as $556, American Airlines can have you in Simpson Bay from Gainesville in 7h 19m. Airlines will cover a distance of 1449 mi.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Gainesville to Simpson Bay (average of $166). Flying from Gainesville to Simpson Bay in December is currently the most expensive (average of $491). 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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