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Simpson Bay

$139+ Cheap flights from Fort Myers (RSW) to Simpson Bay (SXM)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — SXM
Jan 3 — Jan 101
Sat 1/3
Sat 1/10
1 adult, Economy
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Cheap flight deals from Fort Myers to Simpson Bay

Cheapest flights from Fort Myers to Simpson Bay
Explore the most affordable flight options available from Fort Myers to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 4, 2025.

This Mytrip deal was found by Cheapflights users on 12/2. 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.
Tue 12/96:29 pmRSW - SXM
2 stops18h 46mSpirit Airlines
Fri 12/123:20 pmSXM - RSW
3 stops29h 03mSpirit Airlines
Deal found 12/2$577
This Expedia deal was found by Cheapflights users on 12/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/93:14 pmRSW - SXM
1 stop22h 03mJetBlue
Fri 12/124:15 pmSXM - RSW
2 stops29h 30mJetBlue
Deal found 12/2$578
This Kiwi.com deal was found by Cheapflights users on 12/2. 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.
Tue 12/302:24 pmRSW - SXM
2 stops22h 51mMultiple Airlines
Tue 1/64:20 pmSXM - RSW
1 stop19h 40mMultiple Airlines
Deal found 12/2$720
This American Airlines deal was found by Cheapflights users on 12/2. 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.
Tue 12/96:25 pmRSW - SXM
2 stops18h 55mAmerican Airlines
Fri 12/123:20 pmSXM - RSW
2 stops19h 32mAmerican Airlines
Deal found 12/2$816
This American Airlines deal was found by Cheapflights users on 12/2. 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.
Tue 12/303:48 pmRSW - SXM
2 stops19h 48mAmerican Airlines
Tue 1/65:33 pmSXM - RSW
2 stops19h 49mAmerican Airlines
Deal found 12/2$825
This United Airlines deal was found by Cheapflights users on 12/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/267:36 pmRSW - SXM
1 stop19h 21mUnited Airlines
Fri 1/24:55 pmSXM - RSW
1 stop19h 20mUnited Airlines
Deal found 12/2$3,123

Find flight deals from Fort Myers to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Fort Myers (RSW) 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 December 4, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$385
(Mytrip)

One-way from

$139
(Kiwi.com)

Popular in

August

Cheapest in

November
Provider with most accurate pricing for Fort Myers SW Florida Intl-Simpson Bay Princess Juliana flight deals.
Search Deals
Provider most trusted by Cheapflights users for Fort Myers SW Florida Intl-Simpson Bay Princess Juliana flights.
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From Fort Myers SW Florida Intl to Simpson Bay Princess Juliana
Search Deals
One-way flight from Fort Myers SW Florida Intl to Simpson Bay Princess Juliana
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($81 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Fort Myers 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 December 4, 2025.
Use the filters below to find and compare flights from Fort Myers to Simpson Bay that are best for you.

Fly from

Fort Myers

Fly to

Simpson Bay

Route

Depart

Return

Price

Fort MyersSimpson Bay

RSW - SXM

RSWSXM

Fort Myers SW Florida Intl

Fri 1/16

8:55 pm-2:10 pm

3 stops40h 15m

Simpson Bay Princess Juliana

Fri 1/23

3:15 pm-11:01 am

2 stops20h 46m

$416

Fort MyersSimpson Bay

RSW - SXM

RSWSXM

Fort Myers SW Florida Intl

Fri 2/6

7:31 am-2:10 pm

3 stops29h 39m

Simpson Bay Princess Juliana

Sun 2/8

3:15 pm-11:24 pm

3 stops33h 09m

$423

Fort MyersSimpson Bay

RSW - SXM

RSWSXM

Fort Myers SW Florida Intl

Fri 1/16

4:35 pm-4:53 pm

1 stop23h 18m

Simpson Bay Princess Juliana

Fri 1/23

5:36 pm-11:25 am

1 stop18h 49m

$445

Fort MyersSimpson Bay

RSW - SXM

RSWSXM

Fort Myers SW Florida Intl

Fri 1/2

3:18 pm-2:15 pm

3 stops21h 57m

Simpson Bay Princess Juliana

Fri 1/9

3:15 pm-11:01 am

2 stops20h 46m

$450

Fort MyersSimpson Bay

RSW - SXM

RSWSXM

Fort Myers SW Florida Intl

Sun 1/18

8:40 pm-4:00 pm

1 stop18h 20m

Simpson Bay Princess Juliana

Sat 1/24

3:15 pm-11:01 am

2 stops20h 46m

$461

Fort MyersSimpson Bay

RSW - SXM

RSWSXM

Fort Myers SW Florida Intl

Fri 1/16

7:38 pm-2:10 pm

2 stops17h 32m

Simpson Bay Princess Juliana

Fri 1/23

4:20 pm-10:27 am

1 stop19h 07m

$487

Fort MyersSimpson Bay

RSW - SXM

RSWSXM

Fort Myers SW Florida Intl

Fri 2/6

7:45 pm-2:10 pm

2 stops17h 25m

Simpson Bay Princess Juliana

Sun 2/8

4:20 pm-10:55 am

1 stop19h 35m

$514

Fort MyersSimpson Bay

RSW - SXM

RSWSXM

Fort Myers SW Florida Intl

Fri 2/6

12:00 pm-4:53 pm

1 stop27h 53m

Simpson Bay Princess Juliana

Sun 2/8

3:43 pm-9:45 am

1 stop19h 02m

$531

Fort MyersSimpson Bay

RSW - SXM

RSWSXM

Fort Myers SW Florida Intl

Mon 3/30

6:00 am-1:16 pm

1 stop7h 16m

Simpson Bay Princess Juliana

Thu 4/2

4:28 pm-1:04 pm

2 stops20h 36m

$544

Fort MyersSimpson Bay

RSW - SXM

RSWSXM

Fort Myers SW Florida Intl

Fri 1/9

7:45 pm-2:10 pm

2 stops41h 25m

$139

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/4

Showing 1-10 of 16 results
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Compare providers for flights from Fort Myers 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 Fort Myers to Simpson Bay in December.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy2 starsTrust Score*3 stars
AranGrantPrice Accuracy2 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 Fort Myers-Simpson Bay flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Fort Myers-Simpson Bay flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Fort Myers-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Fort Myers-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 Fort Myers-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 Fort Myers to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from Fort Myers 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.

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 December 4, 2025.
Peruse reviews from past customers who have flown with Delta and American Airlines from Fort Myers to Simpson Bay to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,011 reviews

Food

7.3

Overall

7.9

Crew

8.5

Entertainment

7.9

Boarding

8.1

Comfort

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,011 reviews
Delta
7.9
Good
8,011 reviews

Food

7.3

Overall

7.9

Crew

8.5

Entertainment

7.9

Boarding

8.1

Comfort

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
11,047 reviews
Delta
7.9
Good
8,011 reviews

Food

7.3

Overall

7.9

Crew

8.5

Entertainment

7.9

Boarding

8.1

Comfort

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

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

    There are many flights that can get you from Fort Myers to Simpson Bay in 23h 18m. Fly via Spirit Airlines or JetBlue to get the fastest option. Airlines will cover a distance of 1326 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    According to our current data, Delta ($494), and American Airlines ($514) offers the cheapest pricing from Fort Myers to Simpson Bay. Delta is priced at 24% lower than the current average price of a flight leaving 3 months from now.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Fort Myers 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.

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 2 airlines flying from Fort Myers to Simpson Bay

Discover the top 2 airlines that operate flights from Fort Myers 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 December 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$494Average$639FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$514Average$700FlexibilityNo cancel feeOn-time71%

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