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Simpson Bay

$216+ 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 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — SXM
ago. 19 — ago. 261
mar. 8/19
mar. 8/26
1 adult, Economy
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Cheap 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 agosto 14, 2025.

Round-trip from

$445
(JetBlue)

One-way from

$216
(Expedia)

Popular in

August

Cheapest in

October

Average price

$817
From Fort Myers SW Florida Intl to Simpson Bay Princess Juliana
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One-way flight from Fort Myers SW Florida Intl to Simpson Bay Princess Juliana
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Highest demand for flights based on searches. 12% potential increase in price ($90 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find 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 agosto 14, 2025.

This JetBlue deal was found by Cheapflights users on 8/13. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 10/63:40 pmRSW - SXM
1 stop21h 35mJetBlue
mié. 10/152:35 pmSXM - RSW
1 stop27h 30mJetBlue
Deal found 8/13$445
This American Airlines deal was found by Cheapflights users on 8/13. 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.
lun. 10/67:32 pmRSW - SXM
2 stops18h 05mAmerican Airlines
mié. 10/152:40 pmSXM - RSW
2 stops18h 28mAmerican Airlines
Deal found 8/13$529
This Expedia deal was found by Cheapflights users on 8/14. 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.
sáb. 12/66:00 amRSW - SXM
1 stop9h 29mJetBlue
sáb. 12/136:00 pmSXM - RSW
1 stop17h 43mJetBlue
Deal found 8/14$534
This American Airlines deal was found by Cheapflights users on 8/14. 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. 12/65:37 pmRSW - SXM
2 stops19h 18mAmerican Airlines
sáb. 12/134:45 pmSXM - RSW
2 stops19h 05mAmerican Airlines
Deal found 8/14$559
This American Airlines deal was found by Cheapflights users on 8/12. 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.
sáb. 11/14:56 pmRSW - SXM
2 stops21h 21mAmerican Airlines
sáb. 11/85:24 pmSXM - RSW
2 stops20h 39mAmerican Airlines
Deal found 8/12$567
This Delta deal was found by Cheapflights users on 8/13. 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.
lun. 10/66:58 amRSW - SXM
1 stop6h 51mDelta
mié. 10/153:14 pmSXM - RSW
1 stop26h 21mDelta
Deal found 8/13$790
This Mytrip deal was found by Cheapflights users on 8/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/18:40 pmRSW - SXM
3 stops23h 15mMultiple Airlines
sáb. 11/84:28 pmSXM - RSW
2 stops19h 23mMultiple Airlines
Deal found 8/12$859
This American Airlines deal was found by Cheapflights users on 8/13. 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.
vie. 8/294:14 pmRSW - SXM
2 stops21h 31mAmerican Airlines
mar. 9/24:30 pmSXM - RSW
2 stops23h 13mAmerican Airlines
Deal found 8/13$922

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 agosto 14, 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

lun. 10/6

3:40 pm-1:15 pm

1 stop21h 35m

Simpson Bay Princess Juliana

mié. 10/15

2:35 pm-6:05 pm

1 stop27h 30m

$445

Fort MyersSimpson Bay

RSW - SXM

RSWSXM

Fort Myers SW Florida Intl

dom. 1/18

6:50 am-2:56 pm

1 stop7h 06m

Simpson Bay Princess Juliana

sáb. 1/24

5:16 pm-12:37 am

1 stop8h 21m

$520

Fort MyersSimpson Bay

RSW - SXM

RSWSXM

Fort Myers SW Florida Intl

lun. 10/6

7:32 pm-1:37 pm

2 stops18h 05m

Simpson Bay Princess Juliana

mié. 10/15

2:40 pm-9:08 am

2 stops18h 28m

$529

Fort MyersSimpson Bay

RSW - SXM

RSWSXM

Fort Myers SW Florida Intl

sáb. 12/6

6:00 am-4:29 pm

1 stop9h 29m

Simpson Bay Princess Juliana

sáb. 12/13

6:00 pm-10:43 am

1 stop17h 43m

$534

Fort MyersSimpson Bay

RSW - SXM

RSWSXM

Fort Myers SW Florida Intl

sáb. 2/7

5:41 pm-4:10 pm

2 stops21h 29m

Simpson Bay Princess Juliana

sáb. 2/14

5:20 pm-10:46 am

2 stops18h 26m

$559

Fort MyersSimpson Bay

RSW - SXM

RSWSXM

Fort Myers SW Florida Intl

sáb. 12/6

5:37 pm-1:55 pm

2 stops19h 18m

Simpson Bay Princess Juliana

sáb. 12/13

4:45 pm-10:50 am

2 stops19h 05m

$559

Fort MyersSimpson Bay

RSW - SXM

RSWSXM

Fort Myers SW Florida Intl

sáb. 1/17

6:24 pm-3:20 pm

2 stops19h 56m

Simpson Bay Princess Juliana

sáb. 1/31

5:20 pm-1:04 pm

2 stops20h 44m

$559

Fort MyersSimpson Bay

RSW - SXM

RSWSXM

Fort Myers SW Florida Intl

sáb. 1/17

6:24 pm-3:20 pm

2 stops19h 56m

Simpson Bay Princess Juliana

sáb. 1/24

4:15 pm-1:04 pm

2 stops21h 49m

$559

Fort MyersSimpson Bay

RSW - SXM

RSWSXM

Fort Myers SW Florida Intl

dom. 1/18

5:41 pm-2:05 pm

2 stops19h 24m

Simpson Bay Princess Juliana

sáb. 1/24

5:20 pm-10:56 am

2 stops18h 36m

$559

Fort MyersSimpson Bay

RSW - SXM

RSWSXM

Fort Myers SW Florida Intl

sáb. 1/31

7:30 pm-3:28 pm

1 stop18h 58m

$216

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 12 results
1
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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 agosto 14, 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
8.0
Very good
7,980 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Food

7.3

Boarding

8.2

Overall

8.0

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
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Food

7.3

Boarding

8.2

Overall

8.0

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
10,000 reviews
Delta
8.0
Very good
7,980 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Food

7.3

Boarding

8.2

Overall

8.0

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.

  • 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 21% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Fort Myers to Simpson Bay one-way?

    To fly one-way, consider booking your trip with JetBlue, which is currently one of the cheapest options available, starting at $216. American Airlines flights start at $268 while deals on United Airlines start at $1,884 one-way.

  • 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.

  • What is the cheapest month to book a flight from Fort Myers to Simpson Bay?

    Currently, September is the cheapest month in which you can book a flight from Fort Myers to Simpson Bay (average of $459). Flying from Fort Myers to Simpson Bay in March is currently the most expensive (average of $654). 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 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 agosto 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$494Average$573FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$514Average$642FlexibilityNo cancel feeOn-time71%

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