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Simpson Bay

$229+ 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 7/18. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — SXM
Jun 23 — Jun 301
Mon 6/23
Mon 6/30
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 June 18, 2025.

Round-trip from

$585
(American Airlines)

Popular in

July

Cheapest in

September

Average price

$762
From Fort Myers SW Florida Intl to Simpson Bay Princess Juliana
Search Deals
Highest demand for flights based on searches. 23% potential increase in price ($180 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($22 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 18, 2025.

This Delta deal was found by Cheapflights users on 6/16. 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 11/95:35 amRSW - SXM
1 stop8h 00mDelta
Fri 11/144:00 pmSXM - RSW
1 stop9h 35mDelta
Deal found 6/16$505
This JetBlue deal was found by Cheapflights users on 6/17. 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.
Wed 10/296:00 amRSW - SXM
1 stop8h 28mJetBlue
Thu 11/62:45 pmSXM - RSW
1 stop9h 29mJetBlue
Deal found 6/17$506
This American Airlines deal was found by Cheapflights users on 6/16. 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 11/25:28 amRSW - SXM
1 stop6h 27mAmerican Airlines
Thu 11/63:35 pmSXM - RSW
1 stop7h 41mAmerican Airlines
Deal found 6/16$529
This Mytrip deal was found by Cheapflights users on 6/18. 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.
Sat 8/304:44 pmRSW - SXM
3 stops26h 46mMultiple Airlines
Sat 9/63:27 pmSXM - RSW
3 stops27h 33mMultiple Airlines
Deal found 6/18$607
This Air Canada deal was found by Cheapflights users on 6/17. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/307:35 amRSW - SXM
1 stop31h 40mAir Canada
Fri 11/75:15 pmSXM - RSW
1 stop31h 49mAir Canada
Deal found 6/17$644
This WestJet deal was found by Cheapflights users on 6/17. 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.
Wed 10/2912:50 pmRSW - SXM
1 stop25h 27mWestJet
Fri 11/74:10 pmSXM - RSW
1 stop20h 52mWestJet
Deal found 6/17$694
This Mytrip deal was found by Cheapflights users on 6/16. 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 8/39:34 pmRSW - SXM
2 stops16h 26mSpirit Airlines
Mon 8/113:05 pmSXM - RSW
3 stops29h 24mSpirit Airlines
Deal found 6/16$710

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 June 18, 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

Sun 11/9

5:35 am-2:35 pm

1 stop8h 00m

Simpson Bay Princess Juliana

Fri 11/14

4:00 pm-12:35 am

1 stop9h 35m

$505

Fort MyersSimpson Bay

RSW - SXM

RSWSXM

Fort Myers SW Florida Intl

Wed 10/29

6:00 am-2:28 pm

1 stop8h 28m

Simpson Bay Princess Juliana

Thu 11/6

2:45 pm-11:14 pm

1 stop9h 29m

$506

Fort MyersSimpson Bay

RSW - SXM

RSWSXM

Fort Myers SW Florida Intl

Sun 11/2

5:28 am-12:55 pm

1 stop6h 27m

Simpson Bay Princess Juliana

Thu 11/6

3:35 pm-10:16 pm

1 stop7h 41m

$529

Fort MyersSimpson Bay

RSW - SXM

RSWSXM

Fort Myers SW Florida Intl

Sat 8/30

4:44 pm-7:30 pm

3 stops26h 46m

Simpson Bay Princess Juliana

Sat 9/6

3:27 pm-7:00 pm

3 stops27h 33m

$607

Fort MyersSimpson Bay

RSW - SXM

RSWSXM

Fort Myers SW Florida Intl

Thu 10/30

7:35 am-3:15 pm

1 stop31h 40m

Simpson Bay Princess Juliana

Fri 11/7

5:15 pm-12:04 am

1 stop31h 49m

$644

Fort MyersSimpson Bay

RSW - SXM

RSWSXM

Fort Myers SW Florida Intl

Wed 10/29

12:50 pm-2:17 pm

1 stop25h 27m

Simpson Bay Princess Juliana

Fri 11/7

4:10 pm-12:02 pm

1 stop20h 52m

$694

Fort MyersSimpson Bay

RSW - SXM

RSWSXM

Fort Myers SW Florida Intl

Sun 8/3

9:34 pm-2:00 pm

2 stops16h 26m

Simpson Bay Princess Juliana

Mon 8/11

3:05 pm-8:29 pm

3 stops29h 24m

$710

Fort MyersSimpson Bay

RSW - SXM

RSWSXM

Fort Myers SW Florida Intl

Fri 7/18

9:34 pm-2:00 pm

2 stops16h 26m

$229

Fort MyersSimpson Bay

RSW - SXM

RSWSXM

Fort Myers SW Florida Intl

Thu 12/4

5:35 am-2:35 pm

1 stop8h 00m

$273

Fort MyersSimpson Bay

RSW - SXM

RSWSXM

Fort Myers SW Florida Intl

Thu 12/4

7:55 pm-3:40 pm

2 stops18h 45m

$293

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/18

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 June 18, 2025.
Delta
8.0
Very good
7,964 reviews

Food

7.3

Crew

8.5

Comfort

7.9

Boarding

8.2

Overall

8.0

Entertainment

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
8.0
Very good
7,964 reviews
Delta
8.0
Very good
7,964 reviews

Food

7.3

Crew

8.5

Comfort

7.9

Boarding

8.2

Overall

8.0

Entertainment

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
10,000 reviews
Delta
8.0
Very good
7,964 reviews

Food

7.3

Crew

8.5

Comfort

7.9

Boarding

8.2

Overall

8.0

Entertainment

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.
Spirit Airlines
6.3
Okay
8,066 reviews
Delta
8.0
Very good
7,964 reviews

Food

7.3

Crew

8.5

Comfort

7.9

Boarding

8.2

Overall

8.0

Entertainment

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.

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

    According to our current data, American Airlines ($585), Delta ($643), and Spirit Airlines ($710) offers the cheapest pricing from Fort Myers to Simpson Bay. American Airlines is priced at 1% 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.

  • 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 $657). 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

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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 June 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$384Average$573FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$484Average$642FlexibilityNo cancel feeOn-time71%

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