RSW - SXM

$219 Find Cheap Flights from Fort Myers to Simpson Bay - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$481
Typical prices: $585-$690
Air Canada
Fri 11/30Thu 12/6
RSW - SXM • 1 stop
Cheapest one-way
$219
Typical prices: $338-$499
Air Canada
Thu 12/13
RSW - SXM • 1 stop
Nonstop flights
There are currently no direct flights between Fort Myers and Simpson Bay. You'll need to take a connecting flight to reach the destination.
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Insights
When to travel
Cheapest • 4% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $652 (round-trip)
Shortest trip • 7h 19m (one-way)
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Insights
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Flight Deals

Cheap Flights from Fort Myers to Simpson Bay (RSW-SXM)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Fort Myers to Simpson Bay

Mon, Nov 30 - Sun, Dec 6
Air Canada Logo
2:30 pm - 2:45 pmRSW  Fort Myers SW Florida Intl-SXM Simpson Bay Princess Juliana
23h 15m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
4:50 pm - 12:00 pmSXM  Simpson Bay Princess Juliana-RSW Fort Myers SW Florida Intl
20h 10m1 stop Toronto Pearson Intl
$481Air Canada
Mon, Nov 30 - Sun, Dec 6
Air Canada Logo
2:30 pm - 2:45 pmRSW  Fort Myers SW Florida Intl-SXM Simpson Bay Princess Juliana
23h 15m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
4:50 pm - 1:34 pmSXM  Simpson Bay Princess Juliana-RSW Fort Myers SW Florida Intl
21h 44m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
$488Air Canada
Mon, Nov 30 - Sun, Dec 6
Air Canada Logo
2:30 pm - 3:50 pmRSW  Fort Myers SW Florida Intl-SXM Simpson Bay Princess Juliana
24h 20m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
Air Canada Logo
4:50 pm - 1:34 pmSXM  Simpson Bay Princess Juliana-RSW Fort Myers SW Florida Intl
21h 44m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
$508Air Canada
Sat, Dec 5 - Sat, Dec 12
Air Canada Logo
9:45 pm - 3:45 pmRSW  Fort Myers SW Florida Intl-SXM Simpson Bay Princess Juliana
17h 00m1 stop Toronto Pearson Intl
Air Canada Logo
3:45 pm - 5:30 pmSXM  Simpson Bay Princess Juliana-RSW Fort Myers SW Florida Intl
26h 45m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
$524Air Canada
Sat, Dec 5 - Sat, Dec 12
Air Canada Logo
2:30 pm - 3:45 pmRSW  Fort Myers SW Florida Intl-SXM Simpson Bay Princess Juliana
24h 15m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
Air Canada Logo
3:45 pm - 5:30 pmSXM  Simpson Bay Princess Juliana-RSW Fort Myers SW Florida Intl
26h 45m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
$538Air Canada
Sun, Feb 28 - Sun, Mar 7
Air Canada Logo
6:25 pm - 3:40 pmRSW  Fort Myers SW Florida Intl-SXM Simpson Bay Princess Juliana
20h 15m1 stop Toronto Pearson Intl
Air Canada Logo
4:40 pm - 5:26 pmSXM  Simpson Bay Princess Juliana-RSW Fort Myers SW Florida Intl
25h 46m1 stop Toronto Pearson Intl
$565Air Canada
Sun, Feb 28 - Sun, Mar 7
Air Canada Logo
6:25 pm - 3:40 pmRSW  Fort Myers SW Florida Intl-SXM Simpson Bay Princess Juliana
20h 15m1 stop Toronto Pearson Intl
Air Canada Logo
4:40 pm - 1:34 pmSXM  Simpson Bay Princess Juliana-RSW Fort Myers SW Florida Intl
21h 54m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
$568Air Canada
Fri, Jan 29 - Sun, Feb 14
Air Canada Logo
6:25 pm - 2:45 pmRSW  Fort Myers SW Florida Intl-SXM Simpson Bay Princess Juliana
19h 20m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
4:45 pm - 1:34 pmSXM  Simpson Bay Princess Juliana-RSW Fort Myers SW Florida Intl
21h 49m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
$603Air Canada
Sun, Feb 28 - Sun, Mar 7
Southwest Logo
9:50 pm - 3:40 pmRSW  Fort Myers SW Florida Intl-SXM Simpson Bay Princess Juliana
16h 50m2 stops Chicago Midway Orlando
Southwest Logo
3:15 pm - 9:15 amSXM  Simpson Bay Princess Juliana-RSW Fort Myers SW Florida Intl
19h 00m2 stops Orlando Chicago Midway
$654Southwest
Sat, Apr 10 - Sat, Apr 17
Southwest Logo
6:30 am - 1:30 pmRSW  Fort Myers SW Florida Intl-SXM Simpson Bay Princess Juliana
7h 00m1 stop Orlando
Southwest Logo
1:40 pm - 9:55 pmSXM  Simpson Bay Princess Juliana-RSW Fort Myers SW Florida Intl
8h 15m1 stop Orlando
$713Southwest
Booking Insights

Price, demand and travel trends for Fort Myers to Simpson Bay flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Fort Myers to Simpson Bay?

Round-trip flights from Fort Myers to Simpson Bay typically range from $585 to $690. The lowest price found in the past 5 days was $481, on Air Canada.

Key details for Fort Myers to Simpson Bay flights

Low season

March

Cheapest flight

$219
Beat the crowds with an average 82% drop in travelers.
The most popular month to fly with an average 8% increase in travelers.
One-way flight from Fort Myers to Simpson Bay

When to book flights from Fort Myers to Simpson Bay

Are your dates flexible? Find out the best times to travel from Fort Myers to Simpson Bay based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Fort Myers to Simpson Bay flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What cabin classes can I book on flights from Fort Myers to Simpson Bay?

    Two cabin classes are available on flights from Fort Myers to Simpson Bay:

    • Economy Class
    • First Class

  • How long is a flight from Fort Myers to Simpson Bay?

    A nonstop flight from Fort Myers to Simpson Bay takes 00m, covering 1,326 miles.

  • Do I need a passport to fly from Fort Myers to Simpson Bay?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How much should I expect to pay for a Fort Myers to Simpson Bay flight?

    Round-trip flights from Fort Myers to Simpson Bay range from $585 to $690, with an average of $585 over the past 12 months. Anything below $585 counts as a good deal.

  • How are flight prices from Fort Myers to Simpson Bay looking right now?

    One-way fares from Fort Myers to Simpson Bay are currently lower than usual. Average one-way flight prices are about $310, which is 31% below the typical average for this route.

  • What car rental options are available at Simpson Bay Princess Juliana Airport (SXM)?

    Simpson Bay Princess Juliana Airport (SXM) hosts 5 major car rental companies, with daily rates averaging $40 for economy cars. Top options include:

    • Right Cars
    • Ace
    • Budget
    • Europcar
    • Alamo

  • Which airports can I use when flying from Fort Myers to Simpson Bay?

    Flights from Fort Myers to Simpson Bay usually depart from Fort Myers SW Florida Intl (RSW) and arrive at Simpson Bay Princess Juliana (SXM).

  • Which airports do connecting flights from Fort Myers to Simpson Bay pass through?

    One-stop flights from Fort Myers to Simpson Bay most commonly connect through:

    • Orlando (MCO) - 71% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 18% of one-stop connections
    • Charlotte Douglas (CLT) - 12% of one-stop connections

  • Can I save money by using flexible dates for flights from Fort Myers to Simpson Bay?

    Yes. Flexible dates can save you up to 39% on flights from Fort Myers to Simpson Bay. Sunday is the cheapest departure day at $537 round-trip on average, while Friday is the most expensive at $880, a difference of $343.

    Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • How much time can I save by choosing a different layover airport from Fort Myers to Simpson Bay?

    Flying via Orlando (MCO) gives the shortest average 1-stop total travel time at 7h 08m, compared with 7h 19m via Charlotte Douglas (CLT) and 8h via Atlanta Hartsfield-Jackson (ATL).

Your guide to booking Fort Myers to Simpson Bay flights

Get tips on when to book, when to fly and what to know before your trip.

More options for your flight from Fort Myers to Simpson Bay

Complete your trip to Simpson Bay with a hotel stay or car rental