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$142+ Cheap flights from Rutland to Fort Myers (RUT - RSW)

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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
RUT — RSW
Nov 23 — Nov 301
Sun 11/23
Sun 11/30
1 adult, Economy
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Find flight deals from Rutland to Fort Myers

Cheapest flights from Rutland to Fort Myers
Explore the most affordable flight options available from Rutland to Fort Myers. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 24, 2025.

This Expedia deal was found by Cheapflights users on 10/22. 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.
Wed 12/174:01 pmRUT - RSW
1 stop7h 01mJetBlue
Sat 12/278:00 amRSW - RUT
1 stop10h 53mJetBlue
Deal found 10/22$469
This JetBlue deal was found by Cheapflights users on 10/23. 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.
Fri 12/54:01 pmRUT - RSW
1 stop6h 03mJetBlue
Mon 12/87:25 amRSW - RUT
1 stop7h 26mJetBlue
Deal found 10/23$479
This JetBlue deal was found by Cheapflights users on 10/22. 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.
Fri 10/3111:22 amRUT - RSW
1 stop9h 55mJetBlue
Fri 11/78:00 amRSW - RUT
1 stop6h 51mJetBlue
Deal found 10/22$624
This JetBlue deal was found by Cheapflights users on 10/22. 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.
Fri 10/317:20 amRUT - RSW
1 stop6h 35mJetBlue
Wed 11/58:00 amRSW - RUT
1 stop6h 51mJetBlue
Deal found 10/22$629
This United deal was found by Cheapflights users on 10/22. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/177:20 amRUT - RSW
2 stops11h 46mMultiple Airlines
Sat 12/273:43 pmRSW - RUT
2 stops18h 44mMultiple Airlines
Deal found 10/22$675
This JetBlue deal was found by Cheapflights users on 10/22. 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.
Thu 11/611:22 amRUT - RSW
1 stop6h 06mJetBlue
Mon 11/108:00 amRSW - RUT
1 stop6h 51mJetBlue
Deal found 10/22$744
This JetBlue deal was found by Cheapflights users on 10/23. 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 11/511:22 amRUT - RSW
1 stop6h 06mJetBlue
Sun 11/96:00 amRSW - RUT
1 stop8h 51mJetBlue
Deal found 10/23$754
This JetBlue deal was found by Cheapflights users on 10/23. 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.
Fri 11/284:01 pmRUT - RSW
1 stop8h 31mJetBlue
Mon 12/17:00 amRSW - RUT
1 stop7h 51mJetBlue
Deal found 10/23$901
This JetBlue deal was found by Cheapflights users on 10/22. 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 10/297:20 amRUT - RSW
1 stop6h 35mJetBlue
Wed 11/58:00 amRSW - RUT
1 stop6h 51mJetBlue
Deal found 10/22$934
This JetBlue deal was found by Cheapflights users on 10/23. 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.
Fri 11/77:20 amRUT - RSW
1 stop8h 48mJetBlue
Tue 11/118:00 amRSW - RUT
1 stop6h 51mJetBlue
Deal found 10/23$1,114
This JetBlue deal was found by Cheapflights users on 10/21. 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.
Fri 12/264:01 pmRUT - RSW
1 stop7h 17mJetBlue
Fri 1/27:00 amRSW - RUT
1 stop7h 51mJetBlue
Deal found 10/21$1,174

Cheap flight deals from Rutland to Fort Myers

Discover tips and strategies to find the most affordable flight options for your journey from Rutland (RUT) to Fort Myers (RSW). 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 October 24, 2025.

Most accurate provider

Expedia
2 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$399
(JetBlue)

One-way from

$142
(JetBlue)
Provider with most accurate pricing for Rutland-Fort Myers SW Florida Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Rutland-Fort Myers SW Florida Intl flights.
Search Deals
From Rutland to Fort Myers SW Florida Intl
Search Deals
One-way flight from Rutland to Fort Myers SW Florida Intl
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Rutland to Fort Myers 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 October 24, 2025.
Use the filters below to find and compare flights from Rutland to Fort Myers that are best for you.

Fly from

Rutland

Fly to

Fort Myers

Route

Depart

Return

Price

RutlandFort Myers

RUT - RSW

RUTRSW

Rutland

Wed 1/21

11:22 am-6:43 pm

1 stop7h 21m

Fort Myers SW Florida Intl

Mon 1/26

6:00 am-2:51 pm

1 stop8h 51m

$399

RutlandFort Myers

RUT - RSW

RUTRSW

Rutland

Sun 3/15

4:01 pm-10:46 pm

1 stop6h 45m

Fort Myers SW Florida Intl

Thu 3/19

7:35 am-2:51 pm

1 stop7h 16m

$439

RutlandFort Myers

RUT - RSW

RUTRSW

Rutland

Sat 3/28

7:20 am-4:45 pm

1 stop9h 25m

Fort Myers SW Florida Intl

Thu 4/2

6:00 am-2:51 pm

1 stop8h 51m

$449

RutlandFort Myers

RUT - RSW

RUTRSW

Rutland

Sun 3/8

7:20 am-4:45 pm

1 stop9h 25m

Fort Myers SW Florida Intl

Tue 3/10

7:35 am-2:51 pm

1 stop7h 16m

$459

RutlandFort Myers

RUT - RSW

RUTRSW

Rutland

Fri 12/5

4:01 pm-10:04 pm

1 stop6h 03m

Fort Myers SW Florida Intl

Mon 12/8

7:25 am-2:51 pm

1 stop7h 26m

$479

RutlandFort Myers

RUT - RSW

RUTRSW

Rutland

Thu 2/26

4:01 pm-10:46 pm

1 stop6h 45m

Fort Myers SW Florida Intl

Sat 3/14

6:00 am-2:51 pm

1 stop8h 51m

$484

RutlandFort Myers

RUT - RSW

RUTRSW

Rutland

Wed 12/17

7:20 am-7:06 pm

2 stops11h 46m

Fort Myers SW Florida Intl

Sat 12/27

3:43 pm-10:27 am

2 stops18h 44m

$675

RutlandFort Myers

RUT - RSW

RUTRSW

Rutland

Mon 2/16

4:01 pm-11:55 pm

1 stop7h 54m

Fort Myers SW Florida Intl

Fri 2/20

6:00 am-2:51 pm

1 stop8h 51m

$709

RutlandFort Myers

RUT - RSW

RUTRSW

Rutland

Thu 11/6

11:22 am-5:28 pm

1 stop6h 06m

Fort Myers SW Florida Intl

Mon 11/10

8:00 am-2:51 pm

1 stop6h 51m

$744

RutlandFort Myers

RUT - RSW

RUTRSW

Rutland

Thu 2/12

4:01 pm-11:55 pm

1 stop7h 54m

Fort Myers SW Florida Intl

Thu 2/19

6:00 am-2:51 pm

1 stop8h 51m

$797

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/23

Showing 1-10 of 20 results
1
2
  • Most accurate provider: When it comes to deals on Rutland-Fort Myers flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Rutland-Fort Myers flight deals on Cheapflights vs. Expedia 90-95% of the time. Price accuracy is based on data collected from Rutland-Fort Myers flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Rutland-Fort Myers flights, Cheapflights users trust Expedia the most. Expedia 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 Rutland-Fort Myers 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 Rutland to Fort Myers

Have a flexible travel schedule? Discover the best time to fly to Fort Myers from Rutland 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 Rutland to Fort Myers

What is the cheapest month to book a flight from Rutland to Fort Myers?

Currently, May is the cheapest month in which you can book a flight from Rutland to Fort Myers (average of $69). Flying from Rutland to Fort Myers in June is currently the most expensive (average of $178). 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 Rutland to Fort Myers. 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 Rutland to Fort Myers?

    A quick flight from Rutland to Fort Myers can take about 7h 21m. JetBlue provides one of the quickest options available for as low as $399. The distance between Rutland and Fort Myers is about 1273 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Rutland to Fort Myers 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 Rutland to Fort Myers?

    Currently, May is the cheapest month in which you can book a flight from Rutland to Fort Myers (average of $69). Flying from Rutland to Fort Myers in June is currently the most expensive (average of $178). 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 Fort Myers?

Book flights to Fort Myers if you plan to visit one of these locations
Sanibel
North Fort Myers
Estero
Lehigh Acres

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