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Rutland

$182+ Cheap flights from Fort Myers to Rutland (RSW - RUT)

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 — RUT
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Cheap flight deals from Fort Myers to Rutland

Discover tips and strategies to find the most affordable flight options for your journey from Fort Myers (RSW) to Rutland (RUT). 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 29, 2025.

Round-trip from

$389
(JetBlue)

One-way from

$182
(JetBlue)
From Fort Myers SW Florida Intl to Rutland
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One-way flight from Fort Myers SW Florida Intl to Rutland
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Find flight deals from Fort Myers to Rutland

Cheapest flights from Fort Myers to Rutland
Explore the most affordable flight options available from Fort Myers to Rutland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2025.

This JetBlue deal was found by Cheapflights users on 10/28. 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 12/47:25 amRSW - RUT
1 stop7h 26mJetBlue
Wed 12/104:01 pmRUT - RSW
1 stop6h 03mJetBlue
Deal found 10/28$389
This JetBlue deal was found by Cheapflights users on 10/28. 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 12/107:25 amRSW - RUT
1 stop7h 26mJetBlue
Thu 12/117:20 amRUT - RSW
1 stop9h 09mJetBlue
Deal found 10/28$434
This JetBlue deal was found by Cheapflights users on 10/28. 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 11/128:00 amRSW - RUT
1 stop6h 51mJetBlue
Sun 11/167:20 amRUT - RSW
1 stop6h 35mJetBlue
Deal found 10/28$574
This JetBlue deal was found by Cheapflights users on 10/27. 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 12/177:25 amRSW - RUT
1 stop7h 26mJetBlue
Wed 12/2411:22 amRUT - RSW
1 stop6h 35mJetBlue
Deal found 10/27$604

Cheapflights Fare Finder

 
Customize your flight search to find flights from Fort Myers to Rutland 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 29, 2025.
Use the filters below to find and compare flights from Fort Myers to Rutland that are best for you.

Fly from

Fort Myers

Fly to

Rutland

Route

Depart

Return

Price

Fort MyersRutland

RSW - RUT

RSWRUT

Fort Myers SW Florida Intl

Thu 12/4

7:25 am-2:51 pm

1 stop7h 26m

Rutland

Wed 12/10

4:01 pm-10:04 pm

1 stop6h 03m

$389

Fort MyersRutland

RSW - RUT

RSWRUT

Fort Myers SW Florida Intl

Wed 12/10

7:25 am-2:51 pm

1 stop7h 26m

Rutland

Thu 12/11

7:20 am-4:29 pm

1 stop9h 09m

$434

Fort MyersRutland

RSW - RUT

RSWRUT

Fort Myers SW Florida Intl

Wed 11/12

8:00 am-2:51 pm

1 stop6h 51m

Rutland

Sun 11/16

7:20 am-1:55 pm

1 stop6h 35m

$574

Fort MyersRutland

RSW - RUT

RSWRUT

Fort Myers SW Florida Intl

Sat 2/28

6:00 am-2:51 pm

1 stop8h 51m

Rutland

Tue 3/3

4:01 pm-10:46 pm

1 stop6h 45m

$584

Fort MyersRutland

RSW - RUT

RSWRUT

Fort Myers SW Florida Intl

Wed 12/17

7:25 am-2:51 pm

1 stop7h 26m

Rutland

Wed 12/24

11:22 am-5:57 pm

1 stop6h 35m

$604

Fort MyersRutland

RSW - RUT

RSWRUT

Fort Myers SW Florida Intl

Wed 12/10

7:25 am-2:51 pm

1 stop7h 26m

$197

Fort MyersRutland

RSW - RUT

RSWRUT

Fort Myers SW Florida Intl

Thu 12/25

10:40 am-6:53 pm

1 stop8h 13m

$201

Fort MyersRutland

RSW - RUT

RSWRUT

Fort Myers SW Florida Intl

Sat 12/6

7:25 am-2:51 pm

1 stop7h 26m

$207

Fort MyersRutland

RSW - RUT

RSWRUT

Fort Myers SW Florida Intl

Wed 12/24

7:00 am-2:51 pm

1 stop7h 51m

$211

Fort MyersRutland

RSW - RUT

RSWRUT

Fort Myers SW Florida Intl

Tue 1/27

8:00 am-2:51 pm

1 stop6h 51m

$212

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 12 results
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Best time to book a flight from Fort Myers to Rutland

Have a flexible travel schedule? Discover the best time to fly to Rutland 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.

Cheapflights Insights

Everything you need to know about your flight from Fort Myers to Rutland

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

Currently, May is the cheapest month in which you can book a flight from Fort Myers to Rutland (average of $63). Flying from Fort Myers to Rutland in July is currently the most expensive (average of $210). 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 Fort Myers to Rutland. 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 Rutland?

    For as low as $389, JetBlue can have you in Rutland from Fort Myers in 7h 26m. The distance from Fort Myers to Rutland is about 1273 mi.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Fort Myers to Rutland (average of $63). Flying from Fort Myers to Rutland in July is currently the most expensive (average of $210). 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 Rutland?

Book flights to Rutland if you plan to visit one of these locations
Lake George
Killington

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