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$157+ 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 2/5. Fares are subject to change and may not be available on all flights or dates of travel.
RUT — RSW
Jan 26 — Feb 21
Mon 1/26
Mon 2/2
1 adult, Economy
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Cheap flight deals from Rutland to Fort Myers

Best flights from Rutland to Fort Myers
Discover carefully curated flight deals from Rutland to Fort Myers that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 27, 2025.

This JetBlue deal was found by Cheapflights users on 12/26. 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.
Mon 1/263:31 pmRUT - RSW
1 stop8h 21mJetBlue
Thu 1/296:30 amRSW - RUT
1 stop8h 37mJetBlue
Deal found 12/26$369
This JetBlue deal was found by Cheapflights users on 12/26. 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.
Sat 1/103:31 pmRUT - RSW
1 stop7h 16mJetBlue
Wed 1/146:30 amRSW - RUT
1 stop8h 37mJetBlue
Deal found 12/26$374
This JetBlue deal was found by Cheapflights users on 12/26. 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.
Sat 1/103:31 pmRUT - RSW
1 stop7h 16mJetBlue
Sat 1/176:00 amRSW - RUT
1 stop9h 07mJetBlue
Deal found 12/26$384
This JetBlue deal was found by Cheapflights users on 12/26. 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.
Sun 2/13:31 pmRUT - RSW
1 stop8h 21mJetBlue
Wed 2/186:00 amRSW - RUT
1 stop9h 07mJetBlue
Deal found 12/26$414
This JetBlue deal was found by Cheapflights users on 12/26. 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.
Sat 2/283:31 pmRUT - RSW
1 stop7h 21mJetBlue
Fri 3/66:00 amRSW - RUT
1 stop9h 07mJetBlue
Deal found 12/26$444
This JetBlue deal was found by Cheapflights users on 12/25. 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 4/83:31 pmRUT - RSW
1 stop5h 57mJetBlue
Tue 4/146:00 amRSW - RUT
1 stop9h 07mJetBlue
Deal found 12/25$449
This JetBlue deal was found by Cheapflights users on 12/25. 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.
Sun 3/1511:19 amRUT - RSW
1 stop6h 03mJetBlue
Thu 3/196:00 amRSW - RUT
1 stop9h 07mJetBlue
Deal found 12/25$499
This JetBlue deal was found by Cheapflights users on 12/25. 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.
Sun 3/297:15 amRUT - RSW
1 stop7h 55mJetBlue
Fri 4/37:15 amRSW - RUT
1 stop7h 52mJetBlue
Deal found 12/25$509
This JetBlue deal was found by Cheapflights users on 12/26. 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.
Sun 3/111:19 amRUT - RSW
1 stop7h 20mJetBlue
Fri 3/66:00 amRSW - RUT
1 stop9h 07mJetBlue
Deal found 12/26$524
This JetBlue deal was found by Cheapflights users on 12/26. 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 2/263:31 pmRUT - RSW
1 stop7h 21mJetBlue
Sun 3/17:20 amRSW - RUT
1 stop7h 47mJetBlue
Deal found 12/26$544

Find 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 December 27, 2025.

Most accurate provider

Expedia
2 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$369
(JetBlue)

One-way from

$157
(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
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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 December 27, 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

Mon 1/26

3:31 pm-11:52 pm

1 stop8h 21m

Fort Myers SW Florida Intl

Thu 1/29

6:30 am-3:07 pm

1 stop8h 37m

$369

RutlandFort Myers

RUT - RSW

RUTRSW

Rutland

Sat 1/10

3:31 pm-10:47 pm

1 stop7h 16m

Fort Myers SW Florida Intl

Wed 1/14

6:30 am-3:07 pm

1 stop8h 37m

$374

RutlandFort Myers

RUT - RSW

RUTRSW

Rutland

Sat 1/10

3:31 pm-10:47 pm

1 stop7h 16m

Fort Myers SW Florida Intl

Sat 1/17

6:00 am-3:07 pm

1 stop9h 07m

$384

RutlandFort Myers

RUT - RSW

RUTRSW

Rutland

Sun 2/1

3:31 pm-11:52 pm

1 stop8h 21m

Fort Myers SW Florida Intl

Wed 2/18

6:00 am-3:07 pm

1 stop9h 07m

$414

RutlandFort Myers

RUT - RSW

RUTRSW

Rutland

Sat 2/28

3:31 pm-10:52 pm

1 stop7h 21m

Fort Myers SW Florida Intl

Fri 3/6

6:00 am-3:07 pm

1 stop9h 07m

$444

RutlandFort Myers

RUT - RSW

RUTRSW

Rutland

Wed 4/8

3:31 pm-9:28 pm

1 stop5h 57m

Fort Myers SW Florida Intl

Tue 4/14

6:00 am-3:07 pm

1 stop9h 07m

$449

RutlandFort Myers

RUT - RSW

RUTRSW

Rutland

Sun 3/15

11:19 am-5:22 pm

1 stop6h 03m

Fort Myers SW Florida Intl

Thu 3/19

6:00 am-3:07 pm

1 stop9h 07m

$499

RutlandFort Myers

RUT - RSW

RUTRSW

Rutland

Sun 3/29

7:15 am-3:10 pm

1 stop7h 55m

Fort Myers SW Florida Intl

Fri 4/3

7:15 am-3:07 pm

1 stop7h 52m

$509

RutlandFort Myers

RUT - RSW

RUTRSW

Rutland

Sun 3/1

11:19 am-6:39 pm

1 stop7h 20m

Fort Myers SW Florida Intl

Fri 3/6

6:00 am-3:07 pm

1 stop9h 07m

$524

RutlandFort Myers

RUT - RSW

RUTRSW

Rutland

Thu 2/26

3:31 pm-10:52 pm

1 stop7h 21m

Fort Myers SW Florida Intl

Sun 3/1

7:20 am-3:07 pm

1 stop7h 47m

$544

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/24

Showing 1-10 of 19 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, November is the cheapest month in which you can book a flight from Rutland to Fort Myers (average of $61). 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 8h 21m. JetBlue provides one of the quickest options available for as low as $369. 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, November is the cheapest month in which you can book a flight from Rutland to Fort Myers (average of $61). 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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