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Rutland

$156+ Cheap flights from Rutland

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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
RUT — SJC
Dec 17 — Dec 241
Wed 12/17
Wed 12/24
1 adult, Economy
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What to know about flights from Rutland

Discover essential information about flights departing from Rutland, including flight schedules, destinations, airlines operating at the Rutland airport, and any specific guidelines or requirements for travelers. Please note that the information is based on the most recent updates available. Data last updated November 17, 2025.

Cheapest airline

JetBlue

Good round-trip deal

$423 or less

Good one-way deal

$114 or less
On average, JetBlue currently has the cheapest one-way flight from Rutland (avg. price of $494).
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Price to beat on a round-trip flight from Rutland.
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Price to beat on a one-way flight from Rutland.
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Find flights from Rutland

Cheapest flights from Rutland
Explore the most affordable flight options available from Rutland. Find the lowest fares based on data from user searches, with prices last updated on November 17, 2025.

This Mytrip deal was found by Cheapflights users on 11/16. 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.
Tue 12/211:22 amRUT - MCO
1 stop9h 44mMultiple Airlines
Sat 12/67:00 amMCO - RUT
1 stop7h 51mMultiple Airlines
Deal found 11/16$338
This JetBlue deal was found by Cheapflights users on 11/15. 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 2/93:31 pmRUT - MCO
1 stop5h 58mJetBlue
Thu 2/1212:00 pmMCO - RUT
1 stop6h 31mJetBlue
Deal found 11/15$349
This Mytrip deal was found by Cheapflights users on 11/15. 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.
Mon 12/111:22 amRUT - MCO
2 stops23h 30mMultiple Airlines
Fri 12/57:00 amMCO - RUT
1 stop11h 53mMultiple Airlines
Deal found 11/15$359
This JetBlue deal was found by Cheapflights users on 11/17. 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.
Sat 1/1711:19 amRUT - RSW
1 stop9h 36mJetBlue
Tue 1/206:00 amRSW - RUT
1 stop9h 07mJetBlue
Deal found 11/17$369
This Mytrip deal was found by Cheapflights users on 11/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/24:01 pmRUT - FLL
3 stops23h 53mMultiple Airlines
Sat 12/68:44 pmFLL - RUT
1 stop13h 43mMultiple Airlines
Deal found 11/17$374
This JetBlue deal was found by Cheapflights users on 11/17. 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.
Thu 1/83:31 pmRUT - TPA
1 stop7h 34mJetBlue
Mon 1/1212:30 pmTPA - RUT
1 stop6h 01mJetBlue
Deal found 11/17$374
This JetBlue deal was found by Cheapflights users on 11/17. 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.
Mon 1/123:31 pmRUT - RSW
1 stop8h 22mJetBlue
Thu 1/158:30 amRSW - RUT
1 stop6h 37mJetBlue
Deal found 11/17$379
This JetBlue deal was found by Cheapflights users on 11/16. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/113:31 pmRUT - RDU
1 stop8h 15mJetBlue
Sun 3/156:00 amRDU - RUT
1 stop4h 18mJetBlue
Deal found 11/16$379
This JetBlue deal was found by Cheapflights users on 11/16. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/211:22 amRUT - RDU
1 stop6h 50mJetBlue
Thu 12/46:00 amRDU - RUT
1 stop4h 27mJetBlue
Deal found 11/16$381
This JetBlue deal was found by Cheapflights users on 11/17. 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.
Tue 1/1311:19 amRUT - RSW
1 stop8h 46mJetBlue
Tue 1/208:00 amRSW - RUT
1 stop7h 07mJetBlue
Deal found 11/17$384
This JetBlue deal was found by Cheapflights users on 11/17. 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.
Mon 1/123:31 pmRUT - RSW
1 stop8h 22mJetBlue
Fri 1/166:00 amRSW - RUT
1 stop9h 07mJetBlue
Deal found 11/17$389
This JetBlue deal was found by Cheapflights users on 11/17. 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.
Sun 1/113:31 pmRUT - RSW
1 stop8h 22mJetBlue
Mon 1/196:00 amRSW - RUT
1 stop9h 07mJetBlue
Deal found 11/17$394

Find flights from Rutland within your budget

 
Find flights departing from Rutland that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on November 17, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

San Jose

Route

Depart

Return

Price

RutlandOrlando

RUT - MCO

RUTMCO

Rutland

Mon 2/9

3:31 pm-9:29 pm

1 stop5h 58m

Orlando

Thu 2/12

12:00 pm-6:31 pm

1 stop6h 31m

$349

RutlandOrlando

RUT - MCO

RUTMCO

Rutland

Mon 12/1

11:22 am-10:52 am

2 stops23h 30m

Orlando

Fri 12/5

7:00 am-6:53 pm

1 stop11h 53m

$359

RutlandOrlando

RUT - MCO

RUTMCO

Rutland

Tue 12/2

11:22 am-9:06 pm

1 stop9h 44m

Orlando

Sat 12/6

6:34 pm-10:27 am

2 stops15h 53m

$363

RutlandFort Myers

RUT - RSW

RUTRSW

Rutland

Sat 1/17

3:31 pm-10:35 pm

1 stop7h 04m

Fort Myers SW Florida Intl

Mon 1/19

6:00 am-3:07 pm

1 stop9h 07m

$369

RutlandFort Myers

RUT - RSW

RUTRSW

Rutland

Sat 1/17

11:19 am-8:55 pm

1 stop9h 36m

Fort Myers SW Florida Intl

Tue 1/20

6:00 am-3:07 pm

1 stop9h 07m

$369

RutlandTampa

RUT - TPA

RUTTPA

Rutland

Thu 1/8

3:31 pm-11:05 pm

1 stop7h 34m

Tampa

Mon 1/12

12:30 pm-6:31 pm

1 stop6h 01m

$374

RutlandFort Myers

RUT - RSW

RUTRSW

Rutland

Mon 1/12

3:31 pm-11:53 pm

1 stop8h 22m

Fort Myers SW Florida Intl

Thu 1/15

8:30 am-3:07 pm

1 stop6h 37m

$379

RutlandFort Myers

RUT - RSW

RUTRSW

Rutland

Sat 1/10

3:31 pm-10:35 pm

1 stop7h 04m

Fort Myers SW Florida Intl

Fri 1/16

6:00 am-3:07 pm

1 stop9h 07m

$379

RutlandFort Myers

RUT - RSW

RUTRSW

Rutland

Mon 1/12

3:31 pm-11:53 pm

1 stop8h 22m

Fort Myers SW Florida Intl

Mon 1/19

6:00 am-3:07 pm

1 stop9h 07m

$379

RutlandFort Myers

RUT - RSW

RUTRSW

Rutland

Mon 1/12

3:31 pm-11:53 pm

1 stop8h 22m

Fort Myers SW Florida Intl

Sat 1/17

8:00 am-3:07 pm

1 stop7h 07m

$379

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/15

Showing 1-10 of 60 results
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Best time to book a flight from Rutland

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

Travel insights for flights from Rutland

Get recent, data-driven insights about flights from Rutland including ideal travel times, pricing trends, and more.

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

Currently, September is the cheapest month in which you can book a flight from Rutland (average of $183). Flying from Rutland in March will prove the most costly (average of $276). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

What is the cheapest place to fly to from Rutland?

The cheapest city to fly to from Rutland is Boston Logan Intl, with prices starting at $99. Explore other affordable destinations below.

Boston Logan Intl
Boston Logan Intl
From $99

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Airports servicing Rutland

Fly out of one of these airports located in Rutland.
Flights from Albany
Flights from Lebanon
Flights from Hartford
Flights from Burlington

Related info for your journey

Access useful and relevant information related to your journey from Rutland. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated November 17, 2025.

  • What is the cheapest flight from Rutland to anywhere?

    Users have flown out of Rutland for as low as $99 to Boston (prices may vary depending on the airline and departure time). On average, users have booked flights for $372 to fly from Rutland.

  • What is the cheapest month to fly from Rutland?

    September is currently the cheapest month to fly from Rutland. At this moment in time March is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

  • Where are the cheapest places to fly to from Rutland?

    Check out the cheapest flights from Rutland to embark to:
    Fly from Rutland to San Jose from $544 round trip

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