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Rutland

$147+ 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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
RUT — SJC
Feb 1 — Feb 81
Sun 2/1
Sun 2/8
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 January 2, 2026.

Cheapest airline

JetBlue

Good round-trip deal

$200 or less

Good one-way deal

$100 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 January 2, 2026.

This JetBlue deal was found by Cheapflights users on 1/1. 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 3/283:31 pmRUT - PHL
1 stop3h 54mJetBlue
Tue 3/316:00 amPHL - RUT
1 stop4h 18mJetBlue
Deal found 1/1$319
This JetBlue deal was found by Cheapflights users on 1/1. 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 3/33:31 pmRUT - PHL
1 stop7h 05mJetBlue
Thu 3/56:00 amPHL - RUT
1 stop4h 18mJetBlue
Deal found 1/1$329
This JetBlue deal was found by Cheapflights users on 1/1. 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 1/297:15 amRUT - PHL
1 stop5h 20mJetBlue
Thu 2/58:40 amPHL - RUT
1 stop6h 27mJetBlue
Deal found 1/1$339
This JetBlue deal was found by Cheapflights users on 1/2. 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 1/163:31 pmRUT - MCO
1 stop6h 16mJetBlue
Sun 1/186:00 amMCO - RUT
1 stop9h 07mJetBlue
Deal found 1/2$349
This JetBlue deal was found by Cheapflights users on 1/2. 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 2/17:15 amRUT - PHL
1 stop5h 20mJetBlue
Sun 2/81:30 pmPHL - RUT
1 stop5h 01mJetBlue
Deal found 1/2$354
This JetBlue deal was found by Cheapflights users on 1/1. 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 - TPA
1 stop8h 20mJetBlue
Fri 3/67:00 amTPA - RUT
1 stop8h 07mJetBlue
Deal found 1/1$359
This Priceline deal was found by Cheapflights users on 1/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/197:15 amRUT - PHL
1 stop5h 20mJetBlue
Thu 1/228:40 amPHL - RUT
1 stop6h 27mJetBlue
Deal found 1/1$364
This JetBlue deal was found by Cheapflights users on 12/31. 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 3/23:31 pmRUT - TPA
1 stop8h 20mJetBlue
Wed 3/116:00 amTPA - RUT
1 stop9h 07mJetBlue
Deal found 12/31$369
This JetBlue deal was found by Cheapflights users on 1/2. 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 - PHL
1 stop7h 19mJetBlue
Wed 1/218:40 amPHL - RUT
1 stop6h 27mJetBlue
Deal found 1/2$369
This JetBlue deal was found by Cheapflights users on 1/2. 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 1/313:31 pmRUT - TPA
1 stop7h 33mJetBlue
Sat 2/76:00 amTPA - RUT
1 stop9h 07mJetBlue
Deal found 1/2$379
This JetBlue deal was found by Cheapflights users on 1/1. 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 1/127:15 amRUT - PHL
1 stop5h 20mJetBlue
Wed 1/148:40 amPHL - RUT
1 stop6h 27mJetBlue
Deal found 1/1$379
This JetBlue deal was found by Cheapflights users on 1/1. 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 3/143:31 pmRUT - FLL
1 stop7h 40mJetBlue
Wed 3/256:00 amFLL - RUT
1 stop9h 07mJetBlue
Deal found 1/1$389

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 January 2, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

San Jose

Route

Depart

Return

Price

RutlandPhiladelphia

RUT - PHL

RUTPHL

Rutland

Sat 3/28

3:31 pm-7:25 pm

1 stop3h 54m

Philadelphia

Tue 3/31

8:50 am-3:07 pm

1 stop6h 17m

$319

RutlandPhiladelphia

RUT - PHL

RUTPHL

Rutland

Tue 3/3

3:31 pm-10:36 pm

1 stop7h 05m

Philadelphia

Thu 3/5

6:00 am-10:18 am

1 stop4h 18m

$329

RutlandPhiladelphia

RUT - PHL

RUTPHL

Rutland

Thu 1/29

7:15 am-12:35 pm

1 stop5h 20m

Philadelphia

Thu 2/5

8:40 am-3:07 pm

1 stop6h 27m

$339

RutlandOrlando

RUT - MCO

RUTMCO

Rutland

Fri 1/16

3:31 pm-9:47 pm

1 stop6h 16m

Orlando

Sun 1/18

6:00 am-3:07 pm

1 stop9h 07m

$349

RutlandPhiladelphia

RUT - PHL

RUTPHL

Rutland

Sun 2/1

7:15 am-12:35 pm

1 stop5h 20m

Philadelphia

Sun 2/8

1:30 pm-6:31 pm

1 stop5h 01m

$354

RutlandTampa

RUT - TPA

RUTTPA

Rutland

Sat 2/28

3:31 pm-11:51 pm

1 stop8h 20m

Tampa

Fri 3/6

7:00 am-3:07 pm

1 stop8h 07m

$359

RutlandPhiladelphia

RUT - PHL

RUTPHL

Rutland

Mon 1/19

7:15 am-12:35 pm

1 stop5h 20m

Philadelphia

Thu 1/22

8:40 am-3:07 pm

1 stop6h 27m

$364

RutlandPhiladelphia

RUT - PHL

RUTPHL

Rutland

Sat 1/17

11:19 am-6:38 pm

1 stop7h 19m

Philadelphia

Wed 1/21

8:40 am-3:07 pm

1 stop6h 27m

$369

RutlandTampa

RUT - TPA

RUTTPA

Rutland

Sat 1/31

3:31 pm-11:04 pm

1 stop7h 33m

Tampa

Sat 2/7

6:00 am-3:07 pm

1 stop9h 07m

$379

RutlandPhiladelphia

RUT - PHL

RUTPHL

Rutland

Mon 1/12

7:15 am-12:35 pm

1 stop5h 20m

Philadelphia

Wed 1/14

8:40 am-3:07 pm

1 stop6h 27m

$379

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/31

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 $79. Explore other affordable destinations below.

Boston Logan Intl
Boston Logan Intl
From $79

Browse thousands of different options on Cheapflights for your next trip

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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 January 2, 2026.

  • What is the cheapest flight from Rutland to anywhere?

    Users have flown out of Rutland for as low as $79 to Boston (prices may vary depending on the airline and departure time). On average, users have booked flights for $299 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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