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Rutland

$137+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
RUT — SJC
Feb 20 — Feb 271
Fri 2/20
Fri 2/27
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 21, 2026.

Cheapest one-way flight

$79

Cheapest airline

JetBlue

Most popular destination

Boston Logan Intl (BOS)

Good round-trip deal

$172 or less

Good one-way deal

$93 or less
The cheapest one-way flight from Rutland is currently to Boston Logan Intl.
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On average, JetBlue currently has the cheapest one-way flight from Rutland (avg. price of $494).
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Boston Logan Intl (BOS) is currently the most popular flight destination from Rutland (average round-trip price of $100).
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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 21, 2026.

This Expedia deal was found by Cheapflights users on 1/20. 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.
Tue 2/173:31 pm
RUT
-
PHL
1 stop6h 36m
Multiple Airlines
Tue 2/246:00 am
PHL
-
RUT
1 stop9h 07m
Multiple Airlines
Deal found 1/20$274
This Mytrip deal was found by Cheapflights users on 1/19. 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 2/311:19 am
RUT
-
MCO
1 stop7h 50m
Multiple Airlines
Sat 2/78:20 pm
MCO
-
RUT
1 stop13h 58m
Multiple Airlines
Deal found 1/19$293
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/43:31 pm
RUT
-
MCO
1 stop19h 01m
Multiple Airlines
Sun 2/89:46 pm
MCO
-
RUT
2 stops36h 32m
Multiple Airlines
Deal found 1/20$338
This JetBlue deal was found by Cheapflights users on 1/20. 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 pm
RUT
-
PHL
1 stop7h 00m
JetBlue
Tue 3/316:00 am
PHL
-
RUT
1 stop4h 18m
JetBlue
Deal found 1/20$341
This JetBlue deal was found by Cheapflights users on 1/20. 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 am
RUT
-
RSW
1 stop7h 20m
JetBlue
Sun 3/296:00 am
RSW
-
RUT
1 stop9h 07m
JetBlue
Deal found 1/20$342
This JetBlue deal was found by Cheapflights users on 1/19. 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 pm
RUT
-
MCO
1 stop7h 37m
JetBlue
Sat 3/711:00 am
MCO
-
RUT
1 stop7h 31m
JetBlue
Deal found 1/19$369
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/43:31 pm
RUT
-
FLL
2 stops25h 13m
Multiple Airlines
Sun 2/88:45 pm
FLL
-
RUT
1 stop13h 33m
Multiple Airlines
Deal found 1/20$376
This JetBlue deal was found by Cheapflights users on 1/21. 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.
Sun 3/13:31 pm
RUT
-
RSW
1 stop8h 20m
JetBlue
Thu 3/57:20 am
RSW
-
RUT
1 stop7h 47m
JetBlue
Deal found 1/21$389
This JetBlue deal was found by Cheapflights users on 1/21. 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.
Tue 3/313:31 pm
RUT
-
TPA
1 stop6h 44m
JetBlue
Thu 4/96:15 am
TPA
-
RUT
1 stop8h 52m
JetBlue
Deal found 1/21$389
This JetBlue deal was found by Cheapflights users on 1/20. 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 2/311:19 am
RUT
-
TPA
1 stop7h 59m
JetBlue
Thu 2/127:00 am
TPA
-
RUT
1 stop8h 07m
JetBlue
Deal found 1/20$391
This JetBlue deal was found by Cheapflights users on 1/19. 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 2/273:31 pm
RUT
-
MCO
1 stop8h 25m
JetBlue
Fri 3/66:15 am
MCO
-
RUT
1 stop8h 52m
JetBlue
Deal found 1/19$391
This JetBlue deal was found by Cheapflights users on 1/21. 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.
Mon 3/303:31 pm
RUT
-
TPA
1 stop7h 38m
JetBlue
Tue 4/76:15 am
TPA
-
RUT
1 stop8h 52m
JetBlue
Deal found 1/21$399

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 21, 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

Tue 2/17

3:31 pm-10:07 pm

1 stop6h 36m

Philadelphia

Tue 2/24

6:00 am-3:07 pm

1 stop9h 07m

$274

RutlandOrlando

RUT - MCO

RUTMCO

Rutland

Wed 2/4

3:31 pm-10:32 am

1 stop19h 01m

Orlando

Sun 2/8

9:46 pm-10:18 am

2 stops36h 32m

$338

RutlandPhiladelphia

RUT - PHL

RUTPHL

Rutland

Sat 3/28

3:31 pm-7:24 pm

1 stop3h 53m

Philadelphia

Tue 3/31

6:00 am-10:18 am

1 stop4h 18m

$341

RutlandFort Myers

RUT - RSW

RUTRSW

Rutland

Sun 3/1

11:19 am-6:39 pm

1 stop7h 20m

Fort Myers SW Florida Intl

Sun 3/29

6:00 am-3:07 pm

1 stop9h 07m

$342

RutlandOrlando

RUT - MCO

RUTMCO

Rutland

Sat 2/28

3:31 pm-11:08 pm

1 stop7h 37m

Orlando

Sat 3/7

11:00 am-6:31 pm

1 stop7h 31m

$369

RutlandFort Lauderdale

RUT - FLL

RUTFLL

Rutland

Wed 2/4

3:31 pm-4:44 pm

2 stops25h 13m

Fort Lauderdale

Sun 2/8

8:45 pm-10:18 am

1 stop13h 33m

$376

RutlandFort Lauderdale

RUT - FLL

RUTFLL

Rutland

Fri 2/27

11:19 am-5:28 pm

1 stop6h 09m

Fort Lauderdale

Fri 3/6

6:00 am-3:07 pm

1 stop9h 07m

$381

RutlandFort Lauderdale

RUT - FLL

RUTFLL

Rutland

Wed 2/18

3:31 pm-10:57 pm

1 stop7h 26m

Fort Lauderdale

Thu 2/26

6:00 am-3:07 pm

1 stop9h 07m

$385

RutlandFort Myers

RUT - RSW

RUTRSW

Rutland

Sun 3/1

3:31 pm-11:51 pm

1 stop8h 20m

Fort Myers SW Florida Intl

Thu 3/5

7:20 am-3:07 pm

1 stop7h 47m

$389

RutlandTampa

RUT - TPA

RUTTPA

Rutland

Tue 3/31

3:31 pm-10:15 pm

1 stop6h 44m

Tampa

Wed 4/8

6:15 am-3:07 pm

1 stop8h 52m

$389

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

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

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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 21, 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 $251 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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