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Rutland

$62+ 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 8/26. Fares are subject to change and may not be available on all flights or dates of travel.
RUT — SAN
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
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 August 18, 2025.

Cheapest round-trip flight

$223

Cheapest airline

JetBlue

Good round-trip deal

$493 or less

Good one-way deal

$109 or less
The cheapest round-trip 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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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 August 18, 2025.

Sun 12/287:20 amRUT - BOS
Nonstop1h 08mCape Air
Sat 1/105:50 pmBOS - RUT
Nonstop1h 03mCape Air
Deal found 8/15$120
Mon 11/104:10 pmRUT - BOS
Nonstop1h 08mCape Air
Sat 11/228:53 amBOS - RUT
Nonstop1h 03mCape Air
Deal found 8/16$164
Mon 10/277:20 amRUT - BOS
Nonstop1h 08mCape Air
Thu 10/301:49 pmBOS - RUT
Nonstop1h 03mCape Air
Deal found 8/18$174
Mon 9/13:58 pmRUT - BOS
Nonstop1h 17mCape Air
Fri 9/55:45 pmBOS - RUT
Nonstop1h 20mCape Air
Deal found 8/16$192
Tue 9/23:58 pmRUT - BOS
Nonstop1h 17mCape Air
Sat 9/68:12 amBOS - RUT
Nonstop1h 20mCape Air
Deal found 8/17$218
Fri 10/1010:27 amRUT - TPA
1 stop8h 12mJetBlue
Mon 10/1310:07 amTPA - RUT
1 stop8h 58mJetBlue
Deal found 8/18$259
Fri 11/77:20 amRUT - RSW
1 stop6h 35mJetBlue
Mon 11/1011:45 amRSW - RUT
1 stop7h 08mJetBlue
Deal found 8/16$299
Fri 10/2412:00 pmRUT - TPA
1 stop8h 51mJetBlue
Mon 10/276:00 amTPA - RUT
1 stop8h 52mJetBlue
Deal found 8/18$339
Mon 9/13:58 pmRUT - MCO
1 stop21h 49mMultiple Airlines
Fri 9/510:42 amMCO - RUT
1 stop22h 50mMultiple Airlines
Deal found 8/16$344
Mon 9/110:27 amRUT - FLL
1 stop23h 06mMultiple Airlines
Fri 9/58:00 amFLL - RUT
1 stop25h 32mMultiple Airlines
Deal found 8/17$365
Thu 10/307:20 amRUT - TPA
1 stop8h 08mJetBlue
Sun 11/210:20 amTPA - RUT
1 stop8h 33mJetBlue
Deal found 8/18$366
Tue 9/163:58 pmRUT - TPA
1 stop5h 49mJetBlue
Tue 9/237:30 amTPA - RUT
1 stop6h 02mJetBlue
Deal found 8/17$369

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 August 18, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

San Diego

Route

Depart

Return

Price

RutlandBoston

RUT - BOS

RUTBOS

Rutland

Sun 12/28

7:20 am-8:28 am

Nonstop1h 08m

Boston Logan Intl

Sat 1/10

5:50 pm-6:53 pm

Nonstop1h 03m

$120

RutlandBoston

RUT - BOS

RUTBOS

Rutland

Mon 11/10

4:10 pm-5:18 pm

Nonstop1h 08m

Boston Logan Intl

Sat 11/22

8:53 am-9:56 am

Nonstop1h 03m

$164

RutlandBoston

RUT - BOS

RUTBOS

Rutland

Mon 10/27

7:20 am-8:28 am

Nonstop1h 08m

Boston Logan Intl

Thu 10/30

1:49 pm-2:52 pm

Nonstop1h 03m

$174

RutlandBoston

RUT - BOS

RUTBOS

Rutland

Mon 9/1

3:58 pm-5:15 pm

Nonstop1h 17m

Boston Logan Intl

Fri 9/5

5:45 pm-7:05 pm

Nonstop1h 20m

$192

RutlandBoston

RUT - BOS

RUTBOS

Rutland

Tue 9/2

3:58 pm-5:15 pm

Nonstop1h 17m

Boston Logan Intl

Sat 9/6

8:12 am-9:32 am

Nonstop1h 20m

$218

RutlandTampa

RUT - TPA

RUTTPA

Rutland

Fri 10/10

10:27 am-6:39 pm

1 stop8h 12m

Tampa

Mon 10/13

10:07 am-7:05 pm

1 stop8h 58m

$259

RutlandFort Myers

RUT - RSW

RUTRSW

Rutland

Fri 11/7

7:20 am-1:55 pm

1 stop6h 35m

Fort Myers SW Florida Intl

Mon 11/10

11:45 am-6:53 pm

1 stop7h 08m

$299

RutlandTampa

RUT - TPA

RUTTPA

Rutland

Fri 10/24

12:00 pm-8:51 pm

1 stop8h 51m

Tampa

Mon 10/27

6:00 am-2:52 pm

1 stop8h 52m

$339

RutlandOrlando

RUT - MCO

RUTMCO

Rutland

Mon 9/1

3:58 pm-1:47 pm

1 stop21h 49m

Orlando

Fri 9/5

10:42 am-9:32 am

1 stop22h 50m

$344

RutlandFort Lauderdale

RUT - FLL

RUTFLL

Rutland

Mon 9/1

10:27 am-9:33 am

1 stop23h 06m

Fort Lauderdale

Fri 9/5

8:00 am-9:32 am

1 stop25h 32m

$365

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/17

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, May is the cheapest month in which you can book a flight from Rutland (average of $248). Flying from Rutland in December will prove the most costly (average of $318). 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 $106. Explore other affordable destinations below.

Boston Logan Intl
Boston Logan Intl
From $106

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Airports servicing Rutland

Fly out of one of these airports located in Rutland.
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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 August 18, 2025.

  • What is the cheapest flight from Rutland to anywhere?

    Users have flown out of Rutland for as low as $106 to Boston (prices may vary depending on the airline and departure time). On average, users have booked flights for $312 to fly from Rutland.

  • What is the cheapest month to fly from Rutland?

    May is currently the cheapest month to fly from Rutland. At this moment in time December 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.

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