$70 Cheap flights to Rutland County

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Top places to visit in Rutland County

A skier in a red jacket and helmet on a snowy slope with trees in the background.
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Killington

Killington
Autumn landscape with bright colorful orange and red trees and leaves along a winding country road. Banner format
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Rutland

Rutland
A lakeside community with houses and docks.
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Castleton

Castleton

Cheap flights to Rutland County from $70 One Way, $150 Round Trip

$150 return flights and $70 one-way flights to Rutland County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Nov 7 - Sat, Nov 7
BOS
Boston
LEB
Lebanon
$150 Roundtrip, found 5 days ago
$150
Roundtrip
found 5 days ago
Select Cape Air flight, departing Sat, Nov 7 from Boston to Lebanon, returning Sat, Nov 7, priced at $150 found 5 days ago
Sun, Nov 1 - Sat, Nov 7
BOS
Boston
LEB
Lebanon
$155 Roundtrip, just found
$155
Roundtrip
just found
Select Cape Air flight, departing Sun, Nov 1 from Boston to Lebanon, returning Sat, Nov 7, priced at $155 just found
Sun, Nov 1 - Sat, Nov 7
BOS
Boston
LEB
Lebanon
$165 Roundtrip, just found
$165
Roundtrip
just found
Select Cape Air flight, departing Sun, Nov 1 from Boston to Lebanon, returning Sat, Nov 7, priced at $165 just found
Sat, Sep 19 - Sat, Sep 19
BOS
Boston
LEB
Lebanon
$172 Roundtrip, found 1 day ago
$172
Roundtrip
found 1 day ago
Select Cape Air flight, departing Sat, Sep 19 from Boston to Lebanon, returning Sat, Sep 19, priced at $172 found 1 day ago
Thu, Oct 1 - Mon, Oct 5
BOS
Boston
LEB
Lebanon
$175 Roundtrip, found 20 hours ago
$175
Roundtrip
found 20 hours ago
Select Cape Air flight, departing Thu, Oct 1 from Boston to Lebanon, returning Mon, Oct 5, priced at $175 found 20 hours ago
Wed, Aug 5 - Sun, Aug 9
BOS
Boston
LEB
Lebanon
$178 Roundtrip, found 9 hours ago
$178
Roundtrip
found 9 hours ago
Select Cape Air flight, departing Wed, Aug 5 from Boston to Lebanon, returning Sun, Aug 9, priced at $178 found 9 hours ago
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Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
BOSWest LebanonAugust 7 to August 9$178
BOSNorth ClarendonAugust 7 to August 14$192
HPNWest LebanonAugust 8 to August 9$304
LGANorth ClarendonAugust 9 to August 13$546
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Rutland County Accommodation Deals

The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd Killington VT
Fully refundableReserve now, pay when you stay
$177 nightly
The price is $195 total per night from Aug 2 to Aug 3
$195 total
Aug 2 - Aug 3
Total with taxes and fees
Book a stay at this ski hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (1,014 reviews)
"The carpet was filthy. Looked like it hadn't been vacuumed in weeks. The bedding was dirty - a brown spot and it was off putting."

Reviewed on Jul 31, 2026

Opens in a new windowThe Mountain Inn at Killington
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St Rutland VT
Fully refundable
$125 nightly
The price is $138 total per night from Aug 9 to Aug 10
$138 total
Aug 9 - Aug 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Opens in a new windowComfort Inn Rutland - Killington
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd Killington VT
$139 nightly
The price is $152 total per night from Aug 9 to Aug 10
$152 total
Aug 9 - Aug 10
Total with taxes and fees
Book a stay at this golf hotel in Killington. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the ...
Opens in a new windowKillington Mountain Lodge, Tapestry Collection by Hilton
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Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
401 US-7 Rutland VT
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $139 total per night from Aug 2 to Aug 3
$139 total
Aug 2 - Aug 3
Total with taxes and fees
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.8/10 (1,000 reviews)
"My stay was pleasant and affordable priced"

Reviewed on Jul 31, 2026

Opens in a new windowDays Inn by Wyndham Rutland/Killington Area
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Rutland County

Why search for low cost fares on your flights to Rutland County when Orbitz offers the guaranteed lowest prices on foreign and domestic flights? When you travel with Orbitz you can benefit from:

Bargain Flights to Rutland County

Orbitz offers massive discounts and substantial last-minute savings on your Rutland County flights. Orbitz ensures that you can find, plan and reserve your flights any destination with ease, all while enjoying the guaranteed lowest prices available anywhere.

Cutting-Edge Mobile Tools to Keep You In The Know

Orbitz sends you free alerts and updates on your Rutland County flight wherever you are in the world. Once you have downloaded the free app for your iPhone, Android, or iPad, you can review or alter any travel plans that you have made or even book a future flight for business or pleasure. If you need to reserve a hotel room when booking your flight, you will find exclusive deals on our mobile site.

Frequent Flyer Program Enrolment

Orbitz finds you the lowest fares, but you can still add your miles to your frequent flyer program to earn miles or points on selected flights to Rutland County. When making your booking, reference your frequent flyer number to receive discounts in the future.

Outstanding Customer Service

Orbitz values your business and wants to ensure that all of your flights are as easy as possible to book. If you have booked a flight to Rutland County but need to cancel it, you may be able to do so online. If you have any questions or need help, the dedicated Orbitz customer service team is always standing by.

Frequently asked questions

What is the best airport to fly to in Rutland County?
Rutland Southern Vermont Regional Airport (RUT) is the main entry point for this unique region. Once you've stepped out of the arrivals area, the possibilities are endless when it comes to adventuring around Rutland County.
How much is a flight to Rutland County?
Return flight prices dipped as low as $150 this week to Rutland County, and went as high as $546. Some lucky jet-setters departing Boston (BOS) managed to get their hands on one-way tickets starting from just $70.
How to book the cheapest flight to Rutland County?
Landing cheap flights to Rutland County is as simple as booking your ticket with Orbitz. But if you want to make sure you're nabbing the best flight deals around, here are some suggestions your wallet will love:

  • Consider departing from or arriving at nearby airports for a cheaper fare. Enter your preferred departure and arrival airports in the form fields, then click on the 'Nearby airports' function below. It will list the available options.
  • If you're flexible with your travel schedule, click on the 'Show flexible dates' link. It'll show the flight deals for the days around your selected departure. Fares often vary depending on what day of the week it is.
  • You can also select the 'Show options' function to filter results for your preferred airline, seating class, nonstop flights and refundable flights. Under 'Sort & Filter' to the left, you can even pick the time of day you want to fly.
  • The early bird gets the most rewarding savings, so book your tickets the moment you know your travel dates. The most affordable fares sell out first and prices normally increase as the departure date nears.
  • Bundle your hotels, flights and car rental into a package deal and enjoy discounts. Save your hard-earned dollars for things you're really excited about, like discovering every corner of Rutland County.
  • Flying during busier seasons means steep airfares. Try to travel outside of popular periods, such as Christmas, New Year's Eve and Easter.

What is the best time to book a flight to Rutland County?
If your schedule allows, purchase your tickets to Rutland County in January. This is the best month to score low airfares, closely followed by February and August. With a little planning, you're guaranteed to find a cheap flight with Orbitz.
What day of the week is the cheapest to book a flight to Rutland County?
In general, Tuesdays, Wednesdays and Saturdays are the cheapest days of the week to book a flight to Rutland County. If you want the most competitive airfares, search across those days and you could land a great flight deal.
What is the cheapest day of the week to fly to Rutland County?
According to Orbitz data from 2020, Monday is normally the best day of the week for cheap flights to Rutland County. Tuesday also offers wallet-friendly airfares, while Saturday has the highest ticket prices. Even though flying out at the weekend may be easier to organize, you'll have more money in your pocket to play with if you take off at the start of the week.
What is the cheapest month to fly to Rutland County?
If you have some wiggle room with your travel plans, consider departing in August. Orbitz data has found that this is generally the best month to take a trip if you're looking for cheap flights to Rutland County. As you would imagine, fares rise in June and flights book out quickly.
Which airlines allow free cancellation?
When you search for flights on Orbitz, select "Filter by flexible change policies." This filter will show you all the airlines offering free cancellation and no change fees. Breathe easy knowing that if your travel dates change, your reservation can too.
What do I need for the flight to Rutland County?
There is so much to plan for any big trip, so it's useful to get a little bit of help before you set out. Here are a few pointers to make sure you're organized for your flight:

  • Make sure you've got your travel papers and some identification. For international journeys, you'll require your passport. When purchasing your flights, always use the same name, birth date and gender as stated on your government-issued ID.
  • A well-stocked carry-on bag is a must-have for any lengthy flight. With at least a few hours up your sleeve, you'll probably long for something to keep you occupied on your trip to Rutland County. We recommend a good book (or trashy magazine), and something to nosh on.
  • Never mind what the season is, aircraft cabins can get a little chilly. Carry an extra layer on your journey to stay warm and comfy.

How do I get cheap first-class/business deals to Rutland County?
Experienced travelers have honed the art of finding first or business-class flights to Rutland County without the astronomical price tag. Take a leaf out of their book with these helpful hints:

  • Flexibility isn't confined to yoga. Leave some room to move around your travel dates so you can snap up cheaper airfares when they crop up.
  • Search for a low-cost carrier that offers business-class seats. They usually come with extra legroom and a glass of Champagne — but at a more affordable price.
  • Make a bid for an upgrade. Some carriers hold online auctions that let you offer a price for a seat up the front. You can also try upgrading with points earned through a rewards program.

What is the best time to go to Rutland County?
Rutland County is a wonderful year-round vacation destination, but the most popular months are November, December and January. If you're into warmer weather, consider traveling during the summer months. Like most places in the Northern Hemisphere, the summer season kicks off June 20. Temperatures typically hover between 55 ºF and 75 ºF during the day.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.