RUT

$72 Find Cheap Flights to Rutland

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Rutland departing on 2/19. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Rutland

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Rutland, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Rutland, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$146
Cape Air
Fri 3/20Fri 3/27
BOS - RUT • Non-stop
Cheapest non-stop
$146
Cape Air
Thu 2/12Sat 2/14
BOS - RUT • Non-stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Rutland!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights to Rutland

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Rutland that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals to Rutland

Fri, Mar 20 - Fri, Mar 27
Cape Air Logo
8:58 am - 10:18 am
BOS
-
RUT
1h 20mnonstop
Cape Air Logo
7:15 am - 8:32 am
RUT
-
BOS
1h 17mnonstop
$146Cape Air
Fri, Feb 13 - Sun, Feb 15
Cape Air Logo
1:47 pm - 3:07 pm
BOS
-
RUT
1h 20mnonstop
Cape Air Logo
3:31 pm - 4:51 pm
RUT
-
BOS
1h 20mnonstop
$148Cape Air
Mon, Feb 16 - Wed, Feb 18
Cape Air Logo
5:11 pm - 6:31 pm
BOS
-
RUT
1h 20mnonstop
Cape Air Logo
3:31 pm - 4:51 pm
RUT
-
BOS
1h 20mnonstop
$160Cape Air
Tue, Feb 17 - Sat, Feb 21
Multiple Airlines Logo
6:00 am - 3:07 pm
PHL
-
RUT
9h 07m
1 stop
Multiple Airlines Logo
11:19 am - 10:07 pm
RUT
-
PHL
10h 48m
1 stop
$294Multiple Airlines
Tue, Mar 3 - Sun, Mar 8
Multiple Airlines Logo
2:50 pm - 10:18 am
MCO
-
RUT
19h 28m
2 stops
Multiple Airlines Logo
7:15 am - 7:50 pm
RUT
-
MCO
12h 35m
1 stop
$306Multiple Airlines
Wed, Mar 4 - Sat, Mar 7
JetBlue Logo
6:00 am - 10:18 am
PHL
-
RUT
4h 18m
1 stop
JetBlue Logo
7:15 am - 2:07 pm
RUT
-
PHL
6h 52m
1 stop
$319JetBlue
Thu, Mar 19 - Thu, Mar 26
Multiple Airlines Logo
9:59 am - 3:07 pm
JFK
-
RUT
5h 08m
1 stop
Multiple Airlines Logo
11:19 am - 3:32 pm
RUT
-
JFK
4h 13m
1 stop
$323Multiple Airlines
Fri, Mar 6 - Mon, Mar 9
Multiple Airlines Logo
6:00 am - 3:07 pm
TPA
-
RUT
9h 07m
1 stop
Multiple Airlines Logo
3:31 pm - 11:51 pm
RUT
-
TPA
8h 20m
1 stop
$334Multiple Airlines
Mon, Feb 16 - Thu, Feb 19
JetBlue Logo
6:00 am - 10:18 am
PHL
-
RUT
4h 18m
1 stop
JetBlue Logo
3:31 pm - 10:07 pm
RUT
-
PHL
6h 36m
1 stop
$339JetBlue
Tue, Feb 17 - Sat, Feb 21
JetBlue Logo
6:00 am - 10:18 am
PHL
-
RUT
4h 18m
1 stop
JetBlue Logo
3:31 pm - 10:07 pm
RUT
-
PHL
6h 36m
1 stop
$354JetBlue
Booking Insights

KAYAK's insights & trends for flights to Rutland

Get data-powered insights and trends for flights to Rutland to help you find the cheapest flights, the best time to fly and much more.

What are the most popular airlines flying to Rutland?

The most popular airline among KAYAK users flying to Rutland is American Airlines, followed by United Airlines and Delta.

Good to know - Book Cheap Rutland Plane Tickets

Low seasonAugust
Cheapest flight$72
Best time to beat the crowds with an average 41% drop in price.
Most popular time to fly and prices are also 13% lower on average.
Flight from Boston to Rutland

When to book flights to Rutland

Are your dates flexible? Find out the best times to travel to Rutland based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. The information is for flights to Rutland based on your location. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs - booking Rutland flights

  • How far is Rutland Airport from central Rutland?

    There are 6 miles between Rutland city center and Rutland Airport.

  • What is the name of Rutland’s airport?

    There is only 1 airport in Rutland, called Rutland Airport (RUT). It can also be referred to as Rutland.

  • How much is a flight to Rutland?

    On average, a flight to Rutland costs $160. The cheapest price found on KAYAK in the last 2 weeks cost $94 and departed from Boston Logan Intl Airport.

  • What is the cheapest day to fly to Rutland?

    Based on KAYAK data, the cheapest day to fly to Rutland is Friday where tickets can be as cheap as $160. On the other hand, the most expensive day to fly is Saturday, where prices are $205 on average.

  • How does KAYAK find such low prices on flights to Rutland?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Rutland.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Rutland?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Rutland is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Rutland?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Rutland with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Rutland?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Rutland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Rutland

  • Looking for cheap airfare to Rutland? 25% of our users found round-trip tickets to Rutland for the following prices or less: From Boston $122
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Rutland flight deals.

Reviews of the top airlines flying to Rutland

 
See real verified KAYAK customer reviews for airlines flying to Rutland. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from the United States to Rutland. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to Rutland? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
9.3
Cape AirOverall score based on 36 reviews
9.0Entertainment
8.7Comfort
9.5Crew
9.1Boarding
8.8Food
Airline reviews

We were the only ones on the plane to Culebra, and left 24 minutes early. Flight was beautiful to boot!

10.0 ExcellentAnonymous, Oct 2025
CPX - SJU
Read more Cape Air reviews

We were the only ones on the plane to Culebra, and left 24 minutes early. Flight was beautiful to boot!

Cape Air was great. Kayak was very poor. No ticket to print or explanation that they transferred to another service.

It was good. It was convenient and frequent enough to be a very useful flight to reach more regional hubs. I felt comfortable enough to sleep. During the flight but loved seeing the countryside when I was awake.

It’s less complicated from Culebra to SJU airport. Next time I will prefer to leave from Isla Grande airport to Culebra !!

10 seat Cesna. Equal parts transportation and adventure. 20 minute hop at 10000 feet and 160 mph, sitting 10 feet from the pilot. Panoramic views of the island. Very simple boarding, very low stress. VQS airport tiny, undeveloped. Highly recommended flight, Cape Air doing a great job here.

We traveled in a small Cesna so there was no food or entertainment. The pilot was excellent enjoy being able to see the places we were flying above. It was an OK flight.

Very smooth flight and landing. Pilot delivered his safety instruction in such a monotone that it wasn’t easily understandable. Words were said but he didn't communicate to us. If he was communicating to someone he cared about, he would have used inflection and other nuances of speaking. Virtually all emphasis was removed so it was just blah blah blah (really fast, like the end of a Pharma commercial)

My pilot on Cape Air was AMAZING!!!! I hoping that next time I fly I have him as my pilot. He made me feel safe and secure in his skills.

I so appreciate this service into and out of Glendive. Always a good experience with crew and support team.

It was not what I had expected but it was a great way to see the landscape.

Because of weather and mechanical issues our flight was 4 hours late. The only compensation offered to us was a meal voucher to be used only at Boston Airport and only on the day issued. But by the time it was offered to us all the restaurants were closed, so there was no way to use that offer.

Friendly crew, efficient boarding and flight arrived early. Couldn’t ask for a better experience

Terrible. They canceled our early morning flight after midnight on the day of and had no available flights to rebook my family on for the next 72 hours. Yet they still had other flights that were not cancelled from JFK so it couldn’t be based on the weather. It felt like they canceled the flight based on it not being profitable enough for them. I am not interested in traveling with the again. The absolute worse customer service and lack of accountability.

Horribly rude check in at airport, worst in 25 years of flying. All over a simple issue they could have googled to resolve.

First time flying with JetBlue and never again. I went to the counter to request meet and assist because I'm 74 and my wife is 79. I walk with a cane and my wife is handicapped and has her own wheel chair. I told the agent that my wife and luggage was at the entrance door. The ticketing agent said to me that they don't offer meet and assist. I need to bring them our luggage and then go back and get my wife in order to get my boarding pass. As I went back to get my luggage a Southwest agent along with a TSA agent recognized the situation and came over and took my wife and luggage to the JetBlue ticketing counter alongside the line and told the JetBlue agent to issue to take our luggage as soon as they could.

1) No pilot available for 1 hour 2) no room for most passengers careyon in overhead—-> stowed below 3) when we landed we had to wait 45 min. Before docking at gate as gate was not ready

It was good. I prefer JB over other airlines.I just wish we had headphones for the films, but other than that - good.

The ride share experience in JFK is terrible. After traveling on a flight, then you need to take a subway to the last stop to get an uber or lyft. Unacceptable. Bad job JetBlue for permitting JFK and Port Authority to do this to your passengers.

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

Very pleasant flight attendants. Gate crew rather loud chatting with each other.

Traveling to a place near Rutland?

Book flights to Rutland if you plan to visit one of these locations
Ludlow
Stratton
Ticonderoga
Chester
Grafton
Sunderland
Plymouth

Everything you need to know for your flight to Rutland

Information on the airport you'll fly into in Rutland