RUT

$91 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 5/28. 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
$164
Cape Air
Sat 7/25Thu 7/30
BOS - RUT • Non-stop
Cheapest one-way
$103
Typical prices: $93-$96
Cape Air
Thu 5/28
BOS - RUT • Non-stop
Start a new search
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

Sat, Jul 25 - Thu, Jul 30
Cape Air Logo
9:10 am - 10:38 am
BOS
-
RUT
1h 28mnonstop
Cape Air Logo
11:33 am - 12:58 pm
RUT
-
BOS
1h 25mnonstop
$164Cape Air
Tue, Sep 1 - Wed, Sep 2
Cape Air Logo
5:03 pm - 6:31 pm
BOS
-
RUT
1h 28mnonstop
Cape Air Logo
3:35 pm - 5:00 pm
RUT
-
BOS
1h 25mnonstop
$180Cape Air
Thu, May 21 - Mon, May 25
Cape Air Logo
1:47 pm - 3:07 pm
BOS
-
RUT
1h 20mnonstop
Cape Air Logo
7:15 am - 8:32 am
RUT
-
BOS
1h 17mnonstop
$184Cape Air
Wed, May 20 - Sun, May 24
Cape Air Logo
8:58 am - 10:18 am
BOS
-
RUT
1h 20mnonstop
Cape Air Logo
3:31 pm - 4:51 pm
RUT
-
BOS
1h 20mnonstop
$185Cape Air
Wed, Jun 3 - Wed, Jun 10
Cape Air Logo
5:11 pm - 6:31 pm
BOS
-
RUT
1h 20mnonstop
Cape Air Logo
7:15 am - 8:40 am
RUT
-
BOS
1h 25mnonstop
$194Cape Air
Thu, Jun 4 - Thu, Jun 11
Cape Air Logo
5:11 pm - 6:31 pm
BOS
-
RUT
1h 20mnonstop
Cape Air Logo
11:33 am - 12:58 pm
RUT
-
BOS
1h 25mnonstop
$195Cape Air
Mon, Jun 22 - Fri, Jun 26
Multiple Airlines Logo
6:29 am - 3:11 pm
JFK
-
RUT
8h 42m
1 stop
Multiple Airlines Logo
3:35 pm - 8:36 pm
RUT
-
JFK
5h 01m
1 stop
$394Multiple Airlines
Thu, Jul 9 - Sun, Jul 12
JetBlue Logo
6:00 am - 10:38 am
JFK
-
RUT
4h 38m
1 stop
JetBlue Logo
3:35 pm - 10:00 pm
RUT
-
JFK
6h 25m
1 stop
$411JetBlue
Fri, May 29 - Sun, May 31
JetBlue Logo
6:40 am - 10:18 am
JFK
-
RUT
3h 38m
1 stop
JetBlue Logo
3:31 pm - 9:55 pm
RUT
-
JFK
6h 24m
1 stop
$432JetBlue
Thu, Jun 18 - Thu, Jun 25
JetBlue Logo
6:29 am - 10:38 am
JFK
-
RUT
4h 09m
1 stop
JetBlue Logo
11:33 am - 5:25 pm
RUT
-
JFK
5h 52m
1 stop
$443JetBlue
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 is the cheapest day to fly to Rutland?

The average price of all round-trip flights to Rutland clicked on KAYAK for each day over the last 12 months.

Based on KAYAK data, the cheapest day to fly to Rutland is Friday where round-trip tickets can be as cheap as $160. On the other hand, the most expensive day to fly is Saturday, where round-trip prices are $212 on average.

Good to know - Book Cheap Rutland Plane Tickets

Low seasonAugust
Cheapest flight$103
Best time to beat the crowds with an average 39% drop in price.
Most popular time to fly and prices are also 10% 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 $144. The cheapest price found on KAYAK in the last 2 weeks cost $77 and departed from Boston Logan Intl Airport.

  • 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.

  • How many direct flights to Rutland are there each day?

    There are around 6 direct flights from within United States to Rutland every day. Most flights depart in the afternoon, with 67% of flights departing in the afternoon.

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 $78
  • 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 33 reviews
9.4Crew
8.9Entertainment
9.0Boarding
8.7Food
8.6Comfort
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.

Kayak sucked. You gave me a confirmation number that was not useable by the jet blue system. Nor did you send any check in emails. I’ll not be using your site again. Nice work.

Given us a free miles or free flight for waiting for 9 hours I didn’t get home till 5am in the morning and I was supposed to be home at 9:30 touch down.

Excellent price. Everything on time. two bad parts. Kayak said I couldn't sign in for the flight online, but I got an email at the same time from Jet Blue and they let me sign in online. Second bad part was that, although I had provided my known traveler number, neither of my boarding passes, for this flight and the previous one, had TSA pre-check showing.

Jet blue was great But the Jayak system Wasa pure nightmare and wasted so much of my time and energy by not giving me a way to access jet blue to check in the flight back I didn’t even get the number confirmation code 24 hours before. Because I didn’t receive the email with the confirmation code I could NoT CHECk IN. I spoke to a kayak third party and they informed me I could not carry a carry on, on the flight which caused me so much extra stress it was just too much. You can be sure I will not be using it recommending your site. Again.

There was a screen but no earphones that could use the older input so I could listen to anything.

My experience with JetBlue was fine BUT I am very upset with Kayak! JetBlue had delayed our scheduled departure by an hour and you NEVER notified me of the change. I did not hear directly from JetBlue because the trip was booked through Kayak, a mistake I will not repeat. Your reminder of the our trip last week still had the WRONG departure time. Our return trip has also changed, and again no notice from you.

Jet blue just had great service overall! Only a little turbulence heading out of Austin, otherwise the jet stream helped the speed of the trip!

Boarding was quick and efficient. The flight crew were friendly. There were limited food options available on the flight. The pocket guide said there would be salad and sandwich sections available on flights over 3.5 hours. The only food available were snack boxes. And those were limited as well. My flight was over 5 hours. The entertainment system worked well. I had both extra legroom seats and regular coach seats. The seats were not very comfortable. The entertainment controls in the armrest made it difficult to rest my arm without changing the channel on my neighbors TV. Overall, my experience was mediocre.

Purchased through 3rd party vendor which made everything difficult. Unable to check in online. Unable to get flight updates easily, tsa precheck information didn’t carry through, longer time to check in in person. Entertainment looked good but had to purchase conventional headphones to view.

Boarding was fast, easy, and we landed early. The entertainment system was very buggy and kept resetting throughout the flight.

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