RUT

$155 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 6/17. 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
$377
Multiple Airlines
Tue 4/28Sat 5/2
MCO - RUT • 2 stops
Cheapest one-way
$155
Multiple Airlines
Wed 6/17
RDU - RUT • 1 stop
Top routes
Cheapest
Most popular
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We hope you love your trip to Rutland!
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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

Tue, Apr 28 - Sat, May 2
Multiple Airlines Logo
7:39 pm - 10:18 am
MCO
-
RUT
14h 39m
2 stops
Multiple Airlines Logo
7:15 am - 2:40 pm
RUT
-
MCO
7h 25m
1 stop
$377Multiple Airlines
Wed, Apr 29 - Sun, May 3
Multiple Airlines Logo
7:05 am - 3:07 pm
MCO
-
RUT
8h 02m
1 stop
Multiple Airlines Logo
7:15 am - 10:10 am
RUT
-
MCO
26h 55m
1 stop
$405Multiple Airlines
Thu, Apr 30 - Mon, May 4
Multiple Airlines Logo
6:30 am - 10:18 am
JFK
-
RUT
3h 48m
1 stop
Multiple Airlines Logo
3:31 pm - 9:37 pm
RUT
-
JFK
6h 06m
1 stop
$414Multiple Airlines
Fri, May 1 - Mon, May 4
Multiple Airlines Logo
6:30 am - 10:18 am
JFK
-
RUT
3h 48m
1 stop
Multiple Airlines Logo
3:31 pm - 9:37 pm
RUT
-
JFK
6h 06m
1 stop
$434Multiple Airlines
Fri, Aug 21 - Mon, Aug 24
JetBlue Logo
6:00 am - 10:38 am
JFK
-
RUT
4h 38m
1 stop
JetBlue Logo
3:35 pm - 8:31 pm
RUT
-
JFK
4h 56m
1 stop
$439JetBlue
Sat, May 30 - Tue, Jun 2
JetBlue Logo
10:00 am - 3:07 pm
JFK
-
RUT
5h 07m
1 stop
JetBlue Logo
3:31 pm - 9:55 pm
RUT
-
JFK
6h 24m
1 stop
$441JetBlue
Sun, May 10 - Wed, May 13
JetBlue Logo
6:45 am - 10:18 am
JFK
-
RUT
3h 33m
1 stop
JetBlue Logo
11:19 am - 4:39 pm
RUT
-
JFK
5h 20m
1 stop
$452JetBlue
Fri, May 29 - Sat, May 30
JetBlue Logo
9:30 am - 3:07 pm
JFK
-
RUT
5h 37m
1 stop
JetBlue Logo
3:31 pm - 9:55 pm
RUT
-
JFK
6h 24m
1 stop
$463JetBlue
Fri, May 1 - Sun, May 3
Cape Air Logo
11:55 am - 10:18 am
JFK
-
RUT
22h 23m
2 stops
Cape Air Logo
7:15 am - 10:50 am
RUT
-
JFK
27h 35m
2 stops
$1,280Cape Air
Fri, May 1 - Tue, May 5
Cape Air Logo
11:55 am - 10:18 am
JFK
-
RUT
22h 23m
2 stops
Cape Air Logo
3:31 pm - 10:50 am
RUT
-
JFK
43h 19m
2 stops
$1,300Cape Air
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 flight to Rutland?

These are the best round-trip prices found by users searching on KAYAK in the last 72 hours.

In the last 3 days, the cheapest flight deal to Rutland was found on the route from Raleigh, at $377 return. The most popular connection is from Boston to Rutland and KAYAK users have found round-trip deals for as low as $171 in the last 3 days.

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

Cheapest flight$155
Flight from Raleigh 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

  • What is the cheapest flight to Rutland?

    In the last 3 days, the cheapest flight deal to Rutland was found on the route from Raleigh, at $377 return. The most popular connection is from Boston to Rutland and KAYAK users have found round-trip deals for as low as $171 in the last 3 days.

  • 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 $146. The cheapest price found on KAYAK in the last 2 weeks cost $80 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.

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 $91
  • 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 34 reviews
9.4Crew
9.1Boarding
8.8Food
8.7Comfort
8.9Entertainment
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.

Entertainment and wifi were very sub-par - audio issues and no wifi

We were delayed and had to circle due to weather and had to divert for fuel. While I understand that you can’t control the weather I would have appreciated knowing that the crew wasn’t going to run out of hours and then having to spend the night in the Raleigh airport.

Messy plane that was falling apart Small screens that didn't work

I was traveling with two small kids and our TV s were the only ones not working. Informed the flight attendant who did nothing about them.

They forced me to check my hand luggage at the gate.

I specifically choose not to check bags to ensure I can proceed directly to ground transportation upon arrival. However, due to a recurring lack of cabin space, I was again forced to gate-check my rolling luggage after going through my luggage to take out electronics and batteries. This practice unilaterally changes the service agreement made at the time of purchase. JetBlue needs to find a better way to manage overhead space that honors the carry-on baggage allowance.

Still hasn’t left. Why are you asking how it was?

Flight was good wish there were more snacks options for such a long flight but stewardesses were very pleasant as was flight crew.

I was denied a plastic fork to eat my food and was told plastic forks are for paying customers who buy Jet Blue’s food. So I had to make a utensil out of a cup so nourish my body. Like a refugee. Because decency is dead.

I was especially impressed without efficiently the crew got passengers on and off. One of the stewards was slightly gruff, I thought. No big deal but that's what I noticed.

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