RUT

$200 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 5/29. 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
$323
Multiple Airlines
Wed 5/13Sun 5/17
MCO - RUT • 1 stop
Cheapest one-way
$200
Multiple Airlines
Fri 5/29
MCO - RUT • 2 stops
Top routes
Cheapest
Most popular
Insights
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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

Wed, May 13 - Sun, May 17
Multiple Airlines Logo
6:00 am - 3:07 pm
MCO
-
RUT
9h 07m
1 stop
Multiple Airlines Logo
11:19 am - 1:40 pm
RUT
-
MCO
26h 21m
1 stop
$323Multiple Airlines
Wed, May 13 - Sun, May 17
Multiple Airlines Logo
5:10 pm - 10:18 am
MCO
-
RUT
17h 08m
2 stops
Multiple Airlines Logo
11:19 am - 1:40 pm
RUT
-
MCO
26h 21m
1 stop
$374Multiple Airlines
Sat, Jun 6 - Mon, Jun 8
Multiple Airlines Logo
8:59 am - 3:11 pm
RDU
-
RUT
6h 12m
1 stop
Multiple Airlines Logo
7:15 am - 12:24 am
RUT
-
RDU
17h 09m
2 stops
$383Multiple Airlines
Sat, Jun 6 - Mon, Jun 8
Multiple Airlines Logo
8:59 am - 3:11 pm
RDU
-
RUT
6h 12m
1 stop
Multiple Airlines Logo
7:15 am - 12:24 am
RUT
-
RDU
17h 09m
2 stops
$385Multiple Airlines
Wed, May 13 - Sun, May 17
Multiple Airlines Logo
9:00 am - 3:07 pm
JFK
-
RUT
6h 07m
1 stop
Multiple Airlines Logo
7:15 am - 12:59 pm
RUT
-
JFK
5h 44m
1 stop
$394Multiple Airlines
Tue, May 19 - Thu, May 21
Multiple Airlines Logo
7:00 am - 3:07 pm
DCA
-
RUT
8h 07m
1 stop
Multiple Airlines Logo
7:15 am - 12:14 pm
RUT
-
DCA
4h 59m
1 stop
$404Multiple Airlines
Sun, May 10 - Thu, May 14
Multiple Airlines Logo
6:45 am - 10:18 am
JFK
-
RUT
3h 33m
1 stop
Multiple Airlines Logo
7:15 am - 12:59 pm
RUT
-
JFK
5h 44m
1 stop
$414Multiple Airlines
Thu, May 21 - Sun, May 24
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
$421JetBlue
Tue, May 19 - Sat, May 23
JetBlue Logo
1:10 pm - 6:31 pm
JFK
-
RUT
5h 21m
1 stop
JetBlue Logo
3:31 pm - 8:22 pm
RUT
-
JFK
4h 51m
1 stop
$432JetBlue
Sat, Jun 6 - Wed, Jun 10
JetBlue Logo
1:10 pm - 6:31 pm
DCA
-
RUT
5h 21m
1 stop
JetBlue Logo
7:15 am - 12:14 pm
RUT
-
DCA
4h 59m
1 stop
$433JetBlue
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 Orlando, at $323 return. The most popular connection is from Boston to Rutland and KAYAK users have found round-trip deals for as low as $174 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

Low seasonAugust
Cheapest flight$200
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 Orlando 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 Orlando, at $323 return. The most popular connection is from Boston to Rutland and KAYAK users have found round-trip deals for as low as $174 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 $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 $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 33 reviews
8.6Comfort
8.9Entertainment
9.4Crew
9.0Boarding
8.7Food
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.

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.

Not having an assigned seat until boarding and then having to check my bag.

Flight emergency landed in Chicago due to “Odor” in back of plane . Had to buy ANOTHER TICKET to get to Boston cash out of my own pocket . Then they would notchange my return flight time without a 400. Charge!!!! Insulting.

I purchased ticket so our daughter ( a minor) can sit next to her mother. No help at gate after kayak insisted that this could be done. She ended sitting by herself

Flight was as expected. But it was delayed an hour. Also, my luggage got damaged. So that sucked especially since the damage made navigating the airport difficult. Walking to get ground transportation is sooo far away now and my checked bag was difficult to carry.

we were an hour delayed after boarding and given no reason. Headsets cost money. Also there were openrows with no one setting in them but we were told we were not allowed to swtich.

Crew was very friendly. Did not like being jammed in the back middle seat. Don’t understand why I can not select an aisle for free based on first come first serve. Also first time I’ve been on a flight which attempted land then circled Detroit airport multiple times.

Terrible. There was a lot of misleading information regarding ticketing, seat upgrades, & boarding group. I also expect my seat will recline. I have back problems & it is very painful for me of the seat doesn’t recline. In addition, when I choose a fare that allows me a carry-on bag, I expect to be able to carry it on. Not be forced to check it. Thos happened on my flight to MCO & back to Boston. Not sure I will ever fly JetBlue again. Further I bought the ticket through hat deal. I will NEVER do that again. They were incapable of providing an accurate record locator # for either leg of the trip. I had to call them before each flight with me VERY stressed about whether I would actually be able to get on my flight. Who does that? Who books flight & then FAILS to give an accurate record locator? Twice!

The flight was delayed 4 hours and the JetBlue people at the counter kept lying to us and telling us it was due to weather however all other flights were going in and out of NY and FL. Then they lied that the plane had to stop to refuel. Then they lied and said the plane needed a tire change. JetBlue is the worst. Then they gave a lot of people meal vouchers however I didn’t know they did that and they didn’t offer anything to me.

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