RUT

$177 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 1/15. 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
$303
Multiple Airlines
Wed 12/10Sun 12/14
MCO - RUT • 1 stop
Cheapest one-way
$177
JetBlue
Thu 1/15
MCO - RUT • 1 stop
Top routes
MCO-RUT
Cheapest
BOS-RUT
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, Dec 10 - Sun, Dec 14
Multiple Airlines Logo
7:00 am - 3:07 pmMCO-RUT
8h 07m1 stop
Multiple Airlines Logo
7:15 am - 2:28 pmRUT-MCO
7h 13m1 stop
$303Multiple Airlines
Find Deal
Thu, Jan 8 - Thu, Jan 15
JetBlue Logo
11:00 am - 3:07 pmJFK-RUT
4h 07m1 stop
JetBlue Logo
7:15 am - 1:33 pmRUT-JFK
6h 18m1 stop
$329JetBlue
Find Deal
Mon, Dec 15 - Mon, Dec 22
JetBlue Logo
6:30 am - 10:18 amJFK-RUT
3h 48m1 stop
JetBlue Logo
11:19 am - 4:13 pmRUT-JFK
4h 54m1 stop
$339JetBlue
Find Deal
Tue, Dec 9 - Sat, Dec 13
JetBlue Logo
6:30 am - 10:18 amJFK-RUT
3h 48m1 stop
JetBlue Logo
3:31 pm - 9:14 pmRUT-JFK
5h 43m1 stop
$349JetBlue
Find Deal
Wed, Jan 7 - Sat, Jan 10
JetBlue Logo
6:00 am - 3:07 pmTPA-RUT
9h 07m1 stop
JetBlue Logo
11:19 am - 8:44 pmRUT-TPA
9h 25m1 stop
$349JetBlue
Find Deal
Sun, Dec 28 - Thu, Jan 1
Multiple Airlines Logo
7:35 am - 3:07 pmMCO-RUT
7h 32m1 stop
Multiple Airlines Logo
11:19 am - 2:13 pmRUT-MCO
26h 54m1 stop
$351Multiple Airlines
Find Deal
Thu, Dec 11 - Mon, Dec 15
JetBlue Logo
6:30 am - 10:18 amJFK-RUT
3h 48m1 stop
JetBlue Logo
7:15 am - 12:58 pmRUT-JFK
5h 43m1 stop
$359JetBlue
Find Deal
Fri, Jan 9 - Mon, Jan 12
JetBlue Logo
11:46 am - 6:31 pmTPA-RUT
6h 45m1 stop
JetBlue Logo
11:19 am - 8:44 pmRUT-TPA
9h 25m1 stop
$359JetBlue
Find Deal
Mon, Jan 26 - Thu, Jan 29
JetBlue Logo
10:00 am - 3:07 pmRDU-RUT
5h 07m1 stop
JetBlue Logo
7:15 am - 1:44 pmRUT-RDU
6h 29m1 stop
$359JetBlue
Find Deal
Fri, Dec 19 - Sun, Dec 21
Cape Air Logo
11:55 am - 3:07 pmJFK-RUT
27h 12m2 stops
Cape Air Logo
7:15 am - 11:00 amRUT-JFK
27h 45m2 stops
$979Cape Air
Find Deal
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.

The cheapest airline ticket to Rutland from the United States in the last 72 hours was $177 one-way, and $303 round-trip on the route from Orlando to Rutland. The most popular route is from Boston to Rutland and the cheapest ticket found on this route in the last 72 hours was $163 round-trip.

Good to know - Book Cheap Rutland Plane Tickets

Low seasonAugust
Cheapest flight$177
Best time to beat the crowds with an average 42% drop in price.
Most popular time to fly with an average 10% increase in price.
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?

    The cheapest airline ticket to Rutland from the United States in the last 72 hours was $177 one-way, and $303 round-trip on the route from Orlando to Rutland. The most popular route is from Boston to Rutland and the cheapest ticket found on this route in the last 72 hours was $163 round-trip.

  • 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 $100. The cheapest price found on KAYAK in the last 2 weeks cost $90 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 Saturday where tickets can be as cheap as $212. On the other hand, the most expensive day to fly is Sunday, where prices are $512 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.

  • What is the cheapest time of day to fly to Rutland?

    The cheapest time of day to fly to Rutland is generally in the morning, when flights cost $329 on average. The most expensive time of day to fly to Rutland is generally in the morning, which is peak travel time and where the average cost of a ticket is $329.

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 $90
  • 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.
9.4
Cape AirOverall score based on 37 reviews
9.0Entertainment
9.5Crew
8.9Food
8.8Comfort
9.1Boarding
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 2025CPX - 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.

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.

Four plus hour flight delay in New York caused us to take off after 11:30pm. We didn’t arrive at our hotel until five hours after check in. Started the trip off feeling exhausted.

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

I don’t usually fly budget airlines or airlines in the United States. It was as good as any other airline. The seats are comfortable and the airline attendants are not rude & surly. Very nice flight (s).

They have the most inexperienced / rude flight staff I’ve encountered

very difficult boarding process - aggressive passengers not the friendliest crew

WiFi was not eorkig (again) And the plane was from 1990 with the screens which were.not touch and most didn’t even work and if lucky could tune in tv

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