RUT

$175 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 12/15. 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

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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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, Nov 14 - Mon, Nov 17
JetBlue Logo
12:22 pm - 6:53 pmTPA-RUT
6h 31m1 stop
JetBlue Logo
4:01 pm - 10:29 pmRUT-TPA
6h 28m1 stop
$309JetBlue
Find Deal
Thu, Nov 13 - Sun, Nov 16
JetBlue Logo
6:00 am - 2:51 pmTPA-RUT
8h 51m1 stop
JetBlue Logo
4:01 pm - 10:29 pmRUT-TPA
6h 28m1 stop
$319JetBlue
Find Deal
Fri, Nov 14 - Sun, Nov 16
JetBlue Logo
12:22 pm - 6:53 pmTPA-RUT
6h 31m1 stop
JetBlue Logo
4:01 pm - 10:29 pmRUT-TPA
6h 28m1 stop
$329JetBlue
Find Deal
Wed, Feb 18 - Sat, Feb 21
JetBlue Logo
6:00 am - 2:51 pmTPA-RUT
8h 51m1 stop
JetBlue Logo
4:01 pm - 11:59 pmRUT-TPA
7h 58m1 stop
$359JetBlue
Find Deal
Thu, Feb 19 - Sun, Feb 22
JetBlue Logo
10:45 am - 6:53 pmDCA-RUT
8h 08m1 stop
JetBlue Logo
4:01 pm - 8:40 pmRUT-DCA
4h 39m1 stop
$364JetBlue
Find Deal
Thu, Feb 19 - Sun, Feb 22
JetBlue Logo
9:15 am - 6:53 pmDCA-RUT
9h 38m1 stop
JetBlue Logo
7:20 am - 12:59 pmRUT-DCA
5h 39m1 stop
$374JetBlue
Find Deal
Fri, Mar 13 - Mon, Mar 16
JetBlue Logo
11:45 am - 6:53 pmDCA-RUT
7h 08m1 stop
JetBlue Logo
11:22 am - 5:59 pmRUT-DCA
6h 37m1 stop
$379JetBlue
Find Deal
Mon, Oct 27 - Fri, Oct 31
JetBlue Logo
6:00 am - 2:51 pmTPA-RUT
8h 51m1 stop
JetBlue Logo
4:01 pm - 11:40 pmRUT-TPA
7h 39m1 stop
$379JetBlue
Find Deal
Tue, Sep 30 - Fri, Oct 3
Multiple Airlines Logo
2:20 pm - 9:32 amORD-RUT
18h 12m1 stop
Multiple Airlines Logo
7:20 am - 8:10 pmRUT-ORD
13h 50m1 stop
$400Multiple Airlines
Find Deal
Tue, Sep 30 - Fri, Oct 3
Multiple Airlines Logo
4:50 pm - 9:32 amORD-RUT
15h 42m2 stops
Multiple Airlines Logo
7:20 am - 8:10 pmRUT-ORD
13h 50m1 stop
$410Multiple Airlines
Find Deal

Everything you should know

Top routes
MCO-RUT
Cheapest
BOS-RUT
Most popular
Insights
Insights
Insights
Insights
Cheapest round-trip
$309
JetBlue
Fri 11/14Mon 11/17
TPA - RUT • 1 stop
Cheapest one-way
$175
Multiple Airlines
Mon 12/15
MCO - RUT • 1 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!
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 $309 return. The most popular connection is from Boston to Rutland and KAYAK users have found round-trip deals for as low as $163 in the last 3 days.

Good to know - Book Cheap Rutland Plane Tickets

Low seasonOctober
Cheapest flight$175
Best time to beat the crowds with an average 42% drop in price.
Most popular time to fly with an average 15% 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?

    In the last 3 days, the cheapest flight deal to Rutland was found on the route from Orlando, at $309 return. The most popular connection is from Boston to Rutland and KAYAK users have found round-trip deals for as low as $163 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 $120. The cheapest price found on KAYAK in the last 2 weeks cost $69 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 Tuesday where round-trip tickets can be as cheap as $182. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $633 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 round-trip 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 $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 38 reviews
8.8Comfort
9.5Crew
9.2Boarding
9.1Entertainment
8.9Food
Airline reviews

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

10.0 ExcellentTim, Aug 2025SLK - BOS
Read more Cape Air reviews

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.

Pros: "ground crew, pilot, flight was smooth and gate connections to Jet Blue in Boston were fantastic!"
Cons: "leg room"

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

I paid extra for a seat closer to the front. The TV didn’t work at all for the entire flight. Would have been nice to know before I purchased an “upgraded “ seat

It was great. I had never flown on JetBlue before, but would be very happy to fly with them in the future.

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

The captain gave good announcements and the flight attendants were friendly. The WiFi was pretty good. The plane itself looked very old inside and the seats were very uncomfortable. The screens in the seat backs were the smallest I’ve ever seen. There were so many loud and obnoxious kids on this flight and the parents didn’t do much to try to quiet them down. Some had videos and games on tablets with higher than necessary volume going the whole time.

Too many long delays with JetBlue. Worst major airline that serves JFK but unfortunately I keep going back because of the prices.

Traveling to a place near Rutland?

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

Everything you need to know for your flight to Rutland

Information on the airport you'll fly into in Rutland

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