BOS - RUT

$88 Find Cheap Flights from Boston 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 from Boston 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 in flight searches from Boston to Rutland, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Rutland, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$174
Cape Air
Thu 5/14Mon 5/18
BOS - RUT • Non-stop
Cheapest one-way
$88
Typical prices: $93-$96
Cape Air
Thu 5/28
BOS - RUT • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cape Air offers co-pilot seat access for unique views.
JetBlue provides free gate-to-gate Wi-Fi and live TV.
Expert advice
Expert advice
Expert advice
Expert advice
Nonstop flights
Every day
You can fly direct with Cape Air. Average duration is 0
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Avoid delays
Most punctual • 79% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
When to travel
Cheapest • 100% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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
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Expert advice
Flight Deals

Cheap Flights from Boston to Rutland (BOS-RUT)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston 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 from Boston to Rutland

Thu, May 14 - Mon, May 18
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
$174Cape Air
Tue, Jul 14 - Wed, Jul 15
Cape Air Logo
5:03 pm - 6:31 pm
BOS
-
RUT
1h 28mnonstop
Cape Air Logo
7:15 am - 8:40 am
RUT
-
BOS
1h 25mnonstop
$180Cape Air
Mon, May 11 - Fri, May 15
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
$183Cape Air
Tue, May 12 - Sat, May 16
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
$210Cape Air
Booking Insights

KAYAK's insights & trends for Boston to Rutland flights

Get data-powered insights and trends into flights from Boston to Rutland to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Boston to Rutland?

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

Your flight ticket price will generally be cheaper if you fly to Rutland on a Friday and more expensive on a Saturday. On your return trip to Boston, you should consider flying back on a Thursday, and avoid Tuesdays for better deals.

What is the cheapest month to fly from Boston to Rutland?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Boston to Rutland, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Boston to Rutland is March, where tickets cost $0 (return) on average. On the other hand, the most expensive months are July and September, where the average cost of round-trip tickets is $220 and $209 respectively.

Expert advice

Expert advice for your flight from Boston to Rutland

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Chris Dong

Chris Dong

Expert on Cape Air

Chris is a consumer travel reporter covering aviation, trending travel news, hotels, and loyalty programs—all for leading global publications like Travel + Leisure, The Washington Post, AFAR, and more. In addition to writing, Chris is a video host for Travel + Leisure, giving consumers an inside look at the latest in air travel.

Harriet Baskas

Harriet Baskas

Expert on JetBlue

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Good to know

Low seasonAugust
Cheapest flight$88
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 from Boston to Rutland

Are your dates flexible? Find out the best times to travel from Boston 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. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Boston to Rutland

  • What is the cheapest flight from Boston to Rutland?

    In the last 3 days, the lowest price for a flight from Boston to Rutland was $88 for a one-way ticket and $174 for a round-trip.

  • Do I need a passport to fly between Boston and Rutland?

    No, a passport isn't needed to fly from Boston to Rutland. However, local authorities might ask for an official ID.

  • Which airlines offer Wi-Fi service onboard planes from Boston to Rutland?

    Only JetBlue offers inflight Wi-Fi service on the Boston to Rutland flight route.

  • Which aircraft models fly most regularly from Boston to Rutland?

    The Tecnam P2012 Traveler is the aircraft model that flies most regularly on the Boston to Rutland flight route.

  • On which days can I fly direct from Boston to Rutland?

    There are nonstop flights from Boston to Rutland on a daily basis.

  • Which is the best airline for flights from Boston to Rutland, Cape Air or JetBlue?

    The two airlines most popular with KAYAK users for flights from Boston to Rutland are Cape Air and JetBlue. With an average price for the route of $164 and an overall rating of 9.3, Cape Air is the most popular choice. JetBlue is also a great choice for the route, with an average price of $182 and an overall rating of 7.1.

  • How does KAYAK find such low prices on flights from Boston 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 from Boston to Rutland.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Boston to Rutland?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Rutland from Boston is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Boston 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 to Boston with another airline. Booking your flights between Boston and RUT can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Boston 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 from Boston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Boston to Rutland

  • Looking for a cheap flight? 25% of our users found flights on this route for $91 or less one-way.

Prefer to fly direct from Boston to Rutland?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Boston Logan Intl to Rutland.
Find which airlines fly direct from Boston Logan Intl Airport to Rutland Airport, which days they fly and book direct flights.

Direct departures

Boston Logan Intl to Rutland

Monday

Cape Air

Cape Air

Tuesday

Cape Air

Cape Air

Wednesday

Cape Air

Cape Air

Thursday

Cape Air

Cape Air

Friday

Cape Air

Cape Air

Saturday

Cape Air

Cape Air

Sunday

Cape Air

Cape Air

See more direct flights

Direct returns

Rutland to Boston Logan Intl

Monday

Cape Air

Cape Air

Tuesday

Cape Air

Cape Air

Wednesday

Cape Air

Cape Air

Thursday

Cape Air

Cape Air

Friday

Cape Air

Cape Air

Saturday

Cape Air

Cape Air

Sunday

Cape Air

Cape Air

See more direct flights

Reviews of the top airlines flying from Boston to Rutland

 
See real verified KAYAK customer reviews for airlines flying from Boston to Rutland. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Boston 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
8.7Food
9.0Boarding
8.9Entertainment
9.4Crew
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.

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.

Everything you need to know for your flight from Boston to Rutland

Information on your arrival and departure airports