RUT

$87 Find Cheap Flights to Rutland - Compare and Save

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Everything you should know

Cheapest round-trip
$159
Typical prices: $353-$629
Cape Air
Sun 11/25Sat 12/1
BOS - RUT • Non-stop
Cheapest one-way
$87
Typical prices: $96-$257
Cape Air
Fri 9/28
BOS - RUT • Non-stop
Nonstop flights
Every day
You can fly direct with Cape Air. Average duration is 1h 24m
FAQs
FAQs
Top airlines
Cape Air
Most flights • 21 per week
Cape Air
Best reviews • 9.4 score
Airline reviews
+1
Airline reviews
+1
When to travel
February
Cheapest • 61% price drop
January
Most popular
Good to know
+1
Good to know
+1
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We hope you love your trip to Rutland!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights to Rutland

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals to Rutland

Wed, Nov 25 - Tue, Dec 1
Cape Air Logo
9:10 am - 10:38 amBOS  Boston Logan Intl-RUT Rutland
1h 28mnonstop
Cape Air Logo
7:15 am - 8:40 amRUT  Rutland-BOS Boston Logan Intl
1h 25mnonstop
$159Cape Air
Sun, Sep 6 - Sat, Sep 12
Cape Air Logo
10:42 am - 12:02 pmBOS  Boston Logan Intl-RUT Rutland
1h 20mnonstop
Cape Air Logo
7:05 am - 8:17 amRUT  Rutland-BOS Boston Logan Intl
1h 12mnonstop
$160Cape Air
Sun, Sep 6 - Sat, Sep 12
Cape Air Logo
10:42 am - 12:02 pmBOS  Boston Logan Intl-RUT Rutland
1h 20mnonstop
Cape Air Logo
7:05 am - 8:17 amRUT  Rutland-BOS Boston Logan Intl
1h 12mnonstop
$161Cape Air
Fri, Sep 11 - Thu, Sep 17
Cape Air Logo
7:20 pm - 8:40 pmBOS  Boston Logan Intl-RUT Rutland
1h 20mnonstop
Cape Air Logo
9:05 am - 10:17 amRUT  Rutland-BOS Boston Logan Intl
1h 12mnonstop
$161Cape Air
Sun, Sep 6 - Sat, Sep 12
Cape Air Logo
10:42 am - 12:02 pmBOS  Boston Logan Intl-RUT Rutland
1h 20mnonstop
Cape Air Logo
7:05 am - 8:17 amRUT  Rutland-BOS Boston Logan Intl
1h 12mnonstop
$162Cape Air
Fri, Sep 4 - Tue, Sep 8
Cape Air Logo
7:20 pm - 8:40 pmBOS  Boston Logan Intl-RUT Rutland
1h 20mnonstop
Cape Air Logo
9:05 am - 10:17 amRUT  Rutland-BOS Boston Logan Intl
1h 12mnonstop
$172Cape Air
Wed, Sep 16 - Tue, Sep 22
Cape Air Logo
7:20 pm - 8:40 pmBOS  Boston Logan Intl-RUT Rutland
1h 20mnonstop
Cape Air Logo
9:05 am - 10:17 amRUT  Rutland-BOS Boston Logan Intl
1h 12mnonstop
$172Cape Air
Fri, Sep 11 - Thu, Sep 17
Cape Air Logo
7:20 pm - 8:40 pmBOS  Boston Logan Intl-RUT Rutland
1h 20mnonstop
Cape Air Logo
9:05 am - 10:17 amRUT  Rutland-BOS Boston Logan Intl
1h 12mnonstop
$175Cape Air
Mon, Sep 21 - Sat, Sep 26
Multiple Airlines Logo
12:25 pm - 8:40 pmDCA  Washington, D.C. Reagan-National-RUT Rutland
8h 15m1 stop Boston Logan Intl
Multiple Airlines Logo
7:05 am - 3:59 pmRUT  Rutland-DCA Washington, D.C. Reagan-National
8h 54m1 stop Boston Logan Intl
$334Multiple Airlines
Mon, Sep 21 - Sat, Sep 26
Multiple Airlines Logo
11:30 am - 8:40 pmDCA  Washington, D.C. Reagan-National-RUT Rutland
9h 10m2 stops Newark Boston Logan Intl
Multiple Airlines Logo
7:05 am - 4:58 pmRUT  Rutland-DCA Washington, D.C. Reagan-National
9h 53m2 stops Boston Logan Intl Newark
$388Multiple Airlines
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?

Boston to Rutland is the cheapest route at $159 round-trip, found in the past 5 days on KAYAK. KAYAK data shows this is also the most popular route.

How much is a flight to Rutland?

A round-trip flight to Rutland costs $466 on average, based on data over the past 12 months on KAYAK. Round-trip fares from Boston average $163.

What is the cheapest day to fly to Rutland?

Friday is the cheapest day to fly to Rutland at $374 round-trip on average over the past 12 months on KAYAK. Sunday is the most expensive at $773.

What is the cheapest month to fly to Rutland?

  • February is the cheapest month to fly to Rutland with an average price of $183 round-trip.
  • July ($1,087) and December ($912) are the most expensive.
  • Based on KAYAK data over the past 12 months.

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

Evening flights to Rutland are the cheapest at $187 round-trip on average. Night flights are the most expensive at $570.

What is a good deal for flights to Rutland?

Flights under $353 are considered a good deal. 25% of KAYAK users found round-trip flights to Rutland at or below these prices, with the lowest fares from:

  • Boston $151
.

Find deals

Key details for flights to Rutland

Low season

June

Cheapest flight

$87
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly with an average 25% increase in price.
Flight from Boston 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

Your questions about flights to Rutland, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • What is the difference between the most popular and the most frequent airline at Rutland?

    Cape Air operates the most flights from the United States to Rutland at 21 per week, and for this route Cape Air is also the airline most often selected by KAYAK users searching for flights from the United States to Rutland. The two are often different because flight volume reflects an airline's schedule, while popularity reflects traveler choice.

  • How long is a nonstop flight to Rutland?

    Nonstop flights to Rutland are available from Boston, with a flight time of about 1h 20m.

  • Where can I fly from to get the cheapest fares to Rutland?

    Based on fares booked in the past 5 days, the cheapest flights to Rutland are from:
    • Washington, D.C., from $398 round-trip

  • How many flights serve Rutland?

    Rutland receives 3 flights per day and 21 per week from across the world. Boston has the most flights to Rutland, with 21 weekly flights.

  • How do I know if a flight to Rutland is a good deal?

    A good deal on a flight to Rutland is around $353 round-trip. This fare is in the lowest 25% of round-trip prices searched on KAYAK, averaged across the cities most often searched as origins by KAYAK users.

  • Which airlines should I consider for flights to Rutland?

    Cape Air and JetBlue are the most popular airlines among KAYAK users flying to Rutland. Cape Air has the best on-time record at the destination's main airport.

Your guide to booking Rutland flights

From booking to airport arrival, find tips to help you plan your flight with more confidence.
  • For flights to Rutland, recent KAYAK data shows that stronger deals tend to land around $353 round-trip. If you see a fare below that threshold, it's a strong deal – book before the price climbs back up.
  • If you can choose when to go, time your trip to Rutland around February. Round-trip fares historically average $183 that month – typically the cheapest month to travel based on the last 12 months.
  • Before you book:

    • Check the route's typical price range so you can spot a deal.
    • Confirm baggage fees and seat-selection costs on budget carriers.
    • Verify whether you need any travel documents beyond ID.
    • Pick a departure airport, since your nearest may not be the cheapest origin.
  • Shift your departure to afternoon to save up to $383 per round-trip. Afternoon flights to Rutland average $187 compared to $570 for evening flights. See the time-of-day chart above for the full breakdown.
  • Bag allowances vary by airline, fare type, cabin class and route. On flights to Rutland, some airlines may include bags at no extra cost. For example, Cape Air includes a cabin bag in Economy Class. Always check the fare details before booking, since bag policies can change by ticket type.

Reviews of the top airline flying to Rutland

 
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 32 reviews
8.8Food
9.1Boarding
8.6Comfort
9.0Entertainment
9.4Crew
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
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.

Traveling to a place near Rutland?

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

Everything you need to know for your flight to Rutland

Information on the airport you'll fly into in Rutland

Rutland (RUT)