$84 Find Cheap Flights from North America 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 1/18. 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

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$169
Multiple Airlines
Thu 2/5Tue 2/10
BOS - RUT • Non-stop
Cheapest one-way
$84
Typical prices: $90-$101
JetBlue
Sun 1/18
BOS - RUT • Non-stop
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
Useful Info
Flight Deals

Cheap Flights from North America to Rutland

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

Thu, Feb 5 - Tue, Feb 10
Multiple Airlines Logo
5:11 pm - 6:31 pm
BOS
-
RUT
1h 20mnonstop
Multiple Airlines Logo
7:15 am - 8:32 am
RUT
-
BOS
1h 17mnonstop
$169Multiple Airlines
Mon, Jan 12 - Tue, Jan 13
JetBlue Logo
8:58 am - 10:18 am
BOS
-
RUT
1h 20mnonstop
JetBlue Logo
3:31 pm - 4:51 pm
RUT
-
BOS
1h 20mnonstop
$173JetBlue
Thu, Jan 15 - Mon, Jan 19
Cape Air Logo
8:58 am - 10:18 am
BOS
-
RUT
1h 20mnonstop
Cape Air Logo
7:15 am - 8:32 am
RUT
-
BOS
1h 17mnonstop
$177Cape Air
Fri, Jan 16 - Sun, Jan 18
JetBlue Logo
8:58 am - 10:18 am
BOS
-
RUT
1h 20mnonstop
JetBlue Logo
11:19 am - 12:36 pm
RUT
-
BOS
1h 17mnonstop
$183JetBlue
Thu, Jan 15 - Mon, Jan 19
Multiple Airlines Logo
6:45 am - 10:18 am
JFK
-
RUT
3h 33m1 stop
Multiple Airlines Logo
3:31 pm - 9:32 pm
RUT
-
JFK
6h 01m1 stop
$294Multiple Airlines
Fri, Jan 16 - Mon, Jan 19
Multiple Airlines Logo
11:00 am - 6:31 pm
JFK
-
RUT
7h 31m1 stop
Multiple Airlines Logo
3:31 pm - 9:32 pm
RUT
-
JFK
6h 01m1 stop
$304Multiple Airlines
Fri, Jan 23 - Tue, Jan 27
JetBlue Logo
11:00 am - 6:31 pm
JFK
-
RUT
7h 31m1 stop
JetBlue Logo
3:31 pm - 9:02 pm
RUT
-
JFK
5h 31m1 stop
$309JetBlue
Fri, Feb 20 - Tue, Feb 24
Multiple Airlines Logo
6:00 am - 10:18 am
PHL
-
RUT
4h 18m1 stop
Multiple Airlines Logo
7:15 am - 2:07 pm
RUT
-
PHL
6h 52m1 stop
$314Multiple Airlines
Mon, Feb 2 - Fri, Feb 6
JetBlue Logo
10:40 am - 3:07 pm
JFK
-
RUT
4h 27m1 stop
JetBlue Logo
3:31 pm - 9:32 pm
RUT
-
JFK
6h 01m1 stop
$319JetBlue
Sat, Jan 31 - Sat, Feb 7
Multiple Airlines Logo
6:45 am - 10:18 am
JFK
-
RUT
3h 33m1 stop
Multiple Airlines Logo
7:15 am - 5:29 pm
RUT
-
JFK
10h 14m1 stop
$334Multiple Airlines
Useful Info

Good to know

Low seasonAugust
Cheapest flight$84
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Boston to Rutland

FAQs for booking flights from North America to Rutland

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Rutland from North America 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 North America 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 North America with another airline.

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

Reviews of the top airline flying from North America to Rutland

 
Need help choosing which airline to fly with from North America 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 36 reviews
9.0Entertainment
8.8Food
8.7Comfort
9.5Crew
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 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.

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

Rutland (RUT)