$78 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 4/20. 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.

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

Fri, Jun 12 - Sun, Jun 14
Cape Air Logo
5:03 pm - 6:31 pm
BOS
-
RUT
1h 28mnonstop
Cape Air Logo
3:35 pm - 5:00 pm
RUT
-
BOS
1h 25mnonstop
$162Cape Air
Thu, Apr 23 - Mon, Apr 27
Cape Air Logo
1:47 pm - 3:07 pm
BOS
-
RUT
1h 20mnonstop
Cape Air Logo
11:19 am - 12:36 pm
RUT
-
BOS
1h 17mnonstop
$172Cape Air
Tue, Aug 25 - Wed, Aug 26
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, Apr 27 - Fri, May 1
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
$181Cape Air
Wed, Apr 22 - Sun, Apr 26
JetBlue Logo
8:58 am - 10:18 am
BOS
-
RUT
1h 20mnonstop
JetBlue Logo
3:31 pm - 4:51 pm
RUT
-
BOS
1h 20mnonstop
$185JetBlue
Fri, May 22 - Sun, May 24
Cape Air Logo
5:11 pm - 6:31 pm
BOS
-
RUT
1h 20mnonstop
Cape Air Logo
11:19 am - 12:36 pm
RUT
-
BOS
1h 17mnonstop
$191Cape Air
Fri, May 1 - Fri, May 1
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
$203Cape Air
Tue, Apr 21 - Fri, Apr 24
Multiple Airlines Logo
11:17 am - 6:31 pm
DTW
-
RUT
7h 14m
1 stop
Multiple Airlines Logo
3:31 pm - 5:02 pm
RUT
-
DTW
25h 31m
1 stop
$374Multiple Airlines
Wed, May 13 - Wed, May 27
JetBlue Logo
7:10 am - 3:07 pm
JAX
-
RUT
7h 57m
1 stop
JetBlue Logo
11:19 am - 6:43 pm
RUT
-
JAX
7h 24m
1 stop
$486JetBlue
Tue, May 12 - Tue, May 26
JetBlue Logo
7:10 am - 3:07 pm
JAX
-
RUT
7h 57m
1 stop
JetBlue Logo
11:19 am - 6:43 pm
RUT
-
JAX
7h 24m
1 stop
$496JetBlue
Useful Info

Good to know

Cheapest flight$78
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 airlines 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 34 reviews
8.7Comfort
8.8Food
9.4Crew
9.1Boarding
8.9Entertainment
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.

Disaster This is why I stick to delta You get what you pay for

I had a great experience flying with JetBlue and would always choose JetBlue over the other airlines. I am also very bummed that they will discontinue flying to Belize very soon. SAD

We were delayed and had to circle due to weather and had to divert for fuel. While I understand that you can’t control the weather I would have appreciated knowing that the crew wasn’t going to run out of hours and then having to spend the night in the Raleigh airport.

Messy plane that was falling apart Small screens that didn't work

I was traveling with two small kids and our TV s were the only ones not working. Informed the flight attendant who did nothing about them.

They forced me to check my hand luggage at the gate.

I specifically choose not to check bags to ensure I can proceed directly to ground transportation upon arrival. However, due to a recurring lack of cabin space, I was again forced to gate-check my rolling luggage after going through my luggage to take out electronics and batteries. This practice unilaterally changes the service agreement made at the time of purchase. JetBlue needs to find a better way to manage overhead space that honors the carry-on baggage allowance.

Still hasn’t left. Why are you asking how it was?

Flight was good wish there were more snacks options for such a long flight but stewardesses were very pleasant as was flight crew.

I was denied a plastic fork to eat my food and was told plastic forks are for paying customers who buy Jet Blue’s food. So I had to make a utensil out of a cup so nourish my body. Like a refugee. Because decency is dead.

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