$79 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 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

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

Thu, Jul 9 - Sat, Jul 11
Cape Air Logo
1:43 pm - 3:11 pm
BOS
-
RUT
1h 28mnonstop
Cape Air Logo
11:33 am - 12:58 pm
RUT
-
BOS
1h 25mnonstop
$163Cape Air
Fri, Jul 24 - Fri, Jul 31
Cape Air Logo
9:10 am - 10:38 am
BOS
-
RUT
1h 28mnonstop
Cape Air Logo
11:33 am - 12:58 pm
RUT
-
BOS
1h 25mnonstop
$164Cape Air
Tue, Sep 1 - Wed, Sep 2
Cape Air Logo
9:10 am - 10:38 am
BOS
-
RUT
1h 28mnonstop
Cape Air Logo
3:35 pm - 5:00 pm
RUT
-
BOS
1h 25mnonstop
$180Cape Air
Thu, May 21 - Mon, May 25
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
$184Cape Air
Mon, May 25 - Thu, May 28
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
Mon, Jun 1 - Sun, Jun 7
Cape Air Logo
8:58 am - 10:18 am
BOS
-
RUT
1h 20mnonstop
Cape Air Logo
7:15 am - 8:40 am
RUT
-
BOS
1h 25mnonstop
$194Cape Air
Thu, Jun 4 - Thu, Jun 11
Cape Air Logo
5:11 pm - 6:31 pm
BOS
-
RUT
1h 20mnonstop
Cape Air Logo
11:33 am - 12:58 pm
RUT
-
BOS
1h 25mnonstop
$195Cape Air
Fri, May 22 - Tue, May 26
JetBlue Logo
8:58 am - 10:18 am
BOS
-
RUT
1h 20mnonstop
JetBlue Logo
11:19 am - 12:36 pm
RUT
-
BOS
1h 17mnonstop
$206JetBlue
Mon, Jun 22 - Fri, Jun 26
Multiple Airlines Logo
6:29 am - 3:11 pm
JFK
-
RUT
8h 42m
1 stop
Multiple Airlines Logo
3:35 pm - 8:36 pm
RUT
-
JFK
5h 01m
1 stop
$394Multiple Airlines
Thu, Jul 9 - Sun, Jul 12
JetBlue Logo
6:00 am - 10:38 am
JFK
-
RUT
4h 38m
1 stop
JetBlue Logo
3:35 pm - 10:00 pm
RUT
-
JFK
6h 25m
1 stop
$411JetBlue
Useful Info

Good to know

Cheapest flight$79
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 33 reviews
9.0Boarding
8.9Entertainment
8.6Comfort
8.7Food
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
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.

Boarding was extremely slow and disorganized. Onboard crew was unfriendly.

Kayak sucked. You gave me a confirmation number that was not useable by the jet blue system. Nor did you send any check in emails. I’ll not be using your site again. Nice work.

Given us a free miles or free flight for waiting for 9 hours I didn’t get home till 5am in the morning and I was supposed to be home at 9:30 touch down.

Easy experience even with the outbound flight being delayed. The seating and space was comfortable and the crew seemed very nice and helpful.

I have always loved JetBlue and had no complaints on my last trip… I will always recommend then. Thank you JetBlue

Excellent price. Everything on time. two bad parts. Kayak said I couldn't sign in for the flight online, but I got an email at the same time from Jet Blue and they let me sign in online. Second bad part was that, although I had provided my known traveler number, neither of my boarding passes, for this flight and the previous one, had TSA pre-check showing.

The comfortability was very good. Except, when entering the craft the the first steward never greeted us upon entering the airplane. He spoke too fast where his words were all jumbled and difficult to understand.

Jet blue was great But the Jayak system Wasa pure nightmare and wasted so much of my time and energy by not giving me a way to access jet blue to check in the flight back I didn’t even get the number confirmation code 24 hours before. Because I didn’t receive the email with the confirmation code I could NoT CHECk IN. I spoke to a kayak third party and they informed me I could not carry a carry on, on the flight which caused me so much extra stress it was just too much. You can be sure I will not be using it recommending your site. Again.

There was a screen but no earphones that could use the older input so I could listen to anything.

My experience with JetBlue was fine BUT I am very upset with Kayak! JetBlue had delayed our scheduled departure by an hour and you NEVER notified me of the change. I did not hear directly from JetBlue because the trip was booked through Kayak, a mistake I will not repeat. Your reminder of the our trip last week still had the WRONG departure time. Our return trip has also changed, and again no notice from you.

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