$76 Find Cheap Flights from North America to Rutland - Compare and Save

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 8/18. 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

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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, Aug 14 - Sun, Aug 16
Cape Air Logo
7:20 pm - 8:40 pm
BOS
-
RUT
1h 20mnonstop
Cape Air Logo
7:05 am - 8:17 am
RUT
-
BOS
1h 12mnonstop
$158Cape Air
Sat, Aug 1 - Fri, Aug 7
Cape Air Logo
7:20 pm - 8:40 pm
BOS
-
RUT
1h 20mnonstop
Cape Air Logo
2:18 pm - 3:30 pm
RUT
-
BOS
1h 12mnonstop
$161Cape Air
Fri, Aug 28 - Sun, Aug 30
Cape Air Logo
7:20 pm - 8:40 pm
BOS
-
RUT
1h 20mnonstop
Cape Air Logo
7:05 am - 8:17 am
RUT
-
BOS
1h 12mnonstop
$162Cape Air
Wed, Sep 30 - Sat, Oct 3
Cape Air Logo
5:25 pm - 6:45 pm
BOS
-
RUT
1h 20mnonstop
Cape Air Logo
2:18 pm - 3:30 pm
RUT
-
BOS
1h 12mnonstop
$180Cape Air
Tue, Jul 14 - Sat, Jul 18
JetBlue Logo
7:20 pm - 8:40 pm
BOS
-
RUT
1h 20mnonstop
JetBlue Logo
7:05 am - 8:17 am
RUT
-
BOS
1h 12mnonstop
$183JetBlue
Mon, Jul 13 - Fri, Jul 17
JetBlue Logo
7:20 pm - 8:40 pm
BOS
-
RUT
1h 20mnonstop
JetBlue Logo
7:05 am - 8:17 am
RUT
-
BOS
1h 12mnonstop
$185JetBlue
Wed, Sep 30 - Sat, Oct 3
Cape Air Logo
10:42 am - 12:02 pm
BOS
-
RUT
1h 20mnonstop
Cape Air Logo
7:05 am - 8:17 am
RUT
-
BOS
1h 12mnonstop
$190Cape Air
Wed, Jul 15 - Sun, Jul 19
JetBlue Logo
7:20 pm - 8:40 pm
BOS
-
RUT
1h 20mnonstop
JetBlue Logo
9:05 am - 10:17 am
RUT
-
BOS
1h 12mnonstop
$203JetBlue
Thu, Jul 23 - Tue, Jul 28
Multiple Airlines Logo
6:00 am - 6:45 pm
MCO
-
RUT
12h 45m
1 stop
Multiple Airlines Logo
2:13 pm - 6:33 pm
RUT
-
MCO
28h 20m
2 stops
$381Multiple Airlines
Thu, Aug 20 - Sun, Aug 23
Multiple Airlines Logo
6:00 am - 12:02 pm
MCO
-
RUT
6h 02m
1 stop
Multiple Airlines Logo
9:00 am - 1:40 pm
RUT
-
MCO
28h 40m
1 stop
$398Multiple Airlines
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Good to know

Cheapest flight$76
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 33 reviews
9.0Boarding
8.6Comfort
9.4Crew
8.7Food
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.

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)