$209 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 3/18. 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 23% 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
$293
Multiple Airlines
Wed 3/11Mon 3/16
RSW - RUT • 1 stop
Cheapest one-way
$209
Multiple Airlines
Wed 3/18
LAX - RUT • 2 stops
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

Wed, Mar 11 - Mon, Mar 16
Multiple Airlines Logo
10:46 am - 6:31 pm
RSW
-
RUT
7h 45m
1 stop
Multiple Airlines Logo
11:19 am - 6:19 pm
RUT
-
RSW
7h 00m
1 stop
$293Multiple Airlines
Fri, Mar 20 - Mon, Mar 23
Multiple Airlines Logo
6:33 pm - 10:18 am
MCO
-
RUT
15h 45m
1 stop
Multiple Airlines Logo
11:19 am - 7:36 pm
RUT
-
MCO
8h 17m
1 stop
$301Multiple Airlines
Sat, Feb 14 - Wed, Feb 18
Multiple Airlines Logo
9:00 am - 6:31 pm
JFK
-
RUT
9h 31m
1 stop
Multiple Airlines Logo
7:15 am - 3:34 pm
RUT
-
JFK
8h 19m
1 stop
$314Multiple Airlines
Fri, Mar 20 - Mon, Mar 23
Multiple Airlines Logo
6:33 pm - 10:18 am
MCO
-
RUT
15h 45m
1 stop
Multiple Airlines Logo
11:19 am - 11:50 pm
RUT
-
MCO
12h 31m
2 stops
$316Multiple Airlines
Mon, Mar 2 - Mon, Mar 9
Multiple Airlines Logo
10:00 am - 3:07 pm
DCA
-
RUT
5h 07m
1 stop
Multiple Airlines Logo
11:19 am - 6:55 pm
RUT
-
DCA
7h 36m
1 stop
$354Multiple Airlines
Tue, Mar 17 - Tue, Mar 24
JetBlue Logo
1:10 pm - 6:31 pm
JFK
-
RUT
5h 21m
1 stop
JetBlue Logo
7:15 am - 12:34 pm
RUT
-
JFK
5h 19m
1 stop
$389JetBlue
Mon, Mar 2 - Wed, Mar 4
JetBlue Logo
10:00 am - 3:07 pm
DCA
-
RUT
5h 07m
1 stop
JetBlue Logo
11:19 am - 4:04 pm
RUT
-
DCA
4h 45m
1 stop
$389JetBlue
Fri, Feb 27 - Sun, Mar 1
JetBlue Logo
6:05 am - 10:18 am
JFK
-
RUT
4h 13m
1 stop
JetBlue Logo
7:15 am - 11:35 am
RUT
-
JFK
4h 20m
1 stop
$399JetBlue
Fri, Mar 6 - Sun, Mar 8
JetBlue Logo
7:00 am - 3:07 pm
FLL
-
RUT
8h 07m
1 stop
JetBlue Logo
3:31 pm - 11:56 pm
RUT
-
FLL
8h 25m
1 stop
$399JetBlue
Tue, Mar 17 - Tue, Mar 24
Cape Air Logo
12:10 pm - 6:31 pm
JFK
-
RUT
30h 21m
2 stops
Cape Air Logo
3:31 pm - 10:50 am
RUT
-
JFK
43h 19m
2 stops
$1,085Cape Air
Useful Info

Good to know

Low seasonAugust
Cheapest flight$209
Best time to beat the crowds with an average 41% drop in price.
Most popular time to fly and prices are also 13% lower on average.
Flight from Los Angeles 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 36 reviews
9.0Entertainment
9.1Boarding
8.7Comfort
8.8Food
9.5Crew
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.

Terrible. They canceled our early morning flight after midnight on the day of and had no available flights to rebook my family on for the next 72 hours. Yet they still had other flights that were not cancelled from JFK so it couldn’t be based on the weather. It felt like they canceled the flight based on it not being profitable enough for them. I am not interested in traveling with the again. The absolute worse customer service and lack of accountability.

Horribly rude check in at airport, worst in 25 years of flying. All over a simple issue they could have googled to resolve.

First time flying with JetBlue and never again. I went to the counter to request meet and assist because I'm 74 and my wife is 79. I walk with a cane and my wife is handicapped and has her own wheel chair. I told the agent that my wife and luggage was at the entrance door. The ticketing agent said to me that they don't offer meet and assist. I need to bring them our luggage and then go back and get my wife in order to get my boarding pass. As I went back to get my luggage a Southwest agent along with a TSA agent recognized the situation and came over and took my wife and luggage to the JetBlue ticketing counter alongside the line and told the JetBlue agent to issue to take our luggage as soon as they could.

Our flight was delayed 5 hours, very disorganized, bad communication, confusion. Only good thing was the crew.

1) No pilot available for 1 hour 2) no room for most passengers careyon in overhead—-> stowed below 3) when we landed we had to wait 45 min. Before docking at gate as gate was not ready

It was good. I prefer JB over other airlines.I just wish we had headphones for the films, but other than that - good.

we were delayed because of some safety check that wasn't done or available

Qatar Airways only had spicy meals on the menu in economy class. You might want to get food in the airport before boarding.

The ride share experience in JFK is terrible. After traveling on a flight, then you need to take a subway to the last stop to get an uber or lyft. Unacceptable. Bad job JetBlue for permitting JFK and Port Authority to do this to your passengers.

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

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