$259 Cheap Flights from San José (SJO) to Rutland (RUT)

View $259 flight on Mon, Nov 24, 2025Opens in a new window

Popular airlines from Juan Santamaria Intl. Airport (SJO) to Rutland, VT (RUT-Rutland Southern Vermont Regional)

Cheap Flights from San José to Rutland (SJO-RUT)

Prices were available within the past 7 days and start at $259 for one-way flights and $3,313 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Sat, Nov 29 - Sun, Nov 30
SJO
San José
RUT
Rutland
$3,313 Roundtrip, found 6 hours ago
$3,313
Roundtrip
found 6 hours ago
Select United flight, departing Sat, Nov 29 from San José to Rutland, returning Sun, Nov 30, priced at $3,313 found 6 hours ago
United
Sat, Nov 29 - Sun, Nov 30
SJO
San José
RUT
Rutland
$3,341 Roundtrip, found 6 hours ago
$3,341
Roundtrip
found 6 hours ago
Select United flight, departing Sat, Nov 29 from San José to Rutland, returning Sun, Nov 30, priced at $3,341 found 6 hours ago
United
Sat, Nov 29 - Sun, Nov 30
SJO
San José
RUT
Rutland
$3,380 Roundtrip, found 6 hours ago
$3,380
Roundtrip
found 6 hours ago
Select United flight, departing Sat, Nov 29 from San José to Rutland, returning Sun, Nov 30, priced at $3,380 found 6 hours ago
United
Sat, Nov 29 - Sun, Nov 30
SJO
San José
RUT
Rutland
$3,558 Roundtrip, found 6 hours ago
$3,558
Roundtrip
found 6 hours ago
Select United flight, departing Sat, Nov 29 from San José to Rutland, returning Sun, Nov 30, priced at $3,558 found 6 hours ago
United
Sat, Nov 29 - Sun, Nov 30
SJO
San José
RUT
Rutland
$3,842 Roundtrip, found 6 hours ago
$3,842
Roundtrip
found 6 hours ago
Select United flight, departing Sat, Nov 29 from San José to Rutland, returning Sun, Nov 30, priced at $3,842 found 6 hours ago
United
Sat, Nov 29 - Sun, Nov 30
SJO
San José
RUT
Rutland
$3,870 Roundtrip, found 6 hours ago
$3,870
Roundtrip
found 6 hours ago
Select United flight, departing Sat, Nov 29 from San José to Rutland, returning Sun, Nov 30, priced at $3,870 found 6 hours ago
United
Sat, Nov 29 - Sun, Nov 30
SJO
San José
RUT
Rutland
$3,909 Roundtrip, found 6 hours ago
$3,909
Roundtrip
found 6 hours ago
Select United flight, departing Sat, Nov 29 from San José to Rutland, returning Sun, Nov 30, priced at $3,909 found 6 hours ago
United
Sat, Nov 29 - Sun, Nov 30
SJO
San José
RUT
Rutland
$4,167 Roundtrip, found 6 hours ago
$4,167
Roundtrip
found 6 hours ago
Select United flight, departing Sat, Nov 29 from San José to Rutland, returning Sun, Nov 30, priced at $4,167 found 6 hours ago
United
Sat, Nov 29 - Sun, Nov 30
SJO
San José
RUT
Rutland
$5,701 Roundtrip, found 6 hours ago
$5,701
Roundtrip
found 6 hours ago
Select United flight, departing Sat, Nov 29 from San José to Rutland, returning Sun, Nov 30, priced at $5,701 found 6 hours ago
United
Sat, Nov 29 - Sun, Nov 30
SJO
San José
RUT
Rutland
$5,731 Roundtrip, found 6 hours ago
$5,731
Roundtrip
found 6 hours ago
Select United flight, departing Sat, Nov 29 from San José to Rutland, returning Sun, Nov 30, priced at $5,731 found 6 hours ago

Frequently asked questions

How much does a flight from Juan Santamaria Intl. Airport (SJO) to Rutland Southern Vermont Regional Airport (RUT) cost?
Lock in a cheap one-way flight from $259 or cheap return flight from $3,313 from Juan Santamaria Intl. Airport (SJO) to Rutland Southern Vermont Regional Airport (RUT) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Juan Santamaria Intl. Airport (SJO) to Rutland Southern Vermont Regional Airport (RUT)?
Planning your trip for November may help you find better deals, as it's the cheapest month for flights between SJO and RUT. You'll usually find the lowest fares during off-peak months.
What is the cheapest airline that flies from Juan Santamaria Intl. Airport (SJO) to Rutland Southern Vermont Regional Airport (RUT)?
Expedia's filter tool lets you easily compare different airlines, departure times and fares all in one place. Select your preferences, then sort by "Price (lowest to highest)" to find out which carrier offers the cheapest SJO to RUT flight.
How many flights per day from Juan Santamaria Intl. Airport (SJO) to Rutland Southern Vermont Regional Airport (RUT)?
Direct flights from Juan Santamaria Intl. Airport (SJO) to Rutland Southern Vermont Regional Airport (RUT) aren't available daily, so you'll need to take a flight with a layover. Explore your options with Expedia's filter tool. Enter your travel details and choose either "1 Stop" or "2+ Stops."
What day of the week has the most flights from SJO to RUT?
Friday is typically the busiest day for flights, while Tuesday is often the quietest.* Keep in mind that flight schedules can change based on various factors, including the airline and season.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Juan Santamaria Intl. Airport (SJO) to Rutland Southern Vermont Regional Airport (RUT)?
To arrive at Rutland Southern Vermont Regional Airport (RUT) without delays, opt for a flight that leaves Juan Santamaria Intl. Airport (SJO) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Juan Santamaria Intl. Airport (SJO) to Rutland Southern Vermont Regional Airport (RUT) last-minute?
Booking your flight from SJO to RUT right before your getaway is generally more expensive. However, if there's some wiggle room with your departure times and dates, you could bag a cheap last-minute fare.
Is it cheaper to book a SJO to RUT flight and hotel package?
You'll generally save money by booking a SJO to RUT flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's simple to manage it all in one place. After choosing your preferred flights and accommodations, consider adding extras such as tours, car rentals and activities.
Can I cancel or change the date of my flight from Juan Santamaria Intl. Airport (SJO) to Rutland Southern Vermont Regional Airport (RUT)?
If you reserved your SJO to RUT flight within the last 24 hours, you may be able to cancel or modify it without fees. Depending on the airline and the type of fare you purchased, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Juan Santamaría Intl.
Destination airport
Rutland Southern Vermont Regional
Roundtrip price
$3,312
Distance
2413 mi

Book with confidence

San José to Rutland Flights

The cheapest times to fly from San José to Rutland

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from San José to Rutland are during the month of November. You can find some of the cheapest flights from San José to Rutland with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from San José to Rutland

Sunday is one of the best days to book for cheap flights from San José to Rutland: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from San José to Rutland

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from San José to Rutland in 2025. You can also book with separate airlines for your outbound and return journeys, from $259 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap San José to Rutland flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your San José to Rutland airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

San José to Rutland Flights

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*Available to One Key members.