$418 Cheap Flights from San José (SJO) to Rutland (RUT)

View $418 flight on Wed, Jul 16, 2025Opens in a new window

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

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

Prices were available within the past 7 days and start at $418 for one-way flights and $891 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Thu, Jul 17 - Sat, Jul 26
SJO
San José
RUT
Rutland
$891 Roundtrip, found 2 days ago
$891
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Thu, Jul 17 from San José to Rutland, returning Sat, Jul 26, priced at $891 found 2 days ago
JetBlue Airways
Wed, Jul 16 - Wed, Jul 23
SJO
San José
RUT
Rutland
$913 Roundtrip, found 2 days ago
$913
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, Jul 16 from San José to Rutland, returning Wed, Jul 23, priced at $913 found 2 days ago
JetBlue Airways
Wed, Jul 16 - Wed, Jul 23
SJO
San José
RUT
Rutland
$926 Roundtrip, found 2 days ago
$926
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, Jul 16 from San José to Rutland, returning Wed, Jul 23, priced at $926 found 2 days ago
JetBlue Airways
Mon, Jul 14 - Sat, Jul 26
SJO
San José
RUT
Rutland
$930 Roundtrip, found 2 days ago
$930
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Mon, Jul 14 from San José to Rutland, returning Sat, Jul 26, priced at $930 found 2 days ago
JetBlue Airways
Wed, Jul 16 - Wed, Jul 23
SJO
San José
RUT
Rutland
$931 Roundtrip, found 2 days ago
$931
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, Jul 16 from San José to Rutland, returning Wed, Jul 23, priced at $931 found 2 days ago
JetBlue Airways
Wed, Jul 16 - Wed, Jul 23
SJO
San José
RUT
Rutland
$933 Roundtrip, found 2 days ago
$933
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, Jul 16 from San José to Rutland, returning Wed, Jul 23, priced at $933 found 2 days ago
JetBlue Airways
Tue, Jul 15 - Sat, Jul 26
SJO
San José
RUT
Rutland
$939 Roundtrip, found 2 days ago
$939
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Jul 15 from San José to Rutland, returning Sat, Jul 26, priced at $939 found 2 days ago
JetBlue Airways
Wed, Jul 16 - Wed, Jul 23
SJO
San José
RUT
Rutland
$944 Roundtrip, found 2 days ago
$944
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, Jul 16 from San José to Rutland, returning Wed, Jul 23, priced at $944 found 2 days ago
JetBlue Airways
Wed, Jul 16 - Wed, Jul 23
SJO
San José
RUT
Rutland
$950 Roundtrip, found 2 days ago
$950
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, Jul 16 from San José to Rutland, returning Wed, Jul 23, priced at $950 found 2 days ago
JetBlue Airways
Wed, Jul 16 - Wed, Jul 23
SJO
San José
RUT
Rutland
$952 Roundtrip, found 2 days ago
$952
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, Jul 16 from San José to Rutland, returning Wed, Jul 23, priced at $952 found 2 days ago
JetBlue Airways
Wed, Jul 16 - Wed, Jul 23
SJO
San José
RUT
Rutland
$954 Roundtrip, found 2 days ago
$954
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, Jul 16 from San José to Rutland, returning Wed, Jul 23, priced at $954 found 2 days ago

Alternative airports near Rutland

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Rutland Southern Vermont Regional RUT. Cheapest and Closest option available. Average driving time to city center is 10 minutes. Flights from $939
RUT
Rutland Southern Vermont Regional
CheapestClosest
Average driving time to city center10 min
Flights from $939
Flights from San José (SJO) to Rutland (RUT)
Origin airport
Juan Santamaría Intl.
Destination airport
Rutland Southern Vermont Regional
Roundtrip price
$890
Distance
2413 mi

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 July. 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 $418 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.

 

Frequently asked questions

How much does a flight from Juan Santamaria Intl. Airport (SJO) to Rutland Southern Vermont Regional Airport (RUT) cost?
Discover the latest flight deals from SJO to RUT by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from SJO to RUT?
The cheapest flights from SJO to RUT are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from SJO to RUT?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from SJO to RUT. Sort your results by "Price (lowest to highest)" to snap up a great deal.
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.

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*Available to One Key members.