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San José

$106+ Cheap flights from Massachusetts to San José (SJO)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/28. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SJO
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap flight deals from Massachusetts to San José

Keep the following information in mind while searching for Massachusetts to San José flight deals. Data was last updated October 30, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$237
(Mytrip)

One-way from

$106
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$404
Provider with most accurate pricing for Boston Logan Intl-San José Juan Santamaria Intl flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-San José Juan Santamaria Intl flights.
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From Massachusetts to San José Juan Santamaria Intl
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One-way flight from Massachusetts to San José Juan Santamaria Intl
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Highest demand for flights based on searches. 7% potential increase in price ($43 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($23 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Massachusetts to San José

Cheapest flights from Massachusetts to San José
Explore the most affordable flight options available from Massachusetts to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This Mytrip deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/156:16 amBOS - SJO
1 stop7h 09mMultiple Airlines
Wed 11/197:22 amSJO - BOS
2 stops15h 37mMultiple Airlines
Deal found 10/28$237
This Spirit deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/96:16 amBOS - SJO
1 stop7h 09mSpirit Airlines
Sat 11/151:30 pmSJO - BOS
1 stop9h 29mSpirit Airlines
Deal found 10/27$242
This Mytrip deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/156:16 amBOS - SJO
2 stops30h 23mSpirit Airlines
Wed 11/191:30 pmSJO - BOS
1 stop9h 29mSpirit Airlines
Deal found 10/28$243
This Cheapflightsfares deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/96:16 amBOS - SJO
1 stop7h 09mSpirit Airlines
Wed 11/191:30 pmSJO - BOS
1 stop9h 29mSpirit Airlines
Deal found 10/28$246
This Trip.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/87:40 pmBOS - SJO
1 stop14h 12mJetBlue
Tue 12/162:01 pmSJO - BOS
1 stop8h 10mJetBlue
Deal found 10/27$249
This JetBlue deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/47:40 pmBOS - SJO
1 stop14h 12mJetBlue
Mon 12/229:38 amSJO - BOS
1 stop9h 05mJetBlue
Deal found 10/28$252
This Expedia deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/287:30 amALB - SJO
1 stop8h 54mJetBlue
Fri 12/510:00 amSJO - ALB
1 stop10h 26mJetBlue
Deal found 10/29$252
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/106:24 amBDL - SJO
1 stop16h 49mAmerican Airlines
Sat 11/156:00 amSJO - BDL
1 stop10h 26mAmerican Airlines
Deal found 10/29$252
This CheapOair deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/196:16 amBOS - SJO
1 stop7h 09mSpirit Airlines
Tue 11/251:20 pmSJO - BOS
1 stop9h 33mSpirit Airlines
Deal found 10/27$253
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/25:01 amALB - SJO
1 stop17h 55mAmerican Airlines
Wed 11/56:00 amSJO - ALB
1 stop10h 29mAmerican Airlines
Deal found 10/29$255
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1112:00 pmBOS - SJO
1 stop8h 53mUnited Airlines
Tue 12/98:45 amSJO - BOS
2 stops13h 56mUnited Airlines
Deal found 10/27$256
This United Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/25:00 amALB - SJO
2 stops15h 39mUnited Airlines
Wed 11/58:45 amSJO - ALB
2 stops13h 58mUnited Airlines
Deal found 10/29$256

Cheapflights Fare Finder

 
Customize your flight search to find flights from Massachusetts to San José that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 30, 2025.
Use the filters below to find and compare flights from Massachusetts to San José that are best for you.

Fly from

Massachusetts

Fly to

San José

Route

Depart

Return

Price

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Fri 12/5

7:40 pm-8:52 am

1 stop14h 12m

San José Juan Santamaria Intl

Fri 12/12

10:00 am-6:56 pm

1 stop7h 56m

$252

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Tue 11/11

9:45 am-8:39 pm

1 stop11h 54m

San José Juan Santamaria Intl

Tue 11/18

12:35 pm-11:15 pm

1 stop9h 40m

$252

HartfordSan José

BDL - SJO

BDLSJO

Hartford Bradley Intl

Wed 3/4

7:00 am-8:14 pm

1 stop14h 14m

San José Juan Santamaria Intl

Wed 3/11

6:00 am-9:45 pm

1 stop13h 45m

$252

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Tue 2/24

8:15 pm-8:53 am

1 stop13h 38m

San José Juan Santamaria Intl

Tue 3/10

12:55 pm-12:03 am

1 stop9h 08m

$252

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Thu 2/19

8:15 pm-8:53 am

1 stop13h 38m

San José Juan Santamaria Intl

Fri 2/27

10:00 am-12:19 am

1 stop13h 19m

$252

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Thu 12/4

8:30 pm-8:52 am

1 stop13h 22m

San José Juan Santamaria Intl

Mon 12/22

10:00 am-10:57 pm

1 stop11h 57m

$252

HartfordSan José

BDL - SJO

BDLSJO

Hartford Bradley Intl

Tue 3/3

6:35 am-12:55 pm

1 stop7h 20m

San José Juan Santamaria Intl

Wed 3/4

10:00 am-11:42 pm

1 stop12h 42m

$252

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Tue 11/11

12:00 pm-7:53 pm

1 stop8h 53m

San José Juan Santamaria Intl

Tue 12/9

8:45 am-11:41 pm

2 stops13h 56m

$256

HartfordSan José

BDL - SJO

BDLSJO

Hartford Bradley Intl

Mon 11/10

6:24 am-10:13 pm

1 stop16h 49m

San José Juan Santamaria Intl

Sat 11/15

6:22 am-10:23 pm

2 stops15h 01m

$256

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Mon 1/26

12:08 pm-7:53 pm

1 stop8h 45m

San José Juan Santamaria Intl

Fri 1/30

6:30 am-9:52 pm

2 stops14h 22m

$256

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 57 results
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Best time to book a flight from Massachusetts to San José

Have a flexible travel schedule? Discover the best time to fly to San José from Massachusetts with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Massachusetts to San José

What is the cheapest month to book a flight from Massachusetts to San José?

Currently, September is the cheapest month in which you can book a flight from Massachusetts to San José (average of $216). Flying from Massachusetts to San José in March is currently the most expensive (average of $361). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MA to SJO?

Find hourly flight availability from Massachusetts to San José. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 30, 2025.

It’s typically best to fly out from Massachusetts to San José in the evening. Doing so could potentially save you 45% on the flight price compared to flying in the afternoon, which is usually more expensive.

What is the cheapest day to fly from Massachusetts to San José?

Use this chart to determine the cheapest time to fly round-trip from Massachusetts to San José. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Massachusetts to San José flight should consider departing on Monday evenings when fares are most often at their lowest. Saturday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Related info for your journey

Find useful and relevant information for your journey from Massachusetts to San José. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to San José from Massachusetts?

    San José Juan Santamaria Intl (SJO), located 8.8 mi from the city center, is the airport you fly into when you book flights from Massachusetts to San José.

  • How long is the flight from Massachusetts to San José?

    A quick flight from Massachusetts to San José can take about 11h 54m. JetBlue provides one of the quickest options available for as low as $252. There are 2373 mi between Massachusetts and San José. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Massachusetts to San José one-way?

    The cheapest airlines for a one-way flight from Massachusetts to San José are United Airlines ($110), JetBlue ($110), and American Airlines ($110).

  • What are the most popular routes from Massachusetts to San José?

    When deciding which route to take from Massachusetts to San José consider Boston Logan Intl - San José Juan Santamaria Intl, Hartford Bradley Intl - San José Juan Santamaria Intl or Albany Intl - San José Juan Santamaria Intl as they are the most popular.

  • Can I find deals for flights from Massachusetts to San José that include hotel bookings?

    Yes. In addition to deals on Massachusetts to San José flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Massachusetts to San José?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Massachusetts to San José.

  • Can I find deals for business class flights from Massachusetts to San José?

    Yes. Cheapflights offers flight deals from Massachusetts to San José by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Massachusetts to San José?

    Currently, September is the cheapest month in which you can book a flight from Massachusetts to San José (average of $216). Flying from Massachusetts to San José in March is currently the most expensive (average of $361). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near San José?

Book flights to San José if you plan to visit one of these locations
Heredia
Manuel Antonio
Alajuela
Monteverde
Jacó
Dominical

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Alternative routes for Massachusetts to San José

See prices for flight routes from nearby airports that may be better suited for you.
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Top 9 airlines flying from Massachusetts to San José

Discover the top 9 airlines that operate flights from Massachusetts to San José. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$221Average$421FlexibilityNo cancel feeOn-time65%
Copa AirlinesCheapest$275Average$553FlexibilityNo cancel feeOn-time70%
FrontierCheapest$297Average$649FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$307Average$527FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$333Average$582FlexibilityNo cancel feeOn-time71%
AviancaCheapest$334Average$564FlexibilityNo cancel feeOn-time71%
DeltaCheapest$344Average$488FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$378Average$633FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$590Average$831FlexibilityNo cancel feeOn-time63%

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