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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 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SJO
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
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Cheap 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 December 15, 2025.

This American Airlines deal was found by Cheapflights users on 12/14. 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 12/145:20 pmALB - SJO
2 stops21h 36mAmerican Airlines
Sun 12/217:00 amSJO - ALB
1 stop15h 53mAmerican Airlines
Deal found 12/14$264
This Expedia deal was found by Cheapflights users on 12/15. 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 12/197:35 amBOS - SJO
1 stop9h 51mJetBlue
Sun 12/219:38 amSJO - BOS
1 stop9h 44mJetBlue
Deal found 12/15$290
This American Airlines deal was found by Cheapflights users on 12/15. 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.
Tue 12/168:00 amBOS - SJO
1 stop13h 49mAmerican Airlines
Tue 12/233:29 pmSJO - BOS
1 stop8h 30mAmerican Airlines
Deal found 12/15$303
This Delta deal was found by Cheapflights users on 12/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/152:22 pmBDL - SJO
1 stop8h 58mDelta
Mon 12/227:00 amSJO - BDL
1 stop10h 00mDelta
Deal found 12/14$306
This Copa Airlines deal was found by Cheapflights users on 12/12. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/162:44 pmBOS - SJO
1 stop17h 26mCopa Airlines
Thu 12/188:47 amSJO - BOS
1 stop12h 53mCopa Airlines
Deal found 12/12$332
This Delta deal was found by Cheapflights users on 12/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/148:00 amBOS - SJO
1 stop15h 20mDelta
Sun 12/217:00 amSJO - BOS
1 stop9h 15mDelta
Deal found 12/13$350
This Delta deal was found by Cheapflights users on 12/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/146:10 amALB - SJO
1 stop7h 56mDelta
Sun 12/217:00 amSJO - ALB
1 stop15h 43mDelta
Deal found 12/13$354
This American Airlines deal was found by Cheapflights users on 12/13. 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.
Sat 12/136:36 pmBOS - SJO
2 stops20h 03mAmerican Airlines
Sat 12/206:20 amSJO - BOS
1 stop16h 13mAmerican Airlines
Deal found 12/13$372
This eDestinos deal was found by Cheapflights users on 12/13. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/178:11 pmBOS - SJO
1 stop16h 31mSpirit Airlines
Wed 12/241:31 pmSJO - BOS
1 stop9h 26mSpirit Airlines
Deal found 12/13$373
This United Airlines deal was found by Cheapflights users on 12/13. 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.
Wed 12/316:20 amBOS - SJO
1 stop12h 56mUnited Airlines
Wed 1/216:30 amSJO - BOS
1 stop10h 31mUnited Airlines
Deal found 12/13$378
This Cheapflightsfares deal was found by Cheapflights users on 12/12. 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.
Tue 12/168:11 pmBOS - SJO
1 stop16h 31mSpirit Airlines
Thu 12/181:31 pmSJO - BOS
1 stop9h 26mSpirit Airlines
Deal found 12/12$390
This Delta deal was found by Cheapflights users on 12/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:15 pmBOS - SJO
1 stop18h 41mDelta
Sat 1/247:00 amSJO - BOS
1 stop12h 31mDelta
Deal found 12/13$395

Find 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 December 15, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$244
(American Airlines)

One-way from

$106
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$686
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
Search Deals
One-way flight from Massachusetts to San José Juan Santamaria Intl
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 15, 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

AlbanySan José

ALB - SJO

ALBSJO

Albany Intl

Thu 1/22

8:00 am-9:02 pm

2 stops14h 02m

San José Juan Santamaria Intl

Tue 2/3

6:00 am-10:34 pm

2 stops15h 34m

$248

AlbanySan José

ALB - SJO

ALBSJO

Albany Intl

Mon 4/20

6:24 pm-11:10 am

2 stops18h 46m

San José Juan Santamaria Intl

Wed 4/29

2:25 pm-11:13 am

2 stops18h 48m

$248

AlbanySan José

ALB - SJO

ALBSJO

Albany Intl

Wed 1/21

7:23 am-10:30 pm

2 stops16h 07m

San José Juan Santamaria Intl

Tue 2/3

6:00 am-9:39 pm

2 stops14h 39m

$248

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Tue 2/24

3:07 pm-9:06 am

1 stop18h 59m

San José Juan Santamaria Intl

Tue 3/10

10:08 am-11:10 pm

1 stop11h 02m

$282

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Tue 2/10

3:07 pm-7:06 am

1 stop16h 59m

San José Juan Santamaria Intl

Tue 2/17

10:08 am-10:03 pm

1 stop10h 55m

$282

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Mon 1/19

3:07 pm-7:06 am

1 stop16h 59m

San José Juan Santamaria Intl

Wed 1/21

10:08 am-10:03 pm

1 stop10h 55m

$282

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Mon 2/2

3:07 pm-7:06 am

1 stop16h 59m

San José Juan Santamaria Intl

Thu 4/30

10:04 am-11:09 pm

1 stop11h 05m

$282

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Thu 2/5

3:07 pm-4:46 pm

3 stops26h 39m

San José Juan Santamaria Intl

Tue 2/10

10:08 am-10:03 pm

1 stop10h 55m

$287

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Tue 2/17

3:07 pm-7:06 am

1 stop16h 59m

San José Juan Santamaria Intl

Wed 2/18

10:08 am-10:03 pm

1 stop10h 55m

$291

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Tue 1/13

3:07 pm-7:06 am

1 stop16h 59m

San José Juan Santamaria Intl

Tue 1/20

5:56 pm-1:39 pm

1 stop18h 43m

$297

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/12

Showing 1-10 of 51 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, November is the cheapest month in which you can book a flight from Massachusetts to San José (average of $190). Flying from Massachusetts to San José in August is currently the most expensive (average of $321). 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 December 15, 2025.

It’s typically best to fly out from Massachusetts to San José in the evening. Doing so could potentially save you 34% on the flight price compared to flying at noon, 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.

How much does it cost to fly round-trip from Massachusetts to San José?

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 14h 02m. American Airlines provides one of the quickest options available for as low as $248. There are 2347 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 Spirit Airlines ($94), JetBlue ($108), and United Airlines ($109).

  • 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, November is the cheapest month in which you can book a flight from Massachusetts to San José (average of $190). Flying from Massachusetts to San José in August is currently the most expensive (average of $321). 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
Manuel Antonio
Alajuela
Monteverde
Jacó
Heredia
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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Denver to Liberia flights
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Minneapolis to San José flights
Midway to San José flights
Dallas/Fort Worth to Liberia flights
Dulles Intl to Liberia flights
San Francisco to Liberia flights
Atlanta to Liberia flights
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Seattle to Liberia flights
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Portland to San José flights
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Baltimore to Liberia flights
Philadelphia to Liberia flights
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Hobby to Liberia flights
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Austin to San José flights

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 December 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$219Average$411FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$251Average$505FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$265Average$538FlexibilityNo cancel feeOn-time69%
Copa AirlinesCheapest$273Average$487FlexibilityNo cancel feeOn-time70%
FrontierCheapest$297Average$649FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$320Average$550FlexibilityNo cancel feeOn-time71%
AviancaCheapest$327Average$572FlexibilityNo cancel feeOn-time71%
DeltaCheapest$331Average$478FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$441Average$985FlexibilityNo cancel feeOn-time63%

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