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San José

$104+ 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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SJO
Aug 6 — Aug 131
Mi 8/6
Mi 8/13
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 August 1, 2025.

Round-trip from

$307
(FlightHub)

One-way from

$103
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$463
From Massachusetts to San José Juan Santamaria Intl
Search Deals
One-way flight from Massachusetts to San José Juan Santamaria Intl
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Highest demand for flights based on searches. 13% potential increase in price ($82 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($30 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 1, 2025.

This FlightHub deal was found by Cheapflights users on 7/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mo 9/2211:30 amBDL - SJO
1 stop25h 44mSpirit Airlines
Do 10/912:19 pmSJO - BDL
1 stop20h 16mSpirit Airlines
Deal found 7/30$307
This Cheapflightsfares deal was found by Cheapflights users on 7/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Di 12/95:45 amBOS - SJO
1 stop7h 29mSpirit Airlines
Mi 12/171:19 pmSJO - BOS
1 stop10h 21mSpirit Airlines
Deal found 7/29$312
This American Airlines deal was found by Cheapflights users on 7/30. 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.
So 9/76:01 amALB - SJO
1 stop13h 51mAmerican Airlines
Do 9/116:00 amSJO - ALB
2 stops14h 56mAmerican Airlines
Deal found 7/30$318
This Copa Airlines deal was found by Cheapflights users on 7/31. 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.
Do 10/303:49 pmBOS - SJO
1 stop17h 45mCopa Airlines
Mo 11/310:08 amSJO - BOS
1 stop10h 55mCopa Airlines
Deal found 7/31$323
This Mytrip deal was found by Cheapflights users on 7/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mi 8/136:05 amBOS - SJO
1 stop7h 07mMultiple Airlines
Sa 8/167:30 amSJO - BOS
2 stops13h 42mMultiple Airlines
Deal found 7/29$327
This United Airlines deal was found by Cheapflights users on 7/29. 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.
Di 9/237:10 amBOS - SJO
2 stops14h 27mUnited Airlines
Di 10/712:44 pmSJO - BOS
1 stop8h 12mUnited Airlines
Deal found 7/29$332
This American Airlines deal was found by Cheapflights users on 7/29. 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.
Di 9/29:26 amBOS - SJO
2 stops12h 49mAmerican Airlines
Mi 9/176:00 amSJO - BOS
1 stop14h 20mAmerican Airlines
Deal found 7/29$335
This Mytrip deal was found by Cheapflights users on 7/31. 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.
Fr 8/225:17 pmBDL - SJO
2 stops23h 56mMultiple Airlines
Fr 8/297:30 amSJO - BDL
2 stops24h 55mMultiple Airlines
Deal found 7/31$337
This JetBlue deal was found by Cheapflights users on 7/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sa 10/46:40 amBOS - SJO
1 stop7h 15mJetBlue
Do 10/91:00 pmSJO - BOS
1 stop8h 59mJetBlue
Deal found 7/29$348
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Sa 10/44:06 pmBDL - SJO
2 stops21h 06mAmerican Airlines
Fr 10/106:00 amSJO - BDL
1 stop9h 58mAmerican Airlines
Deal found 7/30$366
This Southwest deal was found by Cheapflights users on 7/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mo 11/176:10 amALB - SJO
1 stop8h 05mSouthwest
Di 11/259:00 amSJO - ALB
1 stop13h 20mSouthwest
Deal found 7/30$378
This Expedia deal was found by Cheapflights users on 7/30. 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.
Fr 9/267:10 amBDL - SJO
1 stop7h 50mJetBlue
Mo 9/2912:45 pmSJO - BDL
1 stop26h 28mJetBlue
Deal found 7/30$408

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 August 1, 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

HartfordSan José

BDL - SJO

BDLSJO

Hartford Bradley Intl

Mo 9/22

11:30 am-11:14 am

1 stop25h 44m

San José Juan Santamaria Intl

Do 10/9

12:19 pm-10:35 am

1 stop20h 16m

$307

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Sa 8/30

6:05 am-11:12 am

1 stop7h 07m

San José Juan Santamaria Intl

So 9/7

12:19 pm-11:55 pm

1 stop9h 36m

$312

AlbanySan José

ALB - SJO

ALBSJO

Albany Intl

So 9/7

6:01 am-5:52 pm

1 stop13h 51m

San José Juan Santamaria Intl

Mi 9/10

6:00 am-9:59 pm

2 stops13h 59m

$318

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Mi 8/13

6:05 am-11:12 am

1 stop7h 07m

San José Juan Santamaria Intl

Sa 8/16

7:30 am-11:12 pm

2 stops13h 42m

$327

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Di 9/23

9:05 am-7:37 pm

2 stops12h 32m

San José Juan Santamaria Intl

Mi 10/8

12:44 pm-10:56 pm

1 stop8h 12m

$332

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Di 9/2

11:00 am-8:15 pm

2 stops11h 15m

San José Juan Santamaria Intl

Mi 9/17

7:27 am-9:46 pm

2 stops12h 19m

$335

HartfordSan José

BDL - SJO

BDLSJO

Hartford Bradley Intl

Fr 8/22

5:17 pm-3:13 pm

2 stops23h 56m

San José Juan Santamaria Intl

Fr 8/29

7:30 am-10:25 am

2 stops24h 55m

$337

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Do 10/9

3:49 pm-9:04 am

1 stop19h 15m

San José Juan Santamaria Intl

Mo 10/13

9:17 am-2:11 pm

3 stops26h 54m

$343

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Sa 10/4

6:40 am-11:55 am

1 stop7h 15m

San José Juan Santamaria Intl

Mo 10/6

1:00 pm-11:59 pm

1 stop8h 59m

$348

HartfordSan José

BDL - SJO

BDLSJO

Hartford Bradley Intl

Sa 10/4

4:06 pm-11:12 am

2 stops21h 06m

San José Juan Santamaria Intl

Fr 10/10

6:00 am-5:58 pm

1 stop9h 58m

$366

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 33 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, San José Province?

Currently, September is the cheapest month in which you can book a flight from Massachusetts to San José, San José Province (average of $398). Flying from Massachusetts to San José, San José Province in March is currently the most expensive (average of $555). 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 August 1, 2025.

When flying from Massachusetts to San José, San José Province, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing San José

Get insights into the airlines that provide service to San José. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to San José. Reviews last updated August 1, 2025.
Read reviews from past customers who have flown Southwest, Delta, and Copa Airlines from Massachusetts to San José. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Copa Airlines
7.5
Good
1,493 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,900 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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.

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

    The cheapest airlines for a one-way flight from Massachusetts to San José, San José Province are Spirit Airlines ($103), American Airlines ($153), and JetBlue ($161).

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

    When deciding which route to take from Massachusetts to San José, San José Province 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, San José Province?

    Currently, September is the cheapest month in which you can book a flight from Massachusetts to San José, San José Province (average of $398). Flying from Massachusetts to San José, San José Province in March is currently the most expensive (average of $555). 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

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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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San Francisco to Liberia flights
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Raleigh to San José flights
Oakland to San José flights
Atlanta to Liberia flights
Ontario to Liberia flights
Midway to San José flights
Dallas/Fort Worth to Liberia flights
Charlotte to San José flights
Minneapolis to San José flights
Baltimore to Liberia flights
Hobby to Liberia flights
Austin to San José flights
Philadelphia to San José flights
Reagan-National to Liberia flights
San Diego to San José flights
San Jose to San José flights
Miami to Liberia 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 August 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$250Average$421FlexibilityNo cancel feeOn-time65%
AviancaCheapest$288Average$533FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$297Average$564FlexibilityNo cancel feeOn-time70%
FrontierCheapest$297Average$595FlexibilityNo cancel feeOn-time62%
DeltaCheapest$353Average$485FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$371Average$539FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$386Average$616FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$401Average$672FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$590Average$748FlexibilityNo cancel feeOn-time63%

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