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San José

$171+ 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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SJO
Jul 9 — Jul 161
Thu 7/9
Thu 7/16
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 June 9, 2026.

This American Airlines deal was found by Cheapflights users on 6/9. 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 8/236:01 am
BDL
-
SJO
1 stop15h 52m
American Airlines
Fri 8/282:56 pm
SJO
-
BDL
2 stops17h 26m
American Airlines
Deal found 6/9$299
This Delta deal was found by Cheapflights users on 6/8. 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 8/2612:25 pm
ALB
-
SJO
2 stops25h 24m
Delta
Thu 9/31:14 pm
SJO
-
ALB
1 stop8h 47m
Delta
Deal found 6/8$333
This American Airlines deal was found by Cheapflights users on 6/8. 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.
Thu 11/266:21 pm
BDL
-
SJO
1 stop20h 49m
American Airlines
Wed 12/23:06 pm
SJO
-
BDL
1 stop8h 20m
American Airlines
Deal found 6/8$349
This Delta deal was found by Cheapflights users on 6/8. 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.
Tue 9/295:30 am
BOS
-
SJO
1 stop8h 24m
Delta
Sat 10/101:23 pm
SJO
-
BOS
1 stop9h 35m
Delta
Deal found 6/8$356
This Delta deal was found by Cheapflights users on 6/8. 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.
Thu 8/276:15 am
ALB
-
SJO
1 stop7h 34m
Delta
Thu 9/31:14 pm
SJO
-
ALB
1 stop8h 47m
Delta
Deal found 6/8$356
This American Airlines deal was found by Cheapflights users on 6/8. 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.
Wed 10/147:19 pm
BOS
-
SJO
2 stops17h 46m
American Airlines
Wed 10/212:45 pm
SJO
-
BOS
2 stops17h 10m
American Airlines
Deal found 6/8$361
This American Airlines deal was found by Cheapflights users on 6/9. 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 11/146:19 pm
BOS
-
SJO
1 stop19h 03m
American Airlines
Sat 11/217:00 am
SJO
-
BOS
1 stop13h 06m
American Airlines
Deal found 6/9$364
This Avianca deal was found by Cheapflights users on 6/4. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/244:50 pm
BOS
-
SJO
1 stop8h 50m
Avianca
Mon 9/75:05 am
SJO
-
BOS
1 stop7h 45m
Avianca
Deal found 6/4$365
This United Airlines deal was found by Cheapflights users on 6/8. 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 6/103:54 pm
BOS
-
SJO
1 stop8h 45m
United Airlines
Wed 6/177:55 am
SJO
-
BOS
1 stop11h 49m
United Airlines
Deal found 6/8$366
This American Airlines deal was found by Cheapflights users on 6/8. 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 8/257:00 am
ALB
-
SJO
1 stop8h 52m
American Airlines
Tue 9/17:00 am
SJO
-
ALB
2 stops12h 27m
American Airlines
Deal found 6/8$369
This United Airlines deal was found by Cheapflights users on 6/6. 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.
Thu 9/106:00 am
BOS
-
SJO
1 stop7h 38m
United Airlines
Sat 9/197:55 am
SJO
-
BOS
2 stops15h 19m
United Airlines
Deal found 6/6$371
This American Airlines deal was found by Cheapflights users on 6/8. 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 8/257:00 am
ALB
-
SJO
1 stop8h 52m
American Airlines
Fri 8/281:29 pm
SJO
-
ALB
1 stop20h 52m
American Airlines
Deal found 6/8$372

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 June 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$299
(American Airlines)

One-way from

$171
(Delta)

Popular in

December

Cheapest in

October

Average price

$560
Provider with most accurate pricing for Boston Logan Intl-San José Juan Santamaria Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-San José Juan Santamaria Intl flights.
Search Deals
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 ($15 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
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 June 9, 2026.
Use the filters below to find and compare flights from Massachusetts to San José that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Thu 11/19

2:50 pm-9:07 am

1 stop19h 17m

San José Juan Santamaria Intl

Thu 11/26

5:37 am-10:01 pm

1 stop15h 24m

$388

AlbanySan José

ALB - SJO

ALBSJO

Albany Intl

Tue 8/25

6:15 am-11:49 am

1 stop7h 34m

San José Juan Santamaria Intl

Thu 9/3

1:14 pm-12:01 am

1 stop8h 47m

$415

AlbanySan José

ALB - SJO

ALBSJO

Albany Intl

Tue 9/1

3:38 pm-12:03 pm

2 stops22h 25m

San José Juan Santamaria Intl

Tue 9/8

2:56 pm-12:22 pm

2 stops19h 26m

$433

HartfordSan José

BDL - SJO

BDLSJO

Hartford Bradley Intl

Sat 10/24

12:38 pm-10:25 am

2 stops23h 47m

San José Juan Santamaria Intl

Wed 10/28

7:45 am-10:57 pm

1 stop13h 12m

$464

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Tue 9/15

7:05 am-7:37 pm

2 stops14h 32m

San José Juan Santamaria Intl

Thu 9/24

1:25 pm-12:43 pm

2 stops21h 18m

$491

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Thu 10/29

12:20 pm-12:15 pm

2 stops25h 55m

San José Juan Santamaria Intl

Sun 11/8

12:35 pm-10:53 am

2 stops21h 18m

$491

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Mon 9/14

8:31 pm-12:21 pm

2 stops17h 50m

San José Juan Santamaria Intl

Fri 9/25

12:44 pm-9:33 am

2 stops18h 49m

$491

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Tue 9/29

7:25 am-7:37 pm

1 stop14h 12m

San José Juan Santamaria Intl

Tue 10/13

12:44 pm-9:44 am

1 stop19h 00m

$493

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Wed 11/11

3:13 pm-11:25 am

2 stops21h 12m

San José Juan Santamaria Intl

Sat 11/21

2:20 pm-9:24 am

2 stops18h 04m

$501

HartfordSan José

BDL - SJO

BDLSJO

Hartford Bradley Intl

Sat 10/31

6:30 pm-11:25 am

2 stops18h 55m

San José Juan Santamaria Intl

Sat 11/7

8:45 am-11:57 pm

2 stops14h 12m

$509

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/6

Showing 1-10 of 54 resultsSorted by cheapest first
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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 $73). Flying from Massachusetts to San José in February is currently the most expensive (average of $476). 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.

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

How far ahead should I book a flight from Massachusetts to San José?

To ensure you get the cheapest price possible for a flight from Massachusetts to San José, you should look to book at least 15 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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 7h 34m. Copa Airlines provides one of the quickest options available for as low as $415. 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 United Airlines ($106), JetBlue ($109), and American Airlines ($114).

  • 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 $73). Flying from Massachusetts to San José in February is currently the most expensive (average of $476). 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
Alajuela
Monteverde
Jacó
Heredia
Dominical
Manuel Antonio

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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 June 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$137Average$486FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$179Average$380FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$243Average$518FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$251Average$469FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$287Average$520FlexibilityNo cancel feeOn-time71%
GOLCheapest$316Average$540FlexibilityNo cancel feeOn-time74%
AviancaCheapest$324Average$440FlexibilityNo cancel feeOn-time71%
FrontierCheapest$381Average$847FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$470Average$637FlexibilityNo cancel feeOn-time63%

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