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Massachusetts

$107+ Cheap flights from San José (SJO) to Massachusetts

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 2/12. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — BOS
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
1 adult, Economy
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Cheap flight deals from San José to Massachusetts

Cheapest flights from San José to Massachusetts
Explore the most affordable flight options available from San José to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 28, 2026.

This Expedia deal was found by Cheapflights users on 1/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2512:35 pm
SJO
-
BOS
1 stop8h 26m
Spirit Airlines
Mon 3/25:27 am
BOS
-
SJO
1 stop7h 55m
Spirit Airlines
Deal found 1/27$240
This United Airlines deal was found by Cheapflights users on 1/27. 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.
Wed 3/111:05 pm
SJO
-
BOS
2 stops20h 05m
United Airlines
Wed 3/184:59 pm
BOS
-
SJO
1 stop28h 40m
United Airlines
Deal found 1/27$241
This Travelocity deal was found by Cheapflights users on 1/26. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1111:35 am
SJO
-
BOS
1 stop8h 26m
Spirit Airlines
Wed 3/185:40 am
BOS
-
SJO
1 stop7h 39m
Spirit Airlines
Deal found 1/26$247
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/171:31 pm
SJO
-
BOS
1 stop9h 13m
Spirit Airlines
Tue 2/246:10 pm
BOS
-
SJO
1 stop19h 12m
Spirit Airlines
Deal found 1/26$249
This Mytrip deal was found by Cheapflights users on 1/26. 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.
Wed 3/47:22 am
SJO
-
BOS
1 stop13h 39m
Multiple Airlines
Wed 3/185:40 am
BOS
-
SJO
1 stop7h 39m
Multiple Airlines
Deal found 1/26$251
This United Airlines deal was found by Cheapflights users on 1/26. 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.
Sat 2/1412:35 pm
SJO
-
BDL
2 stops24h 35m
United Airlines
Sun 2/226:05 am
BDL
-
SJO
2 stops37h 11m
United Airlines
Deal found 1/26$252
This United Airlines deal was found by Cheapflights users on 1/26. 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 4/287:55 am
SJO
-
BOS
2 stops11h 59m
United Airlines
Wed 5/131:30 pm
BOS
-
SJO
1 stop24h 51m
United Airlines
Deal found 1/26$253
This United Airlines deal was found by Cheapflights users on 1/26. 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.
Fri 2/138:45 am
SJO
-
BOS
2 stops14h 12m
United Airlines
Mon 2/237:15 am
BOS
-
SJO
1 stop12h 01m
United Airlines
Deal found 1/26$255
This United Airlines deal was found by Cheapflights users on 1/26. 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.
Fri 1/302:05 pm
SJO
-
BDL
1 stop23h 17m
United Airlines
Sun 2/14:46 pm
BDL
-
SJO
1 stop21h 10m
United Airlines
Deal found 1/26$256
This United Airlines deal was found by Cheapflights users on 1/26. 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.
Mon 1/262:05 pm
SJO
-
BOS
2 stops23h 12m
United Airlines
Sat 1/314:05 pm
BOS
-
SJO
2 stops21h 51m
United Airlines
Deal found 1/26$256
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/116:00 am
SJO
-
BOS
1 stop16h 05m
American Airlines
Wed 3/186:45 am
BOS
-
SJO
1 stop16h 58m
American Airlines
Deal found 1/27$257
This Expedia deal was found by Cheapflights users on 1/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/211:38 am
SJO
-
BOS
1 stop7h 55m
Spirit Airlines
Tue 4/75:40 am
BOS
-
SJO
1 stop7h 39m
Spirit Airlines
Deal found 1/27$258

Find flight deals from San José to Massachusetts

Keep the following information in mind while searching for San José to Massachusetts flight deals. Data was last updated January 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$240
(Expedia)

One-way from

$107
(Cheapflightsfares)

Popular in

June

Cheapest in

November

Average price

$366
Provider with most accurate pricing for San José Juan Santamaria Intl-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for San José Juan Santamaria Intl-Boston Logan Intl flights.
Search Deals
From San José Juan Santamaria Intl to Massachusetts
Search Deals
One-way flight from San José Juan Santamaria Intl to Massachusetts
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($44 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from San José to Massachusetts 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 January 28, 2026.
Use the filters below to find and compare flights from San José to Massachusetts that are best for you.

Fly from

San José

Fly to

Massachusetts

Route

Depart

Return

Price

San JoséBoston

SJO - BOS

SJOBOS

San José Juan Santamaria Intl

Wed 3/11

1:05 pm-10:49 am

1 stop19h 44m

Boston Logan Intl

Wed 3/18

5:45 am-5:16 pm

2 stops13h 31m

$241

San JoséHartford

SJO - BDL

SJOBDL

San José Juan Santamaria Intl

Sat 2/14

12:35 pm-2:10 pm

2 stops24h 35m

Hartford Bradley Intl

Sun 2/22

6:05 am-12:56 pm

1 stop31h 51m

$252

San JoséBoston

SJO - BOS

SJOBOS

San José Juan Santamaria Intl

Fri 3/13

12:24 pm-11:59 pm

1 stop9h 35m

Boston Logan Intl

Tue 3/24

5:40 am-11:19 am

1 stop7h 39m

$253

San JoséBoston

SJO - BOS

SJOBOS

San José Juan Santamaria Intl

Tue 4/28

7:55 am-9:54 pm

2 stops11h 59m

Boston Logan Intl

Mon 5/11

6:00 am-11:38 am

1 stop7h 38m

$253

San JoséBoston

SJO - BOS

SJOBOS

San José Juan Santamaria Intl

Wed 4/29

7:55 am-9:46 pm

1 stop11h 51m

Boston Logan Intl

Tue 5/12

5:45 am-12:21 pm

2 stops32h 36m

$253

San JoséBoston

SJO - BOS

SJOBOS

San José Juan Santamaria Intl

Mon 3/16

5:30 am-12:07 pm

1 stop28h 37m

Boston Logan Intl

Tue 3/31

1:30 pm-10:11 am

1 stop22h 41m

$253

San JoséBoston

SJO - BOS

SJOBOS

San José Juan Santamaria Intl

Fri 5/1

7:55 am-9:59 pm

2 stops36h 04m

Boston Logan Intl

Wed 5/6

10:45 am-12:21 pm

2 stops27h 36m

$253

San JoséBoston

SJO - BOS

SJOBOS

San José Juan Santamaria Intl

Wed 4/29

1:25 pm-10:18 am

2 stops18h 53m

Boston Logan Intl

Wed 5/13

10:45 am-12:21 pm

2 stops27h 36m

$253

San JoséBoston

SJO - BOS

SJOBOS

San José Juan Santamaria Intl

Tue 2/17

7:22 am-10:01 pm

1 stop13h 39m

Boston Logan Intl

Wed 2/25

5:27 am-12:22 pm

1 stop7h 55m

$256

San JoséBoston

SJO - BOS

SJOBOS

San José Juan Santamaria Intl

Thu 4/2

11:38 am-9:33 pm

1 stop7h 55m

Boston Logan Intl

Tue 4/7

5:40 am-11:19 am

1 stop7h 39m

$258

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 44 results
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Best time to book a flight from San José to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts from San José 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 San José to Massachusetts

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

Currently, November is the cheapest month in which you can book a flight from San José to Massachusetts (average of $210). Flying from San José to Massachusetts in August is currently the most expensive (average of $298). 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.

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. 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 Massachusetts. Reviews last updated January 28, 2026.
See what other customers who have flown with Copa Airlines, United Airlines, and American Airlines from San José to Massachusetts have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.5
Good
1,560 reviews

Boarding

7.8

Entertainment

6.8

Food

6.8

Overall

7.5

Crew

8.1

Comfort

7.4

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.
Copa Airlines
7.5
Good
1,560 reviews
Copa Airlines
7.5
Good
1,560 reviews

Boarding

7.8

Entertainment

6.8

Food

6.8

Overall

7.5

Crew

8.1

Comfort

7.4

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.
United Airlines
7.4
Good
9,206 reviews
Copa Airlines
7.5
Good
1,560 reviews

Boarding

7.8

Entertainment

6.8

Food

6.8

Overall

7.5

Crew

8.1

Comfort

7.4

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.
American Airlines
7.2
Good
11,198 reviews
Copa Airlines
7.5
Good
1,560 reviews

Boarding

7.8

Entertainment

6.8

Food

6.8

Overall

7.5

Crew

8.1

Comfort

7.4

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.
JetBlue
7.2
Good
2,889 reviews
Copa Airlines
7.5
Good
1,560 reviews

Boarding

7.8

Entertainment

6.8

Food

6.8

Overall

7.5

Crew

8.1

Comfort

7.4

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.
Spirit Airlines
6.3
Okay
8,383 reviews
Copa Airlines
7.5
Good
1,560 reviews

Boarding

7.8

Entertainment

6.8

Food

6.8

Overall

7.5

Crew

8.1

Comfort

7.4

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.

Related info for your journey

Find useful and relevant information for your journey from San José to Massachusetts. 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 from for flights from San José to Massachusetts?

    For a flight from San José to Massachusetts, you will be flying from Juan Santamaria Intl. San José Juan Santamaria Intl (SJO) is just 8.8 mi from the center of the city.

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

    A quick flight from San José to Massachusetts can take about 8h 31m. United Airlines provides one of the quickest options available for as low as $328. The distance between San José and Massachusetts is about 2314 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $139. However, be on the lookout for offers from United Airlines and JetBlue, as they are both options that can get you from San José to Massachusetts for a low price.

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

    The most popular route from San José to Massachusetts is San José Juan Santamaria Intl - Boston Logan Intl. You may also consider San José Juan Santamaria Intl - Hartford Bradley Intl or San José Juan Santamaria Intl - Albany Intl.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from San José to Massachusetts 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 San José to Massachusetts?

    Currently, November is the cheapest month in which you can book a flight from San José to Massachusetts (average of $210). Flying from San José to Massachusetts in August is currently the most expensive (average of $298). 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

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Alternative routes for San José to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
San José to John F Kennedy Intl flights
San José to Newark flights
San José to Orlando flights
San José to Miami flights
San José to Los Angeles flights
San José to Fort Lauderdale flights
San José to LaGuardia flights
San José to Hobby flights
San José to Las Vegas flights
San José to George Bush Intcntl flights
San José to Atlanta flights
San José to O'Hare Intl flights
San José to Dallas/Fort Worth flights
San José to Dulles Intl flights
San José to San Francisco flights
San José to Denver flights
San José to Charlotte flights
San José to Ontario flights
San José to Seattle flights
San José to Boston flights
San José to Baltimore flights
San José to Tampa flights
San José to Midway flights
San José to Burbank flights
San José to Reagan-National flights
San José to Raleigh flights
Liberia to Newark flights
Liberia to John F Kennedy Intl flights
San José to San Diego flights
San José to Santa Ana flights
San José to El Paso flights
San José to Love Field flights
San José to Portland flights
San José to Philadelphia flights
San José to Salt Lake City flights
Liberia to Miami flights
San José to Austin flights
San José to Kansas City flights
San José to Nashville flights
Liberia to Hobby flights
Liberia to Los Angeles flights
San José to New Orleans flights
San José to Hartford flights
San José to San Jose flights
San José to Honolulu flights
San José to Minneapolis flights
San José to West Palm Beach flights
San José to Detroit flights
San José to Sacramento flights
Liberia to George Bush Intcntl flights

Top 8 airlines flying from San José to Massachusetts

Discover the top 8 airlines that operate flights from San José to Massachusetts. 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 January 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$164Average$325FlexibilityNo cancel feeOn-time65%
AviancaCheapest$229Average$557FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$233Average$419FlexibilityNo cancel feeOn-time69%
Copa AirlinesCheapest$238Average$427FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$242Average$462FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$283Average$423FlexibilityNo cancel feeOn-time62%
DeltaCheapest$290Average$450FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$418Average$418FlexibilityNo cancel feeOn-time67%

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