Massachusetts

$106+ 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 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — BOS
nov. 29 — dic. 61
We work with more than 300 partners to bring you better travel deals

Find cheap flights from San José to Massachusetts with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Find 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 octubre 30, 2025.

This Faresmojo 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/222:06 pmSJO - BDL
1 stop8h 50mJetBlue
jue. 1/16:00 amBDL - SJO
1 stop11h 26mJetBlue
Deal found 10/29$234
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.
mié. 11/512:35 pmSJO - BOS
2 stops19h 55mUnited Airlines
sáb. 11/86:23 pmBOS - SJO
2 stops19h 52mUnited Airlines
Deal found 10/29$234
This 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/411:28 pmSJO - BOS
1 stop8h 46mUnited Airlines
jue. 11/1311:59 amBOS - SJO
1 stop8h 54mUnited Airlines
Deal found 10/29$238
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.
jue. 11/612:35 pmSJO - BOS
1 stop9h 40mUnited Airlines
jue. 11/137:00 amBOS - SJO
1 stop14h 39mUnited Airlines
Deal found 10/29$243
This Faresmojo 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/2310:00 amSJO - BOS
1 stop12h 58mJetBlue
mar. 2/37:00 amBOS - SJO
1 stop10h 24mJetBlue
Deal found 10/29$244
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.
sáb. 11/111:28 pmSJO - BOS
1 stop10h 15mUnited Airlines
sáb. 11/86:23 pmBOS - SJO
2 stops19h 52mUnited Airlines
Deal found 10/29$247
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.
jue. 11/61:12 pmSJO - BOS
1 stop10h 39mAmerican Airlines
dom. 11/96:45 amBOS - SJO
1 stop16h 28mAmerican Airlines
Deal found 10/29$248
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.
mié. 11/53:11 pmSJO - BOS
1 stop21h 58mAmerican Airlines
jue. 11/131:42 pmBOS - SJO
1 stop9h 31mAmerican Airlines
Deal found 10/29$252
This United Airlines deal was found by Cheapflights users on 10/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/68:45 amSJO - BOS
1 stop11h 50mUnited Airlines
dom. 11/165:30 amBOS - SJO
2 stops32h 45mUnited Airlines
Deal found 10/30$253
This Cheapflightsfares deal was found by Cheapflights users on 10/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/141:30 pmSJO - BOS
1 stop9h 29mSpirit Airlines
dom. 11/235:45 pmBOS - SJO
1 stop17h 34mSpirit Airlines
Deal found 10/30$259
This American Airlines deal was found by Cheapflights users on 10/30. 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.
mié. 11/126:00 amSJO - BOS
2 stops15h 22mAmerican Airlines
dom. 11/165:30 amBOS - SJO
1 stop9h 40mAmerican Airlines
Deal found 10/30$260
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/131:30 pmSJO - BOS
1 stop9h 29mSpirit Airlines
dom. 11/1612:59 pmBOS - SJO
2 stops24h 26mSpirit Airlines
Deal found 10/28$263

Cheap 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 octubre 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$234
(Faresmojo)

One-way from

$106
(Cheapflightsfares)

Popular in

April

Cheapest in

November

Average price

$356
Provider with most accurate pricing for San José Juan Santamaria Intl-Boston Logan Intl flight deals.
Provider most trusted by Cheapflights users for San José Juan Santamaria Intl-Boston Logan Intl flights.
From San José Juan Santamaria Intl to Massachusetts
One-way flight from San José Juan Santamaria Intl to Massachusetts
Highest demand for flights based on searches. 6% potential increase in price ($28 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Average for round-trip flights in October 2025

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 octubre 30, 2025.
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 JoséHartford

SJO - BDL

SJOBDL

San José Juan Santamaria Intl

mar. 12/23

10:00 am-8:25 pm

1 stop9h 25m

Hartford Bradley Intl

vie. 1/2

6:00 am-1:01 pm

1 stop8h 01m

$234

San JoséBoston

SJO - BOS

SJOBOS

San José Juan Santamaria Intl

mié. 11/5

12:35 pm-9:30 am

2 stops19h 55m

Boston Logan Intl

sáb. 11/8

6:23 pm-1:15 pm

2 stops19h 52m

$234

San JoséBoston

SJO - BOS

SJOBOS

San José Juan Santamaria Intl

vie. 11/21

12:35 pm-9:30 am

2 stops19h 55m

Boston Logan Intl

sáb. 12/6

6:23 pm-1:15 pm

2 stops19h 52m

$234

San JoséBoston

SJO - BOS

SJOBOS

San José Juan Santamaria Intl

lun. 12/22

9:38 am-9:48 pm

1 stop11h 10m

Boston Logan Intl

mié. 12/31

7:55 pm-8:53 am

1 stop13h 58m

$243

San JoséBoston

SJO - BOS

SJOBOS

San José Juan Santamaria Intl

mié. 1/28

8:45 am-9:52 pm

2 stops12h 07m

Boston Logan Intl

dom. 2/1

7:05 am-8:39 pm

1 stop14h 34m

$247

San JoséBoston

SJO - BOS

SJOBOS

San José Juan Santamaria Intl

jue. 11/13

2:20 pm-9:30 am

2 stops18h 10m

Boston Logan Intl

dom. 11/16

5:30 am-1:15 pm

2 stops32h 45m

$253

San JoséBoston

SJO - BOS

SJOBOS

San José Juan Santamaria Intl

dom. 12/21

11:28 pm-9:18 am

1 stop8h 50m

Boston Logan Intl

mié. 1/28

7:07 pm-12:56 pm

2 stops18h 49m

$267

San JoséBoston

SJO - BOS

SJOBOS

San José Juan Santamaria Intl

mié. 11/12

4:08 am-10:03 pm

1 stop16h 55m

Boston Logan Intl

lun. 11/17

2:44 pm-9:05 am

1 stop19h 21m

$275

San JoséBoston

SJO - BOS

SJOBOS

San José Juan Santamaria Intl

mié. 11/12

4:08 am-10:03 pm

1 stop16h 55m

Boston Logan Intl

dom. 11/16

2:44 pm-8:19 am

1 stop18h 35m

$275

San JoséBoston

SJO - BOS

SJOBOS

San José Juan Santamaria Intl

mar. 11/4

4:08 am-10:03 pm

1 stop16h 55m

Boston Logan Intl

mié. 11/12

7:34 am-7:07 pm

1 stop12h 33m

$275

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 46 results
1
2
3
...
5

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 $219). Flying from San José to Massachusetts in August is currently the most expensive (average of $307). 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 SJO to MA?

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

One of the essential ways to save on airfare from San José to Massachusetts is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the afternoon could potentially save you up to 46% on airfare.

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

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

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

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 octubre 30, 2025.
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.

Comfort

7.4

Entertainment

6.8

Food

6.9

Overall

7.6

Boarding

7.8

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring

Comfort

7.4

Entertainment

6.8

Food

6.9

Overall

7.6

Boarding

7.8

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring

Comfort

7.4

Entertainment

6.8

Food

6.9

Overall

7.6

Boarding

7.8

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring

Comfort

7.4

Entertainment

6.8

Food

6.9

Overall

7.6

Boarding

7.8

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring

Comfort

7.4

Entertainment

6.8

Food

6.9

Overall

7.6

Boarding

7.8

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring

Comfort

7.4

Entertainment

6.8

Food

6.9

Overall

7.6

Boarding

7.8

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring

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 9h 25m. JetBlue provides one of the quickest options available for as low as $234. 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 JetBlue, with whom users have recently found tickets for as low as $138. However, be on the lookout for offers from United Airlines and American Airlines, 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?

  • 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 $219). Flying from San José to Massachusetts in August is currently the most expensive (average of $307). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for San José to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.

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 octubre 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$223Average$326FlexibilityNo cancel feeOn-time65%
Copa AirlinesCheapest$266Average$434FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$289Average$507FlexibilityNo cancel feeOn-time71%
DeltaCheapest$290Average$450FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$290Average$426FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$299Average$447FlexibilityNo cancel feeOn-time69%
AviancaCheapest$332Average$660FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$418Average$418FlexibilityNo cancel feeOn-time67%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.