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San José

$244+ Cheap flights from Simpson Bay (SXM) 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 3/16. Fares are subject to change and may not be available on all flights or dates of travel.
SXM — SJO
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Simpson Bay to San José

Cheapest flights from Simpson Bay to San José
Explore the most affordable flight options available from Simpson Bay to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This Copa 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1212:25 pm
SXM
-
SJO
1 stop8h 37m
Copa Airlines
Thu 2/195:51 pm
SJO
-
SXM
1 stop15h 33m
Copa Airlines
Deal found 1/26$313
This Copa 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1712:33 pm
SXM
-
SJO
1 stop6h 16m
Copa Airlines
Fri 8/284:08 am
SJO
-
SXM
1 stop5h 22m
Copa Airlines
Deal found 1/27$419
This Copa Airlines deal was found by Cheapflights users on 1/29. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1012:25 pm
SXM
-
SJO
1 stop8h 35m
Copa Airlines
Fri 4/174:09 am
SJO
-
SXM
1 stop5h 17m
Copa Airlines
Deal found 1/29$457
This Copa 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/512:33 pm
SXM
-
SJO
1 stop7h 51m
Copa Airlines
Sun 8/236:17 pm
SJO
-
SXM
1 stop15h 13m
Copa Airlines
Deal found 1/27$536
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 6/171:35 pm
SXM
-
SJO
2 stops22h 36m
United Airlines
Sun 8/212:30 am
SJO
-
SXM
2 stops34h 03m
United Airlines
Deal found 1/27$638
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 6/171:35 pm
SXM
-
SJO
2 stops22h 36m
United Airlines
Thu 7/3012:44 pm
SJO
-
SXM
2 stops21h 49m
United Airlines
Deal found 1/27$649
This Copa 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/512:25 pm
SXM
-
SJO
1 stop6h 25m
Copa Airlines
Tue 4/145:56 pm
SJO
-
SXM
1 stop15h 30m
Copa Airlines
Deal found 1/27$690
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.
Sun 6/143:55 pm
SXM
-
SJO
2 stops32h 44m
United Airlines
Thu 7/3012:30 am
SJO
-
SXM
2 stops33h 59m
United Airlines
Deal found 1/27$886

Find flight deals from Simpson Bay to San José

Discover tips and strategies to find the most affordable flight options for your journey from Simpson Bay (SXM) to San José (SJO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$313
(Copa Airlines)

One-way from

$244
(United Airlines)

Popular in

April

Cheapest in

June

Average price

$408
Provider with most accurate pricing for Simpson Bay Princess Juliana-San José Juan Santamaria Intl flight deals.
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Provider most trusted by Cheapflights users for Simpson Bay Princess Juliana-San José Juan Santamaria Intl flights.
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From Simpson Bay Princess Juliana to San José Juan Santamaria Intl
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One-way flight from Simpson Bay Princess Juliana to San José Juan Santamaria Intl
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($15 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($24 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Simpson Bay 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 January 29, 2026.
Use the filters below to find and compare flights from Simpson Bay to San José that are best for you.

Fly from

Simpson Bay

Fly to

San José

Route

Depart

Return

Price

Simpson BaySan José

SXM - SJO

SXMSJO

Simpson Bay Princess Juliana

Thu 2/12

12:25 pm-7:02 pm

1 stop8h 37m

San José Juan Santamaria Intl

Thu 2/19

5:51 pm-11:24 am

1 stop15h 33m

$313

Simpson BaySan José

SXM - SJO

SXMSJO

Simpson Bay Princess Juliana

Fri 4/10

12:25 pm-7:00 pm

1 stop8h 35m

San José Juan Santamaria Intl

Fri 4/17

4:09 am-11:26 am

1 stop5h 17m

$457

Simpson BaySan José

SXM - SJO

SXMSJO

Simpson Bay Princess Juliana

Wed 6/17

1:35 pm-10:11 am

2 stops22h 36m

San José Juan Santamaria Intl

Mon 7/27

12:30 am-12:29 pm

2 stops33h 59m

$638

Simpson BaySan José

SXM - SJO

SXMSJO

Simpson Bay Princess Juliana

Wed 6/17

1:35 pm-10:11 am

2 stops22h 36m

San José Juan Santamaria Intl

Fri 7/31

12:30 am-12:29 pm

2 stops33h 59m

$638

Simpson BaySan José

SXM - SJO

SXMSJO

Simpson Bay Princess Juliana

Wed 6/17

1:35 pm-10:11 am

2 stops22h 36m

San José Juan Santamaria Intl

Sun 8/2

12:30 am-12:33 pm

2 stops34h 03m

$638

Simpson BaySan José

SXM - SJO

SXMSJO

Simpson Bay Princess Juliana

Wed 6/17

1:35 pm-10:11 am

2 stops22h 36m

San José Juan Santamaria Intl

Thu 7/30

12:44 pm-12:33 pm

2 stops21h 49m

$649

Simpson BaySan José

SXM - SJO

SXMSJO

Simpson Bay Princess Juliana

Sun 4/5

12:25 pm-4:50 pm

1 stop6h 25m

San José Juan Santamaria Intl

Tue 4/14

5:56 pm-11:26 am

1 stop15h 30m

$690

Simpson BaySan José

SXM - SJO

SXMSJO

Simpson Bay Princess Juliana

Sun 6/14

3:55 pm-10:39 pm

2 stops32h 44m

San José Juan Santamaria Intl

Thu 7/30

12:30 am-12:29 pm

2 stops33h 59m

$886

Simpson BaySan José

SXM - SJO

SXMSJO

Simpson Bay Princess Juliana

Tue 3/17

1:52 pm-12:15 pm

2 stops24h 23m

$292

Simpson BaySan José

SXM - SJO

SXMSJO

Simpson Bay Princess Juliana

Sun 3/15

4:00 pm-11:42 am

2 stops21h 42m

$292

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 20 results
1
2
  • Most accurate provider: When it comes to deals on Simpson Bay-San José flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Simpson Bay-San José flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Simpson Bay-San José flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Simpson Bay-San José flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Simpson Bay-San José flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Simpson Bay to San José

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

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

Currently, July is the cheapest month in which you can book a flight from Simpson Bay to San José (average of $150). Flying from Simpson Bay to San José in November is currently the most expensive (average of $416). 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 Simpson Bay to San José?

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 January 29, 2026.
Get a feel of what it's like to fly with Copa Airlines from Simpson Bay to San José by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.5
Good
1,560 reviews

Overall

7.5

Crew

8.1

Comfort

7.4

Boarding

7.8

Entertainment

6.8

Food

6.8

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

Overall

7.5

Crew

8.1

Comfort

7.4

Boarding

7.8

Entertainment

6.8

Food

6.8

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 Simpson Bay to San José. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Simpson Bay to San José?

    Departing from Simpson Bay to San José will take you 8h 37m. Simpson Bay and San José are separated by a distance of 1517 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What is the cheapest airline to fly from Simpson Bay to San José round-trip?

    Our cheapest airline available from Simpson Bay to San José is Copa Airlines. Our recent data shows that you can find tickets from as low as $265 on this airline. Copa Airlines is 30% cheaper than the average price of flights available within the next 90 days to this destination.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Simpson Bay 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 Simpson Bay to San José?

    Currently, July is the cheapest month in which you can book a flight from Simpson Bay to San José (average of $150). Flying from Simpson Bay to San José in November is currently the most expensive (average of $416). 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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Complete your trip

Complete your trip to San José by adding a car rental and/or hotel reservation to your travel itinerary.
Liberia car rentals

Top airline flying from Simpson Bay to San José

Discover the top airline that operate flights from Simpson Bay 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$265Average$268FlexibilityNo cancel feeOn-time70%

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