San José

$166+ Cheap flights from Connecticut 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 8/4. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJO
Jul 12 — Jul 191
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Cheap flight deals from Connecticut to San José

Cheapest flights from Connecticut to San José
Explore the most affordable flight options available from Connecticut to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2026.

This American Airlines deal was found by Cheapflights users on 6/10. 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 8/256:24 pm
PVD
-
SJO
2 stops21h 28m
American Airlines
Tue 9/11:03 pm
SJO
-
PVD
2 stops19h 25m
American Airlines
Deal found 6/10$299
This American Airlines deal was found by Cheapflights users on 6/10. 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
2 stops15h 52m
American Airlines
Fri 8/282:56 pm
SJO
-
BDL
2 stops17h 24m
American Airlines
Deal found 6/10$299
This American Airlines deal was found by Cheapflights users on 6/10. 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 8/206:01 am
BDL
-
SJO
1 stop8h 02m
American Airlines
Wed 8/262:56 pm
SJO
-
BDL
2 stops17h 24m
American Airlines
Deal found 6/10$344
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 American Airlines deal was found by Cheapflights users on 6/10. 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 9/17:08 pm
PVD
-
SJO
2 stops20h 44m
American Airlines
Mon 9/71:03 pm
SJO
-
PVD
2 stops19h 25m
American Airlines
Deal found 6/10$369
This American Airlines deal was found by Cheapflights users on 6/10. 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.
Mon 8/246:00 am
PVD
-
SJO
2 stops15h 53m
American Airlines
Sat 8/292:53 pm
SJO
-
PVD
2 stops20h 10m
American Airlines
Deal found 6/10$376
This United Airlines deal was found by Cheapflights users on 6/7. 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 9/198:15 am
BDL
-
SJO
1 stop13h 22m
United Airlines
Sat 9/267:55 am
SJO
-
BDL
1 stop13h 36m
United Airlines
Deal found 6/7$384
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/243:32 pm
JFK
-
SJO
1 stop19h 32m
Copa Airlines
Tue 10/62:48 pm
SJO
-
JFK
1 stop8h 12m
Copa Airlines
Deal found 6/8$391
This Copa 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/273:11 am
JFK
-
SJO
1 stop7h 53m
Copa Airlines
Tue 11/32:45 pm
SJO
-
JFK
1 stop11h 14m
Copa Airlines
Deal found 6/9$394
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 9/177:14 pm
BDL
-
SJO
2 stops18h 45m
American Airlines
Sun 9/202:57 pm
SJO
-
BDL
2 stops19h 11m
American Airlines
Deal found 6/8$394
This Super.com deal was found by Cheapflights users on 6/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/219:16 am
JFK
-
SJO
Nonstop5h 17m
JetBlue
Fri 9/41:43 pm
SJO
-
JFK
Nonstop5h 17m
JetBlue
Deal found 6/10$397
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:16 am
JFK
-
SJO
Nonstop5h 17m
JetBlue
Fri 9/41:43 pm
SJO
-
JFK
Nonstop5h 17m
JetBlue
Deal found 6/9$402

Find flight deals from Connecticut to San José

Keep the following information in mind while searching for Connecticut to San José flight deals. Data was last updated June 12, 2026.

Round-trip from

$299
(American Airlines)

One-way from

$166
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$593
From Connecticut to San José Juan Santamaria Intl
One-way flight from Connecticut to San José Juan Santamaria Intl
Highest demand for flights based on searches. 1% potential increase in price ($7 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Average for round-trip flights in June 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Connecticut 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 12, 2026.
Use the filters below to find and compare flights from Connecticut to San José that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New YorkSan José

LGA - SJO

LGASJO

New York LaGuardia

Wed 9/9

6:05 am-6:40 pm

2 stops14h 35m

San José Juan Santamaria Intl

Wed 9/16

1:40 pm-8:00 am

2 stops16h 20m

$404

New YorkSan José

LGA - SJO

LGASJO

New York LaGuardia

Sat 9/12

6:00 am-12:21 pm

1 stop8h 21m

San José Juan Santamaria Intl

Thu 9/17

7:55 am-9:57 pm

1 stop12h 02m

$416

New YorkSan José

LGA - SJO

LGASJO

New York LaGuardia

Thu 11/5

7:50 am-8:39 pm

1 stop13h 49m

San José Juan Santamaria Intl

Mon 11/9

12:35 pm-11:15 pm

1 stop9h 40m

$416

HartfordSan José

BDL - SJO

BDLSJO

Hartford Bradley Intl

Mon 10/26

7:51 pm-10:25 am

2 stops16h 34m

San José Juan Santamaria Intl

Wed 10/28

11:35 am-10:57 pm

1 stop9h 22m

$419

New YorkSan José

JFK - SJO

JFKSJO

New York John F Kennedy Intl

Tue 6/16

3:32 pm-7:09 am

1 stop17h 37m

San José Juan Santamaria Intl

Fri 7/3

10:03 am-3:59 am

1 stop15h 56m

$424

New YorkSan José

JFK - SJO

JFKSJO

New York John F Kennedy Intl

Wed 7/8

3:32 pm-7:12 am

1 stop17h 40m

San José Juan Santamaria Intl

Wed 7/15

6:17 pm-4:17 pm

1 stop20h 00m

$443

HartfordSan José

BDL - SJO

BDLSJO

Hartford Bradley Intl

Mon 10/26

7:51 pm-10:25 am

2 stops16h 34m

San José Juan Santamaria Intl

Fri 10/30

11:35 am-10:57 pm

1 stop9h 22m

$464

New YorkSan José

LGA - SJO

LGASJO

New York LaGuardia

Sat 11/7

9:00 pm-12:58 pm

1 stop16h 58m

San José Juan Santamaria Intl

Tue 11/17

2:30 pm-11:41 pm

1 stop8h 11m

$475

New YorkSan José

LGA - SJO

LGASJO

New York LaGuardia

Fri 9/11

7:25 am-6:40 pm

2 stops13h 15m

San José Juan Santamaria Intl

Mon 9/14

1:40 pm-11:50 am

2 stops20h 10m

$482

New YorkSan José

LGA - SJO

LGASJO

New York LaGuardia

Wed 9/30

6:55 am-6:40 pm

2 stops13h 45m

San José Juan Santamaria Intl

Sat 10/3

1:00 pm-8:05 am

2 stops17h 05m

$484

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Connecticut to San José

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

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

Currently, March is the cheapest month in which you can book a flight from Connecticut to San José (average of $118). Flying from Connecticut to San José in May is currently the most expensive (average of $364). 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 Connecticut to San José?

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

The best time to book flights from Connecticut to San José is 86 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

Related info for your journey

Find useful and relevant information for your journey from Connecticut 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 Connecticut?

    Located just 8.8 mi from the city center, San José Juan Santamaria Intl (SJO) is the airport most travelers will use when flying to San José from Connecticut.

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

    Airlines like United Airlines, Southwest, and Copa Airlines fly from Connecticut to San José in about 13h 22m. The time it takes to get you to your destination can typically vary by up to 4h 15m. Connecticut and San José are separated by a distance of 2314 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

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

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

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

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

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

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

    Currently, March is the cheapest month in which you can book a flight from Connecticut to San José (average of $118). Flying from Connecticut to San José in May is currently the most expensive (average of $364). 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
Jacó
Heredia
Dominical
Manuel Antonio

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Top 5 airlines flying from Connecticut to San José

Discover the top 5 airlines that operate flights from Connecticut 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 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$177Average$502FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$302Average$500FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$341Average$577FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$398Average$738FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$500Average$728FlexibilityNo cancel feeOn-time63%

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