Airlines with flights from Chicago to San Jose

There are 9 airlines with scheduled flights between ORD and SJO. United is the only airline with non-stop flights from Chicago O'Hare to Juan Santamaria International and the flight time is 5 hours and 18 minutes.

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Direct

$United Airlines from {( $airportFrom->city_name }} to San Jose$

Non-stop

5h 18min

Via Atlanta

6h 56min

Via Charlotte

7h 0min

Via Fort Lauderdale

7h 3min

Via Miami

7h 5min

Via Orlando

7h 10min

Via Panama City

7h 24min

Via Houston

7h 33min

Via Dallas

7h 49min

Via Toronto

8h 30min

Via Mexico City

11h 4min

Via Guatemala City

8h 35min

Via San Salvador

7h 25min

Schedules

Non-stop with United Airlines

Total flight time: 5 hours and 18 minutes
Chicago is a United Airlines hub (Largest hub ).

1 flight per week
Boeing 737MAX 8 Passenger
First class available

ORD

Direct

SJO

Flight

Mon

Jul 13

Tue

Jul 14

Wed

Jul 15

Thu

Jul 16

Fri

Jul 17

Sat

Jul 18

Sun

Jul 19

UA1135

----

07:36

----

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The timetable & schedule information was updated at 2026-04-21

Via Atlanta with Delta Air Lines

Total flight time: 6h 56m - 8h 51m.
Sky Team Alliance

70 flights per week

ORD

Via ATL

SJO

Flight

Mon

Jul 13

Tue

Jul 14

Wed

Jul 15

Thu

Jul 16

Fri

Jul 17

Sat

Jul 18

Sun

Jul 19

DL1264
DL1937

05:15

DL1247
DL1931

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06:30

----

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CHECK PRICES FOR ORD - SJO

The timetable & schedule information was updated at 2026-04-21

Via Charlotte with American Airlines

Total flight time: 7h 00m - 8h 59m.
One World Alliance
Chicago is a American Airlines hub.

24 flights per week

ORD

Via CLT

SJO

Flight

Mon

Jul 13

Tue

Jul 14

Wed

Jul 15

Thu

Jul 16

Fri

Jul 17

Sat

Jul 18

Sun

Jul 19

AA2842
AA2795

05:10

AA1784
AA2795

07:00

SHOW RETURN SCHEDULE

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CHECK PRICES FOR ORD - SJO

The timetable & schedule information was updated at 2026-04-21

Via Fort Lauderdale with Spirit Airlines

Total flight time: 7h 03m - 8h 05m.
Low-cost airline
Chicago is a Spirit Airlines focus city (Operating base).

14 flights per week

ORD

Via FLL

SJO

Flight

Mon

Jul 13

Tue

Jul 14

Wed

Jul 15

Thu

Jul 16

Fri

Jul 17

Sat

Jul 18

Sun

Jul 19

NK2
NK335

05:10

----

05:10

SHOW RETURN SCHEDULE

CLOSE RETURN SCHEDULE

CHECK PRICES FOR ORD - SJO

The timetable & schedule information was updated at 2026-04-21

Via Miami with American Airlines

Total flight time: 7h 05m - 11h 10m.
One World Alliance
Chicago is a American Airlines hub.

97 flights per week

ORD

Via MIA

SJO

Flight

Mon

Jul 13

Tue

Jul 14

Wed

Jul 15

Thu

Jul 16

Fri

Jul 17

Sat

Jul 18

Sun

Jul 19

AA2984
AA1593