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Flight times from San Jose to Chicago & schedule

The average flight time from San Jose to Chicago is About 6 hours 2 minutes, covering a distance of About 3,568.5 km.

Flight duration

About 6 hours 2 minutes

Flight distance

About 3,568.5 km

Earliest flight

05:45 → 13:15

How long is the flight from San Jose to Chicago?

The flights usually depart from Juan Santamaría International Airport and arrive at Chicago O'Hare International Airport.

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Earliest first
Latest first
Volaris Costa Rica Q64000
SJO 07:00
MCO 12:22
With stops 3.4h
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Frontier Airlines F91457
MCO 19:22
MDW 21:21
3.0h
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Volaris Costa Rica Q64000
SJO 07:00
MCO 12:22
With stops 3.4h
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Spirit Airlines NK1606
MCO 14:50
ORD 16:56
3.1h
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Volaris Costa Rica Q64000
SJO 07:00
MCO 12:22
With stops 3.4h
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Frontier Airlines F91349
MCO 13:46
ORD 16:09
3.4h
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Volaris Costa Rica Q64000
SJO 07:00
MCO 12:22
With stops 3.4h
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Frontier Airlines F92791
MCO 21:01
ORD 23:19
3.3h
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Volaris Costa Rica Q64000
SJO 07:00
MCO 12:22
With stops 3.4h
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Frontier Airlines F93853
MCO 21:00
MDW 23:00
3.0h
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Volaris Costa Rica Q64000
SJO 07:00
MCO 12:22
With stops 3.4h
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Frontier Airlines F93043
MCO 06:00
ORD 08:17
3.3h
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avianca AV604
SJO 07:45
MIA 12:40
With stops 2.9h
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Frontier Airlines F92671
MIA 14:17
ORD 16:54
3.6h
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United Airlines UA1447
SJO 07:45
IAH 12:39
With stops 3.9h
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United Airlines UA787
IAH 21:40
ORD 00:10
2.5h
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avianca AV604
SJO 07:45
MIA 12:40
With stops 2.9h
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Frontier Airlines F93629
MIA 09:35
ORD 12:09
3.6h
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Frontier Airlines F9034
SJO 09:35
MCO 15:03
With stops 3.5h
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Spirit Airlines NK393
MCO 17:50
ORD 20:03
3.2h
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Spirit Airlines NK338
SJO 12:28
FLL 17:17
With stops 2.8h
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Frontier Airlines F92611
FLL 20:12
ORD 22:50
3.6h
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Spirit Airlines NK338
SJO 12:28
FLL 17:17
With stops 2.8h
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Spirit Airlines NK001
FLL 21:39
ORD 23:58
3.3h
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Spirit Airlines NK338
SJO 12:28
FLL 17:17
With stops 2.8h
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Spirit Airlines NK2204
FLL 09:00
ORD 11:14
3.2h
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United Airlines UA1540
SJO 13:00
EWR 19:13
With stops 5.2h
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United Airlines UA1206
EWR 21:59
ORD 23:42
2.7h
See prices and details in the app >>
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United Airlines UA1952
SJO 13:05
ORD 19:35
Nonstop 5.5h
See prices and details in the app >>
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Jetblue Airways B61696
SJO 13:15
MCO 17:34
With stops 3.3h
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Frontier Airlines F91349
MCO 13:46
ORD 16:09
3.4h
See prices and details in the app >>
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Jetblue Airways B61696
SJO 13:15
MCO 17:34
With stops 3.3h
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Frontier Airlines F93853
MCO 21:00
MDW 23:00
3.0h
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Jetblue Airways B6038
SJO 14:05
FLL 18:05
With stops 3.0h
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Frontier Airlines F92611
FLL 20:12
ORD 22:50
3.6h
See prices and details in the app >>
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Volaris Costa Rica Q64058
SJO 16:18
GDL 19:50
With stops 3.5h
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Volaris Y41704
GDL 07:01
ORD 11:09
4.1h
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avianca AV652
SJO 16:35
GUA 18:10
With stops 1.6h
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avianca AV652
GUA 19:10
JFK 01:50
4.7h
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Frontier Airlines F91413
EWR 11:30
MDW 13:00
2.5h
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Jetblue Airways B61794
SJO 23:59
JFK 05:54
With stops 4.9h
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Spirit Airlines NK933
LGA 18:01
ORD 19:32
2.5h
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avianca AV652
SJO 16:35
GUA 18:10
With stops 1.6h
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avianca AV652
GUA 19:10
JFK 01:50
4.7h
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Frontier Airlines F91413
EWR 11:30
MDW 13:00
2.5h
See prices and details in the app >>
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avianca AV652
SJO 16:35
GUA 18:10
With stops 1.6h
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avianca AV652
GUA 19:10
JFK 01:50
4.7h
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Spirit Airlines NK933
LGA 18:01
ORD 19:32
2.5h
See prices and details in the app >>
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Volaris Costa Rica Q64058
SJO 16:18
GDL 19:50
With stops 3.5h
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Volaris Y41704
GDL 07:01
ORD 11:09
4.1h
See prices and details in the app >>
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Jetblue Airways B6038
SJO 14:05
FLL 18:05
With stops 3.0h
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Frontier Airlines F92611
FLL 20:12
ORD 22:50
3.6h
See prices and details in the app >>
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Jetblue Airways B61696
SJO 13:15
MCO 17:34
With stops 3.3h
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Frontier Airlines F91349
MCO 13:46
ORD 16:09
3.4h
See prices and details in the app >>
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Jetblue Airways B61696
SJO 13:15
MCO 17:34
With stops 3.3h
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Frontier Airlines F93853
MCO 21:00
MDW 23:00
3.0h
See prices and details in the app >>
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United Airlines UA1952
SJO 13:05
ORD 19:35
Nonstop 5.5h
See prices and details in the app >>
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United Airlines UA1540
SJO 13:00
EWR 19:13
With stops 5.2h
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United Airlines UA1206
EWR 21:59
ORD 23:42
2.7h
See prices and details in the app >>
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Check prices
Spirit Airlines NK338
SJO 12:28
FLL 17:17
With stops 2.8h
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Frontier Airlines F92611
FLL 20:12
ORD 22:50
3.6h
See prices and details in the app >>
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Check prices
Spirit Airlines NK338
SJO 12:28
FLL 17:17
With stops 2.8h
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Spirit Airlines NK001
FLL 21:39
ORD 23:58
3.3h
See prices and details in the app >>
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Check prices
Spirit Airlines NK338
SJO 12:28
FLL 17:17
With stops 2.8h
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Spirit Airlines NK2204
FLL 09:00
ORD 11:14
3.2h
See prices and details in the app >>
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Check prices
Frontier Airlines F9034
SJO 09:35
MCO 15:03
With stops 3.5h
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Spirit Airlines NK393
MCO 17:50
ORD 20:03
3.2h
See prices and details in the app >>
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Check prices
avianca AV604
SJO 07:45
MIA 12:40
With stops 2.9h
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F
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Frontier Airlines F92671
MIA 14:17
ORD 16:54
3.6h
See prices and details in the app >>
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Check prices
United Airlines UA1447
SJO 07:45
IAH 12:39
With stops 3.9h
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United Airlines UA787
IAH 21:40
ORD 00:10
2.5h
See prices and details in the app >>
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Check prices
avianca AV604
SJO 07:45
MIA 12:40
With stops 2.9h
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Frontier Airlines F93629
MIA 09:35
ORD 12:09
3.6h
See prices and details in the app >>
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Check prices
Volaris Costa Rica Q64000
SJO 07:00
MCO 12:22
With stops 3.4h
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Frontier Airlines F91457
MCO 19:22
MDW 21:21
3.0h
See prices and details in the app >>
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Check prices
Volaris Costa Rica Q64000
SJO 07:00
MCO 12:22
With stops 3.4h
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F
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Spirit Airlines NK1606
MCO 14:50
ORD 16:56
3.1h
See prices and details in the app >>
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Check prices
Volaris Costa Rica Q64000
SJO 07:00
MCO 12:22
With stops 3.4h
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Frontier Airlines F91349
MCO 13:46
ORD 16:09
3.4h
See prices and details in the app >>
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Check prices
Volaris Costa Rica Q64000
SJO 07:00
MCO 12:22
With stops 3.4h
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Frontier Airlines F92791
MCO 21:01
ORD 23:19
3.3h
See prices and details in the app >>
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See all
United Airlines UA1952
SJO 13:05
ORD 19:35
Nonstop 5.5h
See prices and details in the app >>
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Check prices
United Airlines UA1952
SJO 13:05
ORD 19:35
Nonstop 5.5h
See prices and details in the app >>
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Check prices

Top airlines for flights from San Jose to Chicago

Multiple airlines provide flights from San Jose to Chicago. The best rated one is Air Canada with an average rating of 10.0.

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Air Canada
Air Canada
User rating: 10.0

FAQs about flight schedules from San Jose to Chicago

  • When are flight tickets from San Jose to Chicago the cheapest?

    Airlines adjust prices for flights from San Jose to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • It takes about 5 hours 30 minutes to fly from San Jose to Chicago.
  • Airlines with flights from San Jose to Chicago: United Airlines.

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