Flight times from San Jose to Chicago & schedule

The average flight time from San Jose to Chicago is About 5 hours 19 minutes, covering a distance of About 2,958.96 km.

Flight duration

About 5 hours 19 minutes

Flight distance

About 2,958.96 km

Earliest flight

06:20 → 12:42

Latest flight

18:25 → 00:30

How long is the flight from San Jose to Chicago?

The flights usually depart from SJ International Airport and arrive at Midway International Airport.

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Earliest first
Latest first
Spirit Airlines NK2064
SJC 06:00
LAS 07:29
With stops 1.5h
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Frontier Airlines F92146
LAS 15:12
ORD 21:11
4.0h
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Spirit Airlines NK2064
SJC 06:00
LAS 07:29
With stops 1.5h
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Spirit Airlines NK2070
LAS 23:39
ORD 05:25
3.8h
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Spirit Airlines NK2064
SJC 06:00
LAS 07:29
With stops 1.5h
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Southwest Airlines WN4286
LAS 23:40
MDW 05:10
3.5h
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Spirit Airlines NK2064
SJC 06:00
LAS 07:29
With stops 1.5h
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Southwest Airlines WN3377
LAS 23:40
MDW 05:10
3.5h
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Hawaiian Airlines HA7045
SJC 06:15
LAX 07:52
With stops 1.6h
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Frontier Airlines F92446
LAX 17:41
ORD 23:59
4.3h
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Alaska Airlines AS3363
SJC 06:15
LAX 07:42
With stops 1.4h
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Frontier Airlines F92446
LAX 17:41
ORD 23:59
4.3h
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United Airlines UA356
SJC 06:30
ORD 12:51
Nonstop 4.3h
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Delta Air Lines DL2156
SJC 06:30
MSP 12:13
With stops 3.7h
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Delta Air Lines DL4169
MSP 16:30
MDW 18:05
1.6h
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Southwest Airlines WN726
SJC 06:30
SAN 08:00
With stops 1.5h
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Frontier Airlines F91856
SAN 16:03
ORD 22:25
4.4h
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Southwest Airlines WN726
SJC 06:30
SAN 08:00
With stops 1.5h
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Southwest Airlines WN2053
SAN 18:30
MDW 00:30
4.0h
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Delta Air Lines DL654
SJC 06:45
ATL 14:32
With stops 4.8h
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Delta Air Lines DL2879
ATL 17:43
ORD 19:02
2.3h
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Delta Air Lines DL3979
SJC 07:00
LAX 08:30
With stops 1.5h
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Frontier Airlines F92446
LAX 17:41
ORD 23:59
4.3h
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American Airlines AA2046
SJC 08:00
DFW 13:45
With stops 3.8h
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American Airlines AA1793
DFW 12:20
ORD 14:47
2.5h
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Hawaiian Airlines HA7063
SJC 08:00
SEA 10:24
With stops 2.4h
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Hawaiian Airlines HA6819
SEA 17:50
ORD 23:59
4.2h
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Hawaiian Airlines HA7063
SJC 08:00
SEA 10:24
With stops 2.4h
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Hawaiian Airlines HA6669
SEA 23:00
ORD 05:04
4.1h
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Southwest Airlines WN2898
SJC 08:05
LAS 09:35
With stops 1.5h
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Frontier Airlines F92146
LAS 15:12
ORD 21:11
4.0h
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Southwest Airlines WN4291
SJC 08:25
LAX 09:45
With stops 1.3h
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Frontier Airlines F92446
LAX 17:41
ORD 23:59
4.3h
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Southwest Airlines WN3803
SJC 08:35
MDW 14:45
Nonstop 4.2h
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Southwest Airlines WN3662
SJC 09:20
LAS 10:55
With stops 1.6h
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Spirit Airlines NK2079
LAS 06:49
ORD 12:31
3.7h
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Hawaiian Airlines HA7065
SJC 10:05
SEA 12:16
With stops 2.2h
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Hawaiian Airlines HA6821
SEA 16:25
ORD 22:30
4.1h
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Delta Air Lines DL670
SJC 22:25
DTW 06:00
With stops 4.6h
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Delta Air Lines DL3858
DTW 08:25
MDW 08:42
1.3h
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Delta Air Lines DL1102
SJC 22:25
ATL 06:00
With stops 4.6h
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Delta Air Lines DL1063
ATL 08:55
MDW 09:50
1.9h
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Southwest Airlines WN473
SJC 20:30
LAS 22:00
With stops 1.5h
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Southwest Airlines WN1914
LAS 08:40
ORD 14:25
3.8h
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Frontier Airlines F94104
SJC 18:27
LAS 20:02
With stops 1.6h
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Spirit Airlines NK2070
LAS 23:39
ORD 05:25
3.8h
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Southwest Airlines WN634
SJC 17:40
PHX 19:35
With stops 1.9h
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Southwest Airlines WN3642
PHX 18:05
MDW 23:25
3.3h
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United Airlines UA1279
SJC 15:45
DEN 19:21
With stops 2.6h
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United Airlines UA377
DEN 20:34
ORD 23:57
2.4h
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Southwest Airlines WN4290
SJC 13:45
LAS 15:15
With stops 1.5h
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Southwest Airlines WN694
LAS 06:10
MDW 11:45
3.6h
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United Airlines UA2078
SJC 13:05
IAH 18:56
With stops 3.9h
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United Airlines UA2234
IAH 21:34
ORD 00:15
2.7h
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Alaska Airlines AS1081
SJC 13:04
SEA 15:12
With stops 2.1h
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Alaska Airlines AS538
SEA 18:00
ORD 23:59
4.0h
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Hawaiian Airlines HA6864
SJC 12:52
SEA 15:06
With stops 2.2h
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Hawaiian Airlines HA6819
SEA 17:50
ORD 23:59
4.2h
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Spirit Airlines NK2647
SJC 12:39
LAS 14:07
With stops 1.5h
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Southwest Airlines WN3377
LAS 23:40
MDW 05:10
3.5h
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Southwest Airlines WN2206
SJC 12:15
SAN 13:40
With stops 1.4h
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Southwest Airlines WN2206
SAN 13:40
MDW 19:40
4.0h
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Frontier Airlines F94918
SJC 12:01
DEN 15:47
With stops 2.8h
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Frontier Airlines F93172
DEN 20:44
ORD 00:15
2.5h
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Frontier Airlines F94918
SJC 12:01
DEN 15:47
With stops 2.8h
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Southwest Airlines WN2537
DEN 16:50
MDW 20:10
2.3h
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Frontier Airlines F94918
SJC 12:01
DEN 15:47
With stops 2.8h
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Frontier Airlines F93174
DEN 12:00
ORD 15:34
2.6h
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Frontier Airlines F94918
SJC 12:01
DEN 15:47
With stops 2.8h
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Frontier Airlines F92210
DEN 20:58
MDW 00:24
2.4h
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Delta Air Lines DL3559
SJC 11:35
SEA 13:57
With stops 2.4h
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Delta Air Lines DL2108
SEA 17:45
ORD 23:47
4.0h
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Southwest Airlines WN2546
SJC 11:10
MDW 17:20
Nonstop 4.2h
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Southwest Airlines WN2149
SJC 11:00
MDW 19:35
Nonstop 6.6h
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Hawaiian Airlines HA6769
SJC 10:35
LAX 12:06
With stops 1.5h
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Southwest Airlines WN3396
LAX 23:15
MDW 05:10
3.9h
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United Airlines UA356
SJC 06:30
ORD 12:51
Nonstop 4.3h
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Southwest Airlines WN3803
SJC 08:35
MDW 14:45
Nonstop 4.2h
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Southwest Airlines WN2149
SJC 11:00
MDW 19:35
Nonstop 6.6h
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Southwest Airlines WN2546
SJC 11:10
MDW 17:20
Nonstop 4.2h
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Southwest Airlines WN2546
SJC 11:10
MDW 17:20
Nonstop 4.2h
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Southwest Airlines WN2149
SJC 11:00
MDW 19:35
Nonstop 6.6h
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Southwest Airlines WN3803
SJC 08:35
MDW 14:45
Nonstop 4.2h
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United Airlines UA356
SJC 06:30
ORD 12:51
Nonstop 4.3h
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Top airlines for flights from San Jose to Chicago

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

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Alaska Airlines
Alaska Airlines
User rating: 10.0

FAQs about flight schedules from San Jose to Chicago

  • When are flight tickets from San Jose (SJC) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from San Jose to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • It takes around 6 hours 17 minutes to fly from San Jose (SJC) to Chicago (CHI).
  • Airlines with flights from San Jose (SJC) to Chicago (CHI): Southwest Airlines and United Airlines.