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Get United's best fares today on flights from San Jose to Chicago from *

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FromToDatesFare TypePrice

San Jose (SJC)

Chicago (ORD)

Depart: 01/14/20

Return: 01/15/20

Roundtrip
from
USD181*
Viewed:1dayago

San Jose (SJC)

Chicago (ORD)

Depart: 01/03/20

Return: 01/11/20

Roundtrip
from
USD299*
Viewed:1dayago

San Jose (SJC)

Chicago (ORD)

Depart: 01/09/20

Return: 01/13/20

Roundtrip
from
USD267*
Viewed:1dayago

San Jose (SJC)

Chicago (ORD)

Depart: 01/24/20

Return: 01/31/20

Roundtrip
from
USD315*
Viewed:8hoursago

San Jose (SJC)

Chicago (ORD)

Depart: 01/20/20

Return: 01/27/20

Roundtrip
from
USD315*
Viewed:8hoursago

San Jose (SJC)

Chicago (ORD)

Depart: 01/21/20

Return: 01/28/20

Roundtrip
from
USD315*
Viewed:8hoursago

San Jose (SJC)

Chicago (ORD)

Depart: 01/22/20

Return: 01/29/20

Roundtrip
from
USD315*
Viewed:8hoursago

San Jose (SJC)

Chicago (ORD)

Depart: 01/16/20

Return: 01/23/20

Roundtrip
from
USD315*
Viewed:8hoursago

San Jose (SJC)

Chicago (ORD)

Depart: 02/02/20

Return: 02/09/20

Roundtrip
from
USD315*
Viewed:8hoursago

San Jose (SJC)

Chicago (ORD)

Depart: 02/01/20

Return: 02/08/20

Roundtrip
from
USD315*
Viewed:8hoursago

*Prices have been available for round trips within the last 48 hours and may not be currently available. Fares listed may be Basic Economy, which is our most restrictive fare option and subject to additional restrictions. Additional baggage charges and fees for other optional service may apply. Other terms and conditions may apply.

Weather in Chicago

Sunday broken clouds
24°F 12/15/19
Monday overcast clouds
31°F 12/16/19
Tuesday sky is clear
29°F 12/17/19
Wednesday sky is clear
19°F 12/18/19
Thursday broken clouds
31°F 12/19/19
Friday snow
34°F 12/20/19
Saturday light snow
30°F 12/21/19
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