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Book United Vacation Packages from San Jose to Chicago

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  4. San Jose - Chicago

Flight + Hotel Packages from San Jose to Chicago 

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1/18
6Night(s) Trip
Millennium Knickerbocker Chicago
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SJC-ORD
Flights+Hotel
From
$834 Price subject to change
Viewed:11 hours ago
2/18
6Night(s) Trip
Cambria Hotel Chicago Loop - Theatre District
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SJC-ORD
Flights+Hotel
From
$936 Price subject to change
Viewed:11 hours ago
3/18
6Night(s) Trip
Freehand Chicago
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SJC-ORD
Flights+Hotel
From
$959 Price subject to change
Viewed:11 hours ago
4/18
6Night(s) Trip
Hilton Chicago
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SJC-ORD
Flights+Hotel
From
$978 Price subject to change
Viewed:11 hours ago
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*Average total price per person based on round trip flights and double occupancy hotel stays. Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking. Additional fees and charges for optional products and services may apply.

Current Weather in Chicago 

Thursday light rain
72°F 06/05/25
Friday overcast clouds
69°F 06/06/25
Saturday heavy intensity rain
70°F 06/07/25
Sunday light rain
70°F 06/08/25
Monday light rain
76°F 06/09/25
Tuesday light rain
71°F 06/10/25
Wednesday sky is clear
77°F 06/11/25
Powered by: OpenWeatherMap.org

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