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Book United Vacation Packages from Pittsburgh to Chicago

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  4. Pittsburgh - Chicago

Flight + Hotel Packages from Pittsburgh to Chicago 

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5Night(s) Trip
Millennium Knickerbocker Chicago
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PIT-ORD
Flights+Hotel
From
$779 Price subject to change
Viewed:10 hours ago
5Night(s) Trip
Freehand Chicago
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PIT-ORD
Flights+Hotel
From
$823 Price subject to change
Viewed:10 hours ago
5Night(s) Trip
The Wade
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PIT-ORD
Flights+Hotel
From
$854 Price subject to change
Viewed:10 hours ago
5Night(s) Trip
Hilton Chicago
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PIT-ORD
Flights+Hotel
From
$885 Price subject to change
Viewed:10 hours ago
*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 

Saturday sky is clear
65°F 05/10/25
Sunday sky is clear
62°F 05/11/25
Monday light rain
68°F 05/12/25
Tuesday light rain
73°F 05/13/25
Wednesday light rain
76°F 05/14/25
Thursday moderate rain
83°F 05/15/25
Friday sky is clear
79°F 05/16/25
Powered by: OpenWeatherMap.org

Explore More Vacation Packages from Pittsburgh to Chicago 

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