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Book United Vacation Packages from Boston to Chicago

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  4. Boston - Chicago

Flight + Hotel Packages from Boston to Chicago 

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1/16
15Night(s) Trip
Renaissance by Marriott Chicago O'Hare Suites Hotel
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BOS-ORD
Flights+Hotel
From
$1,499 Price subject to change
Viewed:17 hours ago
2/16
15Night(s) Trip
Warwick Allerton Hotel Chicago
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BOS-ORD
Flights+Hotel
From
$1,520 Price subject to change
Viewed:17 hours ago
3/16
15Night(s) Trip
Cambria Hotel Chicago Loop - Theatre District
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BOS-ORD
Flights+Hotel
From
$1,567 Price subject to change
Viewed:17 hours ago
4/16
15Night(s) Trip
Central Loop Hotel
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BOS-ORD
Flights+Hotel
From
$1,585 Price subject to change
Viewed:17 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

Explore More Vacation Packages from Boston to Chicago 

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