Flight + Hotel Packages from Philadelphia to Chicago
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Number of Stars
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1/30
5Night(s) Trip
Hilton Chicago O' Hare Airport
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PHL-ORD
Flights+Hotel
From
$984* Price subject to change
Viewed:12 hours ago
2/30
5Night(s) Trip
Chicago Marriott Downtown Magnificent Mile
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PHL-ORD
Flights+Hotel
From
$1,244* Price subject to change
Viewed:12 hours ago
3/30
5Night(s) Trip
Sable at Navy Pier Chicago, Curio Collection by Hilton
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PHL-ORD
Flights+Hotel
From
$1,295* Price subject to change
Viewed:12 hours ago
4/30
5Night(s) Trip
Embassy Suites By Hilton Hotel Chicago Downtown
-
PHL-ORD
Flights+Hotel
From
$1,353* Price subject to change
Viewed:12 hours ago
5/30
5Night(s) Trip
Renaissance by Marriott Chicago O'Hare Suites Hotel
-
PHL-ORD
Flights+Hotel
From
$876* Price subject to change
Viewed:12 hours ago
6/30
5Night(s) Trip
Freehand Chicago
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PHL-ORD
Flights+Hotel
From
$1,074* Price subject to change
Viewed:12 hours ago
7/30
5Night(s) Trip
Hotel Felix Chicago
-
PHL-ORD
Flights+Hotel
From
$1,212* Price subject to change
Viewed:12 hours ago
8/30
5Night(s) Trip
Millennium Knickerbocker Chicago
-
PHL-ORD
Flights+Hotel
From
$1,687* Price subject to change
Viewed:12 hours ago
9/30
5Night(s) Trip
Warwick Allerton Hotel Chicago
-
PHL-ORD
Flights+Hotel
From
$1,069* Price subject to change
Viewed:12 hours ago
10/30
5Night(s) Trip
Cambria Hotel Chicago Loop - Theatre District
-
PHL-ORD
Flights+Hotel
From
$1,262* Price subject to change
Viewed:12 hours ago
11/30
5Night(s) Trip
The Palmer House Hilton
-
PHL-ORD
Flights+Hotel
From
$1,308* Price subject to change
Viewed:12 hours ago
12/30
5Night(s) Trip
Doubletree By Hilton Chicago Magnificent Mile
-
PHL-ORD
Flights+Hotel
From
$1,386* Price subject to change
Viewed:12 hours ago
13/30
3Night(s) Trip
Renaissance by Marriott Chicago O'Hare Suites Hotel
-
PHL-ORD
Flights+Hotel
From
$530* Price subject to change
Viewed:a day ago
14/30
3Night(s) Trip
Freehand Chicago
-
PHL-ORD
Flights+Hotel
From
$541* Price subject to change
Viewed:a day ago
15/30
3Night(s) Trip
Hotel Felix Chicago
-
PHL-ORD
Flights+Hotel
From
$546* Price subject to change
Viewed:a day ago
16/30
3Night(s) Trip
Millennium Knickerbocker Chicago
-
PHL-ORD
Flights+Hotel
From
$549* Price subject to change
Viewed:a day ago
17/30
3Night(s) Trip
Warwick Allerton Hotel Chicago
-
PHL-ORD
Flights+Hotel
From
$552* Price subject to change
Viewed:a day ago
18/30
3Night(s) Trip
Cambria Hotel Chicago Loop - Theatre District
-
PHL-ORD
Flights+Hotel
From
$568* Price subject to change
Viewed:a day ago
19/30
3Night(s) Trip
The Palmer House Hilton
-
PHL-ORD
Flights+Hotel
From
$577* Price subject to change
Viewed:a day ago
20/30
3Night(s) Trip
Doubletree By Hilton Chicago Magnificent Mile
-
PHL-ORD
Flights+Hotel
From
$582* Price subject to change
Viewed:a day ago
21/30
3Night(s) Trip
The Chicago Hotel Collection Ambassador Gold Coast
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PHL-ORD
Flights+Hotel
From
$603* Price subject to change
Viewed:a day ago
22/30
3Night(s) Trip
Hilton Chicago
-
PHL-ORD
Flights+Hotel
From
$608* Price subject to change
Viewed:a day ago
23/30
3Night(s) Trip
The Chicago Hotel Collection Magnificent Mile
-
PHL-ORD
Flights+Hotel
From
$610* Price subject to change
Viewed:a day ago
24/30
3Night(s) Trip
Hyatt Regency Chicago
-
PHL-ORD
Flights+Hotel
From
$614* Price subject to change
Viewed:a day ago
25/30
3Night(s) Trip
The Drake Hotel
-
PHL-ORD
Flights+Hotel
From
$615* Price subject to change
Viewed:a day ago
26/30
3Night(s) Trip
Radisson Blu Aqua Hotel Chicago
-
PHL-ORD
Flights+Hotel
From
$630* Price subject to change
Viewed:a day ago
27/30
3Night(s) Trip
Embassy Suites by Hilton Chicago Magnificent Mile
-
PHL-ORD
Flights+Hotel
From
$644* Price subject to change
Viewed:a day ago
28/30
3Night(s) Trip
Swissotel Chicago
-
PHL-ORD
Flights+Hotel
From
$654* Price subject to change
Viewed:a day ago
29/30
3Night(s) Trip
The Godfrey Hotel Chicago
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PHL-ORD
Flights+Hotel
From
$667* Price subject to change
Viewed:a day ago
30/30
3Night(s) Trip
Sofitel Chicago Magnificent Mile
-
PHL-ORD
Flights+Hotel
From
$681* Price subject to change
Viewed:a day 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
Fridaylight rain
85°F06/27/25
Saturdayscattered clouds
81°F06/28/25
Sundaymoderate rain
90°F06/29/25
Mondaymoderate rain
87°F06/30/25
Tuesdaylight rain
84°F07/01/25
Wednesdaybroken clouds
85°F07/02/25
Thursdaybroken clouds
85°F07/03/25
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