Chicago vacation packages
Best vacation deals with United Packages from Philadelphia to Mexico City! From Anywhere - To
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The Chicago Hotel Collection Magnificent Mile
4/28/2025 April 28, 2025
- 5/03/2025 May 3, 2025
Philadelphia (PHL) To Chicago (ORD)
Flight + Hotel
from $1,015 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Holiday Inn Chicago - Schaumburg, an IHG Hotel
4/28/2025 April 28, 2025
- 5/03/2025 May 3, 2025
Philadelphia (PHL) To Chicago (ORD)
Flight + Hotel
from $800 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Hyatt Regency Lisle near Naperville
4/28/2025 April 28, 2025
- 5/03/2025 May 3, 2025
Philadelphia (PHL) To Chicago (ORD)
Flight + Hotel
from $765 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Crowne Plaza Lombard - Downers Grove
4/28/2025 April 28, 2025
- 5/03/2025 May 3, 2025
Philadelphia (PHL) To Chicago (ORD)
Flight + Hotel
from $777 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Hilton Chicago
4/28/2025 April 28, 2025
- 5/03/2025 May 3, 2025
Philadelphia (PHL) To Chicago (ORD)
Flight + Hotel
from $1,228 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Hampton Inn & Suites Downers Grove Chicago
4/28/2025 April 28, 2025
- 5/03/2025 May 3, 2025
Philadelphia (PHL) To Chicago (ORD)
Flight + Hotel
from $850 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Hotel Lincoln, Part of JDV by Hyatt
4/28/2025 April 28, 2025
- 5/03/2025 May 3, 2025
Philadelphia (PHL) To Chicago (ORD)
Flight + Hotel
from $1,132 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Sheraton Suites Chicago Elk Grove
4/28/2025 April 28, 2025
- 5/03/2025 May 3, 2025
Philadelphia (PHL) To Chicago (ORD)
Flight + Hotel
from $789 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
DoubleTree by Hilton Lisle Naperville
4/28/2025 April 28, 2025
- 5/03/2025 May 3, 2025
Philadelphia (PHL) To Chicago (ORD)
Flight + Hotel
from $812 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
The Westin Michigan Avenue Chicago
4/28/2025 April 28, 2025
- 5/03/2025 May 3, 2025
Philadelphia (PHL) To Chicago (ORD)
Flight + Hotel
from $930 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Hilton Chicago/Oak Lawn
4/28/2025 April 28, 2025
- 5/03/2025 May 3, 2025
Philadelphia (PHL) To Chicago (ORD)
Flight + Hotel
from $859 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Marriott Chicago O'Hare
4/28/2025 April 28, 2025
- 5/03/2025 May 3, 2025
Philadelphia (PHL) To Chicago (ORD)
Flight + Hotel
from $1,125 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Hyatt Regency O'Hare Chicago
4/28/2025 April 28, 2025
- 5/03/2025 May 3, 2025
Philadelphia (PHL) To Chicago (ORD)
Flight + Hotel
from $1,064 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Pendry Chicago
4/28/2025 April 28, 2025
- 5/03/2025 May 3, 2025
Philadelphia (PHL) To Chicago (ORD)
Flight + Hotel
from $1,076 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
21c Museum Hotel Chicago
4/28/2025 April 28, 2025
- 5/03/2025 May 3, 2025
Philadelphia (PHL) To Chicago (ORD)
Flight + Hotel
from $1,258 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
The Royal Sonesta Chicago Downtown
4/28/2025 April 28, 2025
- 5/03/2025 May 3, 2025
Philadelphia (PHL) To Chicago (ORD)
Flight + Hotel
from $1,262 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
The Drake
4/28/2025 April 28, 2025
- 5/03/2025 May 3, 2025
Philadelphia (PHL) To Chicago (ORD)
Flight + Hotel
from $1,147 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
The Palmer House Hilton
4/28/2025 April 28, 2025
- 5/03/2025 May 3, 2025
Philadelphia (PHL) To Chicago (ORD)
Flight + Hotel
from $1,159 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Sheraton Suites Chicago O'Hare
4/28/2025 April 28, 2025
- 5/03/2025 May 3, 2025
Philadelphia (PHL) To Chicago (ORD)
Flight + Hotel
from $1,224 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Hyatt Regency Chicago
4/28/2025 April 28, 2025
- 5/03/2025 May 3, 2025
Philadelphia (PHL) To Chicago (ORD)
Flight + Hotel
from $1,507 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Park Hyatt Chicago
4/28/2025 April 28, 2025
- 5/03/2025 May 3, 2025
Philadelphia (PHL) To Chicago (ORD)
Flight + Hotel
from $2,151 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
The Ambassador Chicago
4/01/2025 April 1, 2025
- 4/06/2025 April 6, 2025
New York (JFK) To Chicago (ORD)
Flight + Hotel
from $696 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 8 hours ago
5 night(s)
Hilton Orrington / Evanston
4/01/2025 April 1, 2025
- 4/06/2025 April 6, 2025
New York (JFK) To Chicago (ORD)
Flight + Hotel
from $699 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 8 hours ago
6 night(s)
Renaissance Chicago O'Hare Suites Hotel
8/24/2025 August 24, 2025
- 8/30/2025 August 30, 2025
Dallas-Fort Worth (DFW) To Chicago (ORD)
Flight + Hotel
from $1,174 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 2 hours ago
6 night(s)
The Westin Chicago Northwest
8/24/2025 August 24, 2025
- 8/30/2025 August 30, 2025
Dallas-Fort Worth (DFW) To Chicago (ORD)
Flight + Hotel
from $1,009 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 2 hours ago
6 night(s)
InterContinental Chicago
8/24/2025 August 24, 2025
- 8/30/2025 August 30, 2025
Dallas-Fort Worth (DFW) To Chicago (ORD)
Flight + Hotel
from $1,389 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 2 hours ago
6 night(s)
Swissotel Chicago
8/24/2025 August 24, 2025
- 8/30/2025 August 30, 2025
Dallas-Fort Worth (DFW) To Chicago (ORD)
Flight + Hotel
from $1,408 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 2 hours ago
*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking. Learn more about this offer. Additional baggage fees and charges for optional products and services may apply.