Vacations from New York to Chicago
Best vacation deals with United Packages from Philadelphia to Mexico City! From - To
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The Chicago Hotel Collection Magnificent Mile
4/01/2025 April 1, 2025
- 4/06/2025 April 6, 2025
New York (JFK) To Chicago (ORD)
Flight + Hotel
from $609 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 22 hours ago
5 night(s)
Holiday Inn Chicago - Schaumburg, an IHG Hotel
4/01/2025 April 1, 2025
- 4/06/2025 April 6, 2025
New York (JFK) To Chicago (ORD)
Flight + Hotel
from $639 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 22 hours ago
5 night(s)
Hyatt Regency Lisle near Naperville
4/01/2025 April 1, 2025
- 4/06/2025 April 6, 2025
New York (JFK) To Chicago (ORD)
Flight + Hotel
from $642 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 22 hours ago
5 night(s)
Crowne Plaza Lombard - Downers Grove
4/01/2025 April 1, 2025
- 4/06/2025 April 6, 2025
New York (JFK) To Chicago (ORD)
Flight + Hotel
from $652 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 22 hours ago
5 night(s)
DoubleTree by Hilton Chicago - Oak Brook
4/01/2025 April 1, 2025
- 4/06/2025 April 6, 2025
New York (JFK) To Chicago (ORD)
Flight + Hotel
from $660 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 22 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: 22 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: 22 hours ago
5 night(s)
Hampton Inn & Suites Downers Grove Chicago
4/01/2025 April 1, 2025
- 4/06/2025 April 6, 2025
New York (JFK) To Chicago (ORD)
Flight + Hotel
from $709 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 22 hours ago
5 night(s)
Hotel Lincoln, Part of JDV by Hyatt
4/01/2025 April 1, 2025
- 4/06/2025 April 6, 2025
New York (JFK) To Chicago (ORD)
Flight + Hotel
from $741 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 22 hours ago
5 night(s)
The Westin Michigan Avenue Chicago
4/01/2025 April 1, 2025
- 4/06/2025 April 6, 2025
New York (JFK) To Chicago (ORD)
Flight + Hotel
from $838 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 22 hours ago
5 night(s)
Marriott Chicago O'Hare
4/01/2025 April 1, 2025
- 4/06/2025 April 6, 2025
New York (JFK) To Chicago (ORD)
Flight + Hotel
from $902 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 22 hours ago
5 night(s)
Hyatt Regency O'Hare Chicago
4/01/2025 April 1, 2025
- 4/06/2025 April 6, 2025
New York (JFK) To Chicago (ORD)
Flight + Hotel
from $904 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 22 hours ago
5 night(s)
Pendry Chicago
4/01/2025 April 1, 2025
- 4/06/2025 April 6, 2025
New York (JFK) To Chicago (ORD)
Flight + Hotel
from $919 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 22 hours ago
5 night(s)
21c Museum Hotel Chicago
4/01/2025 April 1, 2025
- 4/06/2025 April 6, 2025
New York (JFK) To Chicago (ORD)
Flight + Hotel
from $937 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 22 hours ago
5 night(s)
The Royal Sonesta Chicago Downtown
4/01/2025 April 1, 2025
- 4/06/2025 April 6, 2025
New York (JFK) To Chicago (ORD)
Flight + Hotel
from $963 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 22 hours ago
5 night(s)
Renaissance Chicago O'Hare Suites Hotel
4/01/2025 April 1, 2025
- 4/06/2025 April 6, 2025
New York (JFK) To Chicago (ORD)
Flight + Hotel
from $971 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 22 hours ago
5 night(s)
The Drake
4/01/2025 April 1, 2025
- 4/06/2025 April 6, 2025
New York (JFK) To Chicago (ORD)
Flight + Hotel
from $978 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 22 hours ago
5 night(s)
The Palmer House Hilton
4/01/2025 April 1, 2025
- 4/06/2025 April 6, 2025
New York (JFK) To Chicago (ORD)
Flight + Hotel
from $1,010 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 22 hours ago
5 night(s)
Sheraton Suites Chicago O'Hare
4/01/2025 April 1, 2025
- 4/06/2025 April 6, 2025
New York (JFK) To Chicago (ORD)
Flight + Hotel
from $1,027 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 22 hours ago
5 night(s)
Hyatt Regency Chicago
4/01/2025 April 1, 2025
- 4/06/2025 April 6, 2025
New York (JFK) To Chicago (ORD)
Flight + Hotel
from $1,085 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 22 hours ago
5 night(s)
Park Hyatt Chicago
4/01/2025 April 1, 2025
- 4/06/2025 April 6, 2025
New York (JFK) To Chicago (ORD)
Flight + Hotel
from $1,860 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 22 hours ago
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*Average total price per person based on round trip flights in the Main Cabin and double occupancy hotel stays. Prices displayed have been collected within the last 24 hrs and may no longer be available at time of booking. Modifying this information may result in a different price. To find the most updated price, please visit aavacations.com.
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