Vacations from Chicago to New York
Explore our popular vacation packages from Cedar Rapids From - To
From cmp-location-selector-label-description-origin
To cmp-location-selector-label-description-destination
Close
5-7 nights
Choose your night stays Any number of nights
Close
Clear
cmp-carousel-container-explain 7 night(s)
The Empire Hotel
9/16/2025 September 16, 2025
- 9/23/2025 September 23, 2025
Chicago (ORD) To New York (JFK)
Flight + Hotel
from $2,273 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
NoMo Soho
9/16/2025 September 16, 2025
- 9/23/2025 September 23, 2025
Chicago (ORD) To New York (JFK)
Flight + Hotel
from $2,300 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
Dream Midtown
9/16/2025 September 16, 2025
- 9/23/2025 September 23, 2025
Chicago (ORD) To New York (JFK)
Flight + Hotel
from $2,309 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
New York Hilton Midtown
9/16/2025 September 16, 2025
- 9/23/2025 September 23, 2025
Chicago (ORD) To New York (JFK)
Flight + Hotel
from $2,426 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
Hotel 50 Bowery, a JdV by Hyatt
9/16/2025 September 16, 2025
- 9/23/2025 September 23, 2025
Chicago (ORD) To New York (JFK)
Flight + Hotel
from $2,475 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
InterContinental New York Times Square
9/16/2025 September 16, 2025
- 9/23/2025 September 23, 2025
Chicago (ORD) To New York (JFK)
Flight + Hotel
from $2,657 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
Hyatt Grand Central New York
9/16/2025 September 16, 2025
- 9/23/2025 September 23, 2025
Chicago (ORD) To New York (JFK)
Flight + Hotel
from $2,711 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
The Grayson Hotel
9/16/2025 September 16, 2025
- 9/23/2025 September 23, 2025
Chicago (ORD) To New York (JFK)
Flight + Hotel
from $2,735 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
New York Marriott Marquis
9/16/2025 September 16, 2025
- 9/23/2025 September 23, 2025
Chicago (ORD) To New York (JFK)
Flight + Hotel
from $2,795 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
W New York - Times Square
9/16/2025 September 16, 2025
- 9/23/2025 September 23, 2025
Chicago (ORD) To New York (JFK)
Flight + Hotel
from $2,927 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
Hyatt Regency Times Square
9/16/2025 September 16, 2025
- 9/23/2025 September 23, 2025
Chicago (ORD) To New York (JFK)
Flight + Hotel
from $2,936 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
Iroquois
9/16/2025 September 16, 2025
- 9/23/2025 September 23, 2025
Chicago (ORD) To New York (JFK)
Flight + Hotel
from $3,031 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
Hyatt Centric Wall Street New York
9/16/2025 September 16, 2025
- 9/23/2025 September 23, 2025
Chicago (ORD) To New York (JFK)
Flight + Hotel
from $3,211 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
The Manner New York
9/16/2025 September 16, 2025
- 9/23/2025 September 23, 2025
Chicago (ORD) To New York (JFK)
Flight + Hotel
from $3,228 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
The Lexington Hotel, Autograph Collection
9/16/2025 September 16, 2025
- 9/23/2025 September 23, 2025
Chicago (ORD) To New York (JFK)
Flight + Hotel
from $3,309 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
The Michelangelo New York Starhotels Collezione
9/16/2025 September 16, 2025
- 9/23/2025 September 23, 2025
Chicago (ORD) To New York (JFK)
Flight + Hotel
from $3,348 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
Hyatt Herald Square New York
9/16/2025 September 16, 2025
- 9/23/2025 September 23, 2025
Chicago (ORD) To New York (JFK)
Flight + Hotel
from $3,584 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
Andaz 5th Avenue
9/16/2025 September 16, 2025
- 9/23/2025 September 23, 2025
Chicago (ORD) To New York (JFK)
Flight + Hotel
from $4,367 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
Thompson Central Park
9/16/2025 September 16, 2025
- 9/23/2025 September 23, 2025
Chicago (ORD) To New York (JFK)
Flight + Hotel
from $4,436 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
The Chatwal New York
9/16/2025 September 16, 2025
- 9/23/2025 September 23, 2025
Chicago (ORD) To New York (JFK)
Flight + Hotel
from $5,183 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
Park Hyatt New York
9/16/2025 September 16, 2025
- 9/23/2025 September 23, 2025
Chicago (ORD) To New York (JFK)
Flight + Hotel
from $8,897 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
cmp-carousel-slide 1 cmp-carousel-of 6
*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.
Powered by: OpenWeatherMap.org
