Vacations from Chicago to Punta Cana
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Grand Palladium Palace Resort Spa Casino
11/23/2025 November 23, 2025
- 11/30/2025 November 30, 2025
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,927 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 23 hours ago
6 night(s)
Riu Republica
11/13/2025 November 13, 2025
- 11/19/2025 November 19, 2025
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,056 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
6 night(s)
Bahia Principe Luxury Bouganville
11/13/2025 November 13, 2025
- 11/19/2025 November 19, 2025
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,157 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
6 night(s)
Barcelo Bavaro Palace
11/13/2025 November 13, 2025
- 11/19/2025 November 19, 2025
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,215 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
7 night(s)
Royalton CHIC Punta Cana Resort and Spa
4/11/2026 April 11, 2026
- 4/18/2026 April 18, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,432 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 7 hours ago
6 night(s)
Dreams Playa Esmeralda Resort and Spa
11/13/2025 November 13, 2025
- 11/19/2025 November 19, 2025
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,487 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
7 night(s)
Barcelo Bavaro Beach Adults Only
4/11/2026 April 11, 2026
- 4/18/2026 April 18, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,519 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 7 hours ago
6 night(s)
Dreams Dominicus La Romana
11/13/2025 November 13, 2025
- 11/19/2025 November 19, 2025
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,537 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
7 night(s)
Hideaway at Royalton Punta Cana
4/11/2026 April 11, 2026
- 4/18/2026 April 18, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,604 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 7 hours ago
6 night(s)
Breathless Punta Cana Resort and Spa
11/13/2025 November 13, 2025
- 11/19/2025 November 19, 2025
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,631 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
6 night(s)
Casa de Campo
11/13/2025 November 13, 2025
- 11/19/2025 November 19, 2025
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,633 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
6 night(s)
Lopesan Costa Bavaro Resort and Casino
11/13/2025 November 13, 2025
- 11/19/2025 November 19, 2025
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,687 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
7 night(s)
Riu Palace Macao
4/11/2026 April 11, 2026
- 4/18/2026 April 18, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,718 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 7 hours ago
6 night(s)
Secrets Playa Esmeralda
11/13/2025 November 13, 2025
- 11/19/2025 November 19, 2025
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,752 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
7 night(s)
Dreams La Romana Resort and Spa
4/11/2026 April 11, 2026
- 4/18/2026 April 18, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,762 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 7 hours ago
6 night(s)
Majestic Mirage Punta Cana
11/13/2025 November 13, 2025
- 11/19/2025 November 19, 2025
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,782 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
6 night(s)
Dreams Macao Punta Cana
7/28/2026 July 28, 2026
- 8/03/2026 August 3, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,789 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 9 hours ago
6 night(s)
Paradisus Palma Real Resort
11/13/2025 November 13, 2025
- 11/19/2025 November 19, 2025
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,804 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
6 night(s)
Iberostar Hacienda Dominicus
7/28/2026 July 28, 2026
- 8/03/2026 August 3, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,829 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 9 hours ago
6 night(s)
Zoetry Agua Punta Cana
11/13/2025 November 13, 2025
- 11/19/2025 November 19, 2025
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,848 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
7 night(s)
Bahia Principe Luxury Ambar
4/11/2026 April 11, 2026
- 4/18/2026 April 18, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,865 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 7 hours ago
6 night(s)
Hard Rock Hotel and Casino Punta Cana
11/13/2025 November 13, 2025
- 11/19/2025 November 19, 2025
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,866 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
6 night(s)
Secrets Tides Punta Cana
7/28/2026 July 28, 2026
- 8/03/2026 August 3, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,908 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 9 hours ago
6 night(s)
Live Aqua Punta Cana Adults Only
11/13/2025 November 13, 2025
- 11/19/2025 November 19, 2025
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,908 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
6 night(s)
Secrets La Romana an All Inclusive Adult Resort
11/13/2025 November 13, 2025
- 11/19/2025 November 19, 2025
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,913 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
6 night(s)
JOIA Bavaro by Iberostar, formerly Iberostar Grand Hotel Bavaro
7/28/2026 July 28, 2026
- 8/03/2026 August 3, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,933 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 9 hours ago
6 night(s)
Fiesta Americana Funeeq Punta Cana
7/28/2026 July 28, 2026
- 8/03/2026 August 3, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,948 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 9 hours ago
7 night(s)
Secrets Royal Beach Punta Cana
4/11/2026 April 11, 2026
- 4/18/2026 April 18, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $2,206 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 7 hours ago
6 night(s)
Secrets Cap Cana Resort and Spa
7/28/2026 July 28, 2026
- 8/03/2026 August 3, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $2,299 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 9 hours ago
6 night(s)
Hyatt Zilara Cap Cana
7/28/2026 July 28, 2026
- 8/03/2026 August 3, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $2,360 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 9 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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