Vacations from Chicago to Punta Cana
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Riu Republica
1/19/2026 January 19, 2026
- 1/24/2026 January 24, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,053 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 8 minutes ago
5 night(s)
Reserva Real by Harper
12/30/2025 December 30, 2025
- 1/04/2026 January 4, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,122 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 9 hours ago
5 night(s)
AC Hotel by Marriott Punta Cana
12/30/2025 December 30, 2025
- 1/04/2026 January 4, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,189 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 9 hours ago
5 night(s)
Barcelo Bavaro Palace
1/19/2026 January 19, 2026
- 1/24/2026 January 24, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,224 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 8 minutes ago
5 night(s)
HM Bavaro Beach – Adults Only
12/30/2025 December 30, 2025
- 1/04/2026 January 4, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,224 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 9 hours ago
5 night(s)
Costa Love Aparta-Hotel
12/30/2025 December 30, 2025
- 1/04/2026 January 4, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,228 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 8 hours ago
5 night(s)
Bahia Principe Luxury Bouganville
11/22/2025 November 22, 2025
- 11/27/2025 November 27, 2025
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,239 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 9 hours ago
5 night(s)
Hotel Capriccio Mare
12/30/2025 December 30, 2025
- 1/04/2026 January 4, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,241 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 8 hours ago
5 night(s)
Karimar Beach Condo Hotel
12/30/2025 December 30, 2025
- 1/04/2026 January 4, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,277 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 8 hours ago
5 night(s)
Grand Palladium Palace Resort Spa Casino
11/22/2025 November 22, 2025
- 11/27/2025 November 27, 2025
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,346 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 9 hours ago
5 night(s)
Whala! Urban
12/30/2025 December 30, 2025
- 1/04/2026 January 4, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,362 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 8 hours ago
5 night(s)
Cana Brava Residences Rental Apartment
12/30/2025 December 30, 2025
- 1/04/2026 January 4, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,368 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 8 hours ago
5 night(s)
Nickelodeon Hotels and Resorts Punta Cana
1/19/2026 January 19, 2026
- 1/24/2026 January 24, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,402 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 8 minutes ago
5 night(s)
Royalton CHIC Punta Cana Resort and Spa
11/26/2025 November 26, 2025
- 12/01/2025 December 1, 2025
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,450 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 13 hours ago
5 night(s)
Dreams La Romana Resort and Spa
1/19/2026 January 19, 2026
- 1/24/2026 January 24, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,474 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 8 minutes ago
5 night(s)
Secrets Playa Esmeralda
11/22/2025 November 22, 2025
- 11/27/2025 November 27, 2025
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,475 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 9 hours ago
7 night(s)
Majestic Colonial Punta Cana
11/08/2025 November 8, 2025
- 11/15/2025 November 15, 2025
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,489 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 7 hours ago
5 night(s)
Dreams Macao Punta Cana
1/19/2026 January 19, 2026
- 1/24/2026 January 24, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,491 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 8 minutes ago
5 night(s)
Dreams Playa Esmeralda Resort and Spa
11/22/2025 November 22, 2025
- 11/27/2025 November 27, 2025
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,518 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 9 hours ago
5 night(s)
Casa de Campo
11/22/2025 November 22, 2025
- 11/27/2025 November 27, 2025
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,529 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 9 hours ago
5 night(s)
Lopesan Costa Bavaro Resort and Casino
2/12/2026 February 12, 2026
- 2/17/2026 February 17, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,539 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 12 hours ago
5 night(s)
Paradisus Palma Real Resort
1/19/2026 January 19, 2026
- 1/24/2026 January 24, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,549 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 8 minutes ago
7 night(s)
Bahia Principe Grand Aquamarine
2/07/2026 February 7, 2026
- 2/14/2026 February 14, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,565 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 16 hours ago
5 night(s)
Breathless Punta Cana Resort and Spa
11/22/2025 November 22, 2025
- 11/27/2025 November 27, 2025
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,579 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 9 hours ago
5 night(s)
Hideaway at Royalton Punta Cana
1/19/2026 January 19, 2026
- 1/24/2026 January 24, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,579 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 8 minutes ago
7 night(s)
Majestic Elegance Punta Cana
11/08/2025 November 8, 2025
- 11/15/2025 November 15, 2025
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,586 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 7 hours ago
5 night(s)
Secrets La Romana an All Inclusive Adult Resort
2/12/2026 February 12, 2026
- 2/17/2026 February 17, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,590 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 12 hours ago
5 night(s)
Live Aqua Punta Cana Adults Only
11/22/2025 November 22, 2025
- 11/27/2025 November 27, 2025
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,605 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 9 hours ago
7 night(s)
Ocean El Faro All Inclusive
2/07/2026 February 7, 2026
- 2/14/2026 February 14, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,608 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 16 hours ago
5 night(s)
Iberostar Selection Coral Bavaro All Inclusive
12/30/2025 December 30, 2025
- 1/04/2026 January 4, 2026
Chicago (ORD) To Punta Cana (PUJ)
Flight + Hotel
from $1,624 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 9 hours ago
*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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