Search 14 Chicago to Puerto Plata Resort Vacation Deals and 14 Resorts

At CheapCaribbean.com, weโ€™ve created 14 custom vacation packages for 14 different resorts in Puerto Plata. Each โ€œFlight + Hotelโ€ package is priced per person. Each โ€œHotel Onlyโ€ package is priced per night. Make sure to use the filters to find the perfect Puerto Plata resort deal for you!
ร— Amenities
ร— Class
ร— Theme
FLIGHT + HOTEL
Iberostar Costa Dorada - All Inclusive Puerto Plata
All-Inclusive
1 Deal Available!
From $708 to $708* /person
4 to 4 Day Trips - Aug to Nov
HOTEL ONLY
Casa Colonial Beach & Spa Puerto Plata
1 Deal Available!
From $694 to $694* /person
3 to 3 Day Trips - Jul to Oct
FLIGHT + HOTEL
Senator Puerto Plata Spa Resort - All Inclusive Puerto Plata
All-Inclusive
1 Deal Available!
From $692 to $692* /person
4 to 4 Day Trips - Aug to Nov
FLIGHT + HOTEL
BlueBay Villas Doradas - All Inclusive Puerto Plata
All-Inclusive
1 Deal Available!
From $671 to $671* /person
4 to 4 Day Trips - Aug to Nov
HOTEL ONLY
Lifestyle Crown Residence Suites - All Inclusive Puerto Plata
1 Deal Available!
From $397 to $397* /person
3 to 3 Day Trips - Jul to Oct
HOTEL ONLY
Presidential Suites Puerto Plata by Lifestyle - All-Inclusive Puerto Plata
All-Inclusive
1 Deal Available!
From $393 to $393* /person
3 to 3 Day Trips - Jul to Oct
HOTEL ONLY
Viva Heavens by Wyndham - All Inclusive Puerto Plata
All-Inclusive
1 Deal Available!
From $246 to $246* /person
3 to 3 Day Trips - Jul to Oct
HOTEL ONLY
Emotions by Hodelpa Puerto Plata - All Inclusive Puerto Plata
All-Inclusive
1 Deal Available!
From $237 to $237* /person
3 to 3 Day Trips - Jul to Oct
HOTEL ONLY
Blue JackTar Puerto Plata
Blue JackTar
Puerto Plata
1 Deal Available!
From $226 to $226* /person
3 to 3 Day Trips - Jul to Oct
HOTEL ONLY
Viva Tangerine by Wyndham - All Inclusive Puerto Plata
All-Inclusive
1 Deal Available!
From $205 to $205* /person
3 to 3 Day Trips - Jul to Oct

Chicago to Puerto Plata Resort Vacation Packages

Escape the ordinary and embark on an extraordinary journey from Chicago to Puerto Plata with CheapCaribbean.com's vacation packages. We collaborate with top hotels including BlueBay Villas Doradas - All Inclusive, Emotions by Hodelpa Puerto Plata - All Inclusive and VH Gran Ventana Beach Resort - All Inclusive - all offering packages for travelers flying from ORD airport to POP, and providing you with an array of options from our wide selection of hotels in Puerto Plata. Enjoy premium amenities such as an exercise gym, a tour/sightseeing desk and a babysitting tailored to enrich your holiday experience. Our packages are comprehensive, enabling you to immerse in Puerto Plata's rich culture, explore its must-see attractions and enjoy its agreeable weather, making your vacation truly memorable.

If youโ€™re flying from Chicago, then weโ€™ve got some enticing deals that come in varied durations, be it a 3-day retreat. Starting from an attractive $671 per person, these deals encompass not just your flight but also a luxurious stay in some of the top-rated hotel brands in Puerto Plata. As of 08-29-2024 we have 17 curated deals available, ranging from the most budget-friendly options to premium experiences, so there's a perfect fit for everyone. Of the hotels that currently offer great deals, we have special deals for various types of hotel experiences:*

โ€ข Romantic: $692 per person for a 4-night stay at Senator Puerto Plata Spa Resort - All Inclusive flying from ORD airport (Nov 19 - Nov 22, 2024)
โ€ข Family-Friendly: $692 per person for a 4-night stay at Senator Puerto Plata Spa Resort - All Inclusive flying from ORD airport (Nov 19 - Nov 22, 2024)
โ€ข Luxury: $708 per person for a 4-night stay at Iberostar Costa Dorada - All Inclusive flying from ORD airport (Nov 19 - Nov 22, 2024)
โ€ข All-Inclusive: $671 per person for a 4-night stay at BlueBay Villas Doradas - All Inclusive flying from ORD airport (Nov 19 - Nov 22, 2024)
โ€ข Adults-Only: $671 per person for a 4-night stay at BlueBay Villas Doradas - All Inclusive flying from ORD airport (Nov 19 - Nov 22, 2024)

Map of Puerto Plata Resorts

Chicago to Puerto Plata Vacation Package FAQs

What resort brands offer vacations to Puerto Plata from Chicago?

Grupo Blue Bay, Senator and Iberostar Hotels & Resorts currently all have amazing package deals on flights from Chicago to Puerto Plata with resort accommodations included. Here are some of their best deals as of 08-29-2024:

What are the best cheapest resorts in Puerto Plata, Dominican Republic?

If youโ€™re looking for a lower price but still a great experience, as of 08-29-2024 the BlueBay Villas Doradas - All Inclusive is offering a 4-day stay at their 3-star resort for as low as $671 per person, the Senator Puerto Plata Spa Resort - All Inclusive has a 4-day stay for only $692 per person, and Iberostar Costa Dorada - All Inclusive has a great deal at $708 per person for a 4-day vacation - all flying from Chicago!

What all-Inclusive resorts should I look at in Puerto Plata?

If you want all your flights, hotel, food and drinks covered in one simple deal, then as of 08-29-2024 look no further than the BlueBay Villas Doradas - All Inclusive which is offering a 4-day stay at their amazing resort for $671 per person, the Senator Puerto Plata Spa Resort - All Inclusive with a 4-day stay for only $692 per person, and Iberostar Costa Dorada - All Inclusive at $708 per person for a 4-day all-inclusive vacation - all flying from Chicago!

Explore More Vacations in Dominican Republic

*Current vacation package prices are listed as of 08-29-2024 and are subject to change based on dates, origins and availability.