Search 35 Chicago to Guanacaste Resorts

At CheapCaribbean.com, we’ve have 35 different resorts in Guanacaste for you to explore. Make sure to use the filters to find the perfect Guanacaste resort for you! Plus, check back often, as we regularly create custom vacation package deals where you can bundle your flight & hotel for a better deal!
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World Famous Toad Hall Hotel Arenal
Property Location: When you stay at World Famous Toad Hall Hotel in Arenal, you'll be on a lake, within a 15-minute drive of Arenal Volcano National Park and Lake Arenal. This hotel is 11.2 mi (18.1 ...
CRParaiso Main House Arenal
Property Location: With a stay at CRParaiso Main House in Arenal, you'll be 1.4 mi (2.3 km) from Lake Arenal and 9.6 mi (15.4 km) from Tenorio Volcano National Park. This vacation home is 12.4 mi (19...
Vista Verde Lodge Tronadora
Vista Verde Lodge
Tronadora
Property Location: Located in Tronadora, Vista Verde Lodge is within a 15-minute drive of Selvatura Adventure Park and Reserva Santa Elena. This lodge is 7.6 mi (12.3 km) from Monteverde Cloud Forest...
Lake Arenal Hotel & Brewery Tilarán
Property Location: Located in Santa Rosa, Lake Arenal Hotel & Brewery is in the mountains, a 3-minute drive from Lake Arenal and 9 minutes from FlyZone Wakeboard School. This family-friendly hote...
Hotel Guadalupe Tilarán
Hotel Guadalupe
Tilarán
Property Location: When you stay at Hotel Guadalupe in Tilaran, you'll be within a 10-minute drive of Lake Arenal and Quebrada Grande Arena. This hotel is 11.8 mi (19 km) from Tenorio Volcano Nationa...
Villas Solania Líbano
Villas Solania
Líbano
Property Location: With a stay at Villas Solania in Libano, you'll be 14.1 mi (22.8 km) from Lake Arenal and 9.5 mi (15.3 km) from Quebrada Grande Arena. This vacation home is 9.9 mi (16 km) from I.N...
Agua Inn Arenal
Agua Inn
Arenal
Property Location: When you stay at Agua Inn in Arenal, you'll be on a river and within a 5-minute drive of Lake Arenal. This hotel is 18.2 mi (29.4 km) from Arenal Volcano National Park and 22 mi (3...
Gingerbread Hotel and Restaurant Arenal
Property Location: With a stay at Gingerbread Hotel and Restaurant in Arenal, you'll be 0.6 mi (1 km) from Lake Arenal and 10 mi (16.1 km) from Tenorio Volcano National Park. This bed & breakfast...
Establo Arenal Lodge Arenal
Property Location: With a stay at Establo Arenal Lodge in Arenal, you'll be 5.3 mi (8.5 km) from Tenorio Volcano National Park and 19.8 mi (31.8 km) from Arenal Volcano National Park. This family-fri...
La Mansion Inn Arenal Arenal
Property Location: When you stay at La Mansion Inn Arenal in Arenal, you'll be on a lake and steps from Lake Arenal. This hotel is 10.3 mi (16.7 km) from Arenal Volcano National Park and 14.1 mi (22....

Top Guanacaste Destination: Arenal Resort Packages from Chicago

Offering an astounding 0 vacation packages from Chicago to a top city in Guanacaste, CheapCaribbean.com offers a vacation package to Arenal that's just right for everyone, with amenities including a . Whether you're seeking -focused experiences, our vacation packages have you covered. These enticing deals, priced per person, include your flight and stay at top-notch hotels from esteemed brands. The packages range an average price per person at , providing unbeatable value for a getaway in Arenal.*

World Famous Toad Hall Hotel Arenal
Property Location: When you stay at World Famous Toad Hall Hotel in Arenal, you'll be on a lake, within a 15-minute drive of Arenal Volcano National Park and Lake Arenal. This hotel is 11.2 mi (18.1 ...
CRParaiso Main House Arenal
Property Location: With a stay at CRParaiso Main House in Arenal, you'll be 1.4 mi (2.3 km) from Lake Arenal and 9.6 mi (15.4 km) from Tenorio Volcano National Park. This vacation home is 12.4 mi (19...
Agua Inn Arenal
Agua Inn
Arenal
Property Location: When you stay at Agua Inn in Arenal, you'll be on a river and within a 5-minute drive of Lake Arenal. This hotel is 18.2 mi (29.4 km) from Arenal Volcano National Park and 22 mi (3...
Gingerbread Hotel and Restaurant Arenal
Property Location: With a stay at Gingerbread Hotel and Restaurant in Arenal, you'll be 0.6 mi (1 km) from Lake Arenal and 10 mi (16.1 km) from Tenorio Volcano National Park. This bed & breakfast...
Establo Arenal Lodge Arenal
Property Location: With a stay at Establo Arenal Lodge in Arenal, you'll be 5.3 mi (8.5 km) from Tenorio Volcano National Park and 19.8 mi (31.8 km) from Arenal Volcano National Park. This family-fri...
La Mansion Inn Arenal Arenal
Property Location: When you stay at La Mansion Inn Arenal in Arenal, you'll be on a lake and steps from Lake Arenal. This hotel is 10.3 mi (16.7 km) from Arenal Volcano National Park and 14.1 mi (22....
Hotel Los Héroes Arenal
Property Location: With a stay at Hotel Los Héroes in Arenal, you'll be in a national park, just steps from Lake Arenal. This hotel is 9 mi (14.4 km) from Arenal Volcano National Park and 10 mi (16.2...
Lucky Bug B & B Arenal
Property Location: Located in Arenal, Lucky Bug B & B is a 1-minute drive from Lake Arenal and 14 minutes from Tenorio Volcano National Park. This bed & breakfast is 7.3 mi (11.8 km) from Fly...
Ceiba Tree Lodge Arenal
Property Location: When you stay at Ceiba Tree Lodge in Arenal, you'll be in the mountains and within a 5-minute drive of Lake Arenal. This lodge is 14.4 mi (23.2 km) from Arenal Volcano National Par...
Blue Jungle Lodge Arenal
Property Location: Located in Arenal, Blue Jungle Lodge is on the riverwalk, within a 15-minute drive of Lake Arenal and FlyZone Wakeboard School. This vacation home is 19 mi (30.6 km) from Arenal Vo...
Tabacon Thermal Resort & Spa - European Plan Arenal
Nestled in the heart of the Costa Rican tropical rainforest in a truly mystical setting at the base of the Arenal Volcano, Tabacon provides luxurious accommodations with inspired new designs and a fre...

Top Guanacaste Destination: Santa Cruz Resort Packages from Chicago

Escape to the picturesque Santa Cruz in Guanacaste with CheapCaribbean.com's 0 enticing package deals originating from Chicago that cater to every preference, whether it's for a package. Each deal is thoughtfully curated to include both your flight and accommodations at sought-after hotel brands, offering amenities such as . Priced on a per-person basis, these packages span a range an average of per person, indicative of the value we deliver in Santa Cruz.*

W Costa Rica Reserva Conchal Santa Cruz
Hidden amongst the mangroves of Guanacaste, the hotel W Costa Rica -Reserva Conchal is a modern oasis where undercover rebels let their spirits roam freely. Our Costa Rica luxury resort is surrounded ...
Margaritaville Beach Resort, Playa Flamingo - All-Inclusive Santa Cruz
All-Inclusive
Escape to a tropical paradise where golden sands invite you to linger under shady palms and the warm, blue Pacific Ocean beckons you to dive in and explore. Where a relaxing and casual beach vibe and ...
The Westin Golf Resort and Spa Playa Conchal-All Inclusive Santa Cruz
This all-inclusive, eco-friendly retreat is set between the exotic forests and unspoiled beaches of Costa Rica's North Pacific Riviera. Our secluded resort offers an ideal balance of soothing escape a...
JW Marriott Guanacaste Resort and Spa Santa Cruz
JW Marriott Guanacaste Resort & Spa is a chic family-friendly Hacienda Style Ocean front hotel with the best location of Guanacaste, Playa Mansita. A pristine, exclusive white sand beach. A one-o...
The Westin Reserva Conchal, an All-Inclusive Golf Resort & Spa Santa Cruz
All-Inclusive
Surrounded by ivory beaches and lush forests, this all-inclusive resort is home to beautiful scenery and a championship golf course designed by Robert Trent Jones II. The spa is a peaceful retreat, fe...
Occidental Tamarindo - All Inclusive Santa Cruz
All-Inclusive
Located in Tamarindo Bay on the Pacific coast, province of Gaunacaste, with endless natural beaches of exceptional beauty and great diversity of Flora and Fauna. Recently renovated, the Occidental Ta...

Top Guanacaste Destination: Liberia Resort Packages from Chicago

CheapCaribbean.com is proud to provide 6 unique vacation options from Chicago to Liberia in Guanacaste, catering to a variety of needs such as Dining, Romance or On the Beach experiences. The deals, inclusive of both flight and hotel costs, highlight top-tier brands such as , Margaritaville Hotels & Resorts and Marriott Hotels, Resorts, and Suites,. With prices per person ranging an average cost of -$NaN per person that guarantees fantastic value, the magic of Liberia is within reach, so plan your escape with CheapCaribbean.com today!*

Secrets Papagayo Costa Rica - All Inclusive Liberia
All-Inclusive
Tranquil. Intimate. Unforgettable. – Set on Papagayo Bay along the Pacific coast of Costa Rica, Secrets Papagayo Costa Rica sits on a black volcanic sand beach surrounded by lush mountains just 20 min...
Planet Hollywood Costa Rica, An Autograph Collection - All Inclusive Liberia
All-Inclusive
Vacation like a Star ™ at the new Planet Hollywood Costa Rica. Guests of all ages can get close to authentic Hollywood memorabilia and enjoy themed experiences in this natural and breathtaking beachfr...
Four Seasons Resort Peninsula Papagayo, Costa Rica Liberia
Property Location: With a stay at Four Seasons Resort Peninsula Papagayo, Costa Rica in Nacascolo (Papagayo Peninsula), you'll be steps from Playa Virador and 3 minutes by foot from Playa Blanca. Thi...
El Mangroove Autograph Collection Liberia
Experience the perfect blend of elegance, exceptional service and relaxation at El Mangroove, Autograph Collection in Guanacaste, Costa Rica. Our boutique beachfront hotel overlooks the Gulf of Papaga...
Andaz Costa Rica Resort -a concept by Hyatt Liberia
The Andaz Costa Rica Resort features 177 Deluxe rooms, including 21 Suites, 9 Spa treatment rooms, unique concept-restaurants with quiet and privileged views of the sea, and 4 meeting rooms. A vibrant...
Hilton Garden Inn Liberia Airport Liberia
A great place to start and finish your Costa Rica Vacation. The Hilton Garden Inn Liberia hotel in Liberia, Costa Rica is located in the province of Guanacaste, just minutes from Liberia Airport (LIR)...

Top Guanacaste Destination: Guanacaste Resort Packages from Chicago

Jet off from Chicago and immerse yourself in the wonders of Guanacaste in Guanacaste with enticing package deals currently on offer at CheapCaribbean.com. We have a plethora of options currently available with 3 packages, including flight and hotel costs, ranging from hideaways. Hotels from top-rated brands ensure quality stays, offering amenities such as a to enhance your experience. With deal prices ranging an average price of per person that truly provides value for your money in Guanacaste. Choose CheapCaribbean.com for your next travel adventure to Guanacaste.*

Dreams Las Mareas Costa Rica - All Inclusive Guanacaste
All-Inclusive
Located in the beautiful Playa El Jobo on the Northern coast of Guanacaste, Dreams Las Mareas Costa Rica features an expansive palm-studded beach and lush tropical jungles. Dreams Las Mareas boasts a ...
Occidental Papagayo Adults Only - All-Inclusive Guanacaste
All-Inclusive
The Occidental Papagayo – Adults-Only hotel is a fantastic adults-only experience in the Gulf of Papagayo on the stunning west coast of Costa Rica. Guests can enjoy both the comfort of the All Inclusi...
Hotel Riu Palace Costa Rica Guanacaste
All-Inclusive
If you’re savvy and looking for the next ultimate vacation spot, look no further than Riu Palace Costa Rica. This all-inclusive resort has everything you want: a place with oceans and activities for y...

Top Guanacaste Destination: Tilarán Resort Packages from Chicago

Embark on an unforgettable journey from Chicago to the breathtaking Tilarán with 0 alluring package deals to choose from at CheapCaribbean.com, with offerings that span from escapes. Enjoy flights combined with top-notch accommodations from esteemed brands, which feature abundant amenities like for your utmost comfort. With an average spend of per person, exploring the charms of Tilarán is now within reach. Transform your vacation dreams to Guanacaste into an unforgettable reality at CheapCaribbean.com.*

Lake Arenal Hotel & Brewery Tilarán
Property Location: Located in Santa Rosa, Lake Arenal Hotel & Brewery is in the mountains, a 3-minute drive from Lake Arenal and 9 minutes from FlyZone Wakeboard School. This family-friendly hote...
Hotel Guadalupe Tilarán
Hotel Guadalupe
Tilarán
Property Location: When you stay at Hotel Guadalupe in Tilaran, you'll be within a 10-minute drive of Lake Arenal and Quebrada Grande Arena. This hotel is 11.8 mi (19 km) from Tenorio Volcano Nationa...
Hotel Naralit Tilarán
Hotel Naralit
Tilarán
Property Location: When you stay at Hotel Naralit in Tilaran, you'll be within a 10-minute drive of Lake Arenal and Quebrada Grande Arena. This hotel is 11.7 mi (18.9 km) from Tenorio Volcano Nationa...

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