Chicago to San Juan Vacation Packages - Flight + Hotel from $680 per person

Spacious Accommodations San Juan Home in San Juan offers a spacious apartment with one bedroom and a living room. The ground-floor unit features a private entrance and garden views. Modern Amenities Guests enjoy free WiFi, air-conditioning, and a fully equipped kitchenette. Additional amenities include a lounge, indoor and outdoor play areas, and family rooms. Convenient Location Located 3.7 mi from Luis Munoz Marin International Airport, the property is close to attractions such as the Museum of Art of Puerto Rico (6.8 mi) and Fort San Felipe del Morro (11 mi). Free on-site private parking is available.

Comfortable Accommodations Metro Art Hotel in San Juan offers spacious rooms with air-conditioning, balconies, and private bathrooms. Each room includes a work desk, TV, and free toiletries. Modern Facilities Guests enjoy a fitness center, terrace, and free WiFi. Additional amenities include a hot tub, 24-hour front desk, and family rooms. Prime Location Located 1.9 mi from Isla Grande Airport, the hotel is a short walk from Ocean Park Beach and near attractions such as the Museum of Art of Puerto Rico and the Contemporary Art Museum. Surfing is available in the surroundings. Guest Satisfaction Highly rated for its convenient location, room comfort, and room size.

This contemporary hotel is located in the heart of San Juan. It features free Wi-Fi and a rooftop sundeck with stone bathtubs and panoramic elevator. Voted Best Hotel in Old San Juan in 2014. Each room is filled with local art and features original furniture from early 1900's. The individually decorated suites offer premium bedding, original floors and courtyard views. Concierge and tour services are available from the friendly multilingual staff at the CasaBlanca's 24-hour front desk. This hotel holds the 1st EPA Certification for Energy Efficiency in Hotels in Puerto Rico. The hotel has some restaurants nearby. The Parrot Club, Aquaviva and Marmalade restaurants are 1 block from Hotel Sofo CasaBlanca. San Cristóbal Castle is just a 5-minute walk from the property, while the airport is a 15-minute drive away.

Comfortable Accommodations Red Door Inn in San Juan offers recently renovated rooms with air-conditioning, private bathrooms, and garden or city views. Each room includes a coffee machine, refrigerator, and TV. Essential Facilities Guests enjoy a garden, terrace, and free WiFi. The property features a daily housekeeping service and an outdoor seating area. Convenient Location Located 1.9 mi from Isla Grande Airport, the hotel is steps from Condado Beach and near attractions such as the Museum of Art of Puerto Rico and Condado Lagoon. Surfing is available in the surroundings. Guest Satisfaction Visitors appreciate the convenient location, room cleanliness, and attentive staff.

Comfortable Accommodations DADA JAJA by DW in San Juan offers a spacious apartment with free WiFi, air-conditioning, and a private bathroom. The kitchen includes a refrigerator, microwave, and stovetop, ensuring a pleasant stay. Convenient Facilities Guests benefit from private and express check-in and check-out services, an outdoor seating area, and luggage storage. Free off-site parking is available, and yoga classes are offered on-site. Prime Location Located 3.1 mi from Isla Grande Airport, the apartment is a short walk from Ocean Park Beach and close to attractions such as the Museum of Art of Puerto Rico (1 mi) and Barbosa Park (less than 0.6 mi). Highly rated for its kitchen, host, and room cleanliness.

This Courtyard is 1 mile from Condado Beach and 3.1 mi from the 18th-century Casa Alcaldía. It has an outdoor pool and a fitness center. All guest bedrooms at Courtyard San Juan Miramar are equipped with satellite TV and a radio. In addition, every room has a refrigerator, hot drink facilities and an private bathroom. Guests can enjoy the Comedor serving breakfast, lunch & dinner; and also there is the Ariel Restaurant featuring a casual setting for brunch, lunch and dinner. Courtyard San Juan Miramar is 3.7 mi from Fort San Felipe del Morro, the 16th-century fort which overlooks the harbor. The hotel is less than 5 minutes’ drive from Escambrón Beach. Courtyard San Juan Miramar is 7.5 mi from Luis Munoz Marin International Airport. Only valet parking is available.

Hyatt House San Juan is just a 5-minute drive away from Old San Juan and Condado beach. Free WiFi access, an outdoor swimming pool and a bar are offered here. Each one of the rooms will provide you with a TV, air conditioning and a seating area. There is a full a kitchenette, with a dishwasher and a microwave, and a private bathroom with a bath or shower and a hairdryer. You can enjoy a city and river view from the room. Breakfast is included. At Hyatt House San Juan you will find a fitness center, meeting facilities and a shared lounge. Laundry facilities are also available to guests, plus breakfast is also offered. The hotel is 3.1 mi from Fort San Felipe del Morro and 2953 feet from San Juan's Contemporary Art Museum. Luis Munoz Marin International Airport is 15 minutes away by car.

Comfortable Accommodations Patio Elba Boutique Hotel in San Juan offers recently renovated apartments with air-conditioning, kitchenettes, and private bathrooms. Each unit features a terrace or balcony with pool views, ensuring a relaxing stay. Exceptional Facilities Guests can enjoy a sun terrace, year-round outdoor swimming pool, and free WiFi. Additional amenities include a hot tub, outdoor seating area, and family rooms, catering to all needs. Prime Location Located 18 minutes from Ocean Park Beach and 2.5 mi from Isla Grande Airport, the hotel is near attractions such as the Museum of Art of Puerto Rico and Fort San Felipe del Morro. Surfing opportunities are available in the surroundings. Guest Satisfaction Highly rated for its convenient location, room cleanliness, and attentive staff, Patio Elba Boutique Hotel provides excellent service and support.

Nestled in the historic neighborhood of Miramar and overlooking the Condado Lagoon, this European-style hotel in San Juan, Puerto Rico offers a wonderful roof-top terrace with stunning views of the Atlantic Ocean. Hotel Miramar is a nonsmoking hotel that is just a short walk from the Puerto Rico Convention Center and the San Juan Marina. Guests can also easily reach restaurants, shops, nightlife and the Condado beaches. The guestrooms at the Miramar Hotel feature mini-refrigerators, microwaves and air-conditioning. Guests will also enjoy free wireless internet access as well as the on-site fitness center. Free local calls are included for all guests.

Comfortable Accommodations Aloft by Marriott San Juan in San Juan offers comfortable rooms with air-conditioning, private bathrooms, and city views. Each room includes a work desk, refrigerator, and free WiFi. Exceptional Facilities Guests can enjoy a fitness center, sun terrace, year-round outdoor swimming pool, and free bicycles. Additional amenities include a bar, lounge, casino, and indoor play area. Prime Location Located a few steps from Isla Grande Airport, the hotel is a short walk from Condado Beach and Puerto Rico Convention Center. Nearby attractions include Fort San Felipe del Morro and the Museum of Art of Puerto Rico. Guest Services The hotel provides a shuttle service, concierge, and live music. Guests appreciate the convenient location, attentive staff, and room cleanliness.

Located in the Condado district of San Juan, Abitta Boutique Hotel, Ascend Hotel Collection offers an outdoor pool, Beach club available, free WiFi and featuring El Condado GastroBar, located in our lobby. The nearest beach is just 5 minutes' drive away. Ascend Hotel Collection ’s air-conditioned rooms feature a TV, a seating area, small fridge, microwave, and coffeemaker. The private bathrooms include a hairdryer and toiletries. The Abitta Boutique Hotel, Ascend Hotel Collection is within 2.5 mi of San Juan old town and Plaza Las Americas Shopping Mall. The city’s main harbor and the airport are both a 5-minute drive away.

Enjoy stunning views of the San Juan Bay and easy access to historic sites and local attractions at Hotel Rumbao, a Tribute Portfolio Hotel. Guests can enjoy beautiful views of the city from the rooftop swimming pool, dine at several delicious on-site restaurants, or work out in the state-of-the-art fitness center. Ancient fortresses, unique museums and exceptional art galleries can be found only steps from Hotel Rumbao, a Tribute Portfolio Hotel. Numerous shopping centers as well as beautiful beaches are also nearby.

The Acacia Boutique Hotel offers intimate accommodations within one block of Condado Beach. The hotel includes free WiFi and an on-site restaurant. It features cable TV and air conditioning in every guest room. Some rooms offer balconies with pool or ocean views. The award-winning Niche restaurant at the Acacia serves local and international cuisine. Guests can use the hotel's spa tub or the rooftop terrace, which offers views of the ocean and beach. El Yunque Tropical Forest and the caves of River Camuy National Park are near the Acacia in San Juan. Activities including scuba diving and snorkeling are available minutes from the hotel. The staff at the hotel will be happy to coordinate for guests visits to local attractions and historical site. The Acacia Boutique Hotel is just 20-minutes' drive from the airport and Old San Juan. We don't have parking available, however this area is known for being a nice walkable area; you'll find restaurants, beach and shops. There are few private parking nearby that you can use if you have a car.

Holiday Inn Express Condado San Juan is located 5 minutes’ drive from San Juan City Center and 3.7 mi from Old San Juan Main Square. It features a swimming pool with a sun terrace and hot tub. All rooms offer breakfast included in the rate, free Wi-Fi, air conditioning and flat-screen TV with cable. The bathrooms are private and come with shower and free toiletries. Guests at Holiday Inn Express Condado San Juan can enjoy a variety of local and international restaurants and bars within a walking distance. Among these amenities, this hotel offers a gym, Beach club, business center and 24-hour taxi service. Condado Beach has world shops, casinos, nightlife, restaurants and golden beaches. Holiday Inn Express Condado San Juan is next to the Condado Lagoon and 5 minutes' drive from the Puerto Rico Museum of Arts. Plaza Las Américas Shopping Center is 1.9 mi away and Luis Muñoz Marín International Airport is 10 minutes’ drive away.

Offering state-of-the-art amenities, delicious on-site dining options and spacious accommodations, this San Juan hotel is only a short distance from area attractions, including casinos and beaches. Popular area attractions, including the Puerto Rico Museum of Arts, the Plaza Las Americas Shopping Center and historic Old San Juan are a short distance from the Doubletree San Juan. Guests will also find easy access to Munoz Marin International Airport. A shuttle service to the beach and beach club is available. Contemporary guest rooms are furnished with flat-screen TVs, MP3 compatible radios and high-speed internet access. Guests will also enjoy in-room microwaves, mini-refrigerators and the San Juan Doubletree's signature Sweet Dreams beds. While staying at the recently renovated Doubletree in San Juan, guests can take advantage of modern fitness facilities as well as massage services and an outdoor swimming pool. The hotel also features a variety of on-site dining options, including sushi, Mediterranean and Asian cuisine.

Beachfront Location Hilton Garden Inn San Juan Condado in San Juan offers direct beachfront access, a year-round outdoor swimming pool, and a sun terrace. Guests enjoy stunning views and easy beachfront access. Comfortable Accommodations Rooms feature air-conditioning, balconies, and modern amenities such as free WiFi, flat-screen TVs, and work desks. Additional facilities include a fitness center, hot tub, and wellness packages. Dining Options The family-friendly restaurant serves Spanish, Caribbean, and barbecue grill cuisines for lunch and dinner. A continental buffet breakfast with warm dishes, fresh pastries, and fruits is available daily. Nearby Attractions Condado Beach is a 6-minute walk away, while San Jerónimo del Boquerón Fort lies 0.6 mi from the hotel. Other attractions include the Contemporary Art Museum and Isla Grande Airport, both 1.2 mi distant.

Located in the Condado district in San Juan, 3.7 mi from Fort San Felipe del Morro, AC Hotel by Marriott San Juan Condado features a year-round outdoor pool. Guests can enjoy the on-site restaurant. Private parking is also available on site. All rooms are fitted with a flat-screen TV. AC Hotel Marriott Condado features free WiFi throughout the property. Onsite hotel amenities include the AC Kitchen, AC Lounge restaurant, fitness center, business center & the unique Rooftop bar and swimming pool. For meetings & events, the AC San Juan Hotel has eight meetings/function rooms for a max capacity of 200 people. The property is located only 5 miles from Luis Munoz Marin Airport and in proximity to the city of Old San Juan.

Comfortable Living ROSA by DW in San Juan offers a sun terrace and free WiFi. The apartment features air-conditioning, a terrace, kitchenette, and private bathroom. Modern Amenities Guests enjoy a balcony, spa bath, walk-in shower, sofa, and free off-site parking. Additional amenities include a work desk, dining area, and free toiletries. Convenient Location Located 3.1 mi from Isla Grande Airport, the property is a short walk from Ocean Park Beach and nearby attractions such as the Museum of Art of Puerto Rico and Barbosa Park. Highly Rated ROSA by DW is highly rated by guests for its excellent facilities and comfortable accommodations.

Sheraton Puerto Rico Resort & Casino offers a fitness center and dining options on site as well as guest rooms with free Wi-Fi. The hotel is just over 2 miles from Historic Old San Juan. Sheraton Puerto Rico Convention Center Hotel & Casino features a 4-story, outdoor deck with a spacious infinity swimming pool. Guests will also enjoy the hotel's casino, which boasts over 400 slot machines and 16 table games. After an intense workout in the fitness center, guests can relax with a massage in the spa. The guest rooms at the Puerto Rico Convention Center Sheraton feature comfortable Sweet Sleeper Beds with pillow-top mattresses and goose-down comforters. Floor-to-ceiling windows allow natural light as well as views of the city or San Juan Bay. After a busy day, guests can relax and watch the 40-inch flat-screen TV or listen to the iPod docking station. Guests at the Sheraton Convention Center & Casino Puerto Rico will enjoy a variety of dining options from the casual poolside bar and grille to the extensive room service menu. Choices Restaurant serves American and Puerto Rican dishes, and the District Lounge is a great place for a relaxing drink.

A block from the beach, Best Western Plus Condado Palm Inn & Suites, offers the best location, a sun terrace with a heated swimming pool, free Wi-Fi and excellent service. This hotel is located in the heart of Condado, and 1.2 miles from Old San Juan City. The air-conditioned rooms and suites offer wardrobe, desk, flat-screen TV and coffee maker. The suites also feature a seating area, kitchen and a balcony. All of the accommodations have a private bathroom. Free bike rental subject to availability, and a Beach Club are available at the property. There are 1600 square feet Event Facilities on site. A 24-hour gym, business center, cash machine and concierge services are also provided at this hotel. Best Western Plus Condado Palm Inn & Suites is just a block away from Condado Beach, and 10 minutes' drive from the Luis Muñoz Marín International Airport.

Sandy Beach Hotel is located on the beach at the Condado District of San Juan, Puerto Rico. Features include free WiFi access, rooms with cable TV, and bilingual 24-hour reception. An en suite with a shower, a desk is standard in each room at this San Juan Sandy Beach Hotel. Extras include towels and linen. An interior terrace offers a place where guests can relax at this smoke-free hotel. Tour, ticket, and transportation information are offered as well for added convenience. Piu Bello Gelato serves local Puerto Rican cuisine for breakfast, lunch, and dinner. Guests can also enjoy their meals on the ocean view terrace or order take-out/delivery. The hotel is 4 mi from Fort San Felipe del Morro, 2625 feet from the Puerto Rico Contemporary Art Museum and 2.1 mi from the T-mobile District. Luis Munoz Marin International Airport is 5 mi away.

Hyatt Place San Juan is located in the Convention District and offers a swimming pool with area for kids, a terrace and free WiFi throughout. Condado Lagoon, as well as Old San Juan, are less than 5 minutes’ drive away. Every room includes a flat-screen TV and a coffee machine. Certain rooms also include a seating area to relax in after a busy day. There is a 24-hour front desk at the property and a business center. Fort San Felipe del Morro is 3.2 mi from Hyatt Place San Juan - City Center, while San Juan Central Park is 5 minutes’ drive away. The nearest airport is Luis Munoz Marin International Airport, 8.1 mi from Hyatt Place San Juan - City Center.

Overlooking the Condado Lagoon and the Atlantic Ocean, this Puerto Rico hotel offers direct access to the beaches and provides exceptional amenities, including several on-site dining options. The Condado Plaza Hilton features an ideal location only steps from stunning beaches and an endless variety of recreational activities. Guests at the hotel can also easily explore historical landmarks, museums and shopping centers. The on-site tour desk can also help arrange area excursions and activities such as water sports. With 4 on-site swimming pools, including a 24-hour fitness center and an on-site gift shop, there is something for everyone at The Condado Plaza Hilton. Guests can also take advantage of beachside hammocks, private in-room balconies and high-speed internet access. The property is a 15 minute drive from Luis Muñoz Marín International Airport.

Nestled among 17 acres of beautiful tropical gardens, and featuring a private beachfront location, this family-friendly hotel offers an ocean-front swimming pool and spacious accommodations with free WiFi. Enjoy starting the morning at the Caribe Hilton with a delicious breakfast from one of the 9 on-site restaurants, or with a refreshing swim in the oceanfront pool. There is also a bar for guests to enjoy a cocktail. Relax with a massage from the hotel's full-service spa or work out in the state-of-the-art fitness center. Watch the sun set from private in-room balconies or play a game on the floodlit tennis courts. Ideally located between San Juan and Condado, a number of area attractions can be found only a short distance from the Caribe Hilton. Visit the convention center 1.9 mi away, take a tour of historic Old San Juan or explore the shops, restaurants and museums of Condado.

This oceanfront hotel offers an outdoor pool and a spa and wellness center, Condado Vanderbilt Hotel is located in San Juan steps from Condado Lagoon. Free WiFi access is available in all areas. Each room here will provide you with a TV, air conditioning and a seating area. Complete with a refrigerator, the dining area also has a coffee machine. The private bathrooms come with a bath or shower and a hairdryer. Extras include pay-per-view channels. At Condado Vanderbilt Hotel you will find a restaurant and a fitness center. An a la carte breakfast is available for an additional cost. Other facilities offered at the property include meeting facilities, luggage storage and dry cleaning. The hotel is less than 328 feet from La Ventana al Mar Park and 1.2 mi from Museum of Art of Puerto Rico. Old San Juan City Center is 3.1 mi away and Luis Muñoz Marín International Airport is 4.3 mi away.

With an outdoor infinity pool overlooking Condado Beach, this 4 star resort features a 24-hour casino and several fine dining restaurants. The large guestrooms have private sea view balconies. The brightly decorated rooms at La Concha Resort have floor to ceiling windows opening to the balcony. They have flat-screen smart TVs. Other amenities include iPod docking stations and work desks. Guests can relax on a lounge bed at the sundeck surrounding the outdoor pool. Or enjoy a drink from the poolside bar in the hot tub. The hotel also features a fitness center with cardio equipment and free weights. Free bike rental is also available. For breakfast and dinner, guests can choose from a variety of onsite restaurants . Guests can also choose to dine in the privacy of their own room. The breakfast included in the rate is only for 2 people.

Comfortable Accommodations Don Rafa Boutique Hotel & Residences in San Juan offers comfortable rooms with air-conditioning, private bathrooms, and modern amenities. Each room includes a balcony with sea or city views, a work desk, and a seating area. Exceptional Facilities Guests can enjoy a fitness center, sun terrace, and lush garden. The hotel features a restaurant serving international cuisine with vegetarian options, a bar, and free WiFi throughout the property. Additional facilities include a lounge, business area, and outdoor seating. Prime Location Located 0.6 mi from Isla Grande Airport and near Condado Beach, the hotel is close to attractions such as San Jerónimo del Boquerón Fort and the Contemporary Art Museum. Surfing opportunities are available in the surrounding area. Guest Satisfaction Highly rated for its attentive staff and excellent service support, the hotel offers a welcoming atmosphere and a convenient location.

Beachfront Location Condado Ocean Club in San Juan offers direct beachfront access with stunning sea views. Guests can relax by the infinity swimming pool or sun terrace, complemented by free WiFi throughout the property. Comfortable Accommodations Rooms feature air-conditioning, private bathrooms, and modern amenities such as mini-bars and flat-screen TVs. Additional facilities include a fitness center, 24-hour front desk, and concierge service. Dining Experience The on-site restaurant serves American cuisine for lunch, while the bar provides a perfect spot for relaxation. Outdoor seating areas enhance the dining experience, and room service is available for added convenience. Nearby Attractions Condado Beach is a 3-minute walk away, while the Museum of Art of Puerto Rico lies 1.1 mi from the hotel. Other points of interest include Condado Lagoon and San Jerónimo del Boquerón Fort, each within 1.2 mi.

The beachfront hotel offers an oceanfront swimming pool and an on-site casino. This San Juan, Puerto Rico hotel is located directly on Condado Beach. San Juan Marriott Resort & Stellaris Casino features a 24-hour fitness center with modern equipment. Spa services and businesses facilities are also available on-site. Guest rooms at the Marriott San Juan Resort are equipped with WiFi, 47 to 50 inch LCD TV's and balconies. Mini-refrigerators and coffee makers are also included. The bathroom offers upscale amenities, floor to ceiling windows and plush bedding. - At Cosecha, indulge in vibrant, locally inspired dishes that celebrate the island’s heritage and fresh ingredients. Azure Lounge invites you to unwind with handcrafted cocktails in a chic, contemporary setting. Café Mercado serves up casual bites and coffee favorites perfect for any time of day. And at Cosecha Bar, gather oceanside for signature drinks, local flavors, and lively conversation in a relaxed yet refined ambiance. San Juan Luis Munoz Marin International Airport is a 10-minutes drive away from the resort.

Comfortable Living 2019 Cacique by Stay with Bear in San Juan offers a pet-friendly apartment with free WiFi. The property includes air-conditioning, a private bathroom, and a fully equipped kitchen. Modern Amenities Guests can enjoy a balcony with city views, streaming services, and a sofa bed. Additional amenities include a dining area, soundproofing, and tiled floors. Prime Location Ocean Park Beach is a 3-minute walk away, while the Museum of Art of Puerto Rico lies 1.2 mi nearby. Other attractions include Barbosa Park and Fort San Felipe del Morro, each within 5.6 mi. Isla Grande Airport is 3.1 mi from the property.