Vacations from Chicago to San Juan
Flight + Hotel Packages from Seattle to Austin From - To
From cmp-location-selector-label-collapsed-menssage cmp-location-selector-label-description-origin
To cmp-location-selector-label-collapsed-menssage cmp-location-selector-label-description-destination
Close
5-7 nights
Choose your night stays Any number of nights
Close
Advanced
Choose your night stays Choose your night stays
Close
Clear
cmp-carousel-container-explain 5 night(s)
310Guest-House LaVida
7/17/2025 July 17, 2025
- 7/22/2025 July 22, 2025
Chicago (ORD) To San Juan (SJU)
Flight + Hotel
from $913 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Mare 1660
7/17/2025 July 17, 2025
- 7/22/2025 July 22, 2025
Chicago (ORD) To San Juan (SJU)
Flight + Hotel
from $1,035 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Hotel Puerto Valdes
7/17/2025 July 17, 2025
- 7/22/2025 July 22, 2025
Chicago (ORD) To San Juan (SJU)
Flight + Hotel
from $1,038 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Abitta Hotel, Ascend Hotel Collection
7/17/2025 July 17, 2025
- 7/22/2025 July 22, 2025
Chicago (ORD) To San Juan (SJU)
Flight + Hotel
from $1,038 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Condado Palm Inn San Juan Tapestry by Hilton
7/17/2025 July 17, 2025
- 7/22/2025 July 22, 2025
Chicago (ORD) To San Juan (SJU)
Flight + Hotel
from $1,074 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Ola Boutique Hotel
7/17/2025 July 17, 2025
- 7/22/2025 July 22, 2025
Chicago (ORD) To San Juan (SJU)
Flight + Hotel
from $1,079 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Doubletree by Hilton San Juan
7/17/2025 July 17, 2025
- 7/22/2025 July 22, 2025
Chicago (ORD) To San Juan (SJU)
Flight + Hotel
from $1,138 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
The Weekender by Otium
7/17/2025 July 17, 2025
- 7/22/2025 July 22, 2025
Chicago (ORD) To San Juan (SJU)
Flight + Hotel
from $1,147 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
The Condado Plaza Hotel
7/17/2025 July 17, 2025
- 7/22/2025 July 22, 2025
Chicago (ORD) To San Juan (SJU)
Flight + Hotel
from $1,211 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Hyatt Regency Grand Reserve
7/17/2025 July 17, 2025
- 7/22/2025 July 22, 2025
Chicago (ORD) To San Juan (SJU)
Flight + Hotel
from $1,251 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Hyatt Residence Club Dorado, Hacienda Del Mar
7/17/2025 July 17, 2025
- 7/22/2025 July 22, 2025
Chicago (ORD) To San Juan (SJU)
Flight + Hotel
from $1,286 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
The Royal Sonesta San Juan
7/17/2025 July 17, 2025
- 7/22/2025 July 22, 2025
Chicago (ORD) To San Juan (SJU)
Flight + Hotel
from $1,289 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
VERDE by DW
7/17/2025 July 17, 2025
- 7/22/2025 July 22, 2025
Chicago (ORD) To San Juan (SJU)
Flight + Hotel
from $1,290 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Caribe Hilton
7/17/2025 July 17, 2025
- 7/22/2025 July 22, 2025
Chicago (ORD) To San Juan (SJU)
Flight + Hotel
from $1,320 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
APT by DW
7/17/2025 July 17, 2025
- 7/22/2025 July 22, 2025
Chicago (ORD) To San Juan (SJU)
Flight + Hotel
from $1,355 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Hotel Rumbao, a Tribute Portfolio Hotel
7/17/2025 July 17, 2025
- 7/22/2025 July 22, 2025
Chicago (ORD) To San Juan (SJU)
Flight + Hotel
from $1,370 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Sheraton Puerto Rico Resort & Casino
7/17/2025 July 17, 2025
- 7/22/2025 July 22, 2025
Chicago (ORD) To San Juan (SJU)
Flight + Hotel
from $1,425 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
El Conquistador Resort
7/17/2025 July 17, 2025
- 7/22/2025 July 22, 2025
Chicago (ORD) To San Juan (SJU)
Flight + Hotel
from $1,505 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
La Concha Renaissance San Juan Resort
7/17/2025 July 17, 2025
- 7/22/2025 July 22, 2025
Chicago (ORD) To San Juan (SJU)
Flight + Hotel
from $1,538 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
7/17/2025 July 17, 2025
- 7/22/2025 July 22, 2025
Chicago (ORD) To San Juan (SJU)
Flight + Hotel
from $1,561 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
San Juan Marriott Resort and Stellaris Casino
7/17/2025 July 17, 2025
- 7/22/2025 July 22, 2025
Chicago (ORD) To San Juan (SJU)
Flight + Hotel
from $1,638 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
5 night(s)
Condado Vanderbilt Hotel
7/17/2025 July 17, 2025
- 7/22/2025 July 22, 2025
Chicago (ORD) To San Juan (SJU)
Flight + Hotel
from $1,873 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 5 hours ago
cmp-carousel-slide 1 cmp-carousel-of 6
*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.
Powered by: OpenWeatherMap.org
