Vacations from Chicago to San Jose (Costa Rica)
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Sabana Studios
12/30/2025 December 30, 2025
- 1/04/2026 January 4, 2026
Chicago (ORD) To San Jose (Costa Rica) (SJO)
Flight + Hotel
from $1,278 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
5 night(s)
Hotel Don Ernesto by La Chimba
12/30/2025 December 30, 2025
- 1/04/2026 January 4, 2026
Chicago (ORD) To San Jose (Costa Rica) (SJO)
Flight + Hotel
from $1,290 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
5 night(s)
Hotel Milan Costa Rica
12/30/2025 December 30, 2025
- 1/04/2026 January 4, 2026
Chicago (ORD) To San Jose (Costa Rica) (SJO)
Flight + Hotel
from $1,301 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
5 night(s)
Hotel Boutique CasAguacate
12/30/2025 December 30, 2025
- 1/04/2026 January 4, 2026
Chicago (ORD) To San Jose (Costa Rica) (SJO)
Flight + Hotel
from $1,305 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
5 night(s)
Delta Hotels by Marriott San Jose Aurola
12/30/2025 December 30, 2025
- 1/04/2026 January 4, 2026
Chicago (ORD) To San Jose (Costa Rica) (SJO)
Flight + Hotel
from $1,370 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
5 night(s)
Hotel Palma Real
12/30/2025 December 30, 2025
- 1/04/2026 January 4, 2026
Chicago (ORD) To San Jose (Costa Rica) (SJO)
Flight + Hotel
from $1,405 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
5 night(s)
Casa Roland San José
12/30/2025 December 30, 2025
- 1/04/2026 January 4, 2026
Chicago (ORD) To San Jose (Costa Rica) (SJO)
Flight + Hotel
from $1,406 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
5 night(s)
Apartotel & Suites Villas del Rio
12/30/2025 December 30, 2025
- 1/04/2026 January 4, 2026
Chicago (ORD) To San Jose (Costa Rica) (SJO)
Flight + Hotel
from $1,429 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
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*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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