Cheap flights to Costa Rica from Chicago

Round trips from Chicago from $401. Cheapest dates, deal ratings and where to book.

• San José (Alajuela): $401, 2027-01-15 to 2027-01-21
• Liberia: $410, 2026-10-29 to 2026-11-01

Nearby

• Nicaragua
• Panama
• El Salvador
• Honduras
• Guatemala
• Belize
• Colombia
• Jamaica