C. AMERICA & CARIBBEAN

C. AMERICA & CARIBBEAN

Chicago, USA → Punta Cana, Dominican Republic

Flight deals from Chicago to the Dominican Republic | Secret Flying

February 5, 2026

Non-stop from Chicago to the Dominican Republic for only $220 roundtrip

Non-stop flights from Chicago to the Dominican Republic for only $220 roundtrip.

Flight deals from Chicago to the Dominican Republic | Secret Flying

May 27, 2025

SUMMER: Chicago to the Dominican Republic for only $265 roundtrip

Summer flights from Chicago to the Dominican Republic for only $265 roundtrip with American Airlines.