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C. AMERICA & CARIBBEAN

C. AMERICA & CARIBBEAN

Chicago, USA → Punta Cana, Dominican Republic

Flight deals from Chicago to the Dominican Republic | Secret Flying

June 18, 2026

SUMMER: Non-stop from Chicago to the Dominican Republic for only $335 roundtrip

Non-stop, summer flights from Chicago to the Dominican Republic for only $335 roundtrip with United Airlines.

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.