Cheapest return flights from Chicago to Punta Cana in October from $778

AirHint found the following cheapest return flights from Chicago (MDW) to Punta Cana (PUJ) in October 2026 (see full year).

Return flights

22 Oct - 25 Oct Porter Airlines (Canada) Ltd
14 Oct - 18 Oct Air Transat

Also check the deals for one-way flights from Chicago to Punta Cana in October.

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