Cheapest return flights from Chicago to Punta Cana in October from 292€

AirHint found the following cheapest return flights from Chicago (MDW) to Punta Cana (PUJ) in October 2025 (see full year).

Return flights

28 Oct - 04 Nov Delta
03 Oct - 11 Oct Frontier Airlines
15 Oct - 21 Oct Southwest Airlines
13 Oct - 18 Oct Southwest Airlines
14 Oct - 18 Oct Porter Airlines (Canada) Ltd
04 Oct - 10 Oct Southwest Airlines
01 Oct - 06 Oct Southwest Airlines
15 Oct - 20 Oct Southwest Airlines

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

Skyscanner

The deals are updated regularly. The prices may go up as tickets are purchased by other travellers. Only the cheapest flights are offered. Select a price to book and secure these cheap prices.

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