Cheapest return flights from Chicago to Punta Cana in November from $427

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

Return flights

01 Nov - 05 Nov Delta
06 Nov - 09 Nov Porter Airlines (Canada) Ltd
01 Nov - 08 Nov Delta
26 Nov - 01 Dec Porter Airlines (Canada) Ltd
21 Nov - 28 Nov Porter Airlines (Canada) Ltd
22 Nov - 29 Nov Porter Airlines (Canada) Ltd
30 Nov - 11 Dec Porter Airlines (Canada) Ltd
29 Nov - 03 Dec Porter Airlines (Canada) Ltd
22 Nov - 29 Nov Southwest Airlines direct

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

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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