Cheapest return flights from Chicago to Punta Cana in November from 372€

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

Return flights

07 Nov - 09 Nov Frontier Airlines
11 Nov - 18 Nov Southwest Airlines
16 Nov - 23 Nov Southwest Airlines
27 Nov - 02 Dec Porter Airlines (Canada) Ltd
01 Nov - 05 Nov Delta
14 Nov - 16 Nov Frontier Airlines
30 Nov - 04 Dec Porter Airlines (Canada) Ltd
29 Nov - 06 Dec Southwest Airlines
20 Nov - 24 Nov Southwest Airlines
08 Nov - 15 Nov Southwest Airlines
06 Nov - 11 Nov Frontier Airlines
23 Nov - 29 Nov Porter Airlines (Canada) Ltd
19 Nov - 24 Nov Porter Airlines (Canada) Ltd

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

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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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