Cheapest return flights from Chicago to Punta Cana in October from $286

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

Return flights

29 Oct - 05 Nov Spirit Airlines
29 Oct - 18 Nov Spirit Airlines
29 Oct - 31 Oct Spirit Airlines
29 Oct - 11 Nov Spirit Airlines
14 Oct - 31 Oct Spirit Airlines
14 Oct - 16 Oct Spirit Airlines
19 Oct - 05 Nov Spirit Airlines
19 Oct - 31 Oct Spirit Airlines
20 Oct - 05 Nov Spirit Airlines
12 Oct - 31 Oct Spirit Airlines
12 Oct - 16 Oct Spirit Airlines
05 Oct - 16 Oct Spirit Airlines
20 Oct - 31 Oct Spirit Airlines
05 Oct - 10 Oct Spirit Airlines
18 Oct - 05 Nov Spirit Airlines
24 Oct - 05 Nov Spirit Airlines
24 Oct - 31 Oct Spirit Airlines
24 Oct - 11 Nov Spirit Airlines
29 Oct - 02 Nov Spirit Airlines
29 Oct - 10 Nov Spirit 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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