Cheapest one-way flights from Chicago to Punta Cana in October from 384€

Best time to book flights for Chicago (MDW) to Punta Cana (PUJ) flights at AirHint

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

One-Way flights

31 Oct Delta
03 Oct Southwest Airlines
30 Oct Southwest Airlines
24 Oct Southwest Airlines
02 Oct Southwest Airlines
09 Oct Southwest Airlines
16 Oct Southwest Airlines
04 Oct Southwest Airlines
11 Oct Delta
10 Oct Southwest Airlines

Also check the deals for return 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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