Cheapest return flights from Chicago (ORD) to Punta Cana (PUJ), October

20 dates in October, from $ 390. Book in one tap, or check whether to buy now or wait.

One-wayReturn
Dates, airline, and price
Dates Airline Price
29 Oct 5 Nov American Airlines
31 Oct 5 Nov American Airlines
31 Oct 3 Nov American Airlines
26 Oct 14 Nov Arajet
Direct Flight
20 Oct 27 Oct jetBlue
24 Oct 29 Oct American Airlines
26 Oct 31 Oct United
27 Oct 2 Nov American Airlines
24 Oct 2 Nov American Airlines
25 Oct 2 Nov American Airlines
26 Oct 2 Nov American Airlines
29 Oct 2 Nov American Airlines
30 Oct 2 Nov American Airlines
24 Oct 31 Oct American Airlines
24 Oct 28 Oct American Airlines
23 Oct 29 Oct American Airlines
23 Oct 27 Oct American Airlines
23 Oct 31 Oct American Airlines
19 Oct 26 Oct jetBlue
19 Oct 23 Oct jetBlue
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Deals for one-way flights from Chicago to Punta Cana in October.

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Updated Oct 14, 2026.

About these fares

These results come from our latest search across airlines for your currency. Prices change quickly and are not locked until you complete booking—always confirm the total and fare rules on the partner site.

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