Chicago (ORD) to Punta Cana (PUJ) flight deal in business from $1,139

Thursday, December 24th, 2026

10 round-trip options

Returning
Tue, Dec 29, 20265 Day Trip
$1,771 USD
Returning
Wed, Dec 30, 20266 Day Trip
$1,771 USD
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Thu, Dec 31, 20267 Day Trip
$1,755 USD
Returning
Fri, Jan 1, 20278 Day Trip
$1,984 USD
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Sat, Jan 2, 20279 Day Trip
$5,965 USD
Returning
Sun, Jan 3, 202710 Day Trip
$2,674 USD
Returning
Mon, Jan 4, 202711 Day Trip
$2,038 USD
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Tue, Jan 5, 202712 Day Trip
$1,945 USD
Returning
Wed, Jan 6, 202713 Day Trip
$1,875 USD
Returning
Thu, Jan 7, 202714 Day Trip
$1,666 USD