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

Monday, December 21st, 2026

10 round-trip options

Returning
Sat, Dec 26, 20265 Day Trip
$1,734 USD
Returning
Sun, Dec 27, 20266 Day Trip
$1,759 USD
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Mon, Dec 28, 20267 Day Trip
$1,719 USD
Returning
Tue, Dec 29, 20268 Day Trip
$1,737 USD
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Wed, Dec 30, 20269 Day Trip
$1,737 USD
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Thu, Dec 31, 202610 Day Trip
$1,721 USD
Returning
Fri, Jan 1, 202711 Day Trip
$1,950 USD
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Sat, Jan 2, 202712 Day Trip
$5,965 USD
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Sun, Jan 3, 202713 Day Trip
$2,696 USD
Returning
Mon, Jan 4, 202714 Day Trip
$1,999 USD