Punta Cana
Chicago → Punta Cana
New
$393 USDRoundtrip
✓ $382 USD−$11 · checked 19h ago
Sep 2026 – Aug 2027
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Nassau
Chicago → Nassau
New
$357 USD
$585.43 USD+$228.43 · checked 19h ago
Nov 2026
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Punta Cana
Chicago → Punta Cana
$375 USDRoundtrip
$705.57 USD+$330.57 · checked 19h ago
Oct – Dec 2026 · United Airlines · Nonstop
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Other regions from Chicago