United has round-trip flights from Chicago (ORD) to Punta Cana (PUJ) for $306, NONSTOP. Flights in February and May. No short weekend trips were found.
Note: United “Basic Economy” fares do not include a free carry-on bag. Only a personal item (like a small laptop bag) is free.
Note: The personal item size on United flights is smaller (9-in/10-in/17-in) than Frontier or Spirit (8-in/14-in/18-in).
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