The straight-line (great-circle) distance from Chicago, Illinois to the Dominican Republic (typically measured to Santo Domingo, the capital) is approximately 2,600 miles (4,184 km).
Flight: 4h 30m–5h nonstop (American, United, Frontier from ORD to SDQ/PUJ). Most connections via Miami, Charlotte, Atlanta, Newark (5–7 hrs total).
Cruise: 7–10 nights from Tampa, Miami, Fort Lauderdale, Port Canaveral—not Chicago (no Great Lakes–Caribbean cruise service).
Time Zone: Dominican Republic (AST, UTC-4) is 1 hour ahead of Chicago (CDT, UTC-5) in summer; same in winter (CST/EST both UTC-5/UTC-4? Wait: DR doesn't observe DST. So: CDT (UTC-5) vs AST (UTC-4) = 1 hr ahead. CST (UTC-6) vs AST (UTC-4) = 2 hrs ahead.)
• US passport (valid for stay duration)
• Tourist card ($10, usually included in airfare)
• Return/onward ticket
• Proof of accommodation
Hispaniola shared with Haiti (west). Punta Cana (PUJ) = resort hub. Santo Domingo (SDQ) = capital, history, business. Santiago (STI) = Cibao Valley, medical tourism.