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WebBook Cheap Flights from Chicago to Havana: Search and compare airfares on Tripadvisor to find the best flights for your trip to Havana. ... " American Airlines Flight 2820 ORD-PDX 8:25-10:56 am Boeing 737-800 My wife and I recently took a flight on American from Chicago to Portland, ... Cuba). Jose Marti Intl Airport (Havana, Cuba) Right now ... WebThe fastest flight from Chicago to Cuba takes 9h 25m. There are no direct flights from Chicago to Cuba. Popular non-direct routes for this connection are Chicago Midway … hotels with penthouses near me
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