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How to organize a Florence/Cinque Terre/ Venice Trip in October

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I'm planing a trip to Florence, Venice, and Cinque Terre this October. I live in Maine and am stuck in figuring out what airport to fly into and what order to arrange my trip. I'd prefer direct flights from the US if possible. I have reservations only for my accommodations in Florence, which will be last. Are open jaw flights a lot more expensive than a round trip out of the same airport? Should I fly into Venice, then take a train to Cinque Terre, then on to Florence? Does it make more sense to fly in and out of Pisa and start with Cinque Terre. It feels like a puzzle I can't put together. Any thoughts?

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