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Fly to Venice or Milan?

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My husband and I are looking to take a 5 day trip to Venice in December. Flights from JFK-VCE are approximately $900. A friend suggested we fly to Milan and take the train to Venice. Flights to Milan are approximately $600, and we would add another $100pp for the train. The total travel time is about the same because we can fly non stop to Milan, but for Venice we have to make a stop.
We are usually willing to pay for added convenience, but this will be our third trip this year, so we are looking to save a little $$ if we can.
Has anyone done this before? If so, can you tell me what the proximity of the airport to the train station is, and if it is expensive to get there?
Thanks for any suggestions!

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