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Missing a connection on purpose?

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I'm trying to book a rewards flight to Italy. In order to get the cheapest flight, I would need to fly out of Hartford, CT to Venice. There is one connection, I am fine with this part. On the way home we would fly out of Rome to Hartford. The issue is with the connection on the way home. It connects in NYC and there is a 7 hour layover. If I try and book the flight to come back and stop in NYC, it is significantly more expensive and I don't have enough points. Can I just miss the last leg of the trip since NYC is actually a bit closer to where I live?

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