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Direct flight from JFK/Newark to Tokyo

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My son is taking a brief trip to Japan during college break. In terms of his flight, please let me know if you have any suggestions or thoughts about this plan. We live in Philadelphia. He would fly out of JFK or Newark on Friday, morning Nov 25th. He is only able to stay in Tokyo until the following Friday (the day after Thanksgiving) the 25th. With that in mind, I'm thinking a direct flight makes sense. Wondering if leaving from JFK or Newark would be the better option on Friday morning since it's pre holiday week. Additionally, I'm thinking that upon return, he could return to JFK and stay at a hotel that night and return to Phila by train on Saturday. Lastly, a) are their any airlines that might be best to use for this trip and b) should be obtain travel insurance for trip cancellation/schedule change? Many thanks!

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