L2 visa travel to U.S without husband to a different port of entry


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I am on L1 visa in Chicago area since past 3 months, my wife and daughter would be joining me soon. They are flying to NY and we have plans to stay there for a week. After which I would drive them back to Chicago.

My wife would be flying with my infant daughter, so just want to make sure that she has all the documents & answers she need upfront for immigration.

Couple of questions:

1. Flying to NY in place of Chicago: can it potentially be a red flag? The intent is to stay over at my relatives place for a week and then move to chicago.

2. What documents she should should carry apart from her passport?

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