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I want to know, what will be the major differences for a South African travelling to Chicago, USA would be. Eg, gratuity tips, attire, weather differences, food etc...

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Isn't comparing Chicago and RSA, like comparing apples and oranges? You might want to specify a region, but even then I am afraid that the question is way to subjective to get a proper answer. – Andra Feb 13 at 9:33
For tipping, the question has been answered: travel.stackexchange.com/questions/8824/… travel.stackexchange.com/questions/10187/… And you might want to first check all the questions about Chicago : travel.stackexchange.com/questions/tagged/chicago and then make it more precise/less subjective as @Andra suggests – Vince Feb 13 at 10:32
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I think this question is too broad. – gerrit Feb 13 at 10:51

closed as not a real question by gerrit, RoflcoptrException, Karlson, mindcorrosive, Ankur Banerjee Feb 13 at 13:09

It's difficult to tell what is being asked here. This question is ambiguous, vague, incomplete, overly broad, or rhetorical and cannot be reasonably answered in its current form. For help clarifying this question so that it can be reopened, see the FAQ.