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Wiley \wi-ley\ as a boy's name is pronounced WYE-lee. It is of Old English origin, and the meaning of Wiley is "crafty". The original meaning probably refers to mechanical ability without the negative connotations. Also possibly a place name, "water meadow". Wiley is the name of both a village and a river in England. Wiley has 2 variant forms: Willey and Wylie. For more information, see also the related name William. Baby names that sound like Wiley are Willy, Alley, Juley, Olley, Wally, Will, Willi, Wil and Wole. View a list of the 4 names that reference Wiley.