Usually means: Most cunning, clever, and deceptive.
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We found 12 dictionaries that define the word wiliest:

General (11 matching dictionaries)
  1. wiliest: Merriam-Webster
  2. wiliest: Oxford Learner's Dictionaries
  3. wiliest: Collins English Dictionary
  4. wiliest: Cambridge Advanced Learner's Dictionary
  5. wiliest: Wiktionary
  6. wiliest: Dictionary.com
  7. wiliest: Cambridge Essential American English Dictionary
  8. wiliest: FreeDictionary.org
  9. wiliest: TheFreeDictionary.com
  10. wiliest: Vocabulary.com
  11. wiliest: Wordnik

Business (1 matching dictionary)
  1. wiliest: Legal dictionary

(Note: See wily as well.)

Definitions from Wiktionary (wily)

adjective:  Sly, cunning, full of tricks.
▸ Also see wily

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