Usually means: Least probable or expected occurrence.
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We found 10 dictionaries that define the word unlikeliest:

General (9 matching dictionaries)
  1. unlikeliest: Merriam-Webster
  2. unlikeliest: Oxford Learner's Dictionaries
  3. unlikeliest: Collins English Dictionary
  4. Unlikeliest, unlikeliest: Wordnik
  5. unlikeliest: Cambridge Advanced Learner's Dictionary
  6. unlikeliest: Wiktionary
  7. unlikeliest: Dictionary.com
  8. unlikeliest: Cambridge Essential American English Dictionary
  9. unlikeliest: TheFreeDictionary.com

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

(Note: See unlikely as well.)

Definitions from Wiktionary (unlikely)

adjective:  Not likely; improbable; not to be reasonably expected.
adjective:  Not holding out a prospect of success; likely to fail; unpromising.
adverb:  In an improbable manner.
noun:  Something or somebody considered unlikely.
▸ Also see unlikely


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