Answer:

illest

Answer	Crossword Clue
ILLEST	Least well
ILLEST	Best, at the skatepark
ILLEST	Least healthy

ILLEST	Most sickly
ILLEST	Most in need of a doctor
ILLEST	Most cool, in slang
ILLEST	Most indisposed
ILLEST	Worst case
ILLEST	Least hale
ILLEST	Most unwell
ILLEST	Superlatively phat

ILLEST	Most unlucky: Colloq.
ILLEST	Most unsound.
ILLEST	Least sound
ILLEST	Coolest, in rap slang
ILLEST	'80s rappers all tried to be this
ILLEST	Sickbay superlative
ILLEST	Greenest around the gills
ILLEST	Most inauspicious

Crossword

a puzzle consisting of a grid of squares and blanks into which words crossing vertically and horizontally are written according to clues.