Here's what rhymes with winningness.
Words that almost rhyme with winningness
willingness impishness piggishness fierceness siliceous priggishness skittishness derisiveness jinrickshas jinrikshas filminess permissiveness spirituous spiritless indigents cliquishness griminess coincidence litigants iniquitous submissiveness implicitness certificates precipitous ubiquitous vindictiveness explicitness duplicitous significance distinctiveness restrictiveness descriptiveness serendipitous insignificance