We saw this fight go down not too long ago and it didn’t end well for Winter. Considering that Winter was teaming up with Penny at the time, it would be even more dangerous 1 on 1. Even if you discount the elemental disadvantage here, Cinder is just too powerful to be contained 1 on 1. At this point only a fellow maiden could hope to bring her down. Winter’s summons continue to grow more impressive but right now there is no way to overcome this opponent. Cinder wins.