Continuity mistake: The sketch that Brainy shows to Winn is meant to be his original sketch that he drew in the previous episode, hence why Winn is so shocked he's somehow got it. But it's slightly different from what we actually saw him draw at the time.
Supergirl (2015)
1 mistake in Battles Lost and Won
Starring: Calista Flockhart, Melissa Benoist, Mehcad Brooks, David Harewood
Question: Why did they change her costume and hair style?
Answer: I can't say for certain, so I'm surmising that the change was to "catch up" with the other Arrowverse shows, particularly Arrow and The Flash, whose lead characters have undergone various upgrades and redesigns of their superhero suits over the years; after four seasons, Kara's probably just felt a little stale. And I believe the change in hairstyle was Melissa Benoist's personal decision and had nothing to do with the character.
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Answer: Another part of why the change was that it's cold in Canada in the winter and the old costume didn't protect her from it, whereas the new one is nice and warm.