Popsugar Fashion Fashion Trends The Best Flat Shoe Trends For Fall and Winter 2019 The Best Shoe Trends of the Season Are All Flats 19 November 2019 by Avery Matera View On One Page Photo 32 of 40 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 32 Madewell The Winslow Knee-High Boot Madewell The Winslow Knee-High Boot ($298). Madewell The Winslow Knee-High Boot $298 from aldoshoes.com Buy Now Previous Next Start Slideshow ShoppingFashion TrendsFashion ShoppingShoppableUltimate GuideWinter FashionFlatsWinterShoes