A midi skirt can be worn in a variety of ways: It’s easy to appear cool for a casual look with a tank top and sophisticated in the winter with an oversized sweater, but finding the appropriate shoes to go with both can be difficult. Sandals, heels, and mules, which are ideal for warm weather, aren’t appropriate for cold weather. Even if you think boots are too cumbersome with a calf-length skirt, we’re here to disprove that theory. Boots of all kinds and sizes—warm thigh-highs, elegant knee-highs, and endlessly versatile ankle styles—can all work if you know how to dress a midi skirt, go for it.

Allow some daylight to shine on the gleaming midi skirt you got for the holiday party circuit: A statement-making knee-high boot is equally as eye-catching, and a thick knit top softens the look—bonus points if you go monochromatic. Keep that airy midi skirt you wore all summer in your closet this winter by pairing it with a light-knit sweater and white boots, wearing it all winter as a reminder that the cold will pass. We adore it when a midi skirt’s bottom just skims the tops of a killer pair of boots.

A vibrant belt worn cross-body is also a favorite of ours. A midi skirt with a slit is an excellent way to show off your shoes while keeping your legs warm. While the whites in this outfit feel breezy, a thick sweater transforms it into a winter style. An all-black ensemble highlights bold boots, while an A-line skirt allows chunkier boots to breathe.

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