15 Cute Winter Skirt Outfits for Every Style

Midi Skirt and Chunky Sweater

This outfit pairs a warm knit sweater with a midi skirt for an easy winter look that feels both comfortable and styled. It works well for everyday wear while still looking thoughtfully put together.

Leather Skirt with Turtleneck

A leather skirt combined with a fitted turtleneck creates a balanced winter outfit that feels bold yet polished. The contrast between textures makes it ideal for colder days when you still want a sharp look.

Plaid Mini Skirt with Oversized Cardigan

This outfit mixes a playful mini skirt with a relaxed cardigan to keep things warm and wearable. Adding tights and boots makes it practical for winter while still feeling stylish.

Velvet Maxi Skirt with Crop Top

A velvet maxi skirt brings warmth and richness to winter outfits, while a crop top adds modern contrast. This pairing is well suited for evenings or special winter events.

Knit Skirt with Matching Sweater

A matching knit set offers a coordinated look that feels cozy without appearing too casual. It’s an easy option for days when comfort is just as important as style.

Denim Skirt with Puffer Jacket

This look blends casual and functional pieces for unpredictable winter weather. The denim skirt keeps things relaxed, while the puffer jacket adds warmth and structure.

Tulle Skirt with Leather Jacket

Soft tulle paired with a structured leather jacket creates an interesting mix of feminine and edgy elements. This outfit stands out while still being wearable in cooler temperatures.

Pleated Metallic Skirt with Turtleneck Bodysuit

A metallic skirt adds shine to winter dressing, balanced by a sleek turtleneck bodysuit. This combination works well for nights out or festive occasions.

Corduroy Skirt with Fair Isle Sweater

This outfit leans into classic winter textures with corduroy and knitwear. It feels cozy, seasonal, and perfect for relaxed winter days.

Pencil Skirt with Oversized Blazer

A fitted skirt paired with a roomy blazer creates a confident, structured look. This outfit is ideal for situations that call for a more polished winter style.

Wrap Skirt with Turtleneck and Knee-High Boots

This combination brings warmth and elegance together in one outfit. The wrap skirt adds movement, while boots and a turtleneck keep the look winter-ready.

Tweed Skirt with Cable Knit Sweater

Tweed and cable knit work together to create a timeless winter outfit. This look feels classic and put together without being overly formal.

Sequin Skirt with Oversized Sweater

A sparkly skirt paired with a relaxed sweater balances glamour and comfort. It’s a great way to add interest to winter outfits without going over the top.

Plaid Maxi Skirt with Turtleneck and Beret

This outfit uses classic pieces to create a refined winter look. The long skirt and turtleneck provide warmth, while accessories add personality.

Faux Fur Skirt with Cropped Sweater

A faux fur skirt adds texture and statement appeal, paired with a cropped sweater for balance. This look feels playful and bold while still suitable for winter.