Look of the Week: Midi Skirts and Dresses for Fall

A stylish and flattering midi is the perfect go-to for cool fall days. Our favorite midi skirts and dresses pair beautifully with tall boots, booties, and sneakers for versatile looks you’ll wear all season long.

Ulla Johnson Arina Dress $445, Cult Gaia Lola Tall Leather Boots $648

John + Jenn Jayna Cowl Neck Pullover $98, Anthropologie Kimora Pleated Midi Skirt $128, Veja Leather Sneakers $120

Anthropologie Basile Cropped Sweater $98, Farm Rio Dinah Velvet Midi Skirt $148, Rag & Bone Razor Ankle Boots $495

Tibi Sleeveless Top $407, Tibi Asymmetric Midi Skirt $576, Paris Texas Knee High Boots $885

Ulla Johnson Luna Blouse $395, Closed Ellen Skirt $315, Schutz Abbey Boots $238

Tuckernuck Leather Faye Blouse $148, Aje Interlace Ruffle Midi Skirt $425, Vince Koren Booties $450

Jonathan Simkhai Standard Puff Sleeve Turtleneck Top $245, Anthropologie Lenora Tiered Maxi Skirt $128, Golden Goose Superstar Sneakers $495

J.Crew Western Chambray Shirt $88, Edit Bubble Hem Skirt $325, J.Crew Saturday Sneakers $98

Derek Lam 10 Crosby Buffy Utility Midi Shirtdress $425, Loeffler Randall Gia Tall Leather Boots $695