When it comes to fashion trends, the vintage sports aesthetic is still going strong. Brands like Loewe, Prada, and Lii Studio are all on board, and even editors are embracing the look with pieces like last week’s adidas Originals X ASOS drop. One way to rock this trend is by pairing knee-high boots with casual nylon track shorts and three-stripe jackets. For a playful twist, you can also style them with culottes, long jorts, a 90s midi skirt, or a leather blazer layered over a cropped knit for a chic office look.
Whether your style is preppy, sporty, classic, or somewhere in between, knee-high boots offer endless styling possibilities that align with the latest fashion trends. Here are seven outfit ideas to inspire you on how to wear knee-high boots this autumn, along with additional styling tips using items you already have in your closet.
Discover Creative Ways to Style Knee-High Boots for Autumn 2026
1. Pair with a Denim Co-ord & Sheer Socks
Mid-heeled almond-toe boots have become a popular choice in recent seasons, and for good reason. Their sleek 1990s-inspired design pairs well with almost any outfit. For a day in the city, try styling them with a denim twinset to add a touch of flair to your look. Opt for a sports-chic two-piece ensemble like the adidas Originals Denim Firebird track top and denim skirt combo, or experiment with non-traditional boot colors like patterned Victorian-style boots from Lili Curia or light beige and red options. Double denim allows you to play around with different boot styles, while adding a pair of sheer socks peeking out from the top of your boots adds a fun finishing touch.
For more outfit inspiration, check out the adidas Originals Denim Firebird Track Top and other products.
Explore more fashion items like the jacquard boots from Lili Curia.
Transform the following sentence:
“John is eating an apple”
to:
“An apple is being eaten by John”
