If Chic Jeans-and-Boots Outfits Are the Goal, Don't Miss These Standout Picks From Zara, Madewell, and Nordstrom
I know I am not the only one living in jeans and boots come cooler weather. The timeless combination is a go-to because of the endless styling options and the fact that the duo never goes out of style. Since the arrival of fall and winter 2025, I have made it a point to virtually set aside any jeans and boots that catch my eye—one of the many reasons for my zillion open tabs. More often than not, these tabs lead to standout finds from Zara, Madewell, and Nordstrom.
Below, I curated a quick list of my current jeans and boots favorites from each of the retailers that are guaranteed to come together to create a chic fall and winter outfit with the help of a great sweater and elevated outerwear. Included in the mix are trendy denim and boot styles like barrel silhouettes, kitten-heel boots, cuffed jeans, suede booties, and dark-wash pieces. You'll also find classic straight-legs and Chelsea ankle boots.
Keep scrolling to shop 27 standout picks that will lead to chic jeans-and-boots outfits. So many of these are even discounted thanks to ongoing 2025 Cyber Week sales.
Shop Chic Jeans and Boots

Jennifer Camp Forbes is a senior shopping editor at Who What Wear, where she has worked in a variety of capacities including creative director and various editor roles. She’s a well-known shopping expert that’s sought out for advice and insight on the latest trends, outfit ideas, and fashion picks thanks to her thoughtful shopping roundups. Jennifer's lifelong interest in fashion led her to intern at Harper’s Bazaar as an undergraduate. Later, while working towards her masters degree in psychological counseling at Columbia University, she founded two digital fashion publications: Le Fashion and Olsens Anonymous. The popularity of both sites grew and after graduation she decided put her plans to become a therapist aside to pursue a career in fashion.
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