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Chelsea Boots with Leggings

Blundstone Chelsea boots with black leggings have become a classic casual look around the world. The boots’ balance of style and function is unsurpassed, and Blundstone pull tabs mark their presence everywhere.


Chelsea boots with jeans are a forever classic look and the foundation of many of our best workplace and leisure Chelsea boot outfit ideas. We give a nod to these personal style picks, but here, leggings have the pride of place they deserve.  

Choose a pair of Chelsea boots with trim soles for the office or chose lug soles if you face an unpredictable workspace floor. Leather or suede, pair your boots with boot socks pulled up or pushed down to the boot top. Next, you might don an oversized sweater dress, chunky cardigan, a trim fitted blazer and button-down shirt or a leather jacket. Finish your look with a full-length overcoat or a winter wrap which with this combo is a great winter outfit — and you’ll be wearing a comfy work of fashion art.


Blundstone’s Original Chelsea boots include some of our most fashion-ready styles to wear with leggings:

#2115 Women's Originals Vegan Boots are increasingly popular. This certified vegan Chelsea boot delivers all the Blundstone comfort and durability you expect. Classic styled black boots, they have a Micro® smooth water-resistant upper, vegan material lining, TPU outsole, cushioned midsole, SPS Max Comfort shock absorption, and a removable vegan Comfort Lite footbed.

#2151 Women's Originals Antique Brown Chelsea boots combine sleek design and rich color. The supple leather and brogue details match their superb comfort and durability. These lightweight boots are water-resistant and leather lined, with TPU outsole, cushioned midsole, removable footbed and SPS Max Comfort system for exceptional shock absorption

#2412 Women's Originals Bordeaux Brushed leather Chelsea boots are elegant and water-resistant. They’re lightweight, with a nylon mesh lining, elastic side gore, washable footbed, heat resistant TPU outsole, polyurethane midsole, steel shank and XRD® Technology in the heel strike zone. You may choose #2412 for the color, but you’ll love them for the comfort.

#2414 Women's Originals Black Brushed leather Chelsea boots are a fashion wonder. The more you wear them, the more the undercoat will emerge, giving the boot a vintage look. Crafted of water-resistant leather, they have a nylon mesh lining, Comfort Lite footbed, heat resistant TPU outsole, XRD® Technology in the heel for shock absorption and a stabilizing steel shank.

Save the wide leg pants for another day

Wear your Blundstones with fabric or leather leggings or tights, instead of your favorite skinny jeans, wide leg or straight leg jeans. Add a generous-sized sweater or warm jacket and you have a combination of form and function perfect for the chilliest days or air-conditioned workspaces.

A pair of leggings tucked smoothly into your leather Chelsea boots is a practical, stylish and business-friendly choice.

Some elegant Blundstones to pair with leggings:

#063 Women's Dress Chelsea Boots in Black are sleek and sturdy dress boots designed with a lean profile and dressy chisel toe. This lightweight Blundstone boot is crafted of premium water-resistant leather, with black elastic side gore, durable TPU outsole, comfortable cushioned midsole, SPS Max Comfort system for exceptional shock absorption and a removable footbed.

 

#1677 Women's Series Heeled Boots in Rustic Brown are sleek, rugged and very feminine. With a 5cm Cuban heel and water-resistant Shiraz leather upper, the contoured fit of this lightweight boot is made even more comfortable by a removable footbed and heel pad, cushioned midsole, black side gore, and a steel shank for dependable stability.

#2240 Women's Lug Black Chelsea boots with a chunky upgraded lug sole are a choice both practical and sophisticated for any environment, indoors or out. Their deep-grooved sole makes these boots slip-resistant and comfortable. They have a water-resistant leather upper and lining, Comfort Arch footbed, polyurethane midsole, XRD® Technology in the heel and a steel shank.

#2365 Women's Series Black high heeled Chelsea boots are as high-style as a Blundstone boot can be. Sleek and sturdy, their elegant 3” Cuban heel is designed for stability and all day comfort. This classic boot has a water-resistant premium leather upper, leather and synthetic lining, and an Ortholite footbed with XRD® Technology in the heel strike zone.

Socks and how to style them

The socks you select and how you chose to wear them with your Blundstones will determine how you wear Chelsea boots and how you style Chelsea boots, whether high rise or ankle height.

Here’s a suggestion: Pull tall socks up over your leggings and keep them there, or push them down toward the top of the boots, pausing anywhere you like. The color and pattern of your socks will appear more subtle as you push them down, but their texture and design will remain as a style statement; your signature look.

View our various boot styles below and combine with with leggings, jeans or anything else.