Bootleggers Footwear

Women's Shoes

Showing 61–72 of 75 results


  • Pamper your feet in the OOcloog clog from OOFOS. These slip-ons have revolutionary OOfoam™ technology that absorbs 37% more impact than traditional foam to reduce stress on feet, knees, and joints. This cushioned pair is grounded with a diamond-grid footbed that promotes natural motion for all-day comfort.

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  • Built for post-game recovery, yet street-ready for any occasion. The OOmg Sport Collection is designed on the proven foundation of OOfoam™ technology and patented footbed geometry and accentuated by a tapered sidewall and unique 4-way stretch FibreFlex upper.

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  • Relaxed Comfort In Every Step.
    Born from the Caribou™, this waterproof shoe brings together supple leather and faux shearling lining for effortless wear. Equal parts versatile and comfortable, it’s the pair you’ll wear for everything—weekends away, cozy coffee runs and commutes to the gym.

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  • Simple, No Nonsense, Goes the Distance.
    A streamlined waterproof shoe designed with Caribou™ DNA. Engineered in full-grain leather and cozy cushioning, it grounds every stride with quiet authority—versatile enough to carry you from workdays to weekends to wherever’s next.

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  • The Original 108 clog is our most popular Women’s shoe. Smooth, soft Merino wool felt wraps your foot in comfort, while our anatomically contoured cork & latex sole provides impressive support and cushioning for feet and back. Many of our customers call this their must-have favorite shoe.

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  • Our most cushioning and supportive clog with a soft Merino wool upper. Recommended by Podiatrists for common foot ailments like plantar fasciitis, bunions, hallux rigidus, and general foot pain. Makes an excellent house shoe or comfortable slip on street shoe. This clog has our highest comfort rating from our own happy customers.

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  • The NEW Banter is a chic luxe leather flat with all-day arch support. The beautiful leather V-strap adds updated styling while providing a wonderfully secure fit. Curves & Pods® dual-density removable footbed delivers comfort that lasts all day while the rubber outsole adds traction, durability and flexibility every step of the way!

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  • The Taos Convertawool shoes are super comfy and super versatile. They have collapsible backs that will effortlessly convert them into a pair of clogs. They are made in Spain of Italian Wool which gives them a distinctive European flair. They have Taos’ patented Curves & Pods® premium footbeds that are lined with soft wool, which provide excellent arch support as well as metatarsal support. You can wear the Taos Convertawool shoes all year round, because wool is naturally insulating: keeping feet warm in winter and cool in summer.

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  • The Taos Convertawool shoes are super comfy and super versatile. They have collapsible backs that will effortlessly convert them into a pair of clogs. They are made in Spain of Italian Wool which gives them a distinctive European flair. They have Taos’ patented Curves & Pods® premium footbeds that are lined with soft wool, which provide excellent arch support as well as metatarsal support. You can wear the Taos Convertawool shoes all year round, because wool is naturally insulating: keeping feet warm in winter and cool in summer.

    Select options This product has multiple variants. The options may be chosen on the product page
  • Meet Ramble, the everyday shoe our customers asked for and we listened! Inspired by the love for our best-selling Encore, Ramble brings back everything you missed and elevates it even further, delivering even more comfort, polish, and versatility. With a sleeker bottom inspired by the Chit Chat, Ramble offers a more refined silhouette while staying true to the feel you loved. Crafted with premium leather uppers and finished with artisan medallion hardware, Ramble blends timeless style with modern ease. Bungee closures and stretch gore panels provide a secure, customized fit that’s easy to slip on and go. Inside, the signature Curves & Pods® dual-density removable footbed supports your feet with all-day cushioning and stability, making Ramble an ideal choice for walking, working, and everyday wear. A durable, flexible rubber outsole ensures reliable traction and long-lasting comfort with every step. If you loved Encore, you’ll love Ramble even more—a customer-inspired update designed to look better, feel better, and move effortlessly with you all day long.

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  • The UGG® Classic Micro boots reimagine the fan-favorite classic boots with a new, low-profile design (and high-profile comfort).

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  • The UGG® Classic Micro boots reimagine the fan-favorite classic boots with a new, low-profile design (and high-profile comfort).

    Select options This product has multiple variants. The options may be chosen on the product page

Showing 61–72 of 75 results

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