skip to content skip to navigation skip to search

Women's Casual Boots & Monogrammed Slippers

Cute Booties, Women's Casual Work Shoes & High Heels

Our comfortable high heels are perfect for when you need the extra confidence a pair of heels brings you for an important meeting, without leaving your feet blistered and sore. For rainy days, our women’s casual boots are a stylish option to keep your feet warm and dry during your commute. Our cute, casual booties bring all the benefits of boots, with all the elegance and refinery of heels for the office. And after work, pair them with a cute jacket for happy hour with coworkers! All of our women’s casual work shoes add smart, comfort boosting features to the styles you love so your feet will feel pampered and comfortable for long days. Guaranteed. Period.® If you’re not satisfied with any item, simply return it to us at any time for an exchange or refund of its purchase price.

With our comfortable high heels, you’ll never limp to an important meeting with a painful blister. Whether you choose our women’s casual boots, booties, or pumps, features like cushioned footbeds and wide sizing options ensure you’ll stay comfortable and stylish all day long.

Shop by Category
Shop by Product
Products 61 - 72 of 140
  • Women's Wide Leather Everyday Comfort Penny Loafers
    Women's Wide Leather Everyday Comfort Penny Loafers
    uick View
    Women's Wide Leather Everyday Comfort Penny Loafers
    $39.97 $84.95

    Women's Wide Leather Everyday Comfort Penny Loafers
    Item #501800-6V
    The understated versatility of the penny loafer has kept them a staple style for, well, always. Staying true to their classic design, ours are easy to wear on any occasion casual or dressy. They feature a real, full grain leather upper and cushioned footbed. Decorative trim detail and pinking around the suede collar make them a pretty penny, indeed.
    Item #501800-6V
    Color:
    $39.97 - $84.95
    Size: Please Select
    • 6
      $39.97 $84.95
    • 7H
      $39.97 $84.95
  • Women's Classic Penny Loafers
    Women's Classic Penny Loafers
    Women's Classic Penny Loafers
    Women's Classic Penny Loafers
    uick View
    Women's Classic Penny Loafers
    $99.95

    Women's Classic Penny Loafers
    Item #508532-AL
    Nostalgia and style collide with our classic penny loafers. Stylishly crafted out of gorgeous burnished leather giving the look you’ve loved since way back when, only now its all grown up. Plus, our classic penny loafers do your feet nothing but favors when it comes to comfort.  Walking on foam cushioned leather never felt so right or looked so right on.     
    Item #508532-AL
    Color:
    $99.95
    $99.95
    $99.95
    Size: Please Select
    • 6
      $99.95
    • 6H
      $99.95
    • 7
      $99.95
    • 7H
      $99.95
    • 8
      $99.95
    • 8H
      $99.95
    • 9
      $99.95
    • 9H
      $99.95
    • 10
      $99.95
    • 11
      $99.95
    Size: Please Select
    • 6
      $99.95
    • 6H
      $99.95
    • 7
      $99.95
    • 7H
      $99.95
    • 8
      $99.95
    • 8H
      $99.95
    • 9
      $99.95
    • 9H
      $99.95
    • 10
      $99.95
    • 11
      $99.95
    Size: Please Select
    • 6
      $99.95
    • 6H
      $99.95
    • 7
      $99.95
    • 7H
      $99.95
    • 8
      $99.95
    • 8H
      $99.95
    • 9
      $99.95
    • 9H
      $99.95
    • 10
      $99.95
    • 11
      $99.95
  • School Uniform Women's Classic Penny Loafers
    School Uniform Women's Classic Penny Loafers
    School Uniform Women's Classic Penny Loafers
    School Uniform Women's Classic Penny Loafers
    uick View
    School Uniform Women's Classic Penny Loafers
    $99.95

    School Uniform Women's Classic Penny Loafers
    Item #508530-BP
    Nostalgia and style collide with our classic penny loafers. Stylishly crafted out of gorgeous burnished leather giving the look you’ve loved since way back when, only now its all grown up. Plus, our classic penny loafers do your feet nothing but favors when it comes to comfort.  Walking on foam cushioned leather never felt so right or looked so right on.     
    Item #508530-BP
    Color:
    $99.95
    $99.95
    $99.95
    Size: Please Select
    • 6
      $99.95
    • 6H
      $99.95
    • 7
      $99.95
    • 7H
      $99.95
    • 8
      $99.95
    • 8H
      $99.95
    • 9
      $99.95
    • 9H
      $99.95
    • 10
      $99.95
    • 11
      $99.95
    Size: Please Select
    • 6
      $99.95
    • 6H
      $99.95
    • 7
      $99.95
    • 7H
      $99.95
    • 8
      $99.95
    • 8H
      $99.95
    • 9
      $99.95
    • 9H
      $99.95
    • 10
      $99.95
    • 11
      $99.95
    Size: Please Select
    • 6
      $99.95
    • 6H
      $99.95
    • 7
      $99.95
    • 7H
      $99.95
    • 8
      $99.95
    • 8H
      $99.95
    • 9
      $99.95
    • 9H
      $99.95
    • 10
      $99.95
    • 11
      $99.95
  • Women's Wide Classic Penny Loafers
    Women's Wide Classic Penny Loafers
    Women's Wide Classic Penny Loafers
    Women's Wide Classic Penny Loafers
    uick View
    Women's Wide Classic Penny Loafers
    $99.95

    Women's Wide Classic Penny Loafers
    Item #508532-AL
    Nostalgia and style collide with our classic penny loafers. Stylishly crafted out of gorgeous burnished leather giving the look you’ve loved since way back when, only now its all grown up. Plus, our classic penny loafers do your feet nothing but favors when it comes to comfort.  Walking on foam cushioned leather never felt so right or looked so right on.     
    Item #508532-AL
    Color:
    $99.95
    $99.95
    $99.95
    Size: Please Select
    • 6
      $99.95
    • 6H
      $99.95
    • 7
      $99.95
    • 7H
      $99.95
    • 8
      $99.95
    • 8H
      $99.95
    • 9
      $99.95
    • 9H
      $99.95
    • 10
      $99.95
    • 11
      $99.95
    Size: Please Select
    • 6
      $99.95
    • 6H
      $99.95
    • 7
      $99.95
    • 7H
      $99.95
    • 8
      $99.95
    • 8H
      $99.95
    • 9
      $99.95
    • 9H
      $99.95
    • 10
      $99.95
    • 11
      $99.95
    Size: Please Select
    • 6
      $99.95
    • 6H
      $99.95
    • 7
      $99.95
    • 7H
      $99.95
    • 8
      $99.95
    • 8H
      $99.95
    • 9
      $99.95
    • 9H
      $99.95
    • 10
      $99.95
    • 11
      $99.95
  • Women's Everyday Comfort Mule Loafers
    Women's Everyday Comfort Mule Loafers
    Women's Everyday Comfort Mule Loafers
    Women's Everyday Comfort Mule Loafers
    uick View
    Women's Everyday Comfort Mule Loafers
    $79.95

    Women's Everyday Comfort Mule Loafers
    Item #508545-AL
    Think of an easy slip-on shoe without having to sacrifice soft luxury. Our Mule Loafers have a unique style that's perfect for casual days around town, with a smooth suede upper and a genuine leather footbed.  
    Item #508545-AL
    Color:
    $79.95
    $79.95
    $79.95
    Size: Please Select
    • 6
      $79.95
    • 6H
      $79.95
    • 7
      $79.95
    • 7H
      $79.95
    • 8
      $79.95
    • 8H
      $79.95
    • 9
      $79.95
    • 9H
      $79.95
    • 10
      $79.95
    • 11
      $79.95
    Size: Please Select
    • 6
      $79.95
    • 6H
      $79.95
    • 7
      $79.95
    • 7H
      $79.95
    • 8
      $79.95
    • 8H
      $79.95
    • 9
      $79.95
    • 9H
      $79.95
    • 10
      $79.95
    • 11
      $79.95
    Size: Please Select
    • 6
      $79.95
    • 6H
      $79.95
    • 7
      $79.95
    • 7H
      $79.95
    • 8
      $79.95
    • 8H
      $79.95
    • 9
      $79.95
    • 9H
      $79.95
    • 10
      $79.95
    • 11
      $79.95
  • School Uniform Women's Wide Classic Penny Loafers
    School Uniform Women's Wide Classic Penny Loafers
    School Uniform Women's Wide Classic Penny Loafers
    School Uniform Women's Wide Classic Penny Loafers
    uick View
    School Uniform Women's Wide Classic Penny Loafers
    $99.95

    School Uniform Women's Wide Classic Penny Loafers
    Item #508530-BP
    Nostalgia and style collide with our classic penny loafers. Stylishly crafted out of gorgeous burnished leather giving the look you’ve loved since way back when, only now its all grown up. Plus, our classic penny loafers do your feet nothing but favors when it comes to comfort.  Walking on foam cushioned leather never felt so right or looked so right on.     
    Item #508530-BP
    Color:
    $99.95
    $99.95
    $99.95
    Size: Please Select
    • 6
      $99.95
    • 6H
      $99.95
    • 7
      $99.95
    • 7H
      $99.95
    • 8
      $99.95
    • 8H
      $99.95
    • 9
      $99.95
    • 9H
      $99.95
    • 10
      $99.95
    • 11
      $99.95
    Size: Please Select
    • 6
      $99.95
    • 6H
      $99.95
    • 7
      $99.95
    • 7H
      $99.95
    • 8
      $99.95
    • 8H
      $99.95
    • 9
      $99.95
    • 9H
      $99.95
    • 10
      $99.95
    • 11
      $99.95
    Size: Please Select
    • 6
      $99.95
    • 6H
      $99.95
    • 7
      $99.95
    • 7H
      $99.95
    • 8
      $99.95
    • 8H
      $99.95
    • 9
      $99.95
    • 9H
      $99.95
    • 10
      $99.95
    • 11
      $99.95
  • Women's All Weather Winter Boots
    Women's All Weather Winter Boots
    Women's All Weather Winter Boots
    uick View
    Women's All Weather Winter Boots
    $44.97 $79.95

    Women's All Weather Winter Boots
    Item #503405-6V
    If you love the versatile durability of our All Weather Moc, your heart will grow twofold with the All Weather Boot. It boasts a durable suede upper with an updated quilting pattern on the nylon shaft (bonus: the quilting pattern matches back to our winter jackets!). Fleece lining and Thermolite® insulation keep your toes toasty and a side zipper makes them easy to pull on and off. A full rubber outsoles make for sure steps for weekend errands or walks with Fido.
    Item #503405-6V
    Color:
    $44.97 - $79.95
    $44.97 - $79.95
    Size: Please Select
    • 6
      $44.97 $79.95
    • 6H
      $44.97 $79.95
    • 7
      $44.97 $79.95
    • 7H
      $44.97 $79.95
    • 8
      $44.97 $79.95
    • 8H
      $44.97 $79.95
    • 9
      $44.97 $79.95
    • 9H
      $44.97 $79.95
    • 10
      $44.97 $79.95
    • 11
      $44.97 $79.95
    Size: Please Select
    • 6
      $44.97 $79.95
    • 6H
      $44.97 $79.95
    • 7
      $44.97 $79.95
    • 7H
      $44.97 $79.95
    • 8
      $44.97 $79.95
    • 8H
      $44.97 $79.95
    • 9H
      $44.97 $79.95
    • 10
      $44.97 $79.95
  • Women's Expedition Winter Snow Boots
    Women's Expedition Winter Snow Boots
    uick View
    Women's Expedition Winter Snow Boots
    $99.97 $159.00

    Women's Expedition Winter Snow Boots
    Item #501817-6V
    There’s a reason these snowboots are best-in-class. A waterproof nubuck leather upper helps keep you shielded from wet snow. Your toes may never go numb from the cold again. The secret is an extra-soft fleece lining and 600 g of insulation, making this our warmest snow boot we have to offer. Better yet, the faux fur upper shaft and tongue lets you know immediately that you’re sliding into comfort.
    Item #501817-6V
    Color:
    $99.97 - $159.00
    Size: Please Select
    • 6
      $99.97 $159.00
    • 6H
      $99.97 $159.00
    • 7
      $99.97 $159.00
    • 8H
      $99.97 $159.00
    • 9
      $99.97 $159.00
    • 9H
      $99.97 $159.00
    • 10
      $99.97 $159.00
    • 11
      $99.97 $159.00
  • Women's Expedition Winter Snow Boots
    Women's Expedition Winter Snow Boots
    uick View
    Women's Expedition Winter Snow Boots
    $159.00

    Women's Expedition Winter Snow Boots
    Item #501817-AL
    There’s a reason these snowboots are best-in-class. A waterproof nubuck leather upper helps keep you shielded from wet snow. Your toes may never go numb from the cold again. The secret is an extra-soft fleece lining and 600 g of insulation, making this our warmest snow boot we have to offer. Better yet, the faux fur upper shaft and tongue lets you know immediately that you’re sliding into comfort.
    Item #501817-AL
    Color:
    $159.00
    Size: Please Select
    • 6
      $159.00
    • 6H
      $159.00
    • 7
      $159.00
    • 7H
      $159.00
    • 8
      $159.00
    • 8H
      $159.00
    • 9
      $159.00
    • 9H
      $159.00
    • 10
      $159.00
    • 11
      $159.00
  • Women's Squall Winter Snow Boots
    Women's Squall Winter Snow Boots
    Women's Squall Winter Snow Boots
    Women's Squall Winter Snow Boots
    uick View
    Women's Squall Winter Snow Boots
    $79.97 $119.00

    Women's Squall Winter Snow Boots
    Item #503406-6V
    Even if the only mountain you plan to climb this winter is the neighborhood sledding hill, our Squall® Snow Boots will ensure you reach the summit. (And look stylish doing it!) The molded shell and 400 gram insulation will keep your toes dry and toasty, while their durable, slip-resistant outsoles ensure steady stepping. Pull them on easily and then grab a sled and show the neighbors how it’s done.

    To add even further adjustability and ease of entry, we recommend you loosen the bungee laces before trying them on. That way you can specialize for future wear without having to re-adjust every time.
    Item #503406-6V
    Color:
    $79.97 - $119.00
    $79.97 - $119.00
    $79.97 - $119.00
    Size: Please Select
    • 6
      $79.97 $119.00
    • 6H
      $79.97 $119.00
    • 7
      $79.97 $119.00
    • 8
      $79.97 $119.00
    • 8H
      $79.97 $119.00
    • 9
      $79.97 $119.00
    • 9H
      $79.97 $119.00
    • 10
      $79.97 $119.00
    • 11
      $79.97 $119.00
    Size: Please Select
    • 6
      $79.97 $119.00
    • 6H
      $79.97 $119.00
    • 7
      $79.97 $119.00
    • 8
      $79.97 $119.00
    • 11
      $79.97 $119.00
    Size: Please Select
    • 6
      $79.97 $119.00
    • 6H
      $79.97 $119.00
    • 7H
      $79.97 $119.00
    • 10
      $79.97 $119.00
  • Women's Unlined Duck Boots
    Women's Unlined Duck Boots
    Women's Unlined Duck Boots
    uick View
    Women's Unlined Duck Boots
    $64.97 $99.95

    Women's Unlined Duck Boots
    Item #502426-6V
    Birds of a feather flock together. An equal blend of fashion and function, these classic duck boots are built with all the same comfort and practicality of their lined sibling. The waterproof rubber shell and leather shaft keep the elements out. And light insulation helps feet stay cozy. They’ll be your go-to all season long.
    Item #502426-6V
    Color:
    $64.97 - $99.95
    $64.97 - $99.95
    Size: Please Select
    • 6
      $64.97 $99.95
    • 6H
      $64.97 $99.95
    • 7
      $64.97 $99.95
    • 7H
      $64.97 $99.95
    • 8
      $64.97 $99.95
    • 8H
      $64.97 $99.95
    • 9
      $64.97 $99.95
    • 9H
      $64.97 $99.95
    Size: Please Select
    • 6
      $64.97 $99.95
    • 6H
      $64.97 $99.95
    • 7H
      $64.97 $99.95
    • 8
      $64.97 $99.95
    • 9
      $64.97 $99.95
    • 9H
      $64.97 $99.95
    • 11
      $64.97 $99.95
  • Women's Riding Boots
    Women's Riding Boots
    Women's Riding Boots
    uick View
    Women's Riding Boots
    $129.97 $229.00

    Women's Riding Boots
    Item #501798-6V
    A classic leather boot provides timeless style. These are super versatile and great with skinny jeans and skirts alike. The sturdy block heel gives you a little bit of lift but makes sure you’re well supported. 
    Item #501798-6V
    Color:
    $129.97 - $229.00
    $129.97 - $229.00
    Size: Please Select
    • 6
      $129.97 $229.00
    • 6H
      $129.97 $229.00
    • 7
      $129.97 $229.00
    • 7H
      $129.97 $229.00
    • 8
      $129.97 $229.00
    • 8H
      $129.97 $229.00
    • 9
      $129.97 $229.00
    • 9H
      $129.97 $229.00
    • 10
      $129.97 $229.00
    • 11
      $129.97 $229.00
    Size: Please Select
    • 7
      $129.97 $229.00
    • 7H
      $129.97 $229.00
    • 8
      $129.97 $229.00
    • 8H
      $129.97 $229.00
    • 9
      $129.97 $229.00
    • 11
      $129.97 $229.00

Slip into our comfortable high heels for a casual look with a lift.

Our comfortable high heels will keep you stylish and comfortable from 9 to 5 and beyond. Our women’s casual boots feature stretchy mesh panels or side zippers, so they’re easy to slip on for hectic mornings when you hit snooze one too many times (shh, we won’t tell!). A pair of cute, casual booties transition easily from day to night, so you’ll be just as confident and stylish during your big presentation as you’ll be at the celebratory dinner afterward. Our women’s casual work shoes are designed by and for busy women like you – women who want to be comfortable but can’t sacrifice style.

Our comfortable high heels are made with luxurious materials like rich leather, buttery suede, and timeless calf hair. Pick up our casual boots today, and you can be confident they’ll last for years thanks to solid construction, quality materials, and practical designs. Slip on cute, casual booties in color-rich suede or fun animal print to add a playful touch to your look on a dreary Monday. Whichever style you choose, our women’s casual work shoes are sure to keep you comfortable for hours on end, Guaranteed. Period.® If you’re not satisfied with any item, simply return it to us at any time for an exchange or refund of its purchase price.  
Products 61 - 72 of 140
  • Lands' End
  • Index
  • Women's Casual Clothing
  • Shoes
    • Index