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Women's Cute Casual Boots & Best Monogrammed Slippers

Comfortable High Heels, Women's Loafers & Casual Shoes

When making our casual shoes for women, our designers take the timeless styles you love, and update them with features to make them comfortable enough for everyday wear. Our cute, casual boots are made with luxurious materials like rich suede and buttery leather, and boast features like side zips and removable padded footbeds for comfort. Our comfortable high heels, with their stacked block heels and approachable height, make transitioning from day to night effortless. Pair them with your favorite jeans and a jacket, and you’re ready for anything! Our comfortable women’s loafers are a classic style staple which is always ready to slip on and go. They’re also comfortable with all-year wear with breathable leather footbeds, wide size options, and shock-absorbing rubber outsoles.

Our casual shoes and boots for women are easy, stylish day-to-night options with a focus on comfort. Our casual boots or booties look just as cute during back-to-back meetings as they will at the airport on your way to your next tropical vacation. Our comfortable high heels are a perfect way to add a little extra height at the office, and they’re cute enough to give you an excuse to join your coworkers for drinks after work. On weekends, slip our comfortable women’s loafers on, and you’ll be ready for anything, whether you’re taking the kids to the movies or checking out a quirky flea market on your next road trip.

Our comfortable, casual shoes for women are as versatile as you are. With styles like cute, casual boots, stylish yet comfortable high heels, and effortless, timeless loafers, you’ll never be uncomfortable wearing the styles you love.

Shop by Category

  • Women's All Weather Moc Shoes Casual & Comfortable Shoes Travel Shoes & Women's Loafers
    Women's All Weather Moc Shoes Casual & Comfortable Shoes Best Women's Shoes, Flat Shoes & Slip On Shoes With our women's casual shoes, you have stylish and comfortable women's footwear for any occasion, whether you want women's flat shoes for Sunday brunch or need women's loafers for the work week. Relax in our travel shoes at the hotel, or wear our best women's shoes to run last-minute errands. See More
  • Women's Lined All Weather Clogs SlipOn Flats & Loafers Women's Slip On Shoes, Casual Travel Shoes
    Women's Lined All Weather Clogs SlipOn Flats & Loafers Women's Loafers, Cute Flat Shoes & Best Slipon Shoes For women's slip on shoes, consider our cute flat shoes, like our ultra-soft suede ballet flats with elastic edges to mold to your feet for comfort. Bring our casual shoes along for travel shoes when you're vacationing with your family or embarking on a weekend getaway for two. See More
  • Women's Squall Winter Snow Boots Boots Women's Leather Boots & Ankle Boots
    Women's Squall Winter Snow Boots Boots Casual Boots, Women's Snow Boots & Winter Boots Our women's boots deliver comfort in every step and style in every stride, whether you're walking in our tall leather boots or making your way through winter storms in our snow boots. Our leather boots and other winter boots can feature rubber outsoles for traction. See More
  • Women's Suede Moccasin Slippers Slippers Moc Slippers & Women's House Slippers
    Women's Suede Moccasin Slippers Slippers Women's House Shoes, Cute Fleece Slippers & Bedroom Slippers Our cozy women's slippers keep your toes warm through breakfast and beyond, and you'll love how our cute fleece sleepers seal in the heat while allowing for breathability and plenty of flexibility. We have moc slippers with soft suede uppers and plush faux fur linings. See More
  • Women's Braided Slide Sandals Sandals Casual Sandals Women's Flip Flops
    Women's Braided Slide Sandals Sandals Women's Water Sandals, Wedge Sandals, Slingback Sandals Our women's sandals are designed to contour and comfort your every step, whether you're gathering seashells at the coast or catching rays at home. Our casual sandals range from easy-on flip flops to wedge sandals for summer nights when you want to step out in style. See More
  • Women's Block Heel Pumps Heels Cute Pumps & Women's Dress Shoes
    Women's Block Heel Pumps Heels High Heels, Heeled Pumps & Women's Cute Shoes Our women's heels are carefully designed from fine materials, such as lush suede, rich velvet, or full grain leather. Our cute pumps and other high heels cradle feet in comfort with breathable, plush footbeds. See More
  • Women's Slip-on Boat Shoes Water Shoes Women's Water Sandals & Shoes
    Women's Slip-on Boat Shoes Water Shoes Best Water Sandals & Women's Cute Water Shoes Our women's water shoes are available in an array of choices, from cute water shoes inspired by ballet flats to water shoes styled like classic Mary Janes. With slip on style water sandals, you’re ready for action at a moment’s notice. See More
Shop by Product
Products 25 - 36 of 129
  • Women's Wide Comfort Skimmers

    Women's Wide Comfort Skimmers

    Part of our comfort line, our Comfort Skimmers are a classic, everyday style. This year, we used a polyester mesh with suede upper for a fun casual look. A toe bumper to help prevent scuffing, removable footbed and a rubber outsole all work to support your feet and keep your steps sturdy.
    Item #487558-6Y
    Color:
    $29.97 - $54.95
    $29.97 - $54.95
    Size: Please Select
    • 6H
      $29.97 $54.95
    • 7
      $29.97 $54.95
    • 7H
      $29.97 $54.95
    Size: Please Select
    • 6
      $29.97 $54.95
    • 8
      $29.97 $54.95
  • Women's Wide Gatas Slip-ons

    Women's Wide Gatas Slip-ons

    Our queens of comfort.  A footbed that offers cushion and stability, a rich cotton upper and a flexible, durable outsole made of shock-absorbing Rubberlon® are just a few things to love about these shoes. Their cute, laid-back design and easy slip-on style seals the deal when it comes to being in complete, casual comfort. Perfect for the poolside, running errands and almost anything in between.
    Item #481519-AF
    Color:
    $24.99 - $49.95
    Size: Please Select
    • 6
      $24.99 $49.95
    • 7H
      $24.99 $49.95
    • 8H
      $24.99 $49.95
  • Women's Lined All Weather Clogs

    Women's Lined All Weather Clogs

    Need to run a quick errand or make a dash for the paper? Keep these clogs by the door. Cute and comfy, they slip on quick and will have you out the door in no time. Their casual sensibility is also great for times you can slow down the pace - weekend walks, trips to the farmers market or catching up with friends at the coffeehouse. 
    Item #501804-AF
    Color:
    $59.95
    $59.95
    Size: Please Select
    • 6H
      $59.95
    Size: Please Select
    • 6H
      $59.95
    • 8H
      $59.95
    • 11
      $59.95
  • Women's Comfort Elastic Ballet Flats

    Women's Comfort Elastic Ballet Flats

    There’s no guesswork with these pretty little flats. The elastic edge conforms comfortably to your foot without gapping. Just step in and go. And you’ll love the cushiony foam footbeds and flexible soles.
    Item #495768-AF
    Color:
    $69.95
    $69.95
    $69.95
    $69.95
    $69.95
    Size: Please Select
    • 6
      $69.95
    • 6H
      $69.95
    • 7
      $69.95
    • 7H
      $69.95
    • 8
      $69.95
    • 8H
      $69.95
    • 9
      $69.95
    • 9H
      $69.95
    • 10
      $69.95
    • 11
      $69.95
    Size: Please Select
    • 6
      $69.95
    • 6H
      $69.95
    • 7
      $69.95
    Size: Please Select
    • 6
      $69.95
    • 6H
      $69.95
    • 7
      $69.95
    • 8H
      $69.95
    Size: Please Select
    • 6
      $69.95
    Size: Please Select
    • 6H
      $69.95
    • 7
      $69.95
    • 7H
      $69.95
    • 8
      $69.95
    • 9
      $69.95
    • 10
      $69.95
  • Women's Wide Comfort Elastic Ballet Flats

    Women's Wide Comfort Elastic Ballet Flats

    There’s no guesswork with these pretty little flats. The elastic edge conforms comfortably to your foot without gapping. Just step in and go. And you’ll love the cushiony foam footbeds and flexible soles.
    Item #495768-AF
    Color:
    $69.95
    $69.95
    $69.95
    $69.95
    $69.95
    Size: Please Select
    • 6
      $69.95
    • 6H
      $69.95
    • 7
      $69.95
    • 7H
      $69.95
    • 8
      $69.95
    • 8H
      $69.95
    • 9
      $69.95
    • 9H
      $69.95
    • 10
      $69.95
    • 11
      $69.95
    Size: Please Select
    • 6
      $69.95
    • 6H
      $69.95
    • 7
      $69.95
    • 11
      $69.95
    Size: Please Select
    • 6
      $69.95
    • 6H
      $69.95
    • 10
      $69.95
    Size: Please Select
    • 6
      $69.95
    • 6H
      $69.95
    • 7
      $69.95
    • 7H
      $69.95
    Size: Please Select
    • 6
      $69.95
    • 6H
      $69.95
    • 7
      $69.95
    • 7H
      $69.95
    • 8
      $69.95
    • 8H
      $69.95
    • 9
      $69.95
  • Women's Leather Everyday Comfort Penny Loafer

    Women's Leather Everyday Comfort Penny Loafer

    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 #501787-AF
    Color:
    $84.95
    $84.95
    $84.95
    Size: Please Select
    • 6H
      $84.95
    • 7
      $84.95
    • 7H
      $84.95
    • 8
      $84.95
    • 8H
      $84.95
    • 9
      $84.95
    • 9H
      $84.95
    • 10
      $84.95
    • 11
      $84.95
    Size: Please Select
    • 6H
      $84.95
    • 7
      $84.95
    • 7H
      $84.95
    • 8
      $84.95
    • 8H
      $84.95
    • 9H
      $84.95
    • 10
      $84.95
    • 11
      $84.95
    Size: Please Select
    • 6
      $84.95
    • 6H
      $84.95
    • 7
      $84.95
    • 7H
      $84.95
    • 8
      $84.95
    • 8H
      $84.95
    • 9
      $84.95
    • 9H
      $84.95
    • 10
      $84.95
    • 11
      $84.95
  • Women's Lightweight Comfort Wool Slip-on Shoes

    Women's Lightweight Comfort Wool Slip-on Shoes

    Calling all commuters, teachers, servers and anyone else who is constantly on the move. If you spend a lot of time on your feet for business or pleasure, this pair will provide the pampering your feet deserve. They’re super lightweight with a molded footbed to soften every step. And their easy slip-on styling will have you ready to go at a moment’s notice. But there’s no need to run around town to get them. A simple click of a button and they will be on their way to your doorstep. And you can give those tired tootsies a break. 
    Item #501807-AF
    Color:
    $59.95
    $59.95
    $59.95
    $59.95
    $59.95
    Size: Please Select
    • 6
      $59.95
    • 6H
      $59.95
    • 7
      $59.95
    • 7H
      $59.95
    • 8
      $59.95
    • 8H
      $59.95
    • 9
      $59.95
    • 9H
      $59.95
    • 10
      $59.95
    • 11
      $59.95
    Size: Please Select
    • 6
      $59.95
    • 6H
      $59.95
    • 7
      $59.95
    • 7H
      $59.95
    • 8
      $59.95
    • 8H
      $59.95
    • 9
      $59.95
    • 9H
      $59.95
    • 10
      $59.95
    • 11
      $59.95
    Size: Please Select
    • 6
      $59.95
    • 6H
      $59.95
    • 7
      $59.95
    • 7H
      $59.95
    • 8
      $59.95
    • 8H
      $59.95
    • 9
      $59.95
    • 9H
      $59.95
    • 10
      $59.95
    • 11
      $59.95
    Size: Please Select
    • 6
      $59.95
    • 6H
      $59.95
    • 7
      $59.95
    • 7H
      $59.95
    • 8
      $59.95
    • 8H
      $59.95
    • 9
      $59.95
    • 9H
      $59.95
    • 10
      $59.95
    • 11
      $59.95
    Size: Please Select
    • 6
      $59.95
    • 6H
      $59.95
    • 7
      $59.95
    • 7H
      $59.95
    • 8
      $59.95
    • 8H
      $59.95
    • 9
      $59.95
    • 9H
      $59.95
    • 10
      $59.95
    • 11
      $59.95
  • Women's Suede Everyday Comfort Penny Loafer

    Women's Suede Everyday Comfort Penny Loafer

    The understated versatility of the penny loafer has kept them a staple style for, well, always. Staying true to their classic design, they’re made to complement any outfit perfectly. They pair perfectly with your favorite chinos for brunch or nicely polish off your workday look. Decorative trim detail and pinking around the leather collar make them a pretty penny, indeed.
    Item #501813-AF
    Color:
    $84.95
    $84.95
    $84.95
    $84.95
    $84.95
    $84.95
    $84.95
    Size: Please Select
    • 6
      $84.95
    • 6H
      $84.95
    • 7
      $84.95
    • 7H
      $84.95
    • 8
      $84.95
    • 8H
      $84.95
    • 9
      $84.95
    • 9H
      $84.95
    • 10
      $84.95
    • 11
      $84.95
    Size: Please Select
    • 6
      $84.95
    • 6H
      $84.95
    • 7
      $84.95
    • 7H
      $84.95
    • 8
      $84.95
    • 8H
      $84.95
    • 9
      $84.95
    • 9H
      $84.95
    • 10
      $84.95
    • 11
      $84.95
    Size: Please Select
    • 6
      $84.95
    • 6H
      $84.95
    • 7
      $84.95
    • 7H
      $84.95
    • 8
      $84.95
    • 8H
      $84.95
    • 9
      $84.95
    • 9H
      $84.95
    • 10
      $84.95
    • 11
      $84.95
    Size: Please Select
    • 6
      $84.95
    • 6H
      $84.95
    • 7
      $84.95
    • 7H
      $84.95
    • 8
      $84.95
    • 8H
      $84.95
    • 9
      $84.95
    • 9H
      $84.95
    • 10
      $84.95
    • 11
      $84.95
    Size: Please Select
    • 6
      $84.95
    • 6H
      $84.95
    • 7
      $84.95
    • 7H
      $84.95
    • 8
      $84.95
    • 8H
      $84.95
    • 9
      $84.95
    • 9H
      $84.95
    • 10
      $84.95
    • 11
      $84.95
    Size: Please Select
    • 6
      $84.95
    • 6H
      $84.95
    • 7
      $84.95
    • 7H
      $84.95
    • 8
      $84.95
    • 8H
      $84.95
    • 9
      $84.95
    • 9H
      $84.95
    • 10
      $84.95
    • 11
      $84.95
    Size: Please Select
    • 6
      $84.95
    • 6H
      $84.95
    • 7
      $84.95
    • 7H
      $84.95
    • 8
      $84.95
    • 8H
      $84.95
    • 9
      $84.95
    • 9H
      $84.95
    • 10
      $84.95
    • 11
      $84.95
  • Women's Wide Leather Everyday Comfort Penny Loafer

    Women's Wide Leather Everyday Comfort Penny Loafer

    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 #501787-AF
    Color:
    $84.95
    $84.95
    $84.95
    Size: Please Select
    • 6
      $84.95
    • 6H
      $84.95
    • 7
      $84.95
    • 7H
      $84.95
    • 8
      $84.95
    • 8H
      $84.95
    • 9
      $84.95
    • 9H
      $84.95
    • 10
      $84.95
    • 11
      $84.95
    Size: Please Select
    • 6
      $84.95
    • 6H
      $84.95
    • 7H
      $84.95
    • 8
      $84.95
    • 8H
      $84.95
    • 9
      $84.95
    • 9H
      $84.95
    • 10
      $84.95
    • 11
      $84.95
    Size: Please Select
    • 6
      $84.95
    • 6H
      $84.95
    • 7
      $84.95
    • 7H
      $84.95
    • 8
      $84.95
    • 8H
      $84.95
    • 9
      $84.95
    • 9H
      $84.95
    • 10
      $84.95
    • 11
      $84.95
  • Women's Comfort Mary Jane Shoes

    Women's Comfort Mary Jane Shoes

    A durable rubber bottom with sturdy traction makes every step in this comfort Mary Jane shoe a sure one. A velvety smooth upper and super soft footbed (it’s removable for quick cleaning), all in one pretty suede shoe.
    Item #501791-AF
    Color:
    $59.95
    $59.95
    $59.95
    $59.95
    $59.95
    Size: Please Select
    • 6
      $59.95
    • 6H
      $59.95
    • 7
      $59.95
    • 7H
      $59.95
    • 8
      $59.95
    • 8H
      $59.95
    • 9
      $59.95
    • 9H
      $59.95
    • 10
      $59.95
    • 11
      $59.95
    Size: Please Select
    • 6
      $59.95
    • 6H
      $59.95
    • 8
      $59.95
    • 9H
      $59.95
    • 10
      $59.95
    • 11
      $59.95
    Size: Please Select
    • 6
      $59.95
    • 6H
      $59.95
    • 7
      $59.95
    • 7H
      $59.95
    • 8
      $59.95
    • 8H
      $59.95
    • 9
      $59.95
    • 9H
      $59.95
    • 10
      $59.95
    • 11
      $59.95
    Size: Please Select
    • 6
      $59.95
    • 6H
      $59.95
    • 7
      $59.95
    • 7H
      $59.95
    • 8
      $59.95
    • 8H
      $59.95
    • 9
      $59.95
    • 9H
      $59.95
    • 10
      $59.95
    • 11
      $59.95
    Size: Please Select
    • 6
      $59.95
    • 6H
      $59.95
    • 7
      $59.95
    • 7H
      $59.95
    • 8
      $59.95
    • 8H
      $59.95
    • 9
      $59.95
    • 9H
      $59.95
    • 10
      $59.95
    • 11
      $59.95
  • Women's Wide Lightweight Comfort Wool Slip-on Shoes

    Women's Wide Lightweight Comfort Wool Slip-on Shoes

    Calling all commuters, teachers, servers and anyone else who is constantly on the move. If you spend a lot of time on your feet for business or pleasure, this pair will provide the pampering your feet deserve. They’re super lightweight with a molded footbed to soften every step. And their easy slip-on styling will have you ready to go at a moment’s notice. But there’s no need to run around town to get them. A simple click of a button and they will be on their way to your doorstep. And you can give those tired tootsies a break. 
    Item #501807-AF
    Color:
    $59.95
    $59.95
    $59.95
    $59.95
    $59.95
    Size: Please Select
    • 6
      $59.95
    • 6H
      $59.95
    • 7
      $59.95
    • 7H
      $59.95
    • 8
      $59.95
    • 8H
      $59.95
    • 9
      $59.95
    • 9H
      $59.95
    • 10
      $59.95
    • 11
      $59.95
    Size: Please Select
    • 6
      $59.95
    • 6H
      $59.95
    • 7
      $59.95
    • 7H
      $59.95
    • 8
      $59.95
    • 8H
      $59.95
    • 9
      $59.95
    • 9H
      $59.95
    • 10
      $59.95
    • 11
      $59.95
    Size: Please Select
    • 6
      $59.95
    • 6H
      $59.95
    • 7
      $59.95
    • 7H
      $59.95
    • 8
      $59.95
    • 8H
      $59.95
    • 9
      $59.95
    • 9H
      $59.95
    • 10
      $59.95
    • 11
      $59.95
    Size: Please Select
    • 6
      $59.95
    • 6H
      $59.95
    • 7
      $59.95
    • 7H
      $59.95
    • 8
      $59.95
    • 8H
      $59.95
    • 9
      $59.95
    • 9H
      $59.95
    • 10
      $59.95
    • 11
      $59.95
    Size: Please Select
    • 6
      $59.95
    • 6H
      $59.95
    • 7
      $59.95
    • 7H
      $59.95
    • 8
      $59.95
    • 8H
      $59.95
    • 9
      $59.95
    • 9H
      $59.95
    • 10
      $59.95
    • 11
      $59.95
  • Women's Lightweight Comfort Penny Loafers

    Women's Lightweight Comfort Penny Loafers

    Our lightweight comfort penny loafer is inspired by the classic design, but with a twist. Full grain cow leather uppers give a sleek look and a removable, cushioned footbed offers all day comfort and support. Pair them with your favorite chinos for Sunday brunch or slip them on for your 9-5--they’re made to polish off any outfit perfectly.
    Item #501785-AF
    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

Our cute, casual shoes for women are easy to slip on and don’t hurt your feet even if you wear them for hours.

Our comfortable, casual shoes for women are designed to take in style, whether you’re headed to work, running errands, or meeting friends for dinner and drinks. Pair our cute casual boots with a dress for work, or wear them with jeans and a statement necklace for a night out with friends. Try a pair of comfortable high heels with a sturdy block heel that gives you the lift your legs want, but still makes sure you’re well supported. The understated versatility of our comfortable women’s loafers will never go out of style – get yours in rich, buttery suede or luxurious calf hair for a year-round classic you’ll want to wear every day.

Our casual shoes for women are designed in timeless, classic styles. Try our cute, casual boots or booties in rich, color-soaked suede with a stunning saturated finish that will complement your favorite jeans, day or night. Our comfortable high heels are perfect for the big meeting at work, without giving you blisters or pinched toes. On busy weekends, our comfortable loafers are your go-to footwear for style in every step.

Our casual shoes for women never skimp on comfort to bring you the styles you love. Our comfortable and cute casual boots are available in wide sizes, so your feet will never feel pinched or cramped. Pair our comfortable high heels with a pretty dress for your next wedding or party, and you can dance all night long thanks to styles with supportive block heels, removable cushioned footbeds, and a wide range of heel heights. Our comfortable loafers are as practical as they’re versatile – wear them shopping or sightseeing on your next vacation, and the removable cushioned footbed will keep your feet supported and comfortable all day long.

Our team proudly designs casual shoes for women who need comfort, but can’t sacrifice style. Our cute, comfortable boots and booties are made with gorgeous materials like leather and suede, and boast features like cushioned footbeds and wide sizes so they’re comfortable enough for everyday wear. Our high heels add comfortable functionality like block heels and reasonable heel heights to the classic styles you love. Whether you choose comfortable women’s loafers, feminine ballet flats, or high-heeled riding boots, our casual women’s shoes are sure to keep you comfortable and stylish from 9 to 5 and beyond, 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.  
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