06-07-2025
13 Comfy Cole Haan Shoes That Are A Step Up From Casual
A pair of espadrille wedges with a style that's giving, "Sorry, not sorry, I'm on an extended Mediterranean holiday." And the molded footbed and heel will help you walk for hours, whether on regular or cobblestoned streets.
Promising review: "They chose the perfect name for this espadrille, Cloudfeel. The footbed is very well cushioned, and the small platform on the sole and on the footbed makes it seem like you're not wearing a high-heeled shoe. Unlike my other espadrilles, these are so sturdy and grounded that it would be impossible to turn your ankle over in them." —MarylouPrice: $79.97 (originally $165, available in sizes 5–11 and two colors)
Flat sandals that are ready for you to show off your fresh pedicure on all those sunny days ahead. They're versatile enough to be paired with shorts, jeans, flowy pants, or that cute dress with the tags on you've been meaning to wear.
Promising review: "Stylish and comfortable! I have these in every color. Great with jeans, shorts, or a dress. Love these sandals." —LizPrice: $99.95 (originally $140, available in sizes 5–11 and three colors)
Some lightweight, footbed sandals that will take you straight from a boardwalk stroll to your favorite ocean-view restaurant, thanks to a cushy, yet stylish design.
Promising review: "These sandals are comfy, light, and chic with medium-level arch support." —KaraPrice: $79.95 (originally $140, available in sizes 5–11 and four colors)
A pair of shiny, tassel loafers to add extra polish to your outfit. Everyone needs a good pair of loafers in their wardrobe, and these ones come with some bonus flair.
Promising review: "Great looking loafer that is comfortable from day one, walking into town, and wearing all day long. I always receive compliments when I wear them." —KatiePrice: $109.95+ (originally $160, available in sizes 5–11 and three colors)
A pair of braided sandals so you have something to wear to special events that your feet won't hate you for. These have padding and a block heel, so you won't have to worry about being on your feet for hours.
Promising review: "Perfect height and style. The color is very versatile." —SFindlayPrice: $160 (available in sizes 5–10 and three colors)
Square-toe flats with a textured pattern and a just a tiny bit of a heel to make them stand out from the rest of your flats. They've even got a some traction underneath so you can step confidently and comfortably.
Promising review: "The shoes are elegant and comfortable, well-made, light, and lovely. I look forward to wearing them more while traveling and around town." —HAPrice: $119.95+ (originally $178, available in sizes 5–11 and three colors)
Slide sandals that are fancier than your old flip-flops but are just as comfy (if not comfier!) thanks to the soft leather band. They're also easy to toss into a bag anytime your feet need a break or a breather from the suboptimal shoe decision you made when you left the house.
Promising review: "Absolutely love these sandals!! Easy to dress up or down, easy to travel with and super comfortable!!" —AnonymousPrice: $79.95 (originally $120, available in sizes 5–11 and three colors)
Fisherman sandals with an adjustable buckle and a traction sole to make sure they (and you) stay on your feet during all your daily adventures.
Promising review: "The shoes are beautiful and comfortable. The color is perfect, a deep chocolate brown. I am very happy with my purchase." —LisaPrice: $79.95 (originally $140, available in sizes 5–11 and four colors)
A pair of metallic platform loafers to prove loafers don't have to be stiff or stuffy. These will provide the subtle bling to your feet that you didn't know you needed.
Promising review: "Love them, so stylish and comfortable!" —SBPrice: $188 (available in sizes 5–11 and four colors)
Classic ballet flats that are a must-have because they match with basically everything in your closet. There's a reason why these are timeless — they're lightweight, flexible, and fit like a glove.
Promising review: "Gorgeous shoes. Leather is like butter." —Joan PicPrice: $148 (available in sizes 5–11 and five colors)
Some wingtip oxfords for anyone who has a hard time giving up sneakers but is looking for a more elegant option. These are fun, cushy, and can be dressed up or down.
Promising review: "Super comfortable! Feels like I'm walking on clouds. I love the color!" —AsherPrice: $188 (available in sizes 5–11 and seven colors)
Driving loafers for the days where you just want something low maintenance but still look chic. Slip these on and effortlessly go about your day.
Price: $109.95 (originally $140, available in sizes 5–11 and three colors)
Peep-toe wedges that blend the best of both worlds: heels and sandals. These will give your toes a little wiggle room while also giving you the perfect amount of height.
Promising review: "These are so comfortable, highly recommend. Very cute, excellent quality. A definite staple for your shoe collection." —Lisa APrice: $109.95+ (originally $145, available in sizes 5–11 and two colors)
