21 Chicest, Most Comfortable Shoes For Women, Starting at

21 Chicest, Most Comfortable Shoes For Women, Starting at $18

Looking good, and feeling good, is the name of the game. Whether we spend a lot of times on our feet, or struggle with foot issues like plantar fasciitis, finding shoes that look chic yet cushy on your feet can sometimes be hard. That’s why we scoured brands and sites for fetching footwear that rate high for ease and style. We picked fashionable, yet comfortable, shoe options for all occasions, so scroll on. Your tootsies will thank you!

Here at Parade.com, we’re all about sharing products we love with our audience. When you make a purchase on an item seen on this page, we may earn a commission, however, all picks are independently chosen unless otherwise mentioned. 

21 Most Comfortable Shoes For Women

1. HKR Women’s Non Slip Shoes With Arch Support, $31.98 on Amazon

With over 36,000 four-star ratings, these non-slip work shoes come in 19 different colors and styles. HKR Women’s Non Slip Shoes With Arch Support, $31.98 on Amazon

2. Amazon Essentials Women’s Ballet Flats, $18 on Amazon

“Classic and easy to clean, and very comfy” raves over 61,000 Amazon reviewers. Available in 33 styles and colors including metallic, leopard, and faux snakeskin. Amazon Essentials Women’s Ballet Flats, $18 on Amazon

3. Dr. Scholl’s Women’s Madison Slip-On Sneaker, $50 on Amazon

You can dress classically cool these slip-on sneaks up or down. Available in 29 colors and prints. Dr. Scholl’s Women’s Madison Slip-On Sneaker, $50 on Amazon

4. Clark’s Women Warren Slip-On Loafers, $65.35 on Amazon

These cute, button-detail heels have earned rave reviews and over 15,000 four-star reviews, from flight attendants to those with the most “tender” feet. Pair well with jeans. Clark’s Women Warren Slip-On Loafers, $65.35 on Amazon

Related: Most Comfortable Shoes for Teachers Who Stand All Day

5. Anne Klein Sport Women’s Wisher Fabric Wedge Pump, $63.58 on Amazon

Available in five pretty colors, these lovely wedges offer great support and balance. Anne Klein Sport Women’s Wisher Fabric Wedge Pump, $63.58 on Amazon

6. Hey Dude Women’s Wendy Lace-Up Loafers, $33.45 on Amazon

These super popular slip-on loafers boast a whopping 101,000 positive Amazon reviews from fans who love them including nurses and those with plantar fasciitis. Hey Dude Women’s Wendy Lace-Up Loafers, $33.45 on Amazon

7. Dansko Professional Honey Distressed Clogs, $139.95 on Amazon

Totally on trend, these clogs look good and feel even better. Dansko Professional Honey Distressed Clogs, $139.95 on Amazon

8. Naturalizer Women’s Bank Slingback Pump, $92.65 on Amazon

The slight heel and wide toe make for a winning combination for work meetings or dressy occasions. Naturalizer Women’s Bank Slingback Pump, $92.65 on Amazon

9. Sperry Women’s Crest Vibe Sneaker, $52.50 on Amazon

“Cute and versatile” describe just one of the over 15,000 positive reviews of these best-selling sneakers. We love the minimal look and spacious feel of these kicksSperry Women’s Crest Vibe Sneaker, $52.50 on Amazon

Related: Best Shoes for Nurses

10. Tom’s Classic Espadrille Wedge Sandal, $58.19 on Amazon

How cute are these classic canvas wedges? Available in four eye-catching colors, these signal spring is coming. Tom’s Classic Espadrille Wedge Sandals, $58.19 on Amazon

11. Soft Carleigh Leather Stack Heel Peep Toes, $146 on Amazon

Available in four cool colors like black, brown, and natural, these Italian zip-up booties are cushioned on the inside and have slip-resistant outsoles for easy wear. Soft Carleigh Leather Stack Heel Peep Toes, $146 on Amazon

12. Anne Klein Everly Penny Loafer, $69.99 at DSW

Available in black and taupe, these class suede loafers elevate any work day and are made with iFlex technology for extra comfort. Anne Klein Everly Penny Loafer, $69.99 at DSW

13. The Lina Platform Sandal in Suede, $133.50 at Madewell

These oh-so-pretty platform sandals come in black, sand and rose. The wide toe and sturdy construction off both style and support. The Lina Platform Sandal in Suede, $133.50 at Madewell

14. Para Kork-Ease Clogs, $160 at Zappos

“Beautifully made and super comfortable,” rave buyers of these cushy slip-on clogs. Available in six smart colors. Para Kork-Ease Clogs, $160 at Zappos

Related: Most Comfortable Flats for Women 

15. Intentionally Blank Christopher Mary Jane Heels, $189 at Anthropologie

The classic Mary Jane’s get a fun twist in this springy lime color. With insoles and a stacked heel, these shoes are super fun and pleasant to wear for hours. Also available in black and pink. Intentionally Blank Christopher Mary Jane Heels, $189 at Anthropologie

16. Hush Puppies Bridget Sneakers, $89.99 on DSW

The eternally hip shoes are comfy chic at its best and come with an extra layer of memory foam cushioning for extra comfort. Available in five styles and colors. Hush Puppies Bridget Sneakers, $89.99 on DSW

17. Veja Campo Leather Sneakers, $175 at Anthropologie

A good pair stylish sneaks can take you to any occasion, and easy on the feet. Plus, the black and white combo of these organic and eco-conscious kicks take you to the next level. Veja Campo Leather Sneakers, $175 at Anthropologie

18. Josef Seibel Carole Clogs, $124.95 at Zappos

With hundreds of four-star reviews, these hand-stitched clogs feature sturdy outsoles that offer stability and flexibility. Josef Seibel Carole Clogs, $124.95 at Zappos

19. The Saige Double-Strap Sandal, $124.50 at Madewell

These attractive slip-on sandals feature “Cloudlift Lite” padding so you feel like you’re walking on a cloud. Available in a lovely variety of colors. The Saige Double-Strap Sandal, $124.50 at Madewell

20. BØRN Kerri Distressed Suede Booties, $110 on Amazon

These vintage-looking, easy-on booties can be worn year-round and dressed up or down. Available in three colors. BØRN Kerri Distressed Suede Booties, $110 on Amazon

Related: Most Comfortable Heels You Can Wear All Day 

21. Konhill Slip-On Walking Shoes, $38.99 on Amazon

Perfect for post-surgery or when you’r feet are aching, with over 4,000 reviews, people love the softness and ease of these slip-on wear-all-day sneaks. Available in 21 colors. Konhill Slip-On Walking Shoes, $38.99 on Amazon

Next Up: 17 Best Walking Sandals for Women