Popsugar Fashion Winter Fashion Most Comfortable Shoes For Women 2019 From Flats to Booties, These Are the 20 Most Comfortable Shoes You Can Buy 8 November 2019 by Krista Jones Image Source: everlane.com As POPSUGAR editors, we independently select and write about stuff we love and think you'll like too. If you buy a product we have recommended, we may receive affiliate commission, which in turn supports our work. Whether you're headed to work, out with friends, or chilling on the weekends, having a pair of comfortable shoes is always key. As you refresh your wardrobe every season, make sure to pick up some comfy kicks that will make your daily actives so much easier. From sneakers to booties and flats, we curated a list of the comfiest (and chicest) choices on the internet right now. Take a look. Related: The 33 Cutest Shoes You Can Get From Amazon Fashion, From Boots to Flats Sam Edelman Leah Cap-Toe Pumps Image Source: shopbop.com These two-tone Sam Edelman Leah Cap-Toe Pumps ($120) are perfect for the office and beyond. Sam Edelman Leah Cap-Toe Pumps $120 from shopbop.com Buy Now Villa Rouge Willie Booties Image Source: shopbop.com Looking for a western style? Snag these cool Villa Rouge Willie Booties ($140). Villa Rouge Willie Booties $140 from shopbop.com Buy Now Chloé Lauren Scalloped Ballet Flats Image Source: shop.nordstrom.com These chic Chloé Lauren Scalloped Ballet Flats ($495) are at the top of our wish list. Chloé Lauren Scalloped Ballet Flats $495 from shop.nordstrom.com Buy Now Everlane The Glove ReKnit Boots Image Source: everlane.com These Everlane The Glove ReKnit Boots ($155) come in six cool shades and the knit material is beyond comfortable. Everlane The Glove ReKnit Boots $155 from everlane.com Buy Now Vince Janna Sneakers Image Source: shopbop.com You can never go wrong with a pair of white sneakers, so treat yourself to these Vince Janna Sneakers ($225). Vince Janna Sneakers $225 from shopbop.com Buy Now Nike Air Max 270 React Sneakers Image Source: urbanoutfitters.com All eyes will be on your feet in these cool Nike Air Max 270 React Sneakers ($150). Nike Air Max 270 React Sneakers $150 from urbanoutfitters.com Buy Now Sam Edelman Loraine Loafers Image Source: shopbop.com Brighten up any look with these fun Sam Edelman Loraine Loafers ($120). Sam Edelman Loraine Loafers $120 from shopbop.com Buy Now Reformation Amelia Boots Image Source: thereformation.com On the hunt for a combat boot? Try these cool and comfy Reformation Amelia Boots ($268). Reformation Amelia Boots $268 from thereformation.com Buy Now Sam Edelman Hilty Booties Image Source: shop.nordstrom.com These Sam Edelman Hilty Booties ($160-$180) are the perfect everyday pair. Sam Edelman Hilty Booties $160 from shop.nordstrom.com Buy Now Jaggar Diamante Slingback Pumps Image Source: shopbop.com Rock these Jaggar Diamante Slingback Pumps ($168) to your next event. Jaggar Diamante Slingback Pumps $168 from shopbop.com Buy Now Kate Spade New York Mallory Mary Jane Flats Image Source: shopbop.com We can't get over how cute these Kate Spade New York Mallory Mary Jane Flats ($228) are. Kate Spade New York Mallory Mary Jane Flats $228 from shopbop.com Buy Now Steve Madden Jacey Over-the-Knee Boots Image Source: shop.nordstrom.com These Steve Madden Jacey Over-the-Knee Boots ($100) are great to pair with tights and dresses. Steve Madden Jacey Over-the-Knee Boots $100 from shop.nordstrom.com Buy Now Adidas Originals Ozweego Sneakers Image Source: urbanoutfitters.com Into the dad sneaker trend? Get these Adidas Originals Ozweego Sneakers ($110). They also come in two other fun colours. Adidas Originals Ozweego Sneakers $110 from urbanoutfitters.com Buy Now Rothy's Cloud Grey Birdseye Flats Image Source: rothys.com These popular Rothy's Cloud Grey Birdseye Flats ($145) are comfortable, washable, and eco-friendly. Rothy's Cloud Grey Birdseye Flats $145 from rothys.com Buy Now Tory Burch Minnie Ballet Flats Image Source: shop.nordstrom.com These bestselling Tory Burch Minnie Ballet Flats ($153, originally $228) are great for travelling. Tory Burch Minnie Ballet Flats $153 from shop.nordstrom.com Buy Now Madewell Levi Lace-Up Boots Image Source: shopbop.com Stay warm and cosy in these Madewell Levi Lace-Up Boots ($228). Madewell Levi Lace-Up Boots $228 from shopbop.com Buy Now Reformation Menage Sandals Image Source: thereformation.com Because you can never have enough strappy sandals, get these Reformation Menage Sandals ($198). Reformation Menage Sandals $198 from thereformation.com Buy Now Dolce Vita Cormac Tall Boots Image Source: shopbop.com These Dolce Vita Cormac Tall Boots ($242) also come in black, but we love the taupe colour. Dolce Vita Cormac Tall Boots $242 from shopbop.com Buy Now Tory Burch Kira Booties Image Source: shop.nordstrom.com Wear these Tory Burch Kira Booties ($398) with your favourite jeans. Tory Burch Kira Booties $398 from shop.nordstrom.com Buy Now Aquatalia Pasha Pumps Image Source: shop.nordstrom.com These Aquatalia Pasha Pumps ($295-$395) are an easy way to dress up any look and stay comfortable. Aquatalia Pasha Pumps $295 from shop.nordstrom.com Buy Now ShoppingWinter FashionFallFall FashionWinterShoes