"Feels Like Silk Every Time I Slip Them On": 37 Pairs of Shoes Perfect for Any Fall Look

Content

1. Sam Edelman loafers — these authentic leather gems are sure to turn heads wherever you go. Pair them with your favorite slacks for the office, a flowy A-line dress for a museum outing, or even jeans for a chic everyday look.

2. Blondo Villa ankle booties — because what is fall without strutting to a Makers' or farmers market in a pair of these? These trendy boots come in waterproof suede and nubuck versions, so you won't mind if a sudden rainstorm catches you off guard!

3. Or perhaps a more budget-friendly yet equally charming pair of ankle booties to wear for a casual lunch or a stylish, effortlessly put-together look. These can easily be paired with a dress or even a timeless jeans and tee outfit.

4. A pair of classic ballet flats designed with memory foam cushioning, making it easy to walk through your day or work without worrying about aching feet. You don’t have to be a ballerina to enjoy these, but their comfort will have you feeling like dancing!

5. These embroidered floral high-top sneakers are the perfect match for your autumn outfits, sure to bring in all the compliments. Featuring a timeless canvas design and supportive arch features, they will keep you comfortable throughout the day as you explore the city!

6. These over-the-knee boots are the perfect way to step into the season with ✨ stunning ✨ style. Made from faux suede, these boots pair beautifully with jeans, leggings, or tights, creating a chic tucked-in look that steals the spotlight in any outfit.

7. These Classic Reebok sneakers are crafted with shock-absorbing midsoles and cushioned foam sock liners to offer superior comfort while you walk. With a retro style and modern flair, these sneakers go perfectly with anything — from midi skirts to joggers, jeans, and even maxi dresses!

8. These chic London Fog rain booties perfectly blend style and practicality, keeping your toes and socks dry during rainy days without compromising your outfit. Now, all you need is an umbrella to complete the look!

9. *OR* a pair of mid-calf rain boots, offering a durable yet stylish design, allowing you to look your best while running errands, tending to your garden or lawn, or catching up with a friend for a last-minute lunch!

10. A pair of handcrafted mules inspired by a traditional Senegalese slipper, featuring elegant cutouts, pointed toes, and a stacked block heel — the perfect stylish addition to any wardrobe.

11. A pair of leather Chelsea boots that are perfect for year-round wear, as they bring a sleek and polished touch to nearly any ensemble.

12. High-top, platform Converse sneakers, a timeless classic that’s perfect for those fall days when it's too warm for boots but not hot enough for sandals.

13. A pair of buckle-accent knee-high boots for wider calves, designed to offer a comfortable fit for those who need more room. These boots are ideal for tucking in jeans or leggings *or* pairing with skirts or dresses for a stylish look. Booties, step aside — it's time for knee-highs!

14. A pair of incredibly comfortable pull-on cushioned boots for when the temperature drops, and you’re ready for Ugg season, but without the high prices (or the constant sellouts). These mini boots are lined with soft faux fur that hugs your feet, and their low-cut style means you can pair them with anything from leggings and joggers to mini skirts and dresses!

15. Slip-on mules with a pointed toe and faux leather construction that give them a high-end look at a budget-friendly price. Plus, they’re versatile enough to pair with almost anything in any season, offering a timeless, polished style.

16. Waterproof Columbia hiking boots, designed for adventurers who thrive on exploring parks and tackling nature trails. With their advanced all-terrain traction rubber soles, these boots provide ultimate support and comfort while conquering rocky paths and steep inclines.

17. Consider a pair of eco-friendly all-purpose lace-up boots, designed to keep your feet comfortable during unexpected downpours or scenic hikes. These boots ensure that no matter what the weather brings, your feet stay dry and cozy all day long.

18. Try the Slip-on Olukai sneakers, featuring a convenient drop-in heel that allows you to easily slide your feet in without any hassle. If you're looking for a reliable fall shoe, this comfy choice will keep you covered for everything from apple picking to late-night bonfires before the chill sets in.

19. Step into a pair of Rothy's square Mary Jane shoes, made from soft, sustainably sourced materials (including recycled water bottles!). These shoes offer both comfort and eco-conscious style, and the best part? They're machine washable, so you can keep them looking fresh!

20. Some chunky Sam Edelman ankle boots, which are surprisingly lightweight and comfortable despite their bold, chunky look. Paired with cozy sweaters and your PSL in hand, these will become a fall wardrobe essential. Some reviewers even compare them to the high-end Prada lug sole Chelsea boots, which cost over $1,000!

21. An athletic sneaker designed with a nonslip honeycomb sole, providing excellent support and stability during running, walking, and hiking. The breathable knit mesh upper ensures comfort in any weather, keeping your feet cool throughout the day.

22. The Tasman slipper by Ugg features a convenient slip-on design, ideal for transitioning from Labor Day to Thanksgiving without discomfort. Its lightweight sole, plush interior, and genuine suede exterior will make you want to wear them every day — and the best part is, you can!

23. The Teva ReEmber quilted bootie is designed to keep your feet warm and cozy, featuring a cushioned footbed, water-resistant outer layer, and a collapsible heel for easy on-and-off wear! It’s the ultimate fall footwear for everything from camping and running errands to simply lounging at home with a cup of tea while enjoying the fresh breeze through your windows.

24. Pointed-toe ballet flats in a range of adorable prints and colors that might make you want to collect every style! Designed with wider toe boxes for comfort and to avoid cramped toes, these flats also feature a shock-absorbing midsole, arch support, and heel padding to prevent blisters.

25. A pair of slingback heels that exude luxurious Chanel vibes, but without the hefty price tag. These chic beauties will keep you comfortable while leaving everyone wondering where you found them and how much they cost!

26. A pair of fall-inspired platform sneakers-turned-booties, designed with a hidden wedge heel to give you a boost in height while maintaining ultimate comfort.

27. The Kalina boot by Naturalizer features a timeless knee-high design that’s perfect for any occasion, whether you’re dressing up or keeping it casual. The 3.25-inch heel gives a touch of added height while the contoured, cushioned footbed ensures comfort all day long!

28. A pair of comfortable clogs that are a great, budget-friendly alternative to the famous Birkenstock Boston Clog. These clogs offer similar comfort at a fraction of the price, allowing you to explore the city all day without worrying about foot pain forcing you to stop every few steps.

29. Allbirds Tree Runners are crafted with lightweight eucalyptus fiber for optimal breathability, making each walk feel like a breeze! They also feature a castor bean oil-based foam insole designed to wick moisture and regulate heat, keeping your feet fresh, dry, and comfortable — no matter how sweaty you get while walking all day.

30. Some waterproof leather boots — these versatile boots are perfect for running errands or going on a hike in the woods, offering both practicality and style. Designed with "Thinsulate" insulation, they’ll keep your feet warm and dry, no matter what your day holds.

31. Naturalizer pointed-toe pumps — the perfect choice to elevate any sophisticated outfit, whether you're giving a presentation or enjoying a night out at a high-end restaurant. These chic pumps ensure you look polished while maintaining comfort all day.

32. A pair of sneakers that are causing quite a stir with their inclusive sizing, offering quarter sizes! If you've always had trouble finding the perfect fit, look no further — these could be your perfect match.

33. Introducing a pair of slouchy faux-suede heeled boots—the perfect footwear for the fall season. These boots are ideal for lounging by the fire with friends or strolling through a midnight market with your significant other, offering both comfort and style.

34. The iconic Dr. Martens combat boots, blending both style and practicality. You can pair these boots with virtually anything in your wardrobe. Many Doc enthusiasts wear them year-round once they've been broken in, so don't be surprised if they become your go-to shoes in your collection!

35. Try these durable faux-leather knee-high cowboy boots—perfect for every Cowboy Carter fan, letting you two-step in comfort and style. These boots will last until, hopefully, Beyoncé drops those Act II tour dates we've all been waiting for.

36. A chunky ankle boot that's a seasonal must-have due to its versatility. Some reviewers even suggest these boots serve as a fancy alternative to rain boots on a gloomy fall day!

37. Platform lace-up oxfords — for anyone with a preppy flair, these shoes are a perfect match! Crafted with a water-resistant leather upper, a soft lining, and an anti-slip sole, they'll keep you comfy all day long. And even if you’re not dancing, you’ll still feel like Footloose when you wear them!

View more

View more

All shoe sizes mentioned in this post are for women's sizes unless noted otherwise.

1. Sam Edelman loafers — these authentic leather gems are sure to turn heads wherever you go. Pair them with your favorite slacks for the office, a flowy A-line dress for a museum outing, or even jeans for a chic everyday look.

www.amazon.com, www.amazon.com

2. Blondo Villa ankle booties — because what is fall without strutting to a Makers' or farmers market in a pair of these? These trendy boots come in waterproof suede and nubuck versions, so you won't mind if a sudden rainstorm catches you off guard!

www.amazon.com, Amazon

3. Or perhaps a more budget-friendly yet equally charming pair of ankle booties to wear for a casual lunch or a stylish, effortlessly put-together look. These can easily be paired with a dress or even a timeless jeans and tee outfit.

www.amazon.com, www.amazon.com

4. A pair of classic ballet flats designed with memory foam cushioning, making it easy to walk through your day or work without worrying about aching feet. You don’t have to be a ballerina to enjoy these, but their comfort will have you feeling like dancing!

www.amazon.com

A helpful tip from reviewers: consider ordering half a size larger! Here's a glowing review: "I usually avoid inexpensive shoes because they often feel cheap, but THESE are incredibly comfy, stylish, and don’t look cheap at all. Definitely a 10/10, and I’ll be purchasing more! They fit perfectly, even with my slightly wide feet." —Caroline

Find them on Amazon for $26.99 (sizes 6–9.5 and 44 colors available).

5. These embroidered floral high-top sneakers are the perfect match for your autumn outfits, sure to bring in all the compliments. Featuring a timeless canvas design and supportive arch features, they will keep you comfortable throughout the day as you explore the city!

Bangs Shoes

Here's a glowing review: "These are my latest Bangs, and I can't get enough of how they match with everything! The design is absolutely adorable, and I love how the pattern takes up so much space on the shoes!" —Abigaile b.

Available from BANGS Shoes for $85 (sizes 5–11.5 available).

Bangs Shoes is a small, mission-focused business committed to producing ethically made canvas sneakers, some of which feature embroidered designs (as seen above)! Check out the full collection here.

6. These over-the-knee boots are the perfect way to step into the season with ✨ stunning ✨ style. Made from faux suede, these boots pair beautifully with jeans, leggings, or tights, creating a chic tucked-in look that steals the spotlight in any outfit.

7. These Classic Reebok sneakers are crafted with shock-absorbing midsoles and cushioned foam sock liners to offer superior comfort while you walk. With a retro style and modern flair, these sneakers go perfectly with anything — from midi skirts to joggers, jeans, and even maxi dresses!

8. These chic London Fog rain booties perfectly blend style and practicality, keeping your toes and socks dry during rainy days without compromising your outfit. Now, all you need is an umbrella to complete the look!

9. *OR* a pair of mid-calf rain boots, offering a durable yet stylish design, allowing you to look your best while running errands, tending to your garden or lawn, or catching up with a friend for a last-minute lunch!

10. A pair of handcrafted mules inspired by a traditional Senegalese slipper, featuring elegant cutouts, pointed toes, and a stacked block heel — the perfect stylish addition to any wardrobe.

11. A pair of leather Chelsea boots that are perfect for year-round wear, as they bring a sleek and polished touch to nearly any ensemble.

12. High-top, platform Converse sneakers, a timeless classic that’s perfect for those fall days when it's too warm for boots but not hot enough for sandals.

13. A pair of buckle-accent knee-high boots for wider calves, designed to offer a comfortable fit for those who need more room. These boots are ideal for tucking in jeans or leggings *or* pairing with skirts or dresses for a stylish look. Booties, step aside — it's time for knee-highs!

14. A pair of incredibly comfortable pull-on cushioned boots for when the temperature drops, and you’re ready for Ugg season, but without the high prices (or the constant sellouts). These mini boots are lined with soft faux fur that hugs your feet, and their low-cut style means you can pair them with anything from leggings and joggers to mini skirts and dresses!

15. Slip-on mules with a pointed toe and faux leather construction that give them a high-end look at a budget-friendly price. Plus, they’re versatile enough to pair with almost anything in any season, offering a timeless, polished style.

16. Waterproof Columbia hiking boots, designed for adventurers who thrive on exploring parks and tackling nature trails. With their advanced all-terrain traction rubber soles, these boots provide ultimate support and comfort while conquering rocky paths and steep inclines.

17. Consider a pair of eco-friendly all-purpose lace-up boots, designed to keep your feet comfortable during unexpected downpours or scenic hikes. These boots ensure that no matter what the weather brings, your feet stay dry and cozy all day long.

18. Try the Slip-on Olukai sneakers, featuring a convenient drop-in heel that allows you to easily slide your feet in without any hassle. If you're looking for a reliable fall shoe, this comfy choice will keep you covered for everything from apple picking to late-night bonfires before the chill sets in.

19. Step into a pair of Rothy's square Mary Jane shoes, made from soft, sustainably sourced materials (including recycled water bottles!). These shoes offer both comfort and eco-conscious style, and the best part? They're machine washable, so you can keep them looking fresh!

20. Some chunky Sam Edelman ankle boots, which are surprisingly lightweight and comfortable despite their bold, chunky look. Paired with cozy sweaters and your PSL in hand, these will become a fall wardrobe essential. Some reviewers even compare them to the high-end Prada lug sole Chelsea boots, which cost over $1,000!

21. An athletic sneaker designed with a nonslip honeycomb sole, providing excellent support and stability during running, walking, and hiking. The breathable knit mesh upper ensures comfort in any weather, keeping your feet cool throughout the day.

22. The Tasman slipper by Ugg features a convenient slip-on design, ideal for transitioning from Labor Day to Thanksgiving without discomfort. Its lightweight sole, plush interior, and genuine suede exterior will make you want to wear them every day — and the best part is, you can!

23. The Teva ReEmber quilted bootie is designed to keep your feet warm and cozy, featuring a cushioned footbed, water-resistant outer layer, and a collapsible heel for easy on-and-off wear! It’s the ultimate fall footwear for everything from camping and running errands to simply lounging at home with a cup of tea while enjoying the fresh breeze through your windows.

24. Pointed-toe ballet flats in a range of adorable prints and colors that might make you want to collect every style! Designed with wider toe boxes for comfort and to avoid cramped toes, these flats also feature a shock-absorbing midsole, arch support, and heel padding to prevent blisters.

25. A pair of slingback heels that exude luxurious Chanel vibes, but without the hefty price tag. These chic beauties will keep you comfortable while leaving everyone wondering where you found them and how much they cost!

26. A pair of fall-inspired platform sneakers-turned-booties, designed with a hidden wedge heel to give you a boost in height while maintaining ultimate comfort.

27. The Kalina boot by Naturalizer features a timeless knee-high design that’s perfect for any occasion, whether you’re dressing up or keeping it casual. The 3.25-inch heel gives a touch of added height while the contoured, cushioned footbed ensures comfort all day long!

28. A pair of comfortable clogs that are a great, budget-friendly alternative to the famous Birkenstock Boston Clog. These clogs offer similar comfort at a fraction of the price, allowing you to explore the city all day without worrying about foot pain forcing you to stop every few steps.

29. Allbirds Tree Runners are crafted with lightweight eucalyptus fiber for optimal breathability, making each walk feel like a breeze! They also feature a castor bean oil-based foam insole designed to wick moisture and regulate heat, keeping your feet fresh, dry, and comfortable — no matter how sweaty you get while walking all day.

30. Some waterproof leather boots — these versatile boots are perfect for running errands or going on a hike in the woods, offering both practicality and style. Designed with "Thinsulate" insulation, they’ll keep your feet warm and dry, no matter what your day holds.

31. Naturalizer pointed-toe pumps — the perfect choice to elevate any sophisticated outfit, whether you're giving a presentation or enjoying a night out at a high-end restaurant. These chic pumps ensure you look polished while maintaining comfort all day.

32. A pair of sneakers that are causing quite a stir with their inclusive sizing, offering quarter sizes! If you've always had trouble finding the perfect fit, look no further — these could be your perfect match.

33. Introducing a pair of slouchy faux-suede heeled boots—the perfect footwear for the fall season. These boots are ideal for lounging by the fire with friends or strolling through a midnight market with your significant other, offering both comfort and style.

34. The iconic Dr. Martens combat boots, blending both style and practicality. You can pair these boots with virtually anything in your wardrobe. Many Doc enthusiasts wear them year-round once they've been broken in, so don't be surprised if they become your go-to shoes in your collection!

35. Try these durable faux-leather knee-high cowboy boots—perfect for every Cowboy Carter fan, letting you two-step in comfort and style. These boots will last until, hopefully, Beyoncé drops those Act II tour dates we've all been waiting for.

36. A chunky ankle boot that's a seasonal must-have due to its versatility. Some reviewers even suggest these boots serve as a fancy alternative to rain boots on a gloomy fall day!

37. Platform lace-up oxfords — for anyone with a preppy flair, these shoes are a perfect match! Crafted with a water-resistant leather upper, a soft lining, and an anti-slip sole, they'll keep you comfy all day long. And even if you’re not dancing, you’ll still feel like Footloose when you wear them!