Unless otherwise specified, all sizes in this post are listed in women’s.
1. No-tie sneakers if you're tired of wearing your chunky white kicks for *everything*. This low-profile style goes great with dresses, jeans, and everything in between.
2. Polished Lucky leather ankle boots because the best shoes are the ones that are comfortable but don't look comfortable.
3. Refined leather d'Orsays that put a cool twist on your standard loafers with side cutouts that are perfect for transitional fall weather.
4. Platform lace-up oxfords to take fashionable comfort to new heights with surprisingly lightweight anti-skid soles. You'll just have to worry about carrying the weight of all these compliments!
5. Trendy pointed-toe knee-high boots with a walkable block heel so you can keep rocking your favorite summer dress or skirt well into fall.
6. Sleek slip-on sneakers with memory foam soles for getting out the door as quickly and as comfortably as possible.
FYI, these are included in Prime Try Before You Buy, so you can give them a trial run if you're a member!
Some reviewers say these shoes run big and recommend ordering a size down.
Promising review: "This is my second pair of shoes like this. They are comfortable with padding, easy to wear, durable, and go with everything. Highly recommend!" —mandi
Get them from Amazon for $26.95+ (available in sizes 5–11 and in 21 colors).
7. Sophisticated slip-on mules if you're looking for the autumnal equivalent of your favorite pool slides that are just as convenient and comfortable.
8. Chelsea rainboots with over 14,000 5-star ratings that are ruining my standards for other shoes. Cute, functional, *and* comfortable for under $35? Pinch me.
9. Or these quilted mid-calf rain boots to keep your feet cute and dry without feeling like you're dragging waterlogged weights around your ankles every time it rains.
10. Ugg ankle boots that can play the part of supportive slippers or cozy going-out shoes with equal success. They've got all the comfort you've come to know and love from Uggs in a shorter style that won't weigh you down.
11. Slip-on knit ankle booties to get your feet in on the cozy sweater-weather action.
12. Durable Wonesion nonslip sneakers so you can satisfy your craving for funky footwear without ending the day with unbearably sore feet.
Promising review: "These shoes are amazing! When I first tried them on, I was a bit skeptical because of the support. It's something that I never felt wearing a shoe. I thought, 'Great, here comes a blister.' NOPE. The support in these shoes, is absolutely incredible. I'm on my feet A LOT while at work — 14 out of the 16 hours I work, I'm walking or running around halls to keep up with patients/clients. And let me just say WOW! The comfortability is astonishing. I figured that since they are a little heavy, that my feet would be tired, or even puffy and swollen — NOPE. ABSOLUTELY NOT. My feet feel great after I take them off. No blisters, the fit is great. I'm OBSESSED with these shoes. After Im done writing this review, I'm ordering another pair! These shows are the real deal." —Kay
Get them from Amazon for $31.44+ (available in sizes 5.5–10.5 and in 19 colors).
13. These chunky platform Chelsea boots with a grippy lug sole that makes it possible to walk that sidewalk like a runway without fear of slipping.
FYI, these are included in Prime Try Before You Buy, so you can give them a trial run if you're a member!
Promising review: "Very comfortable on my first wear! Color and fit is as expected. Durable sole and easy to dress up and down!" —Jordan Holt
Get it from Amazon for $47.98+ (available in sizes 5–11 and in 20 styles).
14. Handmade platform huarache sandals if you want a sure-fire way to punch up your favorite fall looks with a standout style that can ~elevate~ even the most basic jeans and T-shirt look.
Macarena Collection is a Buena Park, California-based Etsy shop that specializes in colorful Mexican shoe and clothing design.
Promising review: "I unexpectedly had to walk five miles in the Florida heat and humidity but I had these shoes on and my feet didn’t hurt at all! Super cute and functional." —Tori Kuhn
Get it from Macarena Collection on Etsy for $50.90 (available in sizes 5–10 and in more colors via their Etsy shop).
15. Or woven Huarache sandals with shock-absorbing foam insoles that blur the line between sandal and loafer for an easygoing style you'll have trouble finding reasons not to wear for the hundredth day in a row.
16. Streamlined heeled booties because if you're going to walk the walk, you need chic shoes you can actually walk in.
17. Patent vegan-leather loafers with thick rubber lug soles so you can stomp around in head-to-toe sophistication and leave the arsenal of blister bandages at home.
18. Splurge-worthy Mary Jane flats handcrafted from supple leather for a truly timeless style that'll see you through office commutes, lunch dates, and nights out for years to come.
19. Lace-up wedge booties if you're dreading having to put your garden party wedges away for winter hibernation. These will serve the same comfy-cute purpose while keeping your feet appropriately cozy.
20. Vintage-inspired Reebok sneakers that come in *so* many colors you might as well buy a pair for every season!
21. Slip-on Kenneth Cole Chelsea boots because they scream "I'm chic" to the world while cradling your feet in a soft, cushiony sole with every step.
22. A pair of pointed-toe pumps so you can rock that job interview, dance the night away, or, heck, even run for office in shoes with looks that can kill, but won't kill your feet.
23. Affordable riding boots for a style that makes it easy to dress comfortably and still look put together. Crewneck sweatshirt + leggings + riding boots = the ultimate cozy fall outfit.
24. Chunky Dansko clogs if you're looking for a shoe with orthopedic sneaker–level comfort that's dressier and more versatile.
25. Bestselling Adidas running shoes with loads of 5-star reviews touting just how lightweight and comfortable. These will keep you supported whether you're running laps at the gym or running to catch the bus.
FYI, this is included in Prime Try Before You Buy so you can give them a trial run if you're a member!
Promising review: "These shoes are without a doubt, the best $45 I've ever spent on shoes!! I work in a busy doctors office and am always on my feet five days a week. These are called 'Cloudfoam' for a reason. They fit perfectly for my wide feet and never do I have 'TIRED' feet! I barely notice I've even got shoes on! True to size!! Fit perfectly!! Will be buying another pair!!" —EpilepsyWarrior28
Get it from Amazon for $44.83+ (available in sizes 5–11 and in 26 styles).