Unless otherwise specified, all sizes in this post are listed in women's.
1. A pair of Birdies with a classic silhouette to bring you the versatile style you want, but with the long-lasting comfort you need. Designed with seven layers of comfort — memory foam, shock absorption, dual layered high-density foam, premium cushioning, arch and heel support, and soft quilting — you'll find yourself reaching for these shoes daily.
Promising review: "I had never tried Birdies, but as an elementary teacher on my feet for hours upon hours, I am always looking for a stylish and comfortable shoe. Birdies checked off both boxes — love the sleek, stylish design, and oh so comfortable. True to size and available in a multitude of colors. I will be buying more!" —Diane W.
Get them from Birdies for $130 (available in sizes 5–13 regular and with select colors available in wide and 16 colors).
2. A Sam Edelman loafer epitomizing chic comfort. These loafers are raved about as being comfortable even from the first wear, aka no breaking in required!
These are available for Prime Try Before You Buy, so check that out if you're a member!
Promising review: "Really love these shoes. I wore them for nine hours on the first wear, and they are so soft and comfortable. I can easily wear them all day long. I would hands down recommend these shoes, and I will be purchasing a couple more pairs." —Stopitlaura
Get them from Amazon for $150 (available in sizes 4–14 regular and 6–10.5 wide and 14 colors).
3. A slip-on loafer with so many color options, you're bound to find *at least* one pair that fits your aesthetic. These shoes are the perfect combination of simple and fashionable with the classic horsebit gold hardware. Plus, with the backless design, they are perfect to slip on as you run out the door.
*Reviewers suggest ordering one size up from your typical size.
Promising reviews: "I was looking for comfortable shoes to wear to an interview as I don’t want to risk twisting an ankle wearing heels. So, I was looking for cute, fashionable shoes that would make my outfit stand out, and these were the perfect ones for it." —Iz
"These shoes are so cute. I am pretty picky when it comes to shoes due to the comfort, and I stand most of the day. These are perfect — extremely comfortable, and they go with pretty much everything!" —Hanna K.
Get them from Amazon for $36.99+ (available in sizes 5–11 and 35 colors).
4. A trendy platform loafer with chain detailing that is actually comfortable!! They may look like shoes you'd have to break in, but according to reviewers, they aren't. With all-day comfort, you'll be wearing these with any outfit during any season.
Promising review: "I wasn't even in the market for new shoes but saw these, and I couldn't resist it! A slip-on chunky loafer that looks good with many different looks. I always get asked where I got these. I'll probably buy more." —Coral
Get them from Amazon for $59.99+ (available in sizes 5–11 and 17 colors).
Now that you have the shoes, check out some of these great fall pieces to pair them with!
5. A pair of Rothy's Driver loafers designed with comfort and ~sustainability~ in mind. Each pair of shoes is knitted from 17 (!!) plastic water bottles — so not only will you physically feel good in these, but you will feel good about helping reduce plastic waste. AND they are machine washable, so you know you'll have this pair for a looong time.
Promising review: "These are the most comfortable dress shoes I've ever worn. I forget to take them off when I get home because they are just as comfortable as my house shoes. I plan on trying other Rothy's styles!" —Catherine N.
Get them from Rothy's for $189 (available in sizes 5–13 and 16 colors).
6. A LifeStride round toe, slip-on loafer made from faux leather with an accent of patent leather across the top. These loafers are designed with an ultra-flexible outsole to bend with your every step.
**Available for Prime Try Before You Buy!
Promising review: "Comfortable all day (eight-plus hours) on my feet on a hard surface. I get compliments from strangers like, 'Your shoes are gorgeous and classy.'" —Diane S.
Get them from Amazon for $38.39+ (available in sizes 5–11 regular and wide and two colors).
7. An Anne Klein suede penny loafer with a chunky sole to add a bit of ~edginess~ to any outfit. They are created with premium suede and specialized technology that allows them to bend up to 90º so they won't feel stiff and uncomfortable.
Promising review: "I bought these last month right before a work trip. I was worried that I didn’t have time to break them in, but my worries were unfounded. These fit great right out of the box and were super comfortable for my long days walking through the airport and to and from the office and hotel. I’m so happy to have found these." —tall tracy
Get them from DSW for $69.99 (available in sizes 6–11 and two colors).
8. A pointy toe loafer designed for daily wear, meaning they are extremely comfortable and can be paired with basically any of the outfit options you are deciding between.
Promising review: "Since I have a 'funky' big toe, it is unusual for me to be able to wear shoes right out of the box without breaking them in first. These shoes are amazingly comfortable; they are soft, flexible, and fit perfectly. I will be buying these in different colors also." —Katie
Get them from Amazon for $19.99+ (available in sizes 5–11 and 14 colors).
9. A Franco Sarto crinkle patent loafer so you can have the trendy loafer look while still being ~unique~ with the textured look not many people are wearing (yet!).
If you're a Prime member, these are available for Prime Try Before You Buy.
Promising review: "I love the thick sole and that they are shiny and super comfortable. I find myself looking down at them a lot 'cause I just love looking at them. Great value for the money. They look super expensive. I work in a sort of formal work environment and rock these with slacks and button-downs. Did I say I love them??" —Leah G.
Get them from Amazon for $79+ (available in sizes 4–13 regular and 6–10 wide and eight colors).
10. A walking loafer with over 10,000 5-star ratings on Amazon. No wonder so many people like them — extremely comfortable shoes with 45 color options?! You are definitely going to find a pair that fits your vibe!
Promising review: "Holy cow, these things are comfy. I initially got these to wear to work. I wanted something comfortable that would look somewhat professional, and these were perfect. I weirdly get many compliments on them in the office. I'm probably going to have to buy another pair because I've worn them so much. Not just to work. I find they are great to slip on real quick to go get the mail or water the plants. I even found they were great for traveling since they come on and off so easy (you know, TSA) and are so comfortable for long hours and walking. Get them." —A. Frances
Get them from Amazon for $29.80 (available in sizes 5–12 and 45 colors).
These shoes definitely qualify as great shoes to add to your walking shoe collection.
11. A pair of chunky loafers that will transport you back to the '90s…and have you be the best dressed there. Bonus! You can feel good about wearing these because they are made with 'Low Impact to the Environment' leather by using less water and energy during the tanning process!
Promising review: "So happy with these! They fit just as described, and I didn’t feel like they required any break-in time. I wear them with nude, no-show socks, but I think you could also wear them without. Really pleased with these loafers; they’re unique in style, but go with so many outfits." —BrookeO
Get them from Madewell for $158 (available in sizes 5–11 and two colors).
12. A versatile pair of slip-ons with a combination of a rounded and pointed toe design. These shoes are so soft and flexible they literally FOLD IN HALF so you can store them in a bag!
Promising review: "I don't actually write reviews that often...but these flats arrived yesterday, and I immediately put them on. They are comfortable, conform to my foot, and are not tooooooo pointy, but are just dramatic enough. I had to keep myself from wearing them again this morning; that's how much I loved them. Lovely shoes." —Elizabeth R.
Get them from Amazon for $17.59+ (available in sizes 5–11 and 12 colors).
13. A classic Aerosoles loafer that reviewers are raving about (and a Madewell dupe, except $73 not $150!). Plus, they have a foam footbed for lasting comfort and easy all-day wear.
These are available for Prime Try Before You Buy, so go ahead and try them out. You can always return them!
Promising review: "I love these shoes. I purchased the whiskey-colored shoes and came back to get the black. They are comfortable and look great with pants or a dress. Highly recommended." —sallykintz
Get them from Amazon $42.42+ (available in sizes 5–12 and seven colors).
14. A versatile, pointed-toe loafer with a butted seam detail to add a little ~spice~ to the classic loafer look. These are extremely comfortable with a memory foam lining to provide extra cushioning with every step you take.
These are available for Prime Try Before You Buy, so check that out if you're a member!
Promising review: "I love these shoes. This is my third (or fourth) order, and I’ll keep ordering them as long as they are available. They are my 'go to' shoes, and I wear them nearly every day…the days when I’m not wearing them, I’m either in my house slippers or barefoot. The price just makes them better. I can’t think of anything negative thing to say." —Judy
Get them from Amazon for $24.30+ (available in sizes 5–15 regular and 7–13 wide and 12 colors).
Now that you're sold on these, consider adding another pair of the most comfortable shoes to your collection.
15. A pair of Loft horsebit loafers that will have you stepping into a perfectly comfortable *and* stylish shoe that will elevate any outfit.
16. Franco Sarto Carolynn loafers with a stylish tassel on top to help your shoes stand out from the crowd. ✨
If you're not already a Prime member, you should definitely become one ASAP because these are also available for Prime Try Before You Buy!
Promising review: "I bought these for work, and they are perfect. They are much more comfortable than I thought they would be, and they fit perfectly. I have received compliments on them from people between the ages of 20 and 80, so I would say they are a must-have closet staple." —Bella
Get them from Amazon for $79+ (available in sizes 5–11 and four colors).
17. A fur-lined loafer for those brisk fall mornings where you need extra warmth but want fashionable shoes. Put the Uggs away, it's not *that* cold, yet.
Promising review: "These mules are so great! They are comfortable and look so stylish with a pair of shark-bite hem jeans. I wore them out, and as soon as my girlfriend saw me, she asked if they were Gucci. I'd say that's a win! Love them!!!" —StaceyDaKat
Get them from Amazon for $39.89+ (available in sizes 5–12 and 11 colors).
And if you're someone who is perpetually cold (like me 🥶), check out more clothes and accessories to help you warm up.
18. A penny loafer from J.Crew that looks like the classic, old school loafer we all initially picture (at least this is what *I* picture). The glossy shine of this leather will draw everyone's eyes toward your shoes. Warning: You will probably have a lot of people come up asking where you got these.
*Reviewers note these loafers tend to run a bit small, so consider sizing up!
Promising review: "I have always loved the penny loafer! This one hits all the points. Does need a bit of working in (a day or two), but looks great dressed up or down." —Knightd
Get them from J.Crew for $178 (available in sizes 5–12 and two colors).
19. A sleek Calvin Klein loafer that elevates the simple, essential style with a gold buckle on top and the iconic Calvin Klein 'CK' all over for a little something ~extra~.
These are available for Prime Try Before You Buy, so check that out if you're a member!
Promising reviews: "I loveeeee these!! They go with almost any outfit and look great for the office." —Chinyere
"This is my second pair. I love them. Very comfortable!" —Olaya D.
Get them from Amazon for $39.50+ (available in sizes 5–11 and four colors).
20. A retro-inspired Steve Madden penny loafer with a chunky sole and low heel that's ~giving '90s chic~.
Heads up! Reviewers mention that these run small, so consider ordering a size up.
Promising review: "This shoe fits comfortably and is ready for a full day's work, right out of the box. The style is versatile to wear for work, an outing with friends, or afternoon theater. This is not my first pair of Steve Madden and will not be my last." —Appletini
Get them from Amazon for $65.25+ (available in sizes 6–10 and four colors).
21. A simple loafer designed for everyday wear, created with signature technology meant to help support the natural alignment of your foot. Plus, since these are from Nordstrom, there is free shipping and returns. No need to worry about losing money if you don't like them (although I'm confident you won't be wanting to return these).
Promising review: "Fit, style, and comfort all in one. I ordered these on the advice of my podiatrist. The support helps my feet feel good, and the style lets me look professional." —K. Hila
Get them from Nordstrom for $129.95 (available in sizes 5–11 and four colors).
Add these to the list of shoes you will wear until you've worn out the soles.
22. A pair of pointed toe penny loafers for anyone who is looking for something a little ~different~ and doesn't want to stock up on anymore solid color shoes. With a variety of unique and interesting patterns, these will make the perfect statement shoe.
Promising review: "These are amazing! They are comfortable, there was no breaking in necessary, and they were great value, too. I wore them for heavy walking every day for months. They are so amazing that when they tore after months of heavy use, I got another pair. Now, I can look great all the time! Love them to no end!" —Bro S.
Get them from Amazon for $31.98+ (available in sizes 5–11 and six colors/patterns).
23. A pair of genuine leather penny loafers hand-stitched and made with premium material for a super lightweight and flexible shoe.
Promising review: "They fit great, look wonderful, and what a great price for quality shoes. And the toe box is just as described, leaving room for my very sensitive toes — surgery many years ago left them ultra sensitive, and these feel just right. Definitely will buy another pair!" —Bobbi
Get them from Amazon for $31.98+ (available in sizes 6–11 and 10 colors).
24. A round toe loafer designed to provide you with a natural fit and feel for all-day comfort all wrapped up in a simple, classic shoe.
Promising review: "This shoe is well-made and very comfortable. From my history with this brand of shoe, I know they always start out a little stiff, but once you break them in, they are fine. I love this professional look and how well-made they are. My last pair of these lasted 12 years, and even though my foot got bigger, the leather stretched with me and made them useful longer. Will always recommend this brand of shoe for its longevity and style." —Julie B. RN
Get them from Amazon for $48.85+ (available in sizes 5–11 regular and 6–10 wide and four colors).
25. A blinged out pair of Betsey Johnson loafers to add extra ✨sparkle✨ to any outfit you pick. You could literally be wearing a sweatsuit, throw these on, and you'd be a fashion icon.
Get them from Nordstrom for $139 (available in sizes 5–10 and three colors).