Best Penny Loafers Women’s | Types | How to Wear?

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After a decade of collecting dust, loafers have regained popularity in recent years. Loafers are not only a must-have for the fall season, but they’re also highly adaptable and look great with everything from the ’70s flare jeans to trendy nap dresses. No matter the season, loafers are the ideal shoe either for work or play. The mens penny loafers aren’t just for the lads anymore, as it’s now available in snakeskin, leopard, and even fabric and fur for the ladies too.

Back then, loafers were a very high-priced item. For instance, Gucci women’s loafers were so pricey and unaffordable for the ordinary individual. However, ladies’ loafers are now available from a variety of companies at a variety of price points. So it’s simple to grab for your most excellent flats or most comfortable shoes on days when you want to be comfortable. But to nail that feel-good effect while elevating your look just a little, opt for a pair of fashionable loafers.

In search of the best loafers out there, we have spent a lot of time surfing the internet and amazon stores. Below we have listed the best loafers women must have, as they will go with almost every occasion.

Contents show

What are Penny Loafers?

Loafer shoes are a slip-on style, without laces or fastenings. They are usually flat or have a very low heel, making them super comfortable and great for a city trip involving some sightseeing. When a loafer has a leather saddle that runs horizontally across the top of the vamp at the instep, it is called a penny loafer.

History of Penny Loafers

The penny loafer is closely associated with G.H. Bass, who popularized the style when introducing it to the United States in 1936. The design was inspired by traditional Norwegian fisherman’s shoes, due to which G.H. Bass called its version the ‘Weejun’ in honor of its roots. Initially, the American market preferred their Weejuns as house slippers, but the problem was they were quickly worn out and about.

Penny-wearing Ivy League College students aided in establishing the style as a casual menswear staple, adopting it as their de facto uniform and forming the preppy persona. Throughout the 1950s and 1960s, American college students continued to wear penny loafers on campus, supported by prep-king John F. Kennedy, who wore them throughout his presidency.

Penny loafers were enjoyed by everyone from James Dean and Paul Newman to subcultures like the mods and rude boys to Michael Jackson, who moonwalked in his Weejuns. Today’s penny loafers have still maintained a well-groomed vibe to them, yet you can wear them with various outfits. They’re versatile and easy to wear, and they’ll go with tailoring or a layered weekend look.

Fun Fact

According to Zappos,

“When pay phones were still common and hadn’t yet been raised to a quarter, the source of funds for an emergency phone call home used to be penny loafers.”

Types of Loafers

There is a wide variety of loafers that have evolved. The four types of penny loafers which are most widely worn nowadays are given below. Also, ahead we have discussed in detail how you can pair these loafers and slay your parties, gathering, and meetings with a flawless style.

  1. Classic Loafers
  2. Heeled Loafers
  3. Backless Loafers
  4. Pointed Toe Loafers

Classic Loafers

This shoe has the same shape, but it doesn’t have the split strap or the penny. In addition, while some loafers feature a smooth bridge, also known as driving moccasins, the bridge of many loafers is embellished with bows, tassels, and even false buckles.

A classic loafer can have various patterns. For instance, stripes, polka dots, leopard print, paisley, in a variety of materials and designs. Accompanied by traditional leather, one can also opt them in stylish leather designs. It includes crocodile, snakeskin, other exotic leathers, cotton, and materials.

Heeled Loafers

Women can also add heels to loafers, which are generally flat or low-heeled shoes. In addition, Penny loafers with heels are now available with a platform that ranges in height from one inch to four inches or more. Chunky-heeled shoes with embellishments or fringe are also available.

Backless Loafers

Backless loafers are also becoming popular with time. These shoes are a mixture of a mule and a loafer. It is also called a slide. Similar to heeled loafers, these are available in the basic penny style, with embellishments or else fringe, and in a range of designs, fabrics, and patterns.

Pointed-Toe Loafers

With passage, loafers have changed a lot, becoming an increasingly popular pair with a pointed toe resembling to the pointed toe pump for women. Pointed toe loafers are available in the same material, patterns, and decorations as the traditional loafer described earlier.

How to Wear Penny Loafers?

One has an unlimited number of choices for pairing the outfit with penny loafers. With your existing wardrobe, you can wear loafers with below examples. You can wear them by pairing it with

  1. Pants
  2. Jeans
  3. Skirts
  4. Shorts
  5. Dresses

Coupling Penny Loafers With Pants

For both men and women, the classic penny loafer is a working staple. They’re best for the office when paired with wool trousers that is pinstriped and a button-down shirt. Are you accustomed to wearing heels? It’s no problem. Finally put on your favorite heeled penny loafers.

Put on a pair of cotton or silk ankle slacks, and a pair of pointed-toe or backless shoes with a basic top-dress and tight ankle slacks. The elegant black penny loafers with patent leather provide a sense of flair to an otherwise business casual outfit.

Coupling Penny Loafers With Jeans

For slim jeans a pointed-toe loafer or a classic one is ideal. Consider animal print or quirky decoration for more style. Meet your buddies for lunch by adding in a graphic t-shirt and leather jacket.

Coupling Penny Loafers With Skirts

For some, this is a more challenging look to achieve, but the key is proportion. Stick to a skirt that is knee-length or longer. Avoid wearing no mid-calf or maxi skirts. Besides, you can opt for a traditional pencil or A-line skirt, and also shorter mini skirt. They all will look great.

Additionally, a beautiful herringbone pencil skirt with a cashmere turtleneck, and any sort of loafer will make fabulous combinations. Don’t forget your tights.

Coupling Penny Loafers With Shorts

Wondering how? A fitted linen short look great with a button-down silky top and pointed-toe flat loafers. Pair colorful floral blouse with a Bermuda short and a pair of backless loafers for a more casual approach.

Coupling Penny Loafers With Dresses

It’s probably best to keep things classic here. One should avoid wearing loafers with full-skirted dresses. It’s best to put the pouf dress or empire waist away. Almost for any occasion, a simple dress and embroidered loafers are best to go. Couple your favorite summer shirtwaist with vibrant penny loafers (or pointed-toe) or a classic dress with a heeled loafer.

Below we have rounded up the list of the best penny loafers for women. They are among the highly recommended ones with reasonable rates.


Mona Flying Women’s Penny Loafer

Mona flying Women's Perforated Leather Penny Loafers Casual Flats Shoes Square Toe for Ladies Women Girls
as of 05/05/2024 3:07 PM


  • Vamp: Luxury Sheepskin Upper
  • Lining: Soft Breathable Leather
  • Comfy Leather-Covered Insole: Non-removable
  • 3 cm(1.18 In) Heel: Practical for Work-To-Weekend Wear
  • Handmade Leather Perforated Loafers, a Fashion Essential to Your Wardrobe

Colors: Blue, Black, Off-White, Brown, Cranberry, Grey, Pink, Brown-Coffee, Blue-Grey

Material: Leather

Size: 5″ to 10″, 6.5″ to 8.5″ and 10.5″

  • Exceptional luxury leather provides a chic look.
  • Durable and comfortable rubber sole.
  • Handmade shoes of brilliant design.
  • Luxury upper of sheepskin
  • Soft, breathable leather lining.
  • Low stacked heel offers an elegant look.
  • Perfect for everyday wear.
  • True to size.
  • Narrow design.


Great and gorgeous loafers that are beautiful and comfortable. These shoes have a size guide along with an instruction manual that will help you choose the perfect size however, as they run narrow, order half or one size up of your regular size.


Clarks Women’s Sharon Dolly Loafer

Clarks Women's Sharon Dolly Loafer, Black Suede, 8.5 M US
as of 05/05/2024 3:07 PM


  • Genuine suede upper
  • Easy slip-on style with elastic at instep
  • Soft fabric linings
  • Plush cushioned footbed with added arch support
  • EVA outsole features Cushion Soft technology

Colors: Black, Brown, Dark blue, Grey, Navy, Pink, Tan

Material: Bold or Suede Leather

Size: 5” to 12”, 5.5” to 10.5”, 6” wide to 12” wide and 5.5” wide to 10.5” wide

  • The smooth design brings superior style.
  • EVA outsole is ultra-lightweight and thick.
  • Impact absorption
  • Ortholite footbed
  • Cushion Soft technology ensures premium comfort and breathability.
  • Airport friendly.
  • Sizing issue


These penny loafers are comfortable and made of high quality. In addition, they offer a massive range of shades from which one may opt. However, they have sizing issues. Hence, be careful choosing the size; it is large for some while narrow for others.


Franco Sarto Women’s Carolynn Loafer Flat

Franco Sarto Women's Carolynn Loafer Flat, Black, 8 M US
as of 05/05/2024 3:07 PM


  • 1.5 inch platform with lug sole elevates these chunky menswear inspired women's loafers.
  • Slip on shoes with almond toe and strap with tassel detail create classic and fun style loafers for women for casual or dress outfits
  • InFORMA comfort technology: Ergonomic insoles, contoured padding at key pressure points, and exceptional support provide everyday comfortable wear that can be dressed up or down.
  • Faux leather, faux patent, crinkle patent, or microfiber partially made from recycled materials
  • Eco-conscious linings with soft + sustainable comfort

Colors: Black, Navy, Burgundy, Grey

Material: Leather

Sizes: 5” to 12” and 5.5” to 9.5”

  • Made from pure synthetic material.
  • Lightweight lug sole with classic tassel detail enhances the entire appearance.
  • Almond toe slip-on platform design makes it convenient on and off.
  • Durable rubber sole.
  • A padded footbed provides superior comfortability.
  • Flexible insole.
  • Oversized and loose loafers.


These penny loafers are beautiful shoes that have a fantastic quality. Most customers love them, but they have experienced a space between the heel and back of the shoe, resulting in slipping of the heel. Hence, be careful with the size to enjoy its quality at the maximum level.


Sperry Women’s Seaport Penny Loafer

Sperry Womens Seaport Penny Nubuck Loafer, Black, 8.5
as of 05/05/2024 3:07 PM


  • Full-grain leather upper with classic moccasin stitching. Talk about high quality
  • Timeless flat-strap penny keeper design with a leather welt that reinforces durability and adds to classic styling
  • Leather sock lining with a full-length cushioned memory foam sole lend all-day comfort
  • Our signature Strobel construction ensures flexibility
  • Stitched on non-marking, rubber outsole provides long-lasting durability and traction; 7/8" heel height

Colors: Black, Tan, Rose Dust, Black Patent, Red, Gold, Grey

Material: Leather

Size: 5″ to 10″, 5.5″ to 9.5″, 12″

  • Signature Stroble construction ensures flexibility.
  • Long-lasting and comfortable rubber outsole with traction.
  • To ensure stability, the shaft measures a low-top arch.
  • Classic moccasin stitching on full-grain leather upper.
  • Flat-strap penny keeper design.
  • Leather welt reinforces classic styling and durability.
  • Sizing issues.


This penny loafer is a spectacular piece that all of its purchasers have recommended. However, order half a size up from your standard size. Opt for black penny loafers womens as they will go with almost every dress.


Clarks Women’s Sharon Gracie Penny Loafer. W US

Clarks womens Sharon Gracie Penny Loafer, Black Leather With Dark Tan Welt, 9 US

5 new from $52.74
1 used from $46.28
as of 05/05/2024 3:07 PM


  • Comfort Features: Ortholite Footbed, Smooth Textile Linings, Cushion Soft Padding
  • Moisture-wicking Insole, Ideal for Barefoot Wear
  • Ultra-Lightweight EVA Outsole

Colors: Black, Navy, Grey Suede, Burgundy Leather, Pewter Suede, Tweed, Gunmetal Metallic Textile

Material: Leather

Size: 5” to 12”, 7.5” and 8.5” wide

  • Smooth textile linings make them appear great.
  • The synthetic sole is long-lasting.
  • Ortholite footbed provides exceptional comfortability and breathability.
  • EVA outsole is durable and comfortable.
  • Ultra-lightweight
  • The heel bed is not deep enough.
  • Slightly tight at the top.


These shoes are incredibly comfortable and recommended by many buyers. They are attractive, and the quality is also excellent. Choosing the right size shoe will not let your heel slip off.


Women’s Casual Penny Loafers

Duberess Women's Casual Leather Penny Loafers Driving Moccasins Slip-On Boat Flats Shoes (US 7, brown1)
as of 05/05/2024 3:07 PM


  • 2.5cm(0.98 In) Heel
  • Normal fitting(not wide fitting), will be tight for wide feet.
  • Normal arch, will be tight for high arch.
  • If the shoes are larger for you, you could use heel stickers. Stick them on the heel of the shoes. Heel sticker could avoid water bubble too.

Colors: Brown

Material: Leather

Size: 6.5”, 7”, 8”

  • Durable rubber sole.
  • 2.5cm heel with a classic look practical for work and holiday wear.
  • Normal fitting.
  • Comfortable and perfect loafer.
  • It will be tight for wide feet.


The quality of these classic penny loafers is impressive. Usually, customers are satisfied with the size as well. However, if your shoes are more oversized for you, heel stickers can be the solution. Stick heel stickers on the heel, and you are good to go.


JABASIC Women’s Slip-on Loafers

JABASIC Women Penny Moccasins Loafers Comfortable Slip On Driving Flats Shoes(7,Navy)
as of 05/05/2024 3:07 PM


  • Lady Slip-on Loafers Made Of High-quality Suede Upper,Breathable For Wearing.
  • Fashion Moccasins Shoes With Durable Non Slip Rubber Outsole For A Pleasurable Walking Experience.
  • Breathable Leather Lining,No Smell After One Day Wearing.
  • Design: Classic Outlook With Rhinestones Makes You Enjoy The Comfort And Fashionable Trends At The Same Time.
  • Casual Comfortable Shoes Easy To Match Your Clothes And You Can Wear Them To Join Parties,Go Shopping,Walk And Travel.

Colors: Black, Blue

Material: Suede Leather

Size: 5” to 10”, 7.5” and 9.5”

  • Made of premium quality suede upper.
  • Breathable weather lining that does not stink.
  • Soft foam memory footbed
  • The rubber outsole is non-slip and durable.
  • Classic outer appearance with rhinestones.
  • Slip-on style for convenience on and off.
  • Fashionable and trendy look.
  • Inner stitching quality is low.


A highly recommended pair for long walks, driving, and also for parties. From quality to comfortability, everything is best about these shoes; however, size matters. So make sure to pick the correct size shoe.


Dr. Scholl’s Shoes Women’s Webster Loafer

Dr. Scholl's Shoes Women's Webster Loafer, Black Patent/Microfiber, 7 W US

2 used from $35.26
Free shipping
as of 05/05/2024 3:07 PM


  • MATERIALS: A womens platform loafer with microfiber or fabric made from recycled bottles with soft, feel-good linings.
  • FIT: A slip on casual loafer with faux leather back pull tab
  • FEELS: Comfort Insole Technology with anatomical cushioning, comfort & support.
  • MOVEMENT: Lightweight, flexible construction moves with you.
  • STYLE: A womens slip on casual loafer moc with strap accent, almond toe, lug sole, and 1 inch platform heel.

Colors: Black, Navy, Brown, Grey, Black patent, Toasted Taupe, Tan,

Material: FauxLeather

Size: 6” to 11”, 6” wide to 11” wide and 6.5” wide to 9.5” wide

  • Long-lasting synthetic sole.
  • Faux leather with soft and feel-good linings.
  • Built-in stretch and adjustable fit.
  • Slip-on with a back pull tab.
  • Comfort insole technology.
  • Anatomical cushioning for premium comfort and shock absorption.
  • Arch support.
  • Lightweight and flexible design.
  • The heel might rub against the back of the foot.


Extremely comfortable and stylish loafers that are worth having. You will indeed receive a lot of compliments after wearing them. However, if you feel the heel rubbing against your foot, burn a candle for a few seconds. When the wax melts and cools to warm, just rub it on the shoe right where you experience discomfort, and it will soften immediately.


Cole Haan Penny Loafer

Cole Haan Men's Pinch Penny Loafer, Burgundy, 11.5 D US

3 new from $67.96
1 used from $37.18
Free shipping
as of 05/05/2024 3:07 PM


  • Moccasin-toe penny loafer with stacked heel
  • Perforated footbed
  • sturdy heel

Colors: Burgundy, Black

Material: Leather

Size: 6″ to 16″ and Various sizes in wide, X-wide, and narrow.

  • Burnished calfskin upper is smooth with penny slot detailing.
  • The padded lining adds softness
  • Comfortable to wear
  • The outsole is suede buffed and cushioned
  • Low stacked heel for stability
  • Thermoplastic urethane pod is injected
  • Sole quality is poor.


Cole Haan penny loafers are comfortable and breathable. However, some of the customers have complained about the shoe’s quality.


Eastland Women’s Classic II Penny Loafer

Eastland Women's Classic II Loafers, Black, 10 Narrow

as of 05/05/2024 3:07 PM


  • Hand-sewn from one piece of leather wrapping around your foot, for seamless comfort, "no break-in" flexibility and long-lasting wear
  • Strap type: mary-jane
  • Leather upper
  • Rubber sole

Colors: Black, Burgundy, Dark Tan, Navy, Tan Leather, Walnut, Brown, Red

Material: Leather

Size: 5.5” to 12”

  • Lightweight rubber outsole provides traction and flexibility.
  • Ortholite comfort insoles feature patented moisture control.
  • Smooth polished upper.
  • Hand-sewn from one piece of leather wrapping ensures durability.
  • Offers seamless comfort.
  • Flexibility and long-lasting wear.
  • No break-in.
  • Leather is stiffer and shiny.
  • In the start, the instep is a little bit tight.


The sizing issue was common among few customers. However, they were satisfied with its quality. Hence, purchase the shoe while choosing the correct size from the available sizes. Also, the instep stretches after wearing it a few times so that it will get loose.


JENN ARDOR Women’s Penny Loafers

JENN ARDOR Women's Penny Loafers Slip On Flats Comfort Driving Office Loafer Shoes Navy

as of 05/05/2024 3:07 PM


  • Penny loafer shoes are made from man made leather.
  • Slip on flats,color black,white,pink,brown,red and gold are available.
  • These comfortable loafers are perfect for any outfit.It can be wore around the house and office or walk with them for shopping the whole day and not get tired.
  • Modern fashion loafers feature comfortable bottoms and soft man made leather that won't slip when walking.
  • Fit true to size for most standard US size,if you are not sure about size,you can measure your feet length and pick your right size.

Colors: Navy, Caramel Croc, Beige, White, Brown, Nude Pink, Black

Material: Faux Leather

Size: 6” to 11”

  • Soft vegan man-made leather ensures luxurious smoothness.
  • It won’t slip away while walking.
  • The comfortable bottom that provides ultimate traction.
  • High-quality and comfortable.
  • Budget-friendly.
  • Sophisticated and versatile look.
  • Fits true to size.
  • Crinkle/ crease easily.


The majority of the customers love these penny loafers and highly recommend them for their quality and comfortability.


BEAUSEEN Women’s Penny Loafers

BEAUSEEN Women's Penny Loafers Leather Driving Moccasins Comfort Boat Shoes

as of 05/05/2024 3:07 PM


  • Product Size: Fit true to size for most standard US size
  • Material: 100% Handmade Leather + 100% Durable Anti-slip Rubber Sole
  • Made For Comfort: The comfort insole features patented moisture control for breathable, all day wear.
  • Attention To Detail: Hand-sewn from one piece of leather that wraps around your foot for seamless comfort.
  • Everyday Essential:The tailored lines of our handcrafted classic penny loafer make it a wardrobe staple that will never go out of style.

Colors: Black, Beige, Gold, Blue, Coffee, Brown, Pink, Purple, Red, Mint Green,   

Material: Leather

Sizes: 6” to 11” 6.5” and to 10.5”

  • Premium quality rubber sole.
  • Handcrafted and hand-stitched by skilled Chinese.
  • Classic punctiform sole is slip-resistant and durable.
  • Comfortable fit
  • Slip-on style ensures easy on and off.
  • Unique and a wide variety of colors.
  • Size issues


Buyers have loved these penny loafers and reviewed them as perfect and stylish. However, some have experienced sizing issues; hence be careful while choosing the size from the sizing chart.


Jabasic Women’s Penny Loafers

JABASIC Women Slip On Penny Loafers Comfortable Casual Flat Shoes (10,White)
as of 05/05/2024 3:07 PM


  • High Quality Synthetic Leather Upper : Soft, sturdy and easy to keep clean.
  • Rubber Outsole And Cushioned Memory Foam Insole: Durable and anti-slip,provide solid support and shock absorption while walking.
  • Slip on and round toe design : Convenient and easy to take on and off,is comfortable for every step.
  • Classic casual penny loafer design is great for all occasion and can match all your clothings style in your daily life.
  • Lady loafers are suitable for walking,driving,going out,office,shopping,indoor,working,traveling,and etc.

Colors: Navy, Pink, White, Black, Tan

Material: Synthetic Leather

Size: 6” to 10”

  • Made of premium quality soft and sturdy leather.
  • For comfortability, the insole is cushioned.
  • Slip-on and round toes design ensure easy on/off.
  • Cushioned memory foam insoles are durable.
  • The rubber outsole is non-slip and provides maximum support and shock absorption.
  • Easy to clean.
  • Classic design.
  • Size issues.


The majority of the customers are satisfied with its style, quality, and comfortability. They highly recommend it, but they said to choose the correct sizing. As even for wider feet, it is loose. Overall it is a perfect product to purchase.


Greatonu Women’s Faux Suede Penny Loafers

Greatonu Women's Comfort Grey Faux Suede Smoking Loafers Flat(8 Us)
as of 05/05/2024 3:07 PM


  • COMFORTABLE FIT: Slip these on easily and run around town comfortably with these round toe flats that have a cushiony insole.
  • VERSATILE STYLE: These classic loafers are a perfect addition to any outfit. Wear them out or at the office.
  • A CLASSIC, COOL WARDROBE STAPLE: These gorgeous pair of flats is an essential addition to every modern woman’s shoe collection! Stroll, skip, and hop in comfort in these sleek shoes - a natural choice to pair any outfit!
  • FOR AN ANDROGYNOUS LOOK: These round toe slip ons are here to turn up your style!
  • ATTENTION TO DETAIL: Shoes Run SMALL , please choose ONE SIZE UP.

Colors: Black, Grey, Brown, Blue, Camel, Burgundy, Leopard

Material: Faux Suede Leather

Size: 6” to 8” and 11” and 12”

  • Durable synthetic sole.
  • Cushioned insole.
  • Comfortable fit ensures easy to slip them on.
  • Versatile, classic, and remarkable style.
  • Shoes run small.


Buying them will never be a regret. You will surely love the style of shoe and be satisfied with its comfort level. However, the loafers run small, so order a size up from your usual size.


BEAUSEEN Women’s Suede Penny Loafers

BEAUSEEN Women's Apricot Slip On Suede Penny Loafers Driving Moccasins Flats 10.0 M US BES-2210XIN100
as of 05/05/2024 3:07 PM


  • 100% Premium Suede Leather Upper
  • Stylish look design:streamlined enough to wear with jeans for day and special enough to pair with an embellished skirt for after dark
  • Handcrafted & stitched:handcrafted by skilled artisans
  • Classic punctiform rubber sole:slip resistant and more durable,make your feet more comfortable
  • Slip On Style: Those comfort penny loafers are easy on and off. No laces or buckles, just slip on and you are ready to go.

Colors: Black, Grey, Khaki, Blue, Brown, Red, Apricot

Material: Suede Leather

Size: 8″ to 11″ 6.5″, 9.5″, and 10.5″

  • Hand-crafted and stitched shoes of high-quality sheep leather.
  • Soft and comfortable, easy on fit.
  • Classic punctiform rubber sole.
  • Slip-resistant and durable.
  • Streamlined and stylish design.
  • Fits true to size.
  • Reasonable rates
  • Quality is a bit low.


The product sizing, outer look, and comfortability are perfect and excellent. The quality is as per the price.


Finally, whether you’re rushing to catch the subway in New York or walking down the Champs-Élysées, women penny loafers are a terrific choice for travelers. Gone are the days when people considered penny loafers for men only. However, the goal is to select the most comfortable and padded ones for your journey. As you transition out of the hotter season, they make great early spring, late summer, and fall companions. Plus, they’re adaptable enough to go with a variety of outfits while also being small enough to fit in your carry-on!

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