21+ Chunky Loafers Outfit Ideas + How To Style Them

If you’re looking for chic outfits with chunky loafers, I’ve got you covered. Check out my list of modern chunky loafers outfit ideas and get the best tips on how to style chunky loafers for every season in 2024!

collage of four women wearing stylish outfits with black chunky loafers

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Originally published November 3, 2022 – Updated December 8, 2023

How to Style Chunky Loafers

Vogue just called chunky loafers “the ultimate cool-girl staple”, and I agree. Chunky loafers are the perfect twist on a timeless classic, and can easily make anything you wear look professional and thought-out…with a little bit of edge

Whether you go for the iconic, and highly sought-after Prada loafers, or a less expensive substitute, getting yourself a pair will prove to be a wise investment – no matter what season you wear them in!

Below I’m sharing my favorite ways to style chunky loafers in 2024!

Chic Chunky Loafers Outfit Ideas

Knowing how to wear chunky loafers is where you might be feeling confused. So I’m breaking it down and detailing my favorite chunky loafer outfits below!

striped knit, denim + ankle socks

image of a woman wearing a striped black sweater with blue jeans and chunky black Gucci loafer dupes from H&M

get the look:

First off, our editor-in-chief, Christal, has styled her chunky loafers with vintage-wash jeans and a striped knit sweater for a cool, yet elevated look. I love how she adds white ankle socks to give the outfit an “academia” aesthetic and keeps it simple with her leather pouch bag from Quince

This outfit is casual and comfy, but the chunky loafers instantly add a sophisticated appeal. 

Leather jacket + pop of red

woman wearing distressed jeans and black chunky loafers with a cranberry sweater under a leather jacket.

get the look:

The next chunky loafers outfit, again by Christal, is the perfect blend of edgy and feminine. The chunky loafers and leather jacket have a more masculine appeal, while the red sheer knit top adds a feminine vibe and the perfect pop of color. 

This is a great outfit for early spring or fall when there is still a chill in the air but you don’t need heavy layers. 

Slip skirt + oversized sweater

image of a woman wearing an oversized striped black and white turtleneck sweater with a black silk midi skirt and chic black loafers

get the look:

I love how this next outfit shows how chunky loafers are the ideal counterbalance to a sleek midi skirt. All you need to finish the look is a cozy knit sweater and this look can take you from brunch to dinner. 

In my opinion, chunky loafers should often be balanced with a chunky knit or oversized top. Otherwise, they can end up looking too heavy or draw too much attention to an outfit. 

Denim shorts + ankle socks

image of a woman in a crewneck sweater, denim shorts, ankle socks, and loafers

get the look:

Jean shorts are one of those summer items that every woman should have in her closet, in my opinion. Looser-fitting jean shorts are on-trend and look great with a pair of loafers and white crew socks. And the looser fit of the shorts helps to create balance with the chunky loafers. 

This outfit will definitely have you joining in on the fashion influencer street style looks this year.

Chunky loafers, leggings + layers

woman wearing a stylish outfit with chunky loafers and black leggings, a light brown sweater and long brown coat

get the look:

If you want to feel comfortable and chic, I recommend pairing chunky loafers with black leggings and then adding elevated layers. 

I love the different shades of brown from the turtleneck to the blazer to the long wool coat in this outfit on @mialuckie. The look has an old-money, elevated vibe, but is comfortable enough to wear to Thanksgiving dinner – hence why I love the stretchy leggings! 

Feminine dress + chunky loafers

image of a woman in a white midi dress with lace details and puff sleeves and a pair of black loafers

get the look:

I wouldn’t immediately think to pair a feminine dress with chunky loafers, but this unexpected combination is a clear winner. A dress, whether flowy or fitted, always looks elevated with loafers. But as I mentioned previously, I recommend a dress with some volume to it to help balance out the “bigness” of the loafers. 

I also love how the black bag matches the loafers and together they “sandwich” the white dress creating a cohesive, balanced look. 

Are chunky loafers business casual?

In my opinion, any type of loafer, including chunky loafers, can be worn with business casual outfits. While they do make a statement, I think chunky loafers are still professional when paired with other business casual clothing like blazers, trousers, and smart blouses. 

Chunky loafers are an excellent choice for the office because they provide a trendy element to your wardrobe, but still have a formal feel. Check out the outfits below for ideas on what to wear to your next business meeting!

Oversized blazer, sweater dress + knee-high socks

image of a woman wearing an all black outfit with a blazer, turtleneck mini dress and knee-high socks with loafers

get the look:

The next chunky loafers outfit on my list by @emitaz has a smart, sophisticated vibe, and works well with an oversized blazer and high-fashion bag. The oversized blazer balanced the chunky loafers and the monochromatic black keeps the whole look sleek.

You’ll look like a boss as you walk into the office, and you’re bound to make good impressions at your next meeting! If you feel the outfit is a little too “leggy” for your office setting, I recommend wearing a longer sweater dress or black tights instead of socks. 

White button-down, jeans + loafers

image of a woman wearing a white long-sleeve button up shirt with straight leg jeans and chunky black flats

get the look:

For an elegant, sophisticated style, I recommend a slightly oversized white button-up shirt. The loafers and button-up go together to create a business-appropriate outfit, and the black bag balances the black loafers so they don’t look too heavy with the light jeans and top. 

Leather trousers + wool coat

image of a woman in a long black wool coat, brown leather pants, and chunky loafers

get the look:

Leather pants are a wardrobe staple that I love, love, love. I love how @emitaz pairs brown leather pants with black chunky loafers and then creates the “sandwich” effect with a black coat and sweater.

Rather than leather leggings, I think straight-leg leather pants provide a fresh look that feels on trend for 2024. The added sweater-over-the-shoulders ties in a preppy aesthetic so you can show up to your business meetings in style.

Blazer, jeans, + chunky loafers

image of a stylish black woman in a grey blazer, basic white t-shirt, jeans, and black loafers with socks

get the look:

This blazer outfit on @symphonyofsilk is timeless and classy and can be worn just about anywhere. The oversized blazer balances the chunky loafers and the white tee and jeans are the perfect wardrobe basics.

Trench coat, stirrup leggings, + loafers

image of a woman wearing a long trench coat over a knit turtleneck sweater, black stirrup leggings, and black loafers

get the look:

WhoWhatWear calls the maxi coat a chic coat trend for 2024, and this maxi trench works perfectly with the chunky loafers because of its oversized feel. And even though the coat and loafers are more “trendy” the overall vibe still feels timeless, in my opinion.

I also love the use of stirrup leggings in this outfit, another trendy take on a wardrobe staple. They draw attention to the chunky loafers in all the right ways! 

Cigarette pants + oversized sweater

image of a woman in an oversized striped knit sweater, black trousers, and a pair of black loafer shoes

get the look:

Even though it may seem obvious, a timeless pair of straight-leg or cigarette pants will come to your rescue whenever you’re having trouble finding the right attire for your loafers. And I think that black pants create a classic look that will never go out of style.

Shiny black, chunky penny loafers are balanced with an oversized knit sweater that has an on-trend stripe detail I love so much. This chunky loafers outfit is chic, effortless, and perfectly minimal.

More Chunky Loafers Outfit Ideas

Below are a few more outfits that I sourced to show you how to style chunky loafers for laid-back days and casual evenings in 2024. 

Oversized sweater + white jeans

image of a woman in an oversized grey sweater, white Jenas, and black chunky loafers

get the look:

If you’re looking for something cute, yet cozy, try pairing your loafers with a cozy, oversized sweater and off-white denim. The light neutrals work well together and the chunky black loafers add a pop of contrast. 

For a little more balance, I would recommend adding a long black wool coat or trench or swapping the neutral bag for a black one. 

Button-down shirt + black denim

image of a woman in a blue denim button up shirt, black jeans, and black chunky shoes

get the look:

If you want a unique chunky loafer outfit, I recommend you try the ‘Canadian Tuxedo’ with an elevated vibe. I love how @frencescasaffari wears a blue denim top and black jeans to create contrast, but I also think blue on blue would look great here too!

Oversized denim jacket + chunky loafers

image of a woman in an oversized denim jacket, black balloon jeans, and chunky designer loafers

get the look:

Oversized jackets are definitely having a moment – and Vogue says they are continuing to rule the runway for 2024. The bulky silhouette makes an oversized denim jacket the perfect choice to pair with chunky loafers for balance and an elevated look. 

I also love the addition of the sweater over the shoulders and the chic bag and sunnies in @fakerstrom‘s outfit above. 

Oversized button-down + stirrup leggings

image of a woman walking her dog wearing a striped oversized button up shirt, black leggings with stirrup detail and black chunky style loafers

get the look:

I think an oversized button-up shirt looks excellent with stirrup leggings and chunky loafers. This outfit is comfy, yet elevated and the oversized shirt brings balance and makes the look more casual.

Opt for a striped shirt like the one above, or try a crisp white button-up for a more minimal vibe. 

Leather blazer, denim skirt + ankle socks

image of a black woman in a black leather blazer, white t-shirt, black denim skirt, white ankle socks, and chunky black flats

get the look:

For another edgy look, I recommend a black-and-white color scheme with leather. The leather blazer with a black denim skirt in this outfit is very on-trend, and the chunky loafers create balance with the black blazer. 

I also love how @taylasnts added another pop of white with crew socks that bring a preppy feel to an otherwise edgy outfit. 

Classic jeans + leather blazer

image of a woman wearing an oversized black leather blazer, jeans, and black chunky loafers

get the look:

Here’s another chic chunky loafers outfit that immediately caught my eye featuring a leather blazer. The oversized fit of the blazer and slim-fit jeans complement the chunky loafers creating a cool and casual outfit that is perfect for everyday wear. 

Oh, and the houndstooth Anine Bing bagnothing but love!

Prada Chunky Loafers Outfit Ideas

In a head-turning fashion move, Hailey Bieber wore her Prada loafers with a leather Nour Hammer Gotham coat, cut-off Levi’s, and bright white ankle socks, setting a trend that fashion influencers everywhere wanted to copy. Bella Hadid upped the ante with baggy jeans and a vintage leather waistcoat.

Here’s how you can style your Prada loafers to turn heads in all the right ways. 

Plaid jacket, mini skirt + stockings

woman wearing a plaid long shirt jacket over a white button down, black mini skirt, with knee high stockings and chunky black loafers

I love this stylish look with a mini skirt and Prada loafers. The addition of sheer knee-high stockings gives a modern academic aesthetic (read school-girl vibes), and I love the cozy addition of the long plaid jacket to balance the chunky loafers. 

Sundress + Prada loafers

image of a woman in a cotton black midi dress with white ankle socks and black loafers

get the look:

I’ll always be a fan of a black sundress with chunky Prada loafers and white ankle socks. I think this look is so cute, modern, and unexpected. 

This outfit is perfect for a day of shopping or spending time outdoors in the warmer spring and summer months. So I say go to a park and have a picnic with this outfit, it deserves the attention!

Statement shirt, fringe midi + Prada loafers

image of a black woman in a white and black top, fringe black midi skirt, ankle socks, and chunky loafers

get the look:

Who doesn’t love a fun skirt? Pair your best long skirt with a funky top and Prada loafers. This outfit is current, eye-catching, and super fun. I’m here for it!


Clearly, I am all about chunky loafers. You can wear them in so many ways and they elevate every outfit. I hope you have been inspired by this list of looks and feel confident when it comes to styling your own pair of chunky loafers!

Be sure to check out our style guides below for more outfit inspiration! 


More Style Guides You’ll Love:

18+ Modern Womens Gucci Loafers Outfit Ideas

9+ Seriously Good Gucci Loafers Dupes (& Mules!)

How To Wear A Belt Bag + 19 Modern Belt Bag Outfit Ideas

Are Leggings Business Casual? Here’s What You Need To Know!

What Shoes To Wear With Straight Leg Jeans

16+ New Balance Outfit Ideas You’ll Love

14+ Kpop Concert Outfits To Dance The Night Away In


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