7 Chic Loafer Outfit Ideas Inspired By Iconic Street Style Moments

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loafer outfit ideas

With fall fashion in full swing, finding staples for our wardrobe that are chic and comfortable is a must. As someone who has a schedule that doesn’t look the same most days out of the week, I find myself going from one thing to the next, and comfortable shoes are a must. 

That’s where loafers are in the fall fashion group chat. They check all the boxes and are a timeless shoe that never goes out of style. Like with any staple wardrobe item, knowing how to style loafers several different ways will maximize your wear and the function of the shoe this season. To make the styling process easier, we’ve rounded up 7 chic loafer outfit ideas you can wear on repeat. Keep reading to get inspired and shop the best loafers for fall.

More Fall Fashion Reads:

1. Black Tank + Dark Wash Barrel Jeans + Belt + Loafers

For warmer fall days, you can still pull off a cute loafer look. What we love about this outfit idea is that the barrel pants add dimension to an otherwise basic outfit. To recreate the look, pair your favorite barrel dark wash jeans with a simple black tank. Add a black belt, loafers, and your favorite mini handbag to complete the look.

loafer outfit ideas
J.Crew

Barrel-Leg Jean

loafer outfit ideas
Banana Republic Factory

V-Neck Tank

J.Crew

Chunky Metal Belt

loafer outfit ideas
Cole Haan

Stassi Penny Loafers

2. Lady Coat + Plaid Skirt + Tights + Heeled Loafers

How chic is this fall loafer outfit? The classy look of the blue lady coat paired with the plaid maxi skirt is an elevated choice, but it doesn’t stop there. The healed snake-skin loafers add the perfect bit of personality and unexpected color to the outfit. We’re simply obsessed and need to recreate this outfit ASAP.

loafer outfit ideas
J.Crew

Knit Lady Jacket

loafer outfit ideas
Anthropologie

Plaid Pleated Midi Skirt

REVOLVE

Umber Dot Tights

loafer outfit ideas
Sézane

Jullianne Loafers

3. Cashmere Sweater + Corduroy Micro Shorts + Tights + Loafers

This fall look takes me back to the 2010s street style, but with a cute modern twist. The layers of color and texture create a stand-out look that’s perfect for a fall weekend. To recreate this outfit, throw on a burgundy cashmere sweater, tights, and some corduroy micro shorts. Complete the look with metallic loafers and some layered necklaces. 

loafer outfit ideas
Quince

Cashmere Boatneck Sweater

loafer outfit ideas
REVOLVE

Faux Suede Short

J.Crew

Sheer Tights in French Press

loafer outfit ideas
Sam Edelman

Liz Bit Loafer

4. Rollneck Sweater + Blazer + Pleated Skirt + Loafers w/ Socks

Looking for a stylish loafer outfit for the office? This simply styled look is super easy to pull together, and combines pieces you may already have in your fall wardrobe. Style a cream rollback sweater with a mini pleated grey skirt. Then, throw on a matching grey, oversized blazer. Lastly, pull on some scrunchy white socks with your favorite black loafers.

loafer outfit ideas
J.Crew

2025 Rollneck™ Sweater

loafer outfit ideas
J.Crew

Cashmere Faux Wrap Mini Skirt

J.Crew

Gamine Blazer

loafer outfit ideas
Sézane

Adam Loafers

5. Sweater + Cargo Pants + Animal Print Coat + Red Loafers 

If you’re not one to subscribe to a neutral capsule wardrobe, this bold outfit is one to draw inspiration from this fall. Plus, it’s actually a super comfortable coat for a cold fall day. Start by throwing on some cargo pants, a grey sweatshirt, and some stunning red loafers. Complete the look with a bold animal print coat, a red scarf, and a beanie to tie the look together.

loafer outfit ideas
REVOLVE

Marcelle Cargo Pants

loafer outfit ideas
Quince

Boyfriend Crew Sweater

Saks Off 5th

Faux Fur Tiger Print Coat

loafer outfit ideas
Tory Burch

Classic Loafer

6. Sweater + Bomber Jacker + Plaid Skirt + Loafers + Beanie

Nothing says fall like warm fall hues and patterns — including burgundy fall plaid and dark grey boucle. However, the star of the show is the chunky loafers with an oversized brass chain detail. We love how intentionally styled this look is for the season and think it would be perfect to recreate for Thanksgiving. 

loafer outfit ideas
Anthropologie

Plaid Pleated Midi Skirt

loafer outfit ideas
Pull & Bear

Oversize Felt Texture Jacket

loafer outfit ideas
Neiman Marcus

Chunky Napa Chain Slide Loafers

Artizia

Cashmere Cuffed Beanie

7. Oversized Sweater + Polka Dot Skirt + Coat + Tights + Loafers

How stunningly girly and chic is this look? It’s the perfect loafer outfit idea for a fall date night. We love the addition of the black and white polka dot skirt, and the show-stopper detail is the crimson red loafers. So gorgeous!

J.Crew

2025 Rollneck™ Sweater

loafer outfit ideas
Reformation

Brandy Silk Skirt

loafer outfit ideas
Quince

Merino Wool Long Coat

loafer outfit ideas
REVOLVE

Elaina Loafer

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