19 Aesthetic Fall Outfits to Upgrade Your Autumn Wardrobe 2026

Fall is here, and it’s time to switch to cozy outfits, but dressing for autumn can be confusing because the weather keeps changing. One moment feels warm, and the next feels cold. To make it easier, this guide brings together 19 aesthetic fall outfits chosen with help from fashion experts.

These looks include cozy oversized sweaters and stylish leather jackets to keep you comfortable and fashionable. With these outfit ideas, you can relax, enjoy the fall season, and feel confident in your style.

Oversized Sweater and Leggings

The oversized sweater and leggings outfit is a cozy and stylish choice that feels like wearing comfort while still looking neat. A chunky knit sweater in a soft neutral color like cream or beige works well with black leggings.

Adding ankle boots makes the look suitable for casual outings like visiting a pumpkin patch or going for coffee. Wearing a slightly bigger sweater adds extra comfort and helps keep the outfit relaxed and easy.

Plaid Shacket and Jeans

The shacket is a mix of a shirt and a jacket and is great for fall weather that keeps changing. A plaid shacket works well as a layering piece on days when it feels both warm and cold.

Wearing a red and black plaid shacket over a white tee with blue jeans creates an easy fall look.

Brown ankle boots complete the outfit and make it suitable for casual outings like a pumpkin patch visit or going out.

Leather Jacket and Midi Skirt

This outfit mixes edgy and elegant pieces for a strong fall look. A black leather jacket is layered over a burgundy turtleneck to add warmth and fall color. A flowing black midi skirt balances the outfit and adds movement.

Ankle boots complete the look and make it suitable for going out. Wearing this outfit with confidence is what brings the whole style together.

Chunky Cardigan and Mom Jeans

Mom jeans are back and now seen as a stylish and comfortable choice. Light wash, high-waisted mom jeans pair well with a simple white tee. Adding a chunky knit cardigan in a fall color like mustard yellow makes the outfit cozy and seasonal.

White sneakers complete the look, making it easy to wear for everyday activities like errands or casual outings while still looking put together.

Turtleneck Dress and Knee-High Boots

This outfit takes inspiration from 60s fashion and looks clean and polished. A fitted turtleneck dress in a neutral color like beige or camel is the main piece and feels warm and comfortable.

Brown suede knee-high boots match well and make the outfit suitable for occasions like brunch or a night out. The look appears well put together on its own, and a statement necklace can be added if desired.

Oversized Blazer and Bike Shorts

This outfit shows that bike shorts can be worn as part of a stylish fall look. Black bike shorts are paired with a crop top and layered with an oversized checked blazer for balance. Chunky white sneakers finish the outfit and keep it casual and comfortable.

This look works well for fall days when the weather changes and allows bike shorts to be worn even as it gets cooler. Confidence helps make the outfit stand out.

Sweater Vest and Wide-Leg Trousers

The sweater vest is back and styled in a chic way. A patterned knit vest is layered over a white button-up shirt and paired with high-waisted wide-leg trousers. Loafers complete the outfit and keep it comfortable while still looking polished.

This look is suitable for days when you want to feel relaxed but well dressed and works well for casual outings like enjoying a pumpkin spice latte.

Maxi Dress and Denim Jacket

Maxi dresses aren’t just for summer they work great in fall too. A floral maxi dress in autumn colors like burnt orange, deep red, or mustard yellow looks stylish when layered with a light wash denim jacket.

Adding ankle boots completes the outfit, making it perfect for pumpkin patch visits, casual outings, or running errands. This look combines comfort and a free-spirited style while staying practical for everyday activities.

Monochrome Neutrals

An all-beige outfit is perfect for a chic, minimalist look. A cozy beige turtleneck sweater pairs well with wide-leg trousers in a similar shade, topped with a long beige coat. Adding gold jewelry gives a subtle touch of glamour.

This look is effortless, stylish, and ideal for days when you want to look put-together without trying too hard.

Printed Midi Skirt and Chunky Knit

A leopard print midi skirt paired with a chunky cream-colored knit sweater creates a cozy yet stylish fall outfit. Ankle boots complete the look, making it suitable for both work and casual outings.

This combination balances comfort and a fashionable edge, letting you feel confident and put-together without sacrificing warmth.

Corduroy Overalls and Turtleneck

Corduroy overalls in a fall color like dark green or burgundy paired with a cream turtleneck sweater create a cute and cozy outfit. White sneakers complete the look, making it perfect for apple orchards, pumpkin picking, or casual fall outings.

This outfit is comfortable, playful, and stylish, letting you embrace a fun, youthful vibe.

Faux Leather Pants and Oversized Sweater

Black faux leather pants paired with an oversized cream cable knit sweater create a stylish and comfortable fall outfit. Pointed-toe boots complete the look, making it perfect for casual outings while still looking edgy.

This outfit balances a bold, fashionable edge with cozy comfort, letting you feel confident and relaxed at the same time.

Midi Sweater Dress and Tall Boots

A camel-colored ribbed midi sweater dress makes a cozy and stylish fall outfit. Pairing it with tall brown leather boots creates a polished look suitable for brunch or a night out.

The dress is comfortable yet fashionable, and adding a wide-brimmed hat can make it even more stylish if desired. This outfit balances warmth, elegance, and ease perfectly.

Flannel Shirt and Skinny Jeans

An oversized red and black flannel shirt layered over a white tee creates a cozy and casual fall outfit. Pair it with dark skinny jeans and brown ankle boots for a look perfect for pumpkin patches or casual outings.

This outfit combines comfort and style, giving off an effortless, relaxed vibe while still looking put-together.

Teddy Coat and Leggings

A plush beige teddy coat layered over a black turtleneck creates a cozy and stylish fall outfit. Pair it with black leggings and white sneakers for comfort and ease while still looking put-together.

This look is perfect for days when you want to feel warm and relaxed but need to step out into the world.