This post shows you Late Fall Outfits
As autumn winds down and early winter approaches, wardrobes can start to feel monotonous. Jeans, sweaters, and boots dominate, but late fall outfits offer plenty of opportunities for layering, experimenting with textures, and reworking classics in new ways. November outfits need to balance style with warmth, making versatility essential. Here are 20 outfit ideas with unique styling twists to refresh everyday fall outfits.
The Classic Flannel Outfit
Flannel never loses its charm in fall season outfits, but styling it differently can keep it feeling fresh. An oversized plaid flannel shirt is the perfect transitional piece. I especially love the look with a pencil skirt but an oversized flannel shirt can be worn with anything.
Variation 2: Wear a flannel over a hoodie with joggers and high-top sneakers for a casual warm fall outfit.
Variation 3: Try a fitted flannel tucked into a leather mini skirt with tights and boots for an edgy twist.
Variation 4: Style a longline flannel as a light jacket over a knit dress and tall boots for one of the best fall outfits that feels modern.
Oversized Sweater and Midi Skirt
This comfy fall outfit blends coziness with polish.
Variation 1: Choose a chunky fisherman sweater with a pleated metallic skirt for a festive November outfit.
Variation 2: Pair a cropped oversized sweater with a high-waisted corduroy midi skirt and loafers.
Variation 3: Go monochrome — a cream sweater with a matching knit midi skirt for a chic cool fall outfit.
Puffer Vest Outfits
Vests add warmth without bulk.
Variation 1: A longline vest layered over a hoodie and leggings for easy fall outfits casual enough for errands.
Variation 2: A cropped puffer vest over a fitted turtleneck and wide-leg jeans for stylish fall outfits.
Variation 3: Add a puffer vest over a midi dress with combat boots for a casual yet unexpected autumn fit.
Turtleneck Dress with Knee-High Boots
Sleek and versatile, this outfit is a cold-weather go-to.
Variation 1: Add a plaid scarf and structured blazer for elevated everyday fall outfits.
Variation 2: Belt the dress at the waist with over-the-knee boots for a chic November outfit fall evenings call for.
Variation 3: Layer a chunky cardigan over the dress and wear with suede boots for warm fall outfits weather-ready.
Knits and Leggings Combo
The shacket bridges casual early fall outfits and late fall layering.
Variation 1: Pair with faux leather leggings and chunky sneakers for urban autumn fits.
Variation 2: Go cozy with fleece-lined leggings and hiking boots for cool fall outfits perfect for weekend trips.
Variation 3: Add an oversized striped knit tee and Uggs for an edgy everyday fall outfit.
Chunky Cardigan and Wide-Leg Pants
Textured knits feel timeless.
Variation 1: Tuck a ribbed top under the cardigan with plaid trousers for casual warm fall outfits.
Variation 2: Try a belted cardigan with wide-leg jeans for easy fall outfits that balance structure and flow.
Variation 3: Layer a cropped cardigan with high-waisted wide-leg pants and pointed-toe flats for stylish fall outfits.
Leather Jacket and Sweater Layers
A mix of edge and warmth.
Variation 1: Pair a moto jacket with a turtleneck sweater dress and chunky boots.
Variation 2: Go with a cropped leather jacket over a thick knit and trousers for casual but polished autumn fits.
Variation 3: Try colored leather (burgundy, forest green) over a neutral knit for one of the best fall outfits.
Plaid Skirt with Oversized Knit
Patterns and textures combine here.
Variation 1: A pleated plaid skirt with tights and loafers for everyday fall outfits.
Variation 2: A wrap plaid skirt with an oversized cropped knit and tall boots.
Variation 3: Pair a plaid mini with an oversized turtleneck and platform sneakers for cool fall outfits.
Corduroy Jacket and Denim
Corduroy instantly feels autumnal.
Variation 1: A cropped corduroy jacket with black denim and ankle boots.
Variation 2: Try an oversized corduroy blazer with straight-leg jeans for stylish fall outfits.
Variation 3: Layer corduroy overalls under a corduroy jacket for a playful November outfit.
Monochrome Neutrals

Minimalism meets autumn layering.
Variation 1: All-gray layering with wool trousers, a knit, and a long coat.
Variation 2: All-white styling with white trousers, white knit, and a brown cardi.
Variation 3: Soft cream-on-cream outfits with white sneakers for casual warm fall outfits.
Hoodie and Long Coat
Streetwear-inspired layering.
Variation 1: Black hoodie under a camel coat with straight jeans and sneakers.
Variation 2: Try a cropped hoodie with a longline tailored coat and heeled boots.
Variation 3: A hoodie dress under a plaid wool coat for casual but stylish fall outfits.
Knit Vest Outfits
Versatile and retro.
Variation 1: A sweater vest layered over a turtleneck with wide-leg jeans.
Variation 2: Oversized vest worn as a dress with tights and loafers.
Variation 3: Cropped vest over a button-down with a mini skirt for casual early fall outfits adapted to November.
Denim on Denim
Double denim, refreshed.
Variation 1: Black denim jacket with gray jeans for a modern twist.
Variation 2: Oversized denim jacket with a denim skirt and tights.
Variation 3: White denim jacket with dark blue jeans for cool fall outfits.
Maxi Coat with Sneakers
Effortlessly stylish layering.
Variation 1: Neutral maxi coat over joggers and sneakers.
Variation 2: Plaid maxi coat with jeans and chunky sneakers.
Variation 3: Oversized wool maxi coat with a hoodie dress and sneakers.
Oversized Blazer Layering
Polished but relaxed.
Variation 1: A checked blazer with jeans and loafers for everyday fall outfits.
Variation 2: Oversized leather blazer with wide-leg pants and boots.
Variation 3: Neutral blazer layered over a hoodie for casual warm fall outfits.
Sweatsuit with Accessories
Loungewear gets elevated.
Variation 1: Cream sweatsuit with a trench and gold jewelry.
Variation 2: Charcoal sweatsuit with a plaid scarf and combat boots.
Variation 3: Pastel sweatsuit under a wool coat for cute comfy outfits.
Slip Dress with Chunky Layers
Feminine meets cozy.
Variation 1: Slip dress layered with an oversized knit cardigan.
Variation 2: Pair with a chunky cropped sweater and ankle boots.
Variation 3: Layer under a blazer with tall boots for stylish fall outfits.
Bomber Jacket and Cargo Pants
Casual but edgy.
Variation 1: Black bomber with khaki cargos and combat boots.
Variation 2: Satin bomber with wide-leg cargos and sneakers.
Variation 3: Cropped bomber with fitted knit and cargo joggers.
Wool Skirt and Tall Boots
Classic late fall combination.
Variation 1: A-line wool skirt with over-the-knee boots and turtleneck.
Variation 2: Wrap wool skirt with tights and Chelsea boots.
Variation 3: Mini wool skirt with oversized blazer and tall suede boots.
Layered Knit-on-Knit Look
Texture-focused layering.
Variation 1: Cable-knit sweater over ribbed knit dress with tall boots.
Variation 2: Knit trousers with a matching knit tank layered under a cardigan.
Variation 3: Chunky knit pullover with knit scarf and ribbed leggings.
Styling Tips for Late Fall Outfits
Switch footwear: Swap sneakers for boots, or flats for loafers, to change the mood of an outfit.
Add statement accessories: Bold scarves, berets, or chunky belts make everyday fall outfits more exciting.
Mix fabrics: Leather with knit, satin with wool, and corduroy with denim all add contrast.
Play with color blocking: Late fall is perfect for deep tones — burgundy, forest green, mustard, or burnt orange.

Late fall outfits don’t have to feel repetitive. With fresh layering strategies, playful textures, and unique twists on staples, November outfits can feel brand new even with existing pieces. From flannel outfits to vest styling and knit-on-knit layering, these looks prove that the best fall outfits balance comfort, warmth, and individuality.
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