2026 Fall Outfit Trends
From sweater dresses to pleated mini skirts with tights, these fall outfit ideas are made to mix, match, and layer on repeat. Try a sweeping maxi skirt with a belted jacket for a modern boho look, or layer a tie-front cardigan over your go-to mini with hosiery and boots for a polished finish. Add a statement sweater or bomber jacket to pull any look together. Rich tones like brown, burgundy, tan, and black keep every outfit sleek and autumn-ready.
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2025 Fall Outfit Ideas You Can Wear Now
Refresh your closet with new fall outfits and the latest dresses for fall from Windsor! Showcase your chic style in the cutest clothes, shoes, and accessories. Fall is the season for transitional clothing and stylish layering. Explore fall dresses in mini, midi, and long silhouettes to make for the perfect Thanksgiving outfits. Shop adorable sweater dresses, ruched dresses, romantic floral dresses, preppy plaid dresses, animal print dresses, and trendy dresses with marble or swirl print designs. Level up your Homecoming and holiday party looks with stunning dresses in satin, mesh, lace, velvet, crepe, or knit fabrications in new colors for 2025.
Get major outfit inspo with Windsor’s collection of fall clothes and the latest fall trends in women's fashion. Shop key neutrals as well as rich fall tones including burgundy, plum, hunter green, olive green, navy blue, oatmeal brown, and rust. Step up your casual looks with comfy sweaters that can be dressed up or down. Discover cropped sweaters, cardigans, long dusters, and relaxed-fitting sweaters in the coziest of fabrics that you'll love styling for work or school, a holiday party, or a bridal shower. Style with dark wash denim and ankle booties for the day, and faux leather leggings and combat boots for the night. Layer on trendy flannels and shackets to your everyday outfits to bring the chill vibes. Explore on-trend shackets with oversized fits and stylish plaid prints. For a bit of a dressier look, layer on fall jackets like fitted or oversized blazers, flowy dusters, or long trench coats.
No fall closet is complete without women’s jeans and the latest fall bottom trends! Go for skinny or flare jeans in a medium wash, dark wash, or black jeans to complement the fall season. Shop trendy jeans and denim skirts to create cute looks for back-to-school or college outfits. Style the latest skirts in soft knits, faux leather, and faux suede with your favorite fall tops. Plaid mini skirts are a major fall fashion staple. Pair your favorite skirts with crop tops, bodysuits, blouses, and sweaters. For a sleek and chic vibe, discover leggings, joggers, and pants in faux leather. These styles will instantly elevate any fall outfit. Style up your workwear with a cute paperbag and tie-waist pants with fitted or flared hems. Discover trendy jumpsuits and catsuits that will step up your fall style too! Shop streamlined catsuits perfect for nights out, and wide-leg jumpsuits for fall parties.
Complete your fall outfits with the best accessories. Shop on-trend boater hats, Panama hats, and cabby hats you can wear to fall festivals along with ankle booties, lug sole boots, or combat boots. Discover chain-link necklaces, hoop earrings, and sleek ring packs to glam up your autumn looks. Style your denim, skirts, and dresses with belts in classic, simple designs as well as with trendy statement buckles. For a polished look from head to toe, go for below-the-knee, knee-high, over-the-knee, and thigh-high boots to level up your fall shoe wardrobe. Find ankle boots with chains and cowboy boots to go with your favorite fall floral dresses. Keep all of your essentials on hand in the cutest clutches, handbags, and crossbody purses with quilted faux leather detailing. Windsor has the best selection of women’s fall fashion to create casual to dressy looks you’ll absolutely adore.
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Buckle Up Croc Embossed Shoulder Bag
The outfit just found its tougher side. This croc-embossed shoulder bag mixes a curved baguette silhouette with bold buckle hardware and studded details for an edgy finish that works especially well with denim, minis, and sleek going-out looks.
Fit & Features
- Croc embossed finish
- Top shoulder strap
- Curved shoulder bag silhouette
- Front buckled strap with snap-button closure
- Lined spacious interior, zipper pocket
- Glossy faux leather material
Style Number/Barcode: 07203-000218
Category Name: 2026 Fall Outfit Trends
Price: $29.90
Availability: In Stock
Available Color: BLACK
Available Size: NS
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Glossed Over Strappy Patent Mules
A glossy finish can do a lot for the outfit. These patent mule heels feature sleek criss-cross straps, an open toe, and a slim stiletto heel for a polished finish that works as well with minis as with tailored looks.
Fit & Features
- Stiletto heel
- Pointed toe design
- Criss-cross straps
- Cushioned insole
- Patent faux leather material
- Runs true to size
Style Number/Barcode: 07401-000864
Category Name: 2026 Fall Outfit Trends
Price: $30.90
Availability: In Stock
Available Color: BLACK, IVORY
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
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Wrapped Up Peep-Toe Stiletto Heels
Consider the ankle ties your outfit’s finishing move. These faux suede heels pair a sleek peep-toe silhouette with a slingback design, wraparound ties, and a slim stiletto heel for a polished look with just enough edge.
Fit & Features
- Stiletto heel
- Peep open square toe design
- Slingback accent with wrap ankle ties
- Faux suede material
- Runs true to size
Style Number/Barcode: 07401-000866
Category Name: 2026 Fall Outfit Trends
Price: $32.90
Availability: In Stock
Available Color: BLACK, BROWN
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
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After Hours Faux Leather Capri Pants
Plans just got a little more interesting. These sleek faux leather capri pants hug the figure with a cropped silhouette made for going-out tops, barely there heels, and late-night reservations.
Fit & Features
- Smooth faux leather fabrication
- High-rise waist
- Slim fitted silhouette
- Cropped capri length
- Runs true to size
Style Number/Barcode: 06402-000053
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $29.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- Sale
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Height Check Scrunch Open Toe Wedges
Consider your heel lineup officially upgraded. These open-toe wedges pair a sleek toe strap with a scrunched ankle design and a sculpted wedge heel for any outfit craving high-fashion height.
Fit & Features
- Sculpted wedge heel
- Open almond toe design, sleek toe strap
- Scrunched closed ankle detail with side zipper closure
- Cushioned insole
- Faux suede material
- Runs true to size
Style Number/Barcode: 07406-000075
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $38.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK, TAUPE
Available Size: 5.5, 6, 7, 7.5, 8, 8.5, 9, 10, 6.5
Product Badge:- Sale
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West Coast Varsity Los Angeles Graphic Off Shoulder Sweatshirt
This Los Angeles graphic sweatshirt gives off-duty styling a sportier edge. The off-the-shoulder neckline keeps the shape relaxed while the front, sleeve, and oversized 12 back graphics bring in that varsity feel. Pair it with a cargo mini or relaxed denim to keep the look cool and easy.
Fit & Features
- Off-the-shoulder neckline
- Long sleeves
- Front Los Angeles CA graphic
- California sleeve graphic
- Oversized 12 back graphic
- Runs true to size
Style Number/Barcode: 06002-000701
Category Name: 2026 Fall Outfit Trends
Price: $44.90
Availability: In Stock
Available Color: WHITE
Available Size: XS, S, M, L
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Checked Out Plaid Low-Rise Wide-Leg Pants
These low-rise plaid wide-leg pants make tailored styling feel a little less expected. The double-button waistband and extended tab give the waistline extra detail, while the wide-leg shape keeps the look relaxed. Pair them with a fitted baby tee or cropped knit to keep the proportions clean.
Fit & Features
- Plaid woven fabric
- Low-rise waist
- Double-button and zipper front detail
- Extended waistband tab
- Wide-leg silhouette
- Runs true to size
Style Number/Barcode: 06302-000029
Category Name: 2026 Fall Outfit Trends
Price: $44.90
Availability: In Stock
Available Color: CHARCOAL
Available Size: XS, S, M, L
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Soft Season Faux Fur Cropped Jacket
Winter glam, with a softer side. This plush faux fur cropped jacket brings luxe texture, an oversized collar, and a polished silhouette that layers effortlessly over holiday dresses, gala looks, and dressed-up cold-weather plans.
Fit & Features
- Plush faux fur, sewn-in woven lining
- Spotted pattern
- Collar neckline, long sleeves
- Hidden front hook and eye closures
- Crop-length hem
- Runs true to size
Style Number/Barcode: 06201-000107
Category Name: 2026 Fall Outfit Trends
Price: $64.90
Availability: In Stock
Available Color: TAN
Available Size: XS, S, M, L
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Extra Plush Faux Fur Crop Jacket
Cute, cozy, and doing the absolute most in the best way. This plush faux fur crop jacket brings serious texture with an oversized collar, fluffy finish, and statement shape that makes even jeans feel way more styled.
Fit & Features
- Plush two-toned faux fur fabric
- Oversized collar with open front
- Long sleeves
- Crop-length fit
- Runs true to size
Style Number/Barcode: 06201-000106
Category Name: 2026 Fall Outfit Trends
Price: $64.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- Best Seller
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Little Drama Polka Dot Mesh Midi Skirt
Dots with a little drama built in. This semi-sheer mesh midi skirt brings movement with a flowy A-line fit, high cut side slit, and hanky-style hem made for going out looks that deserve a little extra.
Fit & Features
- Semi-sheer mesh fabric with knit panty lining, high stretch
- Polka dot print
- Mid-rise waist
- High-cut side slit
- Midi-length hanky-style hem
- Flowy A-line fit
- Runs true to size
Style Number/Barcode: 06501-000198
Category Name: 2026 Fall Outfit Trends
Price: $36.90
Availability: In Stock
Available Color: BLACK/WHITE
Available Size: XS, S, M, L
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Wrapped Up Faux Fur Oblong Scarf
Cold weather styling just got way more chic. This faux fur oblong scarf brings plush texture and an easy drape to jackets, knits, and going-out looks when your outfit needs one more thing.
Fit & Features
- Plush faux fur material
- Oblong scarf silhouette
- Fringe ends
- Long length for versatile styling
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Textured finish
Style Number/Barcode: 07305-000135
Category Name: 2026 Fall Outfit Trends
Price: $24.90
Availability: In Stock
Available Color: BROWN
Available Size: NS
Product Badge:- New Arrival
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Checked Out Plaid Capri Pants
Retro called, but we’re keeping these. These plaid capri pants bring a close fit, cropped length, and a tiny bow detail that makes baby tees, fitted tanks, and kitten heels feel instantly more styled.
Fit & Features
- Plaid woven fabrication
- Low-rise waist with bow detail
- Slim fit through the hips and legs
- Cropped capri length with side hem slits
- Runs true to size
Style Number/Barcode: 06502-000127
Category Name: 2026 Fall Outfit Trends
Price: $32.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Core Move Crew Neck Fitted Baby Tee
This fitted baby tee is the kind of basic that makes the rest of the outfit easier. The crew neckline, short sleeves, and cropped shape keep the silhouette clean and easy to layer. Pair it with a pinstripe mini or relaxed denim for a polished off-duty mix.
Fit & Features
- Smooth cotton-blend knit fabric, high stretch
- Crew neckline
- Short sleeves
- Cropped length
- Straight hem
- Fitted silhouette
- Runs true to size
Style Number/Barcode: 07109-000064
Category Name: 2026 Fall Outfit Trends
Price: $19.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Clean Cut Short Sleeve Fitted Baby Tee
This fitted baby tee makes an easy starting point for whatever you’re wearing next. The short sleeves, crew neckline, and cropped shape keep the silhouette clean and easy to style. Pair it with low-rise denim or a mini skirt for a simple look that still feels pulled together.
Fit & Features
- Smooth cotton-blend knit fabric, high stretch
- Crew neckline
- Short sleeves
- Cropped length
- Straight hem
- Fitted silhouette
- Runs true to size
Style Number/Barcode: 07109-000063
Category Name: 2026 Fall Outfit Trends
Price: $19.90
Availability: In Stock
Available Color: RED
Available Size: XS, S, M, L
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Glossed Up Patent Knee High Stiletto Boots
Consider your outfit officially sharpened. These glossy knee-high boots bring a pointed toe and slim stiletto heel to minis, denim, and every night-out look in between.
Fit & Features
- Glossy faux leather
- Knee-high silhouette
- Pointed toe
- Stiletto heel with inner zipper closure
- Runs true to size
Style Number/Barcode: 07402-000185
Category Name: 2026 Fall Outfit Trends
Price: $46.90
Availability: In Stock
Available Color: TAN, RED
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
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Spotted Charm Polka Dot Satin Midi Skirt
The outfit formula just got easier. This polka dot midi skirt pairs its fluid shape with delicate lace trim for a polished finish that still feels effortless. Style it with a cute top and heels when the plans call for something a little more dressed up.
Fit & Features
- Polka dot print, satin fabric
- High-rise waist with bow accent
- Curve-hugging silhouette
- Scalloped lace-trim midi hem
- Runs true to size
Style Number/Barcode: 06401-000061
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Keep It Glossy Thong Kitten Heels
Minimal effort, maximum polish. These patent faux leather sandals pair a sleek square toe and thong strap with a kitten heel that works for dinner dates, parties, and every dressy plan.
Fit & Features
- 2.5" Kitten heel
- Square toe
- Thong toe strap
- Cushioned insole
- Patent faux leather material
- Runs true to size
Style Number/Barcode: 07401-000852
Category Name: 2026 Fall Outfit Trends
Price: $28.90
Availability: In Stock
Available Color: BLACK
Available Size: 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
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Spotted Out Polka Dot Halter Top
Polka dots just made the guest list. This halter top pairs a plunging V-neckline with a sleek cropped fit for a flirty throwback look that still feels completely current.
Shop Matching Capri Pants: Spotted Out Polka Dot Capri Pants
Fit & Features
- Stretch polka dot fabric
- Halter neckline with plunging V front
- Contoured bust seams with subtle side ruching
- Fitted cropped silhouette
- Runs true to size
Style Number/Barcode: 06001-000799
Category Name: 2026 Fall Outfit Trends
Price: $29.90
Availability: In Stock
Available Color: YELLOW
Available Size: XS, S, M, L
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Power Buckle Strap Platform Ankle Booties
Platforms are back on their boldest behavior. These ankle boots pair a chunky platform sole with a high block heel and buckle strap for a confident, trend-forward profile. The result feels edgy, polished, and ready to anchor the whole look.
Fit & Features
- 3.5” Block heel, 4.5” leg opening, 5” shaft
- Square toe
- Buckle strap detail
- Chunky platform sole
- Side zipper closure
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-000071
Category Name: 2026 Fall Outfit Trends
Price: $44.90
Availability: In Stock
Available Color: BLACK, BROWN
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
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Fur The Drama Faux Fur Booties
Cold weather dressing just got a lot more fun. These faux fur booties bring plush texture and a bold, oversized silhouette to mini dresses, denim jeans, and party looks that deserve something extra.
Fit & Features
- Round toe
- Calf-length fit
- Flat sole
- Plush faux fur exterior and interior
- Runs true to size
Style Number/Barcode: 07403-000070
Category Name: 2026 Fall Outfit Trends
Price: $44.90
Availability: In Stock
Available Color: BURGUNDY, BROWN
Available Size: 6, 7, 8, 9, 10, 11
Product Badge:- New Arrival
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Flirt In Faux Fur Vest
Texture is doing all the flirting here. This plush faux fur vest brings a cozy statement feel with sleek buckle detailing that makes layering look instantly more styled.
Fit & Features
- Plush faux fur, sewn-in woven lining
- Sleeveless vest silhouette
- Collared neckline
- Faux leather belted strap closure
- Fitted design
- Runs true to size
Style Number/Barcode: 06201-000103
Category Name: 2026 Fall Outfit Trends
Price: $59.90
Availability: In Stock
Available Color: CHARCOAL
Available Size: XS, S, M, L
Product Badge:- Best Seller
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Cute On Repeat Striped Ruffle Cardigan
Prep just got a little more playful. This striped cardigan pairs a cropped fit with a button front and ruffled trim for an easy look with any bottoms this fall.
Fit & Features
- Striped pattern, sweater knit fabric
- V-neckline
- Fitted long sleeves with ruffled trim cuffs
- Button front closures
- Ruffled trim crop-length fitted hem
- Runs true to size
Style Number/Barcode: 06005-000450
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $42.90
On Sale: Yes
Availability: In Stock
Available Color: WHITE
Available Size: M, L
Product Badge:- Sale
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Snowed In Faux Fur Crop Jacket
Cold weather, but make the outfit worth leaving the house for. This plush faux fur crop jacket brings major texture with an open front and relaxed shape that layers easily over everything from mini skirts to denim jeans.
Fit & Features
- Faux fur feather fabric, sewn-in woven lining
- Long sleeves
- Open front design with hidden hook-eye fastener
- Fitted crop silhouette
- Runs true to size
Style Number/Barcode: 06201-000100
Category Name: 2026 Fall Outfit Trends
Price: $59.90
Availability: In Stock
Available Color: IVORY
Available Size: XS, S, M, L, XL
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Polished Sculptural Clutch
This sculptural clutch brings a glossy curved silhouette and sleek compact design that gives outfits their perfect finish.
Fit & Features
- Glossy finish
- Sculpted curve silhouette
- Top clasp closure
- Detachable chain strap
- Lined spacious interior
- Faux leather material
Style Number/Barcode: 07204-000086
Category Name: 2026 Fall Outfit Trends
Price: $28.90
Availability: In Stock
Available Color: BROWN
Available Size: NS