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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Street Mode Faux Leather Bomber Jacket
The layer that makes the outfit look instantly more intentional. This faux leather bomber jacket brings an oversized shape, structured funnel neckline, and utility-inspired details to everything from mini dresses to denim.
Fit & Features
- Faux leather fabric, sewn-in woven lining
- Funnel neckline with snap button details
- Long sleeves with button cuffs
- Hidden zip-up front, side pockets, and elasticized hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06204-000187
Category Name: 2026 Fall Outfit Trends
Price: $69.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Downtown Drift Faux Leather Bomber Jacket
Your layering lineup just got a sharper option. This faux leather bomber jacket mixes a relaxed shape with ribbed trim and a sleek zip front for an easy fall layer over denim, minis, and everyday fits.
Fit & Features
- Faux leather fabric, sewn-in woven lining
- Rib knit standing collar neckline
- Long sleeves with rib knit cuffs
- Front zip-up closure, front pockets
- Rib knit hem
- Bomber jacket silhouette
- Runs true to size
Style Number/Barcode: 06204-000185
Category Name: 2026 Fall Outfit Trends
Price: $59.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Closed Case Frog Closure Crop Top
Proof that the smallest details can carry the whole fit. This ribbed crop top features a fitted silhouette, split neckline, and statement frog closures that make jeans, minis, and low-rise bottoms feel instantly more styled.
Fit & Features
- Ribbed knit fabric
- Split neckline
- Short sleeves
- Decorative frog front closures
- Runs true to size
Style Number/Barcode: 06002-000686
Category Name: 2026 Fall Outfit Trends
Price: $26.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Double Take Open-Back Top
Chic in front, plot twist in back. This open-back top keeps the front sleek with a boat neckline and cap sleeves, then flips the script with a draped back that makes even simple bottoms feel way more considered.
Fit & Features
- Smooth and stretchy knit fabric
- Boat neckline
- Short cap sleeve
- Draped open back
- Fitted mid-length hem
- Runs true to size
Style Number/Barcode: 06002-000683
Category Name: 2026 Fall Outfit Trends
Price: $24.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Soft Angle Boat Neck Long Sleeve Crop Top
This long sleeve crop top makes relaxed styling look a little more polished. The wide boat neckline and twisted front detail give the draped shape just enough structure to keep things interesting. Pair it with fitted pants or a mini to balance the volume.
Fit & Features
- Knit fabric, high stretch
- Wide boat neckline
- Long dolman sleeves
- Relaxed draped silhouette
- Twisted front detail
- Cropped-length hem
- Runs true to size
Style Number/Barcode: 06002-000680
Category Name: 2026 Fall Outfit Trends
Price: $24.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Cold Front Faux Shearling Bomber Jacket
Chilly weather, meet your new outfit maker. This faux leather moto jacket pairs an oversized faux shearling collar with a relaxed fit and cropped hem for a cozy layer with just the right amount of edge.
Fit & Features
- Faux leather fabric, sewn-in woven lining
- Oversized faux shearling collar
- Long sleeves with elasticized bubble cuffs
- Front zip-up snap-button closures
- Front pockets, bubble elasticized hem
- Runs true to size
Style Number/Barcode: 06204-000186
Category Name: 2026 Fall Outfit Trends
Price: $69.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Falling Into Autumn Bubble Denim Jacket
A denim jacket for that in-between weather when a tee feels too little and a coat feels dramatic. The bubble hem, faux leather collar, and relaxed fit make this jacket a layer that gets you from warm afternoons to crisp nights.
Fit & Features
- Dark wash denim cotton-blend fabric
- Sewn-in plaid print woven lining
- Faux leather collar neckline
- Long sleeves with button cuffs
- Front zip-up closure
- Front pockets, relaxed bubble hem
- Runs true to size
Style Number/Barcode: 06203-000067
Category Name: 2026 Fall Outfit Trends
Price: $54.90
Availability: In Stock
Available Color: DARK, DENIM
Available Size: M, L
Product Badge:- Best Seller
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Sleek Essentials Trio Belt Set
Sleek and always essential. This trio belt set mixes sleek faux leather, polished buckle details, and a chain option for switching up denim, trouser pants, and skirts on repeat.
Fit & Features
- Belt trio pack
- Two faux leather belt styles, hardware accents
- Buckle closures
- One polished chain belt style with lobster clasp closure
Style Number/Barcode: 07301-000494
Category Name: 2026 Fall Outfit Trends
Price: $19.90
Availability: In Stock
Available Color: MULTI
Available Size: NS
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Back Talk Faux Leather Halter Top
The back detail does all the talking. This faux leather halter top brings a sleek, form-hugging fit with a daring V-neckline and open lace-up back that makes denim, minis, and cargos instantly feel sharper.
Fit & Features
- Faux leather fabric, sewn-in lining
- Sleeveless plunging V-neckline
- Tie-back halter straps
- Flexible boning inserts
- Open back, lower lace-up design, side zipper closure
- Mid-length hem, form-hugging fit
- Runs true to size
Style Number/Barcode: 06003-000461
Category Name: 2026 Fall Outfit Trends
Price: $29.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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Soft Shift Off Shoulder Knit Top
A one-shoulder neckline changes the whole outfit formula. The knit top pairs a soft blouson shape with a fitted hem that pairs perfectly with high-rise bottoms.
Fit & Features
- Knit fabrication
- Asymmetrical off-the-shoulder neckline
- Short sleeves
- Relaxed blouson-style upper shape
- Fitted waist-length hem
- Runs true to size
Style Number/Barcode: 06005-000440
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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Feather Forecast Statement Earrings
A little fluff, a lot of glamour. These statement earrings pair faceted rhinestones with wispy feather details for a dramatic finish that dresses up your look.
Fit & Features
- Faceted rhinestone embellishments
- Wispy faux feathers
- Post-back closures
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-000532
Category Name: 2026 Fall Outfit Trends
Price: $12.90
Availability: In Stock
Available Color: WHITE
Available Size: NS
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Stacked With Plans Rectangular Gem Necklace Set
Your neckline just got way more interesting. This layered necklace set mixes delicate chains with rectangular gem accents and dangling details for an instant upgrade to going-out tops and sleek dresses.
Fit & Features
- Set includes two necklaces
- Layered designs
- Delicate chain designs
- Rectangular faceted gem accents
- Drop charm and pendant details
Style Number/Barcode: 07002-000671
Category Name: 2026 Fall Outfit Trends
Price: $12.90
Availability: Out of Stock
Product Badge:- Ships Free
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Golden Hour Hammered Oval Statement Earrings
The easiest way to make a simple outfit look way more considered. These hammered oval statement earrings bring sculptural texture and a bold silhouette that works just as well with a sleek dress as it does with denim and a fitted top.
Fit & Features
- Metal construction
- Hammered oval silhouette
- Sculptural statement design
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-000531
Category Name: 2026 Fall Outfit Trends
Price: $10.90
Availability: In Stock
Available Color: GOLD
Available Size: NS
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Check Please Plaid Slit Maxi Skirt
Plaid just got a better plot twist. This slit maxi skirt pairs a flowy, A-line fit with a classic pattern for a fresher take on fall dressing. Pair it with a bodysuit or an oversized jacket, and let the skirt make a statement.
Fit & Features
- Plaid pattern, woven fabric, short woven lining
- High-rise waist, side zipper and hook-eye closure
- High front slit detail
- Flowy A-line fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 06301-000019
Category Name: 2026 Fall Outfit Trends
Price: $44.90
Availability: Out of Stock
Product Badge:- Ships Free
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Plaid Attitude Mid-Rise Capri Pants
Classic plaid with more attitude. These plaid capri pants offer a mid-rise waist and form-hugging fit for styling solo or matching back to the set.
Shop Matching Top: Plaid Attitude Collared Zip-Up Vest
Fit & Features
- Plaid woven fabric
- Mid-rise waist
- Knee-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06402-000050
Category Name: 2026 Fall Outfit Trends
Price: $34.90
Availability: In Stock
Available Color: BLACK/WHITE
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Off Duty Polish Ruched Mock Neck Sleeveless Top
Easy base layer, polished payoff. This sleeveless mock-neck top keeps the silhouette sleek with soft ruching through the waist, making it a solid pick for denim, tailored bottoms, or a mini when you want the outfit to feel pulled together fast.
Fit & Features
- Soft stretch knit fabric
- Mock neckline
- Sleeveless fitted silhouette
- Ruched side detailing
- Runs true to size
Style Number/Barcode: 06002-000667
Category Name: 2026 Fall Outfit Trends
Price: $19.90
Availability: In Stock
Available Color: BROWN, BLACK
Available Size: XS, S, M, L
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Zip Around Mid-Rise Mini Utility Skort
Utility details make this skort easy to build around. The mini silhouette pairs front pockets, a drawstring waist, and an exposed zipper for a casual base with more edge. Try it with a fitted knit or cropped jacket to keep the proportions sharp.
Fit & Features
- Nylon fabric
- Mid-rise waist, elasticized drawstring waistband
- Exposed center-front zipper
- Front buttoned utility pockets
- Back pockets
- Mini-length overlay, hidden built-in shorts
- Runs true to size
Style Number/Barcode: 06303-000067
Category Name: 2026 Fall Outfit Trends
Price: $36.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
- Nylon fabric
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Word Play Off Shoulder Graphic Top
An oversized text graphic puts a sharper spin on the off-shoulder trend. This fitted top combines a wide neckline with a streamlined shape for a clean base. The distressed lettering brings the attitude.
Fit & Features
- Off-the-shoulder neckline
- Oversized distressed text graphic
- Fitted silhouette
- Runs true to size
Style Number/Barcode: 06002-000665
Category Name: 2026 Fall Outfit Trends
Price: $26.90
Availability: In Stock
Available Color: BLACK
Available Size: S, M, L
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Everyday Lineup Crew Neck Baby Tee
Consider your everyday lineup upgraded. This crew neck baby tee has a stretchy, form-hugging fit that looks just as good with denim and cargos as it does layered under your favorite jacket.
Fit & Features
- Knit fabric, high stretch
- Crew neckline
- Short sleeves
- Mid-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06002-000663
Category Name: 2026 Fall Outfit Trends
Price: $19.90
Availability: In Stock
Available Color: WHITE, BLACK, BURGUNDY
Available Size: XS, S, M, L
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Trendy Flex Low-Rise Double Button Flare Jeans
Double buttons give this denim an extra point of interest. These flare-leg jeans combine an extended waistband tab with a low-rise fit for a clean, distinctive finish. Add them to the rotation when your denim lineup needs something with a little more personality.
Fit & Features
- Denim fabric
- Low-rise waist
- Extended waistband tab with double-button closure
- Flared-leg silhouette
- Runs true to size
Style Number/Barcode: 06602-000138
Category Name: 2026 Fall Outfit Trends
Price: $49.90
Availability: In Stock
Available Color: DARK, DENIM
Available Size: XS, S, M, L
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Glam Polish Rhinestone Cross Necklace
A little edge, a lot of polish. This rhinestone cross necklace pairs mixed faceted stones with an ornate pendant for a statement finish that instantly sharpens plunging necklines and sleek going-out looks.
Fit & Features
- Rhinestone-embellished necklace
- Mixed round and teardrop stones
- Ornate cross pendant
- Lobster clasp closure with extender
Style Number/Barcode: 07002-000646
Category Name: 2026 Fall Outfit Trends
Price: $16.90
Availability: In Stock
Available Color: BLACK
Available Size: NS
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Date Confirmed Lace Ruffle Tie-Front Top
Delicate, but with a sultry vibe. This lace tie-front top brings a plunging neckline, sheer fly-away silhouette, and ruffled trim to date nights, drinks, and dressier plans with a little edge.
Fit & Features
- Sheer lace knit fabric with knit bust lining, high stretch
- Short sleeves
- Plunging V-neckline
- Tie-front closure, fly-away design, ruffled trim
- Runs true to size
Style Number/Barcode: 06202-000136
Category Name: 2026 Fall Outfit Trends
Price: $26.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L
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Wild Side Snake Print Pendant Necklace
Your basics could use a little bite. This snake print pendant necklace pairs a chunky paperclip chain with a bold circular pendant for an easy statement that plays well with fitted tops, denim, and going-out looks.
Fit & Features
- Metal paperclip chain construction
- Circular pendant silhouette
- Snake print textured inset detail
- Lobster clasp with adjustable chain extender
Style Number/Barcode: 07002-000644
Category Name: 2026 Fall Outfit Trends
Price: $16.90
Availability: In Stock
Available Color: GOLD
Available Size: NS
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Straight Up Mid-Rise Faux Leather Pants
These faux leather pants make polished styling feel easy. Pair the clean straight-leg shape with an off-the-shoulder top and pointed heels for a sleek finish, or add a fitted knit for a more pared-back look. The mid-rise waist keeps the proportions balanced and streamlined.
Fit & Features
- Faux leather fabric
- Mid-rise waist, belt loops
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Front button and zipper closure
- Faux front pockets, functional back pockets
- Straight-leg silhouette
- Runs true to size
Style Number/Barcode: 06402-000049
Category Name: 2026 Fall Outfit Trends
Price: $44.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L