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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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
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Sharp Instinct Knee High Stiletto Boots
The texture is doing all the flirting here. These croc-embossed knee-high boots pair a pointed toe with a sleek stiletto heel for a polished finish made for mini skirts, denim, and dressed-up plans.
Fit & Features
- 3.5” Stiletto heel, 7.5” leg opening, 14” shaft
- Pointed-toe design
- Side zipper closure
- Knee-high fit
- Luxe fit cushioned insole
- Glossy croc-textured patent faux leather material
- Runs true to size
Style Number/Barcode: 07402-000171
Category Name: 2026 Fall Outfit Trends
Price: $48.90
Availability: In Stock
Available Color: BROWN
Available Size: 5.5, 6.5, 7, 7.5, 9, 10
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City Sleek Knee High Stiletto Boots
Clean lines, sharp finish, zero overthinking. These knee-high boots pair a sleek faux leather shaft with a pointed toe and slim stiletto heel for an easy upgrade to mini skirts, denim, and weekend looks.
Fit & Features
- 3" kitten stiletto heel, 8.5" leg opening, 16.5" shaft
- Pointed-toe design
- Knee-high shaft
- Faux leather material
- Runs true to size
Style Number/Barcode: 07402-000172
Category Name: 2026 Fall Outfit Trends
Price: $48.90
Availability: In Stock
Available Color: BLACK
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 9, 10
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Effortless Look Knit Poncho
Fit & Features
- Knit fabric, moderate stretch
- Off-shoulder boat neckline
- Flowy fit
- Asymmetric hem
- Runs true to size
Style Number/Barcode: 06005-000438
Category Name: 2026 Fall Outfit Trends
Price: $36.90
Availability: Out of Stock
Product Badge:- Ships Free
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Soft Launch Slouchy Pointed Toe Stiletto Boots
The slouch is doing all the flirting. These faux suede stiletto boots pair a softly scrunched shaft with a sharp pointed toe and sleek heel for the kind of fall styling that makes denim, minis, and dresses hit different.
Fit & Features
- Faux suede upper with a soft finish
- Slouchy scrunched shaft
- Pointed toe
- 3" Slim stiletto heel
- Runs true to size
Style Number/Barcode: 07403-000068
Category Name: 2026 Fall Outfit Trends
Price: $42.90
Availability: In Stock
Available Color: BROWN, TAUPE
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
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Small Talk Patent Kitten Heels
Low heel, high standards. These patent kitten heel sandals pair a strappy design with a sleek slip-on silhouette for a polished finish that works for day or night styling.
Fit & Features
- 3" Kitten heel
- Square toe
- Thong strappy design
- Glossy faux patent leather
- Runs true to size
Style Number/Barcode: 07401-000807
Category Name: 2026 Fall Outfit Trends
Price: $28.90
Availability: In Stock
Available Color: BROWN
Available Size: 6, 8.5, 9, 10
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Class Act Patent Mary Jane Flats
A little prep, a little edge, a lot of outfit potential. These patent Mary Jane flats pair a sleek T-strap with a slingback silhouette and square toe for an easy finish to tailored fall looks.
Fit & Features
- Closed square toe
- Cutout T-strap design
- Adjustable slingback ankle strap with buckle closure
- Luxe fit cushioned insole
- Patent faux leather material
- Runs true to size
Style Number/Barcode: 07405-000025
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $24.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK, WINE
Available Size: 5.5, 6, 6.5, 7, 7.5, 10, 8, 8.5, 9
Product Badge:- Sale
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Layer Play Pointelle Poncho
The layering piece that makes the whole outfit. This pointelle knit poncho drapes effortlessly with an off-shoulder neckline and a cropped, flowy hem made for styling over bandeaus or tank tops.
Fit & Features
- Linen-blend pointelle knit fabric
- Off-shoulder neckline
- Flowy crop-length silhouette
- Sheer design
- Runs true to size
Style Number/Barcode: 06005-000436
Category Name: 2026 Fall Outfit Trends
Price: $39.90
Availability: Out of Stock
Product Badge:- Ships Free
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Sleek Club Faux Leather Bomber Jacket
Fall layers with a streetwear-inspired vibe. This faux leather bomber leans into streetwear with a relaxed shape, high neck, and sleek finish that works for effortless styling.
Fit & Features
- Faux leather fabric, smooth lining
- Long sleeves
- Relaxed bomber silhouette
- High neckline, front snap-button closures
- Side pockets and elasticized hem
- Runs true to size
Style Number/Barcode: 06204-000183
Category Name: 2026 Fall Outfit Trends
Price: $69.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L
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Bloom Behavior Chiffon Flower Earrings
Florals, but make them extra. These statement flower earrings layer airy chiffon petals with polished metallic accents for a dimensional finish that makes even the simplest look feel dressed up.
Fit & Features
- Flower stud design
- Chiffon petals
- Polished metallic accents
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-000503
Category Name: 2026 Fall Outfit Trends
Price: $12.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: NS
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Charm Rotation Jewelry Pack
Five moods, one jewelry lineup. This necklace and stud earring set mixes rhinestones, heart, butterfly, floral, and statement charm details, so switching up your accessories is basically handled.
Fit & Features
- Five necklace and five earrings pack
- Assorted charm necklaces
- Chain design
- Lobster clasp closures
- Assorted stud earrings
- Post-back closures
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07002-000642
Category Name: 2026 Fall Outfit Trends
Price: $24.90
Availability: In Stock
Available Color: GOLD
Available Size: NS
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Pick Your Hoop Six-Pack Earring Set
One set, six ways to switch it up. This assorted hoop earring set mixes sleek and textured finishes in multiple sizes, giving your jewelry rotation an easy upgrade from everyday polish to bolder styling.
Fit & Features
- Six-pack hoop earring set
- Assorted small, medium, and oversized hoops
- Mix of smooth and textured finishes
- Sleek rounded silhouettes
- Omega closures
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-000502
Category Name: 2026 Fall Outfit Trends
Price: $14.90
Availability: In Stock
Available Color: SILVER
Available Size: NS