2026 Fall Outfit Trends

STYLE SPOTLIGHT

Women's Denim Bottoms

Fall Sweaters & Cardigans

Women's Jackets

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.

  • All The Glitz Beaded Fringe Mini Skirt

    Bring all the glitzy vibes to your night-out look with this fab fringe mini skirt! It features a high-rise waist, a short, asymmetric-cut hem with a cascading beaded fringe design, and a curve-hugging silhouette. The ponte knit fabric offers a moderate stretch. Style with a corset top and heels.

    Fit & Features

    • High-rise waist, elastic band
    • Mini-length, asymmetric-cut hem
    • Beaded fringe design
    • Fitted bodycon silhouette
    • Ponte knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0707

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simply Cute Faux Wool Beret

    Add this sweet and simple faux wool beret to elevate your everyday style! Complete the look in a sweater dress, coat, and knee-high boots.

    Fit & Features

    • Classic beret style
    • Faux wool material

    Style Number/Barcode: 07302-1348

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sincerely Love Corduroy Jumpsuit

    You'll sincerely love this corduroy jumpsuit for all of your fall festivities! The jumpsuit features short sleeves, a collar neckline, zipper front closure, a tie-waist belt with belt loops, and a straight-leg silhouette. Complete the look in pointed-toe booties.

    Fit & Features

    • Short sleeves
    • Collar neckline
    • Zipper front closure
    • Tie-waist belt with belt loops
    • Straight-leg silhouette
    • Corduroy woven non-stretch fabric
    • Fits true to size

    Style Number/Barcode: 06302-0684

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Staple Piece Scoop Neck Bodysuit

    This staple bodysuit is a must-have in every fashionista's closet! The sleeveless bodysuit features front and back scoop necklines, wide shoulder straps, and a thong-cut bottom with a snap button closure. The bodysuit is composed of a double-lined stretchy knit fabric. Complete the look in high-rise jeans and mules.

    Fit & Features

    • Sleeveless, front and back scoop necklines
    • Wide shoulder straps
    • Thong-cut bottom
    • Snap button closures
    • Double-lined stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 06002-1410

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 2000s Vibes Low-Rise Mini Skirt

    Bring the trendy 2000s vibes to your night-out look with this sleek faux leather mini skirt. Featuring a low-rise angled V-waist design and a short, curve-hugging silhouette, this skirt would look adorable paired with a bustier top. Complete the outfit with clear heels.

    Fit & Features

    • Low-rise fit, angled V-waist design
    • Mini-length hem
    • Form-hugging silhouette
    • Smooth faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06501-0705

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Small Town Girl Puffer Crop Vest

    Whether you're a small-town girl or a city-slicker, this puffer crop vest is essential for adding that extra layer on chilly days! It features a sleeveless standing collar neckline, front zipper closure, side pockets, and a hem drawcord for a customizable fit. The vest is composed of an insulated woven fabric designed to help keep you cozy and protected from the elements! Complete the look in a chenille sweater and jeans!

    Fit & Features

    • Sleeveless standing collar neckline
    • Front zipper closure
    • Side pockets
    • Cropped length
    • Adjustable drawcord hem
    • Insulated woven lined fabric
    • Fits true to size

    Style Number/Barcode: 06201-0323

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casual Slay Wide-Leg Cargo Pants

    Showcase a casual slay in these trendy cargo pants! They feature a high-rise waist, front snap-button, zipper closure, four-pocket styling, and a wide-leg silhouette, composed of a smooth non-stretch woven fabric—style with a crop top and sneakers for an effortless everyday look.

    Fit & Features

    • High-rise waist, elasticized back
    • Dual front snap-buttons and hidden zipper closure
    • Belt loop accents
    • Side pockets, cargo-style flap pockets
    • Wide-leg silhouette
    • Smooth woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0683

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual Slay Halter Top

    Show off a casual slay in this trendy halter top! It features a sleeveless bodice with cross-front straps, a center front keyhole cutout, and a mid-length, form-hugging fit. Style with a faux leather mini skirt and booties.

    Fit & Features

    • Sleeveless bodice
    • Cross-front halter straps
    • Front keyhole cutout
    • Mid-length, form-hugging fit
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-4491

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All The Ways Circular Crossbody Bag

    Can't you think of all the ways you'd use this crossbody bag? It features a sleek and stylish circular silhouette, a detachable chain-link strap, top handle, gold metal hardware, a front toggle closure, and quilted faux leather material. Complete the look in a sultry matching set.

    Fit & Features

    • Circular silhouette
    • Detachable chain-link strap
    • Top handle
    • Gold metal hardware
    • Front toggle closure
    • Quilted faux leather material

    Style Number/Barcode: 07203-1087

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Precious Pearl Handle Crossbody Bag

    Compliment your dressy outfit with this faux pearl handle crossbody bag featuring a detachable chain-link strap, a front flap with snap-button closure, a spacious interior, croco faux leather material. Style with a sultry mesh top for a dinner date.

    Fit & Features

    • Faux pearl top handle
    • Detachable chain-link strap
    • Front flap, snap-button closure
    • Spacious interior
    • Croco faux leather material

    Style Number/Barcode: 07203-1089

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish In The Chill Puffer Jacket

    Keep stylish through the chill in this quilted puffer jacket featuring long sleeves with buttoned cuffs, a collar neckline, snap-button down front closures, flap pockets, and a cropped hem. The jacket is designed with thin insulation to help keep you comfortable and protected from the elements. Style over a long sleeve top with woven joggers.

    Fit & Features

    • Long sleeves, buttoned cuffs, collar neckline
    • Snap-button down front closures
    • Flap pockets
    • Cropped hem
    • Quilted thin puffer woven fabric
    • Insulated and lined
    • Fits true to size

    Style Number/Barcode: 06201-0317

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • B For Babe Crop Letterman Jacket

    Not your football boyfriend's jacket! This crop letterman jacket showcases a modern cropped silhouette featuring faux leather long sleeves, striped cuffs and hem, snap-button down closures, fleece body with a B patch, and side pockets. Complete your school-girl look in a pleated skater skirt. 

    Fit & Features

    • Faux leather long sleeves
    • Striped cuffs and hem
    • Snap-button down closures
    • Fleece body, B patch
    • Side pockets
    • Cropped length
    • Fits true to size

    Style Number/Barcode: 06201-0318

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Cozy Fall Vibes Knit Duster

    Layer on this lightweight knit duster for all the cozy fall vibes! It features long fitted sleeves, an open front, a long, flowy silhouette, and is composed of a slinky knit fabric that offers plenty of stretch. Style with a basic bodysuit and dark wash denim.

    Fit & Features

    • Long fitted sleeves
    • Open front
    • Long, flowy fit
    • Slinky knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06202-0339

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Light As A Feather Tie Front Top

    Light and airy! Add some elegance to your night out wear in this satin crop top featuring long sleeves with feather boa trim cuffs, a plunging collar V-neckline, and tie-front closure. Complete the look in a sleek mini skirt.

    Fit & Features

    • Long sleeves
    • Feather boa trim cuffs
    • Plunging collar V-neckline
    • Tie-front closure
    • Cropped hem
    • Silky satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1521

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Together Wristlet Wallet

    This chic wristlet wallet keeps your must-haves together and compliments every outfit! It features a mini silhouette, an o-ring attached handle, a top zipper closure, croco faux leather material, and a spacious interior. Style with a statement blouse for a girl's day.

    Fit & Features

    • Mini silhouette
    • O-ring attached handle
    • Top zipper closure
    • Croco faux leather material
    • Spacious interior

    Style Number/Barcode: 07201-0090

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Happy Hour Ready Cropped Blouse

    You'll be ready for happy hour with the girls in this sleek satin cropped blouse! It features a collared V-neckline, a tie-front, button-down design, long sleeves, and a cropped, form-hugging fit. Style with a mini skirt and heels!

    Fit & Features

    • Collared V-neckline
    • Tie-front, button-down design
    • Long sleeves, button details
    • Cropped hem, form-hugging fit
    • Woven satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-2032

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Glam Metallic Cowboy Boots

    Giddy up and show off major glam vibes in these metallic cowboy boots! They feature a below-the-knee height, a pointed toe, a short block heel, and a western-inspired embroidered design. Pair with a bodycon dress and rhinestone fringe earrings.

    Fit & Features

    • Below-the-knee height
    • Pointed toe
    • Short block heel
    • Western-inspired embroidered design
    • Metallic sheen
    • Faux leather material, soft lining
    • Runs true to size

    Style Number/Barcode: 07402-0853

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plaid Crush Slit Mini Skirt

    Got a seasonal crush on plaid? This mini skirt is perfect for adding to the collection! It features a high-rise waist, bodycon silhouette, and front slit accent on stretchy knit fabric. Complete the look in a cutout crop top and boots.

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Front slit accent
    • Mini-length hem
    • Plaid print
    • Knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0701

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Plaid Me Up Flocked Mini Skirt

    Shift into the season of plaid! This mini skirt features a high-rise waist, bodycon silhouette, and a front slit accent on flocked knit fabric. Complete the look in a flirty crop top for lunch with friends.

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Front slit accent
    • Mini-length hem
    • Plaid pattern
    • Flocked knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0700

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stay Fab Feather Bag

    Keep your look fab and trendy with this eye-catching bag. It features a top kiss lock closure, an included chain-link shoulder strap, and all-over feathers. Style with sleek hoops and strappy stilettos.

    Fit & Features

    • Top kiss lock metal closure
    • Detachable chain-link shoulder strap
    • Feather details

    Style Number/Barcode: 07203-1081

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Western Roots Faux Leather Cowboy Boots

    Embrace your country roots with these trendy faux leather cowboy boots! They feature a below-the-knee length, a pointed toe, a short block heel, and a western-inspired embroidered design. Pair with a mini dress and a cute handbag.

    Fit & Features

    • Below-the-knee length
    • Pointed toe
    • Short stacked block heel
    • Western-inspired embroidered design
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0852

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Seasonal Plaid Crepe Mini Skirt

    It's feeling like the season of plaid! Create a cute and casual outfit with this crepe mini skirt featuring a high-rise waist, bodycon silhouette, and a flirty slit accent. Complete the look with a denim jacket.

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Slit accent
    • Mini-length hem
    • Plaid pattern
    • Crepe knit fabric
    • Fits true to size

    Style Number/Barcode: 06501-0699

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Swept Away Crepe Skater Short Dress

    Get swept off your feet looking so sweet in this crepe skater dress featuring adorable short puff sleeves, a square neckline, a high waist seam, and a short length hem with a fit and flare silhouette. The crepe fabric offers a moderate stretch. Complete the look in a trendy ring set.

    Fit & Features

    • Short puff sleeves, ruffled elastic hems
    • Square neckline
    • High waist seam
    • Skater silhouette
    • Short length hem
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1848

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Day Crepe Sweetheart Dress

    Have yourself a sweet day in this crepe mini dress for your next soiree! It features a sleeveless sweetheart neckline, wide shoulder straps, underbust trim, flexible boning, and a bodycon silhouette. Complete the look in this curve-hugging mini dress with darling heels.

    Fit & Features

    • Sleeveless, sweetheart neckline
    • Wide shoulder straps, back zipper, hook and eye closure
    • Underbust trim, flexible boning
    • Bodycon silhouette
    • Mini-length hem
    • Crepe-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2290

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale