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.

  • In A Snap Long Sleeve Ribbed Dress

    Look stylish in a snap with this long sleeve dress as your base for creating fire styles! It features a v-neckline with snap-button closures, a bodycon silhouette, and a mini-length hem. Composed of a rib-knit fabric with a moderate stretch. Complete the look with booties and a cropped jacket.

    Fit & Features

    • Long sleeves
    • V-neckline, snap-button closure
    • Bodycon silhouette
    • Mini-length hem
    • Rib-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1034

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Effortless And Edgy Vibes Denim Jacket

    Layer on the effortless and edgy vibes with this denim jacket! It features a collared neckline, long sleeves, a button-down front, distressed detailing, and a long line relaxed fit. Style this jacket over your fave casual dress and complete the look with combat boots.

    Fit & Features

    • Collared neckline
    • Long sleeves, cuffed hems
    • Buttoned chest pockets
    • Complete button-down front
    • Denim fabric, distressed detailing, frayed hem
    • Long line silhouette, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06203-0138

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Throw It Back Acid Wash Cropped Denim Jacket

    Throw it back with this 90's inspired denim jacket! The jacket features a collared neckline, a multi-button down front, chest pockets, long sleeves with single-button closure, and a cropped hem. The jacket is composed of an acid wash denim fabric that offers an oversized fit with minimal stretch. Complete look with a graphic tee and ankle booties. 

    Fit & Features

    • Collared neckline
    • Multi-button down front
    • Chest pockets
    • Long sleeves with single-button closure
    • Cropped hem
    • Acid wash denim fabric
    • Oversized fit, minimal stretch, runs true to size 

    Style Number/Barcode: 06203-0135

    Category Name: 2026 Fall Outfit Trends

    Price: $37.97

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Living In Luxe Lurex Bustier

    Live that luxe life with a glitzy bustier! The bustier features a sleeveless sweetheart neckline, spaghetti straps that lead to cross back, lace-up back, and a cropped hem. The bustier is composed of a crochet lurex knit fabric that offers a form hugging fit with a moderate stretch. Complete look with high waist jeans.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Spaghetti straps, cross back 
    • Lace-up back 
    • Cropped hem 
    • Lurex knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06005-1033

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Prep Collared Sweater

    Cozy on up this fall while still keeping your look preppy with this cute collared sweater. It features a V-neckline with a trendy polo collar, long dolman-style sleeves, and a mid-length, relaxed fit. The soft ribbed knit fabric offers a moderate stretch for comfortable wear. Style this sweater with dark wash denim and booties.

    Fit & Features

    • V-neckline
    • Polo collar
    • Long dolman sleeves, tapered hems
    • Mid-length, relaxed fit
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1300

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Chic Ruched Faux Leather Mini Skirt

    Turn up the heat in this super sexy mini skirt! It's made from smooth faux leather with a ruched front design. Wear it with the matching crop top to dance the night away with the girls. 

    Shop Matching Top: So Haute Faux Leather Crop Top

    Fit & Features

    • High-rise waist
    • Back zipper and hook and eye closure
    • Faux leather fabrication
    • Mini-length
    • Ruched
    • Form-hugging, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06401-0322

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Chic Faux Leather Crop Top

    Channel an edgy look with a crop top that is made for a bold babe! The crop top features a sleeveless square neckline, bungee spaghetti straps, and a cropped hem. The top is composed of a lined faux leather fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching skirt. 

    Shop Matching Skirt: So Haute Ruched Faux Leather Mini Skirt

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Back zipper and hook and eye closure
    • Cropped hem
    • Lined faux leather fabric
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06003-1366

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Up Waffle Knit Sweater

    Cozy up in a knit sweater that is perf for those chilly days! The sweater features a mock neck, long sleeves with a ribbed cuff, and a matching ribbed hem. The sweater is composed of a waffle knit fabric that offers a relaxed fit with a moderate stretch. Complete look with high waist jeans and ankle booties. 

    Fit & Features

    • Mock neck 
    • Long sleeves, ribbed cuff
    • Ribbed hem 
    • Waffle knit fabric
    • Relaxed fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06005-1032

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy-Chic Long Sleeve Cropped Topper

    This trendy-chic cropped topper will level up your fall and winter looks. It features a turtleneck with a fold-over design, long tapered balloon sleeves, and a majorly cropped hem. Layer this topper over your fave casual dresses or tops for an elevated vibe.

    Fit & Features

    • Turtleneck, fold-over design
    • Long balloon sleeves, tapered hems
    • Majorly cropped hem
    • Ribbed sweater knit fabric
    • Runs true to size
    • The top and dress pictured with the topper are not included

    Style Number/Barcode: 06005-1025

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Layer On Those Basics Sweater Vest

    Layer on this sweater vest to elevate your workwear outfits or give you casual fits a dressy feel. The vest features a sleeveless V-neckline, an oversized fit, and a ribbed hem with dual mini side slits. The vest is composed of a knit fabric that offers plenty of stretch.  

    Fit & Features

    • Sleeveless V-neckline
    • Oversized fit
    • Ribbed hem
    • Dual side slits
    • Knit fabric
    • Plenty of stretch 

    Style Number/Barcode: 06005-1029

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Buckled Up Denim Square Toe Block Heels

    Channel retro babe vibes in this pair of block heels! They're designed with an open square toe, fun buckle detail and denim fabrication. Wear them with a jumpsuit to dance the night away.

    Fit & Features

    • Open square toe
    • Block heel
    • U-shaped buckle accent
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07401-2792

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Chain Trim Crossbody Purse

    Stylishly elevate your look with this chic crossbody purse. It features a rectangular shape with a fold-over design, a turn-lock closure, a trendy chain trim, a top handle, and an adjustable shoulder strap. Complete the outfit with cute mules.

    Fit & Features

    • Rectangular shape
    • Fold-over design
    • Turn-lock closure
    • Chain trim
    • Top handle
    • Adjustable and detachable shoulder strap

    Style Number/Barcode: 07203-0581

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute And Cozy Cable Knit Sweater

    Cozy on up in this adorable cable knit sweater! It features long blouson sleeves with tapered hems, a V-neckline with a trendy twist-front detail, a cute cable knit pattern, and a mid-length, relaxed fit. Style this sweater with dark wash denim and booties.

    Fit & Features

    • Long blouson sleeves, tapered hems
    • V-neckline
    • Twist front design
    • Cable knit pattern
    • Mid-length, relaxed fit
    • Sweater knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1009

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Off-The-Shoulder Ribbed Knit Mini Dress

    Channel those effortless chic vibes with this sweater mini dress that slays! The dress features an off-the-shoulder neckline, a faux button-down front, long sleeves, and a mini-length silhouette. The dress is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with mules.

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • Off-the-shoulder neckline 
    • Faux button-down front
    • Long fitted sleeves
    • Lettuce edge hems
    • Mini-length silhouette
    • Ribbed knit fabric, form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06005-1015

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Style Moves Wrap-Front Top

    Make sassy style moves in this bold snake print dressy top! It features a V-neckline with a wrap-front design, long blouson sleeves, and a mid-length hem with a tie-front accent. Complete the outfit with dark wash denim and strappy heels.

    Fit & Features

    • V-neckline, wrap-front design
    • Long blouson sleeves
    • Mid-length hem
    • Tie-front at waist
    • Slinky knit fabric, plenty of stretch
    • Snake print
    • Runs true to size

    Style Number/Barcode: 06001-3335

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Take Charge Faux Leather Cropped Blazer

    Take charge with a blazer that takes your look to the next level! The blazer features an open front with single-button closure, long sleeves, lightly padded shoulders, and a cropped hem. The blazer is composed of a faux leather fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching mini skirt.

    Shop Matching Mini Skirt: Take Charge Faux Leather Mini Skirt

    Fit & Features

    • Open front, single-button closure
    • Long sleeves
    • Lightly padded shoulders
    • Cropped hem
    • Lined faux leather fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06204-0989

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Oversized Faux Leather Blazer

    Keep it trendy with a blazer that layers on the style! The blazer features a collared neckline with lapel accents, a double-breasted button design, lightly padded shoulders, long sleeves, faux front pockets, and a long hem. The blazer is composed of a lined faux leather fabric that offers a relaxed fit with minimal stretch. Complete the look with a bustier and high waist pants.

    Fit & Features

    • Collared neckline, lapel accents
    • Double-breasted button design
    • Lightly padded shoulders, long sleeves
    • Faux front pockets, long hem
    • Lined faux leather fabric
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06204-0991

    Category Name: 2026 Fall Outfit Trends

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Good Vibes High Rise Boyfriend Jeans

    Bring the good vibes to your casual everyday look with these trendy boyfriend jeans! They feature a high-rise waist, a straight leg, major destructed detailing at the knees, and a relaxed fit. The light wash denim fabric offers minimal stretch. Style these jeans with a cute crop top and clear heels.

    Fit & Features

    • High-rise waist
    • Straight leg
    • Destructed detailing at the knees
    • Relaxed fit, minimal stretch
    • Light wash denim fabric 
    • Traditional five-pocket and belt loop design
    • Hidden zipper and front button closure
    • Runs true to size

    Style Number/Barcode: 06602-0241

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Suede Lug Sole Block Heels

    Lug it out with heels that make a chic statement! The heels feature a closed-back, an adjustable ankle strap, an open almond toe with a strap over the toe, a lug platform, and a block heel. The heels are composed of a faux suede material. Complete look with a romper. 

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap
    • Open almond toe, strap over the toe
    • Lug platform 
    • Block heel
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07401-2782

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Paisley Dreams Chiffon Crop Top

    Keep it dreamy in a crop top that channels those wanderlust vibes! The top features an off-the-shoulder neckline, a paisley print, long bell sleeves, and a cropped hem. Complete the look with high waist jeans and mules. 

    Fit & Features

    • Off the shoulder neckline
    • Paisley print
    • Long bell sleeves
    • Cropped hem 
    • Chiffon fabric 
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06003-1361

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High-Rise Distressed Boyfriend Jeans

    Create a dramatic moment with distressed jeans that add an edge to your look! The medium-wash denim jeans feature a flattering high-rise waist and a boyfriend silhouette with trendy knee slits. Complete the look with a crop top and combat boots.

    Fit & Features

    • High-rise waist
    • Boyfriend silhouette 
    • Knee slit accents
    • Multi-button down closures
    • Five-pocket styling, belt loop accents
    • Medium-wash denim, slight stretch
    • Runs true to size

    Style Number/Barcode: 06602-0240

    Category Name: 2026 Fall Outfit Trends

    Price: $42.90

    Availability: In Stock

    Available Color: MEDIUM, DENIM

    Available Size: 1, 3, 5, 7, 9, 11, 13

  • Sassy Vibes Snake Print Crop Top

    This trendy snake print crop top will bring sassy vibes to your stylish look! It features a handkerchief design with a square neckline, halter spaghetti straps, an open back, and a cropped fit. Complete the outfit with mom jeans and clear heels.

    Fit & Features

    • Handkerchief design
    • Square neckline
    • Halter spaghetti straps
    • Open back
    • Cropped fit
    • Knit fabric, snake print
    • Runs true to size

    Style Number/Barcode: 06001-3321

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Snake Charmer Side Slit Mini Skirt
    Charm everyone in the room instantly in this figure-flattering mini skirt! It's designed with a captivating snake print, mini length, and front slit. Wear it with a crop top and lace-up heels for a super sultry look.

    Fit & Features
    • Mini length
    • Animal print
    • Front slit
    • Runs true to size

    Style Number/Barcode: 06501-0424

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Level Up Snake Crop Top

    Level up your night with a chic crop top! The top features a sleeveless square neckline, a snake print, spaghetti straps, a lace-up back, and a cropped hem. Complete look with the matching mini skirt. 

    Shop Matching Mini Skirt: Level Up Snake Ruched Mini Skirt

    Fit & Features

    • Sleeveless square neckline
    • Snake print
    • Spaghetti straps
    • Lace-up back
    • Cropped hem 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3312

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale