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.

  • Autumn Breeze Peep Toe Booties

    It's starting to feel like Fall with these faux nubuck peep-toe booties! They feature an almond toe, zipper closure, stiletto heel, and ankle-length fit. Compliment your look with a cozy sweater and leggings. 

    Fit & Features 

    • Almond peep-toe design
    • Zipper closure
    • Faux nubuck exterior
    • Stiletto heel
    • Ankle length
    • Runs true to size

    Style Number/Barcode: 07403-1471

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek And Stunning Faux Leather Boots

    Keep your look sleek and stunning with boots that dare to show off your bold style! The boots feature a thigh-high fit, an inner zipper closure, an open back, a peep toe with a square-shaped platform, and a sleek stiletto heel. The boots are composed of a faux leather material. Complete look with a knit sweater and skinny jeans.

    Fit & Features

    • Thigh-high fit
    • Inner zipper closure
    • Open back
    • Peep toe, square-shaped platform
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0767

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Country Girl Faux Wool Rhinestone Panama Hat

    You're one glam country girl in this Panama hat featuring a rhinestone band, wide brim, and faux wool material. Complete the look in a chic shacket.

    Fit & Features

    • Rhinestone band
    • Wide brim
    • Faux wool material

    Style Number/Barcode: 07302-0477

    Category Name: 2026 Fall Outfit Trends

    Price: $19.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Sleek High Waist Ruched Midi Skirt

    Keep it so sleek with a midi skirt that makes a fab impression. The skirt features a high rise waist, ruching at the waist, a high side slit, and a midi length hem. The skirt is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a bustier and mules.

    Fit & Features

    • High rise ruched waist
    • High side slit
    • Midi length hem
    • Smooth knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0578

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Sleek Faux Leather Leggings

    These sleek faux leather leggings will be a trendy addition to your winter wardrobe. They feature a flattering high waist, exposed vertical seams down the front, and a form-hugging fit. The smooth faux leather fabric offers a moderate stretch. Style these leggings with a cropped sweater and platform booties.

    Fit & Features

    • High-rise banded waist
    • Front vertical seams
    • Form-hugging fit
    • Faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-0757

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic And Dressy Vibes Faux Leather Pants

    Showcase chic dressy vibes in these on-trend faux leather pants. They feature a high-rise waist with a cross-over V-shaped front design, a tie-front detail, skinny pant legs, and a form-hugging fit. Style these pants with a cute blouse and clear heels.

    Fit & Features

    • High-rise waist, cross-over V-shaped front design
    • Tie-front detail
    • Skinny pant legs
    • Form-hugging fit
    • Smooth faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-0759

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lots To Lug Platform Heels

    One look at these lug heels and you'll be hooked! They feature an almond toe, PVC toe strap, and buckle ankle strap with a lug platform sole. Complete your look with a little red dress. 

    Fit & Features 

    • Almond toe design
    • PVC toe strap
    • Adjustable buckle ankle strap
    • Lug platform sole
    • Runs true to size

    Style Number/Barcode: 07401-3803

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strut It Out Lug Sole Combat Boots

    Strut it out in boots that bring major attitude to your look! The boots feature an around the ankle fit, knit goring, an almond toe, a lug sole. and a block heel. The boots are composed of a faux leather material. Complete look with a crop top and camo joggers. 

    Fit & Features

    • Around the ankle fit with knit goring
    • Almond toe
    • Lug sole
    • Block heel 
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07403-1462

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Vibe Alert Faux Suede Booties

    Bring those chic vibes with booties that dress up your casual outfits! The booties feature an around the ankle fit, an inner zipper closure, elastic goring accent, a pointed toe, and a block heel. The booties are composed of a faux suede material. Complete look with plaid coat and skinny jeans. 

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure
    • Elastic goring accent
    • Pointed toe
    • Block heel 
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07403-1459

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Va Va Vintage Denim Jacket

    Channel a vintage vibe with a denim jacket that is perf to layer over your fits'. The jacket features a collared neckline, a multi-button down front, two chest pockets, long sleeves, and a cropped hem with heavy distressing. Complete look with a flared pants. 

    Fit & Features

    • Collared neckline
    • Multi-button down front
    • Two chest pockets
    • Long sleeves
    • Cropped hem, distressing
    • Denim fabric 
    • Relaxed fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06203-0216

    Category Name: 2026 Fall Outfit Trends

    Price: $42.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Walk It Out Faux Suede Booties

    Walk it out in style with booties that take your look to the next level! The booties feature a mid-calf fit, a pointed toe, and a block heel. The booties are composed of a faux suede material. Complete look with a plaid top and high waist jeans.

    Fit & Features

    • Mid-calf fit
    • Pointed toe
    • Block heel 
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07403-1455

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lug Life Combat Boots

    Stomp your feet to the beat of these lug boots! They feature an almond toe design, block heel, front lace-up with self-tie, and a side zipper closure. Complete your edgy look with a bodysuit and denim.

    Fit & Features

    • Almond toe design
    • Front lace-up with self-tie
    • Side zipper closure
    • Block heel
    • Lug sole 
    • Above the ankle length
    • Runs true to size

    Style Number/Barcode: 07403-1458

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Luxe Lace-Up Over-The-Knee Boots

    Get a luxe look this season with these chic faux suede over-the-knee boots. They feature a closed pointed toe, an on-trend lace-up front design, an inner zipper closure, and a block heel. Style these boots with a plaid skirt and a cropped sweater.

    Fit & Features

    • Over-the-knee fit
    • Closed pointed toe
    • Lace-up front
    • Partial inner zipper closure
    • Block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07402-0764

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild West Faux Leather Booties

    Channel a western-inspired look with booties that will have you ready for the wild west, boo! The booties feature an ankle fit, a slip-on design, a western-inspired stitched design, a pointed toe, and a low block heel. The booties are composed of a faux leather material. Complete look with a plaid top and high waist jeans. 

    Fit & Features

    • Ankle fit
    • Slip-on design 
    • Western-inspired stiched design 
    • Pointed toe
    • Low block heel
    • Faux leather material 
    • Runs true to size 

    Style Number/Barcode: 07403-1457

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Purrfect Look Leopard Print Booties

    Get a purrfect look that you can wear from day to night with these trendy booties. They feature a pointed toe, an inner zipper closure, a thin block heel, and a fab leopard print design. Style these booties with sleek hoop earrings.

    Fit & Features

    • Pointed toe
    • Inner zipper closure
    • Thin block heel
    • Leopard print
    • Runs true to size

    Style Number/Barcode: 07403-1454

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Style Faux Leather Midi Skirt

    Showcase a sleek style with this chic faux leather midi skirt. It features a high-rise waist, a trendy zip-front, front pockets, a center front slit, and a mid-length, curve-hugging silhouette. Pair this skirt with a basic bodysuit and clear mules.

    Fit & Features

    • High-rise waist
    • Zip-front
    • Front pockets
    • Center front slit
    • Mid-length, form-fitting silhouette
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0384

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cute Casual Collared Knit Bodysuit

    This cute and casual ribbed knit bodysuit is a must-have for trendy everyday 'fits! It features a johnny collar, a V-neckline with a partial button-down front, cap sleeves, a thong bottom, and a form-hugging fit. The ribbed sweater knit fabric offers plenty of stretch. Style with your fave pair of denim.

    Fit & Features

    • Johnny collar
    • V-neckline, partial button-down front
    • Cap sleeves
    • Thong bottom, dual snap button closure
    • Form-hugging fit
    • Ribbed sweater knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1247

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Faux Leather Tapered Leggings

    Play it cool in these fab leggings that take elevate your basic loungewear! The leggings feature an elastic high-rise waist, vertical seams on each leg, and a skinny leg fit with a cropped tapered hem. The leggings are composed of a lined faux leather fabric that offers a form hugging fit with a moderate stretch. Complete look with a crop top and chunky sneakers. 

    Fit & Features

    • Elastic high rise waist
    • Vertical seams on each leg
    • Skinny leg fit, cropped hem
    • Lined faux leather fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06402-0416

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Night-Out Ready Ruched Mini Skirt

    You'll be ready for a night-out in this sleek and stunning ruched mini skirt. It features a high-rise waist, a faux wrap design, and a short, curve-hugging silhouette. The skirt is composed of a smooth faux leather fabric. Complete the look with a chic corset top and heels.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Faux wrap design
    • Side ruched detailing
    • Mini-length, form-fitting silhouette
    • Faux leather fabric
    • Runs true to size

    Style Number/Barcode: 06401-0382

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Fashion Tie Waist Wide-Leg Jumpsuit

    Take care of business in this high fashion jumpsuit featuring long sleeves, an off-the-shoulder neckline, tie waist, and wide-leg silhouette. Composed of rib knit fabric with a moderate stretch. Perfect for styling with a blazer.

    Fit & Features

    • Long sleeves
    • Off-the-shoulder neckline
    • Tie-waist
    • Wide-leg silhouette
    • Rib-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06502-0744

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bringing The Edge High Waist Ponte Leggings

    Bring the edge with leggings that impress with bold details! The leggings feature a wide-band high-rise waist, a double-row faux zipper accent, and a skinny leg. The leggings are composed of a Ponte-knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a graphic tee and combat boots.

    Fit & Features

    • High rise waist
    • Wide band 
    • Double row faux zipper accent
    • Skinny leg fit
    • Ponte-knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06502-0737

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Back To Basics High Waist Leggings

    Bring your look back to basics with leggings that are part casual, part chic. The leggings feature an elastic high-rise waist, vertical seams on each leg, and a skinny leg fit with a tapered hem. Complete look with a moto and ankle booties for an off-duty look! 

    Fit & Features

    • Elastic high rise waist
    • Vertical seams on each leg
    • Skinny leg fit
    • Form hugging fit, moderate stretch
    • Runs true to size 

    Style Number/Barcode: 06502-0738

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • High Waist Faux Leather Cargo Pants

    Slay in pants that are part casual, part glam! The pants feature a high-rise waist, a single button with zipper closure, belt loops, slant pockets, cargo pockets, and a skinny leg fit with a tapered ruched hem. The pants are composed of a lined faux leather fabric that offers a form-hugging fit with slight stretch. Complete the look with a bodysuit and combat boots.

    Fit & Features 

    • High rise waist
    • Single-button with zipper closure
    • Belt loops, slant pockets
    • Cargo pockets
    • Skinny leg, tapered ruched hem
    • Faux leather fabric
    • Form-hugging fit, slight stretch
    • Runs true to size

    Style Number/Barcode: 06402-0420

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Take The Lead Ruched Snake Bustier

    Take the lead in a bustier that is a major trendsetter, babe! The bustier features a snake print, a sweetheart neckline, a hook and eye front closure, sheer ruched long sleeves, and a cropped hem. The bustier is composed of a lined mesh fabric that offers a form-hugging fit with a slight stretch. Complete look with liquid leggings and mules. 

    Fit & Features

    • Snake print
    • Sweetheart neckline
    • Hook and eye front closure
    • Ruching
    • Lined mesh fabric 
    • Form-hugging fit, slight stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3883

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance