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.

  • Perfect In Plaid Crop Tank

    It's the season for plaid and this crop top is perfect for it. It features a sleeveless, square neckline with wide straps and a fitted, crop hem. Style with the matching bottoms. 

    Shop The Matching Bottoms: Perfect In Plaid High-Rise Pants

    Fit & Features

    • Sleeveless, square neckline
    • Wide straps
    • Plaid print
    • Fitted, crop hem 
    • Cotton fabric with moderate stretch
    • Runs true to size

    Style Number/Barcode: 06003-1573

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Chic Standard Snake Boots

    Set the chic standard in boots that elevate your outfit. The boots feature a faux snake print, an inner zipper closure, a pointy toe, block heel. The boots are composed of a faux leather material. Complete look with a cardigan and mini skirt.

    Fit & Features

    • Faux snake print
    • Thigh-high fit
    • Inner zipper closure
    • Pointy toe
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0757

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $70.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Knit Long Sleeve Crop Top

    Keep it casual and chic with a crop top that is essential to your layered outfits! The top features a turtle neck, long sleeves, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with mom jeans and a plaid coat.

    Fit & Features

    • Turtle neck 
    • Long fitted sleeves
    • Cropped hem 
    • Ribbed knit fabric
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3816

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Style It Up Faux Suede Block Heels

    Style up your look with heels that elevate your outfit! The heels feature a closed-back, an adjustable ankle strap, an open square toe with a strap over the toe, and a thin block heel. The heels are composed of a faux suede material. Complete look with a blouse and pencil skirt. 

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap
    • Open square toe, strap over the toe
    • Thin block heel
    • Faux suede material 
    • Runs true to size 

    Style Number/Barcode: 07401-3732

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab In Ruche Ribbed Knit Top

    Keep it fab in a ruched top that is part casual, part chic! The top features a V-neckline, long sleeves, a ruched center, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mom jeans and ankle booties. 

    Fit & Features

    • V-neckline
    • Ruched center
    • Long sleeves
    • Cropped hem
    • Ribbed knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3821

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sealed In Chic High Waist Pants

    Seal in a stylishly chic outfit with pants that take you from day to night. The pants feature a high-rise waist, a tie-waist belt, and a straight leg fit with a flared hem. The pants are composed of a milled Ponte-like fabric that offers a form hugging fit with a moderate stretch. Complete the look with a blouse and blazer to complete your chic workwear outfit. 

    Fit & Features

    • High rise waist
    • Tie-waist belt 
    • Straight leg fit, flared hem 
    • Milled Ponte-like fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06402-0409

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Business Peep Toe Lattice Booties

    Take care of business in chic style with these peep-toe booties! They feature an almond toe, stacked block heel, lattice front with lace-up, on faux suede material. Complete the look in a trendy sweater dress.

    Fit & Features

    • Almond peep toe
    • Stacked block heel
    • Lattice front, lace-up
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1438

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Appeal Faux Leather Coated Skinny Pants

    Bring major edgy appeal with pants that dare to go bold. The pants feature a mid-rise waist, dual vertical seams on the legs, an exposed side zipper closure with mini O-Ring, and a skinny leg fit. The pants are composed of a coated stretchy knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a graphic tee and combat boots.

    Fit & Features

    • Mid-rise waist
    • Dual vertical seams on the legs
    • Exposed side zipper closure
    • Skinny leg fit
    • Coated knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06402-0408

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • A Trendy Look Velvet Crop Top

    Showcase a trendy look perf for every day with this velvet crop top. It features a sweetheart neckline with a ruched bust, a front waist cut out with a tie-front detail, long fitted sleeves, and a cropped, form-hugging fit. Style this top with high-rise jeans.

    Fit & Features

    • Sweetheart neckline
    • Ruched bust
    • Front waist cutout, tie-front detail
    • Long fitted sleeves
    • Cropped, form-hugging fit
    • Smooth velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3801

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Behavior High Slit Midi Skirt

    Stay on trend with a skirt that creates a major moment! The skirt features an abstract splatter pattern, a high rise waist, a ruched drawstring, a high side slit, and a midi-length silhouette. The skirt is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching crop top. 

    Shop Matching Crop Top: Trendy Behavior Cutout Crop Top

    Fit & Features

    • Abstract splatter pattern
    • High rise waist
    • Ruched drawstring
    • High side slit
    • Midi length silhouette
    • Smooth knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06501-0549

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Behavior Cutout Crop Top

    Stay on trend with a crop top that creates a major moment! The crop top features an abstract splatter pattern, long sleeves, dual cutouts at the sides, ruched drawstrings, and a cropped hem. The top is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching midi skirt. 

    Shop Matching Midi Skirt: Trendy Behavior High Slit Midi Skirt

    Fit & Features

    • Abstract splatter pattern
    • Long sleeves
    • Dual cutouts at the sides 
    • Ruched drawstrings
    • Cropped hem
    • Smooth knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06001-3798

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Timeless Chic Ruffled Midi Dress

    Stun in a midi dress that reveals timeless elegance at your event! The midi dress features a sleeveless square neckline, spaghetti straps, and a ruffled high side slit. The slim-fit bodice leads to a midi-length silhouette. The dress is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with rhinestone heels. 

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Ruffled side slit
    • Midi length silhouette
    • Lined crepe fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1385

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab Chain-link Faux Leather Booties

    Step out looking fab in booties that elevate your outfits! The booties feature a mid-calf length, an inner zipper closure, a chunky chain-link accent, a peep toe, and a stiletto heel. The booties are composed of a faux leather material. Complete look with a bustier and a wrap skirt. 

    Fit & Features

    • Mid-calf length 
    • Inner zipper closure
    • Chunky chain-link accent 
    • Peep toe 
    • Stiletto heel 
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07403-1432

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Edgy Glam Lug Sole Ankle Booties

    Bring that edgy glamour with booties that bring the attitude to your look! The booties feature an around the ankle fit, an inner zipper closure, an almond toe, a lug sole, and a low block heel. The booties are composed of a faux leather material. Complete look with a graphic tee and cargo pants. 

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure 
    • Almond toe
    • Lug sole
    • Low block heel 
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07403-1437

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cute And Classic Cuffed Denim Jacket

    Layer on this cute and classic denim jacket over all your casual summer 'fits. It features a collared neckline, three-quarter length sleeves with buttons to cuff, a complete button-down front, and a cropped, fitted silhouette. Style with simple hoop earrings.

    Fit & Features

    • Collared neckline
    • Three-quarter length sleeves, buttons to cuff
    • Button-down front
    • Buttoned chest pockets, side pockets
    • Cropped fit
    • Light wash denim fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06203-0193

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casual-Chic Fleece Crop Top

    This casual-chic crop top is the perf cozy essential! It features a crew neckline, long sleeves, and a lower back cutout with an adjustable drawstring. The knit fabric has a soft fleece lining and moderate stretch. Style this top with your fave pair of jeans and sneakers.

    Fit & Features

    • Crew neckline
    • Long sleeves, tapered hems
    • Lower back cutout, adjustable drawstring, tie detail
    • Cropped, form-hugging fit
    • Knit fabric, fleece lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1062

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fashion Square Toe Booties

    These square toe booties will always be in fashion! They feature a block heel, side zipper, and an above-the-ankle length on faux leather material. Complete the look in a stylish sweater dress.

    Fit & Features

    • Square toe, block heel
    • Side zipper 
    • Above-the-ankle length
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1435

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Vibes Lace-Up Sock Booties

    Bring those trendy vibes to your casual 'fit with these cool sock booties. They feature a round toe, a front lace-up design, a chunky lug sole, and an above the ankle fit. Style these booties with a mini dress and a cute denim jacket.

    Fit & Features

    • Round toe
    • Lace-up design
    • Lug sole
    • Above the ankle fit
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1436

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dainty Chic Teardrop Linear Earrings

    Radiate beauty with these dainty chic earrings. They feature a cascading linear design of teardrop-shaped outlines embellished with mini rhinestones. Style these earrings with a sparkly tennis bracelet.

    Fit & Features

    • Long linear design
    • Teardrop-shaped outlines
    • Mini rhinestone embellishment
    • Post-back closure


    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-1128

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Moves Lace-Up Sock Booties

    Make trendy moves this season in these stylish lace-up sock booties. They feature a round toe, a lace-up front, a sock detail design, and a lug sole. Pair these faux leather booties with a mini skirt and a cropped sweater for a casual-chic vibe.

    Fit & Features

    • Round toe
    • Lace-up front
    • Sock detail design
    • Lug sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1431

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Statement Maker Marquise Earrings

    Make a stunning statement in these marquise earrings sure to dress up your look! They feature leaf-shaped stones with rhinestone trim on a post-back closure. Perfect for styling with an off-the-shoulder jumpsuit and heels.

    Fit & Features

    • Marquise leaf-shaped stones
    • Rhinestone trim
    • Post-back closure

     

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-1113

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped Up Cozy Plaid Blanket Scarf

    Wrap yourself in a cozy blanket scarf that adds that finishing touch to your look! The scarf features a plaid print, short fringe trim, and an oversized fit. Complete the look with a beanie and ankle booties.

    Fit & Features

    • Plaid print
    • Short fringe trim
    • Oversized fit style
    • Soft brushed knit fabric 

    Style Number/Barcode: 07305-0359

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cuddle Weather Marled Knit Scarf

    You'll love cuddling up in this cozy scarf! It features a marled knit design, trendy frayed edges, and an oversized fit. Style this scarf with a chic boater hat and ankle booties.

    Fit & Features

    • Marled knit fabric, no stretch
    • Frayed edges
    • Oversized fit

    Style Number/Barcode: 07305-0357

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Plush Plaid Scarf

    Cozy on up in this plush woven scarf that will go with your everyday winter looks. It features a cute plaid print with neutral tones, fringe detailing at the hems, and an oversized blanket fit. Style this soft woven scarf with a sweater dress and booties.

    Fit & Features

    • Plaid print
    • Neutral tones
    • Fringe detailing
    • Oversized blanket fit
    • Woven fabric, no stretch

    Style Number/Barcode: 07305-0365

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale