2026 Fall Outfit Trends

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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.

  • Buckle Up Stacked Heel Ankle Booties

    You're in for a stylish ride in these buckle strap ankle booties! Featuring a pointed toe, low stacked block heel, side zipper, on faux leather material. Complete your look with an oversized plaid top.

    Fit & Features

    • Pointed toe
    • Stacked block heel
    • Side zipper
    • Buckle strap detailing
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1504

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Cozy Vibes Cable Knit Sweater

    Get all the cozy vibes in this chunky knit sweater! It features a trendy turtleneck, long dolman-style sleeves, and a mid-length hem with a relaxed fit. Style this cable knit sweater with high-rise jeans and ankle booties.

    Fit & Features

    • Turtleneck
    • Long dolman sleeves
    • Mid-length hem
    • Relaxed fit
    • Thick cable knit fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06005-1297

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casual Vibes Only Ribbed Knit Mini Dress

    Rock a basic ribbed mini dress for your everyday looks! The dress features a sleeveless square neckline, bungee straps, and composed of a ribbed knit fabric. Complete look with chunky sneakers for that casual vibe. 

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps 
    • Ribbed knit fabric 
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 06002-0638

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendsetting Icon Mesh Mini Dress

    Show off your trendsetter status in this of-the-moment mini dress. It features a sleeveless square neckline, bungee spaghetti straps that lead to cross-back design, ruching down the side seams, and a short, curve-hugging, bodycon silhouette. The lined mesh fabric features an all-over marble print pattern. Style with clear mules.

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps, cross-back design
    • Ruching down the side seams
    • Mini-length hem, fitted bodycon silhouette
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Marble print
    • Runs true to size

    Style Number/Barcode: 05102-4702

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take Action Twill Cargo Mini Sirt

    Take action this new season and get this twill mini skirt for all-day slays! Featuring a high-rise waist, trendy flap cargo side pockets, and a flattering bodycon silhouette. The skirt is designed with contrast stitched seams on twill woven fabric with a slight stretch. Complete the look in a casual tee for school or weekend hangs.

    Fit & Features

    • High-rise waist
    • Cargo flap side pockets
    • Bodycon silhouette, mini-length hem
    • Hidden front hook-eye and zipper closure
    • Belt loop accents, contrast stitched seams
    • Twill woven fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06301-0173

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Heat Up The Night Over-The-Knee Stiletto Boots

    These over-the-knee stiletto boots will heat up the night and create a fiery going-out look! They feature an over-the-knee height with a fitted silhouette, a pointed toe, a sleek stiletto heel, an inner zipper closure for easy on-and-off wear, and a top tie-back design. Pair these fabulous over-the-knee boots with a little black dress and gold jewelry!

    Fit & Features

    • Over-the-knee height
    • Pointed toe
    • Stiletto heel
    • Inner zipper closure
    • Top tie-back design
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07402-0965

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Out For A Ride Denim Moto Belted Mini Dress

    This moto denim mini dress brings edgy perfection for your next ride downtown! It features a sleeveless lapel collar neckline, a front exposed zipper closure, a flattering bodycon silhouette, and a belted waist with belt loop accents and buckle closure. Complete the look in sleek hoop earrings.

    Fit & Features

    • Sleeveless lapel collar neckline
    • Front exposed zipper closure
    • Bodycon silhouette
    • Belted waist, belt loop accents, buckle closure
    • Mini-length hem
    • Denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5307

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Style Staple Block Heel Over-The-Knee Boots

    These chic block heel over-the-knee boots are a staple you'll love to style up this season! They feature an over-the-knee height, a complete inner zipper closure for easy on-and-off wear, an almond-shaped toe, and a block heel. The boots have a trendy design of microsuede at the front with smooth spandex at the back. Pair these boots with a sweater dress and a fringe scarf. 

    Fit & Features

    • Over-the-knee height
    • Complete inner zipper closure
    • Almond-shaped toe
    • Block heel
    • Half microsuede material
    • Half lycra material
    • Runs true to size

    Style Number/Barcode: 07402-0983

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lovestruck Faux Fur Heart Coat

    Get lovestruck with this faux fur heart coat perfect for cozy date nights or holiday parties! It features long sleeves, a lapel collar neckline, hidden side pockets for keeping your hands warm, and a long-length hem. Complete the look in a ring set.

    Fit & Features

    • Long sleeves
    • Lapel collar neckline
    • Hidden side pockets
    • Long-length hem
    • Heart pattern, faux fur fabric, woven lining
    • Runs true to size

    Style Number/Barcode: 06201-0380

    Category Name: 2026 Fall Outfit Trends

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Always Elevated Faux Fur Trim Faux Leather Jacket

    This chic faux fur trim faux leather jacket will always keep your 'fits elevated and on point. It features a lapel collar with button accents, a luxe faux fur collared trim that you can remove, long sleeves with zippered hems, a complete zip-front, pockets, a belted waist, and a relaxed fit. The faux leather fabric includes a smooth woven lining. Layer this moto jacket over a crop top paired with dark wash jeans and ankle boots!

    Fit & Features

    • Lapel collar, button accents
    • Detachable faux fur collared trim, button attachments
    • Long sleeves, zippered hems
    • Zip-front design
    • Buttoned faux flap pocket, dual zippered lined side pockets, belted waist
    • Faux leather fabric, smooth woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1615

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Girl Next Door Cropped Tank

    Layer on the style in this elevated basic cami top. This crop tank top features dainty elastic straps for a sweet feminine look to go with the faltering subtle V-neckline. This layering tank top is made of super soft and smooth knit fabric that shapes and forms your curves for a comfortable fit that you can easily wear from day to night. Style this essential sleeveless crop top under a blazer for a polished look or pair it with parachute pants for a casually chic ensemble.

    Fit & Features

    • V-neckline
    • Bungee straps
    • Cropped
    • Knit fabric
    • Form-hugging fit
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-1346

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Street Style Sleeveless Cargo Jumpsuit

    You'll always impress with this sleeveless cargo jumpsuit! It features a sleeveless collar neckline, button-down front closures, faux chest flap pockets, a straight-leg silhouette with lower flap pockets, and an adjustable drawcord cuff on woven fabric. Complete the look with sleek hoop earrings for a cute street style!

    Fit & Features

    • Sleeveless collar neckline
    • Button-down front closures
    • Faux chest flap pockets
    • Straight-leg silhouette
    • Lower flap pockets, adjustable drawcord cuffs
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0799

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Susan Formal Sleeveless Midi Dress

    Special Occasion 

    Keep it sleek and sophisticated in our timelessly elegant Susan dress! She features a strapless sweetheart neckline, a built in no slip strip, padded cups, pleating accents along the bust, an empire waist accent and trendy side pockets. She is composed of a lined crepe fabric that offers a form hugging fit and a moderate stretch. Includes a back zipper closure with a hook and eye closure.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0027

    Category Name: 2026 Fall Outfit Trends

    Price: $29.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Skinny Stripes Cropped Henley

    The perfect layer in between seasons, this cute ribbed crop will become a closet staple. Henley-style top features slim horizontal stripes, a crew neck with snap-button closure, long sleeves, and an abbreviated hem. Top is made from pure cotton with minimal stretch.

    Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06002-0146

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pucker Up Graphic Top

    Get that pout on point in this white crop top! It features a round neckline, wide short sleeves and a cropped raw edge hem. The partially open lip graphic features a pretty pink hue and a gold hued foiled contrast. Top is composed of a tee shirt fabric that offers a relaxed fit with a moderate stretch.

    Style Number/Barcode: 06002-0037

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tunnel Vision Faux Leather Button Up Jacket

    Babe, we got that tunnel vision for you in faux leather. Style open or closed, with dress pants or black nylons!

    Fit & Features

    • Collared neckline
    • Matching snap buttons down the center
    • Over the waist hemline
    • Belt buckle mid-waist
    • Double breast pockets
    • 100% Faux leather

    Style Number/Barcode: 06204-0498

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Suede Over The Knee Flat Heel Boots

    Get ready for the cooler months in these adorable over the knee flat heel boots! They feature a smooth faux suede material and a tie back detail. Pair these chic boots with a sweater dress for that total fall vibe.

    Fit & Features

    • Over the knee design
    • Almond toe
    • Flat heel and sole
    • Inner zipper closure
    • Faux suede material
    • Tie back detail

     

    Boot runs small. Size a half size up.

    Style Number/Barcode: 07402-0202

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Vibes Lug Sole Block Heel Booties

    Get major edgy vibes in these stylish booties! They feature an ankle-high design with a gore detail, a trendy lug sole, and a sturdy block heel. Pair these booties with your fave pair of dark wash skinny jeans.

    Fit & Features

    • Ankle-high design
    • Almond toe
    • Gore detail
    • Lug sole
    • Block heel
    • Faux microsuede material

    Style Number/Barcode: 07403-0531

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Essential Lace-Up Faux Suede Booties

    Lace-up in basic booties that bring the casual vibes. The booties feature a lace-up front, an almond toe, and a block heel. Complete look with a cardigan and distressed jeans

    Fit & Features

    • Lace-up front
    • Almond toe 
    • Block heel 
    • Faux suede material 

    Style Number/Barcode: 07403-1229

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elite Glam Faux Suede Mini Dress

    Step into a league of your own with a stunning mini dress for your next night out! The dress features a sleeveless sweetheart neckline, padded cups, adjustable spaghetti straps, corset seams that run from the bodice to the hem, and a mini-length silhouette. The dress is composed of a faux suede fabric that offers a form hugging fit with a moderate stretch. Complete look with mules.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Padded cups, adjustable spaghetti straps
    • Corset seams
    • Mini length silhouette
    • Faux suede fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05103-3926

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So The Drama High Rise Destructed Boyfriend Jeans

    These jeans are so the drama for the girl that's extra AF! The jeans feature a high rise waist, a multi-button down front, a traditional five-pocket with belt loop design, heavy destruction, a boyfriend leg with raw edge hem. Complete look with a bodysuit and mules.

    Fit & Features

    • High rise waist
    • Multi-button down front
    • Traditional five-pocket with belt loop design
    • Heavy destruction
    • Boyfriend leg, raw edge hem
    • Relaxed fit, minimal stretch

    Style Number/Barcode: 06602-0251

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spiral Rhinestone Stiletto Heels

    Catch all eyes on you in these stiletto heels that bring major glam! The high heels feature an almond toe, a thin toe strap, and a spiral ankle design with rhinestone embellishments. Complete the look with a chic clutch and jewelry.

    Fit & Features

    • Almond toe, stiletto heel
    • Thin toe strap
    • Spiral ankle design
    • Rhinestone embellishments
    • Luxe fit cushioned insole
    • Pink heels are faux leather
    • Black heels are faux nubuck
    • Runs true to size

    Style Number/Barcode: 07401-3948

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Babe Thigh-High Tights

    Showcase your bold and sultry style with these on-trend tights. They feature a faux thigh-high design with a fishnet material and striped accents at the thigh. Pair these tights with edgy booties.

    Fit & Features

    • High-rise waist
    • Form-hugging fit
    • Faux thigh-high design
    • Fishnet material, striped accents


    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07306-0115

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keep It In Check Plaid Mini Dress

    Keep your stylish look in check with this plaid knit mini dress. It features a collared V-neckline, short sleeves, and a mini-length hem with a form-hugging, bodycon silhouette. Complete the 'fit with a dainty layered necklace and booties.

    Fit & Features

    • Collared V-neckline
    • Short fitted sleeves
    • Mini-length hem, bodycon silhouette
    • Plaid print
    • Smooth knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4743

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free