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.

  • Leopard Print Tights

    Keep it fierce with tights that will level up your look! They feature a high-rise waist and a fab leopard print design. Style these tights with a cute crop top and a faux leather mini skirt.

    Fit & Features

    • High-rise waist
    • Leopard print design
    • Moderate stretch


    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: 07306-0111

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Snake Rep Envelope Crossbody

    You've got a rep for all things snake print and this envelope crossbody makes a perfect addition! It features a thin shoulder strap, snap-button closure on faux leather material. Complete the look in a chic sweater for brunch!

    Fit & Features

    • Thin shoulder strap
    • Envelope flap
    • Snap button closure
    • Snake pattern
    • Faux leather material

    Style Number/Barcode: 07203-0900

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Vibes Only Faux Leather Bodycon Dress

    Channel chic vibes with a bodycon that showcases curves in all the right places! The dress features a strapless square neckline, a bodycon fit throughout, and a mini-length silhouette. The dress is composed of a faux leather fabric that offers a form-hugging fit with a moderate stretch. Complete look with stilettos and a clutch.

    Fit & Features

    • Strapless square neckline
    • Bodycon fit
    • Mini-length silhouette
    • Faux leather fabric
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05103-4252

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Peep Your Business Stacked Heel Booties

    Watch everyone glance your way in these cute suede booties featuring an open almond toe, zipper closure, stacked block heel, on microsuede material. Perfect for styling with a bodycon dress.

    Fit & Features

    • Open almond toe
    • Zipper closure
    • Stacked block heel
    • Microsuede material
    • Runs true to size

    Style Number/Barcode: 07403-1421

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Butterfly Chain Detail Panama Hat

    Add a touch of trendy glamour to your fall look with this adorable Panama hat. It features a wide flat brim adorned with a dainty butterfly charm chain. Style this hat with sleek hoop earrings.

    Fit & Features

    • Wide flat brim
    • Rhinestone butterfly charm chain
    • Faux wool material

    Style Number/Barcode: 07302-0457

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Ryder Rhinestone Panama Hat

    Add a touch of glam to your western fit in this panama hat featuring a rhinestone band, wide brim, on faux wool material. Complete the look with a denim jacket.

    Fit & Features

    • Rhinestone band
    • Wide brim
    • Faux wool material

    Style Number/Barcode: 07302-0454

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glamour Chic Panama Hat With Pearls

    Channel a glam vibe with a hat to adorn tresses with. The hat features a traditional Panama design, a short brim, and a faux pearl trim. The hat is composed of faux wool. Complete look with a bustier and mom jeans. 

    Fit & Features

    • Traditional Panama design 
    • Short brim 
    • Faux pearl trim 
    • Faux wool material  

    Style Number/Barcode: 07302-0448

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Chic Classic Beret

    Top off your look with this adorably chic beret! It features a classic beret-styled brim and is composed of a wool and acrylic material. Pair this hat with a cropped sweater.

    Fit & Features

    • Classic beret design
    • Wool and acrylic material

    Style Number/Barcode: 07302-0449

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Chic Faux Wool Panama Hat

    Simply chic, this faux wool Panama hat will complete your trendy look. It features a wide flat brim and a center sleek snake chain accent band. Style this hat with hoop earrings.

    Fit & Features

    • Wide flat brim
    • Snake chain band
    • Faux wool material

    Style Number/Barcode: 07302-0462

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Elevated Glam Cabby Hat

    Bring elevated glam vibes to your look with this chic cabby hat! It features a traditional cabby hat design with a short brim and a sleek chain-link detail. The tweed material has a stylish metallic thread woven throughout. Pair this hat with hoop earrings.

    Fit & Features

    • Traditional cabby hat design
    • Short brim
    • Chain and stud details
    • Tweed material, metallic thread detailing
    • Smooth woven lining

    Style Number/Barcode: 07302-0451

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Glamour Rhinestone Panama Hat

    Showcase trendy glamour with this sparkly detailed Panama hat. It features a traditional Panama hat design, a wide brim, and a rhinestone embellished band. The hat is composed of a faux wool material. Style it with a chic blazer and hoop earrings.

    Fit & Features

    • Traditional Panama hat design
    • Wide brim
    • Wide rhinestone embellished band
    • Faux wool material

    Style Number/Barcode: 07302-0453

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Totally Fab Ribbed Mini Dress

    Keep your look totally fab in a mini dress that keeps it effortlessly chic! The dress features a sleeveless V-neckline, bungee spaghetti straps, 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. 

    Fit & Features

    • Sleeveless V-neckline 
    • Bungee spaghetti straps
    • Mini length silhouette
    • Ribbed knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06002-1050

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Cutie Lace-Up Block Heel Booties

    You'll be cozy and cute all day long in this pair of faux leather booties. They feature a lace-up vamp, an almond toe, and a stacked heel. Wear them with a sweater dress and hoop earrings for a perfectly Fall look.

    Fit & Features

    • Lace-up vamp
    • Almond toe
    • Stacked heel
    • Fits true to size

    Style Number/Barcode: 07403-1419

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Style Staple Block Heel Booties

    Keep your look on point with booties that add that stylish touch to your layered outfits. The booties feature a mid-calf fit, a pointed toe, and a block heel. Complete look with an oversized sweater and leggings.

    Fit & Features

    • Mid-calf fit
    • Pointed toe 
    • Block heel
    • Stretch knit material 
    • Runs true to size

    Style Number/Barcode: 07403-1416

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Hitting The Mark Faux Suede Boots

    Hit the style mark with boots that complete your layered outfits! The boots feature an over-the-knee fit, an inner zipper closure, ruching, a pointed toe, and a block heel. The boots are composed of a faux suede material. Complete look with a chunky cable knit sweater and skinny jeans. 

    Fit & Features

    • Over the knee fit
    • Ruching 
    • Inner zipper closure
    • Pointed toe
    • Block heel 
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07402-0750

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keepin' Knit Trendy Crop Top

    Keep your casual look on-trend with this cute long sleeve crop top. It features a crew neckline, a cropped, form-hugging fit, and is composed of a lightweight stretchy ribbed knit fabric with contrasting exposed seams. Style this top with faux leather joggers and chic mules for an elevated vibe.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Cropped, form-hugging fit
    • Ribbed knit fabric, plenty of stretch
    • Contrasting exposed seams
    • Runs true to size

    Style Number/Barcode: 06001-3758

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fiercely Bold Dragon Graphic Mini Dress

    Keep it fiercely bold with a mini dress that slays! The dress features a V-neckline, slashed detailing, an image of a dragon, text that reads: "Free Soul", long sleeves, and a mini-length silhouette. The dress is composed of a cotton knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a moto jacket and booties.  

    Fit & Features

    • V-neckline
    • Slashed distressing 
    • Image of dragon 
    • "Free Soul" in black text
    • Long sleeves
    • Mini length silhouette
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06002-1048

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • That's A Wrap Faux Leather Mini Skirt

    Get wrapped in this cute mini skirt that slays! The skirt features a high-rise waist, ruching, and a mini length with a wrap-style hem. The skirt is composed of a lined faux leather fabric that offers a form hugging fit with a moderate stretch. Complete look with a bustier and heels. 

    Fit & Features

    • High rise waist
    • Ruching
    • Mini length 
    • Wrap-style hem
    • Faux leather fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06401-0373

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Good Instinct Snake Envelope Crossbody

    Your fashion instincts must be sharp with this snake crossbody! It features an envelope shape with a magnet snap closure and one interior pocket and a chainlink strap. Complete your look with booties.

    Fit & Features

    • Snake pattern, faux leather
    • Envelope shape
    • Magnet snap closure
    • Chainlink strap
    • One interior pocket

    Style Number/Barcode: 07203-0893

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keeping It Chic Cutout Top

    Keep it chic with a crop that impresses with bold details! The top features a mock neck, a cutout at the bust, and long sleeves. The top is composed of a cotton knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a mini skirt. 

    Fit & Features

    • Mock neck 
    • Cutout at the bust
    • Long sleeves
    • Cotton knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3732

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Folk Faux Suede Cutout Top

    Achieve stylish western vibes in this faux suede top! Featuring long sleeves, a mock neck, and a front cut out on a cropped hem. Complete the look with a chic faux leather skirt.

    Fit & Features

    • Long sleeves
    • Mock neck
    • Front cut out
    • Cropped hem
    • Faux suede fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06001-3740

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Brave And Bold Dragon Lace Up Crop Top

    Keep it brave and bold with a crop top that showcases your one-of-a-kind style! The crop top features a mock neck, an image of two dragons facing one another with "Brave" written at the bottom, long sleeves, and an open back with lace-up ties. The top is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with high waist shorts. 

    Fit & Features

    • Mock neck 
    • Image of two dragons
    • "Brave" written at the bottom
    • Long sleeves
    • Open back, lace-up ties
    • Ribbed knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06002-1041

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Trendy Vibe One-Shoulder Bodysuit

    Showcase a trendy vibe with this chic one-shoulder bodysuit. It features a single long fitted sleeve, a thong bottom with a dual snap button closure, and a form-hugging fit. Style this bodysuit with faux leather pants and clear mules.

    Fit & Features

    • One-shoulder neckline
    • Single long fitted sleeve
    • Thong bottom, dual snap button closure
    • Form-hugging fit
    • Cotton fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1037

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Color Block Bodycon Mini Dress

    This chic bodycon mini dress will stylishly elevate your night-out look. It features a V-neckline with a wrap-front bodice, long fitted sleeves, a high waist seam, a short, form-hugging silhouette, and an on-trend color block design. Complete the outfit with clear heels.

    Fit & Features

    • V-neckline, wrap-front bodice
    • Long fitted sleeves
    • High waist seam
    • Mini-length, form-fitting silhouette
    • Color block design
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1346

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale