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.

  • She Bites Chelsea Boots
    Show 'em some growl power in these faux suede chelsea boots with felt contrast. This slip-on style features elasticized gussets for a classic and simple fit and a beautiful cheetah print design. Heel is covered in faux leather, while the sole is made of man-made materials.

    Style Number/Barcode: 07403-0050

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Moment Sherpa Knit Shacket

    Create a cozy moment in a shacket that keeps it casual and stylish. The shacket features a collared neckline, a multi-button down front, two chest pockets with single-button closure, long sleeves, and a longline length with rounded hem. The shacket is composed of a faux sherpa knit fabric that offers a relaxed fit with minimal stretch. Complete look with a scarf and ankle booties. 

    Fit & Features

    • Collared neckline
    • Multi-button down front
    • Two chest pockets with single-button closure
    • Longline length with rounded hem 
    • Faux sherpa knit fabric
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06201-0232

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Change Of Season Long Sleeve Ribbed Knit Midi Dress

    Step out this season in this casual-chic long sleeve midi dress! It features a V-neckline with a button design at the bust, long fitted sleeves, a midi-length hem with dual high-cut side slits, and a form-hugging fit. The lightweight ribbed knit fabric offers plenty of stretch for comfortable wear. Style this midi dress with a moto jacket and ankle booties for an edgy elevated look.

    Fit & Features

    • Stretchy ribbed knit fabric
    • V-neckline, two-button design
    • Long fitted sleeves
    • Dual side slits
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05102-5310

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flatter Me Midi Dress

    No need to worry, this perfect midi will flatter your beauty! The dress features a sleeveless bodice, tank-like shoulder straps, a deep wired V neckline with seam detailing, a square back, a high waist, and a mid-length, curve hugging fit. The dress is composed of a crepe fabric, offering moderate stretch.

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 05103-0301

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek & Chic Faux Leather Paperbag Shorts

    Step out in these faux leather shorts for any daytime outing! They feature a high-rise paper bag waist with a self-tie belt, a 4-pocket design, short-length hem. Complete your look with a bodysuit.

    Fit & Features

    • High-rise paper bag waist
    • Self-tie belt, hidden zipper closure
    • 4-pocket design
    • Short-length hem
    • Faux leather fabric
    • Fits true to size

    Style Number/Barcode: 06403-0195

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic In Cable Knit Sweater
    Cozy and chic, this cable knit sweater is a must have for colder days. It feautres an off the shoulder square neckline, long dolman styles sleeves, and a mid-length hem with a relaxed fit. Dress is composed of a thick cable knit fabric with moderate stretch.

    Style Number/Barcode: 06005-0268

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stay Chic Corset Blouse

    Serve a trendy chic look in this of the moment corset blouse!

    Fit & Features

    • Plunging V neckline
    • Long sheer sleeves with elastic cinched cuffs
    • Partial sheer back
    • Lightweight chiffon top
    • Faux suede corset | Ten hook and eye closures
    • Form hugging fit

    Style Number/Barcode: 06003-0444

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cubic Zirconia and Bar Lariat Necklace Pack

    Bring the shine in a dazzling necklace. The necklace set features two necklaces that can be worn alone or layered together. One necklace features a dainty chain-link design and a cubic zirconia gemstone. The second necklace features a chain-link design and a bar drop lariat design. Complete your outfit with a plunging sweetheart dress or a bustier with a high waist skirt

    Fit & Features

    • Two necklaces
    • Chain-link design 
    • Cubic zirconia
    • Bar drop lariat

    Style Number/Barcode: 07002-0494

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cool Captured High Rise Cargo Denim Jeans

    Capture effortless-cool style in these cargo denim jeans perfect for casual wear! They feature a flattering high-rise waist and straight-leg silhouette with trendy cargo flap pockets, seam detailing, and medium-wash denim fabric. Complete the look with a graphic tee and sneakers!

    Fit & Features

    • High-rise waist
    • Straight-leg silhouette
    • Side and back cargo flap pockets, seam detailing
    • Front button and hidden zipper closure
    • Belt loop accents, three-pocket styling
    • Medium wash denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0516

    Category Name: 2026 Fall Outfit Trends

    Price: $49.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L, XL

  • High Waist Pleated Wide Leg Pants

    Dare to go chic with pants that take you from work to happy hour! The pants feature a high-rise waist, pleating, and a straight leg with a wide-leg hem. Complete look with a blouse and mules

    Fit & Features

    • High rise waist
    • Pleating 
    • Straight leg 
    • Wide-leg hem 
    • Form hugging fit, moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 06502-0687

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Wrap-Front Mini Skirt

    Elevated and sleek, this faux leather mini skirt will step up your style. It features a high-rise waist, a ruched wrap-front design, and a short, curve-hugging silhouette. Pair this skirt with a cropped bustier.

    Fit & Features

    • High-rise waist
    • Wrap-front
    • Ruching
    • Mini-length, form-fitting silhouette
    • Faux leather fabric
    • Runs true to size

    Style Number/Barcode: 06501-0520

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All The Feels Faux Fur Lined Denim Jacket

    Cuddle up in this trendy denim jacket to layer over all of your favorite crop tops and bodysuits! It features a faux fur hood, long sleeves, a multi-button down front, pockets, and a relaxed fit. The denim fabric features an ultra-soft faux fur lining for a warm and cozy feel. Style this jacket with distressed jeans and combat boots.

    Fit & Features

    • Faux fur hood
    • Long sleeves, faux fur cuffs
    • Multi-button down front
    • Dual buttoned chest pockets, faux side pockets
    • Relaxed fit
    • Denim fabric, faux fur lining
    • Runs true to size

    Style Number/Barcode: 06203-0480

    Category Name: 2026 Fall Outfit Trends

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic And Cropped Faux Leather Jacket

    Chic with an effortless edge, this super cropped faux leather jacket can easily be layered over any of your fab lewks!

    Fit & Features

    • Collared | Stud detailing
    • Zip front
    • Long sleeves
    • Cropped
    • PU fabric
    • Form-fitting style

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06204-0441

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Make Your Move Satin Flare Midi Skirt

    Make all your best outfit moves with this sleek satin midi skirt! It's the perf luxe addition to any casual outfit! 

    Fits & Features

    • High Rise Elastic Waistband
    • Midi Length Silhouette 
    • Flared Skirt
    • Satin-Like Fabric I Fully Lined
    • Moderate Stretch 

    Style Number/Barcode: 06401-0235

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Patent Faux Leather Thigh-High Heeled Boots

    Keep it sexy and chic in these patent faux leather thigh-high heeled boots! They feature a trendy square toe and a form-hugging fit for a sleek look. Pair with a little black dress for a bombshell vibe you can wear on a night out.

    Fit & Features

    • Thigh-high design
    • Square toe
    • Block heel
    • Inner zipper closure
    • Patent PU material

    Style Number/Barcode: 07402-0188

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stay Stylish And Sultry Moto Jacket

    Stay stylish and sultry in this trendy snake printed moto jacket! It features an asymmetric zippered front and an overall fitted look. Layer over a little black dress and add some statement earrings for a bold look you'll absolutely love babe.

    Fit & Features

    • Lapel collar with stud detailing
    • Asymmetric zip front
    • Long fitted sleeves
    • Side zippered detail
    • All over snake print
    • Faux suede fabric

    Style Number/Barcode: 06204-0688

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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
  • Feelin' Chic Flocked Velvet Crop Top

    You'll be feelin' chic and stylish in this must-have crop top. It features long sheer blouson sleeves, a deep V-neckline with a wrap-front design, an open back with a tie closure, and a cropped, fitted silhouette. The sheer knit fabric has a front lining and an all-over flocked velvet leopard print pattern. Style this top with a faux leather mini skirt.

    Fit & Features

    • Long sheer blouson sleeves
    • Deep V-neckline, wrap-front design
    • Open back, back strap detail, tie closure
    • Cropped, fitted silhouette
    • Sheer knit fabric, front lining, moderate stretch
    • Flocked velvet leopard print pattern
    • Runs true to size

    Style Number/Barcode: 06001-3611

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet Like Honey High-Rise Mesh Midi Skirt

    This mesh midi skirt is a sweet staple to have in your weekly rotation. The knee-length skirt features a high-rise elasticized waist, side, and back ruched seams to define your curves, a bodycon silhouette, and a center back slit for added flair. Complete the look with the matching top for a dinner date! 

    Shop Matching Top: Sweet Like Honey Mesh Bustier Crop Top

    Fit & Features

    • High-rise elasticized waist
    • Side and back ruched seams
    • Bodycon silhouette
    • Center back slit
    • Midi-length hem
    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0906

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Running On Coffee Baseball Cap

    For the girl who runs on caffeine and compliments. This embroidered baseball cap is your grab-and-go essential for coffee runs, casual hangs, and bad hair day cover-ups.

    Fit & Features

    • Curved brim
    • Embroidered “Running on Coffee and Good Vibes” front
    • Adjustable back strap closure

    Style Number/Barcode: 07302-000086

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Off The Hook Ribbed Bodysuit

    Slip on this streamlined bodysuit, grab your favorite denim, and go! Ribbed bodysuit features adjustable spaghetti straps, scoop neck, hook-and-eye closure at front, a thong-style bottom, and double snap-button closure. Seamless suit is made from a soft woven fabric with plenty of stretch.

    Style Number/Barcode: 06002-5422

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Strapless Cargo Pocket Jogger Jumpsuit

    Step out in a sleeveless cargo jumpsuit for a night out. This must-have jumpsuit features an elastic straight strapless neckline, a drawstring tie waist, and slant pockets. The straight jogger leg features cargo-styled pockets and an elastic cuff. The jumpsuit is composed of lightweight woven fabric that offers a form hugging fit. Complete your night out look with a chic crossbody and sleek heels.

    Fit & Features

    • Sleeveless straight elastic neckline
    • Drawstring waist
    • Slant pockets
    • Straight jogger leg with elastic cuff
    • Lightweight woven fabric 
    • Form hugging fit

    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06302-0087

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • It's A Tie Front Organza Puff Sleeve Crop Top

    A chic little outfit topper for the trendy chick in mind. This top is what you need to elevate your look! 

    Fits & Features

    • Tie Front Detail 
    • Roomy & Sheer Organza Long Sleeves
    • Puff Shoulder Detail 
    • Crop Hemline 
    • Smooth Knit Bodice & 3-Buttoned Cuffs
    • Moderate Stretch 

     

    Black: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

    White: Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06204-0488

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Serious Chills Quilted Puffer Wubby Jacket

    You take chilly days seriously stylish in this puffer longline jacket! It features long cuffed sleeves, a hoodie drawstring neckline, zipper closure, flap pockets, and a reversible design. The jacket is composed of a quilted puffer/wubby knit fabric with no stretch. Style with a casual top and jeans.

    Fit & Features

    • Long cuffed sleeves
    • Hoodie drawstring neckline
    • Zipper closure, flap pockets
    • Reversible design
    • Longline hem
    • Quilted puffer/wubby knit fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06201-0237

    Category Name: 2026 Fall Outfit Trends

    Price: $21.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance