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.

  • Walking On The Fringe Faux Suede Booties

    Take a walk on the fringe with these fab booties! The booties feature an around the ankle fit, an inner zipper closure, a fringe trim, a pointed toe, and a block heel. The booties are composed of a faux suede material. Complete look with a graphic tee and skinny jeans. 

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure
    • Fringe trim
    • Pointed toe
    • Block heel 
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07403-1380

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Treat Swirl Mesh Mini Skirt

    Give your closet something sweet like this swirl mesh mini skirt! The skirt features a high-rise waist and ruching throughout on a sheer, mesh fabric with a moderate stretch. Pair with the matching top.

    Shop Matching Top: Sweet Treat Swirl Mesh Crop Top

    Fit & Features

    • High-rise waist
    • Ruching
    • Swirl pattern
    • Sheer mesh fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0516

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Perfectly Plaid High Waist Mini Skirt

    Keep it fab in a plaid mini skirt that slays your look! The skirt features a plaid print, a high-rise waist, a mini-length silhouette, and a mini side slit. The skirt is composed of a knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a bustier and blazer. 

    Fit & Features

    • Plaid print
    • High rise waist
    • Mini side slit
    • Mini length silhouette
    • Knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06401-0368

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Pretty And Preppy High Waist Plaid Mini Skirt

    Keep it pretty in a plaid mini skirt that is perf to style with your basic bodysuits this season! The skirt features a plaid print, a high-rise waist, dual mini side slits, and a mini-length silhouette. The skirt is composed of a lightweight woven fabric that offers a form hugging fit with a moderate stretch. 

    Fit & Features

    • Plaid print
    • High rise waist
    • Dual mini side slits
    • Mini length silhouette
    • Lightweight woven fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06401-0369

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep It Classy Closed Toe Block Pumps

    Get ready to stay classy all day long in this pair of block pumps! They feature a point closed toe, a block heel, and a buckle mid strap. Wear them with a pencil skirt and a button-down for a work-ready look. 

    Fit & Features

    • Block heel
    • Pointed toe
    • Buckled strap
    • Runs true to size

    Style Number/Barcode: 07401-3561

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Plaid Double Slit Mini Skirt

    Get that preppy-chic look that is so on-trend this fall with this adorable plaid mini skirt. It features a high-rise waist, dual front slits, and a short, curve-hugging silhouette. Style this skirt with a cute cropped sweater.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Dual front slits
    • Mini-length, form-fitting silhouette
    • Plaid print
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0371

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classy Gal Closed Toe Block Pumps

    Keep your style classy for all your gatherings in this pair of block pumps! They feature a square closed toe, buckled ankle strap, and block heel. Wear them with a floral sundress for effortless sophistication. 

    Fit & Features

    • Closed toe
    • Faux leather fabrication
    • Buckled ankle strap
    • Block heel
    • Fits true to size

    Style Number/Barcode: 07401-3562

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Irresistibly Chic Snake Print Bustier

    Showcase an alluring and irresistible look in this chic snake print bustier! It features a sleeveless sweetheart neckline, bungee spaghetti straps, padded cups, and a cropped, form-hugging fit. Style this bustier with the matching mini skirt and clear heels.

    Shop Matching Bottoms: Irresistibly Chic Snake Print Mini Skirt

    Fit & Features

    • Sleeveless sweetheart neckline
    • Bungee spaghetti straps
    • Padded cups
    • Cropped, form-hugging fit
    • Snake print
    • Textured knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3673

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Ribbed Knit Tie-Front Top

    Style up this ribbed knit tie-front top for a trendy everyday look. It features long fitted sleeves, an open front with a tie closure creating a V-neckline, and a cropped, form-hugging fit. The lightweight stretchy knit fabric has all-over contrast seams for a cool vibe. Pair this top with high-rise jeans and sneakers.

    Fit & Features

    • Long fitted sleeves
    • Open front, tie closure
    • V-neckline
    • Cropped, form-hugging fit
    • Stretchy ribbed knit fabric, contrast seams
    • Runs true to size

    Style Number/Barcode: 06202-0254

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Irresistibly Chic Snake Print Mini Skirt

    Showcase an alluring and irresistible look in this chic snake print mini skirt! It features a high-rise elastic banded waist, a sultry side slit, and a short, form-hugging fit. Style this skirt with the matching bustier and clear heels.

    Shop Matching Top: Irresistibly Chic Snake Print Bustier

    Fit & Features

    • High-rise waist, elastic band
    • Side slit
    • Mini-length, form-hugging fit
    • Snake print
    • Textured knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0517

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Preppy Style Plaid Mini Skirt

    Show off an adorable preppy style that's super trendy this season with this plaid mini skirt. It features a high-rise waist, a chic side slit, and a short, curve-hugging silhouette. Pair this skirt with a basic bodysuit and a denim jacket.

    Fit & Features

    • High-rise waist, elastic waistband
    • Short side slit
    • Mini-length, form-fitting silhouette
    • Woven fabric, moderate stretch
    • Plaid print
    • Runs true to size

    Style Number/Barcode: 06401-0370

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Sophistication Sleeveless Tapered Jumpsuit

    Elevate your look with a tapered jumpsuit that can take you from work to happy hour! The jumpsuit features a strapless sweetheart neckline, a mini keyhole cutout at the midriff, a high waist with slant pockets, and a skinny tapered leg. The jumpsuit is composed of a crepe fabric that offers a form-hugging fit with a moderate stretch. Complete the look with a moto jacket and pumps.

    Fit & Features

    • Strapless sweetheart neckline
    • Mini keyhole cutout at the midriff
    • High waist, slant pockets
    • Skinny tapered leg
    • Crepe fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06502-0708

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Posh And Fab Houndstooth Skort

    Channel a classy fab look with a chic skort that can dress up your casual outfits this season. The skort features a houndstooth pattern, a high-rise waist, a faux skirt overlay, and wide-leg cheeky shorts. The skort is composed of a woven knit fabric that offers a form-hugging fit with minimal stretch. Complete look with a bustier and lug boots.

    Fit & Features

    • Houndstooth pattern
    • High-rise waist
    • Faux skirt overlay 
    • Wide-leg cheeky shorts
    • Woven knit fabric 
    • Form-hugging fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06403-0193

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Moves Faux Leather Bucket Hat

    Make trendy moves when you top off your look with this chic bucket hat. It features a traditional bucket hat design with a short brim and a sleek faux leather material. Style this hat with combat boots.

    Fit & Features

    • Bucket hat design
    • Short brim
    • Faux leather material

    Style Number/Barcode: 07302-0423

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Staple Over-The-Knee Boots

    You can never go wrong with this over-the-knee boot perfect for day-to-night! It features an almond toe, flat sole, faux suede material, and a pull-on/off styling. Complete the look with a mini skirt and sweater.

    Fit & Features

    • Almond toe
    • Flat sole
    • Over-the-knee fit
    • Faux suede material
    • Pull-on/off styling
    • Runs true to size

    Style Number/Barcode: 07402-0722

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Patent Leather Cabby Hat

    Get ya cabby hat here, girl! This cabby hat features allover faux leather fabric with a flat top and short brim. The hat is composed of a faux patent leather material. Complete look with a faux fur jacket and thigh-high boots.

    Fit & Features

    • Flat top
    • Short brim
    • Cabby design
    • Faux patent leather material

    Style Number/Barcode: 07302-0420

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Weekend Cozy Plaid Fringe Scarf

    Your weekend fit' isn't complete without this plaid fringe scarf. Composed of a soft woven fabric. Perfect for styling with a long sleeve dress and booties.

    Fit & Features

    • Plaid pattern
    • Fringe hem
    • Soft woven fabric

    Style Number/Barcode: 07305-0328

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Instant Classic Quilted Crossbody

    Create an instantly classic look with a crossbody that elevates your look. The crossbody features a rectangular-shaped body, a fold-over closure with a turn-lock fastening, a quilted chevron design, and a chain-link shoulder strap. Complete look with a bodycon for a night out. 

    Fit & Features

    • Rectangular-shaped body
    • Fold-over closure, turn-lock fastening
    • Quilted chevron design 
    • Chain-like shoulder strap
    • Faux leather material 

    Style Number/Barcode: 07203-0856

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Strappy Chic Faux Leather Block Heels

    These strappy chic faux leather heels will level up your everyday looks. They feature a trendy open square-shaped toe, a knot front detail, a strappy lace-up design, and a short block heel. Style these heels with a casual mini dress and a faux leather jacket.

    Fit & Features

    • Open square-shaped toe
    • Knot front detail
    • Strappy lace-up design, tie closure
    • Short block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3551

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Snake Charmer Buckle Chain Belt

    You'll charm the room in this chic belt featuring a rhinestone snake buckle with attached chain links. It's the perfect accessory to pair with distressed jeans.

    Fit & Features

    • PU material
    • Gold metal rhinestone snake buckle
    • Attached chain links

    Style Number/Barcode: 07301-0397

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Luxe Satin A-Line Cutout Mini Dress

    Keep it so luxe and vibrant with a mini dress that takes your look to the next level! The dress features a plunging V-neckline, a mini keyhole at the back, long balloon sleeves, dual cutouts at the waist, and a mini-length A-line silhouette. The dress is composed of a satin fabric that offers a relaxed fit with minimal stretch. Complete look with mules and a faux leather crossbody. 

    Fit & Features

    • Plunging V-neckline
    • Long balloon sleeves
    • Dual cutouts at the waist
    • Mini length 
    • A-line silhouette
    • Satin fabric
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 05101-1303

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Trendy Braided Block Heel Mules

    Stay on trend with mules that keep your look on point! The mules feature an open back, a double braided strap design, an open square toe, and a block heel. The mules are composed of a faux leather material. Complete look with a midi dress and hoops.

    Fit & Features

    • Open back 
    • Double braided strap design 
    • Open square toe
    • Block heel 
    • Faux leather material 
    • Runs small

     

    Please be advised that these heels run a 1/2 size too small.

    Style Number/Barcode: 07401-3545

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Endless Chic Faux Leather Crossbody

    Bring those endlessly chic vibes with a crossbody that elevates your sophisticated outfits. The crossbody features a rectangular-shaped body, a fold-over closure with turn-lock closure, a chunky chain-link accent, a top handle, and a removable shoulder strap. The crossbody is composed of a faux leather material. Complete look with a bodysuit and tie-waist pants. 

    Fit & Features

    • Rectangular-shaped body
    • Fold-over closure
    • Turn-lock closure
    • Chunky chain link accent
    • Top handle
    • Removable shoulder strap
    • Faux leather material

    Style Number/Barcode: 07203-0919

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Make It Ring High Waist Pants

    Ring it out with these fab pants that bring those chic details! The pants feature a high-rise waist, dual waist cutouts with mini O-Rings, and a straight leg with a flared hem. The pants are composed of a crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with a long sleeve top and mules.

    Fit & Features

    • High rise waist
    • Dual waist cutouts
    • Mini O-Rings
    • Straight leg fit
    • Flared hem
    • Crepe fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06502-0701

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance