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.

  • Chic In the Streets Pointed Toe Lucite Booties

    The streets are your runway with this stiletto bootie! They feature a pointed toe, lucite stiletto heel, and an above-the-ankle length. Complete your look with a sexy bodycon dress and crop jacket. 

    Fit & Features

    • Pointed toe
    • Lucite stiletto heel
    • Above-the-ankle fit
    • Runs true to size

    Style Number/Barcode: 07403-1303

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bold And Chic Lion Rhinestone Huggies

    Make a bold statement with huggies that show off your fierce side! The huggies feature an open hoop with rhinestone embellishments and a textured lion charm. Complete look with a jumpsuit and mules. 

    Fit & Features

    • Open hoop
    • Rhinestones
    • Textured lion charm
    • Omega closure


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

    Style Number/Barcode: 07001-0920

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Waist Linen Cargo Pants

    Keep it sleek and stylish with these cargo pants! The pants feature a high-rise waist, an adjustable belt with a D-ring buckle, slanted pockets, cargo pockets, and a tapered hem. The pants are composed of a linen fabric that offers a form-hugging fit. Complete look with a bodysuit.

    Fit & Features

    • High-rise waist
    • Adjustable belt with D-ring buckle
    • Hidden front zipper and dual hook and bar closures
    • Slanted pockets, cargo pockets
    • Tapered hem
    • Linen fabric, form-hugging fit, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0287

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Greek Key Stiletto Booties

    These printed stiletto booties are a trendy vibe for sure! They feature a pointed toe, an above the ankle fitted design, a sleek clear stiletto heel, and an all-over greek key print. Style these booties with hoop earrings and a chic handbag.

    Fit & Features

    • Pointed toe
    • Above the ankle fitted design
    • Lucite stiletto heel
    • Greek key print
    • Runs true to size

    Style Number/Barcode: 07403-1304

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feelin' Fab Lace-Up Platform Stilettos

    Strut in these fabulous platform stilettos featuring a square toe, lace-up ankle straps, and a faux suede exterior. Complete your look in a mini dress.

    Fit & Features

    • Square toe
    • Lace-up ankle straps
    • Faux suede exterior
    • Platform sole
    • Stiletto heel
    • Runs true to size

    Style Number/Barcode: 07401-3245

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Status Faux Leather Belt Pack

    Level up your chic status with this sleek belt pack. It features three faux leather belts in cognac, ivory, and black with metal "CG" letter buckles. Style these belts with denim and strappy mules.

    Fit & Features

    • Three faux leather belts
    • Cognac, ivory, and black hues
    • Metal "CG" letter buckles
    • Adjustable

    Style Number/Barcode: 07301-0340

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Look Leopard Print Crop Top

    Achieve a chic look for the fall season with this on-trend crop top. It features long dramatic puff sleeves, a deep V-neckline, faux button details, and a cropped fit. The sleek satin fabric has an all-over leopard print for a stylish vibe. Complete the outfit with dark wash denim and mules.

    Fit & Features

    • Long puff sleeves, elastic cinched hems
    • V-neckline, faux button details
    • Hidden side zipper and hook and eye closure
    • Cropped, fitted silhouette
    • Satin woven fabric, no stretch
    • Leopard print
    • Runs true to size

    Style Number/Barcode: 06003-1505

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Preppy Glam Pleated Plaid Mini Skirt

    Bring that preppy glam with a mini skirt that channels those cool girl vibes! The skirt feature a plaid print, a high-rise waist, pleats, and a mini-length silhouette. Complete look with a crop top and sneakers. 

    Fit & Features

    • High rise waist
    • Plaid print
    • Pleats
    • Mini length silhouette
    • Form hugging fit, runs true to size

    Style Number/Barcode: 06401-0343

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Get A Clue Plaid Mini Skirt

    Stay on trend with a plaid skirt that won't leave you clueless! The skirt features a high-rise elastic waist, a plaid pattern, a mini side slit, and a mini-length silhouette. The skirt is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a crop top and clear mules.

    Fit & Features

    • Plaid pattern
    • Elastic high rise waist
    • Mini side slit
    • Mini length silhouette
    • Brushed knit fabric
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0459

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • High Waist Plaid Joggers With Chain

    Impress with a look that's off the chain, boo! The joggers feature a plaid pattern, a high-rise waist, a single-button with hidden zipper closure, slant pockets, cargo pockets, a skinny leg fit with elastic hem, and a removable swag chain accent. The joggers are composed of a brushed twill knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with a bodysuit and ankle booties.

    Fit & Features

    • Plaid pattern, removable swag chain
    • High-rise waist
    • Single-button with hidden zipper closure
    • Slant pockets, cargo pockets
    • Skinny leg fit, elastic hem
    • Brushed twill knit fabric, form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06302-0244

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Chain Strap Woven Shoulder Bag

    This chic chain strap shoulder bag will elevate your everyday looks this season. The faux leather bag features a rectangular shape with a trendy woven design, a top zipper closure, a chunky chain-link statement strap, and an included longer adjustable faux leather strap. Complete the outfit with sleek hoop earrings.

    Fit & Features

    • Rectangular shape
    • Top zipper closure
    • Faux leather woven design
    • Chain-link strap
    • Longer adjustable faux leather strap
    • Woven interior, single zippered pocket

    Style Number/Barcode: 07203-0723

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lowkey Style High Rise Cargo Joggers

    Keep it lowkey with cargo joggers that are perf for your everyday looks. The pants feature an elastic high-rise waist with drawstring, slant pockets, cargo pockets, and a skinny leg with ankle tabs. Complete look with a basic tee and sneakers. 

    Fit & Features 

    • Elastic high rise waist
    • Drawstring 
    • Slant pockets
    • Cargo pockets
    • Skinny leg with ankle tabs
    • Form hugging fit, runs true to size

    Style Number/Barcode: 06302-0258

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Style Icon Faux Leather Snake Clutch

    Stun like the style icon you are with a clutch that slays! The clutch features a rectangular body, a fold-over envelope closure with metal trim, a snap button, a faux snake print embossing, and a chain shoulder strap. Complete look with a fitted bodycon and ankle booties. 

    Fit & Features

    • Rectangular-shaped body
    • Fold-over envelope closure, snap button 
    • Metal trim 
    • Faux snake print embossing 
    • Chain shoulder strap 
    • Faux leather material 

    Style Number/Barcode: 07203-0715

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Good Vibes Only Croc Embossed Shoulder Bag
    Bring the good vibes when you show up in this shoulder bag! It features a croc-embossed design and chain strap. Wear it with a crop top and high-waisted denim for a chic brunch look.

    Fit & Features
    • Croc-embossed design
    • Chain strap

    Style Number/Barcode: 07203-0707

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stepping On The Edge Lug Booties

    Step out on the edge with booties that channel those grunge vibes. The booties feature a mid-calf fit, a lace-up front, an inner zipper closure, an almond toe, and a lug sole. The booties are composed of a faux leather material. Complete look with a graphic tee and distressed jeans.

    Fit & Features

    • Mid-calf fit
    • Lace-up front
    • Inner zipper closure
    • Almond toe
    • Lug sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1299

    Category Name: 2026 Fall Outfit Trends

    Price: $8.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Glamour Platform Lace-Up Boots

    Bring the edgy glam vibes to your look with these on-trend combat boots. They feature a round toe, a lace-up front, an inner zipper closure, a tall platform, and an all-over croc embossed print. Style these boots with a graphic tee and mom jeans.

    Fit & Features

    • Round toe
    • Lace-up front
    • Inner zipper closure
    • Platform
    • Croc-embossed print
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1297

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy And Luxe Quilted Crossbody Purse

    Get a luxe look with this on-trend quilted faux leather crossbody purse! It features a fold-over design, a sleek short chain strap, and a long adjustable woven shoulder strap with a cute zippered pouch. Style this purse with a casual dress and cute mules.

    Fit & Features

    • Fold-over design, snap button closure
    • Short-chain strap
    • Zippered closure
    • Long adjustable woven shoulder strap
    • Zippered circular pouch
    • Quilted faux leather material

    Style Number/Barcode: 07203-0708

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Platform Block Heel Booties

    Step out and stun in these chic booties! They feature an almond-shaped peep toe, an ankle-high design, a back zipper closure, and a stacked block heel. Complete the look with a sleek clutch.

    Fit & Features

    • Almond-shaped peep toe
    • Ankle-high design
    • Back zipper closure
    • Stacked block heel
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07403-1295

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Combat Boots With Pouch

    Set a trend with edgy combat boots! The booties feature an around the ankle fit, a lace-up front, an inner zipper closure, an almond toe, a lug sole, and a zippered pouch. The booties are composed of a faux leather material. Complete look with a graphic tee and skinny jeans.

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Inner zipper closure
    • Almond toe 
    • Lug sole
    • Zippered pouch
    • Faux leather material, runs true to size

    Style Number/Barcode: 07403-1296

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Leather Lug Sole Booties With Pouch

    Set a trend with these bold combat booties! The booties feature an around the ankle fit, an almond toe, an inner zipper closure, a lace-up front, a chunky lug sole. and a removable pouch. The booties are composed of a faux leather material and a faux fur interior lining. Complete look with biker shorts and a shacket.

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Almond toe
    • Removable pouch
    • Chunky lug sole
    • Faux leather material, faux fur interior lining
    • Runs true to size

    Style Number/Barcode: 07403-1298

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cuddle Weather Plaid Sherpa Reversible Jacket

    Cuddle up in this cute jacket that is uber cozy and chic! The jacket features a reversible design, a plaid pattern, long sleeves, hidden side pockets, and a hood. The jacket is composed of a faux sherpa knit fabric that offers a relaxed fit with minimal stretch. Complete look with a beanie and ankle booties to head to the pumpkin patch.

    Fit & Features

    • Reversible design 
    • Draped open front 
    • Plaid pattern 
    • Long sleeves, hidden side pockets
    • Hood
    • Faux sherpa knit 
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06201-0270

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Effortlessly Chic Button Front Tunic

    Create an effortlessly chic everyday look with this classic tunic. It features a collared neckline, a complete button-down front, long sleeves, and a cinched waist effect for a figure-flattering silhouette. Style this tunic with sleek hoops and clear mules.

    Fit & Features

    • Collared neckline
    • Button-down front
    • Long sleeves, single-button details
    • Cinched waist effect
    • Pleating detail
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1497

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bound To Stun One Shoulder Mini Dress

    You were born to stun babe, impress with a mini dress that draws all eyes on you! The dress features a one-shoulder neckline, tank shoulder strap, side waist cutout, and a ruched mini-length silhouette. Complete look with mules. 

    Fit & Features

    • One-shoulder neckline
    • Tank shoulder straps
    • Side waist cutout
    • Ruching
    • Mini length silhouette
    • Smooth knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05103-4027

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Big City Lapel Long Coat

    This faux wool coat takes you from downtown to the outskirts in big city style! It features long sleeves, a lapel collar neckline, slit pockets, and a longline hem. Complete the look with knee-high boots.

    Fit & Features

    • Long sleeves
    • Lapel collar neckline
    • Slit pockets
    • Longline hem
    • Soft faux wool fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06201-0269

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance