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.

  • Looking For The One Basic Long Sleeve Maxi Dress

    Dare to be bold this season and fall in love with this basic maxi dress! Its fitted long sleeves, crew neckline, and bodycon silhouette hug your figure in all the right places all the way down to the maxi-length hem. The dress is composed of a double-lined rib knit fabric with plenty of stretch. Complete the look in block heels and a handbag for any day or night occasion!

    Fit & Features

    • Fitted long sleeves
    • Crew neckline
    • Bodycon silhouette
    • Maxi-length hem
    • Double-lined rib knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5375

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Delightfully Cute Plaid Cargo Mini Dress

    This delightfully cute plaid mini dress dares you to stand out from the crowd! It features a square neckline, spaghetti straps, trendy side cargo flap pockets, a flattering bodycon silhouette, and a mini-length hem. Layer with a cropped jacket for casual hangs or school!

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Side cargo flap pockets
    • Bodycon silhouette, mini-length hem
    • Plaid print
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5372

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Mood Faux Leather Western Heeled Boots

    These faux leather western heeled boots will put you in an edgy style mood! They feature a below-the-knee height with pull tabs on each side, an open pointed toe, an angled toe strap, an angled cutout across the foot, a stiletto heel, and a back zipper closure for easy on-and-off wear. The sleek faux leather material features a western-style design with mini rhinestone embellished trims. Style these heeled boots with a bodycon dress and rhinestone fringe earrings for a country concert!

    Fit & Features

    • Below-the-knee height, pull tabs
    • Open pointed toe, angled toe strap
    • Angled cutout across the foot
    • Stiletto heel
    • Back zipper closure
    • Faux leather material, western-style design, mini rhinestone trims
    • Runs true to size

    Style Number/Barcode: 07403-1701

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $70.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Country Babe Fringe Western Boots

    Give off trendy country babe vibes in these fun fringe western boots! They feature a knee-high height with pull tabs on each side for easy wear, a back zipper closure, small studded-embellished trims, a flowy fringe all-around design, a pointed toe, and a low block heel. The western-style boots are composed of a faux suede material. Pair with a short flowy dress and hoop earrings for your weekend plans!

    Fit & Features

    • Knee-high height, pull tabs at each side
    • Back zipper closure
    • Studded-embellished trims
    • Flowy fringe design
    • Pointed toe, block heel
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0928

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $85.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek Strut Faux Leather Fitted Knee-High Boots

    Show off a sleek strut in these trendy faux leather knee-high boots. They feature a chic fitted knee-high design with an inner zipper closure for easy on-and-off styling, a curved square-shaped toe, and a block heel. Pair these boots with an oversized blazer.

    Fit & Features

    • Fitted knee-high design
    • Curved square toe
    • Block heel
    • Inner zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0929

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic 'Fit Pinstripe Paperbag Dress Pants

    Create an elevated and chic 'fit with these pinstripe paperbag dress pants. They feature a high-rise paperbag waist with pleated detailing, a tie-front belt to snatch your silhouette, front pockets, and a tapered skinny-leg fit. The woven fabric features a classic pinstripe pattern for a sophisticated look. Style these dressy pants with a bodysuit and mules to wear from the office to drinks with the squad!

    Fit & Features

    • High-rise paperbag waist, pleating
    • Tie-front belt, hidden front zipper closure
    • Dual front pockets
    • Tapered skinny-leg fit
    • Pinstripe pattern
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-1355

    Category Name: 2026 Fall Outfit Trends

    Price: $21.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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
  • Plaid Sensation Faux Wrap Mini Skort

    Be a stylish and classic sensation in this plaid mini skort! It features a high-rise waist, a trendy faux wrap front with a pleated side seam, a form-hugging fit, and a short lining on plaid print woven fabric with minimal stretch. Complete the look in a basic tee and sneakers for off-duty days!

    Fit & Features

    • High-rise waist
    • Faux wrap front, pleated side seam
    • Form-hugging fit
    • Short lining
    • Plaid print
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0353

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Look Again Ponte High-Rise Cargo Joggers

    Reinvent your wardrobe with these ponte joggers perfect for everyday styling! The jogger pants feature a modern, high-rise waist, and a slim relaxed leg silhouette for an ultra-flattering fit. Plus, all the functional details you need—side and back pockets, cargo-style flap pockets, elasticized cuffs, and pintuck seams down the front for added flare. Complete the look in a basic long sleeve top and pumps for a casual business lunch or meeting up with the girls!

    Fit & Features

    • High-rise waist, belt loop accents
    • Hidden front hook-eye and zipper closure
    • Side and back pockets, cargo-flap pockets
    • Pintuck seams down the front
    • Slim, relaxed fit silhouette, elasticized cuffs
    • Smooth ponte knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06502-2402

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Send My Love Velvet Off-The-Shoulder Bustier

    Send your love to every admirer looking completely smitten in this velvet off-the-shoulder bustier top! Sheer-fitted long sleeves, adjustable spaghetti straps, and a sweetheart neckline create a flattering silhouette, while the ruched and padded bust, hook and eye closures, and cropped hem make this piece comfortable and stylish. The burnout velvet pattern will add a touch of glamour to any occasion. Complete the look in sleek faux leather pants.

    Fit & Features

    • Off-the-shoulder, sweetheart neckline
    • Adjustable spaghetti straps, ruched and padded bust
    • Sheer fitted long sleeves
    • Front hidden hook and eye closures
    • Cropped hem
    • Burnout velvet pattern, mesh fabric, sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 06001-4989

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • True Essential Faux Leather Phone Crossbody Bag

    A true essential phone crossbody bag to carry your most prized possession! It features a chain crossbody strap, a rectangular shape, front stud accents along the pocket, and a top zipper closure revealing a spacious lined interior for your cell phone with faux leather slot pockets perfect for holding cards or cash. Complete the look in a cute sweater dress for coffee runs or casual plans!

    Fit & Features

    • Chain crossbody strap
    • Rectangular shape
    • Front stud accents along the pocket
    • Top zipper closure
    • Spacious lined interior, faux leather slot pockets
    • Saffiano faux leather material

    Style Number/Barcode: 07201-0121

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Power Hour Plaid Wide-Leg Trouser Pants

    Introduce these stylish plaid trouser pants into your weekly rotation! With a high-rise smooth waistband, subtle pleating, and a wide-leg silhouette, these pants bring chic confidence to your ensemble. Complete the look in a faux leather blazer for the office or after-work cocktails!

    Fit & Features

    • Smooth high-rise waistband
    • Back zipper and hook-eye closure
    • Subtle pleating on the front
    • Wide-leg silhouette
    • Plaid print, woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-1350

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • A Toast To Cute Chenille Striped Sweater

    Raise a toast of hot cocoa in this chenille sweater perfect for keeping you cute and cozy all season! It features long sleeves with ribbed cuffs, a crew neckline, a striped pattern, and a trendy cropped hem on ultra-soft chenille knit fabric. Complete the look in high-rise jeans.

    Fit & Features

    • Long sleeves, ribbed cuffs
    • Crew neckline
    • Striped pattern
    • Cropped hem
    • Ultra-soft chenille knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1777

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Day In The City Faux Leather Crossbody Bag

    A chic essential faux leather crossbody bag for your next day in the city! It features an adjustable and detachable shoulder strap, twisted top handle, turn lock closure, and a quilted design, so you'll look and feel stylish all day long. The spacious interior provides plenty of room for all of your essentials. Complete the look in a cute sweater and jeans!

    Fit & Features

    • Detachable and adjustable shoulder strap
    • Twisted top handle
    • Front flap, turn lock closure
    • Quilted faux leather material
    • Spacious lined interior, pockets, one zipper pocket

    Style Number/Barcode: 07203-1502

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Standing Tall Satin Block Heel Pumps

    Stand tall with chic style in these satin pumps perfect for cocktail mixers or grabbing dinner downtown! The heels feature a closed pointed-toe, a block heel, a closed ankle with zipper closure, and dual adjustable ankle straps with buckle closure. Style the pumps with a posh blazer for the perfect finish to your look!

    Fit & Features

    • Closed pointed toe
    • Block heel
    • Closed ankle, zipper closure
    • Dual adjustable ankle straps, buckle closure
    • Smooth satin material
    • Runs true to size

    Style Number/Barcode: 07401-4576

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Smooth Charm Satin Strappy Block Heel Pumps

    These satin pumps will smoothly charm their way into your heart! The heels feature a closed pointed-toe, multi-strappy design, block heel, a closed ankle with back zipper closure, and dual adjustable ankle straps with buckle closure. Style the pumps with a chic handbag for a day or night occasion.

    Fit & Features

    • Closed pointed-toe
    • Multi-strappy design
    • Block heel
    • Closed ankle, back zipper closure
    • Dual adjustable ankle straps, buckle closure
    • Smooth satin material
    • Runs true to size

    Style Number/Barcode: 07401-4577

    Category Name: 2026 Fall Outfit Trends

    Price: $32.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • She's A Natural Patent Leather Basic Heels

    Feel confident in these stylish basic heels every fashionista needs! Features a square toe, curved toe strap, slender block heel, and adjustable ankle strap with buckle closure, these timeless classics will have you stepping out in style. Complete the look with a trendy purse for day or night plans! 

    Fit & Features

    • Square toe
    • Curved toe strap
    • Slender block heel
    • Adjustable ankle strap, buckle closure
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07401-4568

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Day Dreamer Strapless Abstract Midi Dress

    Make your daydream come true and wear this mesh midi dress for a gorgeous look this weekend! It features a strapless neckline with non-slip grip lining, flexible boning inserts along the bodice for structure, and ruched seams to accentuate your figure along the bodycon silhouette. The dress is designed with an abstract print on mesh fabric with a sewn-in knit lining. Complete the look with hoop earrings.

    Fit & Features

    • Strapless neckline, non-slip grip lining
    • Flexible boning inserts
    • Side zipper and hook-eye closure
    • Ruched seams, bodycon silhouette
    • Midi-length hem
    • Abstract print, mesh fabric, sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5363

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Laced Up In Sleek Style Strappy Stiletto Heels

    You'll be laced up in sleek style with these strappy stiletto heels! They feature an open pointed toe with a gold metal trim accent, thin toe straps that form a faux banded design, an open back, long thin straps that can be laced up around the leg or styled by the ankle, and a circular gold stiletto heel. Pair these fab stilettos with a chic clutch.

    Fit & Features

    • Open pointed toe, gold metal trim
    • Thin toe straps, faux banded design
    • Open back
    • Long thin lace-up straps, tie closure
    • Circular gold stiletto heel
    • Patent faux leather material, subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4564

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Fine In Floral A-Line Midi Dress

    Take your look to the next level with this gorgeous floral midi dress. With its cowl neckline, adjustable spaghetti straps, A-line silhouette, and a painted floral print on woven fabric, this midi-length dress will make you feel stylish and fine! Complete the look in sleek stiletto heels for a semi-formal soiree.

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • A-line silhouette
    • Midi-length hem
    • Painted floral print
    • Lightweight woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2920

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • It's A Must Collared Denim Mini Dress

    This denim mini dress is a must for curating a cute and trendy lineup this season! The short dress features long sleeves, a collar neckline, zipper front closure, dual flap pockets with snap-button closures and lower pockets, an elasticized waist with belt loop accents, a bodycon fit, and a mini-length hem. Complete the look in pointed-toe booties for a day out with friends!

    Fit & Features

    • Long sleeves, collar neckline
    • Zipper front closure
    • Flap pockets with snap-button closures
    • Lower pockets
    • Bodycon fit, mini-length hem
    • Rigid denim fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-5364

    Category Name: 2026 Fall Outfit Trends

    Price: $54.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Best Behavior Patent Strappy Block Heels

    You'll be on your best fashion behavior in these patent leather block heels! The heels feature an open almond toe, dual asymmetrical toe straps, and crisscross ankle straps with buckle closure, a block heel, and a closed ankle on patent leather material. Style the heels with a chic clutch for a dressy occasion!

    Fit & Features

    • Open almond toe
    • Asymmetrical toe straps
    • Crisscross ankle straps with buckle closure
    • Block heel
    • Closed ankle
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07401-4573

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Good Taste Patent Leather Block Heels

    These patent leather block heels are guaranteed to receive many compliments for your good taste! Featuring a square toe with a toe strap, a short thin block heel, and an adjustable ankle strap with buckle closure. Complete the look with a casual dress for a dinner out!

    Fit & Features

    • Square toe with toe strap
    • Short thin block heel
    • Adjustable ankle strap, buckle closure
    • Patent leather material
    • Runs true to size

      Style Number/Barcode: 07401-4566

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $30.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Effortlessly Cool Cargo Twill Mini Skirt

      This form-fitting cargo twill mini skirt will give you that effortlessly cool look you've been seeing all over your feed! It features a high-rise waist, a hidden front zipper and front button closure, side cargo-style pockets, a mini-length hem, and a form-hugging silhouette. Create an on-trend look for your weekend plans with a crop top and clear mules.

      Fit & Features

      • High-rise waist, belt loops
      • Hidden front zipper, front button closure
      • Side cargo pockets
      • Mini-length hem
      • Form-hugging fit
      • Twill fabric, minimal stretch
      • Runs true to size

      Style Number/Barcode: 06301-0178

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free