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.

  • Mesmerizing Swirl Mesh Midi Dress

    Captivate the room with your unique style! Unveil this swirl print midi dress featuring a sleeveless V-neckline with sleek spaghetti straps, a bodycon silhouette, and an asymmetrical hem with a side slit cutout. Complete the look in strappy heels for a birthday party.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Asymmetrical midi hem, side slit cutout
    • Swirl print
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4823

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Ranks Wide Leg Cargo Pants

    Functional and fashion meet with these high-rise cargo pants perfect for off-duty days! They feature a utility, wide-leg design with six-pocket styling, an adjustable belt with buckle closure, and contrast stitching, composed of woven non-stretch fabric. Complete the look in a basic top and booties.

    Fit & Features

    • High-rise waist
    • Adjustable belt with buckle closure
    • Front button and hidden zipper closure
    • Six-pocket styling, belt loops
    • Wide-leg silhouette, utility design, contrast stitches
    • Non-stretch woven fabric
    • Runs true to size

    Style Number/Barcode: 06302-0692

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Style Secured Faux Leather Corset Belt

    Secure your style accessorizing with this faux leather corset belt! It features a front croc patterned band with dual adjustable buckle closures and a back elastic knit band that stretches to give you the perfect fit! Complete the look in square toe booties.

    Fit & Features

    • Front faux leather croc pattern
    • Dual adjustable buckle closure
    • Back elastic knit band
    • Stretch to fit

    Style Number/Barcode: 07301-0539

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gone Off The Grid Plaid Joggers

    Take your fashion to new heights in these grid plaid joggers featuring a high-rise waist, eye-catching suspenders along the sides, a relaxed fit, and elasticized hem. Complete the look in a basic crop tee and sneakers.

    Fit & Features

    • High-rise waist
    • Front button and hidden zipper closure
    • Belt loop accents, side pockets
    • Suspenders along the sides
    • Relaxed fit, elasticized hem
    • Grid plaid, woven fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06302-0690

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Marvelous Mod Mesh Short Dress

    So marvelously mod, this marble print mesh dress has entered the chat. It features a sleeveless square neckline, spaghetti straps, and side ruched seams to accentuate your curves along the bodycon silhouette. Complete the look in chunky platform heels.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Side ruched seams
    • Bodycon silhouette
    • Mini-length hem
    • Marble print, mesh-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4819

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Angel Number Necklaces

    Support, alignment, and protection. Let this angel number necklace be a positive reminder of aspects of everyday life. It features a dainty chain link with coin accents and numerical charms. Complete the look in a casual dress and your fave sneakers.

    Fit & Features

    • Dainty chain link 
    • Coin accents
    • Numerical charms with meanings
    • 222 alignment, 333 support, 444 protection
    • Lobster clasp closure

    Style Number/Barcode: 07002-1336

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Edge Wide-Leg Denim Jeans

    So effortlessly edgy and cool, these high-rise denim jeans feature an on-trend wide-leg silhouette with distressed accents and knee rips to flaunt your bad-girl status! Complete the look in a sultry bustier and heels.

    Fit & Features

    • High-rise waist
    • Wide-leg silhouette
    • Distressed accents and knee rips
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Premium denim fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06602-0391

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Walking Knit Style Block Booties

    Take stylish steps in these block heel booties featuring an on-trend pointed toe, partial knit and faux leather material, and an above-the-ankle length. Complete the look in a chic blazer.

    Fit & Features

    • Pointed toe 
    • Block heel
    • Above-the-ankle length
    • Partial knit and faux leather material
    • Pull-on/off styling
    • Runs true to size

    Style Number/Barcode: 07403-1611

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Of-The-Moment Chic Swirl Print Midi Dress

    This of-the-moment chic swirl print midi dress is perf for happy hour! It features a sleeveless V-neckline, bungee spaghetti straps, a hip-hugging fit that flows out to a midi-length A-line silhouette, and a sultry front slit. The smooth jersey knit fabric showcases an alluring all-over swirl print pattern. Style with a faux leather blazer and strappy stilettos.

    Fit & Features

    • Sleeveless V-neckline
    • Bungee spaghetti straps
    • Hip-hugging fit, midi-length A-line silhouette
    • Thigh-high front slit
    • Swirl print pattern
    • Jersey knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4817

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkly Muse Rhinestone Fringe Velvet Mini Skirt

    Show up and sparkle in this stunning bodycon mini skirt like the stylish muse you are! It features a high-rise waist, a form-hugging fit, a chic side slit with cascading rhinestone fringe, and a mini-length silhouette. Pair this velvet skirt with a corset top and stilettos for your next night out.

    Fit & Features

    • High-rise elasticized waist
    • Bodycon fit
    • Asymmetrical side slit, rhinestone fringe
    • Mini-length hem
    • Smooth velvet fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0735

    Category Name: 2026 Fall Outfit Trends

    Price: $36.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Chic Crepe Wide-Leg Pants

    Step up your workwear with these chic crepe wide-leg pants! Featuring a high-rise waist, trendy exposed seams down the front, and a wide-leg silhouette, these pants would pair perfectly with a fitted bodysuit or a cropped blouse. Complete the look with heeled mules.

    Fit & Features

    • High-rise waist
    • Exposed seam detailing
    • Wide-leg silhouette
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-1256

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major It-Girl Satin Midi Skirt

    Bring the it-girl energy to your everyday look with this on-trend midi skirt. It features a high-rise waist, a V-wired front accent with ruched detailing, straps to lace up around the waist, a midi-length hem, a curve-hugging silhouette, and a high side slit. Style with a crop top and mules.

    Fit & Features

    • High-rise waist, V-wired front accent, ruching
    • Thin straps to lace up around the waist
    • Midi-length hem, fitted bodycon silhouette
    • High side slit
    • Smooth satin-knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06401-0492

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Posh And Pleated Long Sleeve Crop Top

    Posh and pleated, this long sleeve crop top is a fall must-have. It features a deep V-neckline, long peasant sleeves, a cinched front design with a drawstring, and a cropped, form-hugging fit. The trendy pleated knit fabric offers a moderate stretch. Style with faux leather pants and heels.

    Fit & Features

    • V-neckline
    • Long peasant sleeves
    • Cinched front, drawstring
    • Cropped hem
    • Pleated detailed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4524

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Bold Faux Leather Mini Skirt

    Show off your bold side in this sleek trendy faux leather mini skirt! It features a high-rise waist, an asymmetrical seam leading to a chic side slit, and a short, curve-hugging silhouette. Style with a basic bodysuit and strappy stilettos.

    Fit & Features

    • High-rise waist
    • Back zipper, hook, and eye closure
    • Asymmetrical seam, side slit
    • Mini-length hem
    • Fitted bodycon silhouette
    • Latex-like faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06501-0731

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • In The Loop Rhinestone Claw Clip

    Sweep your hair into a stunning updo with the help of this rhinestone claw hair clip featuring a sturdy and sleek design. Complete your dressy look in a silky satin dress.

    Fit & Features

    • Rhinestone embellished
    • Sturdy and sleek design
    • Metal material

    Style Number/Barcode: 07006-0355

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $7.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Contemporary Chic Pouch Clutch

    Give your outfit the perfect contemporary look with this PU clutch featuring a trendy, foldover design with a zipper and magnetic button closure, and a spacious lined interior with a zipper pocket. Complete the look in a chic jumpsuit and heels.

    Fit & Features

    • Foldover pouch design
    • Zipper and magnetic button closure
    • Spacious lined interior with zipper pocket
    • PU faux leather material

    Style Number/Barcode: 07203-1107

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Ribbed Knit Henley Bodysuit

    This casual ribbed knit henley bodysuit is a must-have for everyday wear in the fall and winter seasons. It features a V-neckline with a partial button-down front, long fitted sleeves, a form-hugging fit, and a thong bottom with a dual button closure. Style with your fave pair of denim and ankle booties.

    Fit & Features

    • V-neckline
    • Partial snap button-down front
    • Long fitted sleeves
    • Form-hugging fit
    • Thong bottom, dual snap button closure
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06002-1423

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bold Mood Printed Bustier Tube Top

    This fab bustier tube top will put you in a bold style mood! It features a strapless neckline, flexible boning to provide structure, a mid-length, form-hugging fit, and an all-over multi-colored abstract print that will catch everyone's eye. The lined mesh fabric offers minimal stretch. Pair with the matching midi skirt and strappy heels for a night out with the girls.

    Shop Matching Bottoms: Bold Mood Printed Midi Skirt

    Fit & Features

    • Strapless neckline
    • Flexible boning, back zipper, hook and eye closure
    • Mid-length hem, form-hugging fit
    • Multi-colored abstract print
    • Sheer mesh fabric, full knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-4517

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cabin Cable Knit Midi Skirt

    Embrace autumn in this perfect cable knit midi skirt essential for taking a stroll with a pumpkin spice latte in hand! The skirt features a high-rise elasticized waistband and a bodycon silhouette. Complete the look in stiletto booties.

    Fit & Features

    • High-rise elasticized waistband
    • Bodycon silhouette
    • Midi-length hem
    • Cable knit design
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0729

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Girl's Trip Fedora Hat

    Style up this hat for an adventure in the city with your girls! The fedora features a structured top and a wide flat brim. Pair with hoop earrings and a crossbody bag.

    Fit & Features

    • Structured top
    • No trim
    • Wide flat brim
    • Faux wool material

    Style Number/Barcode: 07302-1359

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Extra Space Rectangle Handbag

    This cute handbag has the extra space you desire to keep your necessities within reach! It features square top handles, a rectangular body, a detachable shoulder strap, croc faux leather material, snap-button closure, and a spacious lined interior with a zipper pocket. Complete the look in a boss babe blazer and trouser pants.

    Fit & Features

    • Square top handles
    • Rectangular body
    • Detachable shoulder strap
    • Snap-button closure
    • Spacious lined interior, zipper pocket
    • Croc faux leather material

    Style Number/Barcode: 07203-1106

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Mood Striped Knit Sweater

    You'll be in a totally cozy mood in this adorable striped knit sweater! It features a crew neckline, long dolman-style sleeves, distressed detailing at the hems, and a mid-length, relaxed fit. The thick knit fabric has minimal stretch. Style with dark wash denim and ankle boots.

    Fit & Features

    • Crew neckline
    • Long dolman-style sleeves
    • Distressing at the hems
    • Mid-length, relaxed fit
    • Striped pattern
    • Knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06005-1597

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She's A Gem Fedora Hat

    Chic and glam, this fedora hat is a total must-have. It features a structured top, a wide flat brim, a chain-link trim with emerald-colored gemstones with a mini rhinestone outline, and an emerald-hued interior. Style with a faux leather handbag.

    Fit & Features

    • Structured top
    • Wide flat brim
    • Chain-link trim
    • Emerald-colored gemstones, mini rhinestone outline
    • Emerald-hued interior
    • Faux wool material

    Style Number/Barcode: 07302-1358

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Snake Chain And Stud Earrings Set

    Style up your casual looks with this sleek necklace and dainty earrings set! It features a flat snake chain necklace with a V-shaped design and small round stud earrings. Pair this jewelry set with a statement ring to complete your trendy glam look.

    Fit & Features

    • Necklace and earrings set
    • Flat snake chain necklace, V-shaped design
    • Adjustable chain, lobster clasp closure
    • Small round stud earrings
    • Post-back closures


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

    Style Number/Barcode: 07002-1329

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance