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.

  • Essential Faux Suede Lace Up Booties

    Lace-up in these must-have booties! These versatile booties are perfect for chic date night outfits or a casual outfit for running errands in. The booties feature an around the ankle fit, a lace-up front, an almond toe, and a block heel. Complete your outfit with skinny jeans and a chic off the shoulder top 

    Fit & Features

    • Around the ankle fit with pull tabs
    • Lace-up front
    • Inner zipper closure
    • Almond toe 
    • Block heel
    • Faux suede material 

    Style Number/Barcode: 07403-0359

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Chic Tie Waist Duster

    Get tied to this chic duster to layer all your favorite looks this season! The duster features a draped open front, a tie waist belt, front pockets, long sleeves, and a mid-calf length. The duster is composed of a knit fabric that offers a relaxed fit. Complete look with a crop top and ankle booties. 

    Fit & Features

    • Draped open front
    • Tie-waist belt
    • Front pockets
    • Long sleeves
    • Knit fabric
    • Relaxed fit

    Style Number/Barcode: 06005-0730

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Hook and Eye Corset Crop Top

    Get hooked on this corset top that adds a sultry appeal to any look. This crop top features a flattering square neckline, supportive tank straps, and a corset-designed bodice with hook and eye-front closures to help accentuate your hourglass figure. The rayon blend fabric has a moderate stretch to help create a structured fit that forms to your curves. Style this corset crop top with high-rise jeans for a casually chic ensemble or pair it with a flirty mini skirt for a sexy date night look.

    Fit & Features

    • Square neckline, tank straps
    • Strapless or adhesive bra recommended
    • Corset-style seams, flexible boning
    • Hook-eye front closures
    • Cropped hem
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1046

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tie Dye Frenzy Brushed Knit Mini Dress

    Make a splash in a tie-dye dress that brings the style to your next outing! The mini dress features a round neckline, a slash accent on the left side of the bodice, and a tie-dye print. Style this fun print with chunky sneakers and sleek hoops. 

    Fit & Features

    • Round neckline
    • Slashed detail on the left side of the bodice
    • Short sleeves
    • Tie-dye print
    • Mini length silhouette
    • Form hugging fit

    Style Number/Barcode: 06002-0581

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Game On Bungee Lace Chunky Sneakers

    Keep it sporty in chunky sneakers that level up your streetwear style! The sneakers feature bungee laces, a round toe, a chunky textured sole, and a back strap accent at the heel. Complete your look with a matching lounge set and hoops. 

    Fit & Features

    • Bungee laces
    • Round toe
    • Chunky textured sole
    • Backstrap accent at the ankle
    • Pull tabs
    • Two-tone accent

    Style Number/Barcode: 07407-0166

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Très Chic Wool Beret

    Keep your look so chic with a beret that stuns! The beret features a classic beret-styled brim and composed of a wool knit material. Complete look with a plaid dress.

    Fit & Features

    • Beret design
    • Wool knit material

    Style Number/Barcode: 07302-0232

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Basic Fringed Infinity Scarf

    Wrap yourself in a basic infinity scarf to go with your favorite layered looks! The scarf features an infinity design with a fringed hem. Complete look with a long sleeve top and ankle booties.

    Fit & Features

    • Infinity design 
    • Fringe hem
    • Soft to the touch knit material 

    Style Number/Barcode: 07305-0147

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Ribbed Tie Back Lace Hem Crop Top

    This ribbed tie back crop top will be an adorable addition to your chic wardobe! It features an overall form-hugging style with a cute sheer lace cropped hem and a partial open back detail. Pair this top with a mini skirt and heels for the perfect date night 'fit.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Partial open back
    • Tie back detail
    • Sheer lace hem
    • Cropped
    • Ribbed knit fabric with plenty of stretch

    Style Number/Barcode: 06002-0571

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bundle Up Zip Front Teddy Jacket

    Get ready to bundle up in the perfect teddy jacket you need for this season! Featuring a collar, zip front, and a fitted ribbed hem, this jacket is a must-have for everyday wear. Pair with some distressed denim and faux suede heeled booties for a coffee date with bae.

    Fit & Features

    • Collared
    • Long sleeves
    • Complete zip front
    • Ribbed hem

     

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

    Style Number/Barcode: 06201-0130

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • A Chic Vibe Mini Sweater Dress

    Get a major chic vibe in this adorable sweater mini dress! It features a trendy mock neckline, long fitted sleeves, and a short form-hugging fit with a side slit. Pair this dress with over the knee boots for the perf fall date night look.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves with ribbed hems
    • Short, form-hugging fit
    • Side slit
    • Sweater knit fabric
    • Moderate stretch

    Style Number/Barcode: 06005-0734

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tie Front Wrap Mini Sweater Dress

    Get an adorable look perfect for a casual date night in this mini sweater dress! It features a wrap front and back with a front tie detail and a short, curve-hugging fit. Pair the dress with chic thigh-high boots for a gorgeous fall-time vibe.

    Fit & Features

    • Wrap front and back with a V neckline
    • Top tie back detail
    • Long sleeves with ribbed hems
    • Tie front belt
    • Short, form-hugging fit
    • Sweater knit fabric with plenty of stretch

    Style Number/Barcode: 06005-0719

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Off The Shoulder Ribbed Knit Cutout Mini Dress

    Stun in a mini dress that brings sultry appeal with cutout details! The mini dress features an off the shoulder neckline, cutout detail at the bust with matching cutout detail at the midriff, and a mini length silhouette. Complete look with clear mules.

    Fit & Features

    • Off the shoulder neckline 
    • Cutout detail at the bust
    • Cutout detail at the midriff
    • Long sleeves
    • Mini length silhouette
    • Ribbed knit fabric
    • Form hugging fit

    Style Number/Barcode: 05102-0864

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Thinking About You Ribbed Crop Top

    Leave them thinking of you in this chic top! The top features a crew neckline, long sleeves, and a cropped rounded hem. The top is composed of a ribbed knit fabric that offers a relaxed fit with plenty of stretch. Complete your look with high waist jeans and ankle booties. 

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Cropped rounded hem 
    • Ribbed knit fabric 
    • Relaxed fit
    • Plenty of stretch

    Style Number/Barcode: 06002-0725

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Comfy-Chic One Sleeve Top

    Style up this comfy-chic top to take your loungewear style up a notch! It features a stylish one sleeve and a relaxed, loose fit with a mid-length ribbed banded hem. Pair this top with biker shorts and gold hoop earrings.

    Fit & Features

    • One-shoulder neckline with elastic ribbed detailing
    • Long puffy sleeve
    • Relaxed, loose fit
    • Mid-length banded hem
    • French terry knit fabric, moderate stretch

    Style Number/Barcode: 06002-0575

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chilly Day Rhinestone and Pom Knit Beanie

    Get toasty on a chilly day by adding a beanie to your look! Designed with a traditional vertical ribbed cable knit fabric. Beanie has a traditional fit, dazzling rhinestones throughout, and a cute little faux fur pom pom accent at the top. Complete look with a faux fur jacket! 

    Fit & Features 

    • Vertical ribbed cable knit
    • Rhinestones
    • Faux fur pom pom

    Style Number/Barcode: 07302-0233

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Falling For Basics Tie-Front Top

    Take the plunge in a basic tie-front top for your next night out! The top features a plunging tie-front bodice, a notched detail, fitted long sleeves, and a cropped hem. Complete your look with high waist denim and ankle booties.

    Fit & Features

    • Plunging tie-front bodice
    • Notched detail 
    • Fitted long sleeves
    • Cropped hem 
    • Knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06202-0111

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Good Vibes Basic Ribbed Knit Maxi Dress

    Bring the good vibes in a maxi dress that can be dressed up for a chic day out. The dress features a scoop neckline, sleek bungee straps, and a maxi length silhouette with a high side slit. Style dress with chunky sneakers and sleek hoops.

    Fit & Features

    • Sleeveless scoop neckline
    • Bungee spaghetti straps
    • Maxi length silhouette 
    • High side slit
    • Ribbed knit fabric
    • Form hugging fit

    Style Number/Barcode: 05102-0863

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All White Chunky Lace Up Sneakers

    These all-white chunky dad sneaks will make you the trendy member of your squad! They feature a chunky sole and a lace-up design. Pair them with some distressed mom jeans and a graphic tee for a fun shopping day with your girls.

    Fit & Features

    • Round toe
    • Chunky sole
    • Lace-up front
    • Pull tab
    • All-white hue

    Style Number/Barcode: 07407-0165

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keep It Trendy Reversible Shacket

    Be the trendy member of your squad in this adorable cozy shacket! It has a reversible design, with a corduroy fabric on the exterior and a soft woven flannel fabric on the interior. The jacket features a collared neckline, long sleeves with single buttons to cuff, a complete button-down front, top buttoned pockets on the exterior, and lower front pockets on the interior. Layer this relaxed-fitting shacket over a knit mini dress and pair it with chunky sneaks.

    Fit & Features

    • Reversible style
    • Collared neckline
    • Long sleeves with single buttons to cuff
    • Complete button-down front
    • Top buttoned pockets on the exterior
    • Lower front pockets on the interior
    • Corduroy and woven flannel fabrics with no stretch

    Style Number/Barcode: 06204-0700

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Total Sweetheart Ribbed Mini Dress

    Show off your sweet side in a dress that brings the charm. The dress features a plunging sweetheart neckline, 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 faux fur jacket. 

    Fit & Features

    • Sweetheart neckline
    • Long sleeves
    • Mini length silhouette
    • Ribbed knit fabric 
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 06005-0707

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Faux Leather Leggings

    Keep it sleek in faux leather leggings that are part casual, part glam. The leggings feature an elastic high waist and a skinny leg fit with a tapered hem. Complete look with a crop top for a glam look. 

    Fit & Features

    • Elastic high waist 
    • Skinny leg fit
    • Tapered hem
    • Faux leather fabric

    Style Number/Barcode: 06402-0277

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Waist Satin Cargo Joggers

    Stun in satin joggers that slay! The joggers feature a high rise waist, a drawstring accent, cargo-styled pockets, and a straight leg fit with tapered hem. The joggers are composed of a sleek satin-like fabric that offers a form hugging fit. Complete your look with a long sleeve top crop top. 

    Fit & Features

    • High rise waist
    • Drawstring accent
    • Cargo-styled pockets
    • Satin-like fabric 
    • Form hugging fit

    Style Number/Barcode: 06402-0275

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wild and Fierce Chunky Sneakers

    Keep it wild in sneakers that show off your fierce side! The sneakers feature a high arch, a leopard print detail, a lace-up front, and a chunky sole. Complete your look with a sleek midi dress and layer with a denim jacket. 

    Fit & Features

    • High arch with pull tabs at the ankles
    • Round toe
    • Lace-up front
    • Leopard print trim 
    • Chunky sole

    Style Number/Barcode: 07407-0161

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Get On My Level Chunky Sneakers

    Step up in chunky sneakers that elevate your streetwear looks! The sneakers feature a round toe, bungee lace-up straps, a velcro strap detail at the ankle and a chunky sole. Complete your look with boyfriend jeans and layer with a denim jacket. 

    Fit & Features

    • Round toe
    • Bungee lace-up straps
    • Velcro strap detail at the ankle
    • Chunky textured sole

    Style Number/Barcode: 07407-0163

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free