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.

  • Trendy Status Croc-Embossed Handbag

    Showcase your trendy status with this chic croc-embossed handbag! Featuring an angled shape, a top handle design, and an included adjustable shoulder strap, this bag is perf for everyday wear. Style with statement earrings.

    Fit & Features

    • Angled shape
    • Top handle design
    • Magnetic button closure
    • Removable adjustable shoulder strap
    • Croc-embossed pattern
    • Faux leather fabric
    • Woven interior, single zippered pocket

    Style Number/Barcode: 07204-0674

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take A Peek Nubuck Lace-Up Booties

    One peek at these nubuck booties and you'll have to add them to your cart! They feature an almond peep toe, stacked block heel, lace-up front placket, side zipper closure, and fit above the ankle. Complete the look in a sweater dress for your weekend plans!

    Fit & Features

    • Almond peep toe
    • Stacked block heel
    • Lace-up front placket
    • Side zipper closure
    • Above-the-ankle
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07403-1612

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Libra Knit Graphic Tee

    Showcase your zodiac sign with a graphic tee that does all the talking! It features a crew neckline, short sleeves, a front script that reads, "Libra made to flirt," and a mid-length, form-hugging fit. Complete the look with a faux leather mini skirt for your birthday celebration.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Front script reads, "Libra made to flirt"
    • Mid-length hem
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1446

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Details Pearl Elastic Band

    Style up your pretty tresses with this hair accessory that brings the luxe vibes. It features a stretchy elastic band with faux pearls and a center bow design with faux pearls and clear beaded detailing. Pair with a dainty tennis bracelet.

    Fit & Features

    • Stretchy elastic band
    • Center bow design
    • Faux pearls
    • Clear beads

    Style Number/Barcode: 07006-0364

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Cable Knit Tie-Front Mini Dress

    Bring all the cozy vibes this season in this adorable cable knit mini dress! It features a V-neck and back with wrap designs, long balloon sleeves with tapered hems, a high waist with a tie-front accent, and a short, form-hugging fit. Style with knee-high boots.

    Fit & Features

    • V-neck and back, wrap design
    • Long balloon sleeves, tapered hems
    • High waist seam, tie-front
    • Mini-length hem, form-hugging fit
    • Cable knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-4842

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stay Trendy Split Hem Pants

    Keep your look trendy and chic with these high-rise knit pants. They feature an elasticized waist for comfortable wear, vertical seams running down the front, a flared-leg silhouette, and a front split hem design. Style with a cropped blouse and clear heels for happy hour.

    Fit & Features

    • High-rise elasticized waist
    • Vertical seams running down the front
    • Flared-leg silhouette
    • Front split hem design
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-1621

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flip In Reverse Belted Trouser Pants

    Flip it reverse and take your style to a 60s-inspired era! These crepe trouser pants are effortlessly chic in a high-rise waist with an adjustable belt, hidden front zipper and hook-eye closures, side pockets, pleating, and a wide-leg silhouette. Complete the look in a bodysuit and crossbody bag.

    Fit & Features

    • High-rise waist
    • Hidden front zipper and hook-eye closures
    • Adjustable belt with buckle closure
    • Belt loop accents
    • Pleating, wide-leg silhouette
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06402-0549

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simple And Sexy Bodycon Mini Skirt

    Style up this simple and sexy bodycon mini skirt for the perf night out 'fit. It features a high-rise waist, a mini-length scoop hem, and a form-fitting silhouette that will hug your curves. Pair with an embellished bustier and clear heels.

    Fit & Features

    • High-rise elasticized waist
    • Mini-length scoop hem
    • Fitted bodycon silhouette
    • Ponte knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0751

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Right Path Wide-Leg Trouser Pants

    You'll be going down the right fashionable path in these high-rise trouser pants featuring side pockets, front pleated seams, and a chic wide-leg silhouette on smooth woven lined fabric. Complete the look in a bustier and blazer.

    Fit & Features

    • High-rise waist
    • Hidden front zipper and hook-eye closure
    • Side pockets
    • Front pleated seams
    • Wide-leg silhouette
    • Smooth woven-lined fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-0538

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Such A Doll Patent Mary Jane Heels

    Doll it up, girl! These patent leather mary jane heels feature an almond toe, platform sole, block heel, and dual ankle buckle strap closures. Complete the look in a flirty skater dress for a party!

    Fit & Features

    • Almond toe
    • Block heel
    • Platform sole
    • Dual buckle strap closures
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07401-4103

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Vivacious Vixen Snake Mini Skirt

    Strut like the vivacious vixen you are in this snake print mini skirt featuring a curve-flaunting design, high-rise waist, and front slit accent on stretchy jersey knit fabric. Complete the look in a long sleeve crop top and mules for dinner and drinks!

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Front slit accent
    • Mini-length hem
    • Snake print
    • Stretchy jersey knit fabric
    • Fits true to size

    Style Number/Barcode: 06501-0746

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On The Dance Floor Rhinestone Leggings

    All eyes will be on you on the dance floor in these glam chic leggings! They feature a high-rise waist, a form-hugging fit throughout, and all-over rhinestone embellishments for a stunning sparkle. Style with a bustier and clear heels.

    Fit & Features

    • High-rise elasticized waist
    • Form-hugging fit
    • Rhinestone embellishments
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-1429

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edgy Stunner Graphic T-Shirt Dress

    Show off an edgy style with this on-trend graphic t-shirt dress! It features a crew neckline with a notched design with safety pin detailing, short sleeves, a mini-length, fitted silhouette, and a motorcycle and eagle graphic with the script "American Motorcycles Road Lifestyle 1974." Complete your 'fit with combat boots.

    Fit & Features

    • Crew neckline, notched design, safety pin detailing
    • Short sleeves
    • Mini-length hem, form-hugging fit
    • Motorcycle and eagle graphic
    • Script that reads, "American Motorcycles Road Lifestyle 1974"
    • Cotton-blend fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1445

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dazzling Beauty Heat Stone Hot Shorts

    Keep your look oh-so-glam in these dazzling embellished hot shorts! They feature a high-rise waist, a form-hugging fit, and all-over mini heat stone embellishments for a stunning sparkle. Style with a bustier bodysuit and clear mules.

    Fit & Features

    • High-rise waist
    • Form-hugging fit
    • Mini heat stone embellishments
    • Woven fabric, knit lining, moderate stretch
    • Runs small to size, purchase one size up.

    Style Number/Barcode: 06403-0255

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • New Rules High Rise Boyfriend Jeans

    Set the style scene for the new season in these high-rise boyfriend jeans you're sure to be wearing on rotation! They feature a trendy asymmetrical waist and a boyfriend-leg design on vintage-inspired medium-wash denim with color fading. Complete the look in a corset top and mules.

    Fit & Features

    • High-rise asymmetrical waist
    • Boyfriend leg design
    • Front buttons and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Medium wash denim, color fading
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0398

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Drop It Low Mid Rise Flare Denim Jeans

    How low can you go? Take it back to the 2000s in these mid-rise denim jeans perfect for adding to your growing collection! They feature a hip-hugging silhouette that flares out at the hem on dark wash denim fabric with light color fading. Complete your trendy look with a basic tee and hoop earrings.

    Fit & Features

    • Mid-rise waist
    • Hip-hugging
    • Flare leg design
    • Front buttons and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Dark wash denim, light color fading, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06602-0397

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Night In Satin Wrap Mini Skirt

    Have a chic night in this satin mini skirt designed to flaunt your curves in a flattering, high-rise elasticized waist, asymmetrical wrap front, and bodycon silhouette. Complete your party look in a bustier and strappy heels.

    Fit & Features

    • High-rise elasticized waist
    • Asymmetrical wrap front
    • Bodycon silhouette
    • Mini-length hem
    • Smooth satin fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06501-0750

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Crowd Favorite Ruffle Shoulder Bag

    This faux leather shoulder bag will be adored everywhere! It features a ruffle shoulder strap, cinched body, snap button closure, and a spacious interior to keep your essentials. Complete the look in strappy heels.

    Fit & Features

    • Ruffle shoulder strap
    • Cinched body
    • Snap button closure
    • Spacious interior
    • Faux leather material

    Style Number/Barcode: 07203-1117

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Head Over Heels Cutout Jumpsuit

    Watch everyone fall head over heels for you in this cutout jumpsuit perfect for your next wine night! It features a sleeveless halter neckline, a cutout bust and waist accent, a partial open-back, and a flared hem. Complete the look in earrings.

    Fit & Features

    • Sleeveless halter neckline
    • Cutout bust and waist accent
    • Partial open-back
    • Flared hem
    • Knit fabric
    • Fits true to size

    Style Number/Barcode: 06502-1446

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tied In Knots Surplice Jumpsuit

    You'll get tied in knots for this slinky knit jumpsuit perfect for a day or night occasion! It features a sleeveless v-neckline, spaghetti straps, a surplice wrap bodice with a side tie-front, empire waist seam, and a slim-leg design. Complete the look with a necklace and bracelet.

    Fit & Features

    • Sleeveless v-neckline, spaghetti straps
    • Surplice wrap bodice, side tie-front
    • Empire waist seam
    • Slim-leg design
    • Slinky knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06502-1513

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Slay In High-Rise Flare Denim Pants

    Slay the day in these 60s-inspired denim pants that show your curves some love! They feature an elasticized high-rise waist, front side hidden zipper closure, back pockets, a hip-hugging silhouette, seam front, and back details, and a flared hem. Complete the look in a bodysuit and heels.

    Fit & Features

    • Elasticized high-rise waist
    • Side hidden front zipper closure
    • Back pockets, seam details
    • Hip-hugging silhouette, flared hem
    • Pull-on/off styling
    • Dark wash denim, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06602-0396

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She's A Flirt Faux Wrap Skort

    Bring the flirty vibes to your everyday look with this adorable crepe skort! It features a high-rise waist, a faux wrap-front design with a skater skirt overlay, and fitted shorts. Style with a basic bodysuit and strappy mules.

    Fit & Features

    • High-rise waist
    • Faux wrap-front design
    • Skater skirt overlay, mini-length hem
    • Fitted shorts
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06503-1023

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Girl Cargo Skinny Pants

    Show off your cool-girl style in these trendy cargo skinny pants. They feature a mid-rise waist, a button-front closure, faux cargo-style flap pockets, and a tapered, form-hugging fit. The woven cotton-blend fabric has no stretch. Style with a graphic tee and combat boots.

    Fit & Features

    • Mid-rise waist
    • Belt loops
    • Hidden zipper, button-front closure
    • Front pockets, faux cargo-style flap pockets
    • Skinny-leg silhouette, form-hugging fit
    • Woven cotton-blend fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0700

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Not Your Boyfriend's Cargo Pants

    These trendy boyfriend-fit cargo pants are perf for casual everyday wear. They feature a high-rise waist, front slanted pockets, side and back buttoned pockets, a relaxed fit, and an adjustable hem. Style with a basic bodysuit and sneakers.

    Fit & Features

    • High-rise waist, belt loops
    • Hidden front zipper, button closure
    • Front slanted pockets, side and back buttoned pockets
    • Relaxed boyfriend-fit
    • Adjustable hem
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0702

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance