2026 Fall Outfit Trends

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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.

  • Knot Gonna Lie Crew Neck Dress

    Not gonna lie, you'll be reaching for the crew neck dress on the daily! It features cap sleeves, a crew neck, a front knot accent with cutout, a bodycon silhouette, and a mini-length hem. Complete the look in cute sandals for strolling downtown.

    Fit & Features

    • Cap sleeves
    • Crew neck
    • Front knot accent and cutout
    • Bodycon silhouette
    • Mini-length hem
    • Brushed knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4555

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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
  • Enticing Beauty Cutout Jumpsuit

    Show off your enticing beauty in this elevated jumpsuit! It features a sleeveless asymmetric one-shoulder neckline with a wide shoulder strap, a twist-front design at the bust, a bold keyhole cutout at the waist, a high waist silhouette, wide pant legs, and a form-hugging fit. The knit fabric offers a moderate stretch. Style with platform heels for a girl's night out.

    Fit & Features

    • Sleeveless asymmetric one-shoulder neckline
    • Wide shoulder strap
    • Twist-front design at the bust
    • Front keyhole cutout at the waist
    • High waist silhouette, wide pant legs
    • Form-hugging fit
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2210

    Category Name: 2026 Fall Outfit Trends

    Price: $23.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Posh Croc-Embossed Midi Skirt

    So posh and chic, this croc-embossed midi skirt is perfect for fall. It features a high-rise waist, a mid-calf-length hem, a form-hugging fit, and a stylish front slit to showcase some leg. Complete the look with a cropped sweater and mules.

    Fit & Features

    • High-rise elasticized waist
    • Midi-length hem
    • Fitted bodycon silhouette
    • Front slit
    • Croc-embossed pattern
    • Coated faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06501-0741

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Sassy Faux Fur Denim Jacket

    Give your look a sassy vibe by layering on this faux fur denim jacket! It features a trendy leopard printed faux fur hood and lining. Pair with a basic mini dress and some chunky sneakers for an adorable everyday outfit.

    Fit & Features

    • Long sleeves
    • Faux fur hood and lining
    • Buttoned front pockets
    • Denim fabric

     

    Model is 5'8" with a 30" bust, 23" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06203-0091

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bring The Flare Plaid Pants

    Bring the flare with pants that are oh so stylish! The pants feature a plaid print, a high-rise waist, and a straight leg with a flared hem. Complete look with a crop top and sling-back heels. 

    Fit & Features

    • High rise waist
    • Plaid print
    • Straight leg, flared hem
    • Side zipper closure
    • Form hugging fit, minimal stretch
    • Runs true to size 

    Style Number/Barcode: 06302-0239

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Serving Style Cargo Mini Skirt

    Serve major style in this on-trend cargo mini skirt! Featuring a high-rise waist, vertical seam detailing, cargo-style side pockets, a mini-length hem, and a form-hugging fit, this skirt will level up your basic looks. The twill fabric offers minimal stretch. Style with a halter bodysuit and strappy mules.

    Fit & Features

    • High-rise waist
    • Belt loops, hidden front zipper, button closure
    • Vertical seams
    • Cargo side pockets
    • Mini-length hem, form-hugging fit
    • Twill fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06301-0202

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Preppy Vibe Collared Crop Top

    Give your style a preppy vibe in this crop top featuring long sleeves, and a collared v-neckline. Composed of a rib-knit fabric with a moderate stretch. 

    Shop Matching Pants: Preppy Vibe High Waist Pants

    Fit & Features

    • Long sleeves
    • Collared v-neckline
    • Cropped hem
    • Rib-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-3857

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Be My Sweetheart Ruche Mini Dress

    Show your sweet side for date night in this mini dress featuring a sleeveless, sweetheart neck, spaghetti straps, a lightly padded bust, side ruching, and a bodycon silhouette on lined knit fabric that fits your body like a glove. Complete the look in a chic ring set and heels.

    Fit & Features

    • Sleeveless, sweetheart neck, spaghetti straps
    • Lightly padded bust
    • Side ruching
    • Bodycon silhouette
    • Mini-length hem
    • Lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4708

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Plaid Sherpa Lined Shacket

    Bundle up in this adorable cozy plaid shacket! It features a collared neckline, long sleeves with single buttons to cuff, a complete button-down front, a relaxed and comfortable fit, and a soft faux fur lining. Layer this trendy shacket over a basic bodysuit and pair it with denim and combat booties for a casual everyday look.

    Fit & Features

    • Collared neckline
    • Long sleeves with single buttons to cuff
    • Complete button-down front
    • Top buttoned pockets and slanted lower pockets
    • Relaxed fit
    • Plaid woven fabric with a soft faux sherpa lining
    • No stretch

    Style Number/Barcode: 06201-0198

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Over You Sleeveless Midi Dress

    Show us who is boss in sleek midi! This mid length dress features a crew neckline, and a sleeveless bodice. Hem is tailored to a mid calf length, and dress is composed of a ponte material that offers moderate stretch. Throw on some heels and walk the walk!

    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.  

    Style Number/Barcode: 05102-0189

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Vibes Cable Knit Sweater
    Get those cozy vibes going with this trendy cable knit sweater. It features a turtle neck, long dolman style sleeves, and a cropped uneven hem. The cable knit fabric offers moderate stretch and a relaxed and comfortable fit.

    Style Number/Barcode: 06005-0416

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Rhinestone Choker + Hoop Earring Set

    Yes girl, this rhinestone choker and hoop earring set will elevate your look and make it all the more glamorous! Featuring large rhinestone embellished hoop earrings and a matching choker necklace, this set can easily be paired with your everyday crop top and denim 'fit to level it up.

    Fit & Features

    • Choker necklace and hoop earrings included
    • Rhinestone embellished
    • Choker has double row design 
    • Adjustable lobster clasp closure
    • Hoops have an omega closure
    • Hoops are a large design with a single row

     

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

    Style Number/Barcode: 07002-0431

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keep It Basic Ribbed Mini Dress

    Keep your look basic and chic in this ribbed mini dress you can totally dress up or down! It features a mini length silhouette and a form-hugging fit to enhance your curves. Elevate your outfit by pairing this adorable dress with chunky sneakers for a more casual vibe.

    Fit & Features

    • Bungee spaghetti straps
    • Scoop neckline
    • Short, form-hugging fit
    • Ribbed fabric

    Style Number/Barcode: 06002-0611

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mid Rise Frayed Cropped Skinny Jeans

    Take on the day in jeans that are too cute to handle! The jeans feature a mid-rise waist, heavy destruction throughout, and a cropped hem with frayed detail. Complete your look with a flowy blouse and clear heels

    Fit & Features

    • Mid-rise waist
    • Single-button and zipper closure 
    • Traditional five-pocket and belt loop design 
    • Heavy destruction 
    • Skinny leg
    • Cropped hem with frayed hem  

    Style Number/Barcode: 06602-0161

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wild Side Zebra Print Cardigan

    Tap into your wild side with a cardigan that brings those fierce vibes. The cardigan features a draped open front, a zebra print design, long bishop sleeves with a ribbed cuff, and a knee-length. The cardigan is composed of soft knit fabric that offers a relaxed fit with a moderate stretch. Complete look with a crop top and high waist jeans.

    Fit & Features

    • Draped open front
    • Zebra print design 
    • Long bishop sleeves with ribbed cuff
    • Knee-length 
    • Soft sweater knit fabric
    • Relaxed fit
    • Moderate stretch 

    Style Number/Barcode: 06005-0775

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Girl Ribbed Knit Cropped Sweater

    Ooo, she's a trendy girl! Showcase your chic style in this ribbed knit cropped sweater! It features a high crew neckline, long fitted sleeves, a cropped, form-hugging fit, and a banded hem with sultry side cut outs. Pair this top with a high waist faux leather skirt and thigh-high boots for an edgy vibe.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Cropped
    • Form-hugging fit
    • Banded hem with side cut outs
    • Ribbed knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06005-0889

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sassy Statement Snake Print Crop Top

    Make a sassy statement in this bold snake print crop top. It features a square neckline, long fitted sleeves, a front cutout at the waist, and a cropped, form-hugging fit. Style this top with faux leather pants and clear heels.

    Fit & Features

    • Square neckline
    • Long fitted sleeves
    • Front cutout at the waist
    • Cropped, form-hugging fit
    • Snake print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3560

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Trendy Oversized Faux Leather Blazer

    Keep your fall and winter wardrobe trendy with this sleek faux leather blazer! It features a lapel collar, an open front with a single button closure, long sleeves, front pockets, and a chic oversized fit. The faux leather fabric includes a smooth lining. Style over a corset top and mini skirt.

    Fit & Features

    • Lapel collar
    • Open front, single button closure
    • Long sleeves
    • Dual front pockets
    • Slit accent at the back
    • Faux leather fabric, smooth lining, no stretch
    • Oversized fit

    Style Number/Barcode: 06204-1527

    Category Name: 2026 Fall Outfit Trends

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casual And Cozy Off-The-Shoulder Sweater Dress

    This on-trend sweater dress is the casual and cozy staple you need this fall and winter season. It features a chic off-the-shoulder neckline, long sleeves, a short-length hem, and a relaxed fit. The ribbed sweater knit fabric offers a moderate stretch. Pair this sweater dress with over-the-knee boots for a stylish and elevated look.

    Fit & Features

    • Off-the-shoulder neckline
    • Long sleeves
    • Short-length hem
    • Relaxed silhouette
    • Ribbed sweater knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1764

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Cute Confetti Knit Sweater
    Cute and cozy, this confetti knit sweater couldn't get anymore adorable! It features a distressed wide neckline, long dolman style sleeves with ribbed cuffs, and an oversize, relaxed fit with an unfinished, distressed hem. The soft, thick knit fabric offers moderate stretch.

    Style Number/Barcode: 06005-0329

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Angora Knit Mock Neck Sweater
    Bundle up in this adorable angora knit sweater! It featutres a mock neck, long dolman style sleeves, and a mid-length, relaxed fit. The fuzzy knit fabric has moderate stretch.

    Style Number/Barcode: 06005-0589

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Chic Ponte Knit Joggers

    Edgy chic is the total vibe with these ponte knit joggers! Pair with a graphic tee and some combat boots for that it girl look.

    Fit & Features

    • High rise waist
    • Belt loops
    • Front hidden zipper and dual hook and bar closures
    • Two slanted front pockets | Two faux back pockets
    • Included chain accent
    • Elastic jogger hem
    • Ponte knit fabric | Moderate stretch

    Style Number/Barcode: 06502-0319

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sparkle Society Rhinestone Booties

    Slip into these sparkly rhinestone booties to add the perfect shine to your outfit! They feature an almond toe, block heel, side zipper closure, and a scrunched ankle fit. Complete the look in a chic trench coat for a day out & about.

    Fit & Features

    • Almond toe
    • Block heel
    • Side zipper closure
    • Scrunched ankle fit
    • Rhinestone embellished
    • Runs true to size

    Style Number/Barcode: 07403-1580

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free