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.

  • Made Ya Look Patent Block Heel Booties

    These patent leather booties will make everyone do a double-take! Elevate your night-out look in these booties featuring a sleek pointed-toe, inner zipper closure, block heel, and fit above the above. Style with rhinestone hoop earrings for a pop of glam!

    Fit & Features

    • Pointed-toe
    • Inner zipper closure
    • Block heel
    • Fits above the ankle
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07403-1665

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual Mood Wide-Leg Cargo Pants

    Create effortless cute and casual looks with these on-trend twill cargo pants. They feature a high-rise waist with a back elastic waistband, front and back pockets, lower pockets, and a wide-leg silhouette with a relaxed fit. Style these cargos with a basic crop top and sneakers for the perf everyday 'fit.

    Fit & Features

    • High-rise waist, back elastic waistband
    • Belt loops, hidden front zipper, button-front closure
    • Dual front pockets, dual back flap pockets
    • Lower flap pockets
    • Wide-leg silhouette
    • Brushed twill fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0785

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Newsgirl Cabby Hat
    Extra, extra, read all about your stylish new hat! This newsboy-inspired cap features braided trim with button detail.

    Style Number/Barcode: 07302-0091

    Category Name: 2026 Fall Outfit Trends

    Price: $15.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casual Chic Quilted Faux Leather Sneakers

    Get a casual chic vibe in these adorable faux leather slip-on sneaks! They feature a quilted diamond faux leather design and a thick sole. Pair with a cute mini dress and layer on a denim jacket for a date night with bae.

    Fit & Features

    • Slip-on design
    • Elastic details
    • Quilted diamond design
    • PU material
    • Stud detailing on the back
    • Thick sole

    Style Number/Barcode: 07407-0168

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Destructed Mock Neck Cropped Sweater

    A must-have for sure, this mock neck cropped sweater will have you ready for all things fall! It features destructed detailing to give it a trendy vibe and a majorly cropped hem. Pair with high rise denim and heeled booties for a day out with your girls.

    Fit & Features

    • Mock neckline
    • Long sleeves
    • Cropped hem
    • Destructed detailing along the hems
    • Sweater knit fabric

    Style Number/Barcode: 06005-0737

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Distressed Denim Block Heel Booties

    Add an edge to your outfit with denim booties that keep your look on point. The booties feature a mid-calf length, a distressed detailing, a denim fabric body, a peep toe, and a stacked block heel. Complete your look with a mini skirt and crop top

    Fit & Features

    • Mid-calf length 
    • Denim fabric body
    • Distressed detailing
    • Peep toe
    • Stacked block heel

    Style Number/Barcode: 07403-0381

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Crush Sweetheart Knit Crop Top

    A sleeveless knit top features a sweetheart neckline with a flattering ruched bust and a fitted crop hem. Perfect for everyday styling. 

    Shop Matching Skort & Sweater Topper: Sweet Crush High Rise Belt Knit Mini Skort, Sweet Crush Long Sleeve Cable Knit Sweater Topper

    Fit & Features

    • Knit fabric, moderate stretch
    • Sweetheart neckline
    • Ruched bust seam
    • Adjustable spaghetti straps
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06005-2030

    Category Name: 2026 Fall Outfit Trends

    Price: $26.90

    Availability: In Stock

    Available Color: TAUPE

    Available Size: S, M, L, XL

    Product Badge:
    • Part of a Set
  • Camo Cutie Button-Front Jacket

    Hey cutie! Layer on this button-front camo jacket to add some edge to your adorable look. It features long cuffed puff sleeves to give some trendiness to your vibe. Pair with distressed black denim for a go-to look this fall season.

    Fit & Features

    • Collared neckline
    • Complete button-down front
    • Long cuffed puff sleeves
    • Buttoned front pockets
    • Camouflage woven fabric

    Style Number/Barcode: 06204-0712

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Over The Knee Faux Suede Stiletto Boots

    Create a stunning moment with boots that are totally fab this season! The boots feature an over-the-knee fit, an inner zipper closure, a peep toe, and a stiletto heel. The boots are composed of a faux suede material. Complete look with a ribbed mini dress and plaid coat

    Fit & Features

    • Over the knee fit
    • Inner zipper closure
    • Peep toe
    • Stiletto heel
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07402-0770

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Croco Style Lug Sole Booties

    Level up your style in these croc lug sole booties featuring a round toe, chunky design, lace-up placket on the front, zipper closure, on faux leather material. Complete the look in a trendy mini skirt.

    Fit & Features

    • Round toe
    • Chunky lug sole
    • Lace-up placket on the front
    • Zipper closure
    • Crocodile pattern
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1430

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Casually Preppy Plaid Cardigan

    Step up your fall wardrobe with this casually preppy cardigan! Featuring long sleeves, a button-down front, a mid-length hem, a relaxed fit, and an all-over plaid print, this sweater knit cardigan is perfect for keeping it chic. Style with the matching crop top.

    Shop Matching Top: Casually Preppy Plaid Crop Top

    Fit & Features

    • Long sleeves
    • Button-down front
    • Mid-length hem, relaxed fit
    • Plaid print
    • Soft sweater knit fabric, ribbed trims, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1460

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Precious In Plaid Mini Dress

    Make your way into the next season with a perfectly plaid mini dress!

    Fits & Features

    • Square Neckline
    • Thick, Tank Strap 
    • Mini Length Silhouette
    • Smooth Poly Material 
    • Curve Hugging Fit I Moderate Stretch 
    • Complete The Look With The Matching Duster (06202-0057)

     

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

    Style Number/Barcode: 05102-0261

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faceted Gemstone Flower Stud Earrings

    These gemstone flower stud earrings will glam up your everyday 'fit! Featuring an intricate flower design of faceted gemstones, you can take these gorgeous earrings from the office to happy hour. Pair with some chic high rise paper bag pants and a cute blouse.

    Fit & Features

    • Extra-large flower design
    • Faceted gemstones

     

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

    Style Number/Barcode: 07001-0408

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Slay In Basic Faux Suede Booties

    Slay in basic booties this season! Dress up or dress down with these faux suede booties that bring the style to your outfits this season. The booties feature a pointed toe, a block heel, and a faux suede body. Complete your look with an off the shoulder sweater and a dainty charm necklace

    Fit & Features

    • Around the ankle fit
    • Pointed toe
    • Block heel
    • Faux suede material 
    • Back zipper closure 

     

    Please be advised that these booties run a 1/2 size too small.

    Style Number/Barcode: 07403-0327

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It In Check Plaid Coat

    Keep your stylish look in check with this adorable plaid coat! It features a lapel collar with an open front and a mid-length hem. Pair this coat with a basic bodysuit and heeled booties for a city-chic look.

    Shop Matching Bottoms: Keep It In Check Plaid Mini Skirt

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Open front
    • Lined side pockets
    • Mid-length hem with a back slit
    • Allover plaid print
    • Brushed polyester fabric with moderate stretch

    Style Number/Barcode: 06201-0166

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sassy Style Moves Wrap-Front Top

    Make sassy style moves in this bold snake print dressy top! It features a V-neckline with a wrap-front design, long blouson sleeves, and a mid-length hem with a tie-front accent. Complete the outfit with dark wash denim and strappy heels.

    Fit & Features

    • V-neckline, wrap-front design
    • Long blouson sleeves
    • Mid-length hem
    • Tie-front at waist
    • Slinky knit fabric, plenty of stretch
    • Snake print
    • Runs true to size

    Style Number/Barcode: 06001-3335

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek And Stunning Satin Mini Skirt

    Keep it sleek and stunning with a mini skirt that elevates your outfits! The skirt features an elastic high-rise waist and a short length. The skirt is composed of a stretchy satin fabric that offers a form hugging fit. Complete look with the matching crop top. 

    Shop Matching Crop Top: Sleek And Stunning Satin Crop Top

    Fit & Features

    • Elastic high rise waist
    • Mini length 
    • Stretchy satin fabric
    • Form hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-0481

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Chain Trim Headband

    This chic headband is the perf accessory to dress up your look! It features a basic wide design with a chunky chain-link trim. Style this headband with rhinestone stud earrings.

    Fit & Features

    • Wide design
    • Chain-link trim

    Style Number/Barcode: 07006-0273

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek And Trendy Below-The-Knee Boots

    Step up your winter wardrobe with these sleek and trendy below-the-knee boots. They feature a pointed toe, an inner zipper closure, and a block heel. Style these boots with a sweater dress and a chic trench.

    Fit & Features

    • Pointed toe
    • Inner zipper closure
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0329

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Flair Plaid Skater Skirt

    Showcase your chic flair in this flirty plaid skater skirt! It features a high-rise waist, a short fit and flare silhouette, and an all-over classic plaid print. Style this skirt with a basic long sleeve top and ankle booties.

    Fit & Features

    • High-rise waist, elastic band
    • Mini-length hem, fit and flare silhouette
    • Plaid print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0518

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feelin' Bold Lace-Up Booties

    Feelin' bold? Take your look up a notch with these fab faux leather booties. They feature a round toe, a lace-up front, an inner zipper closure, a trendy lug sole, and a tall block heel. Style these booties with an LBD and a faux leather blazer.

    Fit & Features

    • Round toe
    • Lace-up front design
    • Inner zipper closure
    • Lug sole, block heel
    • Above the ankle fit
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1523

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Deck The Halls Glam Scarf Top

    Deck the halls with your glamorous self in this metallic scarf top featuring a dazzling rhinestone halter detachable strap, cowl square neckline, tie-back closure, and a cropped hem. Complete the look in a fringe mini skirt for a party!

    Fit & Features

    • Sleeveless cowl square neckline
    • Rhinestone detachable halter strap
    • Cropped hem
    • Tie-back closure
    • Metallic knit fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06001-4680

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Clearly on Trend Box Crossbody

    Stay on trend with a cute clear crossbody that keeps all your essentials close to you! The crossbody features a box design, a clear body, a top fasten closure, and a chain shoulder strap. Complete look with a bodysuit and joggers

    Fit & Features

    • Clear body
    • Box design 
    • Top fasten closure 
    • Chain shoulder strap 

    Style Number/Barcode: 07203-0463

    Category Name: 2026 Fall Outfit Trends

    Price: $8.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The It Knit Crop Cardigan Sweater

    The knit cardigan sweater is sure to be a staple in your seasonal lineup! It features fitted long sleeves, a V-neckline with front button-down closures, and a cropped hem on stretchy rib knit fabric. Complete the look in boyfriend jeans for lunch with friends.

    Fit & Features

    • Fitted long sleeves
    • V-neckline
    • Front button-down closures
    • Cropped hem
    • Stretchy rib-knit sweater fabric
    • Runs true to size

    Style Number/Barcode: 06005-1676

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance