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.

  • Party's Here Mesh Rhinestone Stiletto Booties

    These mesh rhinestone booties bring the party! They feature a closed pointed toe, a short patent leather stiletto heel, and an inner zipper closure, and are crafted from a sheer mesh rhinestone-embellished material to bring the glam everywhere you go. Complete the look with a sparkly clutch.

    Fit & Features

    • Closed pointed toe
    • Short patent leather stiletto heel
    • Inner zipper closure
    • Sheer mesh rhinestone-embellished material
    • Runs true to size

    Style Number/Barcode: 07403-1662

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Check It Out Gingham Plaid Mini Dress

    Make a statement in this gingham plaid mini dress! The square neckline and spaghetti straps make it the perfect dress for flaunting your curves, while the bodycon silhouette and mini-length hem radiate confidence. Complete the look by layering a long sleeve top for a preppy vibe!

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Mini-length hem
    • Gingham plaid print
    • Texture knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5243

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Babe Denim Over-The-Knee Stiletto Boots

    These iconic denim over-the-knee stiletto boots are perf for a bold babe like yourself. They feature an over-the-knee height, a pointed toe, an inner zipper closure for easy on-and-off wear, a sleek stiletto heel, and detailed buttoned pockets on the denim material. Style these boots with hoop earrings.

    Fit & Features

    • Over-the-knee height
    • Pointed toe
    • Inner zipper closure
    • Stiletto heel
    • Buttoned pockets
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07402-0906

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Girl In Camo Cargo Mini Skirt

    Give off those cool girl vibes in this trendy camo cargo mini skirt! It features a high-rise waist, a partial button-front design, dual front pockets, dual faux back pockets, a cargo-style side pocket by the hem, a stylish side slit, a mini-length distressed hem, and a form-hugging fit. The camouflage-printed woven fabric has no stretch. Complete your look with a basic crop top and lace-up heels.

    Fit & Features

    • High-rise waist, belt loops
    • Partial button-front design
    • Dual front pockets, dual faux back pockets
    • Cargo-style side pocket, side slit
    • Mini-length distressed hem, form-hugging fit
    • Camouflage pattern, woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06301-0169

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tell Me About It Stud Denim Crop Jacket

    Layer on this edgy studded denim jacket sure to be the talk of your town! It features slouchy long sleeves with buttoned cuffs, a collared neckline, a five-button down closure, dual front flap pockets with button closures, and an oversized silhouette and crop hem. The jacket is designed with an eye-catching studded design on rigid denim fabric. Complete the look with sleek booties for a concert or night out!

    Fit & Features

    • Long sleeves, buttoned cuffs
    • Collared neckline
    • Five-button down closures
    • Dual front flap pockets, button closures
    • Oversized silhouette, crop hem
    • Studded design, rigid denim fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06203-0510

    Category Name: 2026 Fall Outfit Trends

    Price: $28.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Caught In The Midi Crew Neck Tank Dress

    A midi dress you wouldn't mind being spotted in! The dress features a sleeveless crew neck, a bodycon silhouette, and a fitted midi-length hem on stretchy rib knit fabric. Complete the look in a sleek layered necklace for lunch with friends!

    Fit & Features

    • Sleeveless crew neck
    • Bodycon silhouette
    • Fitted midi-length hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5242

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Muse Scoop Neck Mini Dress

    A casual mini dress that's sure to become your fashion muse! The mini-length dress features fitted long sleeves, a scoop neckline, a built-in shelf bra for extra support, and a flattering bodycon silhouette on stretchy rib knit fabric. Complete the look in a moto jacket and boots for day or evening plans!

    Fit & Features

    • Fitted long sleeves
    • Scoop neckline
    • Built-in shelf bra
    • Bodycon silhouette, mini-length hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5244

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • High Stakes Faux Leather Lug Booties

    These faux leather lug booties will up your fashion game with their high style! They feature a round toe, sturdy lug sole, and short block heel offering a mix of function and fashion with elasticized side inserts for easy on-and-off styling. Complete the look in a sleek moto jacket.

    Fit & Features

    • Round toe
    • Sturdy lug sole and short block heel
    • Elasticized side inserts
    • Easy on-and-off styling
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1663

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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
  • Stylish Staple Tie-Front Ribbed Knit Midi Dress

    This adorable tie-front midi dress is a stylish staple for an effortlessly chic look! It features a crew neckline, long fitted sleeves, a tie-front design at the waist, a mid-length hem with a high side slit, and a bodycon silhouette. The ribbed knit fabric offers plenty of stretch. Pair with ankle booties!

    Fit & Features

    • Stretchy ribbed knit fabric
    • Crew neckline
    • Long fitted sleeves
    • Tie-front waist design
    • High side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5248

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Perfection Lace-up Heeled Combat Booties

    These sleek and trendy heeled combat booties are edgy perfection! They feature an above-the-ankle fit, an almond toe, a lace-up front design, an elastic gore detail and pull tab accent at the ankle, an inner zipper closure, and a tall block heel with a lug sole. Style these faux leather booties with a chic crossbody bag.

    Fit & Features

    • Above-the-ankle fit
    • Almond-shaped toe
    • Lace-up front design
    • Elastic gore detail and pull tab accent, inner zipper closure
    • Block heel, lug sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1667

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Night Is Sparkling Sequin Mini Skirt

    Your night will be sparkling in this sequin mini skirt as you shake and shimmer! The skirt features a high-rise waist, form-hugging fit, and mini-length hem on statement sequin-embellished mesh fabric with a sewn-in knit lining. Complete the look in a going-out top for a concert or themed party!

    Fit & Features

    • High-rise waist
    • Form-hugging fit
    • Mini-length hem
    • Hidden back zipper and hook-eye closure
    • Sequin-embellished mesh fabric, sewn-in knit lining
    • No stretch
    • Runs true to size

    Style Number/Barcode: 06501-0870

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • A Little Drama Ruffled Tulle Midi Skirt

    Bring a little drama to your look with this ruffled tulle midi skirt that will add a chic flair. It features a high-rise elastic banded waist for comfortable wear, a midi-length hem with a flowy, A-line silhouette, and a sheer ruffled tulle design over a knit lining. Style with a corset top and mules.

    Fit & Features

    • High-rise elastic banded waist
    • Midi-length hem
    • Flowy, A-line silhouette
    • Sheer ruffled tulle fabric
    • Knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06501-0938

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Texture Babe Bell Sleeve Tie-Front Crop Top

    Look and feel like a total babe in this textured crop top perf for spicing up your everyday style! It features bell long sleeves, an open tie-front design, and a cropped hem on sheer mesh fabric with texture stitching. Complete the look in sleek faux leather shorts for a night out!

    Fit & Features

    • Bell long sleeves
    • Open tie-front design
    • Cropped hem
    • Sheer mesh fabric, texture stitching
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06202-0410

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Uncovered Basic Exposed Seam Tank Top

    Uncover this elevated basic tank top perfect for pairing with your fave bottoms for a unique style! It features a sleeveless square neckline, sleek bungee spaghetti straps, exposed seams going down the front, and a fitted crop hem on stretchy knit fabric. Complete the look in women's best-selling bottoms.

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Exposed seams down the front
    • Fitted crop hem
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 06002-1657

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Allure Rhinestone Faux Leather Over-The-Knee Boots

    These fab rhinestone faux leather boots will bring that glam allure to your night-out looks! They feature an over-the-knee height, a pointed toe, an inner zipper closure for easy on-and-off wear, a sleek stiletto heel, and all-over rhinestone studded embellishments for that chic sparkle on the faux leather material. Style these boots with a mini dress and rhinestone statement earrings.

    Fit & Features

    • Over-the-knee height
    • Pointed toe
    • Inner zipper closure
    • Stiletto heel
    • Rhinestone studded embellishments
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0901

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Breaking News Denim Slit Mini Skirt

    You'll make the headlines in this newspaper mini skirt! It features a high-rise waist, a flattering bodycon silhouette, and a slit accent along the fitted hem on rigid denim fabric with minimal stretch. Complete the look with a basic tee and crop jacket for a cute everyday style!

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Slit accent
    • Mini-length hem
    • Newspaper print, rigid denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06601-0172

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Always A Favorite Faux Leather Shoulder Bag

    Take a look at your new favorite shoulder bag for effortless styling! The faux leather purse features a shoulder strap, a semi-round silhouette, a top zipper closure, and a spacious interior for keeping your essentials in. Style the shoulder bag purse with hoop earrings for either day or night plans!

    Fit & Features

    • Shoulder strap
    • Semi-round silhouette
    • Top zipper closure
    • Spacious woven interior, single pocket
    • Faux leather exterior

    Style Number/Barcode: 07203-1371

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fashion Reputation Chiffon Tie-Back Crop Top

    You've got a fashion reputation to uphold and this chiffon crop top will keep you in check! It features breezy sheer peasant long sleeves, a V-neckline with non-slip grip lining, a ruched bust, and a wrap-style hem with tie-back closure. Complete the look in high-rise skinny pants for a dinner party!

    Fit & Features

    • Sheer peasant long sleeves
    • V-neckline, non-slip grip lining
    • Ruched bust
    • Wrap-style cropped hem
    • Tie-back closure
    • Chiffon fabric, bust lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-2200

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glam Faith Rhinestone Cross Earrings

    Have faith that these cross earrings can glam up your 'fit! They feature a sleek gold half-hoop with a beautiful rhinestone-embellished cross-charm design. Includes a post-back closure. Complete the look in a sleek midi dress for a daytime outing.

    Fit & Features

    • Sleek gold half-hoop
    • Rhinestone-embellished cross charm
    • Post-back closure

     

    Earrings are final sale and may not be returned or exchanged. 

    Style Number/Barcode: 07001-1647

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cool Sophistication High Rise Cargo Trouser Pants

    Check cool sophistication off your to-do list! These cargo trouser pants are perfect for dressing up your look. They feature a flattering high-rise waist with pleat detailing, hidden side pockets, a hip-hugging fit, lower-side flap pockets, and a slim straight-leg silhouette. Complete the look in a statement corset top for cocktail hour!

    Fit & Features

    • High-rise waist, pleat detailing
    • Hidden side pockets, belt loop accents
    • Hidden front zipper and hook-eye closure
    • Hip-hugging fit, lower side flap pockets
    • Slim straight-leg silhouette
    • Smooth woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-1320

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Girl Cutie Mock Neck Lace-Up Sweater Top

    For all the cozy girlies who want to be cute! This sleeveless sweater top is the best of both worlds. Featuring a halter mock neckline, a flirty open back with a lace-up design, and a curved cropped hem on super soft rib knit fabric. Complete the look in best-selling boyfriend jeans and heels for a dinner downtown!

    Fit & Features

    • Sleeveless halter mock neckline
    • Open back, lace-up design
    • Curved cropped hem
    • Super soft rib knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1724

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Preppy Princess Pinstripe Pleated Skort

    This new season, show off your preppy style in this pinstripe woven skort! It features a high-rise waist, a front pleated overlay with a hook and eye closure, a form-hugging fit, and a short hem. Complete the look in a basic tee for school or after-class hangs!

    Fit & Features

    • High-rise waist
    • Side zipper and hook-eye closure
    • Front pleated overlay, hook-eye closure
    • Form-hugging fit, short hem
    • Pinstripe pattern
    • Woven fabric, sewn-in lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0327

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Especially Cool High-Rise Belted Cargo Denim Jeans

    Your street style will look especially cool in these on-trend cargo denim jeans for your off-duty days! They feature a flattering high-rise belted waist with belt loop accents, five flap pockets, and a straight-leg silhouette on rigid denim fabric. Complete the look in a strapless corset for an afternoon lunch and movie!

    Fit & Features

    • High-rise waist, adjustable belt, buckle closure
    • Straight-leg silhouette
    • Five flap pockets, belt loop accents
    • Hidden front zipper and button closure
    • Rigid denim fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06602-0448

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale