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.

  • Floral Flair Woven Midi Dress

    You'll have that total floral flair in this stunning woven midi dress! Featuring a V neckline and a flowy mid-length silhouette, this dress would be perfect for a fall date night. Pair with some clear heels and accessorize with gold hoops to let the dress make the statement.

    Fit & Features

    • Adjustable spaghetti straps
    • V neckline
    • Back zipper closure
    • Flowy mid-length fit
    • Ditsy floral print
    • Woven fabric


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

    Style Number/Barcode: 05102-0915

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Love The Look Lace-Up Mini Skirt

    You'll fall in love with the trendy lace-up detail of this mini skirt! It features a high-rise waist, a back zipper closure, a front lattice lace-up design, and a short, form-hugging silhouette. Style this skirt with a cute crop top and mules.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Front lattice lace-up design
    • Mini-length, form-fitting silhouette
    • Woven fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06401-0328

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Night-Out Ready Ruched Mini Skirt

    You'll be ready for a night-out in this sleek and stunning ruched mini skirt. It features a high-rise waist, a faux wrap design, and a short, curve-hugging silhouette. The skirt is composed of a smooth faux leather fabric. Complete the look with a chic corset top and heels.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Faux wrap design
    • Side ruched detailing
    • Mini-length, form-fitting silhouette
    • Faux leather fabric
    • Runs true to size

    Style Number/Barcode: 06401-0382

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Day To Night Ruched Mini Dress

    This trendy ruched mini dress is perfect for transitioning from day to night! It features a sleeveless cowl neckline, spaghetti straps, ruching down the side seams, adjustable drawstrings at the hem, and a short, curve-hugging silhouette. Style with a duster and mules for the day, and a faux leather jacket and stilettos for the night.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Ruching down the side seams
    • Adjustable drawstrings at the hem
    • Mini-length hem, bodycon silhouette
    • Smooth knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-4519

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Endless Chic Faux Leather Crossbody

    Bring those endlessly chic vibes with a crossbody that elevates your sophisticated outfits. The crossbody features a rectangular-shaped body, a fold-over closure with turn-lock closure, a chunky chain-link accent, a top handle, and a removable shoulder strap. The crossbody is composed of a faux leather material. Complete look with a bodysuit and tie-waist pants. 

    Fit & Features

    • Rectangular-shaped body
    • Fold-over closure
    • Turn-lock closure
    • Chunky chain link accent
    • Top handle
    • Removable shoulder strap
    • Faux leather material

    Style Number/Barcode: 07203-0919

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic In Satin Belted Trench

    Layer on the chic vibes with this sleek satin trench! It features a wide lapel collar, long sleeves, a draped open front with a tie-front belt to cinch the waist, and a mid-length, flowy silhouette. Style with clear heels.

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Draped open front
    • Tie-front belt, front pockets
    • Mid-length hem, relaxed fit
    • Non-stretch satin woven fabric
    • Runs true to size

      Style Number/Barcode: 06204-1317

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Chic Details Pearl PU Mini Skirt

      Show a classy yet sultry style in this faux leather mini skirt featuring a high-rise waist, front button and hidden zipper closure, four-pocket styling, belt loop accents, and faux pearl insets along the front. Complete the look in a mesh crop top for a ladies' night.

      Fit & Features

      • High-rise waist
      • Front button and hidden zipper closure
      • Four-pocket styling, belt loop accents
      • Faux pearl insets along the front
      • Form-hugging, mini-length hem
      • Faux leather lined fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 06501-0745

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Sweet Secret Satin Kimono Sleeve Top

      Want to know a secret? This sweet satin top can be worn multiple ways so you stun in every room you walk into! It features long kimono sleeves, a surplice v-neckline, and a customizable tie that can be styled in the front or back. Complete the look in faux leather pants.

      Fit & Features

      • Long kimono sleeves
      • Surplice v-neckline
      • Customizable tie design
      • Cropped hem
      • Shiny satin fabric
      • Fits true to size

      Style Number/Barcode: 06204-1518

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Fall Ritual Poplin Shirt Dress

      Your new fall favorite for wearing all season! This poplin shirt dress features long sleeves with buttoned cuffs, a collared neckline, front button-down closures, a fitted waist, a lower open-back design with lace-up, and a pleated, short skater silhouette. Complete the look in chic Panama hat and booties. 

      Fit & Features

      • Long sleeves with buttoned cuffs
      • Collared neckline
      • Front button-down closures
      • Fitted waist, lower open-back, lace-up
      • Pleated, short skater silhouette
      • Non-stretch poplin fabric
      • Fits true to size

      Style Number/Barcode: 05101-1771

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Carpe Denim Platform Block Heels

      Seize the day in these majorly trendy denim platform heels! They feature an almond toe, crisscross straps, a chunky platform sole and block heel, and an adjustable ankle strap with buckle closure. Complete the look with a chic mini handbag for a party.

      Fit & Features

      • Almond toe
      • Crisscross straps
      • Chunky platform sole and block heel
      • Adjustable ankle strap, buckle closure
      • Denim material
      • Runs true to size

      Style Number/Barcode: 07401-4516

      Category Name: 2026 Fall Outfit Trends

      Price: $12.96 $30.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Must Be Fate Mesh Celestial Newsprint Bodysuit

      It must be written in the stars that this mesh bodysuit has caught your eye! It features fitted long sleeves, a crew neck, a form-hugging fit, thong bottom with snap-button closures. The bodysuit is composed of a celestial newsprint on sheer and stretchy mesh fabric. Complete the look in high-rise shorts for a casual evening out!

      Fit & Features

      • Fitted long sleeves
      • Crew neck
      • Form-hugging fit
      • Thong bottom, snap-button closures
      • Celestial newsprint
      • Sheer mesh fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 06002-1685

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $22.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Iconic Vibes Pinstripe Trouser Shorts

      Create an iconic look and have a major it-girl moment in these pinstripe trouser shorts! They feature a high-rise waist, a front button and hidden zipper closure, dual front pockets, and a relaxed fit. The woven fabric features a pinstripe pattern for a chic flair. Complete your look with the matching vest or blazer for weeknight happy hours!

      Shop Matching Tops: Iconic Vibes Pinstripe Cropped VestIconic Vibes Pinstripe Blazer

      Fit & Features

      • High-rise waist
      • Front button and hidden zipper closure
      • Dual front pockets
      • Relaxed fit
      • Pinstripe pattern
      • Woven fabric, lining, no stretch
      • Runs true to size

      Style Number/Barcode: 06403-0346

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Amp Up The Coziness Mock Neck Cropped Sweater

      Amp up the coziness of your winter wardrobe with this adorable cropped sweater. It features a ribbed mock neckline, long wide dolman-style sleeves with ribbed hems, a ribbed cropped hem, a lower back cutout with a cute tie-back design, and a comfy relaxed fit. The knit fabric features an all-over honeycomb stitched pattern and offers plenty of stretch. Style this sweater with straight-leg jeans and ankle booties.

      Fit & Features

      • Ribbed mock neckline
      • Long dolman sleeves, ribbed hems
      • Ribbed cropped hem
      • Lower back cutout, tie-back design
      • Relaxed fit
      • Knit fabric, honeycomb stitched pattern, plenty of stretch
      • Runs true to size

      Style Number/Barcode: 06005-1789

      Category Name: 2026 Fall Outfit Trends

      Price: $15.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Best Basics Ribbed V Tank
      A layer akin to a second skin, this ribbed tank will become your new go-to. Top has a close-to-body cut, hits below the waist, and features spaghetti straps and a V neck. Tank is made from a super-soft rayon knit with a fair amount of stretch.

      Style Number/Barcode: 06002-0214

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $12.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Denim With An Edge Jacket
      Give your look an edge with this must have jacket! It features a flat collar, a multi-button front with matte buttons, long sleeves with a single button cuff, two chest pockets, and a raw edge hem. The back features an elastic back waist band to provide a comfortable fit. Jacket is composed of a denim fabric that offers a relaxed fit with a slight stretch.

      Style Number/Barcode: 06203-0024

      Category Name: 2026 Fall Outfit Trends

      Price: $12.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Sunrise Cute Straw Dual Buckle Belt

      Create the perfect cute look for a sunrise breakfast with this straw belt featuring dual buckle closure and a wide silhouette. Complete the look in a woven maxi dress and sandals.

      Fit & Features

      • Dual buckle closures
      • Wide silhouette
      • Straw exterior, faux leather lining

      Style Number/Barcode: 07301-0497

      Category Name: 2026 Fall Outfit Trends

      Price: $5.97 $17.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Bella Super High Rise Skinny Ankle Jeans

      Oasis By Eunina

      Meet your new favorite new jeans, the Bella!. These ultra-high rise jeans feature an exposed button fly with keyhole accents, belt loops and a 5-pocket styling. Crafted with light destruction throughout, these faded denim jeans have raw cut leg openings.

      Style Number/Barcode: 06602-0005

      Category Name: 2026 Fall Outfit Trends

      Price: $16.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Take A Bow Boater Hat
      Complete your ensemble with chic boater hat! This must have boater is designed with a straight brim and a structured cap, and a faux leather band to create a bow. Hat is composed of a faux wool-like material.

      Style Number/Barcode: 07302-0037

      Category Name: 2026 Fall Outfit Trends

      Price: $15.90

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Come At Me Combat Boots
      No ones going to come at you with these kick A** combat boots! Designed with an ankle fit, a round toe, and a lug sole with a short heel. They have laces up the center and a traditional loop at the back so that they are easy to take off and on! Composed of a shiny pu faux leather.

      Style Number/Barcode: 07403-0074

      Category Name: 2026 Fall Outfit Trends

      Price: $16.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • On The Spot Leopard Print Poncho

      Not to put you on the spot but we are diggin your style doll! Top it all off with a warm fringe leopard print poncho!

      Fit & Features

      • Open front
      • Fringe edges
      • Leopard print pattern
      • Over-sized Fit 

      Style Number/Barcode: 06204-0163

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $22.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • It's Not You Long Sleeve Crop Top

      Let them down easy with the classic  "It's not you" its me line. Pair this cute graphic cropped top with your fav high waist pants and some combat boots, or dress up with a faux leather skirt and your fav booties!

      Fit & Features

      • Crew neckline
      • Long sleeves
      • Ribbed cotton like material
      • "It's Not You" with a rose graphic
      • Moderate stretch

      Style Number/Barcode: 06002-0353

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $19.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Honey Knot Front Tee

      Honey, show off how gorg you are in this adorable graphic tee! Pair with a black denim mini skirt and some combat boots to edge it up.

      Fit & Features

      • Crew neckline
      • Short sleeves
      • Knot front detail
      • Cropped
      • Center script reading "Honey"
      • Cotton fabric | Moderate stretch

      Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small.

      Style Number/Barcode: 06002-0418

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $16.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Good Vibes Cropped Denim Puff Sleeve Top

      Channel good vibes in a cute crop top that showcases your on-point style this season. The crop top features a plunging sweetheart neckline, short puff sleeves, a zip-up front, and a light wash denim. Complete outfit with high waist shorts and sleek hoops for your next outing with the squad. 

      Fit & Features

      • Sweetheart neckline
      • Short puff sleeves
      • Zippered front 
      • Corset-like seams at the bust
      • Cropped hem
      • Light-medium wash denim fabric 

       

      Model is 5'8" with a 32" bust, 24" waist and 34" hips. She is wearing a size small. 

      Style Number/Barcode: 06003-1022

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Rhinestone V Collar and Drop Earring Set

      Reflect glamour in a necklace set that brings the luxe to your formal evening outfits. This set features a V-shaped collar necklace with fringe detail and matching earrings with a drop design. Complete this dazzling rhinestone set with a sleek clutch and rhinestone heels

      Fit & Features

      • V-shaped collar
      • Fringe detail
      • Matching earrings
      • Drop design 
      • Rhinestones

       

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

      Style Number/Barcode: 07002-0410

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $14.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale