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.

  • Chill Out Smocked Joggers

    Chill out in joggers that are perf to dress down in but still look cute! The joggers feature a high-rise smocked waist, a drawstring, hidden side pockets, and a straight leg with a smocked tapered leg. Complete look with a ribbed bodysuit and sandals.

    Fit & Features

    • High-rise smocked waist
    • Drawstring
    • Hidden side pockets, back pockets
    • Straight leg, smocked tapered leg
    • Woven fabric 
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06302-0643

    Category Name: 2026 Fall Outfit Trends

    Price: $29.90

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Liliana Ruched Knit Formal Dress

    Special Occasion

    Make bold style moves in the Liliana long knit formal dress! She features a sleeveless cowl neckline, spaghetti straps that lead to a cross-back, lace-up design, a high waist seam, ruched side seams, and a curve-hugging, floor-length hem with an asymmetrical high side slit. The long dress is composed of a smooth stretchy knit fabric for comfortable wear. Complete the look with sleek stilettos.

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Open back, cross-back straps, lace-up strappy design
    • High waist seam, ruched side seams
    • Fitted floor-length hem, asymmetrical side slit
    • Stretchy knit fabric
    • Form-hugging fit, moderate stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-7133

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfectly Prepped Plaid Long Blazer

    Once autumn weather rolls around you'll be perfectly prepped in this plaid longline blazer featuring long sleeves, a lapel collar neckline, double-breasted button closures, and faux front pockets. Complete the look in trendy lug boots.

    Fit & Features

    • Long sleeves
    • Lapel collar neckline
    • Double-breasted button closures
    • Faux front pockets
    • Longline hem
    • Plaid pattern, smooth knit fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06204-1342

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Better In Two Tone Crop Cardigan

    Your outfit is always better with this two-tone crop cardigan! It features long fitted sleeves, a V-neckline, and front button-down closures, and is composed of ribbed knit fabric. Complete the look in currently trending flare jeans.

    Fit & Features

    • Long fitted sleeves
    • V-neckline
    • Front button-down closures
    • Cropped hem
    • Two-tone pattern
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1321

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • It-Girl Status Midi Dress

    Showcase major it-girl status in this chic lace-up midi dress. It features a sleeveless scoop neckline, tank shoulder straps, an open back with a cross-back lace-up strappy design, a midi-length hem, and a curve-hugging silhouette. Style with clear mules.

    Fit & Features

    • Sleeveless scoop neckline
    • Tank shoulder straps
    • Open back, cross-back lace-up strappy design, tie closure
    • Midi-length hem
    • Form-fitting, bodycon silhouette
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4489

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Object Of Style Checkered Vest

    The object of style is to create all sorts of eye-catching fits with this checkered vest! It features a sleeveless V-neckline and a fitted crop hem on sweater-knit fabric. Complete the look in casual high-rise pants for a cute preppy style.

    Fit & Features

    • Sleeveless V-neckline
    • Checkered pattern
    • Fitted crop hem
    • Sweater-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1311

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • True Rock N Roll Graphic Tee

    Unleash your inner rock babe! This trendy graphic tee features cap sleeves, a crew neck, and a front graphic with a script that reads, "Rock N Roll, Stay True" on a cropped hem. Complete the look in a sleek faux leather skirt for an edgy vibe. 

    Fit & Features

    • Cap sleeves
    • Crew neck
    • Front graphic design
    • Script reads, "Rock N Roll, Stay True"
    • Cropped hem
    • Jersey knit fabric

    Style Number/Barcode: 06002-1205

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Perfection Sleeveless Midi Dress

    Showcase effortless perfection in this simple yet chic midi dress. It features a sleeveless scoop neckline, spaghetti straps, an open-back design, a midi-length, curve-hugging silhouette, and a high side slit. Style this dress with heeled mules.

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Open-back design
    • Midi-length, form-fitting, bodycon silhouette
    • Side slit
    • Lined ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4485

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Spiral Rhinestone Stiletto Heels

    Catch all eyes on you in these stiletto heels that bring major glam! The high heels feature an almond toe, a thin toe strap, and a spiral ankle design with rhinestone embellishments. Complete the look with a chic clutch and jewelry.

    Fit & Features

    • Almond toe, stiletto heel
    • Thin toe strap
    • Spiral ankle design
    • Rhinestone embellishments
    • Luxe fit cushioned insole
    • Pink heels are faux leather
    • Black heels are faux nubuck
    • Runs true to size

    Style Number/Barcode: 07401-3948

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elegant Affair Necklace And Earrings Set

    Step up the glamour for your elegant affair with this luxe jewelry set. It features a V-shaped collar necklace with mini rhinestone embellishments leading to a bold center teardrop-shaped gemstone. The set also includes matching cascading duster earrings. Complete the look with a floor-sweeping dress and strappy heels.

    Fit & Features

    • Necklace and earrings set
    • V-shaped collar necklace, adjustable chain, lobster clasp closure
    • Matching duster earrings, post-back closures
    • Mini rhinestone embellishments, teardrop-shaped gemstones

     

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

    Style Number/Barcode: 07002-1195

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Major Chic Faux Leather Leggings

    Create a major chic moment with leggings that showcase a sleek vibe! The leggings feature a high-rise waist, a skinny leg fit, and dual slits at the ankle. The leggings are composed of a lined faux leather fabric that offers a form-hugging fit with a moderate stretch. Complete look with a bustier and mules.

    Fit & Features

    • High-rise waist
    • Skinny leg fit
    • Dual slits at the ankle 
    • Lined faux leather fabric
    • Form-hugging fit, moderate stretch 
    • Runs true to size  

    Style Number/Barcode: 06402-0451

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fall Fave Corduroy Mini Skirt

    Your new fave essential this fall will surely be this corduroy mini skirt! It features a high-rise waist, back zipper closure, and button front accents along the curve-hugging silhouette. Complete the look in the matching jacket and booties for latte runs! 

    Shop Matching Jacket: Fall Fave Corduroy Crop Jacket

    Fit & Features

    • High-rise waist
    • Back zipper, hook and eye closure
    • Faux button front accents
    • Curve-hugging silhouette
    • Mini-length hem
    • Corduroy woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06301-0118

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fall Fave Corduroy Crop Jacket

    Your new fave essential this fall will surely be this corduroy jacket! It features long sleeves, a collared neckline, a button-down front, and a cropped hem. Complete the look in the matching skirt and booties for latte runs!

    Shop Matching Skirt: Fall Fave Corduroy Mini Skirt

    Fit & Features

    • Long sleeves
    • Collared neckline
    • Button-down front
    • Cropped hem
    • Corduroy woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1331

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alluring Accents Bodycon Mini Dress

    You'll love the alluring accents of this trendy-chic bodycon mini dress. It features a sleeveless square neckline, spaghetti straps, a revealing side cutout at the waist, ruching down one side with an adjustable drawstring, and a short, curve-hugging fit. The smooth knit fabric features an all-over snake print pattern. Style this dress with clear heels.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Side cutout at the waist
    • Ruching down one side, adjustable drawstring
    • Bodycon silhouette, mini hem
    • Snake print, lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4473

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Rise Ruched Faux Leather Leggings

    Keep it edgy and stylish with leggings that bring the drama. The leggings feature an elastic high-rise waist, ruching on each pant leg, and a skinny leg fit with a tapered hem. The leggings are composed of a faux leather fabric that offers a form-hugging fit with a moderate stretch. Complete look with combat boots. 

    Fit & Features

    • Elastic high-rise waist
    • Side ruching 
    • Skinny leg fit
    • Tapered hem 
    • Faux leather fabric, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06502-0855

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Places To Be Distressed Denim Trucker Jacket

    You've got places to be and people to see you in this stylish denim trucker jacket! It features long sleeves with button cuffs, a collar neckline, a button-down front, flap pockets, and a relaxed silhouette with trendy distressing. Layer over a cute graphic top and shorts for a casual hang with friends!

    Fit & Features

    • Long sleeves, button cuffs
    • Collar neckline
    • Button-down front
    • Flap pockets
    • Relaxed silhouette
    • Distressed accents, medium wash denim
    • Runs true to size

    Style Number/Barcode: 06203-0442

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Palisades Ruched V-Neck Midi Dress

    Let the sun kiss your shoulders in this flowy midi dress! It features a sleeveless ruched v-neck and spaghetti straps that lead to the sultry open-back with a lace-up closure. Complete the look in trendy sandals.

    Fit & Features

    • Sleeveless, ruched v-neck, spaghetti straps
    • Flowy midi-length silhouette
    • Open-back, lace-up closure
    • Gauze woven fabric
    • Inner lining
    • Fits true to size

    Style Number/Barcode: 05102-4456

    Category Name: 2026 Fall Outfit Trends

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Break The Record Corduroy Flare Pants

    Break the record for the most stylish fashion queen in these corduroy flare pants! They feature a flattering, high-rise waist with a lattice back design, side zipper closure, a form-fitting hip, and a flared hem. Complete the look in a flirty floral top.

    Fit & Features

    • High-rise waist with lattice back design
    • Side zipper closure
    • Form-fitting hip
    • Flared hem
    • Corduroy woven fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06302-0635

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mystic Swirls Square Neck Mini Dress

    Create a sultry-mystic vibe for the night in this square neck dress featuring sleek spaghetti straps and a bodycon silhouette with backside ruching that accentuates every curve on the mesh-lined fabric. Complete the look in lucite mules. 

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Bodycon silhouette
    • Mini-length hem
    • Ruched back detailing
    • Marble swirl pattern
    • Mesh-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4453

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On Trend Marble Ruched Short Dress

    Stay on trend with a short dress that creates a head-turning moment! The dress features a fab marble print, a sleeveless square neckline, spaghetti straps, ruching, and a short-length hem. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with wedges and a cropped denim jacket. 

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Marble print
    • Ruching down the sides
    • Mini-length hem 
    • Lined smooth knit fabric, form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4455

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • West Side Geo Trim Boater Hat

    Kick your style up a notch in this western-inspired boater hat. It features a unique geo trim, a wide brim, and faux wool material. Complete the look in a crop top and boyfriend jeans. 

    Fit & Features

    • Geo trim
    • Wide brim
    • Classic boater style
    • Faux wool material

    Style Number/Barcode: 07302-0514

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Double Duty Cropped Tank

    Elevate your outfits with this sleek and smooth crop tank top, perfect for dressy or casual ensembles. The flattering square neck tank top is made of soft knit fabric that hugs and sculpts your curves flawlessly. The wide shoulder straps are designed to discreetly hide your bra, while the double-lined bodice creates a seamlessly smooth look. Elevate any denim 'fit or complement any dressy ensemble for a perfectly polished look.

    Fit & Features

    • Sleeveless scoop neckline
    • Tank shoulder straps
    • Cropped hem
    • Double-lined knit fabric
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06002-1174

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • American Moto Slashed Crop Top

    Channel those edgy vibes in a crop top that will have you ready for festival season! The top features a crew neckline, short sleeves, an image of a motorcycle with wings, a graphic that reads: "American Motorcycle Legend", slashed detailing, and a cropped hem. Complete look with denim shorts and booties. 

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Image of a motorcycle with wings
    • Graphic: "American Motorcycle Legend"
    • Slashed detailing
    • Cotton knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06002-1180

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Slit Happens Faux Suede Midi Skirt

    This faux suede midi skirt happens to be very stylish for coffee runs and beyond! It features a high-rise waist, front slit accent, zipper closure, and a fitted midi hem. Complete the look with chic booties and a handbag.

    Fit & Features

    • High-rise waist, slit accent
    • Fitted, midi hem
    • Zipper closure
    • Faux suede fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06401-0425

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance