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.

  • Cutest Pick Floral Mini Dress

    This adorable floral mini dress is the cutest pick for the summer season! It features a sleeveless square neckline, bungee spaghetti straps, ruched detailing down the side seams, a short, form-hugging fit, and an all-over daisy print. Style with a denim jacket and sneakers.

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Ruching down the side seams
    • Mini-length, form-fitting silhouette
    • Small daisy floral print
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4641

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Attention Please Cargo Cropped Jacket

    Capture everyone's attention in this trendy cargo cropped jacket perf for the new season! It features a collared neckline, short sleeves, a complete snap button-down front, dual chest pockets with adjustable straps, and a fitted cropped hem. Style with the matching mini skirt for a cool-girl vibe.

    Shop Matching Bottoms: Attention Please Cargo Mini Skirt

    Fit & Features

    • Collared neckline
    • Short sleeves
    • Snap button-down front
    • Dual chest pockets, strap details
    • Fitted cropped hem
    • Cargo twill fabric
    • Runs true to size

    Style Number/Barcode: 06204-1619

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Want It Shawl Knit Cardigan

    Keep it cozy in a perennially flattering layering piece like this mid-weight cardigan. Sweater features a cable knit construction, shawl collar, long sleeves, open front, front pockets, and rib trim at cuffs at hem. Sweater is made from a soft acrylic material and cut for a normal fit.

    Style Number/Barcode: 06005-0179

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Call of The Wild Paperbag Jumpsuit
    Answer the call in this fierce jumpsuit! It features a sleeveless bodice, a plunging halter neck, a cinching tie waist belt with loops and a wide leg pant with a flared hem. Jumpsuit is composed of a lightweight woven fabric that offers a relaxed fit with minimal stretch.

    Style Number/Barcode: 06402-0073

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Babe Scoop Top

    Here's looking at you babe! This basic top features a scoop neckline, fitted long sleeves and a subtle high low hem. Top is composed of a lined smooth knit fabric that offers a form hugging fit with a moderate stretch.

     

    Style Number/Barcode: 06001-1821

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fur Tiger Bucket Hat
    Have a little fun with something unique this season! Bucket hat features a downward brim, and is composed of a faux fur material that is soft, funky, and cute.

    Style Number/Barcode: 07302-0112

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Chic Turtleneck Sweater

    Get that trendy chic vibe with this of the moment turtleneck sweater. It features long fitted sleeves paired with a cropped, form hugging fit. The sweater is composed of a ribbed knit fabric with plenty of stretch.

    Style Number/Barcode: 06005-0311

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy And Chill Knit Joggers
    Take your look from glam to cozy in these comfy joggers! They feature a mid rise fit, a smocked waist with drawstring detail, slant pockets and a straight leg fit with ribbed hem. Joggers are composed of a soft to the touch brushed knit fabric that offers a relaxed fit with a moderate stretch.

    Style Number/Barcode: 06502-0227

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Four Pack Dainty Heart Rings

    Showcase your love for styl with these adorable dainty heart rings!

    • Four pack
    • Varying heart shaped designs
    • Rhinestone embellishment

    Style Number/Barcode: 07004-0067

    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 Red Face Mask

    Stay safe in this red face mask that will still look good with your summer fits! The face mask features a breathable knit fabric, a contrasting black trim, and earloops for a customized comfortable fit. 

    Fit & Features 

    • Solid red 
    • Breathable knit material 
    • Contrasting black trim 
    • Earloops
    • Wash Before and After Use is Recommended
    • Not a Medical Grade Mask
    • Final Sale

    Style Number/Barcode: 07305-0118

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Eyelash Knit Biker Shorts

    Keep it casual in biker shorts that is oh so chic and cozy! The shorts feature a high rise fit, a mid-thigh length, and composed of an eyelash knit fabric. Complete your loungewear outfit with the matching crop top and chunky sneakers

    Shop Matching Crop Top: Eyelash Knit Crop Top

    Fit & Features

    • High rise waist
    • Mid-thigh length
    • Eyelash knit fabric
    • Moderate stretch 
    • Matching crop top sold separately 

    Style Number/Barcode: 06503-0170

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Hardrock Babe Graphic Short Dress

    You're with the band. Enter backstage in this edgy babe-status graphic short dress featuring a strapless bodice, lace-up bungee straps, flexible boning inserts, side denim panels with seam detail, and a front script that reads, "Make Some Noise/ Hardrock" and a form-fitting short hem. Complete the look in a ring set.

    Fit & Features

    • Strapless tube bodice
    • Lace-up bungee straps, flexible boning inserts
    • Side denim panels, seam detail
    • A font script reads, "Make Some Noise/ Hardrock"
    • Form-fitting, short-length hem
    • Minimal stretch
    • Fits true to size

    Style Number/Barcode: 06002-1222

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Big City Lapel Long Coat

    This faux wool coat takes you from downtown to the outskirts in big city style! It features long sleeves, a lapel collar neckline, slit pockets, and a longline hem. Complete the look with knee-high boots.

    Fit & Features

    • Long sleeves
    • Lapel collar neckline
    • Slit pockets
    • Longline hem
    • Soft faux wool fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06201-0269

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Flawless Halter Jumpsuit

    You'll look and feel flawless in this vacay-worthy halter jumpsuit featuring a sleeveless, ruched bodice with keyhole cutouts, a tie-neck closure, a partial open-back, and a wide-leg silhouette. Complete the look in wedges for a sunset dinner.

    Fit & Features

    • Sleeveless, halter neck, tie closure
    • Keyhole cutouts
    • Ruched bodice
    • Partial open-back design
    • Wide-leg silhouette
    • Stretchy knit fabric
    • Fits true to size

    Style Number/Barcode: 06502-1152

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Draw You In Marble Mesh Long Sleeve Top

    You'll draw them in with your stylish allure in this trendy marble mesh top! It features a V-neckline with center ruching and a drawstring detail, long fitted sleeves with flared hems, a center slit, and a fitted mid-length hem. The lightweight mesh fabric features an all-over marble print pattern. Pair with a mini skirt and clear mules.

    Fit & Features

    • V-neckline, center ruching, drawstring detail
    • Long fitted sleeves, flared hems
    • Center slit
    • Fitted mid-length hem
    • Marble print
    • Mesh fabric
    • Runs true to size

    Style Number/Barcode: 06001-4911

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Serious Chills Velour Zip-Up Hoodie Jacket

    Sit back and chill or go on a coffee run in this trendy velour crop jacket! It features long sleeves with elasticized cuffs, a hooded drawstring neckline, a zip-up front, two pockets for keeping your hands warm, and a cropped elasticized hem. The ultra-soft velour fabric has a moderate stretch. Complete the look with the matching joggers and your favorite sneakers!

    Shop Matching Bottoms: Serious Chills Velour Cargo Joggers

    Fit & Features

    • Long sleeves, elasticized cuffs
    • Hooded drawstring neckline
    • Two pockets
    • Zip-up front closure
    • Cropped elasticized hem
    • Soft velour fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06204-1401

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Strut In Confidence Strappy Stiletto Heels

    Strut in confidence slaying your day in these faux leather stiletto heels! They feature a sleek open square toe, thin toe straps, and an asymmetrical foot strap that goes around the adjustable ankle strap with buckle closure. Complete the look with a mini handbag for day or night plans!

    Fit & Features

    • Open square toe
    • Thin toe straps
    • Asymmetrical foot strap
    • Adjustable ankle strap, buckle closure
    • Short stiletto heel
    • Patent faux leather material, faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4502

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Miss Independent Over-The-Knee Boots

    Are you ready to become Miss Independent? These over-the-knee boots feature an almond toe and thin block heel, an inner zipper closure, and over-the-knee shaft length, you'll not only look stunningly fashionable, but powerfully confident. Complete the look in a chic sweater mini dress for the perfect autumn outfit!

    Fit & Features

    • Almond toe
    • Inner zipper closure
    • Thin block heel
    • Over-the-knee shaft length
    • Runs true to size

    Style Number/Barcode: 07402-0967

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • She Dazzles Long Sleeve Rhinestone Knit Sweater

    Strike up a dazzling shine in this cozy knit sweater perfect for dressing up your everyday style! The pullover sweater top features long sleeves, a crew neckline, a relaxed silhouette, and rhinestone embellishments along the front on soft rib knit fabric. Complete the look in a sleek mini skirt and boots for a date downtown!

    Fit & Features

    • Long sleeves
    • Crew neckline
    • Relaxed silhouette
    • Front rhinestone embellishments
    • Soft and stretchy
    • Rib knit sweater fabric
    • Runs true to size

    Style Number/Barcode: 06005-1762

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fashion Boot Camp Denim Bomber Jacket

    Step up as a stylish cadet in this denim bomber jacket! The jacket features a high neckline, long sleeves with elasticized cuffs, front zipper closure, dual flap pockets with snap button closures, and an elasticized cinch crop hem. Complete the look with the matching bottoms for casual hangs or school! 

    Shop Matching Bottoms: Fashion Boot Camp Denim Cargo Joggers

    Fit & Features

    • Long sleeves, elasticized cuffs
    • High neckline
    • Front zipper closure
    • Dual flap pockets with snap buttons
    • Elasticised cinch crop hem
    • Denim woven fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06204-1622

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On Repeat Flat Over-The-Knee Boots

    These must-have flat over-the-knee boots will be styled on repeat all season long. They feature a fitted over-the-knee design, an inner zipper closure that runs down the length of the boot, an almond-shaped toe, and a flat sole with a short block heel. The boots have a trendy design of sleek faux leather at the front with smooth spandex at the back. Pair with a sweater dress for such a chic winter look.

    Fit & Features

    • Fitted over-the-knee design
    • Complete inner zipper closure
    • Almond toe
    • Flat sole, short block heel
    • Half faux leather material
    • Half lycra material
    • Runs true to size

    Style Number/Barcode: 07402-0980

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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
  • The Everyday Denim Mini Skirt

    This skirt is all you need to create an effortlessly chic look! It features a high rise waist, a single button with zipper closure, a five pocket design and a raw edge hem with two side slits. Skirt is composed of a denim fabric that offers a relaxed fit with a moderate stretch.

    Style Number/Barcode: 06601-0005

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Snake Print A-Line Mini Dress
    Get on the animal print trend without being too flashy in this snake print A-line mini dress. It features a sleeveless bodice, spaghetti straps that lead to a halter back, a V neckline, and a short, flowy fit. The dress is composed of a chiffon fabric with a woven lining and has no stretch.

    Style Number/Barcode: 05101-0383

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance