2026 Fall Outfit Trends
From sweater dresses to pleated mini skirts with tights, these fall outfit ideas are made to mix, match, and layer on repeat. Try a sweeping maxi skirt with a belted jacket for a modern boho look, or layer a tie-front cardigan over your go-to mini with hosiery and boots for a polished finish. Add a statement sweater or bomber jacket to pull any look together. Rich tones like brown, burgundy, tan, and black keep every outfit sleek and autumn-ready.
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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.
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Such An Essential V-Neck Top
The everday essential you need to start off your cute 'fit. This top features a V neckline, long fitted sleeves, and a mid-length, form hugging fit. Garment is composed of a double layered knit fabric with plenty of stretch.Style Number/Barcode: 06001-2160
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid For Always And Forever Blanket Scarf
Plaid is one of those patterns that we will never get tired of and also pairs well with everything! This over-sized blanket scarf is designed with open ends that fray detailing. Composed of a tight knit woven material that offers no stretch but lots of warmth!Style Number/Barcode: 07305-0053
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Stunning Sweetheart Ruched Mini Skirt
Hey there sweetheart! Show off your stunning fashion sense in this trendy ruched mini skirt!
Fit & Features
- High rise elastic banded waist
- Ruched sides | Drawstrings at hem
- Short, curve hugging fit
- Coated knit fabric | Moderate stretch
Style Number/Barcode: 06501-0216
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Preppy Posh Strapless A-Line Pleated Mini Dress
Look fabulously mod with this strapless mini dress! Made from smooth woven fabric, discover a next-level fashionista vibe in this dress featuring an A-line silhouette, belt loop accents along the waist, and a pleated mini-length hem for added flair. Complete the look in a blazer for weekend plans!
Fit & Features
- Strapless neckline
- A-line silhouette
- Belt loop accents along the waist
- Pleated mini-length hem
- Smooth woven fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 05102-5444
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Pretty In Plaid Sleeveless Knit Mini Dress
Look and feel pretty in this plaid mini dress, which boasts a flirty V-neckline and bodycon silhouette that shows your curves! Pair with a leather jacket and flats.
Fit & Features
- Woven knit fabrication
- Sleeveless v-neckline
- Spaghetti straps
- Plaid print
- Side slit
- Mini length hem
- Runs true to size
Style Number/Barcode: 05102-5930
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Night Moves Cowl Neck Dress
Show off your moves in this slinky, sultry midi!
Fits & Features
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Spaghetti Straps With Cross Back Design
- Flattering Cowl Neckline
- Slim, Midi Length Skirt
- Slip-On Design
- Smooth Jersey Knit Fabric
- Plenty Of Stretch
- Zipper Not Included
Burgundy: Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Hunter: Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05103-0449
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Spaghetti Straps With Cross Back Design
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Perfectly Plaid Button Up Top
Get a perfectly plaid look in this staple button up! The top features a collar, long sleeves with buttons to cuff, a complete button down front, and a mid-length, relaxed fit. The top is composed of a lightweight woven fabric with no stretch.
"Model is 5’9” with a 32” bust, 24.5 waist, and 35” hips. She is wearing a size small."
Style Number/Barcode: 06003-0052
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Lace Up Sweetheart Neck Denim Mini Dress
Lace-up in classic denim to impress. This denim dress is designed with a sweetheart neckline, a corset-like bodice complemented with lace-up straps for a customized fit, and adjustable spaghetti straps. The curve-hugging mini length dress is composed of breathable medium-wash denim fabric. Pair this head-turning dress with statement earrings and bold heels to dress up this look.
Fit & Features
- Sweetheart neckline
- Corset-like seams at bodice
- Lace-up ties at center of the bodice
- Adjustable spaghetti straps
- Mini length silhouette
- Denim fabric
Style Number/Barcode: 05102-0565
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Viper Vixen Snake Print Mini Dress
You'll be a total stylish vixen in this trendy snake print mini dress! It features a flattering square neckline and a curve-hugging fit. Keep it chic with some dazzling duster earrings and heels for a night out.
Fit & Features
- Spaghetti straps
- Square neck and back
- Short, form-hugging fit
- All over snake print
- Knit fabric
Style Number/Barcode: 05102-0837
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $25.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Tie Dye Frenzy Brushed Knit Mini Dress
Make a splash in a tie-dye dress that brings the style to your next outing! The mini dress features a round neckline, a slash accent on the left side of the bodice, and a tie-dye print. Style this fun print with chunky sneakers and sleek hoops.
Fit & Features
- Round neckline
- Slashed detail on the left side of the bodice
- Short sleeves
- Tie-dye print
- Mini length silhouette
- Form hugging fit
Style Number/Barcode: 06002-0581
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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The One Basic One Shoulder Ribbed Mini Dress
This ribbed dress is the one that you can't live without! Dress up this beauty with duster earrings and mules for a glam night out outfit. The dress features a one-shoulder neckline, a ruched mini length silhouette, and composed of a ribbed knit fabric.
Fit & Features
- Sleeveless bodice
- One-shoulder neckline
- Ruched body
- Mini length silhouette
- Ribbed knit fabric
- Form hugging fit
Style Number/Barcode: 05102-0997
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $25.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chic Vibes Only Faux Leather Bodycon Dress
Channel chic vibes with a bodycon that showcases curves in all the right places! The dress features a strapless square neckline, a bodycon fit throughout, and a mini-length silhouette. The dress is composed of a faux leather fabric that offers a form-hugging fit with a moderate stretch. Complete look with stilettos and a clutch.
Fit & Features
- Strapless square neckline
- Bodycon fit
- Mini-length silhouette
- Faux leather fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-4252
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Perfectly Distressed Oversized Denim Jacket
This trendy denim jacket is perfectly distressed for that cute and casual vibe! It features a collared neckline, long sleeves, a button-down front, buttoned chest pockets, destructed details, and an oversized fit. Layer this jacket over a mini dress and complete the look with your fave mules.
Fit & Features
- Collared neckline
- Long sleeves, single-button details
- Button-down front
- Buttoned chest pockets, side pockets at the waist
- Distressed detailing
- Light wash denim fabric, no stretch
- Oversized fit
Style Number/Barcode: 06203-0453
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Deets Knit Mini Dress
You'll love the trendy deets of this ribbed knit mini dress! It features a crew neckline, short sleeves, a cute side cutout with ruching and an adjustable drawstring, and a short, form-hugging fit. Style with clear mules.
Fit & Features
- Crew neckline
- Short fitted sleeves
- Side cutout, ruching, adjustable drawstring
- Mini-length, form-fitting silhouette
- Ribbed knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4544
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Major Coated Color Block Dress
Create a majorly posh moment in a mini dress that makes a stunning impression! The dress features a sleeveless scoop neckline with spaghetti straps, a fab color block pattern with neutral hues, and a short-length hem. The dress is composed of a faux leather fabric that offers a form-hugging fit with a moderate stretch. Complete look with clear mules and gold earrings.
Fit & Features
- Sleeveless scoop neckline
- Spaghetti straps
- Color block pattern
- Short length hem
- Lined faux leather fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-4580
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Casual Slay Cropped Oversized Faux Leather Bomber Jacket
Slay casual cool vibes in a faux leather bomber that features a crew neckline, zipper front closure, side pockets, long sleeves, and a cropped oversized fit. Complete with a cargo skirt and lug boots for an edgy feel.
Fit & Features
- Faux leather fabrication, sewn-in woven lining
- Crew neckline
- Long sleeves
- Zipper front closure, side pockets
- Cropped hem
- Runs true to size
Style Number/Barcode: 06204-1696
Category Name: 2026 Fall Outfit Trends
Price: $24.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Taylor High Rise Distressed Skinny Jeans By Windsor Denim
Form-hugging and flawless, the Taylor jeans by Windsor denim are designed to hug your body like an hourglass! These high-rise jeans feature a skinny-leg silhouette, ankle crop hem, and lightly distressed accents with color fading for the perfect vintage aesthetic. Complete the look in a crop cardigan and heels.
Fit & Features
- High-rise waist
- Skinny-leg silhouette
- Light distressing, ankle crop hem
- Front button and hidden zipper closure
- Five-pocket styling, belt loop accents
- Black wash denim, color fading, minimal stretch
- Runs true to size
Style Number/Barcode: 06602-0365
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Endless Possibility Surplice Crop Blouse
This cropped blouse has endless styling possibilities with your favorite bottoms! It features peasant long sleeves with button cuffs, a lapel collar V-neckline, front flap pockets, a surplice bodice, and an elasticized crop hem on texture lightweight woven fabric. Complete the look in sleek high-rise pants for a casual meeting or dinner party!
Fit & Features
- Peasant long sleeves, button cuffs
- Lapel collar V-neckline
- Front flap pockets
- Surplice bodice
- Elasticized crop hem
- Texture lightweight woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06003-2271
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Platform Faux Leather Booties
Walk the walk in a pair of booties that shows 'em who is boss! These faux leather booties are designed with an almond toe, laces up the center with golden eyelets, and a zipper closure at the side. They have a tall heel and small platform with a lug sole that gives them an edgy vibe!Style Number/Barcode: 07403-0117
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Smocked Long Sleeve Floral Surplice Gauze Top
Wrap yourself in a smocked floral top. This naturally-inspired top features a gorge floral print, a plunging surplice neckline, long sleeves with elastic cuff, and a smocked bodice with a subtly ruffled hem. The top is composed of a lightweight gauze fabric that offers a relaxed fit with slight stretch. Complete your gorge look with high waist denim jeans and cork wedges.
Fit & Features
- Plunging surplice v-neckline
- Long sleeves with elastic cuff
- Floral print
- Smocked bodice with ruffled hem
- Lightweight gauze fabric
- Relaxed fit with a slight stretch
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small
Style Number/Barcode: 06003-0597
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Major Boss Babe Belted Trench
Get those major boss babe vibes going in this chic belted trench!
Fit & Features
- Lapel collar
- Three quarter length sleeves | Double D ring accents to cuff
- Elastic banded waist with tie front
- Buttoned waist
- Overall fitted look
- Woven fabric | Minimal stretch
Style Number/Barcode: 06204-0491
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Basic Babe Crossover Cropped Tee
Keep it basic in a tee that is equal parts style and comfort. The tee features a crew neckline, short sleeves, and a crossover accent at the bodice. Complete your day out outfit with high waist jeans and sunnies.
Fit & Features
- Crew neckline
- Short sleeves
- Crossover design at the center of the bodice
- Cropped hem
- Cotton knit fabric
- Relaxed fit
- Moderate stretch
Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06002-0372
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Always Chic Long Line Blazer
Make sure you always have a chic look in this classic long line blazer! Featuring three quarter length sleeves and an open front with a tapered fit, this blazer would be perfect layered over a curve-hugging midi dress. Add on some clear heels for a gorgeous look for the office.
Fit & Features
- Lapel collar
- Three quarter length sleeves
- Open front
- Slanted pockets
- Polyester woven fabric
Style Number/Barcode: 06204-0681
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Get On-Trend Long Sleeve Romper
Make sure you are the trendiest member of your squad in this must-have romper! It features long fitted sleeves and an overall curve-hugging silhouette. Add on some chunky sneakers and chic shades for a comfy look you can wear lounging and out and about.
Fit & Features
- Scoop neckline
- Long fitted sleeves
- Form-hugging fit
- Shorts hit mid-thigh
- Knit fabric
Style Number/Barcode: 06503-0181
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale