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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Adorably Sleek Faux Leather Pleated Mini Skort
Get ready to slay in the adorably sleek faux leather pleated mini skort. With a high-rise waist, zippered accents, and a pleated overlay, it's your go-to for edgy vibes.
Fit & Features
- Coated faux leather fabric
- High-rise waist, belt loops
- Front button closure
- Front zippered accents
- Drop waist
- Mini-length pleated overlay, fitted shorts
- Runs true to size
Style Number/Barcode: 06403-1071
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Bold Strut Faux Leather Under-The-Knee Boots
These sleek faux leather boots are designed with an under-the-knee height to style with your mini skirts and dresses! They feature a pointed toe, an asymmetric stitched design, an inner zipper closure, and a sturdy wide block heel.
Fit & Features
- Wide block heel
- Faux leather material
- Under-the-knee height
- Asymmetric stitched design
- Pointed toe
- Inner zipper closure
- Runs true to size
Style Number/Barcode: 07402-1067
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bold Allure Faux Leather Mini Skirt
Capture bold style with this faux leather slit mini skirt in a sleek bodycon silhouette. Pair with knee-high boots.
Fit & Features
- Faux leather fabrication
- Mid-rise fit
- High side slit
- Mini length hem
- Runs true to size
Style Number/Barcode: 06501-1080
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Major Flirt Drop Waist Smooth Knit Ruffled Mini Skirt
A flirtatious mini skirt boasting a tiered ruffled design and a bodycon silhouette perfect for styling with knee-high boots.
Fit & Features
- Smooth knit fabrication, plenty of stretch
- Drop waist
- Tiered ruffled design
- Mini-length hem
- Runs true to size
Style Number/Barcode: 06501-1079
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Social Babe Belted Drop Waist Skater Romper
The perfect strapless romper for styling on the go! The romper is designed with a fold-over collar trim for a preppy allure while the pleated skater skirt overlay gives it a flirty touch. Pair with loafers.
Fit & Features
- Woven fabric
- Strapless subtle sweetheart neckline with fold-over collar trim
- Button-down bodice
- Back zipper closure
- Belted drop waist
- Pleated skater skirt overlay, fitted shorts
- Runs true to size
Style Number/Barcode: 06403-1073
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Slay On Thigh-High Ribbed Knit Platform Boots
Fit & Features
- Block heel
- Thigh-high fit
- Closed-almond toe
- Ribbed knit material
- Platform sole
- Runs true to size
Style Number/Barcode: 07402-1066
Category Name: 2026 Fall Outfit Trends
Price: $36.90
Availability: Out of Stock
Product Badge:- Ships Free
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Seamlessly Chic High-Rise Bootcut Denim Jeans
Rock the seamlessly chic high-rise bootcut denim jeans with a fab fit and flared hem. Perfect for strutting your stuff with confidence and style.
Fit & Features
- Denim fabrication, moderate stretch
- High-rise waist with belt loops
- Single button with hidden zipper closure
- Vertical front seam accents on each leg
- Straight leg, flared bootcut hem
- Jeans in US 3 have an 11” front rise with a 32” inseam
- Runs true to size
Style Number/Barcode: 06602-0543
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Preppy Allure Pleated Faux Leather Mini Skirt
Keep it preppy and chic with a faux leather mini skirt that features a mid-rise waist and playful pleats. Complete outfit with statement cardigan and boots!
Fit & Features
- Faux leather fabrication
- Mid-rise waist
- Pleats
- Mini length hem
- Runs true to hem
Style Number/Barcode: 06401-0710
Category Name: 2026 Fall Outfit Trends
Price: $24.90
Availability: Out of Stock
Product Badge:- Ships Free
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Pleated Perfection Drop Waist Belted Skort
Channel a preppy vibe with a pleated skort that brings the flair! The skort features a belted drop waist and a mink skirt overlay with hidden shorts. Complete outfit with a cropped cardigan and boots!
Fit & Features
- Woven knit fabrication
- Drop waist
- Belted waist accent with loops
- Pleats
- Mini skirt overlay with hidden shorts
- Runs true to size
Style Number/Barcode: 06403-1068
Category Name: 2026 Fall Outfit Trends
Price: $29.90
Availability: Out of Stock
Product Badge:- Ships Free
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Elevated Style High-Rise Woven Bermuda Shorts
Elevate your everyday looks with these chic woven bermuda shorts featuring a high-rise waist, front and back pockets, classic pleating, and a mid-thigh length hem with a relaxed silhouette. Style with a cardigan or blazer!
Fit & Features
- Woven fabric
- High-rise waist, belt loops
- Dual front and back pockets
- Pleating
- Mid-thigh length hem
- Relaxed fit
- Shorts in size small has a 14" front rise with a 4.5" inseam
- Runs true to size
Style Number/Barcode: 06403-1070
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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Cuddly Cozy Eyelash Knit Sweater Bolero
Fit & Features
- Open eyelash knit fabric
- Long dolman sleeves
- Open front
- Ultra-cropped hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2133
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Adorably Sexy Satin Bow Sheer Stockings
Create an alluring party look with these adorably sexy sheer stockings with a thigh-high design and a satin bow accent at the top. Pair with a mini dress and platform heels!
Fit & Features
- Thigh-high sheer design
- Satin bow accents
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07306-0371
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sporty Chic Striped Leg Warmers
Stay trending in these sporty chic striped leg warmers to keep cozy all winter season. Pair with heels or boots.
Fit & Features
- Ribbed knit leg warmers
- Athletic stripe design
- Calf-length fit
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07306-0373
Category Name: 2026 Fall Outfit Trends
Price: $2.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Seams Sheer Stockings
Fit & Features
- Sheer nylon fabrication
- Thigh-high design
- Center back seam
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07306-0366
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sultry Style Lace Trim Sheer Stockings
Add a sultry style to your party look with these sexy sheer stockings featuring a thigh-high design with a dainty lace trim at the top. Pair with a mini dress and heels!
Fit & Features
- Thigh-high sheer design
- Lace trim
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07306-0368
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet Aura Floral Lace Tights
Capture the sweet aura of these floral lace tights designed in a sultry sheer design and are perfect for styling with skirts or dresses!
Fit & Features
- Sheer nylon fabrication
- Floral lace pattern
- High rise waist
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07306-0377
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Here To Flirt Drop Waist Ruffled Skater Dress
This adorable skater dress features a ribbed knit top with a sleeveless crew neckline and tank shoulder straps, a trendy V-shaped drop waist, and a tiered ruffled chiffon A-line silhouette for a flirty accent. Style with mules for a date night or sneakers to keep it casual!
Fit & Features
- Ribbed knit and chiffon fabrics, moderate stretch
- Crew neckline, tank shoulder straps
- V-shaped drop waist
- Tiered ruffled design
- Short skater silhouette
- Runs true to size
Style Number/Barcode: 05102-5910
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Playful Twist Ponte Knit Drop Waist Pleated Mini Skirt
Play up your everyday style in this ponte pleated mini skirt perfect for pairing with an off-the-shoulder crop top and booties.
Fit & Features
- Ponte knit fabrication
- Drop waist
- Pleats
- Mini length hem
- Runs true to size
Style Number/Barcode: 06501-1078
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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So Sweet Abstract Floral Sleeveless Mesh Top
A sweet floral mesh crop top with a delicate sheer lace trim and a ruffled design that'll give your favorite bottoms a femme feel.
Fit & Features
- Sheer mesh fabric with top knit lining, plenty of stretch
- Abstract floral print
- Sleeveless V-neckline, sheer lace trim
- Spaghetti straps
- Tiered ruffled cropped hem
- Runs true to size
Style Number/Barcode: 06001-5514
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sporty Style Oversized Graphic Tee
This sporty graphic tee features a V-neckline, short sleeves, a "13" faded front graphic, and the perfect oversized fit. Style with a mini skirt and sneakers for game day!
Fit & Features
- Cotton fabric with moderate stretch
- V-neckline
- Short sleeves
- "13" faded front graphic
- Oversized fit
Style Number/Barcode: 06002-1964
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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Elevated Glam Under-The-Knee Stiletto Boots
Fit & Features
- Stiletto heel
- Faux patent leather material
- Under-the-knee fit
- Inner zipper closure
- Closed pointed toe
- Runs true to size
Style Number/Barcode: 07402-1063
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Do Not Disturb Cropped Graphic Tee
This trendy graphic tee features a crew neckline, short sleeves, a cursive script reading "Do Not Disturb," and a fitted cropped hem. Perf for a laidback weekend, style with jeans and sneakers.
Fit & Features
- Cotton fabric with moderate stretch
- Crew neckline
- Short sleeves
- Cursive script reading "Do Not Disturb"
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06002-1960
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Center Of The Universe Graphic Tee
Make it known it's all about you in this sassy graphic tee featuring a scoop neckline, short sleeves, a cursive script reading "Center of the Universe," and a fitted cropped hem. Pair with jeans and sneakers for that casual cute vibe.
Fit & Features
- Cotton-blend fabric with moderate stretch
- Scoop neckline
- Short cap sleeves
- Cursive script reading "Center of the Universe"
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06002-1961
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Extra Spicy Margarita Club Graphic Tee
This sassy graphic tee features a crew neckline, short cap sleeves, a script reading "Extra Spicy Margarita Club," and a fitted cropped hem. Perf for happy hour, style with jeans and heels.
Fit & Features
- Cotton fabric with moderate stretch
- Crew neckline
- Short cap sleeves
- Script reading "Extra Spicy Margarita Club"
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06002-1963
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free