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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Chic Moment Bubble Hoop Earrings
Accessorize your look with these bubble hoop earrings secured with a post-back closure. Pair with a handbag.
Fit & Features
- Chunky bubble design
- Post-back closure
Earrings are final sale and may not be returned or exchanged.Style Number/Barcode: 07001-2148
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $8.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Elevated Chic Five-Pack Ring Set
Elevate your chic outfits with this five-pack ring set including various styles and designs with sparkling rhinestone embellishments.
Fit & Features
- Five-pack ring set
- Various styles and designs
- Rhinestone embellishments
Style Number/Barcode: 07004-0413
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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Chic Element Faux Suede Under-The-Knee Boots
Chic and on-trend, these faux suede boots feature an under-the-knee height to stylishly pair with mini dresses, pants, or leggings. They feature a pointed toe, a complete inner zipper closure for effortless styling, and an asymmetric block heel.
Fit & Features
- Asymmetric block heel
- Faux suede material
- Under-the-knee height
- Pointed toe
- Complete inner zipper closure
- Runs true to size
Style Number/Barcode: 07402-1049
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Sleek Faux Croc Embossed Lace-Up Block Heels
Fit & Features
- Block heel
- Square toe
- Lace-up ties
- Criss-cross straps over the toe
- Croc-embossed pattern
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-5106
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Statement Faux Suede Knee-High Boots
Chic and of the moment, these faux suede boots have a knee-high design perfect for pairing with mini and midi dresses. They feature a pointed toe, a partial inner zipper closure, and a sturdy stacked block heel.
Fit & Features
- 3.5" Stacked block heel, 8" leg opening, 11" shaft height
- Faux microsuede material
- Knee-high
- Pointed toe
- Partial inner zipper closure
- Runs true to size
Style Number/Barcode: 07402-1054
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cozy Glam Faux Suede Platform Slippers
Step into these cozy faux suede platform slippers with a trendy geometric trim and a closed almond toe to help keep your feet toasty. Pair with flare leggings.
Fit & Features
- Faux microsuede material
- Closed-almond toe
- Geometric trim
- Textured platform sole
- Runs true to size
Style Number/Barcode: 07405-0196
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Casual Perfection Long Sleeve Knit Mini Dress
This ribbed knit mini dress will create perfect casual 'fits! It features a square neckline, long fitted bell sleeves with cute flared-out hems, and a mini-length, form-hugging silhouette. The lined knit fabric offers plenty of stretch for comfortable wear. Style with knee-high boots.
Fit & Features
- Ribbed knit fabric, knit lining, plenty of stretch
- Square neckline
- Long fitted bell sleeves, flared hems
- Form-hugging fit
- Mini-length hem
- Runs true to size
Style Number/Barcode: 05102-5889
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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Major Strut Faux Leather Knee-High Stiletto Boots
Fit & Features
- 3" Stiletto heel, 7.5" leg opening, 13.5" shaft height
- Patent faux leather material
- Knee-high design
- Pointed toe
- Complete inner zipper closure
- Runs true to size
Style Number/Barcode: 07402-000033
Category Name: 2026 Fall Outfit Trends
Price: $48.90
Availability: In Stock
Available Color: BROWN
Available Size: 5.5, 6, 6.5, 10
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Sleek Stride Faux Leather Stiletto Western Boots
Sleek and trendy will be your vibe in these mid-calf faux leather boots with a western stitched design. They feature a pointed toe, a complete inner zipper closure for effortless styling, and a stiletto heel.
Fit & Features
- 3" Stiletto heel, 7" leg opening, 8" shaft height
- Faux leather material
- Mid-calf height, pull tabs
- Western stitched design
- Pointed toe
- Complete inner zipper closure
- Runs true to size
Style Number/Barcode: 07402-1053
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Forever Chic Pointed-Toe Slingback Kitten Heels
Fit & Features
- Stiletto kitten heel
- Closed pointed-toe
- Adjustable slingback strap
- Black and Leopard: Faux microsuede
- Red: Faux patent leather
- Runs true to size
Style Number/Barcode: 07401-5109
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Step In Chic Faux Leather Rhinestone Stud Ballet Flats
Step into these chic faux leather rhinestone stud ballet flats perfect for styling with your favorite skirts or dresses.
Fit & Features
- Faux leather material
- Almond toe
- Rhinestone stud accents
- Mini bow accent
- Raised textured sole
- Runs true to size
Style Number/Barcode: 07405-0197
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cozy Up Faux Sherpa Lined Buckle Strap Clogs
Cozy up this season in these trendy clogs featuring a closed round toe, a buckle strap, ultra-soft faux sherpa lining, an open back for effortless on-and-off styling, and a flat sole. Pair with a casual sweater and jeans.
Fit & Features
- Faux suede material with soft faux sherpa lining
- Closed round toe
- Buckle strap
- Open back, on-and-off styling
- Flat sole
- Runs one size too small
Style Number/Barcode: 07405-0199
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stripes In Style Off The Shoulder Mini Dress
Stay stylish in this trendy off-the-shoulder mini dress showcasing a classic striped pattern and a form-hugging fit. Pair with knee-high boots.
Fit & Features
- Ribbed knit fabrication
- Off-the-shoulder neckline
- Long dolman sleeves
- Stripes
- Mini length hem
- Runs true to size
Style Number/Barcode: 05102-5885
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stylishly Studded Faux Leather Fold-Over Booties
These faux leather booties feature an above-the-ankle fold-over design with a chic studded embellished trim, a pointed toe, a back zipper closure for effortless styling, and a stacked block heel. Pair with a mini dress and faux leather jacket!
Fit & Features
- Stacked block heel
- Faux leather material
- Above-the-ankle fold-over design
- Studded embellished trim
- Pointed toe
- Back zipper closure
- Runs true to size
Style Number/Barcode: 07403-1815
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Grit And Glam Faux Leather Combat Lug Booties
Grit and glam come together on these faux leather combat lug booties designed with a rhinestone-embellished charm and a block heel. Complete the look in an oversized sweatshirt.
Fit & Features
- 2.5" Block heel, 4.5" leg opening, 3" shaft height
- Faux leather material
- Ankle-length fit
- Closed almond toe
- Inner and outer zipper closures, rhinestone-embellished charm
- Platform lug sole
- Runs true to size
Style Number/Barcode: 07403-1813
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Sweet Bow Scalloped Trim Socks
Fit & Features
- Knit fabrication
- Above-ankle length
- Mini contrasting bow accent
- Scalloped trim
Style Number/Barcode: 07306-0359
Category Name: 2026 Fall Outfit Trends
Price: $2.97 $5.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Always A Classic Strappy Faux Leather Block Heels
Classic and cute, these faux leather heels feature an almond toe with strappy toe straps, block heels, and an adjustable ankle strap with buckle closure. Style with a purse for any occasion.
Fit & Features
- 2.5" Block Heel
- Faux leather material
- Square toe, strappy toe straps
- Adjustable ankle strap, buckle closure
- Cushioned insole
- Runs true to size
Style Number/Barcode: 07401-5100
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sealed With Chic Bow Crew Socks
Seal your style with these chic bow crew socks perfect for styling with heels or loafers for an adorable look.
Fit & Features
- Knit fabrication
- Crew length
- Mini bow pattern
- Ruffled trim
Style Number/Barcode: 07306-0361
Category Name: 2026 Fall Outfit Trends
Price: $2.97 $5.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Find Me In Plaid A-Line Mini Dress
Tried and trendy, this plaid mini dress boasts a strapless folded neckline and a flattering A-line silhouette. Pair with boots.
Fit & Features
- Plaid pattern, soft knit fabric
- Strapless folded neckline
- A-line silhouette
- Mini-length hem
- Runs true to size
Style Number/Barcode: 05102-5884
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sleek Era Faux Leather High Slit Midi Skirt
This sleek faux leather midi skirt features a high-rise waist and a midi-length hem accented with a curved high-cut front slit to showcase some leg. For a chic night out, style with a crop top and heels.
Fit & Features
- Faux leather fabric, slight stretch
- High-rise waist, belt loops
- Front button and hidden zipper closure
- Dual front and back pockets
- Midi-length hem, curved thigh-high front slit
- Slim-fit silhouette
- Runs true to size
Style Number/Barcode: 06401-0705
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cool Girl Style Mock Neck Knit Romper
A knit romper made for a cool girl like you! It features trendy cap sleeves and a mock neckline that shapes the form-hugging fit. Pair with earrings and knee-high boots.
Fit & Features
- Knit fabric, moderate stretch
- Mock neckline
- Cap sleeves
- High waist seam
- Form-hugging fit
- Romper in size small is 29" shoulder to hem with a front rise 3" and a 12" inseam
- Runs true to size
Style Number/Barcode: 06503-1229
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Textures Long Sleeve Mini Dress
Keep it trendy chic in a mini dress that features a fab textured design, an off-the-shoulder neckline with a foldover accent, and fitted long sleeves. Complete outfit with heels for the perfect date night look!
Fit & Features
- Textured mesh fabrication, stretchy knit lining
- Off-the-shoulder neckline
- Foldover accent at the bust
- Fitted long sleeves
- Mini length hem
- Runs true to size
Style Number/Barcode: 05101-3722
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cozy Flair Striped Knit Off-The-Shoulder Mini Dress
Showcase a cozy flair in this mini dress made with striped ribbed knit fabric offering plenty of stretch for comfortable wear. It features an off-the-shoulder neckline with a fold-over design, long fitted sleeves, and a short A-line silhouette for an adorable vibe.
Fit & Features
- Striped ribbed knit fabric with plenty of stretch
- Off-the-shoulder neckline, fold-over design
- Long fitted sleeves
- Mini-length A-line silhouette
- Runs true to size
Style Number/Barcode: 05102-5883
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cozy Style Vibe Striped Knit Long Sleeve Mini Dress
Lean into the cozy style vibes with this trendy striped ribbed knit mini dress featuring a mock neckline, long fitted sleeves, and a short bodycon silhouette to hug your curves. Pair with knee-high boots!
Fit & Features
- Striped ribbed knit fabric, plenty of stretch
- Mock neckline, lettuce-edge trim
- Long fitted sleeves, lettuce-edge trims
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 05102-5882
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale