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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Stitch Scene Wide Leg Denim Jeans
Your denim rotation just got an upgrade. These wide-leg jeans stand out with bold contrast stitching that gives every outfit an elevated, fashion-forward finish.
Fit & Features
- Premium denim fabric
- High-rise waist
- Baggy wide-leg silhouette
- Contrast stitching detail
- Front button closure. front and back pockets
- Belt loop accents
- Runs true to size
Style Number/Barcode: 06602-000120
Category Name: 2026 Fall Outfit Trends
Price: $54.90
Availability: In Stock
Available Color: DARK, DENIM
Available Size: XS, S, M, L
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For The Plot Camo Mini Skort
Pocketed and plotting something. This camo mini skort brings a mid-rise fit, cargo-style pockets, and hidden built-in knit shorts for the kind of outfit that looks low effort but fully intentional.
Fit & Features
- Cotton woven fabric, camouflage print, no stretch
- Mid-rise waist, belt loops
- Back star design
- Front button and hidden zipper closure
- Dual front pockets, cargo-style buttoned side pockets
- Mini-length overlay, form-hugging fit, hidden built-in knit shorts
- Runs true to size
Style Number/Barcode: 06303-000061
Category Name: 2026 Fall Outfit Trends
Price: $39.90
Availability: In Stock
Available Color: OLIVE
Available Size: XS, S, M, L
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Off Grid Wide Leg Denim Jeans
Your denim rotation just got a little more interesting. These mid-rise denim jeans stand out with bold angled seam detailing along a wide-fit silhouette that gives every outfit a trending vibe.
Fit & Features
- Tinted denim fabric
- Mid-rise waist
- Wide-leg silhouette
- Angled seam detailing
- Front button closure
- Four-pocket styling, belt loop accents
- Runs true to size
Style Number/Barcode: 06602-000118
Category Name: 2026 Fall Outfit Trends
Price: $54.90
Availability: In Stock
Available Color: DARK, DENIM
Available Size: XS, S, M, L
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Cargo Crush Wide-Leg Denim Pants
Cargo, but make it flirty first. These denim cargo pants bring a mid-rise fit, wide-leg shape, and pocket drama that makes even a basic tank look very styled.
Fit & Features
- Denim fabric
- Mid-rise waist, belt loops
- Front button and hidden zipper closure
- Dual front and back pockets, cargo-style side pockets
- Relaxed wide-leg silhouette
- Runs true to size
Style Number/Barcode: 06602-000119
Category Name: 2026 Fall Outfit Trends
Price: $49.90
Availability: In Stock
Available Color: OLIVE
Available Size: XS, S, M, L
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Trendy Status Denim Cargo Mini Skort
Pocketed, fitted, and ready to bring the trendy vibes. This denim cargo mini skort gives the look of a micro mini with built-in shorts coverage. Pair with a crop top and boots for a casual night out.
Fit & Features
- Tinted denim fabric
- High-rise waist, belt loops
- Front button and hidden zipper closure
- Cargo-style side pockets
- Mini-length overlay, form-hugging fit
- Hidden built-in shorts
- Runs true to size
Style Number/Barcode: 06603-000212
Category Name: 2026 Fall Outfit Trends
Price: $39.90
Availability: In Stock
Available Color: MEDIUM, DENIM
Available Size: S, M, L, XL
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Outfit Plan Cargo Mini Skort
Pocketed, cinched, and ready to move. This cargo mini skort brings a tie-front waist, pocketed twill design, and hidden knit shorts for easy movement when the outfit has plans to keep up with.
Fit & Features
- Twill fabric
- High-rise waist
- Front button closure, tie-front design
- Front and back pockets, cargo-style side pockets
- Mini-length overlay, form-hugging fit
- Hidden built-in knit shorts
- Runs true to size
Style Number/Barcode: 06303-000060
Category Name: 2026 Fall Outfit Trends
Price: $39.90
Availability: In Stock
Available Color: OLIVE
Available Size: S, M
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Guest List Strappy Kitten Heels
The pair that makes every dress feel instantly more polished. Slim crossover straps, a toe loop, and a sculpted kitten heel give these sandals that chic look with just enough statement.
Fit & Features
- 3" Kitten heel
- Square toe
- Strappy thong design
- Adjustable ankle strap with buckle closure
- Cushioned insole
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-000736
Category Name: 2026 Fall Outfit Trends
Price: $30.90
Availability: Out of Stock
Product Badge:- Ships Free
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Windsor x Von Dutch Denim Jacket
This Von Dutch denim jacket brings the cool-girl energy. With a cropped fit and bold embossed graphic, this jacket pulls your whole look together for concerts, festivals, or weekend trips.
Shop Matching Bottoms: Windsor x Von Dutch Wide-Leg Denim Jeans
Fit & Features
- Cotton-blend denim fabric, minimal stretch
- Collared neckline
- Button front closures, dual front flap pockets with button detail
- Long sleeves with single button detail, logo at the hems
- Back Von Dutch logo graphic detailing
- Crop-length hem
- Runs true to size
Style Number/Barcode: 06203-000050
Category Name: 2026 Fall Outfit Trends
Price: $92.00
Availability: In Stock
Available Color: DENIM
Available Size: XS, S, M, L
Product Badge:- Ships Free
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Curve Appeal Sock Cutout Stiletto Heels
The sleek plus one for dinner parties, date nights, and weekend plans. These sock cutout stiletto heels bring a fitted ankle silhouette, open toe design, and curved strap detail for a sharp finish that does the most without looking like it tried.
Fit & Features
- 4" Stiletto heel, 4.5” leg opening, 6.5” shaft
- Pointed toe
- Gold trim sides
- Fitted sock ankle detail with back zipper closure
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-000694
Category Name: 2026 Fall Outfit Trends
Price: $42.90
Availability: Out of Stock
Product Badge:- Ships Free
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Pocket Full Of Plans Cargo Denim Jeans
Caught between errands and making an entrance? Perfect. These denim cargo jeans bring the relaxed fit, roomy pockets, and effortless styling potential that keeps up with whatever's on your calendar.
Fit & Features
- Tinted denim cotton fabric, non-stretch
- Mid-rise waist
- Wide-leg fit
- Four cargo flap pockets
- Front button and hidden zipper closure
- Five-pocket classic styling, belt loop accents
- Runs true to size
Style Number/Barcode: 06602-000110
Category Name: 2026 Fall Outfit Trends
Price: $54.90
Availability: In Stock
Available Color: DARK, DENIM
Available Size: XS, S, M, L
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Chic Attitude Denim Halter Vest
Denim, but make it impossible to scroll past. This denim halter vest brings tailored lines, a flattering fit, and just the right amount of chic attitude for everything from rooftop plans to last-minute weekend outings. Pair with the matching denim shorts.
Shop Matching Bottoms: Chic Attitude High-Rise Denim Shorts
Fit & Features
- Cotton-blend denim fabric, minimal stretch
- Sleeveless collared V-neckline
- Halter strap, partially open back
- Button-down front
- Mid-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06203-000046
Category Name: 2026 Fall Outfit Trends
Price: $36.90
Availability: In Stock
Available Color: DARK, DENIM
Available Size: S, M, L
Product Badge:- Part of a Set
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Lace Me Up Suede Stiletto Boots
These boots make a statement. The knee-high silhouette, pointed toe, and lace-up front lend a sleek, sultry edge that pairs well with your fall outfits day and night.
Fit & Features
- 4” Stiletto heel, 6.5” leg opening, 15" shaft
- Pointed toe
- Front lace-up design
- Side zipper closure
- Knee-high silhouette
- Soft faux suede material
- Runs true to size
Style Number/Barcode: 07402-000147
Category Name: 2026 Fall Outfit Trends
Price: $48.90
Availability: In Stock
Available Color: BROWN
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
Product Badge:- Best Seller
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Café Cutie Tie-Front Top
The top that makes a simple capris-and-top combo look instantly styled. Featuring romantic ruffle trim, a tie-front closure, and a cropped silhouette, this crop top was made for coffee dates, weekend markets, and spontaneous plans.
Fit & Features
- Smooth satin fabric
- Ruffled trim tie-front neckline
- Cap sleeves
- Fitted crop-length hem
- Runs true to size
Style Number/Barcode: 06003-000348
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $36.90
On Sale: Yes
Availability: In Stock
Available Color: WHITE
Available Size: M, L
Product Badge:- Sale
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Buckle Trouble Stiletto Boots
These boots did not come to play nice. A sharp pointed toe, sleek stiletto heel, and oversized grommet buckle straps bring instant edge to your weekly lineup.
Fit & Features
- 4” Stiletto heel, 7” leg opening, 8” shaft
- Pointed toe
- Foldover design with grommet buckle straps
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-000059
Category Name: 2026 Fall Outfit Trends
Price: $49.90
Availability: In Stock
Available Color: BLACK
Available Size: 6.5, 7, 7.5, 8, 8.5, 9, 10
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Stacked And Ready Five Pack Mixed Earrings
One set, way too many good combinations. This five-pack of mixed earrings brings together sleek hoops, pearl accents, and rhinestone sparkle so your ear stack can switch moods whenever you do.
Fit & Features
- Five-pack mixed earring set
- Assorted hoop and stud silhouettes
- Faux pearl and rhinestone embellishments
- Post back closures
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-000398
Category Name: 2026 Fall Outfit Trends
Price: $14.90
Availability: Out of Stock
Product Badge:- Ships Free
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All Day Darling Strapless Jumpsuit
Proof that comfort and compliments can absolutely coexist. This strapless jumpsuit features a ruched bodice, flirty side slit accents, and a flowy silhouette that moves with you from casual coffee runs to sunset dinner reservations.
Fit & Features
- Soft knit stretchy fabric
- Strapless tube neckline
- Ruched bodice
- Side slit accents
- Flowy wide-leg silhouette
- Cinched ankle cuffs
- Runs true to size
Style Number/Barcode: 06502-000083
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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Clean Cut Sleeveless Denim Mini Dress
Denim just got a sharper social calendar. This mini dress brings a sleeveless cut and seamed structure to a fitted shape that works for brunch, casual plans, or a low-key night out. Add hoops and your favorite heel when the day starts cute and ends somewhere better.
Fit & Features
- Washed denim fabrication with minimal stretch
- Sleeveless crew neckline
- Back zipper with hook-eye closure
- Seamed design
- Faux pocket accents
- Bodycon mini-length hem
- Runs true to size
Style Number/Barcode: 05102-000613
Category Name: 2026 Fall Outfit Trends
Price: $49.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Off Duty Racer Faux Leather Jacket
Serving cool without even trying. This faux leather racer jacket brings that vintage-inspired motorsport edge with bold panels and graphic patches that effortlessly complete any look.
Fit & Features
- Faux leather fabric, sewn-in woven lining
- Graphic patch and panel detailing
- Standing collar neckline
- Long sleeves with velcro straps
- Snap-button front closures
- Convertible zippered design for versatile wear
- Runs true to size
Style Number/Barcode: 06204-000124
Category Name: 2026 Fall Outfit Trends
Price: $79.90
Availability: Out of Stock
Product Badge:- Ships Free
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Layered Up Energy Knit Long Sleeve Bolero
Proof that the little layer makes the whole outfit. This knit long sleeve bolero adds just enough texture and shape to elevate your basics, from bandeaus and tanks to sleek dresses.
Fit & Features
- Textured knit fabric, moderate stretch
- Long loose sleeves, tapered ribbed hems
- Open front
- Ultra-cropped hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-000304
Category Name: 2026 Fall Outfit Trends
Price: $29.90
Availability: In Stock
Available Color: IVORY, BLACK
Available Size: XS, S, M, L
Product Badge:- Back In Stock
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Fall For It Lace Up Corset Crop Top
A little romantic, a little undone. This lace-up corset crop top brings a deep V neckline, sheer sleeves, and a fitted cropped shape that makes jeans and heels feel way more intentional.
Fit & Features
- Lightweight woven fabric
- Deep V neckline, back zipper and hook-eye closure
- Sheer long sleeves with tie cuffs
- Lace-up corset front with cropped hem
- Runs true to size
Style Number/Barcode: 06003-000287
Category Name: 2026 Fall Outfit Trends
Price: $36.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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Downtown Cool Bomber Jacket
Effortlessly cool without even trying. This oversized bomber jacket brings that streetwear vibe with a sleek faux leather feel, perfect for throwing on over literally anything.
Fit & Features
- Faux leather fabric, sewn-in woven lining
- Collared neckline, snap-button closure
- Slouchy long sleeves with snap-button cuffs
- Hidden front zip-up closure, front zipper open pockets
- Oversized fit
- Bubble hem with snap-button closure
- Runs true to size
Style Number/Barcode: 06204-000122
Category Name: 2026 Fall Outfit Trends
Price: $69.90
Availability: In Stock
Available Color: BROWN
Available Size: S, M, L, XL
Product Badge:- Best Seller
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Street Style Mood Cropped Bomber Jacket
Running around town but still making it a look. This cropped bomber jacket pulls everything together with a structured fit and laid-back feel—perfect for off-duty days that still deserve a moment.
Fit & Features
- Structured woven cotton material
- Zip front with standing collar
- Cropped bomber silhouette
- Front flap pockets with button closures
- Long sleeves and hem with ribbed hems
- Runs true to size
Style Number/Barcode: 06204-000121
Category Name: 2026 Fall Outfit Trends
Price: $39.90
Availability: Out of Stock
Product Badge:- Ships Free
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Polished Edit Plaid Pleated Mini Skort
For the girl who plans her power moves and her outfits. This plaid mini skort pulls any look together with a polished, pleated fit that means business (but still plays it cool). Style with the matching blazer.
Shop Matching Jacket: Polished Edit Plaid Blazer
Fit & Features
- Woven fabric, plaid print
- Mid-rise waist
- Side button accents
- Pleating
- Mini-length hem, A-line silhouette
- Hidden fitted shorts
- Runs true to size
Style Number/Barcode: 06403-000082
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Major Vibe Faux Leather Bubble Hem Bomber Jacket
This jacket changes the whole vibe. Crafted from sleek faux leather with a relaxed bomber jacket fit and cinched bubble hem, it’s the throw-on layer that makes even a basic tee and shorts feel styled.
Fit & Features
- Sleek faux leather fabric, smooth woven lining
- Collared neckline
- Zip-front
- Long sleeves, cinched hems
- Dual front pockets
- Cinched bubble hem, relaxed fit
- Runs true to size
Style Number/Barcode: 06204-000116
Category Name: 2026 Fall Outfit Trends
Price: $56.90
Availability: Out of Stock
Product Badge:- Ships Free