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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Pool Hall Crush Suede Bubble Bomber Jacket
Your going-out jacket just got dangerously good. This suede bubble bomber jacket brings an oversized shape, cropped hem, and lived-in finish that makes every basic underneath look instantly cooler.
Fit & Features
- Suede-look fabrication with a lived-in finish, sewn-in woven lining
- Stand collar with snap tab detailing
- Zip front closure with relaxed drop shoulders
- Cropped bubble silhouette with adjustable drawcord hem
- Runs true to size
Style Number/Barcode: 06204-000170
Category Name: 2026 Fall Outfit Trends
Price: $56.90
Availability: In Stock
Available Color: GREEN
Available Size: XS, S, M, L
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Everyday Upgrade Wide-Leg Jeans
The pair your closet was waiting for. These wide-leg jeans sit at the mid-rise with an easy full-length silhouette and washed finish that makes everything from fitted tops to barely-there heels feel instantly more styled.
Fit & Features
- Denim fabric, washed finish
- Mid-rise waist
- Five-pocket and belt loop design
- Front button and hidden zipper closure
- Wide-leg silhouette, relaxed fit
- Runs true to size
Style Number/Barcode: 06602-000131
Category Name: 2026 Fall Outfit Trends
Price: $49.90
Availability: In Stock
Available Color: TAUPE
Available Size: XS, S, M, L
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Laced In Long Sleeve Lace Up Denim Jacket
Classic denim, less predictable. The cropped jacket shape gets extra edge from side lace-up panels, grommets, and a sleek front zipper. It brings just enough detail to push your denim rotation in a more trend-forward direction.
Shop The Matching Jeans: Laced In Lace Up Flare Denim Jeans
Fit & Features
- Denim fabric
- Standing collar neckline with button closure
- Long sleeves with zipper cuffs
- Front zipper closure
- Lace-up side panels with grommets
- Fitted crop-length hem
- Runs true to size
Style Number/Barcode: 06203-000060
Category Name: 2026 Fall Outfit Trends
Price: $52.90
Availability: In Stock
Available Color: DARK, DENIM
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Downtown Rebel Belted Boots
A little rebellion looks good from the ground up. These faux leather boots bring downtown attitude with a relaxed look, buckle belt detail, and chunky block heel that pairs perfectly with mini skirts, oversized sweaters, and edgy streetwear looks.
Fit & Features
- 3.5" Block heel, 6.5" leg opening, 9" shaft
- Square toe
- Foldover design with belted detail
- Platform sole
- Faux suede upper
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-000064
Category Name: 2026 Fall Outfit Trends
Price: $46.90
Availability: In Stock
Available Color: BROWN
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
Product Badge:- New Arrival
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Strut Intent Faux Leather Boots
The outfit just found its finishing move. These sleek knee-high boots pair a sleek faux leather silhouette with a sturdy block heel for dresses, minis, and denim days that need more attitude.
Fit & Features
- 4” Block heel, 7” leg opening, 15” shaft
- Square toe
- Side zipper closure
- Fitted knee-high silhouette
- Sleek faux leather material
- Runs true to size
Style Number/Barcode: 07402-000157
Category Name: 2026 Fall Outfit Trends
Price: $48.90
Availability: In Stock
Available Color: BLACK
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
Product Badge:- Best Seller
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Everyday Edge Faux Leather Cropped Bomber Jacket
Layer it on, and suddenly the outfit makes sense. A faux leather cropped bomber jacket with a relaxed fit that hits just right for denim days or dressed-up nights.
Fit & Features
- Washed faux leather fabric, contrast seams
- Collared neckline
- Zip-front design
- Long sleeves, dual snap-button details
- Cropped hem, studded accents, elastic back hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06204-000165
Category Name: 2026 Fall Outfit Trends
Price: $54.90
Availability: In Stock
Available Color: BROWN
Available Size: L
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City Streets Belted Crop Trench Coat
This faux leather trench coat cinches at the waist with a tie belt for that effortlessly put-together vibe—perfect for layering over your go-to going-out fits or elevating everyday looks.
Fit & Features
- Faux leather fabric, lined
- Collared neckline
- Long sleeves
- Tie-waist belt
- Crop-length hem
- Classic trench coat silhouette
- Runs true to size
Style Number/Barcode: 06204-000164
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Prep Shift Button-Down Contrast Skater Mini Dress
The contrast bodice gives this mini dress its standout look, adding a sleek fitted layer over the striped button-down design. The collared neckline and long sleeves keep the shape polished, while the skater skirt adds a softer finish below. Style it with pointed heels and bold hoops for a trend-forward look with a preppy twist.
Fit & Features
- Striped woven fabric
- Collared button-down neckline
- Long sleeves with button details
- Knit contrast fitted bodice
- Ruched waist
- Mini-length skater silhouette
- Runs true to size
Style Number/Barcode: 05102-000773
Category Name: 2026 Fall Outfit Trends
Price: $46.90
Availability: In Stock
Available Color: NATURAL
Available Size: XS, S, M, L
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Shine Trio Earring Set
Three pairs, endless styling. This earring set mixes three sleek hoops and artsy accent styles for the easiest way to add the finishing touch to your everyday lineup, weekend look, or vacation packing.
Fit & Features
- A set of three hoop earrings
- Assorted artsy-inspired accent designs
- Various silhouettes
- Polished metal finish
- Post-back and omega closures
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-000468
Category Name: 2026 Fall Outfit Trends
Price: $10.90
Availability: Out of Stock
Product Badge:- Ships Free
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City Slicker Hooded Bomber Jacket
Throw it on and instantly look put together. This faux leather bomber jacket brings that effortless downtown vibe with a cropped fit and hoodie you’ll reach for it on repeat.
Fit & Features
- Faux leather fabric, sewn-in woven lining
- Hooded drawstring neckline
- Long sleeves with elasticized cuffs
- Front zip-up closure, front open pockets
- Bomber jacket silhouette
- Elasticized crop-length hem
- Runs true to size
Style Number/Barcode: 06204-000161
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Booked Up Camouflage Denim Vest
Instant outfit, zero overthinking. This denim camouflage vest features a utility-inspired look that’s ready for concerts, summer trips, and last-minute plans.
Shop The Matching Jorts: Booked Up Camouflage Denim Jorts
Fit & Features
- Camouflage print, denim cotton fabric, no stretch
- Sleeveless standing collar neckline
- Front zip-up closure
- Front flap pockets
- Elasticized cinch crop hem
- Runs true to size
Style Number/Barcode: 06204-000160
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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On The Town Caged Stiletto Heels
Desk look now, drink plans later. These caged stiletto heels pair a sleek open-toe and high-cut silhouette with slim straps that take tailored separates straight into after-hours.
Fit & Features
- 4” Stiletto heel, 5” leg opening, 6” shaft
- Open almond peep toe
- Caged cutout design
- Closed ankle, back zipper closure
- Luxe fit cushioned insole
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-000770
Category Name: 2026 Fall Outfit Trends
Price: $44.90
Availability: In Stock
Available Color: BLACK
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
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Rebel Twirl Frayed Denim Ruffle Mini Dress
Denim gets a flirtier update with a strapless shape, frayed trim, and tiered ruffles. The A-line silhouette keeps the look playful, while the distressed edges give it a more directional finish. Style it with sculptural heels or statement boots to lean into the trend.
Fit & Features
- Cotton-blend denim fabric, moderate stretch
- Strapless straight-across neckline
- Studded seam detailing, frayed trim
- Exposed back zipper with hook-eye closure
- Tiered ruffle design
- Mini-length A-line silhouette
- Runs true to size
Style Number/Barcode: 05102-000767
Category Name: 2026 Fall Outfit Trends
Price: $49.90
Availability: In Stock
Available Color: GRAY
Available Size: XS, S, M, L
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Flirt Alert Polka Dot Tie-Front Crop Top
Flirt alert. This polka dot tie-front crop top brings a deep V-neckline, fluttery ruffled sleeves, and mesh stretch for pairing with the matching mini skort when plans just hit the chat.
Shop Matching Bottoms: Flirt Alert Polka Dot Ruffle Mini Skort
Fit & Features
- Polka dot mesh fabric, high stretch
- Plunging V-neckline, sewn-in knit bust lining
- Short ruffled sleeves
- Tie-front closure
- Ultra-cropped hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06202-000120
Category Name: 2026 Fall Outfit Trends
Price: $26.90
Availability: In Stock
Available Color: BLACK/WHITE
Available Size: M, L
Product Badge:- Part of a Set
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Flirt Alert Polka Dot Ruffle Mini Skort
Flirt alert. This polka dot mini skort brings a mid-rise waist, fluttery ruffled overlay, and mesh stretch for pairing with the matching tie-front top when plans just hit the chat.
Shop Matching Top: Flirt Alert Polka Dot Tie-Front Crop Top
Fit & Features
- Polka dot mesh fabric, high stretch
- Mid-rise waist
- Tiered ruffled mini-length overlay, A-line fit
- Ruffled side accent
- Hidden built-in knit shorts
- Runs true to size
Style Number/Barcode: 06503-000333
Category Name: 2026 Fall Outfit Trends
Price: $32.90
Availability: In Stock
Available Color: BLACK/WHITE
Available Size: S, M, L
Product Badge:- Part of a Set
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Wild Card Snake Print Knee High Boots
Outfit boredom just got handled. These snake-print knee-high boots bring a sleek statement finish that levels up denim, minis, and every after-dark look on your calendar.
Fit & Features
- Faux leather material
- Snake print pattern
- Knee-high silhouette
- Stiletto heel
- Runs true to size
Style Number/Barcode: 07402-000155
Category Name: 2026 Fall Outfit Trends
Price: $52.90
Availability: In Stock
Available Color: SNAKE
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
Product Badge:- Best Seller
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Bite Back Snakeskin Strappy Stiletto Heels
A little venom goes a long way. These snakeskin-print stiletto heels bring barely there straps and a sharp high heel to every night-out look that needs a bolder finish.
Fit & Features
- Faux leather snakeskin print upper
- Adjustable ankle strap
- Minimal strappy open pointed toe silhouette
- 4" High stiletto heel
- Runs true to size
Style Number/Barcode: 07401-000754
Category Name: 2026 Fall Outfit Trends
Price: $30.90
Availability: In Stock
Available Color: BROWN
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
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Plans on Point Patent Strappy Wedge Sandals
Your going-out lineup just found its finishing move. These glossy patent wedge sandals pair a sleek open toe with slim wraparound ankle straps and a sculpted wedge heel for an elevated look that still feels easy.
Fit & Features
- Glossy patent faux leather
- Open pointed toe silhouette
- Slim wraparound ankle straps with buckle closure
- Sculpted wedge heel
- Runs true to size
Style Number/Barcode: 07406-000048
Category Name: 2026 Fall Outfit Trends
Price: $32.90
Availability: In Stock
Available Color: PLUM
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
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Reservations Pending Denim Mules
Your jeans are officially jealous. Denim-textured straps meet sleek contrast trim for a heeled sandal that makes even the simplest going-out look feel considered.
Fit & Features
- 3" Kitten heel
- Denim-textured upper with contrast trim
- Open-toe silhouette
- Knotted strappy front design
- Luxe fit cushioned insole
- Slip-on heeled construction
- Runs true to size
Style Number/Barcode: 07401-000755
Category Name: 2026 Fall Outfit Trends
Price: $30.90
Availability: In Stock
Available Color: BROWN
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
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All Fastened Button Up Wide-Leg Jeans
The buttons are doing more than closing the deal. These wide-leg jeans feature a full-length placket that adds a bold vertical detail to the classic denim shape. Style with a cute top and heels.
Fit & Features
- Denim material
- Mid-rise waist
- Front button-up detailing
- Classic five-pocket styling, belt loop accents
- Wide-leg silhouette
- Runs true to size
Style Number/Barcode: 06602-000127
Category Name: 2026 Fall Outfit Trends
Price: $59.90
Availability: In Stock
Available Color: MEDIUM, DENIM
Available Size: 1, 3, 5, 7, 9, 11, 13
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Sleek Streak Bodycon Mini Dress
One dress, endless styling potential. This ribbed knit mini dress brings a body-hugging fit, crew neckline, and clean sleeveless cut that works for lunch plans, date nights, and last-minute outfit saves.
Fit & Features
- Ribbed knit stretchy fabric
- Sleeveless crew neck
- Bodycon silhouette
- Mini-length hem
- Runs true to size
Style Number/Barcode: 06005-000425
Category Name: 2026 Fall Outfit Trends
Price: $36.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Sleek Rhythm Stripe Bodycon Midi Dress
Clean lines make this an easy foundation for a polished look. This bodycon midi dress pairs a scoop neckline and slim straps with textured stripes that add dimension without complicating the styling. Finish it with sleek heels and minimal accessories to keep the outfit streamlined.
Fit & Features
- Textured stripe fabric
- Stretchy knit lining
- Scoop neckline with adjustable shoulder straps
- Bodycon fit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05102-000746
Category Name: 2026 Fall Outfit Trends
Price: $48.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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Textured Edge Flocked Halter Corset Top
A little texture goes a long way when the details are this good. This corset top features a flocked pattern, side lace-up accents, and a halter silhouette that creates a sleek, elongated look. It's an easy choice for plans that call for something more elevated than your usual rotation.
Fit & Features
- Flocked fabric with textured pattern detail
- Halter plunge neckline, underwire bust
- Back zipper and hook-eye closure
- Side lace-up accents for adjustable styling
- Contoured seam construction, flexible boning
- Fitted crop length hem
- Runs true to size
Style Number/Barcode: 06001-000647
Category Name: 2026 Fall Outfit Trends
Price: $34.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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Handle With Flair Patent Mini Handbag
Small bag, polished agenda. This glossy patent mini handbag features a sculptural metal handle and a compact, curved shape that finishes date-night looks and party outfits.
Fit & Features
- Sleek top metal handle
- Detachable chain strap
- Structured mini silhouette
- Top zipper closure
- Spacious lined interior with zipper pocket
- Faux leather material
Style Number/Barcode: 07203-000188
Category Name: 2026 Fall Outfit Trends
Price: $29.90
Availability: In Stock
Available Color: RED
Available Size: NS