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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Essential High-Rise Corduroy Wide-Leg Cargo Pants
Nail down that casually cool vibe with high-rise wide-leg pants that pair with your favorite basic tops! The corduroy pants feature trendy slant pockets, cargo flap pockets, and a flared hem.
Fit & Features
- Corduroy fabric with minimal stretch
- High-rise waist with back elasic waistband
- Single button with hidden zipper closure
- Slant pockets, cargo flap pockets
- Flared wide-leg hem
- Pants in size small have an 11" front rise with a 30" inseam
- Runs true to size
Style Number/Barcode: 06302-0839
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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Effortless Cutie Long Sleeve Plaid Shacket
Layer on this effortlessly cute long sleeve plaid shacket perfect for pairing with a fitted top and denim jeans for everyday styling.
Fit & Features
- Plaid printed faux wool fabric, no stretch
- Collared neckline
- Button down front
- Long sleeves with single-button detail
- Dual chest pockets
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06204-1914
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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So Sweet Bow And Plaid Mini Skirt
Bring the charm with a plaid mini skirt featuring a mid-rise drop waist and dual bow accents. Complete your look with a cardigan and sneakers.
Fit & Features
- Woven fabrication, moderate stretch
- Plaid pattern
- Mid-rise drop waist
- Double bow accent
- Hidden back zipper closure
- Flared mini-length hem
- Runs true to size
Style Number/Barcode: 06401-0702
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Silky Sleek Satin Halter Crop Top
This silky sleek satin top features a V-neckline with tie-back halter straps and a partially smocked back for added stretch. The cropped hanky hem and form-hugging fit will create a snatched silhouette.
Fit & Features
- Non-stretch satin woven fabric
- V-neckline
- Tie-back halter straps
- Partial smocked back
- Cropped hanky hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06003-2625
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Pursuit Of Chic Pinstriped Stiletto Pumps
These chic stiletto pumps feature a closed pointed toe and a pinstriped pattern for a posh allure. Style with a blazer and trouser pants.
Fit & Features
- 4.5" Patent faux leather stiletto heel
- Pinstripe patterned woven material
- Closed pointed-toe
- Closed sides and ankle
- Faux leather padded insole
- Runs true to size
Style Number/Barcode: 07401-5078
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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Western Chic Horse Tapestry Corset Top
Channel that western-chic vibe in this strapless corset top designed with a detailed horse tapestry fabric. The open lace-up back offers a customized fit, while the fitted cropped hem will create a snatched silhouette.
Fit & Features
- Horse tapestry woven fabric
- Strapless straight neckline
- Open lace-up back
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06003-2626
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Posh Play High Rise Wide Leg Trouser Pants
A pair of crepe trouser pants feature a flattering high-rise waist and wide-leg silhouette perfect for styling with heels.
Fit & Features
- Crepe fabric, no stretch
- High-rise waist
- Wide-leg silhouette
- Front button and hidden zipper closure
- Pants in size small have a 14" front rise with a 31.5" inseam
- Runs true to size
Style Number/Barcode: 06402-1443
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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Chic Touch Pearl Strap Bow Stiletto Heels
Elevate your dressy look and add a chic touch with these stiletto heels featuring an open almond-shaped toe with a sheer ruffled lace strap, a faux pearl beaded ankle strap, and a closed back with a sleek satin bow detail. Style with an envelope clutch.
Fit & Features
- 3.5" Wide stiletto heel
- Faux leather material
- Open almond toe
- Sheer ruffled lace toe strap
- Faux pearl beaded ankle strap
- Closed back, satin bow detail
- Runs true to size
Style Number/Barcode: 07401-5085
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- 3.5" Wide stiletto heel
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Looking Luxe Chain-Print Satin Scarf
Elevate your casual everyday 'fits with this silky satin scarf featuring a luxe chain-print pattern. The chic accessory has endless styling possibilities no matter your vibe! Wear it around your neck, as a hair accessory, as an accent to your bag, and so much more.
Fit & Features
- Satin woven material
- Multi-colored chain-print pattern
Style Number/Barcode: 07305-0524
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cozy Fave Cable Knit Long Sleeve Mini Dress
Cozy up in the cutest cable knit mini dress featuring a V-neckline, a surplice wrap front and back design, and long dolman-style sleeves. The tie-front high waist and form-hugging fit will highlight your curves, making it your fave dress of the season.
Fit & Features
- Cable knit fabric with plenty of stretch
- V-neckline, surplice front and back design
- Back bar strap
- Long dolman sleeves
- Tie-front waist
- Mini-length form-hugging fit
- Runs true to size
Style Number/Barcode: 06005-2101
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Raise The Bar Kitten Heel Mules
Raise the bar in these sleek kitten heel mules designed with a mini criss-cross buckle strap and closed pointed toe. Complete the look with a coat.
Fit & Features
- Stiletto kitten heel
- Closed pointed-toe
- Mini criss-cross straps with buckle
- Slingback strap
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-5087
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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Effortlessly Casual Wide-Leg Twill Cargo Pants
Effortlessly casual, these twill cargo pants feature a high-rise waist, panel pocket detailing, trendy contrast stitching, and a relaxed wide-leg silhouette. Perfect for styling with a graphic tee for every day.
Fit & Features
- Twill woven fabric with contrast stitching, minimal stretch
- High-rise waist, back elastic waistband
- Belt loops, hidden front zipper with button closure
- Cargo panel front pockets, two back pockets
- Wide-leg silhouette
- Pants in size small have an 11.5" front rise with a 29.5" inseam
- Runs true to size
Style Number/Barcode: 06302-0840
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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Total Sweetness High-Rise Lace Trim Skirt
A high-rise skirt features a lace trim and a flattering flared mini-length silhouette. Perfect for styling with a crop top and heels.
Fit & Features
- Smooth knit fabric, minimal stretch
- High-rise waist with lace trim
- Flared mini-length hem
- Runs true to size
Style Number/Barcode: 06501-1072
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chill Vibes Only Puffer Vest
Slip into this trendy puffer vest with its sleek woven fabric and cozy puffer design. Snap buttons, zipper closure, and lined pockets make it a must-have for effortless style.
Fit & Features
- Smooth woven fabrication, filled puffer design, no stretch
- Sleeveless collared neckline
- Snap button-down front and zipper closure
- Lined side pockets
- Elasticized hem with drawcord accents
- Mid-length hem
- Runs true to size
Style Number/Barcode: 06201-0549
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
- Smooth woven fabrication, filled puffer design, no stretch
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Ready For Glam Faux Leather Pants
Dive into style with ready for glam faux leather pants. Featuring a sleek mid-rise, straight-leg fit, and classic five-pocket design, these pants are your new go-to for effortless chic.
Fit & Features
- Faux leather fabrication
- Mid-rise waist
- Single button with zipper closure
- Traditional five-pocket with belt loops
- Straight-leg fit
- Runs true to size
Style Number/Barcode: 06402-1445
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Rebel Chic Faux Leather Pants
A pair of faux leather pants to give your outfit a sassy allure! They feature a comfortable drawstring high-rise waist, convenient side pockets for your hands, and a flattering capri-length hem. Pair with a cropped jacket.
Fit & Features
- Faux leather fabrication
- Elastic drawstring waist
- Slant pockets
- Faux back pockets
- Capri-length hem
- Runs true to size
Style Number/Barcode: 06402-1446
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Adorable Flair Plaid Pleated Drop Waist Mini Skort
This adorable plaid woven mini skort features a mid-rise fit, a trendy drop waist design, and a short pleated A-line silhouette layered over fitted shorts. Style with a cozy sweater and knee-high boots.
Fit & Features
- Plaid woven fabric
- Mid-rise fit
- Drop waist design, side zipper closure
- Mini-length pleated overlay, A-line fit
- Fitted shorts
- Runs true to size
Style Number/Barcode: 06403-0754
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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Elevated Cozy Half-Zip Cable Knit Sweater
Elevate your look for the cozy season with this chic cable knit sweater featuring a collared neckline with a half-zip front, long sleeves with ribbed hems, and a mid-length relaxed fit. Style with a plaid skirt and knee-high boots!
Fit & Features
- Cable knit fabric with moderate stretch
- Collared neckline
- Half-zip front
- Long sleeves with ribbed hems
- Mid-length ribbed hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2100
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cozy Season Plaid Button-Down Shacket
Layer on this trendy plaid shacket perfect for cozy season featuring a collared neckline, long sleeves with buttons to cuff, a complete button-down front, chest pockets, and a casually chic relaxed fit. Style with jeans and booties.
Fit & Features
- Woven fabric with buffalo plaid print, no stretch
- Collared neckline
- Long sleeves with single-button detail
- Button-down front
- Dual flap chest pockets
- Long-length hem, relaxed fit
- Runs true to size
Style Number/Barcode: 06204-1915
Category Name: 2026 Fall Outfit Trends
Price: $21.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Charm Rhinestone Bow Ballet Flats
Fit & Features
- Sheer mesh fabrication
- Closed almond toe
- Rhinestones
- Bow accent
- Flat sole
- Runs 1/2 size too big
Style Number/Barcode: 07405-0191
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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Sparkle And Shine Rhinestone Bow Ballet Flats
Sparkle and shine in these sheer ballet flats showcasing a dazzling display of rhinestone embellishments and a flirty bow accent. Complete the look with a mini purse.
Fit & Features
- Sheer mesh design
- Closed almond toe
- Elasticized strap
- Rhinestones
- Bow accent
- Flat sole
- Runs true to size
Style Number/Barcode: 07405-0192
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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Weekend Feeling Sleeveless Bubble Hem Mini Dress
A sleeveless knit dress features a classic crew neckline, a form-hugging fit, and a trending drop waist seam with a bubble mini-length hem. Style with a denim jacket for casual plans.
Fit & Features
- Knit fabric, moderate stretch
- Crew neckline
- Form-hugging fit
- Drop waist seam, bubble mini-length hem
- Runs true to size
Style Number/Barcode: 05102-5873
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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Always A Flirt High-Rise Bodycon Ruffled Skort
A mini skort features a high-rise waist, bodycon fit, and a flirty tiered ruffled hem. Perfect for back-to-school styling.
Fit & Features
- Knit fabric, shorts lining, stretchy
- High-rise waist
- Bodycon fit
- Ruffled tier mini-length hem
- Runs true to size
Style Number/Barcode: 06503-1223
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Retro Chic Corduroy High-Rise Flare Pants
Dive into retro vibes with these chic corduroy high-rise flare pants. Featuring a flattering fit and classic pockets, they're your go-to for effortless style.
Shop Matching Vest: Retro Chic Corduroy Cropped Vest
Fit & Features
- Corduroy fabrication, minimal stretch
- High-rise waist
- Single button with hidden zipper closure
- Dual front and back pockets
- Straight leg fit, flared hem
- Pants in size small have an 8" front rise with a 32" inseam
- Runs true to size
Style Number/Barcode: 06302-0838
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free