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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Fur The Drama Removable Faux Fur Knit Cardigan
A little faux fur, a lot of fashion attitude. This cropped knit cardigan brings a luxe look to cold-weather styling with a removable faux fur collar, flirty tie-front closure, and fitted silhouette that pairs perfectly with tailored trousers or your favorite mini skirt.
Fit & Features
- Knit fabric, moderate stretch
- Removable faux fur collared neckline
- Open front, tie closure
- Long fitted sleeves
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06202-000158
Category Name: 2026 Fall Outfit Trends
Price: $44.90
Availability: In Stock
Available Color: BROWN
Available Size: S, M, L, XL
Product Badge:- New Arrival
- Knit fabric, moderate stretch
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Lace Angle Mock Neck Asymmetrical Tank Top
This fitted mock neck tank top makes sleek styling feel a little more interesting. The lace trim and asymmetrical hem add just enough detail to stand out with tailored pants, mini skirts, or low-rise denim. Finish with pointed heels or sleek boots to keep the look polished.
Fit & Features
- Knit fabric, high stretch
- Sleeveless mock neckline
- Lace trim along neckline and shoulder
- Fitted silhouette
- Asymmetrical lace-trim hem
- Runs true to size
Style Number/Barcode: 06002-000764
Category Name: 2026 Fall Outfit Trends
Price: $24.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L
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Angle Shift Boat Neck Asymmetric Hem Top
This fitted long sleeve top makes everyday styling feel a little sharper. The boat neckline and ruched sides keep the shape sleek, while the asymmetrical hem adds a directional finish. Pair it with a denim mini or low-rise jeans for an easy polished look.
Fit & Features
- Knit fabric, high stretch
- Wide boat neckline
- Long sleeves
- Ruched sides
- Fitted silhouette
- Asymmetrical pointed hem
- Runs true to size
Style Number/Barcode: 06002-000796
Category Name: 2026 Fall Outfit Trends
Price: $26.90
Availability: In Stock
Available Color: OFF, WHITE, BROWN-2
Available Size: XS, S, M, L
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Sleek Step Patent Thong Kitten Heels
A high-shine polish to every look. These patent thong kitten heels pair a sleek slip-on design with a sculpted heel and square toe for an easy finish to dresses, denim, and date night outfits.
Fit & Features
- 3" Sculpted kitten heel
- Square toe
- Wide thong toe strap
- Patent faux leather glossy material
- Runs true to size
Style Number/Barcode: 07401-000957
Category Name: 2026 Fall Outfit Trends
Price: $30.90
Availability: In Stock
Available Color: BLACK, COGNAC, PINK
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
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Tie The Look Long Sleeve Sweater
The wrap-front silhouette brings a modern update to an easy long-sleeve sweater. A cropped length and adjustable tie waist sharpen the shape while ribbed trim adds a clean finish. Style it with high-rise denim when you want the trend to feel polished but effortless.
Fit & Features
- Soft sweater knit fabric with stretch
- V-neckline
- Long sleeves
- Cropped length
- Adjustable tie waist design
- Runs true to size
Style Number/Barcode: 06005-000535
Category Name: 2026 Fall Outfit Trends
Price: $34.90
Availability: Out of Stock
Product Badge:- Ships Free
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Sleek State of Mind Mock Neck Midi Dress
Consider your everyday styling officially upgraded. This mock neck knit midi dress brings sleek sophistication with a flattering bodycon fit and stretchy ribbed texture that's ready for everything from coffee dates to dinner plans.
Fit & Features
- Hacci ribbed knit fabric, brushed knit lining, high stretch
- Sleeveless mock neckline
- Tank shoulder straps
- Midi-length hem
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 05102-000903
Category Name: 2026 Fall Outfit Trends
Price: $42.90
Availability: In Stock
Available Color: OLIVE
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Cozy Cut Rib Trim Cropped Sweater
This cropped sweater is perfect for easy pairing with high-rise denim, skirts, and tailored bottoms. The crew neckline and ribbed trim keep the silhouette clean, while the crop-length and relaxed fit make it an effortless staple this season.
Fit & Features
- Soft knit fabric with stretch
- Crew neckline
- Long sleeves
- Relaxed fit
- Cropped length hem
- Ribbed neckline and hem trim
- Runs true to size
Style Number/Barcode: 06005-000530
Category Name: 2026 Fall Outfit Trends
Price: $36.90
Availability: Out of Stock
Product Badge:- Ships Free
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Soft Divide Mesh Split Toe Ballet Flats
The split-toe shape gives this ballet flat the kind of fashion-forward detail that's showing up everywhere right now. Sheer mesh keeps the silhouette light and barely there, while the petite knot ties add a softer contrast. It’s a modern update to the ballet flat trend with a little more edge built in.
Fit & Features
- Ballet flat silhouette
- Round toe
- Sheer mesh upper
- Split-toe design
- Knot tie accents
- Cushioned faux leather insole
- Runs true to size
Style Number/Barcode: 07405-000040
Category Name: 2026 Fall Outfit Trends
Price: $20.90
Availability: In Stock
Available Color: BLACK, IVORY, RED
Available Size: 5, 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
Product Badge:- New Arrival
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Casual Theory Mock Neck Crop Sweater
Your everyday sweater lineup just got a seriously cute refresh. This mock neck cropped knit sweater features dropped shoulders and voluminous sleeves that pair perfectly with high-waisted denim and ankle boots for a relaxed fall look. Add a statement belt and your casual outfit suddenly feels a little more put together.
Fit & Features
- Soft knit fabric
- Mock neckline
- Relaxed long sleeves
- Crop-length hem
- Runs true to size
Style Number/Barcode: 06005-000527
Category Name: 2026 Fall Outfit Trends
Price: $34.90
Availability: In Stock
Available Color: BLACK, OLIVE
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Soft Focus Lace-Trim Cowl Neck Cami Top
This lace-trim cami top brings a softer twist to sleek styling. The scoop neckline and layered lace bra detail give the fitted shape a little contrast without overcomplicating the look. Pair it with tailored pants or a fitted mini for an effortless, polished mix.
Fit & Features
- Sleek knit fabric, high stretch
- Adjustable spaghetti straps
- Sleeveless cowl neckline
- Layered lace bra detail
- Fitted silhouette
- Hip-length hem
- Runs true to size
Style Number/Barcode: 06001-000879
Category Name: 2026 Fall Outfit Trends
Price: $29.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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Trendy Moves Hanky Hem Midi Skirt
Make some trendy moves in this sleek knit midi skirt, perf for taking from day to night. Featuring a mid-rise waist, ruched detailing, a midi-length hanky-style hem, and a flowy silhouette, style with the matching halter top for a chic vibe.
Shop Matching Top: Take The Plunge Sleeveless Halter Crop Top
Fit & Features
- Sleek knit fabric with mini-length knit lining, high stretch
- Mid-rise waist, ruched detailing
- Drop waist seam
- Midi-length asymmetric hanky hem
- Flowy silhouette
- Runs true to size
Style Number/Barcode: 06501-000223
Category Name: 2026 Fall Outfit Trends
Price: $29.90
Availability: In Stock
Available Color: MAROON
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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In Line Striped Rib Knit Boat Neck Sweater
Your denim rotation just found its perfect match in stripes. This striped boat neck sweater pairs a wide neckline with horizontal stripes and ribbed detailing for a polished twist on casual styling. Add your favorite jeans and boots for a look that makes getting dressed the easy part.
Fit & Features
- Striped pattern, rib knit fabric with stretch
- Boat neckline
- Long sleeves with rib knit cuffs
- Fitted crop rib knit hem
- Runs true to size
Style Number/Barcode: 06005-000525
Category Name: 2026 Fall Outfit Trends
Price: $34.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- New Arrival
- Striped pattern, rib knit fabric with stretch
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Dot Crush Polka Dot Lace Trim V Neck Crop Top
Polka dots, lace, and sheer sleeves make this an easy styling win. The fitted crop top shape keeps the look streamlined while the plunging V-neckline adds a little extra attitude. Style it with dark denim or a mini and let the contrast do the work.
Fit & Features
- Lace-trimmed plunging V-neckline
- Sheer long sleeves
- Polka dot print
- Fitted silhouette
- Cropped length
- Runs true to size
Style Number/Barcode: 06001-000873
Category Name: 2026 Fall Outfit Trends
Price: $29.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L
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Side Note Asymmetric Off-Shoulder Long Sleeve Top
The asymmetrical shape gives this long sleeve top its sleek point of view. A fitted silhouette, draped neckline, and angled hem create clean lines that feel sharp without trying too hard. Pair it with relaxed denim to keep the proportions balanced.
Fit & Features
- Knit fabric, high stretch
- Asymmetric off-shoulder neckline
- Long fitted sleeves
- Draped upper bodice
- Pointed asymmetric hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-000874
Category Name: 2026 Fall Outfit Trends
Price: $26.90
Availability: In Stock
Available Color: PLUM
Available Size: XS, S
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Cinch Move Halter Ruched Wide Leg Jumpsuit
The wide-leg jumpsuit is getting a softer, more sculpted update. A halter neckline and ruched bodice define the top before the silhouette opens into fluid wide legs, while adjustable drawstring hems add a fresh utility-inspired twist. The open back keeps the whole look feeling sleek and current.
Fit & Features
- Halter neckline
- Ruched fitted bodice
- Open back with tie-neck straps
- Wide-leg silhouette
- Adjustable drawstring ruching at lower legs
- Full-length design
- Runs true to size
Style Number/Barcode: 06502-000145
Category Name: 2026 Fall Outfit Trends
Price: $49.90
Availability: In Stock
Available Color: WINE
Available Size: XS, S, M, L
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Off The Record Ruched Ruffle Romper
Romantic ruffles on this romper give the off-the-shoulder trend a fresh spin. The long sleeves and fitted bodice create a sleek upper half, while the ruched waist and layered hem bring softness and movement below. The result feels flirty, current, and subtly throwback.
Fit & Features
- Sleek knit fabric, high stretch
- Off-the-shoulder neckline, fold-over design
- Long fitted sleeves
- Fitted bodice, ruched waist
- Layered ruffled mini-length overlay
- Hidden built-in shorts
- Runs true to size
Style Number/Barcode: 06503-000461
Category Name: 2026 Fall Outfit Trends
Price: $44.90
Availability: In Stock
Available Color: BURGUNDY, BLACK
Available Size: XS, S, M, L
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Sheer Detail Lace Waist Gaucho Pants
Gaucho pants are stepping back into the spotlight with a softer twist. The cropped wide-leg shape keeps the silhouette current, while the sheer lace waistband adds a delicate contrast to the clean knit body. It’s an easy way to tap into the throwback trend without going full retro.
Fit & Features
- Sheer lace waistband
- Smooth knit body, plenty of stretch
- Wide-leg gaucho silhouette
- Cropped length
- Runs true to size
Style Number/Barcode: 06502-000146
Category Name: 2026 Fall Outfit Trends
Price: $29.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Wide Angle Faux Leather Gaucho Pants
Faux leather is giving the gaucho comeback a much sharper point of view. The wide-leg cropped shape keeps the silhouette easy and current, while the foldover waistband adds a sleek Y2K-inspired finish. It’s a polished way to bring a little edge into the trend.
Fit & Features
- Faux leather fabric, moderate stretch
- Mid-rise waist, foldover waistband
- Wide-leg gaucho silhouette
- Cropped length
- Clean pull-on styling
- Runs true to size
Style Number/Barcode: 06502-000144
Category Name: 2026 Fall Outfit Trends
Price: $29.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Shape Play Ruched Crew Neck Crop Top
This crop top keeps the silhouette fitted and streamlined with ruching that adds shape through the sides. Long sleeves and a crew neckline offset the shorter hem for a balanced finish.
Fit & Features
- Smooth knit stretchy fabric
- Crew neckline
- Long sleeves
- Fitted crop hem
- Ruched side detailing
- Runs true to size
Style Number/Barcode: 06002-000760
Category Name: 2026 Fall Outfit Trends
Price: $26.90
Availability: In Stock
Available Color: WHITE, BLACK
Available Size: XS, S, M, L
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Trendy Moves Striped Mesh Hanky Hem Skirt
Your skirt lineup just got a trendy upgrade. This striped mesh hanky hem skirt drapes into an asymmetrical silhouette with a high-cut slit that makes it all the more chic. Style with the matching halter top.
Shop Matching Top: Trendy Moves Striped Mesh Halter Top
Fit & Features
- Mesh fabric with knit lining
- Striped print
- Mid-rise waist
- Knee-length hanky hem
- High-cut slit
- Flowy silhouette
- Runs true to size
Style Number/Barcode: 06501-000220
Category Name: 2026 Fall Outfit Trends
Price: $36.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Side Glance One Shoulder Long Sleeve Top
This is the top for when basic long sleeves are not making the cut. The one-shoulder neckline gives the fitted silhouette a trend-right fall update, with ruched sides adding just enough detail. Pair it with denim, a mini skirt, and boots for an easy cooler-weather look.
Fit & Features
- Smooth knit fabric, high stretch
- One-shoulder asymmetrical neckline
- Long sleeves
- Ruched side seams
- Mid-length fitted hem
- Runs true to size
Style Number/Barcode: 06002-000756
Category Name: 2026 Fall Outfit Trends
Price: $26.90
Availability: In Stock
Available Color: BROWN
Available Size: S, M, L
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Shoulder Season Foldover Off-Shoulder Sweater Top
This off-shoulder sweater top is all about the neckline. The wide foldover detail frames the shoulders, while the fitted shape and cropped length keep the silhouette sleek from every angle. Pair it with a mini or straight-leg denim to keep the proportions clean.
Fit & Features
- Knit fabric, high stretch
- Wide foldover off-the-shoulder neckline
- Long sleeves
- Fitted silhouette
- Mid-length hem
- Ribbed trim
- Runs true to size
Style Number/Barcode: 06005-000519
Category Name: 2026 Fall Outfit Trends
Price: $36.90
Availability: In Stock
Available Color: BURGUNDY, BLACK, CHARCOAL, IVORY
Available Size: S, M, L
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Plans Pending Ruched Scoop Neck Long Sleeve Top
The kind of basic that quietly does the most. This sleek long-sleeve top hugs your shape with a flattering scoop neckline and waist ruching, making it an easy yes with denim, minis, or whatever the plans turn into.
Fit & Features
- Soft stretch knit fabric
- Scoop neckline with long fitted sleeves
- Ruched detailing through the waist
- Curve-hugging fitted silhouette
- Runs true to size
Style Number/Barcode: 06002-000757
Category Name: 2026 Fall Outfit Trends
Price: $26.90
Availability: In Stock
Available Color: IVORY, OLIVE
Available Size: L, XS, S, M
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Rebel Fit Camo Print Wide Leg Cargo Pants
The camo print brings the attitude, and the utility details back it up. These wide-leg cargo pants feature oversized flap pockets and an adjustable drawstring waist that give the relaxed silhouette a rugged edge. Your streetwear rotation just found its rebellious side.
Fit & Features
- Camouflage print, woven fabric
- Low-rise drawstring tie waist
- Oversized cargo-style flap pockets
- Baggy, relaxed wide-leg silhouette
- Front button closure, hip pockets
- Runs true to size
Style Number/Barcode: 06302-000033
Category Name: 2026 Fall Outfit Trends
Price: $54.90
Availability: In Stock
Available Color: OLIVE
Available Size: XS, S, M, L
Product Badge:- New Arrival