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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Double Take Open-Back Belted Denim Romper
Denim is getting a sharper remix, and this romper is fully in on it. The high neckline and fitted waist keep the shape clean, while double grommet belts and a pleated skirt overlay bring a bold, utility-inspired update. The open back and hidden shorts keep the whole look feeling fresh and current.
Fit & Features
- Denim fabric
- Sleeveless high crew neckline
- Open back, top button closures, lower zipper closure
- Double grommet belt detail, fitted drop waist
- Pleated mini-length overlay, A-line fit
- Hidden built-in shorts
- Runs true to size
Style Number/Barcode: 06603-000247
Category Name: 2026 Fall Outfit Trends
Price: $56.90
Availability: In Stock
Available Color: DARK, DENIM
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Ruffle Check Double Belt Plaid Mini Skort
Plaid and ruffles give this skort enough personality to carry the outfit. The mini silhouette pairs layered flounces with a double-belt waist for a playful mix of movement and edge. Keep the top fitted and let the texture do the styling.
Fit & Features
- Lightweight woven fabric, plaid print
- High-rise waist
- Double-belt waistband
- Layered ruffle design
- Mini-length overlay, A-line fit
- Hidden built-in knit shorts
- Runs true to size
Style Number/Barcode: 06403-000188
Category Name: 2026 Fall Outfit Trends
Price: $46.90
Availability: In Stock
Available Color: BROWN
Available Size: S, M, L
Product Badge:- New Arrival
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Sleek Intent Mock Neck Side Slit Maxi Dress
The shine is subtle, the shape is not. A lurex knit finish gives this maxi dress just enough dimension, while the mock neckline, open back, and side slit keep the look sharp. It feels modern without chasing the trend too hard.
Fit & Features
- Lurex knit fabric, high stretch
- Sleeveless mock neckline
- Open back with tie-back straps
- High-cut side slit
- Maxi-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 06005-000449
Category Name: 2026 Fall Outfit Trends
Price: $52.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Waist Shift Low-Rise Twill Mini Skort
Low-rise is back in rotation, and this skort keeps the update clean. The twill mini shape pairs slant pockets with a streamlined waist for a sharper take on the throwback silhouette. The result feels current without overworking the trend.
Fit & Features
- Twill fabric
- Low-rise fit
- Button-front waistband with zip-fly closure
- Front slant pockets
- Fitted mini-length overlay
- Hidden built-in shorts
- Runs true to size
Style Number/Barcode: 06303-000073
Category Name: 2026 Fall Outfit Trends
Price: $39.90
Availability: In Stock
Available Color: GRAY
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Plaid Behavior Low Rise Plaid Micro Shorts
Plaid micro shorts make fall styling feel instantly more interesting. Pair the low-rise fit with a fitted knit, oversized jacket, and pointed boots for a sharper seasonal look. The compact silhouette keeps the outfit balanced while still letting the plaid do the talking.
Fit & Features
- Low-rise waist
- Plaid pattern
- Button-front closure
- Belt loops
- Front pockets
- Fitted micro-short silhouette
- Runs true to size
Model Information
Model is 5'8" with a 34" bust, 24" waist, and 34" hips. She is wearing a size small.
Style Number/Barcode: 06403-000192
Category Name: 2026 Fall Outfit Trends
Price: $32.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Checks in Motion Plaid Chiffon Poncho
Plaid just got sheer. This chiffon poncho brings an airy style to bandeaus, tank tops, and denim bottoms for an effortless fall layer with a little drama.
Fit & Features
- Sheer plaid chiffon fabric
- Crew neckline with back keyhole with button closure
- Draped poncho silhouette with open sides
- Asymmetrical flowing hem
- Runs true to size
Style Number/Barcode: 06204-000199
Category Name: 2026 Fall Outfit Trends
Price: $24.90
Availability: In Stock
Available Color: SAGE
Available Size: XS/S, M/L
Product Badge:- New Arrival
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First Position Satin Bow Ballet Flats
Consider this your balletcore finishing move. These satin flats pair a dainty bow detail with a sleek slingback silhouette for a polished little step from brunch to dressier plans.
Fit & Features
- Square-toe closed design
- Bow inset
- Adjustable slingback strap with buckle closure
- Cushioned insole
- Smooth satin material
- Runs true to size
Style Number/Barcode: 07405-000027
Category Name: 2026 Fall Outfit Trends
Price: $24.90
Availability: In Stock
Available Color: BLACK, BLUSH, RED
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
Product Badge:- New Arrival
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Sport Mode '47 NY Yankees Baseball Cap
Consider your off-duty look officially upgraded. This '47 New York Yankees baseball cap brings classic sporty vibes with embroidered logo details, a structured brim, and an adjustable back strap for an easy everyday fit.
Fit & Features
- Classic baseball cap silhouette
- Front embroidered New York Yankees logo graphic and side '47 logo
- Structured brim
- Adjustable back strap for a snug fit
Style Number/Barcode: 07302-000380
Category Name: 2026 Fall Outfit Trends
Price: $35.00
Availability: In Stock
Available Color: BURGUNDY
Available Size: NS
Product Badge:- New Arrival
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Poised Step Polka Dot Bow Mules
Polished, playful, and ready for plans. These satin mules pair a refined polka dot print with an oversized bow and stiletto heel for an elevated finish with midi dresses, denim outfits, and mini skirts.
Fit & Features
- 3" stiletto heel
- Almond toe
- Wide strap with bow
- Cushioned insole
- Polka dot pattern
- Satin material
- Runs true to size
Style Number/Barcode: 07401-000882
Category Name: 2026 Fall Outfit Trends
Price: $28.90
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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Wild Card Leopard Buckle Shoulder Bag
Animal print with a little bite. This leopard shoulder bag mixes a curved silhouette, contrast buckle details, and silver tone hardware for a Y2K inspired carry that makes even the simplest outfit feel intentional.
Fit & Features
- Leopard print faux leather exterior
- Curved shoulder bag silhouette
- Contrast buckle strap and side buckle details
- Top shoulder strap
- Top zipper closure and exterior zip pocket
- Lined spacious interior, one zipper pocket, one open pocket
Style Number/Barcode: 07203-000215
Category Name: 2026 Fall Outfit Trends
Price: $28.90
Availability: In Stock
Available Color: LEOPARD
Available Size: NS
Product Badge:- New Arrival
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City Flirt New York Off-Shoulder Pull-Over Top
Sporty, but with a little extra flirt. This fleece knit pull-over top pairs a relaxed fit with an asymmetric off-shoulder neckline and embroidered script for an effortless vibe.
Fit & Features
- Fleece knit fabric, moderate stretch
- Asymmetric off-shoulder neckline
- Long sleeves, embroidered "NY"
- Front "New York" embroidered script
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06002-000703
Category Name: 2026 Fall Outfit Trends
Price: $44.90
Availability: In Stock
Available Color: NAVY
Available Size: XS, S, M, L
Product Badge:- New Arrival
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City Sleek Knee High Stiletto Boots
Clean lines, sharp finish, zero overthinking. These knee-high boots pair a sleek faux leather shaft with a pointed toe and slim stiletto heel for an easy upgrade to mini skirts, denim, and weekend looks.
Fit & Features
- 3" kitten stiletto heel, 8.5" leg opening, 16.5" shaft
- Pointed-toe design
- Knee-high shaft
- Faux leather material
- Runs true to size
Style Number/Barcode: 07402-000172
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:- New Arrival
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City Strut Microsuede Scrunch Stiletto Boots
Your fall plans just found their favorite plus one. These microsuede stiletto boots bring the drama with a scrunched shaft, sleek pointed toe, and knee-high silhouette made for mini skirts, oversized jackets, and nights in the city.
Fit & Features
- Soft microsuede fabrication
- Knee-high scrunched shaft
- Pointed toe
- Stiletto heel
- Runs true to size
Style Number/Barcode: 07402-000190
Category Name: 2026 Fall Outfit Trends
Price: $50.90
Availability: Out of Stock
Product Badge:- Ships Free
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Clean Cut Short Sleeve Fitted Baby Tee
This fitted baby tee makes an easy starting point for whatever you’re wearing next. The short sleeves, crew neckline, and cropped shape keep the silhouette clean and easy to style. Pair it with low-rise denim or a mini skirt for a simple look that still feels pulled together.
Fit & Features
- Smooth knit fabric, high stretch
- Crew neckline
- Short sleeves
- Cropped length
- Straight hem
- Fitted silhouette
- Runs true to size
Style Number/Barcode: 07109-000063
Category Name: 2026 Fall Outfit Trends
Price: $19.90
Availability: In Stock
Available Color: RED
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Core Move Crew Neck Fitted Baby Tee
This fitted baby tee is the kind of basic that makes the rest of the outfit easier. The crew neckline, short sleeves, and cropped shape keep the silhouette clean and easy to layer. Pair it with a pinstripe mini or relaxed denim for a polished off-duty mix.
Fit & Features
- Smooth knit fabric, high stretch
- Crew neckline
- Short sleeves
- Cropped length
- Straight hem
- Fitted silhouette
- Runs true to size
Style Number/Barcode: 07109-000064
Category Name: 2026 Fall Outfit Trends
Price: $19.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Chain Reaction Tassel Pendant Necklace
A little movement makes all the difference. This long pendant necklace pairs a sleek chain with sculpted link accents and a fluid chain tassel for an easy statement that instantly pulls the outfit together.
Fit & Features
- Long chain necklace design
- Sculpted link pendant detail
- Draped chain tassel accent
- Lobster clasp closure with extender
Style Number/Barcode: 07002-000696
Category Name: 2026 Fall Outfit Trends
Price: $16.90
Availability: In Stock
Available Color: GOLD
Available Size: NS
Product Badge:- New Arrival
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Gallery Drop Sculpted Stone Earrings
Consider these the art piece of your jewelry lineup. These statement drop earrings pair glossy oval stones with sculpted metal frames for a polished finish that makes simple necklines feel instantly more elevated.
Fit & Features
- Statement drop earring design
- Glossy oval stone accents
- Sculpted metal framing
- Double drop silhouette
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-000564
Category Name: 2026 Fall Outfit Trends
Price: $12.90
Availability: In Stock
Available Color: BROWN
Available Size: NS
Product Badge:- New Arrival
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Wrapped Up Sculpted Drop Earrings
A little drama, beautifully framed. These statement drop earrings pair glossy dimensional stones with sculpted metal detailing for an artful finish that instantly dresses up sleek tops and special occasion looks.
Fit & Features
- Statement drop earring design
- Glossy dimensional stone accents
- Sculpted metal framing
- Graduated three-drop silhouette
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-000560
Category Name: 2026 Fall Outfit Trends
Price: $12.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: NS
Product Badge:- New Arrival
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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, M, L
Product Badge:- New Arrival
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Zip It Faux Leather Funnel Neck Jacket
Your throw-on-and-go layer just got a sleek upgrade. This faux leather jacket pairs a sleek funnel neckline with a cropped fit and adjustable drawstring hem for styling that feels polished without trying too hard.
Fit & Features
- Faux leather fabrication, sewn-in woven lining
- Funnel neckline with snap-button closures
- Long sleeves with snap-button cuffs
- Front pockets
- Front zip closure, side pockets, and adjustable drawstring hem
- Runs true to size
Style Number/Barcode: 06204-000192
Category Name: 2026 Fall Outfit Trends
Price: $69.90
Availability: In Stock
Available Color: BLACK
Available Size: S, M, L, XL
Product Badge:- New Arrival
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Spot On Polka Dot Twill Capri Pants
Polka dots are giving the capri comeback a playful update. The slim twill silhouette keeps the shape clean, while side slit cuffs add a sharp little finish at the hem. It’s a fresh take on the retro trend with just enough detail to keep it current.
Fit & Features
- Twill fabric
- Polka dot print
- Mid-rise waist, clean waistband
- Side zipper closure
- Slim capri silhouette
- Side slit cuffs
- Runs true to size
Style Number/Barcode: 06302-000031
Category Name: 2026 Fall Outfit Trends
Price: $39.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- New Arrival
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City Drama Faux Fur Trench Coat
Outerwear just got a little more cinematic. This longline faux leather trench pairs plush shag trim with sleek sleeves and a sweeping silhouette for the kind of fall layer that does all the styling for you.
Fit & Features
- Faux leather fabric, plush faux fur trim, sewn-in lining
- Open front with oversized faux fur collar
- Hidden front hook and eye closure
- Long sleeves with faux fur cuffs
- Longline trench silhouette
- Side pockets
- Runs true to size
Style Number/Barcode: 06204-000202
Category Name: 2026 Fall Outfit Trends
Price: $89.90
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Move Faux Leather Belted Trench Coat
Consider your outerwear officially upgraded. This faux leather trench coat brings a belted waist, relaxed long-line fit, and polished structure that make everything from dresses to denim look instantly sharper.
Fit & Features
- Faux leather fabric
- Lapel neckline
- Long sleeves with buttoned straps
- Double-breasted button design, tie-front belt
- Side pockets
- Long-length hem, relaxed fit
- Runs true to size
Style Number/Barcode: 06204-000205
Category Name: 2026 Fall Outfit Trends
Price: $79.90
Availability: Out of Stock
Product Badge:- Ships Free
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Next Move Pinstripe Trouser Jorts
Pinstripes just found their off-duty side. These pinstripe trouser jorts remix tailored details with a double-belted waist and a relaxed, knee-length fit for everything from fitted tops to oversized layers.
Fit & Features
- Pinstripe woven fabric
- Mid-rise waist
- Thin double-belted design
- Front pockets
- Knee-length hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06403-000185
Category Name: 2026 Fall Outfit Trends
Price: $39.90
Availability: In Stock
Available Color: BLACK/WHITE
Available Size: XS, S, M, L
Product Badge:- New Arrival