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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Spotted And Sassy Side Slit Tube Top
Sweet with a twist—this polka dot tube top brings flirty vibes and a cheeky side slit that’s ready for brunch dates, beach strolls, or casual hangs.
Fit & Features
- Polka dot print, stretchy knit fabric
- Tube strapless neckline
- Side slit accents
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06001-000279
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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Sweet And Scandalous Plaid Lace Mini Skort
This pleated plaid skort flirts with schoolgirl nostalgia, featuring lace trim and a low-rise fit made for layering with thigh-highs or an oversized knit. It’s giving Y2K bad girl revival in the best way possible.
Fit & Features
- Plaid print, knit fabric
- Low-rise waist
- Pleated flare silhouette
- Lace-trim mini hem, shorts lining
- Runs true to size
Style Number/Barcode: 06503-000158
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sweet Layers Ponte Ruffle Skort
Serving legs and layers—this skort is a total party starter. The tiered ruffles bring the drama while the built-in shorts keep it comfy enough for dancing all night.
Fit & Features
- Ponte knit fabric, shorts lining
- High-rise waist
- Ruffled tiered silhouette
- Mini-length hem
- Runs true to size
Style Number/Barcode: 06503-000157
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $34.90
On Sale: Yes
Availability: In Stock
Available Color: BROWN
Available Size: S
Product Badge:- Sale
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Wild Streak Snake Print Denim Jeans
A little wild, a lot iconic. These snake print wide-leg jeans serve instant edge with a mid-rise fit that keeps it cool and wearable. Pair them with a crop tee or a sleek bodysuit—either way, they’re the main event of your outfit.
Fit & Features
- Snake print, cotton denim fabric, non-stretch
- Mid-rise waist
- Wide-leg fit
- Front button and hidden zipper closure
- Belt loop accents, five-pocket styling
- Runs true to size
Style Number/Barcode: 06602-000076
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
- Snake print, cotton denim fabric, non-stretch
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Cool Girl Confidence Denim Mini Skort
Cool-girl confidence, wrapped up in denim. This belted mini skort gives the perfect mix of structure and attitude, with an asymmetric front that looks styled-up without even trying.
Fit & Features
- Denim fabric
- Mid-rise waist
- Wrap-front belted design, asymmetric hem
- Mini-length overlay
- Fitted shorts
- Runs true to size
Style Number/Barcode: 06603-000113
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cold Girl Faux Fur Vest
Soft, plush, and made to layer. This faux fur vest instantly upgrades any look with its cozy texture and luxe feel—perfect over long sleeves, knits, or even a sleek dress when you’re channeling off-duty glam.
Fit & Features
- Plush faux fur fabric, sewn-in woven lining
- Sleeveless collared neckline
- Hidden side pockets
- hidden front hook and eye closure
- Crop-length hem
- Runs true to size
Style Number/Barcode: 06201-000067
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Frost Mode Faux Fur Puffer Jacket
Cold weather, but make it glam. This puffer jacket levels up your outerwear game with plush faux fur trim at the collar and cuffs—cozy, elevated, and made to turn every chilly day into a look.
Fit & Features
- Sleek puffer insulated lined fabric
- Faux fur trim on collar and cuffs
- Front pockets
- Mid-length hem
- Runs true to size
Style Number/Barcode: 06201-000068
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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Ultra Game NFL New England Patriots Bomber Jacket
Your game-day fit just got promoted—this bomber jacket does confidence without even trying. The quilted satin finish gives it that luxe, sporty edge while repping the New England Patriots loud and proud.
Fit & Features
- Quilted satin woven fabric with woven lining, no stretch
- Ribbed knit cuffs
- Snap button-down front
- Long sleeves, striped detail
- Dual lined pockets
- Front and back New England Patriots embroidery
- Oversized fit
Style Number/Barcode: 06204-000069
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Soft Serve Floral High Slit Maxi Skirt
Serving soft with a wink. This floral mesh maxi skirt brings the flirt with a high-cut side slit and form-hugging silhouette that keeps things just bold enough. Perfect for date nights or casual slays.
Shop Matching Top: Soft Serve Floral Ruffle Tie-Front Top
Fit & Features
- Sheer mesh fabric with knit lining, high stretch
- Floral print
- High-rise waist
- High side slit
- Form-hugging fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 06501-000056
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Polished Moves Stiletto Booties
Sharp, sleek, and endlessly versatile. These faux leather booties feature a pointed toe and stiletto heel that instantly elevate everything from denim to dresses and skirts.
Fit & Features
- 4” stiletto heel, 4.5” leg opening, 4.5” shaft
- Pointed-toe
- Side zipper closure
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-000028
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Untamed Nights Halter Slit Maxi Dress
Glam meets wild in this sultry halter maxi dress. With its curve-hugging fit, statement hardware, and bold slit, it’s made for spotlight entrances and after-dark drama.
Fit & Features
- Animal print, knit-lined fabric with stretch
- Halter neckline, hardware insert, spaghetti strap tie
- Bodice cutout with hardware insert
- High front slit
- Form-hugging silhouette, maxi hem
- Runs true to size
Style Number/Barcode: 05102-000294
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Untamed Nights Zebra Print Maxi Dress
Go full wild mode in this zebra mesh dress—plunging cowl neckline, open back with tie straps, and a daring thigh-high slit. The hardware trim at the waist adds just the right amount of edge for a dress that owns every room.
Fit & Features
- Zebra print, mesh fabric, stretch knit lining
- Plunge halter cowl neckline
- Open back with ties
- Hardware waist trim
- High front slit
- Curve-hugging maxi silhouette
- Runs true to size
Style Number/Barcode: 05102-000292
Category Name: 2026 Fall Outfit Trends
Price: $20.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Espresso Martini Please Baseball Cap
For the girl who runs on caffeine and compliments. This two-tone baseball cap says what we’re all thinking—with an “Espresso Martini, Please” embroidered front and that perfect lowkey vibe for errands, brunch, or your next weekend escape.
Fit & Features
- Two-tone panel design
- Espresso Martini Please embroidered script
- Classic baseball cap silhouette
- Snapback closure
Style Number/Barcode: 07302-000152
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Wild Moves Snake Print Wide-Leg Jeans
Laidback fit, untamed edge. These snake print wide leg jeans bring a bold twist to your denim rotation, perfect for pairing with crop tops, corsets, or oversized knits when you’re in the mood to stand out.
Fit & Features
- Snake print, denim cotton fabric
- Mid-rise waist
- Wide-leg silhouette
- Front button and hidden zipper closure, belt loop accents
- Front and back pockets
- Runs true to size
Style Number/Barcode: 06602-000074
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Season of Chic Long Sleeve Mini Dress
Dressy yet daring, this bodycon mini dress pairs a flattering square neckline with long sleeves and a ruffled side slit—perfect for fall date nights and events.
Fit & Features
- Smooth knit stretch fabric
- Square neckline
- Fitted long sleeves
- Bodycon silhouette
- Ruffled side slit
- Mini-length hem
- Runs true to size
Style Number/Barcode: 05101-000650
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stylishly Timeless Plaid Trench Coat
Layer this plaid trench coat for an effortless style day or night. With a classic collar and soft faux wool, this coat will be your new favorite staple all season!
Fit & Features
- Plaid pattern, faux wool fabric
- Lapel collar neckline
- Long sleeves
- Open front design
- Side pockets
- Longline hem
- Runs true to size
Style Number/Barcode: 06201-000063
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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Cute Agenda Long Sleeve Mini Dress
For the girl with a busy social calendar—this long sleeve mini dress is polished yet practical, featuring a sleek turtleneck, flattering knotted design, and a body-hugging fit that takes you from latte runs to casual dinners downtown.
Fit & Features
- Smooth knit-lined stretch fabric
- Fitted long sleeves
- Turtle neckline
- Front knotted design
- Bodycon fit
- Mini-length hem
- Runs true to size
Style Number/Barcode: 05102-000922
Category Name: 2026 Fall Outfit Trends
Price: $42.90
Availability: In Stock
Available Color: BROWN-2
Available Size: XS, S, M, L
Product Badge:- Sale
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Double Take Hardware Kitten Mules
These kitten mules bring sleek vibes with a bold hardware trim detail. Perfect for dressing up your denim or a classic LBD.
Fit & Features
- 2" Kitten heel
- Faux leather material
- Open almond-shaped toe
- Wide strap with silver and gold hardware trim
- Open back, on-and-off styling
- Cushioned insole
- Runs true to size
Style Number/Barcode: 07404-000042
Category Name: 2026 Fall Outfit Trends
Price: $8.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Autumn Stroll Striped Corduroy Shorts
Cooler weather, cozier textures—these striped corduroy shorts are made for layering with knits and boots. A comfy-meets-chic staple for all your fall plans.
Fit & Features
- Striped pattern, corduroy fabric
- Low-rise waist
- Form-hugging fit
- Front button closure, belt loop accents
- Back pockets
- Runs true to size
Style Number/Barcode: 06303-000038
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Strap In Thong Buckle Mules
The heel that knows how to keep it classy but still turn heads. With a sleek square toe, thong strap, and ankle buckle, these mules are ready for everything from hotel brunches to date night.
Fit & Features
- 3" Thin block heel
- Square toe
- Thong strap
- Adjustable ankle buckle strap
- Cushioned insole
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-000511
Category Name: 2026 Fall Outfit Trends
Price: $28.90
Availability: Out of Stock
Product Badge:- Ships Free
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Fall Flirt Off-The-Shoulder Sweater
Cozy just got a glow-up. This off-the-shoulder cable knit sweater blends fall comfort with flirty charm, featuring ribbed detailing and tied sleeves for that extra-soft finish. Pair it with leather or your go-to jeans—it’s your new cold-weather crush.
Fit & Features
- Soft rib knit stretchy fabric
- Foldover off-the-shoulder neckline with bow ties
- Fitted long sleeves
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06005-000192
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Goddess Mode Halter A-Line Mini Dress
Serving sultry with a soft edge—this halter mini dress is pure goddess vibes. The smooth stretch fit hugs you just right, while the A-line skirt gives it that effortless flow for dinner dates or rooftop cocktails.
Fit & Features
- Smooth knit fabric, high stretch
- Sleeveless V-neckline
- Tie-back halter straps, metal hardware accents
- Partially open back
- Ruched bodice, drop waist
- Mini-length A-line silhouette, asymmetric hem
- Runs true to size
Style Number/Barcode: 05103-000490
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Steps Pointed Toe Pumps
Low heel, high impact. These microsuede kitten pumps keep things sleek and sophisticated with their pointed toe and soft texture—perfect for elevating your weekday looks or keeping it polished on the go.
Fit & Features
- 2.5" kitten heel
- Closed pointed-toe
- Cushioned insole
- Micro faux suede material
- Runs true to size
Style Number/Barcode: 07401-000487
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Delicate But Daring Lace Cami Crop Top
This sheer lace cami top was made for styling under blouses or blazers for a chic vibe. With bungee spaghetti straps and a low-back cut, it’s the ultimate mix of sultry and effortless.
Fit & Features
- Sheer lace fabric, moderate stretch
- Square neckline
- Bungee spaghetti straps
- Low cut back
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 07103-000062
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale