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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Stay Cozy Ribbed Knit Pullover Hoodie
Hang out in this cozy ribbed knit pullover hoodie. With a drawstring hood, long sleeves, and a comfy fit, it's your go-to for effortless style and warmth.
Fit & Features
- Ribbed sweater knit fabric
- Drawstring hooded neckline
- Long sleeves with tapered hems
- Mid-length tapered hem
- Runs true to size
Style Number/Barcode: 06005-2164
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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90 Graphic Oversized Pullover Sweatshirt
Fit & Features
- Terry knit fabric with soft interior, moderate stretch
- Ribbed hems
- V-neckline
- Long dolman sleeves
- "90" front graphic
- Oversized fit
Style Number/Barcode: 06002-1979
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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24 Graphic Oversized Pullover Sweatshirt
Fit & Features
- Terry knit fabric with soft interior, moderate stretch
- Ribbed hems
- V-neckline
- Long dolman sleeves
- "24" front graphic
- Oversized fit
Style Number/Barcode: 06002-1978
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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22 Oversized Graphic Tee
Channel a trendy sporty style in this oversized graphic tee featuring a V-neckline, short sleeves with a striped design, and a front "22" graphic. Perf for game day, style with a denim skort and sneakers.
Fit & Features
- Cotton fabric with moderate stretch
- V-neckline
- Short sleeves with striped design
- Front "22" graphic
- Oversized fit
Style Number/Barcode: 06002-1977
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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Comfy Cute Collared Cropped Sweater
Stay comfy and cute in this collared cropped sweater perfect for styling with a flirty skirt and sneakers.
Fit & Features
- Heather knit fabric, moderate stretch
- Collared V-neckline
- Long sleeves
- Cropped hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2163
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Effortless Twist Metal Collar Necklace
Fit & Features
- Single-row
- Twisted metal design
- Lobster clasp closure
Style Number/Barcode: 07002-1984
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dainty Luxe Bar Charm Necklace
Fit & Features
- Dainty chain
- Single-row design
- Hammered bar accent
- Lobster clasp closure
Style Number/Barcode: 07002-1987
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Edgy In Plaid Scoop Neck Mesh Mini Dress
Show your edge in this plaid mesh mini dress featuring a flattering scoop neckline and form-hugging fit with a hanky-style hem. Complete the look with a cardigan.
Fit & Features
- Plaid print, mesh fabric, stretchy knit lining
- Spaghetti straps
- Scoop neckline
- Form-hugging fit
- Hanky-style mini-length hem
- Runs true to size
Style Number/Barcode: 05102-5952
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Luxe Statement Watch Chain Bracelet
Fit & Features
- Watch-chain design
- Multi-row
Style Number/Barcode: 07003-0623
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Watch-chain design
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Edgy Trend Eagle Oversized Graphic Tee
Add an edgy flair to your casual 'fits with this mineral wash graphic tee featuring a crew neckline, short sleeves, a detailed eagle graphic at the front, and the perfect oversized fit. Style with a mini skort and ankle booties.
Fit & Features
- Mineral wash cotton fabric with moderate stretch
- Crew neckline
- Short sleeves
- Eagle graphic
- Oversized fit
Style Number/Barcode: 06002-1975
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Short n' Sweet Cropped Graphic Tee
Show off your love for your fave pop star in this adorable graphic tee featuring a crew neckline, short sleeves, a cursive script reading "Short n' Sweet," and a fitted cropped hem. Style with jeans for a casual vibe, or a mini skirt and boots for that chic look!
Fit & Features
- Cotton-blend fabric with moderate stretch
- Crew neckline
- Short sleeves
- Cursive script reading "Short n' Sweet"
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06002-1976
Category Name: 2026 Fall Outfit Trends
Price: $18.90
Availability: Out of Stock
Product Badge:- Ships Free
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Iced Coffee Club Baseball Cap
Fit & Features
- Cotton material
- Baseball cap design
- Two-tone hue
- Script that reads "Iced Coffee Club"
- Adjustable back with metal hardware
Style Number/Barcode: 07302-1744
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Choice Plaid Faux Suede Blazer
A chic plaid faux suede blazer fit for a preppy girlie like you! Layer on this essential blazer in the perfect relaxed fit for comfort and a stylish look.
Fit & Features
- Plaid faux suede fabric, moderate stretch
- Lapel collar
- Long sleeves
- Dual faux front pockets
- Long-length hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06204-1947
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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Elevated Cozy Faux Sherpa Puffer Vest
Elevate your love for cozy in this faux sherpa puffer vest perfect for styling with a long sleeve top and your favorite bottoms!
Fit & Features
- Ultra-soft faux sherpa fabric with woven lining, padded, no stretch
- Sleeveless mock collared neckline
- Zip-front design
- Mid-length hem
- Fitted silhouette
- Runs true to size
Style Number/Barcode: 06201-0554
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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The Classic Faux Patent Leather Mary Jane Flats
A pair of classic mary jane flats with a modern edge. These flats feature a low block heel, closed pointy toe, and a strappy open design perfect for styling with a romper.
Fit & Features
- Faux patent leather material
- Closed pointy toe
- Single strap accent over toe with buckle detail
- Open back with adjustable ankle strap and buckle detail
- Low block heel
- Faux leather padded insole
- Runs true to size
Style Number/Barcode: 07405-0214
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Faux patent leather material
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The Next Level High-Rise Cargo Pants
Get ready to rock these high-rise cargo pants. With a chic high-rise waist, belt loops, and cargo pockets, these pants are your go-to for effortless style and comfort.
Fit & Features
- Twill-knit and cotton fabrication
- High-rise waist with belt loops
- Single button with hidden zipper closure
- Side pockets
- Cargo flap pockets
- Straight leg fit
- Runs true to size
Style Number/Barcode: 06302-0842
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cozy Factor Ribbed Knit Off-The-Shoulder Sweater
Fit & Features
- Ribbed knit fabric with moderate stretch
- Off-the-shoulder neckline, fold-over design
- Long sleeves
- Oversized fit
Style Number/Barcode: 06005-2152
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendy Fave Open Back Long Sleeve Knit Mini Dress
This trendy ribbed knit mini dress features a crew neckline, long fitted sleeves, and a bold lower open back with a tie-back strap design. The short bodycon silhouette will highlight your curves and is perf for pairing with knee-high boots.
Fit & Features
- Ribbed knit fabric with plenty of stretch
- Crew neckline
- Long fitted sleeves
- Open lower back with tie-back straps
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 05102-5948
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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Stunning View Scenic Print Mesh Bustier Top
Fit & Features
- Sheer mesh fabric with knit lining, plenty of stretch
- Nature-inspired scenic print, metallic thread embroidery
- Sweetheart neckline, padded bust
- Adjustable spaghetti straps, front hook-eye closures
- Front ruched detailing
- Fitted angled cropped hem
- Runs true to size
Style Number/Barcode: 06001-5532
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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Cozy Mood Cable Knit Pullover Sweater
Fit & Features
- Open cable knit fabric
- Ribbed hems
- Crew neckline
- Long sleeves
- Mid-length hem
- Runs true to size
Style Number/Barcode: 06005-2150
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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Elevated Button-Down Drop Waist Mini Dress
So elevated, this adorable mini dress is designed with a textured knit fabric and a sleek button-down front. It features a sleeveless square neckline with tank straps, a drop waist, and a short pleated A-line silhouette for that cute flair.
Fit & Features
- Textured knit fabric, sewn-in knit lining
- Square neckline
- Tank shoulder straps
- Button-down front
- Drop waist
- Mini-length pleated A-line silhouette
- Runs true to size
Style Number/Barcode: 05101-3842
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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So Adored Sleeveless Bow Trim Crepe Mini Dress
Embrace romance in this crepe mini dress that features a sleeveless square neckline with tank-like straps, a charming bow accented trim under the bust, and a flared mini-length hem with an A-line silhouette. Complete your look with sleek flats!
Fit & Features
- Crepe fabric with knit lining, moderate stretch
- Sleeveless square neckline, dart seams
- Tank-like shoulder straps
- Bow accented trim under bust
- Back zipper closure
- Flared mini-length hem, A-line silhouette
- Runs true to size
Style Number/Barcode: 05101-3840
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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Feeling Fierce Leopard Print Denim Shacket
Fit & Features
- Leopard-printed denim fabric
- Collared neckline
- Chest pockets
- Button-down closure
- Long sleeves with single-button cuff
- Oversized fit
Shop Matching Mini Skirt: Feeling Fierce Leopard Print Denim Mini Skirt
Style Number/Barcode: 06203-0566
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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Cozy Luxe Lurex Knit Pants
Get cozy in the luxe lurex knit pants. With a mid-rise drawstring waist and straight-leg fit, these pants are your go-to for effortless style and comfort.
Fit & Features
- Lurex knit fabrication
- Mid-rise waist
- Drawstring waist
- Straight-leg fit
- Runs true to size
Style Number/Barcode: 06502-2556
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free