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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Newsgirl Cabby Hat
Extra, extra, read all about your stylish new hat! This newsboy-inspired cap features braided trim with button detail.Style Number/Barcode: 07302-0094
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Boat Babe Woven Hat
You're looking good in this timeless straw hat. Featuring a grosgrain ribbon trim, this piece is perfect for keeping cool while enjoying the sun.Style Number/Barcode: 07302-0095
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Newsgirl Cabby Hat
Extra, extra, read all about your stylish new hat! This newsboy-inspired cap features braided trim with button detail.Style Number/Barcode: 07302-0091
Category Name: 2026 Fall Outfit Trends
Price: $15.90
Availability: Out of Stock
Product Badge:- Ships Free
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Time To Slay Moto Jacket
It's your time to slay in this fiercely on trend moto jacket! It features a collar with black stud detailing, an asymmetric zip front with zipper detailing along the sides, a front buttoned pocket, long sleeves, and a belted waist. The faux leather jacket features a chic all over snake print.Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06204-0015
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Brat Graphic Cropped Tee
You've got opinions and you say what's on your mind. If that makes you a brat...then embrace it in this form-fitting graphic tee! Shirt features a crew neck, short sleeves, and a bold contrast graphic. Tee is cut for a cropped silhouette and made from pure cotton with a fair amount of stretch.
Model is 5'8" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06002-0181
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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100% That B*itch Graphic Tee
Yep, that's you! Let 'em know not to mess around in this loose-fitting tee. Shirt features a crew neck, short sleeves, and a graphic at front. Tee has a relaxed construction and is made from a super-soft cotton and modal blend.Style Number/Barcode: 06002-0183
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Snatched Graphic Tee
Yes girl, get a snatched look in this trendy graphic tee! It features a crew neckline, short sleeves, a cropped hem, and a contrasting hued script that reads "Snatched." Top is composed of a knit fabric with moderate stretch.Style Number/Barcode: 06002-0180
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Better Basics Ribbed Knit Tee
Round up the perfect crop top collection with this ribbed knit tee. This short-sleeve crop top features a round crew neck and is made of soft ribbed knit fabric that perfectly forms to your shape. The cropped length pairs perfectly with high-rise jeans or style it with low-rise cargo pants for a flirty and edgier aesthetic.
Fit & Features
- Crew neckline
- Short sleeves
- Ribbed knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06002-0007
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Basic Vibes Faux Suede Booties
Fall back on these basic booties to complete your fav layered looks girl! They feature an around the ankle fit, an inner zipper closure, a pointed toe and block heel. Boots are composed of a faux suede material and faux leather insole lining.Style Number/Barcode: 07403-0124
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Waist Faux Leather Skinny Pants
These chic faux leather skinny pants will add an effortless edge to your look. They feature a high-rise waist with a tie-front accent, vertical seam detailing down the front, and tapered, form-fitting pant legs. Style these pants with a cute crop top and strappy heels.
Fit & Features
- High-rise elasticized waist
- Tie-front detail
- Vertical seam detailing
- Tapered, form-hugging fit
- Faux leather fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06402-0068
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid Fringe Over-Sized Scarf
Nothing but warm and fuzzy feelings in this over-sized scarf! Designed with a plaid print pattern and composed of a soft knit material with fringe detailing at the ends, pair it with your fave fall wear!
Style Number/Barcode: 07305-0034
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Blame It On The Weather Knit Beanie
Blame it on this weather, or blame it on the fact that we will use any excuse to wear a beanie! With a traditional vertical knit pattern, and a classic design, this beanie is a definite closet staple!Style Number/Barcode: 07302-0090
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Blame It On The Weather Knit Beanie
Blame it on this weather, or blame it on the fact that we will use any excuse to wear a beanie! With a traditional vertical knit pattern, and a classic design, this beanie is a definite closet staple!Style Number/Barcode: 07302-0088
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Over-Sized Boyfriend Corduroy Jacket
No need to steal yo mans jacket, because we have designed the best over sized fit! Featuring a collared neckline, functioning buttons that lead down, long sleeves, and a hemline that hits passed the waist. Jacket has traditional slanted pockets at the side, as well as breast pockets. Composed of a ribbed corduroy material that offers a relaxed fit with no stretch.Style Number/Barcode: 06204-0218
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Over-Sized Blanket Scarf
Wrap yourself in warmth and style! Designed with an animal print pattern and composed of a soft knit material with fringe at the ends, this scarf is a definite go to! Pair with your basics for an easy way to amp up your look!Style Number/Barcode: 07305-0033
Category Name: 2026 Fall Outfit Trends
Price: $8.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Pearlescent Goddess Headband
Pearls for the everyday girl! We are loving this adorable head band to add a little femme to your look. Headband has multi sized pearls at the top and is dainty but has a little stretch to it.Style Number/Barcode: 07006-0051
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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O-Ring Waist Cut Out Mini Dress
Chic with a trendy edge to the look, this mini dress will amp up your style. It features long sleeves with elastic cuffs, a deep V neckline, a hidden back zipper closure, a waist cut out with a front O-ring detail, and a flowy short skirt with a hidden back zipper. The dress is composed of a chiffon fabric and includes a stretchy knit lining.Style Number/Barcode: 05101-0241
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Short Story Striped Romper
Keep it bold and brief in this vibrant romper. It features all-over multi-color striping, spaghetti straps, a V neck bodice leading to a twist-front bust and an open, tie back, cutout detail at waist, and higher-rise, flowy shorts. Romper is made from a lightweight, textured woven material with a touch of stretch.Style Number/Barcode: 06403-0041
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Effortless Edge Bodysuit
Add some effortless edge to give your look a trendy vibe. This liquid faux leather bodysuit features a sleeveless bodice, adjustable spaghetti straps, a sweetheart neckline, wired cups for additional support, a U-shaped back with an adjustable horizontal strap, an exposed side zipper closure, and a cheeky bottom with hook and eye closures. The liquid faux leather fabric offers minimal stretch and a form hugging fit.Style Number/Barcode: 06003-0284
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Mad For Plaid Paperbag Pants
Cut a sleek and stylish figure in these perfectly polished plaid pants! They're fuller through the hip and thigh while tapering through the leg and they feature a paperbag waist with belt loops and removable tie. Pants slip on and are made from a mid-weight rayon-blend material with moderate stretch.Style Number/Barcode: 06502-0089
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Flow With It Bell Sleeve Crop Top
Flow with this adorable bell sleeve crop top! It features an off the shoulder square neckline, long bell sleeves with a flared hem, a lattice front detail, and a cropped hem. The top is composed of a lightweight knit fabric that offers moderate stretch.Style Number/Barcode: 06001-1571
Category Name: 2026 Fall Outfit Trends
Price: $8.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Mind Your Business Graphic Tee
You don't bother me...and I won't bother you! Get the point across with this "Mind Your Business" tee! Shirt features a crew neck, short sleeves, a contrast graphic, and a small knot at center front. Shirt is cut for a normal fit and made from an ultra-soft cotton and modal blend.Style Number/Barcode: 06002-0179
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Need It Now Ribbed Bodysuit
Whether you layer it beneath blazers, pair it with cutoffs, or team it with a mini, this bodysuit will be in heavy wardrobe rotation! Bodysuit features all-over vertical ribbing, spaghetti straps, a square neckline, a thong-style bottom, and two-button snap closure. Suit is made from a soft rayon blend with moderate stretch.Style Number/Barcode: 06002-0113
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High Waist Striped Pants
Whether its a day on the job, or a sunday funday we all need our go to striped pants! These feature a banded high waist line with a tie yourself attached bow at the center. High waist flairs to a wide leg hem. Pants are composed of a soft knit fabric that offers a relaxed fit with moderate stretch, and showcases a triple stripe and dash pattern!
Style Number/Barcode: 06502-0093
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance