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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Workin' Girl Culotte Jumpsuit
You better work, boo. This sophisti-chic bodysuit features a strapless bow front with a cut-out area. Its legs are cut to a culotte silhouette for an easy, breezy, classic feeling. Made of a smooth knit fabric with lots of stretch.Style Number/Barcode: 06402-0088
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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On That Basic Ribbed Top
Bring your look back to basics in this cute top! It features a round neckline, short sleeves with a lettuce edge trim and a cropped hem with matching trim. Top is composed of ribbed knit fabric that offers a relaxed fit with a moderate stretch.Style Number/Barcode: 06002-0216
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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Los Angeles Distressed Graphic Tee
You've got that California love on lock, but only one city has your heart! Show off your LA pride in this form-fitting tee. Shirt features short sleeves, a crew neck, a colorful graphic, and distressed detail throughout. Tee is cut to hit above the hip and made from an ultra-soft cotton and modal blend.Style Number/Barcode: 06002-0209
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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No Chill Faux Fur Long Jacket
Looking for a winter-ready staple piece? You won't be catching a chill in this fab jacket!
Fits & Features
- Flat collared neckline
- Open front
- Long hemline
- Wubby faux fur knit composition I Fully Lined
- Relaxed fit
- Minimal Stretch
Blush: Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.
Ivory: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 06201-0083
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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Pool Girl Bucket Hat
Introducing the essential bucket hat. This cotton, Y2K inspired piece is destined to match all your wardrobe favorites - from high rise shorts and crop tops, to bad gal bikinis. Made of a twill fabric with no stretch.Style Number/Barcode: 07302-0104
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Off Shoulder Ribbed Sweater
Take your look into the new season with an off shoulder sweater! Featuring a straight off shoulder neckline with a fold over detail, long sleeves and a form fit, this seater hits mid torso and is composed of a ribbed knit material that offers moderate stretch. Pair with your fav high waist denim!
Style Number/Barcode: 06001-1789
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Lush Pencil Midi Skirt
Shop Matching Top: Lush Bungee Crop Top
Embrace the matching set trend! This lush skirt has a high waist line, and a hem that hits right above the knee. It is composed of an extremely soft knit material that showcases a very on trend pattern! Midi offers a form fit with moderate stretch. Don't forget the matching crop top to complete your fierce look!
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06501-0053
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ever So Polished High Heel Boots
Bring some class today with a pair of boots that are sleek and polished! They feature an almond toe with an ankle high fit. They have a zipper closure at the side, and a tall heel. They are composed of a faux leather material.Style Number/Barcode: 07403-0139
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Tweed Plaid Mini Skirt
Amp up your look with a little tweed! This mini skirt features a high waistline, a short hemline that hits mid thigh. Back of skirt has a zipper closure at the center. Skirt is composed of a tweed material offers minimal stretch.
Model is 5'9" with a 32" bust, 24.5" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06401-0066
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Snake Print Bell Sleeve Top
Stylish and sassy, this snake print top is perfect for your next party. It features a wrap front V neckline, long flowy bell sleeves, a tie front detail, and a mid-length hem. The top is made of a lightweight knit fabric with moderate stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06001-1780
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Wild Instincts Leopard Top
Stay on the prowl for trends with this wild top! It features a mock neck, long sleeves and an all over leopard burnout print throughout. Top is composed of a mesh fabric wih moderate stretch.
Model is 5'7" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06001-1787
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Set Me Up Suede Boots
Set yourself up with some suede this season! These boots reach mid-calf, have a zipper at one side, round toe, and a stacked heel. Boots include a slight inner padding at the leg.
Please be advised that these boots run 1/2 a size small.
Style Number/Barcode: 07402-0052
Category Name: 2026 Fall Outfit Trends
Price: $23.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Own It Rustic Booties
Own the night and complete your look in these rustic booties! They feature an almond toe, a stacked heel, and an inner zipper closure. The white booties are composed of a smooth faux leather material.Style Number/Barcode: 07403-0138
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sleek Vibes Side Slit Mini Skirt
Get those sleek and chic vibes with this trendy mini skirt! It features a high rise waist, a hidden back zipper closure, a front seam detail leading to a sultry side slit, and a short, form hugging fit. Skirt is composed of a faux leather fabric with moderate stretch.
Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06401-0065
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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She's Unpredictable Lace Up Boots
Walk our way in a pair of boots that give you confidence! This pair features a lace up detail at the top with metal eyelets, a round toe, and a lug sole and heel. Boots are composed of a faux leather material and include a zipper closure at one side.Style Number/Barcode: 07403-0143
Category Name: 2026 Fall Outfit Trends
Price: $32.90
Availability: Out of Stock
Product Badge:- Ships Free
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Ever So Matte High Heel Booties
Bring some class today with a pair of booties that have a matte and striking finish! They feature an almond toe with an ankle high fit. They have a zipper closure at the side, and a tall heel. They are composed of a faux nubuck material.Style Number/Barcode: 07403-0142
Category Name: 2026 Fall Outfit Trends
Price: $32.90
Availability: Out of Stock
Product Badge:- Ships Free
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Curves Ahead Bandage Midi Dress
Showcase curves in this showstopping dress! The dress features a sweetheart neckline, adjustable narrow straps, a narrow waist band accent and a trumpet midi silhouette. Dress is composed of a stretchy bandage ponte fabric that offers a curve hugging fit.
Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06005-0138
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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The Standard Chain Set
Layer with classic links that pair perfectly with your outfit, day or night. This two pack features a set of Figaro-style link chains with lobster-clasp closure.Style Number/Barcode: 07002-0125
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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Sleek And Sultry Crop Top
Stay ever so sleek and sultry in this basic crop! The top features a sleeveless bodice, tank-like shoulder straps, a scoop neckline, a rounded back, and a cropped hem. The top is composed of a stretchy knit fabric that offers a form hugging fit. Complete your look with the matching midi skirt!
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06001-1669
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fierce Flair Midi Skirt
Bring some fierce flair to your look with this trendy printed midi skirt! It features a high rise waist paired with a flowy flared fit. The skirt is composed of a lightweight woven fabric with no stretch.Style Number/Barcode: 06401-0064
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Striped Stunner Crop Tee
You are a baddie in stripes! This top has a crew neck, short sleeves, and a cropped hem that hits at the rib area. The vertical stripes alternate in size. Tee is composed of a soft knit material that offers moderate stretch.
Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06002-0143
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ditsy Botanical Tube Top
Embrace your sweet side! This top has a straight strapless neck line. It is composed of a soft knit material, that is fully smocked for maximum stretch! The ruffled hem hits mid waist in a peplum fashion.Style Number/Barcode: 06003-0229
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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Wrap Waist Ribbed Crop Top
Break through your everyday look with something unique like this wrap waist crop top! It features a crew neckline, long sleeves, and a form-fitting style with a wrap design that can tie at the front and the back. Pair this top with high waist distressed denim for a casual-cute look.
Fit & Features
- Long fitted sleves
- Cropped
- Wrap waist tie detail
- Ribbed knit fabric
- Plenty of stretch
- Form-hugging fit
Style Number/Barcode: 06002-0196
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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Zebra Silky Knot Headband
Lend your look a little animal style with this perennially chic zebra-patterned headband. It's made from a silky fabric with contrast grosgrain tips and features a top knot detail.Style Number/Barcode: 07006-0059
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free