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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Cozy Feels Sherpa Jacket
Girl this jacket has got us in our feels! It features a collared neck, a multi button down front, two chest pockets with single button closure, long sleeves, side pockets with a smooth nylon-knit lined interior and a fitted hem. Jacket is composed of a smooth to the touch corduroy fabric with a faux sherpa knit lining. Jacket offers a relaxed fit with slight stretch.
Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06204-0182
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Major Cutie Cargo Joggers
Your everyday lineup just got way more interesting. These high-rise cargo joggers bring utility attitude with utility pockets, a straight-leg fit, and a removable graphic strap for an extra hit of personality.
Fit & Features
- Twill cotton-blend woven fabric
- High-rise waist
- Single-button and zipper closure
- Slanted pockets and cargo-style pockets
- Removable graphic strap reading "Good Vibes"
- Straight-leg fit with elastic cuffed jogger hems
- Runs true to size
Style Number/Barcode: 06302-0162
Category Name: 2026 Fall Outfit Trends
Price: $46.90
Availability: In Stock
Available Color: OLIVE, BLACK
Available Size: XS, S, M, L
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Come At Me Combat Boots
No ones going to come at you with these kick A** combat boots! Designed with an ankle fit, a round toe, and a lug sole with a short heel. They have laces up the center and a traditional loop at the back so that they are easy to take off and on! Composed of a shiny pu faux leather.Style Number/Barcode: 07403-0074
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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In Command High Heel Boots
Stay in command with boots that put you ahead of the game! These combat style boots feature a lug sole with a block high heel, a lace up design with metal eyelets, a padded cuff at ankle, and a round toe. They are composed of a faux suede material.Style Number/Barcode: 07403-0089
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Lace Up Platform Booties
Add a little height in a pair of platform booties! This pair features a lace up detail with metal eyelets, a side zipper and a round toe. Booties are composed of a faux nubuck material. They have a platform at the toe and a stacked heel.
Style Number/Barcode: 07403-0095
Category Name: 2026 Fall Outfit Trends
Price: $31.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Lace It Up Heeled Booties
Fall is calling and these booties are just the touch! They feature a lace up detail, with a zipper at the side, a round toe and a chunky block heel. Boots are composed of a faux suede material.Style Number/Barcode: 07403-0091
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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Leopard Print Biker Shorts
Biker shorts are a go to! They are comfy and easy to style! This pair is high waisted and have a long hem that hits above the knee. They are composed of a soft cotton like material that offers moderate stretch.
Model is 5'9" with a 32" bust, 24.5" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06503-0077
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Long Line Camo Anorak Windbreaker
Comin' in strong with some camouflage! This anorak jacket features a mock neckline with drawstrings, pockets, a zipper closure and wrist bands with stretch. This jacket offers a drawstring at the waist that offers shape of preferred. Fully lined with mesh and composed of a poly material that offers a lightweight over-sized fit with no stretch. Back of jacket has a slit detail at center hemline.Style Number/Barcode: 06204-0177
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Lead The Way Riding Boots
Ride into the new season with a pair of boots that offer some style! These knee high faux leather riding boots are designed with a short heel, and a belt detailing at the ankle. They have an inner side functioning zipper. Pair them with your go to leggings or your fav sweater dress!Style Number/Barcode: 07402-0015
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Slip On Rhinestone Sneakers
Slip into some sparkle! These sneakers have a slide on design and are composed of a canvas material that is adorned in rhinestones that are square and circular. Sole of these sneakers are composed of a rubber, and include a padded insole for extra comfort.Style Number/Barcode: 07407-0014
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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The Classic Riding Boots
Add these staple must haves for your fall looks that perfectly pair up with your favorite layers! They feature an under the knee fit, a thick woven gorring detail, a wrap around strap accent with metal buckle closure, a metal trim, a round toe, an inner zipper closure and a low block heel. Boots are composed of a faux leather material.Style Number/Barcode: 07402-0013
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Gleaming Gem Oval Earrings
Gleam on with these gorgeous gem statement earrings. They feature a teardrop gem post connected to an oval shaped open earring with gemstones adorned. Includes a post back closure.
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-0131
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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Casually Cozy Cropped Hoodie
Nothing but comfy cool feels in this hooded pullover! It features a contrasting drawstring hood, cuffed long sleeves, and a cropped hemline. The relaxed fit garment is composed of a poodle knit design with a textured knit lining and offers plenty of stretch.
Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06002-0206
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Denim Over The Knee Boots
Channel your inner pop star with these over the knee denim boots! They feature a point toe, chunky block heel, a zipper closure, and a slouch effect. They are composed of a light washed denim. Definitely a fierce addition to your closet!Style Number/Barcode: 07402-0051
Category Name: 2026 Fall Outfit Trends
Price: $22.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Locked In Boater Hat
Get locked in with a trendy look with this statement boater hat! It features a traditional boater design and a chain trim to accent the brim.Style Number/Barcode: 07302-0010
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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Casual Vibes Knit Midi Dress
Get those casual cute vibes in this adorable knit midi! The dress features a V neckline, short sleeves, and a mid-length, curve hugging fit. The ribbed knit fabric offers plenty of stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0315
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Princesa Graphic Tee
You're a total princesa, so let everyone know it with this adorable graphic tee! It features a crew neckline, short sleeves, a mid-length hem, and a center script that reads "Princesa" in a contrasting print. The soft knit fabric offers plenty of stretch.
Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06002-0247
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Effortless Beauty Skater Dress
Showcase your effortless beauty in this absolutely adorable skater dress! It features a sleeveless bodice, spaghetti straps, a V neckline, flattering vertical seam detailing at the bust, a square back, a high waist seam, hidden side pockets, and a flowy skater skirt. Dress is composed of a nylon ponte knit fabric with moderate stretch.Style Number/Barcode: 05101-0160
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $31.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Keepin' Knit Basic Midi Dress
Sometimes keeping it basic is the best way to go! This knit midi dress features a sleeveless bodice, tank-like shoulder straps, a scoop neck and back, a side slit, and a mid-length, curve hugging fit. The dress is composed of a stretchy knit fabric.
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05102-0268
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $20.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Wide Brim Boater Hat
With versatile style for all seasons this hat features a boater design, it has a wide brim and features a chain link belt! Hat is composed of a faux wool material.Style Number/Barcode: 07302-0012
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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Zip Up Mini Skirt
Zip it up with this sexy faux leather mini skirt. This skirt features textured faux leather with a silver front zipper closure. It's unlined and has minimal stretch with faux side seam pockets.Style Number/Barcode: 06401-0045
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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Faux Suede Lattice Mini Skirt
This faux suede lattice mini skirt will be your new go-to for fall! It features a high rise waist with an elastic banded back, a lattice accent front, and a short, form hugging fit. The smooth faux suede fabric offers moderate stretch.Style Number/Barcode: 06501-0060
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Saffiano Turnlock Top Handle Bag
Add a posh mini bag to your accessories collection! This mini bag features a faux leather exterior with a top handle, a flap top with a turn lock closure, and a detachable crossbody strap.Style Number/Barcode: 07203-0120
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Charm Them All Midi Dress
Charm them all in this casual yet so cute printed midi! The dress features a sleeveless bodice, spaghetti straps, a rounded neckline, and a mid-length, curve hugging fit. The dress is composed of a knit fabric with plenty of stretch.
Model is 5'9" with a 33" bust, 24" waist and 35.5 hips. She is wearing a size small.
Style Number/Barcode: 05102-0252
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance