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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Rhinestone Chain Belt
Bling Bling with this skinny rhinestone belt! Featuring five rows of square shaped rhinestones, a triangular tongue, and a rectangle pin closure. The belt features a chain swag detail at the hip that you clip into place.Style Number/Barcode: 07301-0053
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Bettah Brushed Rayon Bomber Jacket
Cute, cropped, and made for making moves, this bomber is ideal for effortless layering. Jacket features an abbreviated collar, long cuffed sleeves, a zip-up front, and long cinch-waist tie. Jacket is made from a smooth, lightweight Rayon material with little to no stretch.
Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06204-0013
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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Hands On Deck Jumpsuit
Whatever your destination, set sail in a white jumpsuit as chic as this one. Pair it with sandals and your fave sunnies and off you go! Jumpsuit features a strapless bodice with sweetheart neckline, a slim banded waist, wide-leg silhouette, and all-over black striping. Jumpsuit is made from a lightweight woven material with a fair amount of stretch.Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06502-0098
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sail Away High-Waist Pants
Get on board with the silhouette of the season! These sailor-style high-waist black pants feature an elasticized waist, a seamed front with two rows of decorative gold buttons, and a wide-leg cut. Don't forget to pair it with the matching crop top! Pants are made from a lightweight crepe material with moderate stretch.Style Number/Barcode: 06502-0119
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sleek Snake Belt
Keep is sleek and chic in snake! The must have belt features a faux leather material, an adjustable d ring buckle and a snake print pattern.Style Number/Barcode: 07301-0030
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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Snakey Rhinestone Hoop Earrings
These hoops feature a medium circular body with a non-movable rhinestone detailed snake slithering down, with emerald green eyes and a dangle tear drop charm hanging from the snakes head. The Studs of these earrings are an over-sized circular rhinestone with four prongs and a post back closure.
Style Number/Barcode: 07001-0057
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Dome Game Mini PVC Handbag
You don't play, which is why you've pared it down to the essentials. Have them in tow when you grab this dome-style mini bag. The bag features gold-tone hardware, two top handles, a top zip with two oversize pulls, and a detachable shoulder strap.
Style Number/Barcode: 07203-0028
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Roll With It Glitter Bowler Bag
Mini stature, major style. This petite, bowler-style bag still fits all the essentials while making a statement. Handbag features a small top handle, detachable shoulder strap, and metal hardware. Bag is made from a plastic material.
Style Number/Barcode: 07203-0029
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Vertical Quilt Envelope Purse
Bring a little edge into your life with this vertical quilt stitched purse. Featuring an envelope style flap with a snap button closure and a faux leather inner lining. The Inside is fully equipped with two compartments and lots of slots for cards. The clutch also doubles as cross body purse with a gold chain strap.Style Number/Barcode: 07201-0336
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $25.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Good On Paperbag Tapered Pants
The silhouette of the moment gets gorgeous. Pants feature a high, elasticized paperbag waist with belt loops and removable tie and stylishly tapered legs. Pair them with a crop top and go from rush hour to happy hour! Pants are made from a soft, mid-weight woven material with moderate stretch.Style Number/Barcode: 06502-0025
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Diamond Quilt Backpack
For the girl on the go! This faux leather diamond quilted backpack is adorned with a front pocket with a zipper. The straps are adjustable and the inside is lined with a knit fabric that also includes an inner zipper pocket. The backpack is mini but has lots of space for all of your belongings!
Style Number/Barcode: 07203-1901
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Quilted With Style Clutch
This quilted clutch is stylish and practical! Its sleek black vibe makes it easy to pair with any outfit. Hold it as a clutch or use long gold chain straps! This clutch folds shut with a snap button closure, and the best part is it's inner lining has compartments as well as slots to put your cards!Style Number/Barcode: 07203-1899
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Clara Must Have Distressed Skinny Jeans
Oasis by Eunina
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
These must have Clara distressed skinny jeans will become your new fave pair! They feature a high rise waist, the traditional five pocket and belt loop design, a hidden zipper and front button closure, destructed detailing at the knees, and a skinny leg fit. The light wash jeans are composed of a denim fabric that offers a form-fitting style with moderate stretch.Style Number/Barcode: 06602-1690
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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Josie Frayed And Cropped Jeans
Oasis by Eunina
You love artfully distressed denim—and you need these babes in your closet stat! Team them with florals or neon for ultimate summer style. Cropped jeans have a mid rise and feature belt loops, button closure, classic 5-pocket styling, zip fly, distressed detailing, tapered legs, and frayed hems. Jeans are made from a cotton blend with a touch of stretch.Style Number/Barcode: 06602-1691
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Belt Way High Waist Shorts
Retro with a twist, these high-waist shorts are perfectly polished for warm weather. Pair them with white or denim tops or brightly hued tees for an eye-catching contrast. Shorts feature a higher rise, belted waist with buckle closure, and a silver zipper at front. Shorts are made from a soft woven fabric with a touch of stretch.Model is 5'8" with a 32" bust, 23" waist, and 36" hips. She is wearing a size small.
Style Number/Barcode: 06403-1053
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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Glam Hoop Earring Set
You can't get enough of that glam with this hoop earring set! The pack features three pairs of hoops, one bold flat pair, one square shaped, and one classic pair. Each include omega closures.
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-4466
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sail Away Square-Neck Top
Get on board with the silhouette of the season! This abbreviated black top features medium-width shoulder straps, a square neckline, and seam detail at bust. Don't forget to pair it with the matching high-waist pants! Top is made from a lightweight crepe material with moderate stretch.Style Number/Barcode: 06001-1663
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Wrapped In Elegance Crop Blouse
Get all wrapped up in elegance with this classic and pretty blouse! It features a plunging V wrap neckline, three quarter length sleeves with ruffle hems, and a cropped banded hem with an elastic banded back. The top is composed of a woven fabric with minimal stretch.
Style Number/Barcode: 06003-0224
Category Name: 2026 Fall Outfit Trends
Price: $8.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Satin Flare Leopard Midi Skirt
Everyone needs a little leopard print in their life! Featuring an elastic high waist line, a hidden zipper at the hip and and a trendy spotted print. This satin-like material offers a relaxed fit. The skirt flares at the hem for extra flow. Pair with your favorite sneakers or strappy heels!
Model is 5'8.5" with 32" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06401-0039
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Buckled In Sleeveless Mini Dress
Ready to take this sultry mini for a ride? We thought so! Dress features all-over ribbing and a sleeveless bodice with scoop neck and buckle-detailed shoulder straps. Dress is made from a soft, densely woven material with 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: 06005-0112
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Earn Your Stripes Bodysuit
Not just for your favorite tee, stripes add a touch of classic chic to this bodysuit. Suit features all-over ribbing, underwire cups at bust, snap-button closure, and adjustable spaghetti straps at shoulders and back. Suit is made from a soft knit material with moderate stretch.Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06001-1563
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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Chic In Stripes Crop Top
Keep it chic in stripes! The top features a V neckline, spaghetti straps and a cropped hem. The striped pattern features black and white hues. Top is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch. Be sure to pick up the matching shorts to complete your look!Style Number/Barcode: 06001-1561
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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Knot About That Cuffed Top
You're all about rounding out your tee collection. Upgrade with a chic new addition in a cropped cut! Team it with high-waist denim for easy of-moment appeal.
Fits & Features
- Crew Neckline
- Roll-Cuffed Short Sleeves
- Knotted Middle Front
- Soft Cotton-Blend Material
- Moderate Stretch
Black & White: Model is 5’9” with a 32” bust, 24.5 waist, and 35” hips. She is wearing a size small.
Heather Gray: Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.
Red: Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06002-0110
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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Destructed Mini T Shirt Dress
A basic staple, dress up with heels or dress down with sneakers and hat. This dress features a deep v neckline, a crew neckline cut out across the decolletage, quarter sleeves, and cut out slits horizontally on the upper chest area as will as at the thigh area. This dress is form fitting, and is composed of a soft cotton material that offers maximum stretch. The hem of this dress hits above mid thigh.Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06002-0090
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance