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.
Now Trending
STYLE SPOTLIGHT
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.
-
Total Flare High-Rise Distressed Jeans
Elevate your everyday style in these distressed high-rise jeans. They feature a high-rise waist, a straight leg with flared hem, distressing throughout, and slits at hem. The jeans are composed of a combination of cotton denim and spandex fabric that offers a form hugging fit with minimal stretch. Complete the look with a crop sweater and hoops.
Fit & Features
- High-rise waist
- Straight leg, flared hem
- Distressed accents throughout
- Form hugging fit
- Minimal stretch, runs true to size
- Single-button closure, zipper placket, belt loops
- Traditional five-pocket design
Style Number/Barcode: 06602-0328
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Casual Vibes High-Rise Skinny Jeans
Bring the casual vibes to your everyday look with these high-rise skinny jeans. They feature a high-rise waist, a destructed detailing, and a skinny-leg fit that cuts off at the ankle. The medium-wash denim fabric offers a form hugging fit with minimal stretch. Style these jeans with a cute crop top and sneakers.
Fit & Features
- High-rise waist
- Destructed detailing
- Skinny-leg fit, ankle-cut hem
- Medium wash denim fabric
- Form hugging fit, minimal stretch, runs true to size
- Traditional five-pocket and belt loop design
- Front button and hidden zipper closure
Style Number/Barcode: 06602-0331
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Long For Sparkle Rhinestone Six-Pack Ring Set
Fulfill the desire to sparkle with this six-pack ring set featuring various styles with rhinestone embellishments in trendy geo and diamond shapes, chainlink design, and a cross charm. Complete the look in a cute sweater dress.
Fit & Features
- Six-pack ring set
- Rhinestone embellishments
- Trendy geo, diamond, chainlink, cross designs
Style Number/Barcode: 07004-0235
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $11.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Business Or Pleasure Nubuck Block Heels
Business or pleasure? These block heels will keep you stylish beyond 9 to 5! They feature a square toe, wide toe strap, and an adjustable buckle ankle strap on nubuck material. Complete the look in a sassy midi dress.
Fit & Features
- Square toe
- Wide toe strap
- Adjustable buckle ankle strap
- Nubuck material
- Runs true to size
Style Number/Barcode: 07401-3794
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Delicate Layered Rhinestone Coin Necklace
Elevate your style in this delicate layered necklace featuring a rhinestone and coin charm on a dainty chain with lobster clasp closure. Complete the look in an oversized crop sweater.
Fit & Features
- Layered design
- Rhinestone and coin charm
- Dainty chain
- Lobster clasp closure
Style Number/Barcode: 07002-1071
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Classic Casual Distressed Boyfriend Jeans
These classic casual boyfriend jeans are the perfect pair of everyday denim. They feature a high-rise waist, distressed detailing with trendy slits at the knees, and a relaxed fit. The denim fabric offers a rigid fit with no stretch. Style these jeans with a cute flannel and combat boots.
Fit & Features
- High-rise waist
- Boyfriend leg
- Distressed accents, knee slits
- Traditional five-pocket and belt loop design
- Single front button and hidden zipper closure
- Non-stretch denim fabric
- Fits true to size
Style Number/Barcode: 06602-0329
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Perfect Pair Slim Straight Jeans
Hey babe, we've found the perfect pair of lightly distressed denim for you! These jeans feature a high-rise waist, light distressing, and a skinny straight fit. The medium wash denim fabric offers a moderate stretch. Style these jeans with a cropped blouse and heeled booties.
Fit & Features
- High-rise waist
- Light distressing
- Skinny straight-leg fit
- Five-pocket styling, belt loop accents
- Front button and hidden zipper closure
- Lycra denim fabric for stretch and hold
- Runs true to size
Style Number/Barcode: 06602-0326
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
High-Rise Flared Straight-Leg Jeans
Channel a vintage feel in flared jeans that add drama to your look. These jeans feature a high-rise waist, a trendy multi-button down front, flattering vertical seams on each leg, and a straight-leg fit with a frayed wide-leg hem. The medium wash denim fabric offers a moderate stretch for comfortable wear. Pair these jeans with a basic tee and sneakers for a casual everyday 'fit.
Fit & Features
- High-rise waist
- Multi-button down front
- Vertical seams on each leg
- Straight-leg fit, frayed wide-leg hem
- Medium wash denim fabric
- Moderate stretch, form-hugging fit
- Runs true to size
Style Number/Barcode: 06602-0330
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Snake Statement Rhinestone Ring Set
Make a statement in this rhinestone seven-pack ring set. It features one snake ring and six dainty rings in various styles. Complete the look in a stylish sweater dress and boots.
Fit & Features
- Seven-pack set
- One snake ring
- Six dainty rings in various styles
- Rhinestone embellishments
Style Number/Barcode: 07004-0243
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $13.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Trendy Everyday High-Rise Skinny Jeans
These high-rise skinny jeans are the perfect pair to achieve that trendy-casual everyday look. They feature a traditional five-pocket and belt loop design, a front button and hidden zipper closure, destructed detailing at the knees, and a skinny-leg fit with an ankle-cut hem. Style these jeans with a graphic tee.
Fit & Features
- Traditional five-pocket and belt loop design
- Front button and hidden zipper closure
- Destructed detailing at the knees
- Skinny-leg fit, ankle-cut hem
- Medium wash denim fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06602-0325
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Glitzy And Glam Multi Ring Pack
Bring the glitz and glamour with a ring pack that shows off your stunning style. The ring pack includes five rings that feature wide bands with glitter, textured bands, and a rhinestone band. Complete look with a corset and high waist jeans.
Fit & Features
- Pack includes five rings
- Wide bands with glitter
- Textured bands
- Rhinestone band
Style Number/Barcode: 07004-0244
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $13.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Denim Babe Belted Long Jean Jacket
Look and feel like a babe in this forever classic denim jacket! It features long sleeves with buttoned cuffs, a collar neckline, a button-down front, distressed accents throughout, four-pocket styling, a belted waist, and a longline hem. Complete the look in a basic bodysuit for a coffee run!
Fit & Features
- Long sleeves, buttoned cuffs
- Collar neckline
- Button-down front
- Four-pocket styling
- Belted waist, longline hem
- Distressed denim fabric, no stretch
- Fits true to size
Style Number/Barcode: 06203-0194
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Edgy-Chic Faux Leather Mini Skirt
Elevate your going-out looks with this edgy-chic faux leather mini skirt! Featuring a high waist, a mini-length hem, and a curve-hugging bodycon silhouette, this skirt will flaunt your stunning figure. Style with a mesh bodysuit or rhinestone corset top for a sexy 'fit!
Fit & Features
- Smooth faux leather fabric
- Moderate stretch
- High waist
- Mini-length hem
- Bodycon fit
- Runs true to size
Style Number/Barcode: 06501-2988
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Lattice Work Nubuck Block Heel Booties
These nubuck booties will give you such a high-fashion look! They feature an open almond toe, closed block heel, back zipper closure, and a lattice design. Complete the look in a sleek midi dress for cocktail hour.
Fit & Features
- Open almond toe
- Closed block heel
- Back zipper closure
- Lattice design
- Nubuck material
- Runs true to size
Style Number/Barcode: 07403-1450
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Chic Life Open Back Crop Top
Live that chic life with a top that reveals a hint of skin. The crop top features a mock neck, long sleeves, a sexy open back with ruched drawstrings, and a cropped hem. The top is composed of a slinky knit fabric that offers a form hugging fit with a moderate stretch. Complete look with flared pants and mules.
Fit & Features
- Mock neck
- Long sleeves
- Open back with ruched drawstrings
- Cropped hem
- Slinky knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3859
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Stylish Wrap Pleat Detail Mini Skirt
A stylish wrap skirt is all you need to add a unique touch to your look! It features a high-rise waist, zipper closure, pleat detail, and a fitted, mini-length hem. Composed of a textured knit fabric with a moderate stretch. Perfect for styling with a cute long sleeve top.
Fit & Features
- High-rise waist, zipper closure
- Wrap front, pleat detail
- Fitted, mini-length hem
- Texture knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06401-0375
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Wrapped In Chic Style Mini Skirt
Get wrapped in chic style with this trendy mini skirt! It features a high-rise waist, a back zipper closure, side ruched detailing, and a short, curve-hugging silhouette. The sheer mesh fabric has a full lining and offers a moderate stretch. Complete the look with the matching crop top.
Shop Matching Top: Wrapped In Chic Style Crop Top
Fit & Features
- High-rise waist, elastic band
- Back zipper and hook and eye closure
- Side ruching
- Mini-length, form-fitting silhouette
- Sheer mesh fabric, full knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0559
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Step Out Trendy Stiletto Sock Booties
Step out in style in these trendy stiletto sock booties. They feature a dramatic pointed toe, faux suede material at the front, an above-the-ankle ribbed knit sock design, and a sleek faux suede stiletto heel. Pair these booties with a mini skirt and cropped sweater.
Fit & Features
- Pointed toe
- Faux suede material at the front
- Above-the-ankle ribbed knit sock design
- Faux suede stiletto heel
- Runs true to size
Style Number/Barcode: 07403-1448
Category Name: 2026 Fall Outfit Trends
Price: $8.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Chic Sophistication Moto-Style Trench
Showcase a chic, sophisticated vibe with this long moto-style trench! It features a lapel collar, long sleeves, a dual snap button-down design, a stylish belted waist, and a long, relaxed fit. The smooth faux suede fabric has a luxe feel and will bring an elevated look to your outfit. Pair this trench with sleek booties.
Fit & Features
- Lapel collar
- Long sleeves
- Dual snap button-down design
- Belted waist
- Side pockets
- Faux suede fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06202-0268
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Take Charge Faux Leather Booties
Take charge in booties that bring the edge to your look! The booties feature an around the ankle fit, an inner zipper closure, an almond toe, a lace-up front, and a lug sole. The booties are composed of a faux leather material. Complete look with a graphic tee and faux leather leggings.
Fit & Features
- Around the ankle fit
- Inner zipper closure
- Almond toe
- Lace-up front
- Lug sole
- Faux leather material
Style Number/Barcode: 07403-1445
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Perfect Ruche Slit Mini Skirt
The perfect ruched skirt for adding stylish detail to your look! It features a high-rise waist, slit accent, bodycon fit, and a mini-length hem. Complete the look with a sweater and booties.
Fit & Features
- High-rise waist
- Back zipper closure
- Ruched front, slit accent
- Bodycon fit
- Mini-length hem
- Faux leather fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06401-0378
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Effortless Trendsetter Ribbed Knit Jumpsuit
Showcase your effortless trendy style in this of-the-moment jumpsuit. It features a mock neckline, long fitted sleeves, a zip-front, fitted pant legs, and an overall form-hugging silhouette. The ribbed knit fabric has a chic contrast seam detailing design. Complete the look with strappy mules.
Fit & Features
- Mock neckline, long fitted sleeves
- Zip-front
- Fitted pant legs
- Form-hugging silhouette
- Ribbed knit fabric, moderate stretch
- Contrast seam detailing
- Runs true to size
Style Number/Barcode: 06502-0730
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Preppy Vibe Collared Crop Top
Give your style a preppy vibe in this crop top featuring long sleeves, and a collared v-neckline. Composed of a rib-knit fabric with a moderate stretch.
Shop Matching Pants: Preppy Vibe High Waist Pants
Fit & Features
- Long sleeves
- Collared v-neckline
- Cropped hem
- Rib-knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06001-3857
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Lookin' Trendy Ruched Crop Top
You'll be lookin' trendy and chic in this ruched off-the-shoulder crop top! It features a sweetheart neckline with padded cups, long sheer fitted sleeves with ruched detailing, a front adjustable drawstring, and a cropped, form-hugging fit with all-over ruching. Style this top with a mini skirt and clear heels.
Fit & Features
- Off-the-shoulder sweetheart neckline
- Padded cups
- Long sheer fitted sleeves, ruched detailing
- Front adjustable drawstring
- Cropped, form-hugging fit, all-over ruching
- Sheer knit fabric, knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3853
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale