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.
-
Cutie In Charge Sleeveless Denim Vest
Cute and in charge, that's just how you'll like it in this sleeveless denim vest essential for looking cool for the summer! It features a collar neckline, a front zipper closure, faux front flap pockets, and a fitted crop hem on dark wash denim fabric. Complete the look with the matching bottoms.
Shop Matching Bottoms: Cutie In Charge Wide Leg Denim Pants
Fit & Features
- Sleeveless collar neckline
- Front zipper closure
- Faux front flap pockets
- Fitted crop hem
- Dark wash denim, minimal stretch
- Runs true to size
Style Number/Barcode: 06203-0504
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Timeless Glamour Rhinestone Bow Ballet Flats
These chic ballet flats have a timeless glam look you'll love. They feature a closed pointed toe, a rhinestone embellished bow accent, a closed back, a comfortable flat sole, and a cushioned insole. A perfect option if you don't want to wear heels! Style with an envelope clutch.
Fit & Features
- Closed pointed toe
- Rhinestone bow accent
- Closed back
- Flat sole
- Cushioned insole
- Exterior woven material
- Runs true to size
Style Number/Barcode: 07405-0041
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Fearless Racer Graphic Zip Tank Top
Showcase your fearless edgy style in this graphic tank top! It features a sleeveless crew neck, a zipper front closure, a cropped hem, and front moto graphic detailing. Complete the look in trendy denim shorts for casual plans.
Fit & Features
- Sleeveless crew neck
- Zipper front closure
- Cropped hem
- Front graphic moto detailing
- Stretchy cotton fabric
- Runs true to size
Style Number/Barcode: 06002-1609
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Perfect Image Abstract Surplice Crop Top
You'll love all the pics you take in this abstract print crop top that gives your outfit the perfect statement piece! It features flowy long sleeves with banded cuffs, a surplice V-neckline, and a banded crop hem on smooth knit fabric. Complete the look in sleek faux leather pants for an art show and dinner!
Fit & Features
- Flowy long sleeves, banded cuffs
- Surplice V-neckline
- Banded crop hem
- Abstract print
- Smooth knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4859
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Naturally A Classic Tweed Bustier
Become an instant 90s-inspired classic in this tweed bustier to posh up your vibe! Featuring a sleeveless sweetheart neckline with non-slip grip lining, adjustable and detachable spaghetti straps so you style it strapless, a built-in padded underwire bust, a cropped hem with non-slip grip lining, and a stretchy knit back. Complete the look in a chic mini skirt and heels for a date night or party!
Fit & Features
- Sleeveless sweetheart neckline, non-slip grip lining
- Adjustable and detachable spaghetti straps
- Built-in padded and underwire bust
- Cropped hem with non-slip grip lining
- Tweed front design, stretchy knit back, multiple hook-eye closures
- Runs true to size
Style Number/Barcode: 06003-2194
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Stroll The City Mid Rise Lace-Up Flare Pants
Stroll the city sidewalks in these fab and fierce flare pants to elevate your style! They feature a flattering mid-rise waist, eye-catching side lace-up designs, a hip-hugging fit, and a flared hem on smooth knit fabric with minimal stretch. Complete the look in a trendy graphic tank top for dinner and drinks!
Fit & Features
- Mid-rise waist
- Back zipper and hook-eye closure
- Side lace-up designs
- Hip-hugging fit
- Flared hem
- Smooth knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06602-0445
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Standing Tall Satin Block Heel Pumps
Stand tall with chic style in these satin pumps perfect for cocktail mixers or grabbing dinner downtown! The heels feature a closed pointed-toe, a block heel, a closed ankle with zipper closure, and dual adjustable ankle straps with buckle closure. Style the pumps with a posh blazer for the perfect finish to your look!
Fit & Features
- Closed pointed toe
- Block heel
- Closed ankle, zipper closure
- Dual adjustable ankle straps, buckle closure
- Smooth satin material
- Runs true to size
Style Number/Barcode: 07401-4576
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Cadet Babe Cargo Pocket Mini Dress
Take rank as a cadet babe in this sleeveless mini dress perfect for elevating your basics! It features a square neckline, spaghetti straps, cargo flap pockets with pull tabs, and a flattering bodycon silhouette on stretchy rib knit fabric. Complete the look with a denim jacket.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Cargo flap pockets, pull tabs
- Bodycon silhouette
- Mini-length hem
- Stretchy rib knit fabric
- Runs true to size
Style Number/Barcode: 05102-5399
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
The One You Need Mini Dress
Step out in style with this sexy ribbed knit mini dress, perfect for brunch with your besties or a relaxed weekend outing. Its minimalist bodycon silhouette pairs effortlessly with an oversized denim jacket or a fitted blazer for a look that's polished yet effortlessly chic. The dress's flattering V-neckline is ideal for showcasing delicately layered necklaces, adding a sweet and enchanting touch to your ensemble.
Fit & Features
- Sleeveless V-neckline
- Thin bungee straps
- Strapless bra recommended
- Mini-length bodycon silhouette
- Ribbed knit fabric
- Figure-hugging fit, plenty of stretch
- Runs true to size
Style Number/Barcode: 06002-0500
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Layer Up Double-Breasted Trench Coat
Layer up in this trench coat for an effortlessly elevated outfit! Crafted from smooth woven fabric, this trench coat features long sleeves with adjustable belted strap cuffs with buckle closure, a lapel collar neckline, double-breasted button-down closures, hidden side pockets for keeping your hands warm, a trendy tie-waist belt with belt loop accents, and front and back center slit designs. Complete the look with chic knee-high boots.
Fit & Features
- Long sleeves, adjustable belted strap cuffs, buckle closures
- Lapel collar neckline
- Double-breasted button-down closures
- Hidden side pockets, tie-waist belt, belt loop accents
- Front and back center slit designs
- Smooth woven fabric
- Runs true to size
Style Number/Barcode: 06204-1640
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Dramatic Blooms Rosette Rhinestone Thigh-High Boots
Dare to bloom in the most dramatically chic way in these satin thigh-high stiletto boots! Perfect for strutting into parties, these boots feature a pointed toe, inner zipper closure, glitzy rhinestone, and rosette flower appliques, and a scrunched thigh-high shaft. Style with a bold mini dress.
Fit & Features
- Pointed toe
- Inner zipper closure
- Rhinestone and rosette flower appliques
- Scrunched thigh-high shaft
- Stiletto heel
- Satin material
- Runs true to size
Style Number/Barcode: 07402-0907
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $80.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Chic For The Season Cable Knit Bolero
This cozy cable knit bolero is a chic style pick for the season! It features long fitted sleeves, an open front, and a cropped hem. The cable knit fabric has an ultra-soft feel and offers plenty of stretch. Complete your look with the matching tube top and a faux leather mini skirt for a fab holiday party look.
Shop Matching Top: Chic For The Season Cable Knit Tube Top
Fit & Features
- Long fitted sleeves
- Open front
- Cropped hem
- Ultra-soft cable knit fabric
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1795
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Key Figure Mesh Crop Top
Cheer for sheer in this sultry mesh crop! Team it with your favorite bra or bandeau and out you go! Top features a mock neck, long sleeves, and large crisscross wrap and keyhole detail at front. Top slips on and is made from a sheer mesh fabric with plenty of stretch.
Style Number/Barcode: 06001-1467
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Sheer-ly Stylish Crop Top
This adorable basic sheer crop is for sure a stylish choice. The top features a crew neckline, long fitted sleeves, a cropped hem, and a merrow edge trim. The ribbed knit top has a lightweight feel and offers plenty of stretch.Style Number/Barcode: 06001-1815
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Knot Thinking About You Sweater
Treat yourself to this pretty sweater this season! It features a wide crew neck, long sleeves with ribbed cuffs and matching ribbed hem. The open back design features a bar strap accent and a lower back twist knot detail. Sweater is composed of a soft to the touch knit fabric that offers a relaxed fit with a moderate stretch.
Model is 5'8" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06005-0041
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Lightweight Nylon Puffer Jacket
We like your sporty style giiirrrrl!
Fits & Features
- Small, Stand-Up Collar
- Zipper Front
- Long Sleeves
- Ribbed Knit Insets At The Sides
- Mid-Length Hem
- Nylon Composition
- Relaxed Fit I Minimal Stretch
Model is 5'8" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06201-0035
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Ruffle Edge Mock Neck Sweater
How to style a midi skirt you say? Add a cute sweater! Designed with a ruffled mock neckline, long sleeves with ruffled wrists and a cropped hemline. Composed of a ribbed material that offers moderate stretch.
Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.Style Number/Barcode: 06005-0303
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Clearly Into You Thigh High Boots
Clear heels are all the rage right now and they are here to stay! These thigh high boots are designed with an almond toe, a tall clear heel, an inner zipper closure. They are composed of a faux suede material.Style Number/Barcode: 07402-0102
Category Name: 2026 Fall Outfit Trends
Price: $26.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Little Miss Dotted Bodysuit
Keep it sassy with a dotted look that keeps it flirty and frilly! This bodysuit just needs your fav pair of high waist denim for a chic look!
Fit & Features
- Sweetheart Neckline
- Dotted Puff Sleeves
- Ruched Bodice
- Lined Mesh Fabric
- High Waist Cut
- Snap Button Closure
Model is 5'7" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.Style Number/Barcode: 06003-0782
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Reigning Lace Bustier Top
Bring the glamour and luxe in this lace bustier top, perfect for a date night or thrilling GNO. This waist-defining bodice is designed with underwire padded cups for a subtle lift and smooth support. The flattering sweetheart neckline allows for the perfect display for delicate layers of necklaces, for an extra touch of sparkly and glam. The intricate lace bodice is adorned with beaded rhinestones and sparkling sequins that will elevate any going-out look. Style this bustier with high-rise jeans or a mini skirt for a fierce and sultry look.
Fit & Features
- Sleeveless sweetheart neckline
- Adjustable spaghetti straps
- Semi-sheer lace front with beading and sequins and hook back closures
- Padded bust with underwire for extra push-up support
- Cropped hem
- Multi-row hook and eye closure
- Runs true to size
Style Number/Barcode: 06003-7885
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Brushed Knit Wrap Front Crop Top
An elevated basic everyone needs in thier life, this wrap front crop top is a must have.
Fit & Features
- Long fitted sleeves
- Wrap front V neckline
- Cross tie straps at the hem
- Cropped
- Soft brushed knit fabric
- Form hugging fit | Plenty of stretch
Style Number/Barcode: 06001-2632
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
High-Rise Bleached Dye Straight Leg Jeans
Show off your trendy side in these of-the-moment high-rise jeans! They feature a traditional five-pocket and belt loop design, a front button closure, a straight leg fit, and are composed of a denim fabric with a bleach dye design. Style these jeans with a basic crop top and mules.
Fit & Features
- High-rise waist
- Traditional five-pocket and belt loop design
- Front button closure
- Straight leg fit
- Denim fabric, bleach dye design
- Runs true to size
Style Number/Barcode: 06602-0271
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Trendy Casual Button-Down Romper
Elevate your casual looks with this trendy button-down romper! It features a collared V-neckline, long fitted sleeves, a partial button-down front with center ruched detailing, and fitted shorts. The lightweight knit fabric offers a moderate stretch for comfortable wear. Style this romper with cute hoop earrings.
Fit & Features
- Collared V-neckline
- Long fitted sleeves
- Partial button-down front
- Center ruched detailing
- Fitted shorts
- Ribbed knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06503-0428
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $41.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Stylish Layers Denim Puffer Jacket
Layer on this chic jacket to nail those effortless vibes! The jacket features a collared neckline, a zipper front, long sleeves, side pockets, and an elastic hem. The jacket is composed of a denim fabric with a nylon puffer lining. Complete look with a plaid top and ankle booties.
Fit & Features
- Collared neckline
- Zipper front
- Long sleeves
- Side pockets
- Elastic hem
- Denim fabric, nylon puffer lining
- Form hugging fit, minimal stretch, runs true to size
Style Number/Barcode: 06201-0212
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance