2026 Fall Outfit Trends

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STYLE SPOTLIGHT

Women's Denim Bottoms

Fall Sweaters & Cardigans

Women's Jackets

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.

  • Faux Leather Illusion Striped Jacket

    Step out in style in this mesh panel crop jacket— the perfect layering piece to elevate any look. This unique illusion stripes sheer panel design definitely creates an eye-catching look and layers seamlessly with bodycon dresses or chic mini-skirt outfits. The lightweight fabric is a quick and easy piece to drape over your shoulders for a dramatic look or worn on top of a sleek jumpsuit ensemble for date night or a stylish happy hour soiree.

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Illusion stripes
    • Cropped hem
    • Faux leather and mesh fabric
    • Form-hugging fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06204-0824

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Trend Reversible Faux Sherpa Puffer Vest

    This adorable faux sherpa puffer vest features a trendy reversible design so you can layer it over all of your fall 'fits! It features a sleeveless high-collared neckline, a complete zip-front, dual front pockets, and a fitted and cropped hem. The vest features a smooth nylon exterior with a soft faux sherpa interior. Style over a long sleeve bodysuit with your fave pair of jeans. 

    Fit & Features

    • Sleeveless high-collared neckline
    • Complete zip-front
    • Dual front pockets
    • Fitted, cropped, elasticized hem
    • Reversible design
    • Smooth nylon and soft faux sherpa fabrics, no stretch
    • Runs true to size

    Style Number/Barcode: 06201-0406

    Category Name: 2026 Fall Outfit Trends

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Smooth Silhouette Bodycon Mini Skirt

    This smooth mini skirt is designed to flatter and elevate every look! It features a high-rise waist, bodycon silhouette, and a sleek mini-length hem. The double-lined stretchy knit fabric offers a seamless design and has an ultra-buttery feel. Style with the matching top for a chic look! 

    Shop Matching Top: Smooth Silhouette Crop Tube Top

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Mini-length hem
    • Double-lined, buttery knit fabric
    • Seamless design
    • Runs true to size

    Style Number/Barcode: 06501-0847

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Streamlined Silhouette Smooth Knit Maxi Skirt

    Create a chic streamlined silhouette with this smooth knit maxi skirt. It features a high-rise waist, a maxi-length hem with a high-cut back slit accent, and a curve-hugging silhouette to showcase your figure. The ribbed smooth knit fabric includes a full-length knit lining and offers plenty of stretch. Style this maxi-length skirt with a crop top and ankle booties for drinks with the squad.

    Fit & Features

    • High-rise elasticized waist
    • Maxi-length hem
    • High-cut back slit
    • Curve-hugging fit
    • Ribbed smooth knit fabric, full-length knit lining
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0899

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Crochet Queen Crop Top

    Yes queen! Style this crochet crop top for a fun night out with the girls! It features a sleeveless bodice, bungee straps with a halter neckline, a sheer front inset, an exposed back zipper closure, and a cropped hem. The top is composed of a sheer crochet fabric with a partial front lining.

    Style Number/Barcode: 06003-0017

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Need That Over-The-Knee Stacked Heel Boots
    Trust us, you need this chic pair of over-the-knee boots! It features a lace-up back detail, stacked heel, and an almond toe. Wear them with a leather skirt and crop top for total baddie vibes.

    Fit & Features
    • Stacked heel
    • Lace-up back detail
    • Almond toe
    • Fits true to size

    Style Number/Barcode: 07402-0713

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Major Headturner Faux Suede Mini Dress

    Create a major headturning moment with a mini dress that showcases your best angles! The dress features a sleeveless V-neckline, spaghetti straps, a lace-up front with small metal grommets, and a mini-length silhouette. The dress is composed of a faux suede fabric that offers a form hugging fit. Complete look with clear mules

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Lace-up front
    • Mini length silhouette
    • Faux suede fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05103-3896

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plaid Daze Cropped Cardigan

    Get on-trend for fall in this plaid cropped cardigan. It features long fitted sleeves, a button-down front, and a cropped form-hugging fit. The lightweight knit fabric offers a moderate stretch. Complete the look with the matching top. 

    Shop Matching Top: Plaid Daze Cropped Tank

    Fit & Features

    • Long fitted sleeves
    • Button-down front
    • Cropped, form-hugging fit
    • Lightweight fabric, moderate stretch
    • Plaid print
    • Runs true to size

    Style Number/Barcode: 06005-1099

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Truly Cool Cargo Straight Leg Pants

    Look truly cool and effortless in these faux leather cargo pants to mix up your lineup! They feature a high-rise waist, hidden front snap-button fly, belt loops, four-pocket styling, and a straight-leg silhouette. Complete the look in an edgy graphic tee and your fave sneakers.

    Fit & Features

    • High-rise waist
    • Hidden front snap-button fly
    • Belt loops, four-pocket styling
    • Straight leg silhouette
    • Adjustable pull-tabs along the hem
    • Faux leather fabric, lined, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06402-0593

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Winner Faux Leather Flare Pants

    These faux leather pants will be the winning look at every event you show them off at! They feature a sleek high-rise waist, hidden side zipper closure, hip-hugging fit, and pintuck seams going down the flare-leg silhouette. Complete your sassy look in a crop top and boots.

    Fit & Features

    • High-rise waist
    • Hidden side zipper closure
    • Hip-hugging fit
    • Pintuck seams
    • Flare-leg silhouette
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06502-2215

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sultry Voltage Rhinestone Over-The-Knee Boots

    Make your look sultry and electrifying in these over-the-knee boots! They feature a pointed toe, stiletto heel, zipper closure, and a fitted silhouette with glitzy rhinestones on faux suede material. Complete your chic look with a mini dress and rhinestone earrings.

    Fit & Features

    • Pointed toe
    • Stiletto heel
    • Zipper closure
    • Over-the-knee shaft height
    • All-over rhinestone embellishments
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0889

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Perfectly Chill Long Sleeve Hoodie Sweater Topper

    Fit & Features

    • Rib knit fabric
    • Cozy long sleeves
    • Hoodie neckline
    • Ultra-cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-2127

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Abstract Moment Mesh Mock Neck Midi Dress

    Step out in this stylish mesh midi dress and not miss a single moment to have all eyes on you! The knee-length dress features a feminine mock neck with back button closures, fitted sheer long sleeves, and bodycon silhouette with abstract print on mesh fabric. Complete the look with gold hoop earrings for an art gallery opening and dinner downtown!

    Fit & Features

    • Mock neck, back button closures
    • Fitted sheer long sleeves
    • Bodycon silhouette
    • Midi-length hem
    • Abstract print
    • Mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5294

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Elevated Faux Sherpa Trim Vest

    This faux sherpa trim vest is a cozy elevated staple for the season! It features a lapel collar, an asymmetric zip-front design, a cropped hem, a fitted silhouette, and faux sherpa trims on the ultra-smooth faux suede fabric. Layer over a long-sleeved bodysuit with jeans and ankle booties for a chic fall vibe.

    Fit & Features

    • Sleeveless bodice, lapel collar
    • Asymmetric zip-front design
    • Two front faux pockets
    • Cropped hem, fitted silhouette
    • Faux sherpa trims
    • Faux suede fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06201-0395

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All-Star Style Faux Sherpa Varisty Jacket

    Layer on all-star style with this varsity jacket to showcase a preppy vibe! It features knit long sleeves with striped elasticized cuffs and woven lining, a striped elasticized collar neckline, snap-button down front closures, dual pockets with woven lining, and a striped elasticized hem. The jacket is designed with a faux sherpa lining to help keep you cozy during chilly seasons! Complete the look in trendy cargo pants and your fave sneakers for casual plans!

    Fit & Features

    • Knit long sleeves, striped elasticized cuffs, woven lining
    • Striped elasticized collar neckline
    • Snap-button down front closures
    • Dual pockets, woven lining
    • Striped elasticized crop hem
    • Faux sherpa lining
    • Runs true to size

    Style Number/Barcode: 06201-0379

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Striped Lattice Back Pullover

    We are diving right into the fall season! This pull over sweater features a modest v neckline, long sleeves, and a lattice lace up back detail. Hem hits mid torso and pull over is composed f a knit material that shows a contrasting striped pattern. Throw on a hat and you are fall ready!

    Model is 5'8" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0109

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Off To Better Places Button Knit Crop Top

    Hunny you are on to better things, and you look perfect! Top it all off with a cozy yet sexy knit cropped top, easily styled with high waist trousers and your go to mules!

    Fit & Features

    • Off shoulder neckline
    • Long sleeves with button detailing
    • Cropped hemline
    • Form fitting silhouette
    • Ribbed knit material
    • Moderate stretch

    Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small. 

    Style Number/Barcode: 06005-0660

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • One Bad Mamacita Graphic Print Crop Top

    You're too hot to handle in this crop top. Let this graphic top say it all with a sassy graphic print that reads" One Bad Mamacita", a crew neckline, short sleeves, and a cropped hem with twist knot accent. The top is composed of a cotton knit fabric that offers a relaxed fit with a moderate stretch. Complete your baddie-inspired look with distressed high waist denim and dad sneakers

    Fit & Features

    • Crew neckline 
    • Short sleeves
    • Graphic print that reads: "One Bad Mamacita"
    • Cropped hem with twist knot accent
    • Cotton knit fabric
    • Relaxed fit 
    • Moderate stretch 

    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small

    Style Number/Barcode: 06002-0508

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty In Peep Toe Faux Suede Booties

    Keep it pretty in booties that perfectly go with all your favorite fall outfits. We love a little peep-toe action, and these booties are all about it! Style with an oversized jean jacket and large hat!

    Fit & Features

    • Open peep toe
    • Ankle fit
    • Inner zipper closure
    • Block heel 
    • Faux suede

    Style Number/Barcode: 07403-0266

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Elevated And Trendy Lace-Up Booties

    Elevate your cute looks with this trendy pair of faux leather booties. They feature a closed almond-shaped toe, a front lace-up design, an inner zipper closure, an ankle-high fit, a lug sole, and a tall block heel. Style these booties with a casual dress and a faux leather jacket.

    Fit & Features

    • Almond-shaped toe
    • Lace-up design
    • Inner zipper closure
    • Ankle-high fit
    • Lug sole, block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1256

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Night-Out Essential Stiletto Heels

    These sultry faux leather stilettos are a definite night-out essential. They feature an open square-shaped toe, thin straps that lead to a lace-up design, and a sleek stiletto heel. Style these heels with a bodycon dress and a chic clutch.

    Fit & Features

    • Open square-shaped toe
    • Thin straps
    • Lace-up strappy design, tie closure
    • Open back
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3344

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dreamy And Chic Satin Crop Top

    Get a luxe look in this dreamy and chic satin top! It features a sweetheart neckline, long bishop sleeves, and a cropped, form-hugging fit. Style this top with the matching mini skirt for your next girl's night out.

    Shop Matching Bottoms: Dreamy And Chic Satin Mini Skirt

    Fit & Features

    • Sweetheart neckline
    • Long bishop sleeves, elastic cinched hems
    • Hidden side zipper closure
    • Cropped, form-hugging fit
    • Smooth satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1539

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Staple Crew Neck Cropped Knit Cardigan

    Bring your look together with a cropped knit cardigan that features a crew neckline, a button-down front, and fitted long sleeves. Pair with a pleated skirt and sneakers for a casual vibe! 

    Fit & Features

    • Knit fabric with ribbed hems, plenty of stretch
    • Crew neckline
    • Button-down front 
    • Long sleeves
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-2142

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edgy Kicks Fitted Lug Booties

    Get yourself some edgy kicks like these lug booties! They feature a round toe, side zipper closure, and a fitted design on faux leather material. Complete the look in joggers and a graphic tee.

    Fit & Features

    • Round toe
    • Side zipper closure
    • Lug sole, fitted design
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1546

    Category Name: 2026 Fall Outfit Trends

    Price: $8.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale