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.

  • Cuddle Weather Plaid Sherpa Reversible Jacket

    Cuddle up in this cute jacket that is uber cozy and chic! The jacket features a reversible design, a plaid pattern, long sleeves, hidden side pockets, and a hood. The jacket is composed of a faux sherpa knit fabric that offers a relaxed fit with minimal stretch. Complete look with a beanie and ankle booties to head to the pumpkin patch.

    Fit & Features

    • Reversible design 
    • Draped open front 
    • Plaid pattern 
    • Long sleeves, hidden side pockets
    • Hood
    • Faux sherpa knit 
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06201-0270

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Moment Lace-Up Booties

    Have a total trendy moment in these lace-up booties! They feature an almond-shaped toe, a stylish lace-up front, an edgy lug sole, and a low block heel. Wear these booties with your fave pair of skinny jeans.

    Fit & Features

    • Almond-shaped toe
    • Lace-up front design
    • Inner zipper closure
    • Lug sole
    • Low block heel
    • Above the ankle fit
    • Runs true to size

    Style Number/Barcode: 07403-1543

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Mood Striped Knit Sweater

    You'll be in a totally cozy mood in this adorable striped knit sweater! It features a crew neckline, long dolman-style sleeves, distressed detailing at the hems, and a mid-length, relaxed fit. The thick knit fabric has minimal stretch. Style with dark wash denim and ankle boots.

    Fit & Features

    • Crew neckline
    • Long dolman-style sleeves
    • Distressing at the hems
    • Mid-length, relaxed fit
    • Striped pattern
    • Knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06005-1597

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Cutest Overall Faux Leather Side Tie Skort

    This faux leather skort will be the cutest overall style this season! It features a sleek high-rise waist, a faux wrap skirt overlay with a side tie, a form-hugging fit, and shorts lining. Complete the look in a sassy crop top and booties for a girl's night or concert!

    Fit & Features

    • High-rise waist
    • Hidden side zipper and hook-eye closure
    • Faux wrap skirt overlay, side tie
    • Form-hugging fit, shorts lining
    • Faux leather fabric, soft fleece lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0308

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Night Drives Faux Leather Striped Moto Jacket

    Effortlessly cool and cute, this faux leather moto jacket makes the night your own! It features long sleeves with zipper cuffs, a mock neckline with snap-button closure, a trendy contrast striped design, a zipper front closure and zipper pockets for keeping your hands warm, and a cropped hem. Complete the look in knee-high boots.

    Fit & Features

    • Long sleeves, zipper cuffs
    • Mock neckline, snap-button closure
    • Contrast striped design
    • Zipper pockets, cropped hem
    • Faux leather fabric, sewn-in woven lining
    • Runs true to size

    Style Number/Barcode: 06204-1620

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Good Girl, Bad Habits Tee
    Hey, you're being honest! You're good, and you love a good time, too. T-shirt features a cropped silhouette, short sleeves, a crew neck, graphic at chest, and knotted tie at center hem. Tee is made from a soft Rayon blend with moderate stretch. 

    Model is 5’9” with a 32” bust, 24.5 waist, and 35” hips. She is wearing a size small.

    Style Number/Barcode: 06002-0084

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweetie Surplice Smocked Top
    Keep it easy-breezy in this summer-ready gauze crop top! It features a deep V surplice-style bodice with ruffle-trim smocked waist and ruffle-layered short sleeves. Top is made from a lightweight, lightly textured rayon material with little to no stretch.

    Style Number/Barcode: 06003-0248

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Suede Peep Toe Booties

    Peep that pedi girl! These open toe booties let you do just that, show off a fresh pedi! Featuring an open heel, peep toe, and an ankle pin buckle closure. Booties are composed of a faux suede material and offer a medium height block heel.

     

    Style Number/Barcode: 07403-0071

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Vibe Cropped Hoodie
    Get a cute and casual vibe in this adorable cropped hoodie! It features a drawstring hood, long cuffed sleeves, and an overall relaxed and comfortable fit. The ribbed knit fabric offers plenty of stretch.

    Style Number/Barcode: 06005-0064

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sultry Sweater Dress

    Keep it classy in a sweater dress! This dress features a v neckline, and long sleeves that puff at the wrist with the help of a thick wristband. Bodice meets skirt high waist with a belt that ties at the side. Back of the garment has a tie detail below the neck.The hem of this dress hits mid thigh, and dress is composed of a knit material that offers a comfortable form fit with moderate stretch.

    Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0076

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Slay It With Style Faux Leather Mini Skirt

    Slay your day in style with this faux leather mini skirt! It features a high-rise waist and a front seam detail with a sultry side slit. This skirt is composed of faux leather fabric with a subtle sheen finish and moderate stretch. Complete your fashionista-approved look with strappy heels and an edgy chain belt.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Front seam, sexy high slit
    • Unlined, faux leather fabric 
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06401-0043

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • High Rise Majorly Distressed Straight Leg Jeans

    We love a good pair of distressed and destructed denim! These straight leg jeans are a must for your wardrobe.

    Fit & Features:

    • High rise waist
    • Traditional five pocket and belt loop design
    • Front button | Hidden zipper closure
    • Major destructed detailing
    • Straight leg fit
    • Denim fabric | Minimal stretch

    Style Number/Barcode: 06602-0123

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Lace-Up Platform Sneakers

    Fall back to basics with sneakers. Lace-up for the day with these basic white sneakers that feature an almond toe, lace-up front, and a wide platform sole. Throw them on with your favorite sets for a complete look. 

    Fit & Features

    • Almond toe
    • Lace-up front
    • Wide platform sole

    Style Number/Barcode: 07407-0045

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Give Me Space Knot Hem Tee

    You need space, girl! Let this tee do the speaking for you. The tee features a crew neckline, short sleeves, and a graphic that reads: " If You Can Read This You Are Too Close". The sassy knot hem styles well with high rise biker shorts

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Lettered graphic 
    • Cropped knot hem 
    • Jersey knit fabric
    • Relaxed fit, moderate stretch 

    Style Number/Barcode: 06002-0635

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Plaid Fringe Blanket Scarf

    Wrap yourself in a cozy plaid scarf that keeps it oh-so-chic. The scarf features an oversized blanket fit, a plaid print, and a fringe hem. Complete look with a sweater dress and thigh high boots. 

    Fit & Features

    • Oversized blanket fit
    • Plaid print
    • Noodle fringe hem

    Style Number/Barcode: 07305-0212

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Style Snake Print Bodysuit

    Showcase a sassy style with this on-trend snake print bodysuit. It features a sleeveless bodice, a crew neckline, a racerback design, tank shoulder straps, and a fitted silhouette. Complete the look with biker shorts and clear mules for an edgy-chic vibe.

    Fit & Features

    • Crew neckline, racerback design
    • Tank shoulder straps
    • Fitted silhouette
    • Snake print
    • Knit fabric
    • Runs true to size
    • Thong bottom with dual snap closures 

    Style Number/Barcode: 06001-3203

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lace Up Faux Leather Combat Boots

    Lace-up in basic combat boots that bring the edge to your look! The boots feature an around the ankle fit, a lace-up front, an open almond toe, an inner zipper closure, and a low block heel. The boots are composed of a faux leather material. Complete look with a chunky cable knit sweater with high waist jeans. 

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Open almond toe
    • Inner zipper closure
    • Low block heel
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07403-1277

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Preppy Glam Pleated Plaid Mini Skirt

    Bring that preppy glam with a mini skirt that channels those cool girl vibes! The skirt feature a plaid print, a high-rise waist, pleats, and a mini-length silhouette. Complete look with a crop top and sneakers

    Fit & Features

    • High rise waist
    • Plaid print
    • Pleats
    • Mini length silhouette
    • Form hugging fit, runs true to size

    Style Number/Barcode: 06401-0343

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Perfect Style Plaid Mini Dress

    Showcase a chic and perfect style in this plaid mini dress that is a must-have for fall. It features a sleeveless square neckline, spaghetti straps, and a short, curve-hugging fit. Complete the outfit with a faux leather jacket to add an edgy vibe to the look.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Mini-length, form-fitting silhouette
    • Knit fabric, moderate stretch
    • Plaid print
    • Runs true to size

    Style Number/Barcode: 05102-1864

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Style Moment Peep Toe Booties

    Create a major style moment with chic booties that complete your layered outfits! The booties feature an around the ankle fit, a stretchy knit body, a peep toe, and a block heel. Complete look with a cardigan and mom jeans.

    Fit & Features

    • Around the ankle fit
    • Stretchy knit body
    • Peep toe
    • Block heel 
    • Runs true to size

    Style Number/Barcode: 07403-1313

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Staple Over-The-Knee Boots

    These trendy over-the-knee boots will be a chic staple in your wardrobe this season. They feature a pointed toe, a tall block heel, a form-fitting over-the-knee design, and a tie closure at the top. Style these boots with a cute sweater and a plaid skirt.

    Fit & Features

    • Pointed toe
    • Block heel
    • Form-fitting over-the-knee design
    • Tie closure
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07402-0717

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Resort Ready Palm Print Mini Dress

    You'll be ready for your getaway at the resort with this tropical mini dress in your arsenal! It features a sleeveless square neck, sleek spaghetti straps, a palm print, and a curve-hugging silhouette. Complete your vacay look in espadrille wedges.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Curve-hugging silhouette
    • Mini-length hem
    • Palm print
    • Soft brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4681

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ready To Stun Faux Leather Block Heels

    Get ready to stun with heels that make your look stand out! The heels feature a closed-back, an adjustable ankle strap, an open almond toe with a clear strap over the toe, and a block heel. The heels are composed of a faux patent leather material. Complete look with a crop top and mini skirt set

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap 
    • Open almond toe, clear strap over toe
    • Block heel 
    • Faux patent leather material 
    • Runs true to size

    Style Number/Barcode: 07401-3168

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fashion Forward Faux Suede Stiletto Boots

    Step up in fashion-forward boots that make a stylish impression! The boots feature a mid-calf fit, an inner zipper closure, a pointed toe, and a sleek stiletto heel. The booties are composed of a faux suede material. Complete look with a ribbed sweater and skinny jeans. 

    Fit & Features

    • Mid-calf fit
    • Inner zipper closure
    • Pointed toe
    • Stiletto heel 
    • Faux suede material 
    • Runs true to size 

    Style Number/Barcode: 07403-1479

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free