2026 Fall Outfit Trends

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.

  • Mad About Plaid Skinny Pants

    Go mad over these cute plaid pants! They feature an elastic high-rise waist, a trendy plaid print, and a skinny leg fit. The pants are composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a bodysuit and combat boots. 

    Fit & Features

    • Elastic high rise waist
    • Plaid print
    • Skinny leg fit
    • Brushed knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06502-0700

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Endless Chic Button Down Corduroy Mini Skirt

    Keep it endlessly chic with a fab mini skirt to button yourself in! The skirt is composed of a high-rise waist, a multi-button down front, vertical seams, and a mini-length silhouette. The skirt is composed of a corduroy fabric that offers a form hugging fit with minimal stretch. Complete look with a bodysuit and over-the-knee boots.

    Fit & Features

    • High rise waist
    • Multi-button down front
    • Vertical seams
    • Mini length silhouette
    • Corduroy fabric 
    • Form hugging fit, minimal stretch 
    • Runs true to size 

    Style Number/Barcode: 06301-0101

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keeping Up With Knit Colorblock Mini Dress

    Keep up this season in a fab mini dress that is perf to layer on the style! The dress features a crew neckline, long sleeves, a colorblock pattern, and a mini-length silhouette. The dress is composed of a knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with ankle booties!

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Colorblock pattern with exposed seams
    • Mini-length silhouette
    • Knit fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4300

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essential Long Sleeve Crew Top

    Embrace a sleek silhouette with this long-sleeve fitted top, a versatile staple to your wardrobe. Its figure-hugging design ensures a flattering fit, while the comfortable stretch fabric allows for ease of movement. With the classic crew neckline, this top pairs effortlessly with high-waisted jeans or skirts, making it a staple for both casual and dressier ensembles. Perfect for layering or wearing on its own, it's a timeless piece that offers both style and comfort

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Double layered
    • Stretchy knit fabric
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06002-000465

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Go With It Ribbed Knit Crop Top

    Go with those casual vibes with a top that is perf for nailing those casual fits! The top features a crew neckline, long sleeves, a lower back tie-back accent, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mom jeans and chunky sneakers. 

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Lower-back tie back accent
    • Cropped hem
    • Ribbed knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06002-1013

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Chic High Waist Plaid Flared Pants

    Keep your look so chic with plaid pants that are easy to pair with your favorite long sleeve tops! The pants feature a plaid print, a high-rise waist, a tie waist belt, a straight leg, and a flared hem. The pants are composed of a lightweight woven fabric that offers a form hugging fit with minimal stretch.

    Fit & Features

    • Plaid print
    • High rise waist
    • Tie-waist belt
    • Straight leg
    • Flared hem
    • Lightweight woven fabric
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 06502-0696

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Natural Instinct Leopard Clutch

    There's a reason you've been eyeing this leopard clutch! It's the perfect piece you need to make any outfit look fierce. Style with a bustier and paper bag trousers for cocktail hour.

    Fit & Features

    • Envelope-style flap with snap closure
    • Detachable chain-link strap
    • Two interior pockets, one with zipper closure
    • Faux leather material
    • Leopard print design

    Style Number/Barcode: 07203-0842

    Category Name: 2026 Fall Outfit Trends

    Price: $8.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Clear Must-Have Top Handle Bag

    This chic top handle bag is a clear must-have this season. It features a faux leather top handle strap, a fold-over design, a clear material with faux leather trim, and an included faux leather shoulder strap to convert the bag to a crossbody purse. Complete the look with strappy mules.

    Fit & Features

    • Faux leather top handle strap
    • Fold-over design
    • Clear material, faux leather trim
    • Included removable faux leather shoulder strap

    Style Number/Barcode: 07203-0841

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous Geometric Rhinestone Ring Set

    Step up your looks with this trendy ring set! It features five rhinestone and gemstone embellished rings with varying designs, from geometric statement styles to simple bands. Style this set with stud earrings.

    Fit & Features

    • Five-pack ring set
    • Geometric designs
    • Rhinestone and gemstone embellishment

    Style Number/Barcode: 07004-0229

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Geometric Rhinestone Ring Multi Pack

    Get ready to glow with this ring pack that shows off that glitzy luxe! The pack includes five rings that feature flat metal bands, rhinestones, and geometric designs. Complete look with a ribbed top and skirt set. 

    Fit & Features

    • Pack includes five rings
    • Flat metal bands
    • Rhinestones
    • Geometric design

    Style Number/Barcode: 07004-0226

    Category Name: 2026 Fall Outfit Trends

    Price: $0.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Trendsetter Snake Envelope Crossbody

    Create a major trendsetting moment with a crossbody that elevates your style. The crossbody features a snake print, an envelope-shaped body, a fold-over closure, and a chain shoulder strap. Complete look with a trench dress and boots. 

    Fit & Features

    • Snake print
    • Rectangular-shape
    • Envelope fold-over closure
    • Hidden front pocket
    • Chain shoulder strap
    • Faux leather material 

    Style Number/Barcode: 07203-0840

    Category Name: 2026 Fall Outfit Trends

    Price: $8.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic Cozy Plaid Scarf

    Layer on this classic cozy plaid scarf to elevate your winter looks! It features a chic plaid print with neutral tones, fringe detailing at the hems, and an oversized fit. Style this scarf with dark wash jeans and ankle booties.

    Fit & Features

    • Plaid print
    • Neutral tones
    • Fringe detailing
    • Oversized fit
    • Woven fabric, no stretch

    Style Number/Barcode: 07305-0320

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Endless Chic Faux Wool Beret

    Keep it endlessly chic with a beret to adorn tresses with! The beret features a classic beret-styled brim and is composed of a wool knit material. Complete look with a ribbed midi dress and ankle booties.

    Fit & Features

    • Beret design
    • Faux wool knit material

    Style Number/Barcode: 07302-0394

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Who's That Girl Chic Cabby Hat

    Throw on this cabby hat to leave them asking who's that girl? That hat features a traditional cabby design and a short faux leather brim. Complete look with a crop top and faux leather mini skirt. 

    Fit & Features

    • Traditional cabby design
    • Faux leather short brim
    • Brushed faux wool material 
    • Nylon lining

    Style Number/Barcode: 07302-0396

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Endless Summer Halter Cutout Dress

    Embrace the summer vibes in this chic curve-hugging dress! It features a sleeveless halter neckline, an open back, a center knot detail with dual waist cutouts, and an ankle-length, form-fitting silhouette. Style this dress with sleek hoop earrings.

    Fit & Features

    • Sleeveless halter neckline
    • Open back
    • Center knot detail
    • Dual waist cutouts
    • Long, form-hugging fit
    • Ribbed sweater knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1216

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glam Adventures Rhinestone Boater Hat

    Set it off with a glam boater hat that completes your look! The hat features a traditional boater design, a short brim, and a triple-row rhinestone trim. The hat is composed of a faux wool material. Complete look with a ruched top and cargo joggers. 

    Fit & Features

    • Traditional boater design
    • Short brim
    • Triple-row rhinestone trim
    • Faux wool material 

    Style Number/Barcode: 07302-0400

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Finishing Touch Chain Link Boater Hat

    Top off your look in this chic boater hat featuring a chain link, short brim. The hat is composed of faux wool material. Complete the look with a denim jacket and booties.

    Fit & Features

    • Chain link
    • Short brim
    • Faux wool material

    Style Number/Barcode: 07302-0397

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $17.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Season Of Cozy Plaid Blanket Scarf

    Fall into cozy season with a scarf that is part stylish, part comfy. The scarf features a timeless plaid print, an oversized blanket fit, and a fringe trim. The scarf is composed of a soft-to-the-touch knit fabric. Complete look with a sweater and ankle booties. 

    Fit & Features

    • Plaid print
    • Oversized blanket fit 
    • Fringe hem 
    • Knit fabric 

    Style Number/Barcode: 07305-0319

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dainty And Glam Rhinestone Ring Set

    Add some subtle glamour to your everyday look with this dainty ring set. It features eight sleek rings with varying designs and mini rhinestone embellishment. Pair this set with simple stud earrings.

    Fit & Features

    • Eight rings
    • Varying designs
    • Rhinestone embellishment

    Style Number/Barcode: 07004-0228

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Chain Detail Boater Hat

    Top off your trendy fall look with this chic boater hat! It features a wide brim, a flat top, and a chain-link trim. The hat is composed of a faux wool material. Style it with sleek hoop earrings.

    Fit & Features

    • Wide brim
    • Flat top
    • Chain-link trim
    • Faux wool material

    Style Number/Barcode: 07302-0398

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Chill Cable Knit Beanie

    The cold won't bother you in this cable knit beanie featuring a faux fur pom and interior lining with a fold-over hem. Complete your cozy fit with a knit sweater.

    Fit & Features

    • Faux fur pom and lining
    • Cable knit design
    • Fold-over hem

    Style Number/Barcode: 07302-0388

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Timelessly Chic Plaid Blanket Scarf

    Keep it timelessly chic with a scarf to add that cozy touch to your outfit. The scarf features a plaid print and an oversized blanket style. Complete look with a bodysuit and ankle booties.

    Fit & Features

    • Plaid print 
    • Oversized blanket style 
    • Brushed knit fabric 

    Style Number/Barcode: 07305-0318

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Strapless Satin Jumpsuit

    Create a sleek and chic look in this strapless satin jumpsuit. It features a straight-across neckline, a high-rise cinched elastic waistband, side pockets, and relaxed-fitting pant legs with a tapered jogger hem. Take this look from day to night by layering on a faux leather jacket and pairing it with strappy heels.

    Fit & Features

    • Strapless straight-across neckline, elastic band
    • High-rise cinched waist, elastic band
    • Side pockets
    • Relaxed-fitting pant legs, tapered jogger hem, elastic band
    • Satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-0401

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Too Chic Faux Leather Pointy Toe Booties

    Make a chic statement in this pair of faux leather booties! They're designed in a smooth faux leather with a pointed toe and block heel. Wear them with a sweater dress for the ultimate Fall babe look.

    Fit & Features

    • Ankle fit
    • Pointed toe
    • Block heel
    • Faux leather
    • Runs true to size

     

    Style Number/Barcode: 07403-1365

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale