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.

  • Setting Trends Faux Wool Houndstooth Long Shacket

    Layer on this faux wool houndstooth long shacket to set the trend this season! It features cozy long sleeves with button cuffs, a collar neckline, button-down front closures, flap pockets, hidden side pockets for keeping your hands warm, and a longline hem. Complete the look in boots for day or night plans!

    Fit & Features

    • Long sleeves, button cuffs
    • Collar neckline
    • Button-down front closures
    • Flap pockets, hidden side pockets
    • Longline hem
    • Soft faux wool fabric, houndstooth pattern
    • Runs true to size

    Style Number/Barcode: 06201-0419

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Serving Chic Style Faux Leather Belted Jumpsuit

    This fab faux leather belted jumpsuit will have you serving chic style all night long! It features a strapless straight-across neckline, a fitted bodice, a high waist with a tie-front belt to snatch your silhouette, front and back pockets, cargo-style side pockets, and a wide-leg fit. The faux leather fabric will give off an edgy sleek sheen. Style this jumpsuit with clear heel mules for a rooftop bar!

    Fit & Features

    • Strapless straight-across neckline, elasticized back hem
    • Fitted bodice, princess seams, hidden side zipper, hook and eye closure
    • High waist, tie-front belt
    • Dual front and back pockets, dual cargo-style side pockets
    • Wide-leg fit
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-1366

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $62.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plaid Mood V-Waist Flare Pants

    These plaid pants are a total mood! They feature a flattering high-rise V-cut waist, a hip-hugging fit, and a flared hem on plaid woven fabric with a slight stretch. Complete the look in a long sleeve top for a casual day out.

    Fit & Features

    • High-rise V-cut waist
    • Back zipper closure
    • Hip-hugging fit
    • Flared hem
    • Plaid print
    • Woven fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06402-1368

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • In Love Lace-Up Knee High Boots

    Fall in love with these faux suede boots with endless styling possibilities! They feature an almond toe, inner zipper closure, a short block heel, and a knee-high shaft with a trendy lace-up back. Complete the look in a chic trench coat for a dinner and show downtown!

    Fit & Features

    • Almond toe
    • Inner zipper closure
    • Short block heel
    • Knee-high shaft, lace-up back, tie closure
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0964

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Structure Faux Leather Cargo Midi Skirt

    The chic structure of this sleek faux leather cargo midi skirt makes it an of-the-moment staple. It features a high-rise waist, front and back pockets, two large cargo-style side pockets, a midi-length hem with a center front slit, and a form-hugging fit. The buttery smooth faux leather fabric has a moderate stretch. Style this midi skirt with a graphic tee and ankle booties for an edgy look.

    Fit & Features

    • High-rise waist, belt loops
    • Hidden front zipper, button closure
    • Front and back pockets, cargo-style side pockets
    • Midi-length hem, center front slit
    • Form-hugging fit
    • Faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06401-0628

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Strut Ruched Faux Leather Leggings

    These fabulous faux leather leggings will have you strutting like everywhere is your runway! They feature a high-rise elasticized waist, trendy ruched side panels that go down the leg, and an all-over form-hugging silhouette. The sleek faux leather fabric offers plenty of stretch. Style these leggings with a corset top and clear heel mules.

    Fit & Features

    • High-rise elastic banded waist
    • Ruched side panels
    • Form-hugging fit
    • Sleek faux leather fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-2410

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Places To Be Seen Faux Leather Thigh-High Boots

    You've got places to be seen in these faux leather thigh-high boots! They feature a square toe, a chunky sole and short block heel, a hoop metal strap accent, and an over-the-knee shaft height with pull tabs for easy on-and-off styling. Complete the look in a sleek crop jacket for a dinner and movie downtown!

    Fit & Features

    • Square toe
    • Chunky sole, short block heel
    • Hoop metal strap accent
    • Thigh-high, over-the-knee shaft height
    • Pull tabs, easy-on-and-off styling
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0961

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $66.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edge It Up Faux Leather Biker Boots

    Edge up your fall 'fits with this pair of trendy faux leather biker boots. They feature an above-the-ankle height with a square toe, dual straps with buckle accents, a low block heel for comfortable wear, and are made from a smooth faux leather material. Style these biker boots with a bomber jacket and hoop earrings.

    Fit & Features

    • Above-the-ankle height
    • Square toe
    • Dual buckled straps
    • Low block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1718

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Get My Attention Fitted Ankle Combat Boots

    Call for all the attention in these trendy fitted ankle combat boots this fall and winter season! They feature a fitted ankle design, a round toe, a bold platform lug sole, and are composed of a sleek faux leather material. Style these ankle boots with a bomber jacket. 

    Fit & Features

    • Fitted ankle design
    • Round toe
    • Platform lug sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1709

    Category Name: 2026 Fall Outfit Trends

    Price: $8.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Country Nights Denim Western Booties

    Go out tonight in these western booties for a country bar or bachelorette! The booties feature a pointed toe, western-inspired stitching, a stacked block heel, and a back zipper closure on an ankle-length shaft. Complete the look in a cowboy hat.

    Fit & Features

    • Pointed toe
    • Western-inspired stitching
    • Stacked block heel
    • Back zipper closure
    • Ankle-length shaft
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07403-1711

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy On Down Faux Sherpa Block Heel Booties

    Be bold and cozy in these faux sherpa booties! Crafted from faux suede and sherpa, these comfy yet chic booties feature a pointed toe and block heel for an eye-catching look. Plus, the foldover styling makes it easy to pull on and off! Complete the look in a trendy jacket for a pumpkin patch or coffee with friends!

    Fit & Features

    • Faux suede pointed-toe, block heel
    • Faux sherpa foldover design
    • Pull on-and-off styling
    • Runs true to size

    Style Number/Barcode: 07402-0954

    Category Name: 2026 Fall Outfit Trends

    Price: $27.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute March Faux Leather Lug Combat Booties

    Take a cute march around in these combat booties! The faux leather boots feature a round toe, a sturdy traction lug sole and short heel, a front lace-up placket, and a back pull tab for easy on-and-off styling. Complete the look in a plaid shacket for casual plans!

    Fit & Features

    • Round toe
    • Sturdy traction lug sole and heel
    • Front lace-up placket
    • Back pull tab
    • Easy-on-and-off styling
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1710

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On My Command Faux Leather Knit Combat Booties

    Take on the season in these combat booties with confidence and style! Featuring stylish faux leather details, a front lace-up placket, stretchy knit material, and a sturdy lug rubber sole, these booties combine fashion and function for any adventure. Complete the look in a trendy denim jacket for casual plans!

    Fit & Features

    • Round toe
    • Front lace-up placket
    • Sturdy lug rubber traction sole
    • Faux leather details, stretchy knit material
    • Pull tab for easy on-and-off styling
    • Runs true to size

    Style Number/Barcode: 07403-1708

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Make A Debut Plaid Strapless Pleated Mini Dress

    Make a debut in classic plaid and on-trend silhouette! This plaid mini dress is sure to stand out from any crowd. Featuring a strapless neckline, form-hugging bodice, belt loop accents, and a flirty pleated mini-length hem. Complete the look in lug boots for an edgy vibe!

    Fit & Features

    • Strapless neckline
    • Back zipper closure
    • Form-hugging bodice
    • Belt loop accents
    • Pleated mini-length hem
    • Plaid print, woven fabric, knit lining at the bust, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-5415

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Country Babe Under-The-Knee Cowboy Boots

    Showcase an adorable strut in these under-the-knee cowboy boots that will have you giving off country babe vibes! Made with sleek faux leather with western-style embroidery, they feature a pointed toe and a stacked block heel for comfortable wear. Pair with a skater dress for a cute and casual date look.

    Fit & Features

    • 2.5" Stacked block heel
    • 7" Leg opening and a 6" shaft height
    • Faux leather material
    • Western embroidery
    • Under-the-knee shaft
    • Pointed toe
    • Runs true to size

    Style Number/Barcode: 07402-0951

    Category Name: 2026 Fall Outfit Trends

    Price: $42.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Show Up Platform Block Heel Booties

    Show up in these faux leather booties to have all eyes on you! They feature a square-shaped toe, a bold platform sole, a tall chunky block heel, an inner zipper closure, and fit above the ankle. Complete the look in a trendy jacket for a cool autumn or winter day!

    Fit & Features

    • Square toe
    • Inner zipper closure
    • Platform sole
    • Tall chunky block heel
    • Above-the-ankle fit
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1706

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Ease Wide-Leg Canvas Trouser Pants

    Fall in love with the effortless ease of these woven trouser pants! Crafted with the perfect blend of style and comfort, it features a flattering high-rise back-smocked elasticized waistband and wide-leg silhouette, side pockets, and pleating down the front for a touch of classic flair on canvas woven fabric. Style with a basic smooth knit top and your go-to heels!

    Fit & Features

    • High-rise smocked elasticized waistband
    • Front buttons and hidden zipper closures
    • Belt loop accents, side pockets
    • Front pleating, wide-leg silhouette
    • Canvas woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0804

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Effortless Edge Wide-Leg Cargo Pants

    It's always a good day to create edgy-cute fits' in these cargo pants! They feature a high-rise elasticized waist with side pockets, a flattering wide-leg silhouette, and four flap cargo pockets with pull-tab closures, and an adjustable drawcord cuff lets you customize the style. Complete the look in a graphic tee for the movies or errands!

    Fit & Features

    • High-rise elasticized waist, side pockets
    • Wide-leg silhouette
    • Four cargo flap pockets, pull-tab closures
    • Adjustable drawcord cuff
    • Lightweight woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0803

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bling Babe Rhinestone Foldover Stiletto Boots

    Flaunt these blinged out stiletto boots like the babe you are! They feature a sleek pointed-toe, an inner zipper closure, a foldover design with glitzy rhinestone embellishments, and have an under-the-knee shaft height. Complete the look with a glam handbag for dinner and drinks!

    Fit & Features

    • Pointed-toe
    • Stiletto heel
    • Inner zipper closure
    • Foldover rhinestone embellishments
    • Under-the-knee shaft height
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0950

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $58.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mid-Rise Cargo-Style Baggy-Leg Jeans

    Capture that trendy casual-chic style you've seen all over socials with these cargo-style baggy-leg jeans! They feature a mid-rise waist, dual front flap pockets, dual back pockets, cargo side pockets, a baggy-leg silhouette, and a relaxed fit. The medium-wash denim fabric features a color fade effect. Style this cool pair of denim with a corset top and strappy mules for happy hour!

    Fit & Features

    • Mid-rise waist
    • Dual front flap pockets, dual back pockets
    • Multiple cargo side pockets
    • Baggy-leg silhouette, relaxed fit
    • Belt loops, front button and hidden zipper closure
    • Medium-wash denim fabric, color fade effect, slight stretch
    • Runs true to size

    Style Number/Barcode: 06602-0476

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep It Real High-Rise Cargo Denim Skinny Jeans

    Keep it really cute and trendy in these denim skinny jeans for your everyday style! They feature a flattering high-rise waist, a skinny-leg silhouette, cargo-flap pockets with button closures, and a tapered ankle fit. The jeans are composed of a dark wash denim fabric with a color fade effect and some stretch. Complete the look with a crop top for a dinner and movie!

    Fit & Features

    • High-rise waist
    • Skinny-leg silhouette, tapered ankle fit
    • Cargo-flap pockets, button closures
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Dark wash denim, some stretch, color fade effect
    • Runs true to size

    Style Number/Barcode: 06602-0478

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • '90s Style Low-Rise Relaxed Fit Jeans

    Channel that trendy '90s vibe with these low-rise relaxed fit jeans! They feature a low-rise waist, front pockets, dual back pockets with buttoned flap designs, a '90-inspired straight-leg silhouette, and a relaxed fit. The medium-wash denim fabric features a color fade effect. Style these jeans with a corset top and clear mules for a casual-chic look to grab drinks!

    Fit & Features

    • Low-rise waist
    • Front pockets
    • Dual back pockets, buttoned flap designs
    • '90s style straight-leg silhouette, relaxed fit
    • Belt loops, button-front and hidden zipper closure
    • Medium-wash denim fabric, color fade effect, no stretch
    • Runs true to size

    Style Number/Barcode: 06602-0477

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic 'Fit O-Ring Chain Panama Hat

    Top off your chic fall 'fits with this faux wool panama hat featuring a structured top, a wide flat brim, and a sleek O-ring chain accent around the center. Style with hoop earrings.

    Fit & Features

    • Faux wool material
    • Structured top
    • Wide flat brim
    • O-ring chain accent

    Style Number/Barcode: 07302-1541

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All That Denim Slit Midi Skirt

    A classic denim midi skirt is what you're all about! Featuring a flattering high-rise waist with a distressed accent, a form-hugging silhouette, a trendy center front slit, and a midi-length hem on medium-wash denim fabric with a color fade effect. Complete the look in cute booties for a concert or fall festival!

    Fit & Features

    • High-rise waist
    • Form-hugging silhouette, distressed accent
    • Center front slit
    • Midi-length hem
    • Front button and hidden zipper closure, five-pocket styling, belt loops
    • Medium wash denim fabric, color fade effect, no stretch
    • Runs true to size

    Style Number/Barcode: 06601-0176

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale