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.

  • Cutie In Plaid Long Sleeve Mesh Crop Top

    You'll be a total cutie in this trendy plaid mesh crop top! Featuring a crew neckline, long fitted sleeves, a fitted cropped hem, and adorable lettuce-edge trims, this top is a casual style staple. The lightweight sheer mesh fabric features a patchwork plaid print and offers plenty of stretch. Complete the look with high-rise denim and clear mules. 

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Fitted cropped hem
    • Lettuce-edge trims
    • Patchwork plaid print
    • Sheer mesh fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06002-1669

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Choose Your Vibe Cargo Trouser Pants

    Are you feeling dressy or casual? Whatever the vibe, these cargo trouser pants are perf for creating all sorts of 'fits! They feature a flattering high-rise waist, a hip-hugging fit, a slim leg silhouette, and trendy cargo flap pockets on smooth woven fabric. Complete the look with a trendy denim jacket.

    Fit & Features

    • High-rise waist
    • Hip-hugging fit
    • Slim leg silhouette
    • Hidden side waist pockets, lower cargo flap pockets
    • Front button and hidden zipper closure, belt loop accents
    • Smooth woven non-stretch fabric
    • Runs true to size

    Style Number/Barcode: 06402-1325

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Oh-So-Chic Faux Leather Beret

    Oh-so-chic, this sleek faux leather beret will have you channeling those Parisian-style vibes! It features a classic beret design with seam accents and is composed of a faux leather material with a woven lining. Style with a trench coat and ankle booties for a city-girl look.

    Fit & Features

    • Classic beret design
    • Seam accents
    • Faux leather material
    • Woven lining

    Style Number/Barcode: 07302-1480

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trish Mid-Rise Cargo Wide-Leg Jeans By Windsor Denim

    The Trish cargo jeans by Windsor Denim are the perfect base for easy outfit styling! Love your on-trend look in these flattering mid-rise jeans featuring a wide-leg silhouette with cargo-style pockets and seam detailing for extra flair. The jeans are crafted from a dark wash denim fabric with slight color fading and stretch. Complete the look in strappy sandals for a daytime outing or casual dinner!

    Fit & Features

    • Mid-rise waist
    • Wide-leg silhouette
    • Cargo-style flap pockets, seam detailing
    • Front button and hidden zipper closure
    • Seven-pocket styling, belt loop accents
    • Dark wash denim, slight color fade and stretch
    • Runs true to size

    Style Number/Barcode: 06602-0453

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cool Vibes Fold-Over Waist Cargo Pants

    Show up with the coolest vibes in these trendy cargo pants! They feature a mid-rise waist with a front fold-over design, dual front and back pockets, large cargo-style pockets on each side with flap accents, and a straight-leg silhouette with a relaxed fit. The woven fabric has minimal stretch. Style with a basic bodysuit and sneakers.

    Fit & Features

    • Mid-rise waist
    • Front fold-over design, hidden zipper closure
    • Dual front pockets, dual faux back pockets
    • Dual large cargo-style pockets, flap accents
    • Straight-leg silhouette, relaxed fit
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06302-0772

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • 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
  • Casual Hangout Straight-Leg Cargo Pants

    These trendy straight-leg cargo pants are perfect for a casual hangout with your squad. They feature a mid-rise waist with a back elastic waistband, front and back pockets, large cargo-style side pockets with button closures, a relaxed fit, and an edgy-washed effect creating a faded look on the woven fabric. Style with a crop top and sneakers, or a corset top and mules!

    Fit & Features

    • Mid-rise waist, back elastic waistband, belt loops
    • Hidden front zipper, button closure
    • Dual front and back pockets, button closures
    • Dual large cargo-style side pockets, button closures
    • Straight-leg silhouette, back strap accents by the hem, relaxed fit
    • Washed effect, woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0774

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Swirls Of Attraction Strappy Marble Print Midi Dress

    Attract all the attention when you step out in this marble print midi dress for dinner and drinks! It features a sleeveless scoop neckline, spaghetti straps, an open strappy back design, a bodycon silhouette, and a flattering side ruched seam and slit along the asymmetrical hem. Complete the look with a fab earrings set and heels.

    Fit & Features

    • Sleeveless scoop neckline, spaghetti straps
    • Open strappy back design
    • Bodycon silhouette
    • Side ruched seam and slit
    • Asymmetrical midi-length hem
    • Marble print, stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5259

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fall Back In Love Cable Knit Crop Top

    Fall back in love with all things cozy and cute! This cable knit crop top is essential for shifting into the new season. It features a scoop neck, tank shoulder straps, and a ribbed hem on soft and stretchy fabric. Complete the look with the matching topper. 

    Shop Matching Topper: Fall Back In Love Cable Knit Topper

    Fit & Features

    • Sleeveless scoop neck
    • Tank shoulder straps
    • Ribbed crop hem
    • Cable knit design
    • Soft and stretchy fabric
    • Runs true to size

    Style Number/Barcode: 06005-1730

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Heat Flame Print Crop Top

    Bring the heat to your bold party look with this flame print crop top! It features a crew neckline, short sleeves, a fitted cropped hem, and a flame print pattern on the stretchy sheer mesh fabric. Style with a mini skirt and thigh-high boots.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Fitted cropped hem
    • Flame print pattern
    • Sheer mesh fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06002-1664

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fall Back In Love Cable Knit Topper

    Fall back in love with all things cozy and cute! This cable knit topper is essential for shifting into the new season. It features a ribbed mock neckline and long sleeves with ribbed cuffs on soft and stretchy fabric. Complete the look with the matching top. 

    Shop Matching Top: Fall Back In Love Cable Knit Crop Top

    Fit & Features

    • Ribbed mock neckline
    • Long sleeves, ribbed cuffs
    • Cable knit design
    • Soft and stretchy fabric
    • Runs true to size

    Style Number/Barcode: 06005-1729

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Style Long Sleeve Denim Jumpsuit

    Achieve the perfect weekend style with this cute and casual denim jumpsuit. It features a collared neckline, long sleeves, a button-down front design, dual buttoned chest pockets, a high stretchy elastic waistband for comfortable wear, dual buttoned straps at the waist, dual front and back pockets, and a straight-leg silhouette. The cotton-blend denim fabric offers a moderate stretch. Complete your look with hoop earrings and ankle booties.

    Fit & Features

    • Collared neckline
    • Long sleeves, single button detail
    • Button-down front, dual buttoned chest pockets
    • High elastic waistband, dual buttoned straps
    • Dual front and back pockets
    • Straight-leg silhouette
    • Cotton-blend denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06602-0452

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Take A Peak Mock Neck Cutout Sweater Bodysuit

    This sweater knit bodysuit showcases some skin for a sultry style with your favorite bottoms! It features fitted long sleeves, a mock neckline with a cutout design, a twist bust, a form-hugging fit, and a thong bottom with snap-button closures. Complete the look in a sleek mini skirt and boots.

    Fit & Features

    • Fitted long sleeves
    • Mock neckline
    • Cutout design, twist bust
    • Form-hugging fit
    • Thong bottom, snap-button closures
    • Rib knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1728

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Glam Treatment Rhinestone Flare Denim Jeans

    Give yourself the glam treatment in these high-rise denim jeans! They feature a flattering high-rise waist, a hip-hugging fit, and a flared hem with an asymmetrical seam that leads to a center slit with rhinestone trim. The jeans are crafted from medium-wash denim fabric that offers a slight stretch and a color fade for a vintage effect! Style the denim jeans with a blinged crop top and heels for a birthday or night out!

    Fit & Features

    • High-rise waist
    • Hip-hugging fit
    • Flared hem, asymmetrical seam, center slit, rhinestone trim
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Medium wash denim fabric, color fade, slight stretch
    • Runs true to size

    Style Number/Barcode: 06602-0451

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bold And Polished Patent Leather Platform Pumps

    Keep your look bold and polished in these patent leather pumps! The heels feature a closed round toe, sides, and ankle, a platform sole, a chunky block heel, and an adjustable ankle strap with buckle closure. Complete your outfit with a mini handbag!

    Fit & Features

    • Closed round toe, sides, and ankle
    • Platform sole
    • Chunky block heel
    • Adjustable ankle strap, buckle closure
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07401-4491

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Knit Talks Mock Neck Sleeveless Sweater Dress

    This knit sweater dress speaks for itself! Flaunt your classic style in this sleeveless dress featuring a ribbed mock neck, a flattering bodycon silhouette, and a mini-length hem with a flirty slit accent. Complete the look with a chic mini handbag and knee-high boots for a daytime outing!

    Fit & Features

    • Sleeveless
    • Ribbed mock neck
    • Bodycon silhouette
    • Slit accent
    • Mini-length hem
    • Stretchy sweater knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1726

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Attention Please Cargo Mini Skirt

    Capture everyone's attention in this trendy cargo mini skirt perf for the new season! It features a high-rise waist with belt loops and dual front snap button closures, large cargo-style side pockets with adjustable straps, dual back pocket flaps, and a mini-length hem with a fitted silhouette. Style with the matching cropped jacket for a cool-girl vibe.

    Shop Matching Top: Attention Please Cargo Cropped Jacket

    Fit & Features

    • High-rise waist, belt loops
    • Dual front snap button closures
    • Large cargo-style side pockets, strap details
    • Dual back pocket flaps
    • Mini-length hem, fitted silhouette
    • Cargo twill fabric
    • Runs true to size

    Style Number/Barcode: 06301-0170

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Attention Please Cargo Cropped Jacket

    Capture everyone's attention in this trendy cargo cropped jacket perf for the new season! It features a collared neckline, short sleeves, a complete snap button-down front, dual chest pockets with adjustable straps, and a fitted cropped hem. Style with the matching mini skirt for a cool-girl vibe.

    Shop Matching Bottoms: Attention Please Cargo Mini Skirt

    Fit & Features

    • Collared neckline
    • Short sleeves
    • Snap button-down front
    • Dual chest pockets, strap details
    • Fitted cropped hem
    • Cargo twill fabric
    • Runs true to size

    Style Number/Barcode: 06204-1619

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Buckle Up High Rise Cutout Flare Denim Jeans

    Get ready for these edgy denim jeans to enter your closet! They feature a Y2K-inspired design with a flattering high-rise waist, side cutouts with adjustable straps and buckle closures, a hip-hugging fit, and a flared hem on premium denim fabric. Complete the look with a cute crop tee for a concert or movie with friends!

    Fit & Features

    • High-rise waist
    • Side cutouts, adjustable straps, buckle closures
    • Back zipper and hook-eye closure
    • Hip-hugging fit
    • Flared hem
    • Premium denim fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06602-0450

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Playing For Keeps Cargo Straight Leg Denim Jeans

    You'll want to keep these cargo denim jeans on rotation! The jeans feature a flattering mid-rise waist with an adjustable belt, a straight-leg silhouette, and six cargo-style flap pockets on premium denim fabric with slight stretch. Complete the look in a sassy corset top for a bar crawl with friends!

    Fit & Features

    • Mid-rise waist
    • Adjustable belt, buckle closure
    • Straight-leg silhouette
    • Six cargo flap pockets
    • Front button and hidden zipper closure, belt loops
    • Premium denim fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06302-0771

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Well Played Denim Bodycon Wrap Midi Dress

    Well played! This denim midi dress is the perfect pick for having all eyes on you. It features a square neckline, adjustable straps, and a side pleated seam that creates the bodycon silhouette with an asymmetrical wrap slit hem. Complete the look in cute stiletto mules for a day or night out!

    Fit & Features

    • Sleeveless square neckline, adjustable straps
    • Back zipper and hook-eye closures
    • Side pleated seam
    • Bodycon silhouette, asymmetrical wrap slit
    • Midi-length hem
    • Denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-5251

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Element Turtleneck Long Sleeve Mini Dress

    Soft and lightweight ribbed knit fabric crafts this trendy mini dress perfect for styling day to night! The mini-length dress features fitted long sleeves, a folded turtleneck, and a flattering bodycon silhouette on double-lined ribbed knit fabric. Complete the look in an oversized blazer and boots for brunch downtown or date night!

    Fit & Features

    • Double-lined ribbed knit fabric, moderate stretch
    • Fitted long sleeves
    • Folded turtleneck
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5245

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Perfectly Seasoned Plaid Crew Neck Mini Dress

    Fabulous and flavor-filled, step into this plaid mini dress for the new season! The mini dress features fitted long sleeves, a classic crew neckline, and a flattering bodycon silhouette on stretchy knit fabric with a trendy plaid print. Complete the look in a moto jacket for a coffee shop hang! 

    Fit & Features

    • Fitted long sleeves
    • Crew neckline
    • Bodycon silhouette
    • Mini-length hem
    • Plaid print
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5247

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    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