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.

  • Trendy High Waist Lattice Pants

    Keep your look on point with these chic pants that impress with stunning details! The pants feature a high-rise waist with belt loops, a lace-up front, hidden side pockets, and a skinny leg fit. The pants are composed of a coated Ponte-like fabric that offers a form hugging fit with a moderate stretch. Complete look with a bodysuit and combat boots. 

    Fit & Features

    • High rise waist, belt loops
    • Lace-up front
    • Skinny leg fit, hidden side pockets
    • Coated Ponte-like fabric
    • Fleece lining
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06402-0423

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic High Waist Ponte Knit Leggings

    These classic Ponte knit leggings will be a staple in your wardrobe. They feature a flattering high-rise waist with a V-shaped seam design and a form-hugging fit. Style these leggings with a cozy sweater and cute ankle booties.

    Fit & Features

    • High-rise waist, V-shaped seam design
    • Form-hugging fit
    • Ponte knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-0735

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual Trendsetter Collared Bodysuit

    Show off your casual trendy style in this ribbed sweater knit bodysuit that is perf for fall! It features a johnny collar neckline leading to a partial button-down front, cap sleeves, a thong bottom, and a form-hugging fit. Complete the look with faux leather pants and booties.

    Fit & Features

    • Johnny collar neckline
    • Partial button-down front
    • Cap sleeves
    • Thong bottom, dual snap button closure
    • Form-hugging fit
    • Ribbed sweater knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1244

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Chain Trim Headband

    This chic headband is the perf accessory to dress up your look! It features a basic wide design with a chunky chain-link trim. Style this headband with rhinestone stud earrings.

    Fit & Features

    • Wide design
    • Chain-link trim

    Style Number/Barcode: 07006-0273

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Split Hem High-Rise Pants

    Step up your everyday look with these chic and trendy high-rise pants. They feature an elastic-banded waist, vertical seams running down the legs leading to a split hem design, and a form-hugging fit. Style these pants with clear mules.

    Fit & Features

    • High-rise elastic-banded waist
    • Vertical seams
    • Split hem design
    • Form-hugging fit
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-0739

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Love Ya Lots Crop Cardigan

    Fall for this cute crop cardigan perfect for looking stylish on chilly mornings! It features long sleeves, a v-neckline, front button closures, and a cropped hem. Complete the look in a casual mini dress and booties.

    Fit & Features

    • Long sleeves
    • V-neckline
    • Front button closures
    • Cropped hem
    • Nylon-blend knit, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1241

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Boho-Chic Layered Rhinestone Drop Necklace Set

    Stay on-trend in this boho-chic layered necklace set featuring five dainty chain necklaces with cubic zirconia stones, mini coin charms, and ball charms with lobster clasp closures. Complete the look in a long sleeve top and denim jacket.

    Fit & Features

    • Five dainty chain necklaces
    • Cubic zirconia stones, mini coin charms, ball charms
    • Lobster clasp closures

    Style Number/Barcode: 07002-1070

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Total Flare High-Rise Distressed Jeans

    Elevate your everyday style in these distressed high-rise jeans. They feature a high-rise waist, a straight leg with flared hem, distressing throughout, and slits at hem. The jeans are composed of a combination of cotton denim and spandex fabric that offers a form hugging fit with minimal stretch. Complete the look with a crop sweater and hoops.

    Fit & Features

    • High-rise waist
    • Straight leg, flared hem
    • Distressed accents throughout
    • Form hugging fit
    • Minimal stretch, runs true to size
    • Single-button closure, zipper placket, belt loops
    • Traditional five-pocket design

    Style Number/Barcode: 06602-0328

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual Vibes High-Rise Skinny Jeans

    Bring the casual vibes to your everyday look with these high-rise skinny jeans. They feature a high-rise waist, a destructed detailing, and a skinny-leg fit that cuts off at the ankle. The medium-wash denim fabric offers a form hugging fit with minimal stretch. Style these jeans with a cute crop top and sneakers.

    Fit & Features

    • High-rise waist
    • Destructed detailing
    • Skinny-leg fit, ankle-cut hem
    • Medium wash denim fabric
    • Form hugging fit, minimal stretch, runs true to size
    • Traditional five-pocket and belt loop design
    • Front button and hidden zipper closure

    Style Number/Barcode: 06602-0331

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Long For Sparkle Rhinestone Six-Pack Ring Set

    Fulfill the desire to sparkle with this six-pack ring set featuring various styles with rhinestone embellishments in trendy geo and diamond shapes, chainlink design, and a cross charm. Complete the look in a cute sweater dress.

    Fit & Features

    • Six-pack ring set
    • Rhinestone embellishments
    • Trendy geo, diamond, chainlink, cross designs

    Style Number/Barcode: 07004-0235

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Business Or Pleasure Nubuck Block Heels

    Business or pleasure? These block heels will keep you stylish beyond 9 to 5! They feature a square toe, wide toe strap, and an adjustable buckle ankle strap on nubuck material. Complete the look in a sassy midi dress.

    Fit & Features

    • Square toe
    • Wide toe strap
    • Adjustable buckle ankle strap
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-3794

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Delicate Layered Rhinestone Coin Necklace

    Elevate your style in this delicate layered necklace featuring a rhinestone and coin charm on a dainty chain with lobster clasp closure. Complete the look in an oversized crop sweater.

    Fit & Features

    • Layered design
    • Rhinestone and coin charm
    • Dainty chain 
    • Lobster clasp closure

    Style Number/Barcode: 07002-1071

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Casual Distressed Boyfriend Jeans

    These classic casual boyfriend jeans are the perfect pair of everyday denim. They feature a high-rise waist, distressed detailing with trendy slits at the knees, and a relaxed fit. The denim fabric offers a rigid fit with no stretch. Style these jeans with a cute flannel and combat boots.

    Fit & Features

    • High-rise waist
    • Boyfriend leg
    • Distressed accents, knee slits
    • Traditional five-pocket and belt loop design
    • Single front button and hidden zipper closure
    • Non-stretch denim fabric
    • Fits true to size

    Style Number/Barcode: 06602-0329

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Perfect Pair Slim Straight Jeans

    Hey babe, we've found the perfect pair of lightly distressed denim for you! These jeans feature a high-rise waist, light distressing, and a skinny straight fit. The medium wash denim fabric offers a moderate stretch. Style these jeans with a cropped blouse and heeled booties.

    Fit & Features

    • High-rise waist 
    • Light distressing 
    • Skinny straight-leg fit
    • Five-pocket styling, belt loop accents
    • Front button and hidden zipper closure
    • Lycra denim fabric for stretch and hold
    • Runs true to size

    Style Number/Barcode: 06602-0326

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High-Rise Flared Straight-Leg Jeans

    Channel a vintage feel in flared jeans that add drama to your look. These jeans feature a high-rise waist, a trendy multi-button down front, flattering vertical seams on each leg, and a straight-leg fit with a frayed wide-leg hem. The medium wash denim fabric offers a moderate stretch for comfortable wear. Pair these jeans with a basic tee and sneakers for a casual everyday 'fit.

    Fit & Features

    • High-rise waist
    • Multi-button down front
    • Vertical seams on each leg
    • Straight-leg fit, frayed wide-leg hem
    • Medium wash denim fabric
    • Moderate stretch, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06602-0330

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Snake Statement Rhinestone Ring Set

    Make a statement in this rhinestone seven-pack ring set. It features one snake ring and six dainty rings in various styles. Complete the look in a stylish sweater dress and boots.

    Fit & Features

    • Seven-pack set
    • One snake ring
    • Six dainty rings in various styles
    • Rhinestone embellishments

    Style Number/Barcode: 07004-0243

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Everyday High-Rise Skinny Jeans

    These high-rise skinny jeans are the perfect pair to achieve that trendy-casual everyday look. They feature a traditional five-pocket and belt loop design, a front button and hidden zipper closure, destructed detailing at the knees, and a skinny-leg fit with an ankle-cut hem. Style these jeans with a graphic tee.

    Fit & Features

    • Traditional five-pocket and belt loop design
    • Front button and hidden zipper closure
    • Destructed detailing at the knees
    • Skinny-leg fit, ankle-cut hem
    • Medium wash denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0325

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glitzy And Glam Multi Ring Pack

    Bring the glitz and glamour with a ring pack that shows off your stunning style. The ring pack includes five rings that feature wide bands with glitter, textured bands, and a rhinestone band. Complete look with a corset and high waist jeans. 

    Fit & Features

    • Pack includes five rings
    • Wide bands with glitter
    • Textured bands
    • Rhinestone band

    Style Number/Barcode: 07004-0244

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Denim Babe Belted Long Jean Jacket

    Look and feel like a babe in this forever classic denim jacket! It features long sleeves with buttoned cuffs, a collar neckline, a button-down front, distressed accents throughout, four-pocket styling, a belted waist, and a longline hem. Complete the look in a basic bodysuit for a coffee run!

    Fit & Features

    • Long sleeves, buttoned cuffs
    • Collar neckline
    • Button-down front
    • Four-pocket styling
    • Belted waist, longline hem
    • Distressed denim fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06203-0194

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy-Chic Faux Leather Mini Skirt

    Elevate your going-out looks with this edgy-chic faux leather mini skirt! Featuring a high waist, a mini-length hem, and a curve-hugging bodycon silhouette, this skirt will flaunt your stunning figure. Style with a mesh bodysuit or rhinestone corset top for a sexy 'fit!

    Fit & Features

    • Smooth faux leather fabric
    • Moderate stretch
    • High waist
    • Mini-length hem
    • Bodycon fit 
    • Runs true to size

    Style Number/Barcode: 06501-2988

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lattice Work Nubuck Block Heel Booties

    These nubuck booties will give you such a high-fashion look! They feature an open almond toe, closed block heel, back zipper closure, and a lattice design. Complete the look in a sleek midi dress for cocktail hour.

    Fit & Features

    • Open almond toe
    • Closed block heel
    • Back zipper closure
    • Lattice design
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07403-1450

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Life Open Back Crop Top

    Live that chic life with a top that reveals a hint of skin. The crop top features a mock neck, long sleeves, a sexy open back with ruched drawstrings, and a cropped hem. The top is composed of a slinky knit fabric that offers a form hugging fit with a moderate stretch. Complete look with flared pants and mules.

    Fit & Features

    • Mock neck 
    • Long sleeves
    • Open back with ruched drawstrings
    • Cropped hem 
    • Slinky knit fabric 
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3859

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish Wrap Pleat Detail Mini Skirt

    A stylish wrap skirt is all you need to add a unique touch to your look! It features a high-rise waist, zipper closure, pleat detail, and a fitted, mini-length hem. Composed of a textured knit fabric with a moderate stretch. Perfect for styling with a cute long sleeve top.

    Fit & Features

    • High-rise waist, zipper closure
    • Wrap front, pleat detail
    • Fitted, mini-length hem
    • Texture knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06401-0375

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wrapped In Chic Style Mini Skirt

    Get wrapped in chic style with this trendy mini skirt! It features a high-rise waist, a back zipper closure, side ruched detailing, and a short, curve-hugging silhouette. The sheer mesh fabric has a full lining and offers a moderate stretch. Complete the look with the matching crop top.

    Shop Matching Top: Wrapped In Chic Style Crop Top

    Fit & Features

    • High-rise waist, elastic band
    • Back zipper and hook and eye closure
    • Side ruching
    • Mini-length, form-fitting silhouette
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0559

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance