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.

  • The Next Level Cropped Fleece Denim Jacket

    Take your look to the next level with a cropped denim jacket that features a contrast fleece drawstring hood with zipper closure, a faux button-down front design, dual chest pockets, and long sleeves. Complete the look with sneakers.

    Fit & Features

    • Cotton-blend denim and fleece fabrics, minimal stretch
    • Long sleeves with single button detail
    • Drawstring fleece hood with zipper closure
    • Dual small buttoned chest pockets
    • Faux button-down front design
    • Cropped frayed hem
    • Runs true to size

    Style Number/Barcode: 06203-0558

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wildly Fab Faux Snake Print Wristlet

    A wildly fab snake print wristlet to give every outfit a unique touch! Perfect for carrying your cards and cash, this wristlet also includes a detachable chain shoulder strap for versatile styling. 

    Fit & Features

    • Faux leather material
    • Faux snakeskin print
    • Mini envelope-shaped design
    • Fold-over closure
    • Detachable chain shoulder strap

    Style Number/Barcode: 07201-0146

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Poised Plaid Pleated Mini Skirt

    Keep it poised in a mini skirt with a mid-rise waist, plaid pattern, and flattering pleats. Complete with an off-the-shoulder top and flats. 

    Fit & Features

    • Plaid patterned woven fabric, no stretch
    • Mid-rise waist
    • Side zipper with hook-eye closure
    • Pleated detailing
    • Mini-length hem
    • A-line fit
    • Runs true to size

    Style Number/Barcode: 06401-0694

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The One High-Rise Slit Maxi Skirt

    A high-rise maxi skirt features an asymmetrical high front slit and form-hugging silhouette. Perfect for weekend plans.

    Shop Matching Top: The One Plunge Halter Crop Top

    Fit & Features

    • Smooth knit fabric, short knit lining, moderate stretch
    • High-rise waist
    • Asymmetrical high front slit
    • Form-hugging maxi silhouette
    • Runs true to size

    Style Number/Barcode: 06501-1058

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • The One Plunge Halter Crop Top

    A crop top features a sultry plunge halter neckline and open back to reveal plenty of skin. Perfect for weekend plans.

    Shop Matching Bottoms: The One High-Rise Slit Maxi Skirt

    Fit & Features

    • Smooth knit fabric, moderate stretch
    • Plunge halter neckline with tie closure
    • Open back
    • Cropped length hem
    • Runs true to size

    Style Number/Barcode: 06001-5444

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Charming Attitude Strapless Bodycon Denim Mini Dress

    A strapless denim mini dress features a flattering bodycon silhouette with classic jean styling with pockets. Perfect for casual occasions.

    Fit & Features

    • Denim fabric, moderate stretch
    • Strapless neckline
    • Bodycon mini-length silhouette
    • Front button and zipper closure
    • Flap pockets
    • Runs true to size

    Style Number/Barcode: 05102-5854

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylishly Striped Knit Off-The-Shoulder Mini Dress

    This trendy striped knit mini dress is designed with a chic off-the-shoulder straight neckline with a flattering fold-over design and a bodycon silhouette to show off your curves. Pair with sneakers for a cute everyday look.

    Fit & Features

    • Striped ribbed knit fabric, plenty of stretch
    • Off-the-shoulder straight neckline, fold-over design
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5853

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plaid Perfection Faux Wool Mini Skort

    Layer on the chic style with this plaid mini skort designed with structured faux wool fabric. It features a high-rise waist, a mini-length overlay with a short side slit, and hidden fitted knit shorts for coverage. Style with the matching long coat!

    Shop Matching Coat: Plaid Perfection Faux Wool Long Coat

    Fit & Features

    • Plaid faux wool fabric, no stretch
    • High-rise waist
    • Back zipper with hook-eye closure
    • Mini-length overlay with side slit
    • Hidden fitted knit shorts
    • Runs true to size

    Style Number/Barcode: 06403-0617

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Raise The Bar Ribbed Knit High Slit Midi Dress

    Raise the bar in this knit high slit midi dress boasting a sultry off-the-shoulder neckline and a form-hugging fit. Pair with boots.

    Fit & Features

    • Ribbed knit fabric, plenty of stretch
    • Off-the-shoulder neckline
    • Fold over accent at bust
    • High side slit
    • Midi-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06005-2081

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Espresso Martini Please Baseball Cap

    This baseball cap tells everyone exactly what you want! It features a wide brim, an embroidered front script that reads "Espresso Martini Please", and an adjustable back strap for a snug fit. Complete the look with platform sneakers.

    Fit & Features

    • Wide brim
    • Embroidered front script "Espresso Martini Please"
    • Adjustable back strap

    Style Number/Barcode: 07302-1668

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Buckles Faux Leather Handbag

    The perfect bold handbag to step up your look! It features trendy multi-strap buckles and edgy metal grommets on sleek faux leather material. Pair with leather pants.

    Fit & Features

    • Faux leather material
    • Adjustable top handle
    • Half-moon shaped body
    • Top zipper closure
    • Multi-strap with buckles
    • Metal grommets

    Style Number/Barcode: 07203-2049

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cutest Quality Pink Bow Baseball Cap

    Enhance your cute self in this baseball cap featuring a wide brim, an embroidered mini bow, and an adjustable back strap for a snug fit. Complete the look with platform sneakers for a casual plan.

    Fit & Features

    • Wide brim
    • Embroidered mini bow
    • Adjustable back strap

    Style Number/Barcode: 07302-1666

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casual Vibes Ribbed Knit Cutout Bodysuit

    The casual vibes of this long sleeve bodysuit are unreal! Designed from rib knit fabric, this bodysuit features a sultry cutout at the bust and a fitted silhouette perfect for layering with high-rise bottoms and jackets.

    Fit & Features

    • Ribbed knit fabric, plenty of stretch
    • Crew neckline
    • Cutout at bust
    • Fitted long sleeves
    • Cheeky fit coverage, dual snap-button closure
    • Runs true to size

    Style Number/Barcode: 06005-2080

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Total Classic Envelope Crossbody Bag

    A faux leather crossbody bag features a detachable chain strap for versatile wear, a front flap with trim and snap-button closure, and a spacious interior to keep cash, cards, and phone. Perfect for everyday styling. 

    Fit & Features

    • Embossed croco pattern, faux leather material
    • Detachable chain strap
    • Front flap with trim, snap-button closure
    • Spacious interior

    Style Number/Barcode: 07203-2047

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Essential Ribbed Knit High Slit Midi Dress

    Accessorize a ribbed knit midi dress for the perfect fall outfit. The dress features a plunging V-neckline, long fitted sleeves, and a bold high slit. Complete your outfit with thigh-high boots.

    Fit & Features

    • Ribbed knit fabric with plenty of stretch 
    • V-neckline
    • Long fitted sleeves
    • High side slit
    • Midi-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06005-2079

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Pretty In Plaid Drop Waist A-Line Mini Dress

    This halter dress will make you feel pretty in plaid and flattering with its halter neckline and pleated A-line silhouette.

    Fit & Features

    • Plaid-printed linen-blend woven fabric with woven lining, no stretch
    • Plunge V-neckline
    • Tie-back halter straps
    • Partially open back, hidden zipper with hook-eye closure
    • Drop waist
    • Mini-length pleated A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5852

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alluring Flocked Leopard Print Halter Top

    Add some allure to your night-out look with this flocked leopard print knit top featuring a halter cowl neckline, a bold open back with a lower tie-back design, and an asymmetric hanky hem. Perf for pairing with high-rise jeans and heels!

    Fit & Features

    • Sheer mesh fabric with flocked velvet leopard print pattern, knit lining, minimal stretch
    • Halter cowl neckline
    • Open back
    • Lower tie-back design
    • Mid-length asymmetric hanky hem
    • Fitted
    • Runs true to size

    Style Number/Barcode: 06001-5441

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Impression High Rise Straight Leg Trouser Pants

    These high-rise ponte trouser pants give a stylish look to any workwear outfit. They feature a flattering high-rise waist and straight-leg fit perfect for styling with heels. 

    Fit & Features

    • Ponte knit material, moderate stretch
    • High-rise waist
    • Straight-leg fit
    • Pants have an 11" front rise with a 32" inseam.  
    • Runs true to size

    Style Number/Barcode: 06502-2536

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Colorful Scene Abstract Print Corset Crop Top

    Color your closet with this abstract print corset crop top featuring a flattering cowl neckline, spaghetti straps that cross in the back, and a fitted silhouette accentuated by flexible boning. 

    Fit & Features

    • Abstract print, mesh fabric, partial lining
    • Cowl neckline
    • Spaghetti straps, cross back
    • Fitted silhouette
    • Flexible boning
    • Runs true to size

    Style Number/Barcode: 06001-5442

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Glitz Glitter Mesh Handbag

    Bring the glitz with this glitter mesh handbag designed with a top handle and a detachable shoulder strap for versatile styling! Pair with a cute top and jeans.

    Fit & Features

    • Mesh fabrication
    • Mini half-moon-shaped silhouette
    • Top handle
    • Glitter
    • Detachable shoulder strap

    Style Number/Barcode: 07204-0800

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Moment Faux Patent Leather Top Handle Mini Purse

    Style this trendy faux patent leather mini purse with your everyday looks! It features a sleek square-shaped body with a top handle, detachable chain shoulder strap, and a spacious interior for your essentials. Complete the look with a trench coat.

    Fit & Features

    • Faux patent leather material
    • Mini square-shaped body
    • Fold-over design, magnetic button closure
    • Top handle accent
    • Detachable chain shoulder strap
    • Woven lined interior

    Style Number/Barcode: 07203-2048

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Trend Oversized Cateye Sunglasses

    A pair of sleek, trendy sunglasses featuring an oversized cateye design, tinted lenses with 100% UV protection, and nose supports. Perfect for everyday wear.

    Fit & Features

    • Oversized cateye design
    • Tinted lenses
    • 100% UV protection
    • Nose supports

    Style Number/Barcode: 07008-1104

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bold Romance Flocked Floral Print Halter Top

    Bring the bold romance in this chic flocked floral print top featuring a halter cowl neckline, an alluring open back with a lower tie-back design, and an asymmetric hanky hem. Style with trouser pants and heels.

    Fit & Features

    • Sheer mesh fabric with velvet flocked floral pattern, knit lining, moderate stretch
    • Halter cowl neckline
    • Open back
    • Lower tie-back design
    • Mid-length asymmetric hanky hem
    • Fitted
    • Runs true to size

    Style Number/Barcode: 06001-5440

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Take The Lead Leopard Print Ruched Midi Skirt

    Take the lead of your pack and show off this leopard midi skirt featuring a sleek high-rise waist and ruching with an adjustable drawstring so you can customize the look. Pair with a tank top and heels.

    Fit & Features

    • Sleek knit fabric with mini-length knit lining, plenty of stretch
    • Leopard print
    • High-rise elasticized waist
    • Ruching with adjustable drawstring
    • Asymmetrical midi-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-1057

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free