2026 Fall Outfit Trends

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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.

  • Seaside Cutie Striped Slit Knit Midi Skirt

    A midi skirt featuring a high-rise waist, form-hugging fit, and a center back slit for movement. Perfect for weekend trips by the sea.

    Shop Matching Top: Seaside Cutie Strapless Striped Knit Crop Top

    Fit & Features

    • Striped pattern, chunky knit fabric, moderate stretch
    • High-rise waist
    • Center back slit
    • Form-hugging midi-length fit
    • Runs true to size

    Style Number/Barcode: 06501-1077

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Feels Faux Fur Lined Denim Jacket

    Cuddle up in this on-trend cozy denim jacket to layer over all of your staple tops, bodysuits, and sweaters! It features an oversized faux fur hood, long sleeves, a button-down front, buttoned chest pockets, faux front pockets, and a relaxed and comfortable fit. The denim fabric features an ultra-soft faux fur lining, a perfect vibe for the cooler months. Style this denim jacket with combat boots!

    Fit & Features

    • Faux fur oversized hood
    • Long sleeves
    • Complete button-down front
    • Dual buttoned chest pockets, dual faux front pockets
    • Relaxed fit
    • Denim fabric, faux fur lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06203-0511

    Category Name: 2026 Fall Outfit Trends

    Price: $25.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Seaside Cutie Strapless Striped Knit Crop Top

    A strapless crop top features a trendy striped pattern on chunky knit fabric. Perfect for weekend trips by the sea. 

    Shop Matching Skirt: Seaside Cutie Striped Slit Knit Midi Skirt

    Fit & Features

    • Striped pattern, chunky knit fabric, moderate stretch
    • Strapless neckline
    • Fitted crop length hem
    • Runs true to size

    Style Number/Barcode: 06005-2130

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Belted and Chic Paperbag Pants

    Keep it chic in these belted pants that pair with your favorite tops to make a casually cute look! 

    Fit & Features

    • Paperbag Waist
    • Tie-Waist Belt with Loops 
    • Single Button and Zipper closure  
    • Cargo Pockets 
    • Straight Leg Fit 
    • Twill Knit Fabric 
    • Relaxed Fit | Minimal Stretch 

    Style Number/Barcode: 06302-0124

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chicest Babe Croc Faux Leather Block Heels

    You're bound to be the chicest babe in these faux leather heels! They feature a square toe, a wide strap, and a croc-embossed pattern for a stylish texture. Complete the look in a cute denim jacket.

    Fit & Features

    • 3.5" Block Heel
    • Square toe
    • Wide strap
    • Croc-embossed pattern
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5096

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Western Baddie Strapless Lace-Up Mini Dress

    A faux leather mini dress features a flattering strapless neckline, a bodycon fit, and a cutout back with a lace-up design that turns heads at the rodeo. The dress is composed of a faux leather-lined fabric with western-inspired stitching.

    Fit & Features

    • Western-inspired stitching
    • Faux leather fabric, sewn-in knit lining
    • Strapless
    • Cutout back, lace-up design, lower zipper and hook-eye closure
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05103-5869

    Category Name: 2026 Fall Outfit Trends

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glimmer and Gleam 3 Pack Stud And Hoop Earring Set

    Glimmer and gleam in this gorgeous set of stud and hoop earrings! The pack features rhinestone studs as well as two varying sized rhinestone adorned hoop earrings. Pair with a basic tee and denim to glam up a casual look.

    Fit & Features

    • 3 pack
    • Rhinestone stud earrings
    • Two rhinestone adorned hoop earring pairs

     

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-0584

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Western Babe Faux Leather Harness Belt

    Out west, you'll be looking like a babe in this faux leather harness belt! It features shoulder straps and an adjustable back buckle strap for an edgy look and secure fit. Style with a fitted basic tee, jean shorts, and cowboy boots!

    Fit & Features

    • Faux leather material
    • Shoulder straps
    • Adjustable back buckle strap

    Style Number/Barcode: 07301-1182

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Mood Crochet Maxi Skirt

    This maxi skirt is designed with a breezy open crochet knit fabric, creating a bold sheer look perf for weekend getaways. It features a high-rise elastic waist for added stretch and a maxi-length slim-fit silhouette with a flared-out hem for that effortlessly chic vibe. Style with the matching cropped sweater.

    Shop Matching Top: Weekend Mood Crochet Cropped Sweater

    Fit & Features

    • Open crochet knit fabric, minimal stretch
    • High-rise elastic waist
    • Maxi-length slim-fit silhouette
    • Flared-out hem
    • Runs true to size

    Style Number/Barcode: 06501-1076

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flowy Fall Feels Off The Shoulder Tunic

    Get those fall feels in this adorable flowy off the shoulder tunic! It features long flowy flared sleeves and a cinched elastic waist. The lightweight woven fabric features a gorgeous allover bohemian floral print. Pair this tunic with some heeled mules for the perfect date night look.

    Fit & Features

    • Off the shoulder boat neckline
    • Long flowy flared sleeves
    • Cinched elastic waist
    • Short, ruffle hem
    • Woven fabric with allover floral print

    Style Number/Barcode: 06003-1017

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Born To Be Trendy Mid-Rise Denim Jorts

    These denim jorts feature a flattering mid-rise waist and a relaxed fit knee-length hem. Perfect for styling with a basic tee and sneakers.

    Fit & Features

    • Cotton denim fabric, non-stretch
    • Mid-rise waist
    • Relaxed knee-length hem
    • Front button and hidden zipper closure
    • Four-pocket styling
    • Jorts in size small have a 12" front rise with a 10" inseam
    • Runs true to size

    Style Number/Barcode: 06603-0422

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede Lace-Up Stacked Heel Boots

    Lace-up in these boots to create a cute layered outfit this season. Style the boots with a chunky cable knit sweater and high waist jeans. The boots feature a below the knee fit, a lace-up back, and a stacked block heel. 

    Fit & Features

    • Below the knee fit
    • Lace-up back 
    • Almond toe
    • Inner zipper closure 
    • Stacked block heel
    • Faux microsuede material 

    Style Number/Barcode: 07402-0178

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Exclusive Sultry V-Neck Halter Bodycon Midi Dress

    A sultry sleeveless midi dress featuring a V-neck halter neckline and an adjustable side drawstring that highlights your curves along the bodycon fit. The knit fabric effortlessly hugs your body and sleek design. 

    Fit & Features

    • Sleek knit fabric
    • V-neck halter neckline
    • Adjustable side drawstring
    • Bodycon midi-length hem
    • Runs true to size

    Style Number/Barcode: 05103-5661

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Mood Crochet Cropped Sweater

    This cropped sweater is designed with a breezy open crochet knit fabric, creating a bold sheer look perf for weekend getaways. It features a wide boat neckline and long bell sleeves to give off those effortlessly chic vibes. Style with the matching maxi skirt.

    Shop Matching Bottoms: Weekend Mood Crochet Maxi Skirt

    Fit & Features

    • Open crochet knit fabric, minimal stretch
    • Boat neckline
    • Long bell sleeves
    • Cropped hem
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06005-2113

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Posh Patent Faux Leather Block Heels

    Sleek and chic, these posh patent faux leather heels are a definite must-have. They feature an open almond-shaped toe, a toe and ankle strap, a back zipper closure, and a block heel. Style these heels with dress pants and a chic blouse.

    Fit & Features

    • Open almond-shaped toe
    • Toe strap
    • Ankle strap
    • Back zipper closure
    • Block heel
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-2812

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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
  • Chic Staple Ribbed Knit Skater Dress

    A chic staple skater dress featuring a flirty off-the-shoulder folded neckline and a short-length perfect for styling with boots or heels.

    Fit & Features

    • Ribbed knit fabric with plenty of stretch
    • Off-the-shoulder neckline, fold-over accent
    • Long fitted sleeves
    • Short-length hem
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 06005-2291

    Category Name: 2026 Fall Outfit Trends

    Price: $36.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Back In Stock
  • A Shimmering Trio Hoop Earring Set

    Add a shimmering finish to your look with this hoop earring set for all ur moodz!

    • Set of three hoop earrings
    • One set with a silver glitter finish
    • One set with a sleek finish
    • One set with a textured finish
    • Omega closures
    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-3843

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Adorable Trend Plaid Drop Waist Skater Skirt

    Classic meets trendy in this adorable plaid skater skirt featuring a drop waist design, a satin bow accent, and a tiered mini-length hem. Perfect for styling with a basic top and sneakers.

    Fit & Features

    • Plaid-printed sheer woven fabric with lining, no stretch
    • Drop waist
    • Satin bow accent
    • Side zipper with hook-eye closure
    • Tiered mini-length hem
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 06401-0692

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy-Chic Cargo Utility Pants

    Get that edgy-chic vibe you've been seeing all over social media with these on-trend cargo pants. They feature a high-rise belted waist, cargo-style side pockets, and a straight leg fit. Style these pants with a basic crop top and combat boots.

    Fit & Features

    • High-rise belted waist
    • Front button, hidden zipper closure
    • Cargo-style side pockets, zipper details
    • Straight leg fit
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06302-0215

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Charming Essence Satin Bow Floral Corset Top

    This floral corset top features charming shoulder straps with satin bows, a square neckline, and a cropped-length hem perfect for pairing with a high-rise skirt. The woven material offers a unique floral pattern to elevate your everyday style.

    Fit & Features

    • Non-stretch woven fabric with floral pattern
    • Shoulder straps with satin bows
    • Square neckline
    • Flexible boning
    • Multiple back hook-eye closures
    • Cropped form-hugging fit
    • Runs small

    Style Number/Barcode: 06003-2582

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Obsessed Over Lace Mini Dress

    We get it - the obession with lace is real! This mini dress features an elastic banded off the shoulder square neckline, long fitted sheer sleeves, and a short, form hugging fit with scalloped detail hemlines. The dress is composed of a sheer lace fabric with a smooth stretchy knit lining.

    Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0134

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • That Basic Vibe Top
    Get on that basic vibe with this simply stylish top! It features a funnel neckline, long fitted sleeves, and a mid-length, form hugging fit. Top is composed of a stretchy knit.

    Style Number/Barcode: 06001-1993

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish In Stripes Strapless Wide Leg Knit Jumpsuit

    Spend your days looking stylish in this striped jumpsuit perfect for layering over your swimsuit or wearing on its own. The jumpsuit features a strapless neckline and an adjustable drawstring waist that cinches, leading to the flattering wide-leg silhouette. Complete the look with chic sunglasses.

    Fit & Features

    • Striped pattern, knit fabric, moderate stretch
    • Strapless neckline
    • Adjustable drawstring waist
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06502-2539

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale