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.

  • Chic Sophistication Moto-Style Trench

    Showcase a chic, sophisticated vibe with this long moto-style trench! It features a lapel collar, long sleeves, a dual snap button-down design, a stylish belted waist, and a long, relaxed fit. The smooth faux suede fabric has a luxe feel and will bring an elevated look to your outfit. Pair this trench with sleek booties.

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Dual snap button-down design
    • Belted waist
    • Side pockets
    • Faux suede fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06202-0268

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual Moment Plaid Shacket

    Have a casual moment layering on this trendy plaid shacket! It features a collared neckline, long sleeves, a complete button-down front, and a long line length with stylish dual side slits. The brushed faux wool fabric offers a relaxed and comfortable fit. Pair this shacket with a basic tee and faux leather pants.

    Fit & Features

    • Collared neckline
    • Long sleeves, single-button details
    • Button-down front
    • Two buttoned chest pockets
    • Long line length, dual side slits, relaxed fit
    • Faux wool fabric, no stretch, plaid print
    • Runs true to size

    Style Number/Barcode: 06204-1285

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep It Lowkey Hoops

    Downplay the drama with some simple lowkey hoop earrings. With their thin etched design and easy latch closure, they provide comfortable wear. A definite must-have for happy hour with your girls! Wear them with a flirty midi dress and some trendy clear mules.

    Fit & Features

    • Dainty textured shimmer design
    • Latch closure

     

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

    Style Number/Barcode: 07001-0113

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keeping Knit Casual Plaid Shacket

    Keep it casual with a shacket that is perf for nailing those girl next door vibes. The shacket features a plaid print, a collared neckline, a multi-button down front, two chest pockets, long sleeves, and a longline length with a rounded hem. The shacket is composed of a brushed faux wool fabric that offers a relaxed fit with minimal stretch. Complete look with mom jeans and boots

    Fit & Features

    • Plaid print
    • Collared neckline
    • Multi-button down front 
    • Two chest pockets
    • Long sleeves
    • Brushed faux wool 
    • Relaxed fit, minimal stretch. runs true to size

    Style Number/Barcode: 06204-1303

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • A Trendy Fave Mesh Mini Dress

    This adorable mini dress will be a new trendy fave! It features a sleeveless square neckline, bungee spaghetti straps, ruching down the side seams, and a short, curve-hugging, bodycon silhouette. The lined mesh fabric features an all-over tie-dye print pattern. Complete the look with clear mules.

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Ruching down the side seams
    • Mini-length, form-fitting, bodycon silhouette
    • Sheer mesh fabric, full knit lining, plenty of stretch
    • Tie-dye print
    • Runs true to size

    Style Number/Barcode: 05102-4679

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Plans Ribbed Knit Maxi Dress

    This casual-chic maxi dress is perfect for your upcoming weekend plans. It features a sleeveless one-shoulder neckline for an effortless and trendy vibe, a single tank shoulder strap, an open back with a dual strap design, a fitted, maxi-length silhouette, and a high side slit. Style this dress with hoop earrings.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Single tank shoulder strap
    • Open back, dual strap design
    • Maxi-length hem, form-hugging fit, side slit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4737

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Down To Business Ponte Leggings

    Get your style down to business this season! These ponte knit leggings are designed for work or play in a sleek elasticized high-rise waistband, faux front zipper pockets, a skinny leg design, and tapered hem. Complete the look in a plaid vest and booties.

    Fit & Features

    • High-rise elasticized waistband
    • Faux front zipper pockets
    • Skinny-leg design
    • Tapered hem
    • Sculpting design
    • Ponte knit fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06502-2226

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendsetting Babe Utility Romper

    This casual-cool utility romper will make you a trendsetting babe! It features a collared V-neckline, short sleeves, a zip-front design, chest pockets, a cinched high waist, and a fitted silhouette. The woven fabric features chic contrast stitching. Style with combat boots for an everyday vibe.

    Fit & Features

    • Collared V-neckline, short sleeves
    • Zip-front
    • Chest pockets
    • Cinched high waist, elasticized back waistband
    • Fitted silhouette
    • Woven fabric, contrast stitching, no stretch
    • Runs true to size

    Style Number/Barcode: 06303-0222

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Energy High Slit Cargo Maxi Skirt

    Bring that trendy energy to your everyday looks with this high slit cargo maxi skirt. It features a high-rise waist, a hidden front zipper and a hook and bar closure, large cargo-style side pockets, a maxi-length hem with distressing, and a thigh-high front slit to show off some leg. The twill fabric has no stretch. Style with a graphic tee and combat boots for a concert!

    Fit & Features

    • High-rise waist, belt loops
    • Hidden front zipper, hook and bar closure
    • Large cargo-style side pockets
    • Maxi-length distressed hem
    • High front slit
    • Twill fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06301-0175

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual And Chic Allure Cropped Blouse

    Bring the casual and chic allure to your look with this lightweight chiffon blouse! It features a V-neckline, a flattering underbust seam, long bishop sleeves, a front ruched design at the waist with hook and eye closures, a smocked back panel, and a fitted cropped hem. Style with high-rise jeans and strappy mules for a date night.

    Fit & Features

    • V-neckline, underbust seam
    • Long bishop sleeves, cinched hems
    • Ruched waist, front hook and eye closures
    • Smocked back panel
    • Fitted cropped hem
    • Chiffon fabric
    • Runs true to size

    Style Number/Barcode: 06003-2189

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lightweight Puffer Jacket

    Take your sporty look up a notch!

    Fits & Features

    • Front zip closure
    • Long sleeves
    • Slant hand pockets
    • Mid-length hemline
    • Nylon composition
    • Relaxed fit I Minimal Stretch
    • Packable and includes pouch for storage 

      Black: Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.

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

      Style Number/Barcode: 06201-0068

      Category Name: 2026 Fall Outfit Trends

      Price: $14.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Freedom Oversized Graphic Tee

      Showcase an edgy-chic style in this oversized graphic tee! It features a relaxed and comfortable fit with a center skull graphic with wings, a contrasting lighting bolt and the script, "Freedom Ride." The cotton fabric offers moderate stretch. Pair this trendy tee with denim and chunky sneaks for a cute and casual vibe.

      Fit & Features

      • Crew neckline
      • Short sleeves
      • Oversized, relaxed fit
      • Center graphic
      • Cotton fabric with moderate stretch

      Style Number/Barcode: 06002-0647

      Category Name: 2026 Fall Outfit Trends

      Price: $10.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • The Right Knit Block Heel Booties

      These booties are the knit piece that you need for your layered outfit! The booties feature an around the ankle fit, an almond toe, a knit material body, and a short block heel. Complete look with a bodysuit and jeans

      Fit & Features

      • Around the ankle fit
      • Almond toe
      • Knit material body
      • Short block heel

      Style Number/Barcode: 07403-0538

      Category Name: 2026 Fall Outfit Trends

      Price: $16.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Chic Vibes Only Surplice Wrap Top

      Channel chic vibes with a top that is perf for your next date night! The top features a plunging V-neckline, a tie-front accent, long sleeves, 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

      • V-neckline
      • Tie-front accent
      • Long sleeves
      • Cropped hem 
      • Slinky knit fabric 
      • Form hugging fit, moderate stretch
      • Runs true to size

      Style Number/Barcode: 06001-3955

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Perfectly Preppy Collared Henley Top

      Give your everyday look a perfectly preppy vibe with this on-trend henley top! It features a collared neckline, a partial button-down front, short sleeves, and a cropped, form-hugging fit. The top is composed of a soft ribbed sweater knit fabric that offers plenty of stretch for comfortable wear. Style this top with your fave pair of denim.

      Fit & Features

      • Collared neckline
      • Partial button-down front
      • Short sleeves
      • Cropped, form-hugging fit
      • Ribbed sweater knit fabric, plenty of stretch
      • Runs true to size

      Style Number/Barcode: 06005-0987

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Chic Chain Detail Boater Hat

      Top off your trendy fall look with this chic boater hat! It features a wide brim, a flat top, and a chain-link trim. The hat is composed of a faux wool material. Style it with sleek hoop earrings.

      Fit & Features

      • Wide brim
      • Flat top
      • Chain-link trim
      • Faux wool material

      Style Number/Barcode: 07302-0398

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $16.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Casual Chic Faux Fur Jacket

      Keep it casually chic with a fab jacket to nail those effortless vibes! The jacket features a collared neckline, long sleeves, a multi-row hook and eye closure, long sleeves, hidden side pockets, and is composed of a lined faux fur fabric. The jacket offers a relaxed fit with minimal stretch. Complete the look with a bodysuit and boyfriend jeans.

      Fit & Features

      • Collared neckline
      • Long sleeves
      • Multi-row hook and eye closure 
      • Hidden side pockets
      • Lined faux fur fabric 
      • Relaxed fit, minimal stretch
      • Runs true to size

      Style Number/Barcode: 06201-0223

      Category Name: 2026 Fall Outfit Trends

      Price: $23.97 $52.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Special Price
    • Stomp It Up Thigh-High Lug Boots

      Stomp it up in these faux leather lug boots to elevate your everyday style! They feature a round toe, inner zipper closure, a sturdy lug sole, and a thigh-high shaft with an elastic insert and tie for easier on-and-off styling. Complete the look in a basic smooth knit dress and jacket!

      Fit & Features

      • Round toe
      • Inner zipper closure
      • Sturdy lug sole
      • Thigh-high shaft, elastic insert and tie
      • Faux leather material
      • Runs true to size

      Style Number/Barcode: 07402-0984

      Category Name: 2026 Fall Outfit Trends

      Price: $4.97 $46.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Trendy Stride Strappy Faux Leather Platform Booties

      Make trendy strides in these strappy faux leather platform booties that will add some edge to your looks! They feature an above-the-ankle height, a double strap design with buckle accents, a round toe, an inner zipper closure for easy on-and-off styling, a platform lug sole, and a block heel. Pair these booties with a plaid shacket.

      Fit & Features

      • Above-the-ankle height, back pull tab
      • Double strap design, buckle details
      • Round toe
      • Inner zipper closure
      • Platform lug sole, block heel
      • Faux leather material
      • Runs true to size

      Style Number/Barcode: 07403-1748

      Category Name: 2026 Fall Outfit Trends

      Price: $12.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Make A Move Bomber Jacket

      Make a stylish move as you bundle up in this pretty must have! The jacket features a zippered front with O ring accent, a faux fur collar, long sleeves, side pockets with a snap button closure and a ribbed hem. Jacket is composed of a nylon-polyester fabric that offers a form hugging fit with a slight stretch.

      Model is 5'8" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.

      Style Number/Barcode: 06204-0179

      Category Name: 2026 Fall Outfit Trends

      Price: $14.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • High Rise Relaxed Fit Tapered Pants

      These high rise tapered pants have a chic relaxed fit that is perf for wearing from the office to happy hour with your gals! Pair with a basic tee and some strappy mules or cute booties!

      Fit & Features

      • High rise waist
      • Belt loops | Side button detailing | Front button closure
      • Two front and back pockets
      • Seam detailing
      • Dual button accents at tapered hem
      • Overall relaxed fit

      Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

      Style Number/Barcode: 06302-0127

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Glen Check Mini Skirt
      Preppy and chic, this glen check mini skirt needs to be in your closet. It features a high rise waist, a back zipper closure, a front slit, and a short, form hugging fit. The skirt is composed of a knit fabric with moderate stretch.

      Style Number/Barcode: 06401-0107

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $22.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Stylishly Sleek Satin Tie Dye Midi Skirt

      Stylish and oh-so sleek, this satin midi skirt will be that new trendy piece you need in your closet! Featuring a flowy mid-length silhouette and an all-over tie-dye print, this skirt is perfect for a brunch date. Pair with a fitted crop top and cute mules.

      Fit & Features

      • High-rise waist
      • Mid-length
      • Flowy fit
      • All-over tie-dye print
      • Satin woven fabric
      • Runs true to size

      Style Number/Barcode: 06401-0260

      Category Name: 2026 Fall Outfit Trends

      Price: $8.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Cute And Casual Hooded Denim Jacket

      Get an effortless, cute and casual look by layering on this denim jacket! It features a removable hood, collared neckline, long sleeves with single buttons to cuff, and a complete button-down front. Pair this jacket with a basic knit mini dress and chunky sneaks for that perfect everyday 'fit.

      Fit & Features

      • Removable hood with button attachments
      • Long sleeves with single buttons to cuff
      • Complete button-down front
      • Top buttoned chest pockets
      • Two front pockets
      • Slight distressed detailing
      • Denim fabric with no stretch 

      Style Number/Barcode: 06203-0109

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance