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.

  • Statement Snake Mini Skirt
    Stand out in this bold print! The mini skirt features a high rise waist and a mid thigh length. Skirt is composed of a faux leather fabric that offers a relaxed fit with minimal stretch. Includes a back zipper closure. Be sure to pick up the matching top to complete your look! 

    Style Number/Barcode: 06401-0103

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Supportive Sheer Stockings

    Keep it classy and add some stockings to your look! This pair of support stockings are designed to keep you firm with lifting and toning support all while keeping a natural look. Complete the look in a chic mini skirt and boots.

    Fit & Features

    • Supportive high-rise waist
    • Firm, lifts, and tones
    • Natural look
    • Soft and comfortable

     

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07306-0042

    Category Name: 2026 Fall Outfit Trends

    Price: $10.90

    Availability: In Stock

    Available Color: BLACK, NUDE

    Available Size: NS

    Product Badge:
    • Best Seller
  • Take Charge Lace Up Boots
    Take charge in these bold boots! They feature an around the ankle fit, an inner zipper closure, a lace up front, a round toe, a textured lug platform and a block heel. Boots are composed of a faux leather material.

    Style Number/Barcode: 07403-0225

    Category Name: 2026 Fall Outfit Trends

    Price: $26.00 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy In Chenille Turtleneck Sweater

    Cozy chic will be your total vibe with this soft chenille sweater! It features a turtleneck, long sleeves, and a relaxed, mid-length fit. The sweater's chenille fabric offers moderate stretch for comfortable wear.

    Black & Taupe: Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Rust: Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2009

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Oh So Fab Faux Leather Mini Skirt
    Look oh so fab and sleek in this chic faux leather mini! The skirt features a high rise waist, a hidden back zipper closure, slanted side pockets, and a short, form hugging fit. The PU fabric offers moderate stretch.

    Style Number/Barcode: 06401-0100

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tobi High Rise Mom Jeans

    Oasis by Eunina

    Indulge in the mom jean trend! Or is it a trend because we can live in mom jeans forevaaa. They feature a super high rise waist, the traditional five pocket and belt loop design, a front button and zipper closure, distressed detailing at the knees and upper thigh, and a relaxed fit. The light wash jeans are composed of a denim fabric with moderate stretch.


    Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06602-0042

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dressed To Impress Belted Trench

    You're always dressed to impress, and this chic belted trench will not disappoint.

    Fits & Features

    • Front Lapel Collar
    • Quarter Length Sleeves With Buttons To Cuff
    • Elastic Banded Back
    • Tie Front Belt
    • Flowy, Relaxed Fit 
    • Longline Hem
    • Lightweight Woven Fabric With No Stretch

    Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06204-0431

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ready To Chill Chenille Sweater
    Netflix and chill? or date night with the gals. Either way your go-to sweater works! Designed with a v neckline, long sleeves, and a knotted back. Sweater is composed of a chenille material that is super soft and offers a relaxed fit with moderate stretch.

    Style Number/Barcode: 06005-0297

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mad Over Plaid Mini Skirt
    You'll be totally mad over plaid with this trendy mini skirt! It features a high rise elastic banded waist paired with a short, curve hugging fit. The skirt is composed of a knit fabric with an adorable all over plaid print, and offers plenty of stretch.

    Style Number/Barcode: 06501-0125

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Preciously Patent Scrunched Boots
    Spice up your life with a pair of patent boots! These over the knee boots are designed with a point toe, a medium sized stiletto heel, and scrunched sides. Composed of a patent material that is shiny.

    Style Number/Barcode: 07402-0107

    Category Name: 2026 Fall Outfit Trends

    Price: $33.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ribbed Knit Basic Crop Top

    Sometimes, basic is the way to go! This ribbed knit crop features a crew neckline, long fitted sleeves, and a form-fitting style. The thick knit fabric offers plenty of stretch.

    Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06002-0292

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Snake Print Ruffle Mini Dress
    Ruffle up the style game with this on trend snake print mini dress. It features a sleeveless bodice, adjustable spaghetti straps that lead to a halter back, a deep V neckline, and a high waist seam with a tiered, ruffled flowy skirt. The dress is composed of a chiffon fabric with a woven lining and has no stretch.

    Style Number/Barcode: 05101-0386

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ooh La Lace Up Crop Top

    Ooh La La! This crop top features a square neckline, long sleeves that puff at the wrist as well as the shoulder, and a square back. Center of bodice shows a lace up detail from top to bottom. Top is composed of a knit material that offers a light weight feel with slight stretch.

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

    Style Number/Barcode: 06003-0419

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Just Friends Smocked Crop Top

    Slip into a crop top that has you looking better than ever! With a square neckline, three quarter sleeves, and a smocked bodice that offers moderate stretch. Hem hits mid torso, and offers a flirty ruffled design! Top is composed of a light weight knit material.

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

    Style Number/Barcode: 06003-0418

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wild And Untamed Knit Top

    Keep it wild and bold in this trendy top! It features a wide round neckline, long balloon sleeves and a cropped hem with drawstring waist. Top is composed of a ribbed knit fabric that offers a relaxed fit with a moderate stretch.

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06002-0293

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sultry And Fierce Satin Mini Dress
    Sultry and oh so fierce, this satin mini is the one for you. It features a sleeveless bodice, bungee spaghetti straps, a square neck and back, and a short, curve huggng fit. The dress is composed of a smooth satin-like fabric with plenty of stretch.

    Style Number/Barcode: 05102-0376

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ribbed Knit Turtleneck Top
    When it comes to the cooler months, turtleneck tops are the way to go. This top features long fitted sleeves, a mid-length slim fit, and a merrow edge trim. The ribbed knit fabric offers plenty of stretch.

    Style Number/Barcode: 06005-0292

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ribbed Knit Turtleneck Top

    When it comes to the cooler months, turtleneck tops are the way to go. This top features long fitted sleeves, a mid-length slim fit, and a merrow edge trim. The ribbed knit fabric offers plenty of stretch.

    Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0291

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    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
  • Mock Neck Basic Bodysuit
    Sometimes, a basic piece is the way to go! This bodysuit features a mock neckline, long fitted sleeves, and a thong bottom with dual snap button closures. The brushed knit fabric offers plenty of stretch and a form hugging fit.

    Style Number/Barcode: 06001-1997

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fashionably Fierce Midi Dress

    Keep it fashionably fierce in this of the moment leopard print midi! The dress features a sleeveless bodice, adjustable spaghetti straps, a cowl neckline, a square back with a hidden back zipper and hook and eye closure, and a wrap front skirt with a mid-length, flowy fit. The lightweight satin woven fabric has no stretch.

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

    Style Number/Barcode: 05101-0384

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Extra Large Sleek Hoops

    These extra large hoop earrings are a must-have for your jewelry collection. With their sleek finish, they add the perfect amount of glam to any outfit. The omega closure is great for easy wear. Accessorize with them for a day date with your bae! Pair with a basic tee and your favorite mom jeans to elevate the look.

    Fit & Features

     

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

    Style Number/Barcode: 07001-0112

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • A Little Edge Long Sleeve Top

    Bringing a little fun to your basics! This top features a crew neckline, long sleeves, and a hem that hits mid torso. The hem and sleeves of this top feature a ruffled design that adds a little edge to your look!

    Model is 5'8.5" with 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06001-1988

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped In Knit Crop Top
    Wrap yourself in this cozy find to complete your look! It features a plunging wrap V neckline, long sleeves and a cropped hem with a wide waistband. Top is composed of a brushed knit fabric that offers a relaxed fit with a moderate stretch.

    Style Number/Barcode: 06001-1983

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free