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.

  • Glam Icon Rhinestone Lace-Up Jeans

    Serve iconic glam looks in these trendy rhinestone lace-up jeans! They feature a high-rise waist, rhinestone-embellished lace-up sides with tie closures at the hems, and a relaxed straight-leg silhouette. The jeans include two front and back pockets and a hidden front zipper and button closure. The medium-wash denim fabric has a rigid fit with no stretch. Style with a basic crop top and clear mules.

    Fit & Features

    • High-rise waist, belt loops
    • Rhinestone-embellished lace-up sides, tie closures
    • Straight-leg silhouette
    • Two front and back pockets
    • Hidden front zipper, button closure
    • Medium-wash cotton-blend denim fabric, rigid fit, no stretch
    • Runs true to size

    Style Number/Barcode: 06602-0436

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $65.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sippin' On Sultry Off The Shoulder Maxi Dress

    Strut your sultry self in this off-the-shoulder maxi dress for sipping on cocktails at sunset! It features a strapless neckline, fitted long sleeves, a bodycon silhouette, and a high-side slit along the hem. The dress is composed of a slinky knit and stretchy fabric. Complete the look with block heels.

    Fit & Features

    • Strapless neckline
    • Off-the-shoulder
    • Fitted long sleeves
    • High-side slit
    • Maxi-length hem
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5124

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Girl On The Go Top Handle Bag

    This adorable small top handle bag is the perfect accessory for a glam girl on the go. It features a pleated faux leather body with a top zipper closure, a curved metal handle with sparkling rhinestone embellishments, and an attachable chain-link shoulder strap to convert the bag to a crossbody. Style with sleek hoop earrings.

    Fit & Features

    • Small top handle design
    • Pleated faux leather body
    • Top zipper closure
    • Curved metal handle
    • Rhinestone embellishments
    • Attachable chain-link shoulder strap, lobster clasps

    Style Number/Barcode: 07204-0707

    Category Name: 2026 Fall Outfit Trends

    Price: $13.96 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty And Posh Tweed Bustier Top

    Pretty and posh, create an iconic look with this tweed bustier top! It features a sleeveless sweetheart neckline with a bustier-style bodice, a built-in padded bust, thin tank shoulder straps, and a fitted cropped hem. The plaid pattern on the tweed knit fabric gives it that chic factor. Style with the matching mini skirt!

    Shop Matching Bottoms: Pretty And Posh Tweed Mini Skirt

    Fit & Features

    • Sleeveless sweetheart neckline, bustier-style bodice
    • Built-in padded bust
    • Tank shoulder straps, back zipper closure
    • Fitted cropped hem
    • Plaid pattern, tweed knit fabric, smooth knit front lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4858

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty And Posh Tweed Mini Skirt

    Pretty and posh, create an iconic look with this tweed mini skirt! It features a high-rise waist with a back zipper closure, a mini-length hem, and a form-hugging fit. The plaid pattern on the tweed knit fabric gives it that chic factor. Style with the matching bustier top!

    Shop Matching Top: Pretty And Posh Tweed Bustier Top

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Mini-length hem
    • Form-hugging fit
    • Plaid pattern, tweed knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0834

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Perfect Image Abstract Surplice Crop Top

    You'll love all the pics you take in this abstract print crop top that gives your outfit the perfect statement piece! It features flowy long sleeves with banded cuffs, a surplice V-neckline, and a banded crop hem on smooth knit fabric. Complete the look in sleek faux leather pants for an art show and dinner!

    Fit & Features

    • Flowy long sleeves, banded cuffs
    • Surplice V-neckline
    • Banded crop hem
    • Abstract print
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4859

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ready, Set, Slay Wrap Crop Denim Jacket

    Ready to slay? Cause this denim jacket is your perfect pairing for trending all season! It features long sleeves, a lapel collar plunge neckline, and a wrap-tie cropped hem that lets you customize the style. Complete the look with matching bottoms.

    Shop Matching Bottoms: Ready, Set, Slay V-Waist Denim Mini Skirt

    Fit & Features

    • Long sleeves
    • Lapel collar plunge neckline
    • Wrap-tie cropped hem
    • Medium-wash denim fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06203-0505

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutie In Charge Wide Leg Denim Pants

    Cute and in charge, that's just how you'll like it in these cargo denim pants essential for looking cool for the summer! It features a high-rise waist, four flap cargo-style pockets, two back pockets, and a wide-leg silhouette on dark-wash denim fabric. Complete the look with the matching vest.

    Shop Matching Vest: Cutie In Charge Sleeveless Denim Vest

    Fit & Features

    • High-rise waist
    • Four flap cargo-style pockets, two back pockets
    • Wide-leg silhouette
    • Front button and hidden zipper closure
    • Belt loop accents
    • Dark wash denim, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0433

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutie In Charge Sleeveless Denim Vest

    Cute and in charge, that's just how you'll like it in this sleeveless denim vest essential for looking cool for the summer! It features a collar neckline, a front zipper closure, faux front flap pockets, and a fitted crop hem on dark wash denim fabric. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Cutie In Charge Wide Leg Denim Pants

    Fit & Features

    • Sleeveless collar neckline
    • Front zipper closure
    • Faux front flap pockets
    • Fitted crop hem
    • Dark wash denim, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06203-0504

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Babe In Denim High Slit Midi Skirt

    You'll be a babe in this denim midi skirt that embodies a '90s-inspired style! It features a flattering high-rise waist, a front asymmetrical frayed high slit and short back slit, and a frayed hem. The midi skirt is composed of non-stretch denim fabric. Complete the look in a crop tank top and boots for a concert!

    Fit & Features

    • High-rise waist
    • Front asymmetrical frayed high slit and back slit
    • Frayed midi-length hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Non-stretch denim
    • Runs true to size

    Style Number/Barcode: 06601-0079

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Details Pearl Top Handle Quilted Handbag

    You'll absolutely adore the chic details of this posh quilted handbag. It features a rectangular box shape with a detachable top metal clasp closure, metal accents on the corners, a top handle strap with a faux pearl design and mini rhinestone detailing, and a quilted faux leather exterior. Style with a lace mini dress for a dressy brunch!

    Fit & Features

    • Rectangular box shape
    • Top metal clasp closure
    • Metal accents on the corners
    • Detachable top handle strap, faux pearls, mini rhinestones
    • Quilted faux leather exterior
    • Spacious lined interior

    Style Number/Barcode: 07203-1270

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Slit Strapless Midi Sweater Dress

    This comfy midi sweater dress is the perfect blend of cozy and cute! It features a trendy strapless straight-across neckline with an elastic banded hem, ensuring a secure and comfortable fit. The high front slit on the midi-length hem adds a flirty touch to your look. Its form-hugging silhouette enhances your natural curves, while the sweater knit fabric with moderate stretch keeps you snug all day. Complete your look with a pair of sandals for a fabulous and playful outfit.

    Fit & Features

    • Strapless straight-across neckline, elasticized hem
    • Midi-length hem
    • High front slit
    • Form-hugging silhouette
    • Sweater knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1708

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Bottom Line High-Rise Parachute Cargo Pants

    The bottom line? You need these cargo parachute pants to add to your weekly rotation! They feature a flattering high-rise waist with a back elastic band, a loose-fit leg silhouette, flap pockets, and an adjustable draw cord along the hem to get the perfect cinched look. Style with a basic crop top and sneakers for hanging out with friends!

    Fit & Features

    • High-rise waist, back elastic band
    • Loose-leg silhouette
    • Adjustable drawcord at the hem
    • Four open front pockets, faux back pockets
    • Hidden front hook and zipper closure, belt loop accents
    • Lightweight nylon woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0743

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • That's Classy Faux Leather Mini Crossbody Bag

    This faux leather mini crossbody bag will add the perfect finishing touch to your chic 'fit! Featuring a top handle, a detachable and adjustable crossbody strap, a curved front flap with a fold-over design, an exterior croco-pattern, and a spacious woven interior for keeping your must-haves close. Complete the look with a sleek necklace for going out!

    Fit & Features

    • Top handle
    • Detachable and adjustable faux leather crossbody strap
    • Curved front flap, fold-over design, dual magnetic button closures
    • Exterior croco pattern 
    • Spacious woven interior, single pocket
    • Exterior faux leather material

    Style Number/Barcode: 07203-1253

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love, Wear, Repeat Short Sleeve Maxi Dress

    Love, wear, and repeat. You'll adore this maxi dress for all of your styling needs this season! It features short sleeves, a V-neckline, a form-hugging slim silhouette, and a floor-length hem on stretchy rib knit fabric. Complete the look in rhinestone hoop earrings for a dinner date.

    Fit & Features

    • Short sleeves
    • V-neckline
    • Form-hugging, slim silhouette
    • Floor-length maxi hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5107

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Attention Collared Cargo Mini Dress

    Capture all the attention in this structured and chic cargo mini dress! It features a sleeveless collared neckline, a complete zip-front design creating a V-neckline, a faux belted waist, large cargo-style side pockets, a mini-length hem, and a streamlined form-hugging fit. The woven fabric offers minimal stretch. Style this mini dress with hoop earrings and clear heels.

    Fit & Features

    • Sleeveless collared neckline
    • Complete zip-front, V-neckline
    • Faux belted waist, large cargo side pockets
    • Mini-length hem
    • Form-hugging fit
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-5103

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sergeant Of Style Cargo Pocket Mini Dress

    Elevate your status to sergeant of style in this edgy mini dress perfect for casual plans! Featuring a sleeveless square neckline, adjustable spaghetti straps, a lightly padded bust, an underbust seam, cargo-style flap side pockets, and a short bodycon silhouette. Style with strappy clear strap heels.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Lightly padded bust, underbust seam
    • Back zipper and hook-eye closure
    • Bodycon silhouette, mini-length hem
    • Twill woven fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5104

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kelly Formal V-Neck Wrap Slim Long Dress

    Special Occasion

    You'll be a vision in the Kelly formal long dress as the guest of honor or bridesmaid! She features a sexy and sleeveless V-neckline, a surplice bust, spaghetti straps, and a side ruched seam that accentuates your curves, a slim bodycon silhouette, and a wrap-style long hem that creates the front slit. The formal dress is composed of a smooth knit fabric with moderate stretch. Complete the look with a bracelet for a touch of glamour!

    Fit & Features

    • Sleeveless V-neckline, surplice bust
    • Spaghetti straps
    • Side ruched seam, slim bodycon silhouette
    • Wrap-style long hem, front slit
    • Smooth knit fabric, moderate stretch
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7322

    Category Name: 2026 Fall Outfit Trends

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Serving Style Cargo Mini Skirt

    Serve major style in this on-trend cargo mini skirt! Featuring a high-rise waist, vertical seam detailing, cargo-style side pockets, a mini-length hem, and a form-hugging fit, this skirt will level up your basic looks. The twill fabric offers minimal stretch. Style with a halter bodysuit and strappy mules.

    Fit & Features

    • High-rise waist
    • Belt loops, hidden front zipper, button closure
    • Vertical seams
    • Cargo side pockets
    • Mini-length hem, form-hugging fit
    • Twill fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06301-0202

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Motor City Chain Trim Graphic Tee

    Create an edgy-glam look perf for concerts with this embellished graphic tee! It features a crew neckline with a V-cut design with layered chain trims and safety pin accents, short sleeves, a front motorcycle and wings graphic with the script "Motor City," a raw-cut cropped hem, and a relaxed fit. The cotton-blend fabric offers a moderate stretch. Style with distressed denim shorts and cowboy boots.

    Fit & Features

    • Crew neckline, V-cut design
    • Layered chain trims, safety pins
    • Short sleeves
    • Motorcycle and wings graphic, script that reads, "Motor City"
    • Raw-cut cropped hem, relaxed fit
    • Cotton-blend fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1566

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Instant Style Textured V-Neck Maxi Dress

    Instant style delivered to you! This perfect sleeveless maxi dress will be your favorite go-to this season. It features a V-neckline, adjustable spaghetti straps, a hip-hugging fit, a back slit accent, and a flowy long-length hem on textured mesh fabric. Complete the look with door-knocker earrings for for a casual dinner.

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Hip-hugging fit
    • Back slit accent
    • Flowy long-length maxi hem
    • Textured mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5082

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Style Refresh Low Block Heel Mules

    These chic low block heel mules are a fab style refresh! They feature an open square toe, a wide banded strap, an open back for easy on-and-off styling, and a low block heel. Complete your look with chunky hoop earrings and a mini handbag.

    Fit & Features

    • Open square-shaped toe
    • Wide banded toe strap
    • Open back, on-and-off styling
    • Low block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4223

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Julie Formal Satin Cowl Neck Wrap Dress

    Special Occasion

    The luminous shine on the Juliet formal satin dress is all you need to stand out from any crowd! A striking style for galas, bridesmaids, or award banquets. She features a classy sleeveless cowl neckline, adjustable spaghetti straps, flexible boning inserts along the bodice, and a flattering asymmetrical wrap slim silhouette with a long hem. The formal dress is composed of lined silky satin fabric with moderate stretch and a sheen effect. Complete the look with sparkly hoop earrings and heels.

    Fit & Features

    • Sleeveless cowl neckline, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Flexible boning inserts along the bodice
    • Asymmetrical wrap, slim silhouette, long hem
    • Lined satin fabric, sheen effect, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7199

    Category Name: 2026 Fall Outfit Trends

    Price: $39.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Perfectly Striped Shirt Skater Dress

    Step out in this perfectly striped shirt dress to look cute for picnics in the park, family gatherings, or graduations! It features long sleeves with buttoned cuffs, a collar v-neckline, a corset-seam illusion waist, a cutout lace-up back design, and a short skater silhouette. Complete the look with teardrop earrings.

    Fit & Features

    • Long sleeves, buttoned cuffs
    • Collar v-neckline
    • Corset-seam illusion waist
    • Cutout lace-up back design
    • Skater silhouette, short-length hem
    • Striped print, poplin non-stretch woven fabric
    • Runs true to size

    Style Number/Barcode: 05102-5048

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale