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.

  • Snuggle Chic Cable Knit Tie-Back Sweater

    Fit & Features

    • Soft cable-knit fabrication
    • Crew neckline
    • Long sleeves
    • Lower back cutout with tie-back ties
    • Mid-length hem
    • Runs true to size

    Style Number/Barcode: 06005-2139

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Next Level High-Rise Cargo Pants

    Get ready to rock these high-rise cargo pants. With a chic high-rise waist, belt loops, and cargo pockets, these pants are your go-to for effortless style and comfort.

    Fit & Features

    • Twill-knit and cotton fabrication
    • High-rise waist with belt loops
    • Single button with hidden zipper closure
    • Side pockets
    • Cargo flap pockets
    • Straight leg fit
    • Runs true to size

    Style Number/Barcode: 06302-0842

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Runway Ready Convertible Faux Leather Trench Coat

    Fit & Features

    • Faux leather fabrication, faux fur trim
    • Collared neckline with hoodie
    • Button-down front closure
    • Slant pockets
    • Convertible hem to create a cropped jacket
    • Long hem length
    • Runs true to size

    Style Number/Barcode: 06201-0498

    Category Name: 2026 Fall Outfit Trends

    Price: $35.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glam Flair Long Sleeve Lace Top

    Level up your style in this long sleeve lace top. Featuring a chic V-neckline and flirty bell sleeves, this top is your go-to for effortlessly fab vibes.

    Fit & Features

    • Partially lined lace fabrication
    • V-neckline
    • Unlined long bell sleeves
    • Mid-length hem
    • Runs true to size

    Style Number/Barcode: 06001-000351

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Retro Pleated Plaid Skort

    Dare to be different in this pleated plaid skort. With a high-rise waist, mini button accents, and hidden shorts, it's the perfect blend of chic and playful for your next adventure.

    Fit & Features

    • Woven-knit fabrication
    • High-rise waist
    • Mini button accents at the waist, side zipper closure
    • Plaid print
    • Pleated mini skirt overlay
    • Hidden shorts
    • Runs true to size

    Style Number/Barcode: 06403-1080

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Back To Basics Block Heel Ankle Booties

    Step up your style game with the back to basics block heel ankle booties. Featuring a chic block heel, faux microsuede, and a sleek pointed toe, these booties are your new go-to for any outfit.

    Fit & Features

    • Block heel
    • Faux microsuede material
    • Closed pointed toe
    • Inner zipper closure
    • Ankle-fit
    • Runs true to size

    Style Number/Barcode: 07403-1831

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feeling Cozy Ribbed Knit Long Sleeve Top

    Fit & Features

    • Ribbed knit fabric
    • V-neck and back
    • Back bar strap
    • Long dolman sleeves
    • Fitted mid-length hem
    • Runs true to size

    Style Number/Barcode: 06005-2146

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Modern Minimalist Long Sleeve Midi Dress

    Keep it sleek in a smooth knit dress that features a square neckline, fitted long sleeves, and a midi-length hem. Channel those casual vibes when you pair this midi dress with statement sneakers. 

    Fit & Features

    • Smooth knit fabrication
    • Square neckline
    • Fitted long sleeves
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05102-5966

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Venomous Vibes Snakeskin Shorts

    Low effort, high voltage—these snakeskin shorts were made to slay. Perfect for concert fits, nights out, or whenever you feel like showing off your wild side.

    Fit & Features

    • Snakeskin print, stretchy fabric
    • Mid-rise waist
    • Form-hugging fit
    • Cheeky bottom
    • Runs true to size

    Style Number/Barcode: 06503-000137

    Category Name: 2026 Fall Outfit Trends

    Price: $24.90

    Availability: In Stock

    Available Color: SNAKE

    Available Size: S, M, L

  • Cozy Prep Collared Long Sleeve Knit Skater Dress

    This preppy skater dress is designed with ribbed sweater knit fabric for all the cozy vibes. It features a henley collared V-neckline with button detailing, long fitted sleeves, and a short pleated skater silhouette for that cute flair.

    Fit & Features

    • Ribbed sweater knit fabric
    • Henley collared V-neckline, button detailing 
    • Long fitted sleeves
    • Mini-length pleated skater silhouette
    • Runs true to size

    Style Number/Barcode: 06005-2173

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strut The Streets Under-The-Knee Faux Leather Boots

    Fit & Features

    • 3” Block heel, 7" leg opening, 14" shaft height
    • Pointed toe
    • Faux suede material
    • Folded under-the-knee length shaft
    • Zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-1080

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute And Cozy Mock Neck Knit Skater Dress

    Fit & Features

    • Stretchy rib knit fabric
    • Mock neck
    • Fitted long sleeves
    • Skater silhouette
    • Short-length hem
    • Runs true to size

    Style Number/Barcode: 06005-2241

    Category Name: 2026 Fall Outfit Trends

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Flirty Twist Off-The-Shoulder Soft Knit Mini Dress

    The cashmere-like soft knit mini dress features an off-the-shoulder neckline, a popover accent with twist detail, long bell sleeves, faux wrap ties at the waist, and a fitted short-length hem. Complete a cozy stylish outfit with clear heels or ankle booties. 

    Fit & Features

    • Soft cashmere-like knit fabrication
    • Off-the-shoulder neckline
    • Popover accent with twist detail
    • Long bell sleeves
    • Faux wrap ties at the waist
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 05102-6003

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cute In Plaid Strapless Plaid A-Line Mini Dress

    Look and feel cute in this plaid strapless dress with a flattering A-line silhouette and a mini-length hem. Complete the look with a choker necklace.

    Fit & Features

    • Plaid print, woven fabric, woven lining
    • Strapless neckline
    • Back zipper closure
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5980

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Certified Flirt Long Sleeve Corset Crop Top

    Make every head turn in this corset crop top showcasing a flocked floral velvet pattern and a fitted silhouette to flaunt your figure. Complete the look with jeans.

    Fit & Features

    • Flocked floral velvet pattern, knit fabric
    • Fitted long sleeves
    • Sweetheart neckline, padded bra cups
    • Cutout back design with strap
    • Corset bodice, flexible boning, hook-eye fasteners
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-5692

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casual And Chic Faux Suede Oversized Blazer

    Casual and chic, this faux suede oversized blazer will elevate your everyday looks. Style with sleek sunnies and ankle booties.

    Fit & Features

    • Faux suede fabric, sewn-in woven lining
    • Lapel collar
    • Long sleeves
    • Dual front flap pockets
    • Single front button closure
    • Oversized fit

    Style Number/Barcode: 06204-2075

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • After Hours Pinstripe Lace Mini Dress

    When the city lights come on, this dress takes over. The after-hours pinstripe lace mini serves sultry vibes with its corset fit, lace peekaboo, and flirty ruffle hem that’s made for late-night adventures.

    Fit & Features

    • Woven knit fabrication
    • Pinstripe pattern
    • Sleeveless sweetheart neckline
    • Sheer lace panel front detail
    • Tiered ruffled hemline
    • Mini length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000276

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • City Lights Corset Denim Mini Dress

    Meet your after-dark essential—flirty, fitted, and ready for the spotlight. This lace up denim mini is the ultimate cool-girl piece to take you from golden hour snaps to rooftop cocktails.

    Fit & Features

    • Structured denim fabrication, knit panty lining
    • Strapless sweetheart neckline
    • Back zipper and hook-eye closure
    • Corset-like bodice
    • Lace up corset front detail
    • Flared skater hem, mini length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000213

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Daydream Darling Satin A-Line Mini Dress

    Romantic lines, flirty details—this strapless satin mini dress is a total heart-stealer. The lace trim and A-line flow make it perfect for date nights, parties, or just feeling extra pretty.

    Fit & Features

    • Textured satin woven fabric
    • Strapless sweetheart neckline, lace trim
    • Ruched bust, tie-front accent, corset-style bodice
    • Partially smocked back, zipper closure
    • Mini-length A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000534

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chill Factor Faux Sherpa Trim Vest

    Cozy meets edgy—this cropped vest brings major street-style vibes with faux leather, soft shearling trim, and a boxy cut made for layering. Perfect for tossing over long sleeves or hoodies when the temp dips, but your outfit still needs a stylish layer.

    Fit & Features

    • Faux leather fabric with faux sherpa trim lining
    • Sleeveless design
    • Collared neckline
    • Front zipper closure
    • Side pockets
    • Cropped-length hem
    • Runs true to size

    Style Number/Barcode: 06201-000008

    Category Name: 2026 Fall Outfit Trends

    Price: $21.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Checkmate Vibes Plaid Hot Shorts

    Preppy, but make it spicy. These plaid hot shorts hug your curves with a comfy stretch fit that’s made for coffee runs, party nights, and everything in between.

    Fit & Features

    • Knit fabric, high stretch
    • Plaid print
    • Low-rise waist
    • Cheeky form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06503-000126

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keep It Together Tie-Front Sweater

    Not your average cozy knit—this tie-front crop sweater brings all the spice. With ribbed texture, bold cutouts, and a fitted silhouette, it’s the perfect mix of sultry and chic for autumn days and crisp nights.

    Fit & Features

    • Stretch rib knit fabric
    • Long sleeves with flared cuffs
    • Scoop neck
    • Tie-front design
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06005-000100

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fall For Me Wide Calf Knee-High Boots

    Seasonal staple unlocked—these faux suede boots pair effortlessly with oversized knits, flowy dresses, or denim for all your autumn to winter plans! 

    Fit & Features

    • 3.5" Block heel, 9" leg opening, 12" shaft height
    • Almond toe
    • Knee-high shaft silhouette
    • Wide calf design
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-000069

    Category Name: 2026 Fall Outfit Trends

    Price: $49.90

    Availability: In Stock

    Available Color: CAMEL

    Available Size: 5.5, 6, 6.5, 7, 7.5

  • Off Duty Scoop Neck Crop Tank Top

    Your throw-on-and-go top just got an upgrade. The scoop neck with a cutout detail keeps it trendy but never basic. Perfect for layering or styling solo with denim.

    Fit & Features

    • Double-lined rib knit stretch fabric
    • Scoop neckline with notch cutout
    • Tank shoulder straps
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06002-000439

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale