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.

  • Luxe Lines Sheer Pattern Fishnet Tights

    These sheer patterned tights add instant sultriness to dresses, skirts, or oversized layers. A bold yet wearable staple that turns even the simplest fit into a statement.

    Fit & Features

    • Sheer fishnet fabric
    • Allover chainlink-inspired pattern
    • Elastic high-rise waistband
    • 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: 07306-000010

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cosmic Hour Hexagon Watch Ring

    This hexagon-shaped watch ring sparkles with rhinestone trim and an iridescent face that catches every light. It’s part jewelry, part timepiece, and all statement.

    Fit & Features

    • Hexagon-shaped clock
    • Rhinestone trim, iridescent clock face
    • Adjustable side dial
    • Stretch band

    Style Number/Barcode: 07004-000026

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Everyday Long Sleeve Zip-Up Crop Top

    A little sporty, a little sultry—this zip-up crop top does it all. With a deep V neckline and long sleeves, it’s the perfect mix of casual comfort and effortless vibes with your favorite bottoms.

    Fit & Features

    • Rib knit stretch fabric
    • Fitted long sleeves
    • V-neckline
    • Front zip-up closure
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06002-000363

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Curve Line Sleeveless Rib Knit Top

    Minimal but never boring—this rib knit tank top plays it chic with a twist boat neckline and subtle cutout at the bust. The asymmetrical hem with slit detail makes it the kind of piece you’ll wear from coffee runs to casual dinner plans.

    Fit & Features

    • Rib knit stretch fabric
    • Boat neckline, twist and cutout accent
    • Fitted asymmetrical hem with slit
    • Runs true to size

    Style Number/Barcode: 06005-000217

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Bold Buckle Strap Stiletto Heels

    The heels that instantly upgrade every 'fit—sleek, bold, and so worth the strut. With smooth faux suede and a glam buckle strap, these stiletto heels bring the drama whether it’s dinner, drinks, or the dance floor.

    Fit & Features

    • 3.5" Stiletto heel
    • Open square-shaped toe
    • Toe strap with curved buckle accent
    • Thin adjustable ankle and heel straps, buckle detail
    • Faux suede material
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000430

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Autumn Luxe Faux Suede Trench Jacket

    Your fall staple, sorted. This faux suede trench jacket nails cozy-chic with its belted waist and tailored finish—perfect for crisp days, strolling downtown, and everything in between!

    Fit & Features

    • Smooth faux suede fabric
    • Long sleeves with button cuffs
    • Collared neckline, front pockets
    • Button-down front closures
    • Belted tie-waist
    • Tailored short-length silhouette
    • Runs true to size

    Style Number/Barcode: 06204-000036

    Category Name: 2026 Fall Outfit Trends

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ace The Look Plaid Pleated Romper

    Plaid but make it playful—this strapless romper brings preppy vibes with a fitted bodice and flirty pleated hem. Perfect for when you want to keep it cute but still cool-girl.

    Fit & Features

    • Plaid print, knit fabric
    • Strapless neckline
    • Fitted bodice, hidden side zipper and hook-eye closure
    • Pleated skirt overlay, shorts lining
    • Runs true to size

    Style Number/Barcode: 06503-000123

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bring The Attitude Lace-Up Bomber Jacket

    Vintage vibes, side lace-ups, and a trendy silhouette. This jacket is perfect for layering over a slip dress or denim with attitude!

    Fit & Features

    • Vintage-inspired faux leather fabric, sewn-in woven lining
    • Long sleeves, snap-button cuffs
    • Collar neckline
    • Front zip-up closure
    • Two front pockets
    • Side lace-up plackets
    • Mid-length hem
    • Runs true to size

    Style Number/Barcode: 06204-000026

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Garden Glam Floral Maxi Dress

    This isn’t your garden-variety maxi dress, floral abstract print meets daring cutouts and sleek hardware trim for a look that’s equal parts sultry and statement. Perfect for casual celebrations, destination nights, or when you’re ready to own the room.

    Fit & Features

    • Floral Abstract print, mesh-lined stretch fabric
    • Strapless sweetheart neckline, hardware trim
    • Cutout bodice
    • Side ruched seams
    • Curve-hugging, maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000209

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Abstract Attitude Wide-Leg Jumpsuit

    Giving glam without even trying—this abstract print jumpsuit is a whole vibe. The draped cowl neckline and flowy wide leg-silhouette keep it sleek while the bold open back brings the heat.

    Fit & Features

    • Knit fabric, high stretch, abstract print
    • Sleeveless cowl neckline
    • Dual spaghetti straps, tie-back halter design
    • Open back, lower tie-back spaghetti straps
    • Fitted bodice, hip-hugging fit
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06502-000045

    Category Name: 2026 Fall Outfit Trends

    Price: $24.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Boss Moves Over-The-Knee Block Heel Boots

    Power stance, but make it fashion. These sleek over-the-knee boots with a bold block heel bring instant confidence to every 'fit.

    Fit & Features

    • 4" Block heel, 10" leg opening, 23" shaft height
    • Faux leather material
    • Over-the-knee height, top back slit
    • Pointed toe
    • Partial inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07402-000098

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Life In The Fast Lane Crop Moto Jacket

    Experience life in the fast lane in this sleek moto jacket with a bold colorblock design and cropped fit. It’s the perfect jacket to layer over any outfit for a day or night out.

    Fit & Features

    • Faux leather fabric, color block design, sewn-in woven lining
    • Standing collar neckline with button closure
    • Long sleeves
    • Side zippered pockets
    • Cropped-length hem
    • Runs true to size

    Style Number/Barcode: 06204-000071

    Category Name: 2026 Fall Outfit Trends

    Price: $69.90

    Availability: In Stock

    Available Color: RED

    Available Size: S, M, L, XL

    Product Badge:
    • Best Seller
  • Petal Play Floral Mesh Midi Dress

    Flirty, fitted, and just the right amount of bold—this midi dress is made to impress. With its curve-skimming mesh and dreamy florals, it’s the perfect plus-one for dinner dates or rooftop cocktails.

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Large floral print
    • Sleeveless cowl neckline
    • Spaghetti straps
    • Open cross-back lace-up strappy design
    • Midi-length fitted silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000245

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Speed Dial Faux Leather Motocross Jacket

    Giving moto muse in the chicest way—this faux leather jacket was made to own the scene. The cropped fit and mixed textures add instant edge, whether you’re layering over a tank or styling with your favorite mini dress.

    Fit & Features

    • Washed faux leather fabric
    • Ribbed knit fabric on the front and down the sleeves
    • High neck, button closure
    • Zippered pockets, zip-front design
    • Long sleeves
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06204-000028

    Category Name: 2026 Fall Outfit Trends

    Price: $59.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L, XL

  • Chic Charm Lace Trim Skater Dress

    Chic but never boring, this skater dress levels up with lace trim that peeks out just enough. The flirty fit-and-flare silhouette makes it a must for every RSVP on your calendar.

    Fit & Features

    • Crepe fabric, moderate stretch
    • Sleeveless scoop neckline, curved underbust seam
    • Adjustable spaghetti straps
    • Back zipper closure
    • Pleating
    • Mini-length skater silhouette, sheer lace trim
    • Runs true to size

    Style Number/Barcode: 05101-000129

    Category Name: 2026 Fall Outfit Trends

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Match Point Oversized Denim Jacket

    This oversized denim jacket keeps it casual-cool with contrast stitching and a structured fit—perfect for everyday styling or weekend plans.

    Shop The Matching Skort: Match Point Mid-Rise Denim Skort

    Fit & Features

    • Denim fabric, no stretch
    • Relaxed long sleeves
    • Collar neckline
    • Front zip-up closure
    • Front flap button pockets
    • Oversized silhouette
    • Runs true to size

    Style Number/Barcode: 06203-000016

    Category Name: 2026 Fall Outfit Trends

    Price: $59.90

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: L

    Product Badge:
    • Part of a Set
  • Effortlessly Chic Ribbed Knit Skater Dress

    When your outfit says polished but still playful, this is the skater dress. The mock neck and fit-and-flare silhouette keep it chic, flirty, and ready for any plans on your calendar.

    Fit & Features

    • Ribbed sweater knit fabric, moderate stretch
    • Sleeveless mock neckline
    • Tank shoulder straps
    • Short skater silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000085

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Match Point Mid-Rise Denim Skort

    This denim skort keeps it casual-cool with contrast stitching and a form-hugging fit—perfect for everyday styling or weekend plans.

    Shop The Matching Jacket: Match Point Oversized Denim Jacket

    Fit & Features

    • Denim fabric, no stretch, shorts lining
    • Mid-rise waist
    • Form-hugging fit
    • Four-pocket styling, belt loop accents
    • Front button closure
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06603-000097

    Category Name: 2026 Fall Outfit Trends

    Price: $39.90

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: S, M, L

    Product Badge:
    • Part of a Set
  • Back to Chic A-Line Mini Dress

    Business in the front, drama in the back. This sleeveless mini dress keeps it sleek with a high bateau neckline and surprises with a daring open back—perfect for brunch, dates, or any dressy plans.

    Fit & Features

    • Scuba smooth knit fabric, stretchy knit lining
    • Boat neckline
    • Low-back design, zipper and hook-eye closure
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000471

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet Stroll Ruched Midi Skirt

    This peasant midi skirt features side drawstring ruching that lets you adjust the vibe—wear it low-key relaxed or ruched up for extra shape.

    Fit & Features

    • Cotton-blend woven fabric
    • Mid-rise elasticized waist
    • Adjustable side ruched drawstrings
    • Relaxed silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06301-000009

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cool Factor Faux Suede Moto Jacket

    Instantly level up any 'fit—this moto jacket brings all the effortless edge. With its oversized silhouette and luxe faux suede, it’s your grab-and-go layer for nights out or laid-back hangs.

    Fit & Features

    • Faux suede fabric
    • Lapel collar, studded details
    • Long sleeves, studded shoulder straps
    • Zip-front design, zippered accents
    • Belted waist
    • Mid-length hem
    • Oversized fit

    Style Number/Barcode: 06204-000034

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Strut In Style Scrunch Over-The-Knee Boots

    Strut like you mean it—these scrunch over-the-knee boots were made for bold entrances. With a sleek stiletto heel and form-hugging fit, they’re the ultimate power move for nights out.

    Fit & Features

    • Stiletto heel
    • Closed pointed toe
    • Over-the-knee height
    • Scrunched design
    • Complete inner zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000095

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Minimal Mood Faux Suede Kitten Heels

    Less is more, babe. These faux suede kitten heels keep it simple with slim straps and a sleek silhouette—aka the perfect pair for elevating jeans, dresses, and every OOTD in between.

    Fit & Features

    • 3" Kitten heel
    • Square toe
    • Thong strappy design
    • Soft faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-000506

    Category Name: 2026 Fall Outfit Trends

    Price: $28.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

    Product Badge:
    • Best Seller
  • Ring It In Grommet Wide-Leg Denim Jeans

    Jeans with a little extra edge—literally. The grommet detailing down the sides takes this wide-leg fit from everyday basic to bold statement, perfect for any plans!

    Fit & Features

    • Denim fabric
    • Mid-rise waist
    • Wide-leg fit with grommet side embellishments
    • Front button closure, pockets, belt loops
    • Runs true to size

    Style Number/Barcode: 06602-000067

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free