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Trendy Back-To-School Outfit Ideas For High School & College

Windsor has trendy back-to-school outfits for high school and college students! Find inspo for cool outfits or cute and preppy looks. Get back-to-school outfits from trendy high school apparel to stylish college clothes. Shop jackets, tops, jeans, skirts, dresses, fall shoes, and bags!

Discover the basic tanks and tees you need in your wardrobe that you can layer with this fall season. Shop sleeveless fitted bodysuits, cropped tanks, short sleeve tees, and long sleeve tops you can pair with denim and your fave jackets. Layer on jean jackets, cropped corduroy jackets, trendy plaid shackets, and oversized blazers for cool outfits for school.

For an elevated vibe, create effortlessly stylish looks with cropped sweaters, cardigan and top sets, collared button-down tops, and chic blouses. Style your sweaters and cardigans with plaid mini skirts and ankle booties, and collared tops and blouses with wide-leg pants and mules. Windsor has the latest selection of jeans and a curated collection of Denim by Windsor to create college outfits you’ll love. Shop classic skinny jeans, boyfriend jeans, mom jeans, flare jeans, and other styles of denim in a range of trendy washes and levels of destruction. Bring the cool-girl vibes to your back-to-school fashion with relaxed-fitting joggers paired with cropped hoodies in new fall colors and ankle booties, or oversized sweaters with leggings and knee-high boots.

Rompers and jumpsuits make the perfect first-day-of-school outfits since they offer a dressier vibe while still keeping it laid back and chic. Explore flirty skater rompers you can layer with jean jackets, or cute denim jumpsuits styled with layered necklaces. Get the breakdown of trending outfits with these 5 Core Aesthetics for Back-To-School Fashion.

Transition into the fall season with basic ruched knit mini dresses paired with shackets and booties. Shop preppy collared dresses, cozy sweater dresses, and classic long sleeve dresses you can pair with flats, sneakers, boots, or mules to create outfits for school. Discover adorable matching sets, floral dresses, and marble print dresses that will level up your college fashion. Make Windsor your go-to for all your back-to-school shopping to create outfits you’ll love.

  • Stylish Impression Faux Suede Moto Jacket

    Make a stylish impression with this of-the-moment moto jacket. Designed with smooth faux suede fabric, it is shaped with a structured lapel collar with sleek studded accents and long sleeves with studded shoulder straps. The asymmetric zip-front design brings trendy vibes, along with the chic zippered accent and zippered pockets. Pair with the matching mini skirt for an elevated everyday look.

    Shop Matching Bottoms: Stylish Impression Faux Suede Mini Skirt

    Fit & Features

    • Faux suede fabric, minimal stretch
    • Lapel collar with studs
    • Long sleeves with studded shoulder straps
    • Asymmetric zip-front
    • Zippered accent, dual zippered pockets
    • Fitted
    • Runs true to size

    Style Number/Barcode: 06204-2063

    Category Name: Back To Campus Outfits

    Price: $49.90

    Availability: In Stock

    Available Color: TAUPE

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Sleek Perfection High-Rise Belted Skinny Pants

    A pair of sleek pants feature a trendy high-rise belted waist and a flattering skinny-leg silhouette on woven fabric. Style with a basic tee for everyday wear.

    Fit & Features

    • Woven fabric, moderate stretch
    • High-rise belted waist
    • Hidden front zipper with hook and bar closures
    • Dual front pockets, dual faux back pockets
    • Skinny-leg silhouette
    • Pants in size small have a 7" front rise with a 28" inseam
    • Runs true to size

    Style Number/Barcode: 06402-1439

    Category Name: Back To Campus Outfits

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

  • So Cozy Faux Fur Criss-Cross Slides

    Fit & Features

    • Flat sole
    • Faux fur material
    • Easy slip-on design
    • Round toe
    • Wide criss-cross straps over the toe
    • Runs true to size

    Style Number/Barcode: 07405-0186

    Category Name: Back To Campus Outfits

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stay Cozy Ribbed Knit Pullover Hoodie

    Hang out in this cozy ribbed knit pullover hoodie. With a drawstring hood, long sleeves, and a comfy fit, it's your go-to for effortless style and warmth.

    Fit & Features

    • Ribbed sweater knit fabric
    • Drawstring hooded neckline
    • Long sleeves with tapered hems
    • Mid-length tapered hem
    • Runs true to size

    Style Number/Barcode: 06005-2164

    Category Name: Back To Campus Outfits

    Price: $32.90

    Availability: In Stock

    Available Color: TAUPE

    Available Size: S, M

  • Stylishly Sleek Chain-Link Belt

    Sleek and stylish, this chain-link belt gives every outfit a unique touch. Pair with a skirt.

    Fit & Features

    • Sleek chain-link design
    • Back adjustable lobster clasp closure
    • Small padlock charm detail

    Style Number/Barcode: 07301-1242

    Category Name: Back To Campus Outfits

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

  • Cozy Style Vibe Striped Knit Long Sleeve Mini Dress

    Lean into the cozy style vibes with this trendy striped ribbed knit mini dress featuring a mock neckline, long fitted sleeves, and a short bodycon silhouette to hug your curves. Pair with knee-high boots!

    Fit & Features

    • Striped ribbed knit fabric, plenty of stretch
    • Mock neckline, lettuce-edge trim
    • Long fitted sleeves, lettuce-edge trims
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5882

    Category Name: Back To Campus Outfits

    Price: $29.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • Trending Vibe Short Sleeve Zip Up Crop Top

    Set the trend in this sporty-inspired crop top to elevate your everyday style! The top features classic short sleeves and a mock neckline, a zip-up front closure, and a fitted crop hem to flaunt your figure. Complete the look in a cute skort.

    Fit & Features

    • Stretchy rib knit fabric
    • Mock neckline
    • Zip-up front closure
    • Fitted crop length hem
    • Runs true to size

    Style Number/Barcode: 07109-0405

    Category Name: Back To Campus Outfits

    Price: $9.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fall In Love Heart Pendant Layered Necklace

    This layered necklace features dainty rhinestone charms and a heart pendant. Style with a blouse to elevate your look.

    Fit & Features

    • Layered dainty chains
    • Rhinestone charms
    • Heart pendant
    • Lobster clasp closure

    Style Number/Barcode: 07002-1908

    Category Name: Back To Campus Outfits

    Price: $12.90

    Availability: Out of Stock

  • Totally Fab Belted Plaid Pleated Micro Skort

    A fab plaid pleated micro mini skort that'll give your outfit a preppy look. Pair with a cardigan and boots.

    Fit & Features

    • Woven knit fabrication
    • Belted waist accent
    • Pleated mini skirt overlay
    • Hidden shorts
    • Plaid 
    • Skort in size small has a 6" front rise with a 2" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0560

    Category Name: Back To Campus Outfits

    Price: $26.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: L, XL

  • Keep It Stylish High-Rise Mini Skort

    Always be stylish in this high-rise mini skort featuring an adjustable side drawstring and a form-hugging fit. The smooth knit fabric hugs your curves and offers plenty of stretch.

    Fit & Features

    • Smooth knit fabric, shorts lining, moderate stretch
    • High-rise waist
    • Adjustable side drawstring
    • Form-hugging mini-length hem
    • Skort has a 11” front rise with a 1.5” inseam
    • Runs true to size

    Style Number/Barcode: 06503-1204

    Category Name: Back To Campus Outfits

    Price: $19.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, L

  • Feelin' Comfy Ribbed Knit Fitted Hoodie

    Feel comfy and look cute in this ribbed knit fitted hoodie designed with a drawstring hoodie neckline to help keep you cozy and covered while the flattering seam detailing accentuates your figure. Pair with the matching pants for a complete look!

    Fit & Features

    • Ribbed knit fabric, plenty of stretch
    • Drawstring hooded neckline
    • Long fitted sleeves
    • Zip-front closure
    • Front vertical seams
    • Fitted mid-length hem
    • Runs true to size 

     

    Shop Matching Bottoms: Feelin' Comfy Ribbed Knit Flare Pants

    Style Number/Barcode: 06202-0490

    Category Name: Back To Campus Outfits

    Price: $29.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L, XL

    Product Badge:
    • Part of a Set
  • Coveted Charm Floral Lace Hair Bow Clip Set

    Showcase coveted charm with this adorable hair bow clip set! Designed with dainty sheer floral lace, the pack features two clips with a medium bow design and a snap clip closure. Style with a charm necklace and platform heels for a coquette vibe!

    Fit & Features

    • Set of two hair bow clips
    • Sheer floral lace material
    • Medium bow design
    • Metal snap clip closure

    Style Number/Barcode: 07006-0547

    Category Name: Back To Campus Outfits

    Price: $10.90

    Availability: Out of Stock

  • Stylish Status Striped Knit Tie-Front Top

    Achieve a stylish status in this striped crop top featuring a flirty tie-front design perfect for flaunting your figure. Pair with a mini skirt.

    Fit & Features

    • Striped ribbed knit fabric, plenty of stretch
    • Square neckline
    • Short sleeves
    • Open front, dual tie-front design
    • Fitted mid-length hem
    • Runs true to size

    Style Number/Barcode: 06202-0495

    Category Name: Back To Campus Outfits

    Price: $26.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L

  • Wildly Cute Leopard Faux Suede Sneakers

    A pair of faux suede sneakers featuring a round toe, front lace-up closure, rubber gum sole, and a wildly cute leopard pattern. Perfect for styling with your everyday outfits.

    Fit & Features

    • Round toe
    • Leopard pattern
    • Faux suede material
    • Front lace-up closure
    • Rubber gum sole
    • Runs true to size

    Style Number/Barcode: 07407-0230

    Category Name: Back To Campus Outfits

    Price: $28.90

    Availability: In Stock

    Available Color: LEOPARD

    Available Size: 5.5

  • Sleek Essential Ribbed Knit High Slit Midi Dress

    Accessorize a ribbed knit midi dress for the perfect fall outfit. The dress features a plunging V-neckline, long fitted sleeves, and a bold high slit. Complete your outfit with thigh-high boots.

    Fit & Features

    • Ribbed knit fabric with plenty of stretch 
    • V-neckline
    • Long fitted sleeves
    • High side slit
    • Midi-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06005-2079

    Category Name: Back To Campus Outfits

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brat Cropped Graphic Tee

    Channel the iconic brat aesthetic in this cute graphic tee featuring a crew neckline, short cap sleeves, a cursive script reading "Brat," and a fitted cropped hem. Style with cargo pants and sneakers for a trendy everyday 'fit.

    Fit & Features

    • Stretchy cotton-blend fabric
    • Crew neckline
    • Cap sleeves
    • Cursive script reads "Brat"
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06002-1940

    Category Name: Back To Campus Outfits

    Price: $18.90

    Availability: In Stock

    Available Color: GREEN

    Available Size: S

  • Toasty Babe Long Sleeve Rib Knit Crop Top

    A long sleeve rib knit crop top boasts a scoop neckline with dual hook-eye closures and a center slit design to flaunt skin. Style with a mini skirt for going out.

    Fit & Features

    • Rib knit stretchy fabric
    • Fitted long sleeves
    • Scoop neckline
    • Dual hook-eye closures
    • Center slit design
    • Cropped length hem
    • Runs true to size

    Style Number/Barcode: 06005-2034

    Category Name: Back To Campus Outfits

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Preppy Please Striped V-Neck Crop Top

    A sleeveless crop top featuring a preppy striped V-neckline, adjustable spaghetti straps for a customizable fit, and a striped crop hem. The stretchy knit fabric offers a polished look with plenty of stretch.  

    Shop Matching Sweater And Bottom: Preppy Please Striped Button Crop Sweater, Preppy Please Striped Pleated Knit Skort

    Fit & Features

    • Stretchy knit fabric
    • Striped V-neckline
    • Adjustable spaghetti straps
    • Striped crop hem
    • Runs true to size

    Style Number/Barcode: 06005-2183

    Category Name: Back To Campus Outfits

    Price: $26.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

    Product Badge:
    • Part of a Set
  • Cutest Agenda Buckle Plaid Mini Skort

    A plaid mini skort features a high-rise waist with trendy dual side faux leather buckle accents and a faux wrap skirt design that shapes the form-hugging fit. Perfect with boots for back-to-school styling. 

    Fit & Features

    • Plaid pattern, woven fabric, slight stretch
    • High-rise waist with dual side faux leather buckle accents
    • Faux wrap skirt design
    • Form-hugging mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 06403-0631

    Category Name: Back To Campus Outfits

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

  • Preppy Please Striped Button Crop Sweater

    A sleeveless crop top featuring a preppy striped V-neckline, adjustable spaghetti straps for a customizable fit, and a striped crop hem. The stretchy knit fabric offers a polished look with plenty of stretch.  

    Shop Matching Top And Bottom: Preppy Please Striped V-Neck Crop Top, Preppy Please Striped Pleated Knit Skort

    Fit & Features

    • Stretchy knit fabric
    • Long sleeves with striped cuffs
    • Striped front trim
    • Button front closures
    • Striped crop hem
    • Runs true to size

    Style Number/Barcode: 06005-2184

    Category Name: Back To Campus Outfits

    Price: $32.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M

    Product Badge:
    • Part of a Set
  • Chic Moment Faux Leather Croc-Embossed Under the Knee Boots

    Create a chic moment with under-the-knee boots that bring the drama! The faux leather boots feature a trendy faux croc-embossed pattern, pointy toe, an inner zipper closure, and a sturdy block heel. Complete look with a sweater dress! 

    Fit & Features

    • 3.5” Block heel, 7" leg opening, 15" shaft height
    • Under the knee-length
    • Pointy toe
    • Faux leather material
    • Faux croc-embossing
    • Inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07402-1024

    Category Name: Back To Campus Outfits

    Price: $44.90

    Availability: Out of Stock

  • I'm Too Pretty For This Crop Graphic Tee

    This graphic tee features a classic crew neckline, short sleeves, and a sassy front graphic script that reads "I'm Too Pretty For This" along the cropped fitted hem. Perfect for casual styling with jeans or a skirt.

    Fit & Features

    • Stretchy knit fabric
    • Crew neckline
    • Short sleeves
    • Front graphic script reads "I'm Too Pretty For This"
    • Cropped fitted hem
    • Runs true to size

    Style Number/Barcode: 06002-1941

    Category Name: Back To Campus Outfits

    Price: $18.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S, M

  • Stylish Basic Sleeveless Mock Neck Crop Top

    A sleeveless crop top features a sleek mock neckline, a side ruched seam to accentuate your curves, and an asymmetrical-cut hem. Style with high-rise jeans or a skirt for any occasion.

    Fit & Features

    • Knit fabric, moderate stretch
    • Mock neckline
    • Side ruched seam
    • Asymmetrical-cut cropped length hem
    • Runs true to size

    Style Number/Barcode: 06001-5474

    Category Name: Back To Campus Outfits

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charmed Look Bow Detail Pleated Knit Skort

    Leave them charmed with your adorable style in this bow detail pleated knit skort! It features a high-rise waist for a flattering fit, a chic double bow front design, pleated detailing, and a flirty skater silhouette overlaying a shorts lining.

    Fit & Features

    • Structured knit fabric with moderate stretch
    • High waist
    • Double bow design
    • Pleating
    • Skater silhouette, shorts lining
    • Skort in size small has an 8" front rise with a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06503-1192

    Category Name: Back To Campus Outfits

    Price: $29.90

    Availability: In Stock

    Available Color: BLACK, IVORY

    Available Size: L, S, M