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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.

  • Foxy Babe Combat Peep Toe Booties

    Walk it like you own it, babe! Unveil an edgy style in these combat booties featuring a trendy almond peep toe, lug sole, stacked block heel, a front lace-up placket, side zipper closure, quilted design, and buckle accents. Complete the look in a moto jacket.

    Fit & Features

    • Almond peep toe, lug sole
    • Stacked block heel
    • Front lace-up placket
    • Side zipper closure
    • Buckle accents
    • Quilted design, faux leather
    • Runs true to size

    Style Number/Barcode: 07403-1572

    Category Name: Back To Campus Outfits

    Price: $4.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sealed With Charm Ponte Mini Dress

    Seal your style with this charming ponte mini dress featuring an adorable strapless sweetheart neckline with a bow and a bodycon fit. Style with earrings.

    Fit & Features

    • Ponte knit fabric, plenty of stretch
    • Strapless sweetheart neckline
    • Bow tie front accent 
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5897

    Category Name: Back To Campus Outfits

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

  • Trendy Allure Denim Lace-Up Corset Top

    Bring the trendy allure to your iconic 'fit with this denim corset top featuring a strappy lace-up design for a snatched silhouette. Style with cutoff shorts and cowboy boots!

    Fit & Features

    • Cotton-blend denim fabric, minimal stretch
    • Strapless angled neckline
    • Bungee strap lace-up design
    • Lace-up back, tie closure
    • Fitted mid-length hem
    • Runs true to size

    Style Number/Barcode: 06003-000055

    Category Name: Back To Campus Outfits

    Price: $34.90

    Availability: In Stock

    Available Color: DARK, DENIM

    Available Size: XS, S, M, L

  • Virgo Knit Graphic Tee

    Let this graphic tee do all the talking! It features classic short sleeves, a crew neckline, a front script that reads, "Virgo giving perfection," and a mid-length hem on a smooth jersey knit fabric. Complete the look with a faux leather mini skirt for your birthday celebration.

    Fit & Features

    • Short sleeves
    • Crew neckline
    • Front script reads, "Virgo giving perfection"
    • Mid-length hem
    • Jersey-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1419

    Category Name: Back To Campus Outfits

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

  • Major Sweetheart Long Bow Twin Pack

    Fit & Features

    • Twin pack
    • Long bow design 
    • Ribbon material
    • Clip-on 

    Style Number/Barcode: 07006-0554

    Category Name: Back To Campus Outfits

    Price: $9.90

    Availability: Out of Stock

  • Classically Chic Plaid High Waist Wrap Skort

    Fit & Features

    • Faux wool fabrication
    • High rise waist
    • Back zipper and hook-eye closure
    • Plaid 
    • Mini skirt overlay, hidden shorts
    • Runs true to size

     

    Shop Matching Shacket: Classically Chic Plaid Long Sleeve Oversized Shacket

    Style Number/Barcode: 06403-1067

    Category Name: Back To Campus Outfits

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Time Will Tell Rhinestone Trim Watch

    Time will tell how glam you'll be with this watch! Featuring a sparkling rhinestone trim and an adjustable clock dial, this watch will keep you on top of your busy schedule.

    Fit & Features

    • Rhinestone-embellished trim
    • Link design
    • Adjustable clock dial

    Style Number/Barcode: 07007-000020

    Category Name: Back To Campus Outfits

    Price: $24.90

    Availability: In Stock

    Available Color: SILVER

    Available Size: NS

  • Plaid Princess Tweed Tube Top

    Everyone knows you're the princess of plaid! This 90's-inspired tweed tube top features a strapless neckline, lace-up back closure, and a cropped hem on woven lined fabric. Complete the look in the matching bottoms.

    Shop Matching Bottoms: Plaid Princess Tweed Mini Skirt

    Fit & Features

    • Strapless neckline
    • Lace-up back closure
    • Cropped hem
    • Plaid pattern
    • Lined tweed woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1968

    Category Name: Back To Campus Outfits

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cute Trend Corduroy Short Sleeve Romper

    Casually elevate your everyday look with this corduroy romper featuring a collared V-neckline with a trendy zip-front design, short sleeves, a high-rise waist, and a fitted silhouette. Style with a studded belt and booties!

    Fit & Features

    • Cotton-blend corduroy fabric, no stretch
    • Collared V-neckline, zip-front design
    • Short sleeves
    • High waist, belt loops, dual front pockets
    • Fitted silhouette
    • Romper in size small is 30" shoulder to hem with a 10" front rise and a 3" inseam
    • Runs true to size

    Style Number/Barcode: 06303-0278

    Category Name: Back To Campus Outfits

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Got The Blues Strapless Denim Crop Top

    Elevate your fashion muse with this denim crop top! Designed with a button front detail that adds a touch of vintage charm, while the fitted crop hem with center split shows some skin.

    Fit & Features

    • Medium wash denim fabric, slight stretch
    • Strapless neckline
    • Button front closures, seam detailing
    • Stretchy smocked back 
    • Faux front flap pockets, button closures
    • Center split, fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06003-000023

    Category Name: Back To Campus Outfits

    Price: $34.90

    Availability: In Stock

    Available Color: MED, DENIM

    Available Size: XS, S, M, L

    Product Badge:
    • Best Seller
  • Enchantment Dainty Butterfly Choker

    Throw it back to those early 2000's vibes when you add in a butterfly choker necklace to ur look! We are obsessed with this era, and tbh it's def making a comeback!

    Fit & Features

    • Dainty smooth chain
    • Small rhinestone butterfly fixed detailing
    • Adjustable lobster clasp closure

    Style Number/Barcode: 07002-0379

    Category Name: Back To Campus Outfits

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

  • Season Of Plaid Long Sleeve Oversized Shacket

    A plaid shacket features cozy long sleeves, four front pockets for stylish convenience, and the perfect oversized fit. Style with jeans for casual plans.

    Fit & Features

    • Plaid pattern, soft woven fabric, no stretch
    • Collar neckline
    • Long sleeves with button cuffs
    • Front button-up closures
    • Four front pockets
    • Oversized fit
    • Runs true to size

    Style Number/Barcode: 06204-1846

    Category Name: Back To Campus Outfits

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rise And Shine Rhinestone Clock Trim Watch

    Rise and shine with this sparkling watch showcasing a rhinestone trim clock and an adjustable dial so you'll always arrive in style!

    Fit & Features

    • Rhinestone-embellished trim
    • Adjustable clock dial

    Style Number/Barcode: 07007-000018

    Category Name: Back To Campus Outfits

    Price: $24.90

    Availability: In Stock

    Available Color: GOLD

    Available Size: NS

  • Love Ya Lots Crop Cardigan

    Fall for this cute crop cardigan perfect for looking stylish on chilly mornings! It features long sleeves, a v-neckline, front button closures, and a cropped hem. Complete the look in a casual mini dress and booties.

    Fit & Features

    • Long sleeves
    • V-neckline
    • Front button closures
    • Cropped hem
    • Nylon-blend knit, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1241

    Category Name: Back To Campus Outfits

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Look Pointed Toe Buckle Slingback Flats

    On the go? Slip on these faux leather flats for a trendy look that's always effortless! They feature a closed pointed toe, dual grommet buckle accent straps for an edgy flair, and an open ankle with a strap. Complete the look with sunglasses for any plans!

    Fit & Features

    • Closed pointed-toe
    • Dual grommet buckle accent straps
    • Open ankle with strap
    • Flat sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07405-0102

    Category Name: Back To Campus Outfits

    Price: $15.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ahead Of Time Faux Pearl Watch

    Classy and poised, this chic watch is adorned with faux pearls for a polished look and an adjustable clock dial to keep track of time.

    Fit & Features

    • Faux pearl embellished
    • Adjustable clock dial

     

    Style Number/Barcode: 07007-000017

    Category Name: Back To Campus Outfits

    Price: $24.90

    Availability: In Stock

    Available Color: SILVER

    Available Size: NS

  • All Day Play Lace-Up Tank Crop Top

    This tank crop top is made for all-day play! It features a sleeveless square neckline, wide shoulder straps, and a front lace-up design along the fitted bodice. Complete the looking a denim skirt.

    Fit & Features

    • Sleeveless square neckline
    • Wide shoulder straps
    • Front lace-up design
    • Fitted bodice
    • Cropped hem
    • Smooth non-stretch woven fabric
    • Fits true to size

    Style Number/Barcode: 06003-1870

    Category Name: Back To Campus Outfits

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual Admiration Long Sleeve Rib Knit Crop Top

    This rib knit crop top features fitted long sleeves, a classic crew neckline, and a fitted U-cut hem that flaunts your figure. Style with a mini skirt and boots for any occasion.

    Fit & Features

    • Stretchy rib knit fabric
    • Fitted long sleeves
    • Crew neckline
    • U-cut cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-2059

    Category Name: Back To Campus Outfits

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Edgy Studded Faux Leather Belt

    Elevate your casual looks with this edgy faux leather belt featuring a studded trim design for that cool-girl vibe.

    Fit & Features

    • Faux leather material
    • Studded trim design
    • Front metal buckle closure
    • Adjustable fit

    Style Number/Barcode: 07301-000113

    Category Name: Back To Campus Outfits

    Price: $15.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: NS

  • Feeling Fierce Leopard Midi Skirt

    Your wardrobe can't be tamed with the addition of this leopard midi skirt ready for a night on the prowl! Show your wild side in this high-rise skirt featuring a back zipper closure, a curve-hugging silhouette, and a high-cut front slit, composed of crepe chiffon-lined woven fabric. Complete the look in a twist crop top and strappy heels.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Curve-hugging silhouette
    • High-cut front slit, midi-length hem
    • Leopard print
    • Crepe chiffon fabric, lined, no stretch
    • Fits true to size

    Style Number/Barcode: 06401-0467

    Category Name: Back To Campus Outfits

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simple Yet Chic Pintuck Trouser Pants

    Simple yet so chic, these woven trouser pants feature a high-rise waist with an elevated pintuck seam design and a flattering skinny-leg silhouette. Style with a cropped blouse and mules to wear from the office to happy hour.

    Fit & Features

    • Woven fabric with minimal stretch
    • High-rise waist
    • Pintuck front seams, faux front pockets
    • Hidden front zipper, hook and bar closure
    • Skinny-leg fit
    • Pants in size small have an 11" front rise with a 28" inseam
    • Runs true to size

    Style Number/Barcode: 06402-1431

    Category Name: Back To Campus Outfits

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Out Platform Block Heel Boots

    Step out in these edgy faux leather boots for day or night plans! These under-the-knee stunners are designed to be sleek and bold with a platform sole and block heel that adds trendy height to your look.

    Fit & Features

    • Block heel
    • Square toe
    • Under-the-knee length
    • Platform sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000020

    Category Name: Back To Campus Outfits

    Price: $45.90

    Availability: In Stock

    Available Color: BLACK

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

    Product Badge:
    • Best Seller
  • In The Loop Rhinestone Claw Clip

    Sweep your hair into a stunning updo with the help of this rhinestone claw hair clip featuring a sturdy and sleek design. Complete your dressy look in a silky satin dress.

    Fit & Features

    • Rhinestone embellished
    • Sturdy and sleek design
    • Metal material

    Style Number/Barcode: 07006-0355

    Category Name: Back To Campus Outfits

    Price: $2.97 $7.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Denim Diva Square Toe Block Heels

    Fall head over heels for these denim block heels! Strut like a diva in these shoes featuring a square toe, a wide band, a block heel, and a luxe fit cushioned faux leather insole for comfort. Complete the look with a trendy handbag for any occasion!

    Fit & Features

    • 3" Block Heel
    • Square toe
    • Wide band
    • Luxe fit cushioned faux leather insole
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07401-4885

    Category Name: Back To Campus Outfits

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock