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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.

  • Easy Favorite Mid-Rise Flare Denim Jeans

    A pair of denim jeans feature a flattering mid-rise waist, a hip-hugging fit, and a flared hem for a throwback look. Perfect for everyday styling.

    Fit & Features

    • Medium wash denim fabric, minimal stretch
    • Mid-rise waist, hip-hugging fit
    • Distressed accents
    • Flared hem
    • Front dual button and hidden zipper closure, five-pocket styling
    • Jeans have a 10.5” front rise with a 32” inseam
    • Runs true to size

    Style Number/Barcode: 06602-0520

    Category Name: Back To Campus Outfits

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

  • Hit Your Mark Faux Leather Moto Vest

    An edgy faux leather vest featuring a collared neckline, snap buttons, and front zipper closures give it a functional style while the cropped length hem keeps it modern. 

    Fit & Features

    • Faux leather material, sewn-in woven lining
    • Collared neckline
    • Snap buttons and front zipper closures
    • Cropped length hem
    • Runs true to size

    Style Number/Barcode: 06204-1843

    Category Name: Back To Campus Outfits

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L, XL

  • Dainty Luxury Six Pack Stud Earrings Set

    This six-pack of stud earrings features faux pearl and rhinestone embellishments for a little luxury and post-back closures that secure the style. Perfect for styling with dressy looks.

    Fit & Features

    • Six-pack stud earrings set, post-back closures
    • One pair of rhinestone studs
    • One pair of bow faux pearl studs
    • One pair of faux pearl studs
    • One pair of flower studs
    • One pair of rhinestone faux pearl hoops
    • One pair of faux pearl hoops 

     

    Earrings are final sale and may not be returned or exchanged.   

    Style Number/Barcode: 07001-2132

    Category Name: Back To Campus Outfits

    Price: $12.90

    Availability: Out of Stock

  • Pair To Perfection Metallic Lace-Up Sneakers

    These metallic sneakers pair perfectly with your everyday outfits. They feature a round-toe, a lace-up front closure, and a rubber gum sole. 

    Fit & Features

    • Round toe
    • Metallic material
    • Lace-up front closure
    • Rubber gum sole
    • Runs true to size

    Style Number/Barcode: 07407-0231

    Category Name: Back To Campus Outfits

    Price: $28.90

    Availability: In Stock

    Available Color: SILVER

    Available Size: 5.5, 6

  • Adventurous Babe Camo Pleated Cargo Mini Skirt

    Adventure awaits in this camo mini skirt boasting a flattering mid-rise waist and trendy cargo pockets that give your outfit an edgy allure. Pair with a crop top.

    Fit & Features

    • Camo-printed cotton-blend denim fabric
    • Mid-rise waist with belt loops
    • Single button with hidden zipper closure
    • Pleated
    • Cargo flap pockets
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 06601-0217

    Category Name: Back To Campus Outfits

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All My Heart Faux Pearl Lariat Pendant Necklace Set

    Let this layered faux pearl lariat heart necklace set win you over! The set includes two necklaces each with chic embellishments and designs. Pair with a little black dress for dinner and drinks.

    Fit & Features

    • Two-pack necklace set
    • Layered design
    • Single-row dainty chain with faux pearl accents and beading
    • Two-row dainty chains with faux pearl accents, beading, and heart pendant
    • Back adjustable chains with lobster clasp closures

    Style Number/Barcode: 07002-1925

    Category Name: Back To Campus Outfits

    Price: $14.90

    Availability: Out of Stock

  • Edgy Mood Pocket Oversized Crop Denim Vest

    Layer on this crop denim vest to match your edgy mood! It features a collar neckline, button-down front closures, large flap pockets perfect for loose items, and a trendy oversized crop silhouette. Complete the look in shorts and western boots for a concert, summer fair, or casual plans!

    Fit & Features

    • Denim fabric, non-stretch
    • Collar neckline
    • Button-down front closures
    • Large flap pockets
    • Oversized crop silhouette
    • Runs true to size

    Style Number/Barcode: 06203-0543

    Category Name: Back To Campus Outfits

    Price: $34.90

    Availability: In Stock

    Available Color: DARK, DENIM

    Available Size: S, M, L

  • Cutest Season High-Rise Cargo Corduroy Mini Skirt

    A corduroy mini skirt features a trendy high-rise waist with an adjustable belt, cargo side pockets for stylish convenience, and a form-hugging fit. Style with knee-high boots for a cute look.

    Fit & Features

    • Corduroy fabric, no stretch
    • High-rise waist, adjustable belt
    • Cargo side pockets
    • Form-hugging mini-length fit
    • Front dual button and zipper closure
    • Runs true to size

    Style Number/Barcode: 06301-0198

    Category Name: Back To Campus Outfits

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Style Lace-Up Crop Button Vest

    Be on trend this season with this statement vest for effortless styling! Featuring a square neckline, shoulder straps, and princess seam detailing, this vest offers a flattering fit. The back lace-up and front button-up closures add style and convenience, while the cropped hem flatters your figure. Complete the look in chic wide-leg pants for a polished style.

    Fit & Features

    • Twill fabric, sewn-in knit lining
    • Square neckline
    • Front button-up closures
    • Lace-up back
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06204-1807

    Category Name: Back To Campus Outfits

    Price: $36.90

    Availability: In Stock

    Available Color: TAUPE

    Available Size: L, XL

  • Stylish Staple Faux Suede Block Heel Booties

    A staple pair of faux suede booties featuring a comfortable block heel and on-trend pointy toe. Complete the look with a chic trench coat.

    Fit & Features

    • Block heel
    • Faux suede material
    • Pointy toe
    • Inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07403-1801

    Category Name: Back To Campus Outfits

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Top Of The Trends Belted Cargo Mini Skirt

    Stay on top of the trends in this cute and casual cargo mini skirt! It features a mid-rise waist, a belted design with double grommet detailing, cargo-style pockets on each side, a mini-length hem, and a form-fitting silhouette. The woven fabric offers a moderate stretch. Style this cargo mini skirt with a basic bodysuit, hoop earrings, and clear mules!

    Fit & Features

    • Mid-rise waist
    • Belted design, double grommet detailing
    • Dual front button closures, hidden zipper closure
    • Dual cargo pockets
    • Mini-length hem, form-fitting silhouette
    • Cotton-blend woven fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06301-0177

    Category Name: Back To Campus Outfits

    Price: $34.90

    Availability: In Stock

    Available Color: OLIVE

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

  • Cozy Cute Plaid Woven Cropped Shacket

    Cozy cute will be your fall vibe in this adorable plaid woven shacket featuring a collared neckline, long sleeves with buttons to cuff, a complete button-down front, and large buttoned chest pockets. The cropped relaxed fit is perf for layering over a basic tee and styling with high-rise jeans.

    Fit & Features

    • Plaid woven fabric with no stretch
    • Collared
    • Long sleeves with single button detail
    • Button-down front
    • Large buttoned chest pockets
    • Cropped relaxed fit
    • Runs true to size

    Style Number/Barcode: 06204-1859

    Category Name: Back To Campus Outfits

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy And Cool Twill Layered Hoodie Jacket

    Stay cozy and cool this season with this trendy crop jacket as a stylish layer perfect for chill nights! With long sleeves, snap-button cuffs, and a collar neckline, this jacket provides both warmth and style. The front snap-button-up closures and flap pockets add functionality, while the fleece-lined zip-up hoodie gives an extra layer of warmth. Complete the look with cute platform sneakers.

    Fit & Features

    • Twill woven fabric
    • Collar neckline
    • Front snap-button up closures, flap pockets
    • Cropped length
    • Fleece-lined zip up hoodie layer
    • Runs true to size

    Style Number/Barcode: 06204-1832

    Category Name: Back To Campus Outfits

    Price: $52.90

    Availability: In Stock

    Available Color: OLIVE

    Available Size: S, M, L, XL

  • Outshine In Rhinestone Lace-Up Denim Jacket

    Make your mark in this denim crop jacket! Perfect for elevating your style, it features long sleeves with button cuffs, a collar neckline, a button-down front and pockets, and sparkly rhinestone lace-up plackets for a unique touch of glam. Complete the look in a smooth mini dress for day or night plans!

    Fit & Features

    • Long sleeves, button cuffs
    • Collar neckline
    • Button-down front
    • Rhinestone lace-up packets and pockets
    • Cropped hem
    • Denim fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06203-0513

    Category Name: Back To Campus Outfits

    Price: $59.90

    Availability: In Stock

    Available Color: BLACK, DENIM

    Available Size: S, M, L, XL

  • Ray Of Romance A-Line Lace Mini Dress

    Radiate a ray of romance in this sleeveless lace mini dress featuring a V-neckline accented with a dainty lace and ribbon bow trim and a flattering A-line silhouette. Style with heels for a date.

    Fit & Features

    • Lace fabric lined with stretchy knit
    • V-neckline with lace and ribbon bow trim
    • Spaghetti straps
    • Mini-length A-line fit
    • Runs true to size

    Style Number/Barcode: 05101-3626

    Category Name: Back To Campus Outfits

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ravishing And Chic Faux Pearl Hair Bow Barrette

    This hair bow barrette will make every updo look ravishing and chic! It features gorgeous faux pearl embellishments and a secure metal clip closure. Complete the look in block heels for any soiree!

    Fit & Features

    • Hair bow
    • Faux pearl embellishments
    • Metal clip closure

    Style Number/Barcode: 07006-0559

    Category Name: Back To Campus Outfits

    Price: $10.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: NS

  • City Sensation High-Rise Buckle Pleated Skort

    Hit the city streets looking sensational in this mini skort! It features a high-rise waist with dual buckle accents for a trendy edge and a sassy pleated mini-length hem on twill denim fabric. Complete the look in a crop jacket and sneakers!

    Fit & Features

    • Twill denim fabric, stretchy knit shorts lining
    • High-rise waist, dual buckle accents
    • Side zipper and hook-eye closure
    • Pleated mini-length hem
    • Skort in size small has an 11" front rise with a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06303-0269

    Category Name: Back To Campus Outfits

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sensational City Girl Strapless Cargo Mini Dress

    Hit the streets with a strapless mini dress that'll make you an instant sensational city girl! The strapless straight-across neckline and bodycon silhouette flatter any figure, while the front button closure and belt loop accents add a trendy touch. With a hidden front zipper, cargo flap pockets, and a mini-length hem, this woven dress is both fashionable and functional. Complete the look in lug boots for casual plans!

    Fit & Features

    • Cotton-blend woven fabric, minimal stretch
    • Strapless straight neckline with belt loop detailing
    • Front button closure
    • Hidden front zipper closure
    • Cargo flap pockets
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5503

    Category Name: Back To Campus Outfits

    Price: $42.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, XS

  • Pick Of The Season Belted Plaid Mini Skirt

    This plaid mini skirt is totally trending this season! It features a high-rise waist with a skinny belt accent for preppy style, an A-line silhouette, and a pleated mini-length hem. Complete the look in a basic top for any casual plans.

    Fit & Features

    • Plaid printed woven fabric, woven lining
    • High-rise waist with belt
    • Side zipper with hook-eye closure
    • A-line silhouette
    • Pleated mini-length hem
    • Runs true to size

    Style Number/Barcode: 06401-0689

    Category Name: Back To Campus Outfits

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

  • Trendy Girl High-Rise Slit Denim Skort

    The perfect denim skort for a trendy girl like you to dress up! This high-rise waist skort features a flattering bodycon fit and dual front slits for added style. The skirt overlay with shorts lining provides comfort and coverage while the mini-length adds a touch of playful charm. Complete the look in a corset top to make a statement!

    Fit & Features

    • Denim fabric, minimal stretch
    • High-rise waist, back zipper closure
    • Bodycon fit
    • Dual front slits
    • Skirt overlay, shorts lining
    • Runs true to size

    Style Number/Barcode: 06603-0398

    Category Name: Back To Campus Outfits

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

  • Trendy Nature Cargo Woven Crop Jacket

    It's in your nature to be trendy and this woven jacket is no exception! Made from twill woven fabric, this relaxed-fitting crop jacket brings a classic utility vibe with long sleeves, a collar neckline, and cargo pockets with pull strap closures to keep your loose items secure. Complete the look in best-selling bottoms for a day or night outing!

    Fit & Features

    • Non-stretch twill woven fabric
    • Cargo pockets with pull strap closures
    • Front button closures
    • Long sleeves with button closures
    • Cropped hem
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06204-1665

    Category Name: Back To Campus Outfits

    Price: $49.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

  • Cute And Trendy Cargo Mini Skirt

    This cute and trendy cargo mini skirt will step up this season's 'fits! It features a mid-rise waist, an included removable belt with a double grommet design, cargo-style side pockets, a mini-length hem, and a fitted silhouette. The denim fabric offers a moderate stretch. Style this denim skirt with a crop top and clear mules.

    Fit & Features

    • Mid-rise waist, hidden front buttons, zipper closure
    • Included removable belt, double grommet design
    • Dual cargo-style side pockets
    • Mini-length hem
    • Fitted silhouette
    • Denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06601-0219

    Category Name: Back To Campus Outfits

    Price: $34.90

    Availability: In Stock

    Available Color: DARK, DENIM-2

    Available Size: S, M, L, XL

  • Pretty Sparkle Rhinestone Hoop Earrings

    Add a pretty sparkle to all of your 'fits with these gorg rhinestone hoop earrings! They feature a medium metal hoop design with all-around rhinestone embellishments. Include an omega closure. Style these hoop earrings with a dainty necklace for everyday glamour!

    Fit & Features

    • Medium metal hoop design
    • Rhinestone embellishments
    • Omega closure, rubber stopper


    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-1706

    Category Name: Back To Campus Outfits

    Price: $9.90

    Availability: In Stock

    Available Color: SILVER, GOLD

    Available Size: NS

  • So Good Basic Scoop Neck Crop Tee

    The perfect basic crop tee to have for styling on any occasion! Made from a soft double-lined rib knit fabric, this top boasts classic short sleeves, a scoop neckline, and a fitted crop hem that flaunts your figure. Complete the look in a midi skirt and sandals!

    Fit & Features

    • Double-lined, soft rib knit stretchy fabric
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06002-1786

    Category Name: Back To Campus Outfits

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale