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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.

  • Start With The Basic V-Neck Crop Top

    Start with the basics! This V-neck crop top is the perfect basic for putting together stylish looks for socials.

    Fit & Features

    • Double-lined smooth knit stretchy fabric
    • Fitted long sleeves
    • V-neck
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-000016

    Category Name: Back To Campus Outfits

    Price: $26.90

    Availability: In Stock

    Available Color: BLACK, BROWN, WHITE

    Available Size: XS, S, M, L

  • On My Game Graphic 01 Jersey Tee

    Get that sporty look with this oversized jersey tee on game day! Featuring varsity stripes and a bold front 01 graphic, this tee is perfect for standing out from the crowd.

    Fit & Features

    • Jersey mesh fabric
    • Relaxed short sleeves, varsity stripes
    • V-neckline with varsity stripes
    • Front 01 graphic
    • Oversized fit

    Style Number/Barcode: 06002-000015

    Category Name: Back To Campus Outfits

    Price: $26.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: S, M, L

    Product Badge:
    • Best Seller
  • Adorable Glamour Long Bow Stud Earrings

    Create adorable looks with these long bow stud earrings secured with a post-back closure. Pair with a basic midi dress.

    Fit & Features

    • Long curved bow design
    • Post-back closure

     

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

    Style Number/Barcode: 07001-2125

    Category Name: Back To Campus Outfits

    Price: $9.90

    Availability: Out of Stock

  • Edgy Essential Platform Lug Boots

    An absolute edgy essential, these faux leather boots elevate your outfit with a platform lug sole and under-the-knee length shaft, perfect for styling with jeans or a skort!

    Fit & Features

    • Round toe
    • Platform lug sole
    • Inner zipper closure
    • Under-the-knee length shaft
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000016

    Category Name: Back To Campus Outfits

    Price: $38.90

    Availability: In Stock

    Available Color: BLACK, BROWN

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

    Product Badge:
    • Best Seller
  • Country At Heart Under-The-Knee Cowboy Boots

    Show your love for country style with these under-the-knee cowboy boots, the perf addition to your fave 'fits. Designed with trendy western-style embroidery, they feature a classic pointed toe, an inner zipper closure for effortless on-and-off styling, and a stacked block heel for comfortable wear. Pair with a flowy short dress for a country concert!

    Fit & Features

    • 2.5" Stacked block heel, 7.5" leg opening, 7.5" shaft height
    • Western embroidery
    • Under-the-knee shaft, pointed toe, inner zipper closure
    • White boots are faux leather material
    • Taupe boots are faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07402-1033

    Category Name: Back To Campus Outfits

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

  • Always A Vibe Basic Knit Tank Top

    This basic tank top is always a vibe! With a sleek square neckline and form-hugging fit, this top is essential for creating cute fits'.

    Fit & Features

    • Stretchy knit fabric
    • Square neckline
    • Wide shoulder straps
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06002-000027

    Category Name: Back To Campus Outfits

    Price: $22.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: S, M, L

  • Made For Struttin' Basic Faux Leather Booties

    These basic faux leather booties were made for struttin'! They feature a pointed toe, an inner zipper closure, and a sleek block heel that elevates the style. Complete the look in a chic blazer.

    Fit & Features

    • 3.5" Block heel
    • Pointed toe
    • Inner zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1787

    Category Name: Back To Campus Outfits

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fave Staple Knit Crew Neck Long Sleeve Top

    Fit & Features

    • Knit fabric with plenty of stretch
    • Crew neckline
    • Long fitted sleeves
    • Mid-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06002-2002

    Category Name: Back To Campus Outfits

    Price: $19.90

    Availability: In Stock

    Available Color: BLACK, WHITE

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

  • Casual Muse Scoop Neck Mini Dress

    A casual mini dress that's sure to become your fashion muse! The mini-length dress features fitted long sleeves, a scoop neckline, a built-in shelf bra for extra support, and a flattering bodycon silhouette on stretchy rib knit fabric. Complete the look in a moto jacket and boots for day or evening plans!

    Fit & Features

    • Fitted long sleeves
    • Scoop neckline
    • Built-in shelf bra
    • Bodycon silhouette, mini-length hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5244

    Category Name: Back To Campus Outfits

    Price: $19.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

  • On Trend Mid-Rise Wide-Leg Denim Jeans

    Forever flattering and trending, these mid-rise wide-leg denim jeans add an edge to your everyday look.

    Fit & Features

    • Light wash denim
    • Mid-rise waist, front button and zipper closure
    • Belt loop accents
    • Relaxed wide-leg silhouette
    • Five-pocket styling
    • Runs true to size

    Style Number/Barcode: 06602-0571

    Category Name: Back To Campus Outfits

    Price: $42.90

    Availability: In Stock

    Available Color: LIGHT, DENIM

    Available Size: S, M, L

  • New Fave Cap Sleeve Mid-Length Knit Top

    This elevated basic mid-length knit top will be your new fave for everyday styling. Made with double-lined brushed knit fabric with plenty of stretch, this cute top offers a form-hugging fit. It features a V-neckline, short cap sleeves, and a mid-length hem to pair with trendy low-rise jeans. Complete your look with sneakers.

    Fit & Features

    • Double-lined brushed knit fabric, plenty of stretch
    • V-neckline
    • Short cap sleeves
    • Mid-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-5429

    Category Name: Back To Campus Outfits

    Price: $19.90

    Availability: Out of Stock

  • All The Love One-Shoulder Tie Back Crop Top

    Up your going-out looks and beyond in this one-shoulder crop top with a trendy tie-back design and a fitted silhouette that flaunts your figure! Pair with your fave bottoms.

    Fit & Features

    • Smooth knit double-lined stretchy fabric
    • One-shoulder neckline
    • Fitted long sleeves
    • Tie-back design
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-5735

    Category Name: Back To Campus Outfits

    Price: $29.90

    Availability: In Stock

    Available Color: IVORY, BANANA

    Available Size: XS, S, M, L

  • So Extra High-Rise Flared Wide-Leg Denim Jeans

    Extra stylish and unique, these high-rise denim jeans are designed with a flattering vertical stitch detail that runs down the hip-hugging fit and down to the bootcut flare hem. Complete the look with a cropped cardigan.

    Fit & Features

    • Cotton-blend denim fabric with moderate stretch
    • Contrast vertical stitch detailing
    • Extra high waist, belt loops, hidden front zipper with button closure
    • Back pockets with button closures
    • Bootcut silhouette with flared hem
    • Jeans in US 5 have a 9" front rise with a 33" inseam
    • Runs true to size

    Style Number/Barcode: 06602-0519

    Category Name: Back To Campus Outfits

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

  • Miss Always On Time Collared Woven Blazer

    With a polished woven blazer like this putting together looks will be a breeze. This blazer is designed with 90s-inspired shoulder pads for structure and a front snap-button for easy styling. Pair with a choker.

    Fit & Features

    • Woven fabric, sewn-in woven lining
    • Long sleeves
    • Lapel collared neckline
    • Front snap-button closures
    • Faux pockets
    • Relaxed slim fit
    • Runs true to size

    Style Number/Barcode: 06204-2043

    Category Name: Back To Campus Outfits

    Price: $49.90

    Availability: In Stock

    Available Color: PINK

    Available Size: S, M, L, XL

  • So Perfect Mid-Rise Pleated Denim Mini Skirt

    The perfect denim mini skirt will elevate your everyday style with a trendy pleated silhouette and a flattering mid-rise waist. Complete the look with a graphic tee.

    Fit & Features

    • Denim fabric, minimal stretch
    • Mid-rise waist with seam detailing
    • Front button and hidden zipper closure
    • Pleated silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06601-0233

    Category Name: Back To Campus Outfits

    Price: $34.90

    Availability: In Stock

    Available Color: DENIM

    Available Size: XS, S, M, L

  • Chill Outing Crop Bomber Jacket With Hood

    A bomber jacket features a hooded drawstring neckline to keep warm, functional front flap pockets, and an elasticized cropped hem. Perfect for layering over a tee and jeans.

    Fit & Features

    • Twill woven fabric
    • Long sleeves, elasticized cuffs
    • Hooded drawstring neckline
    • Snap-button up front closures
    • Flap pockets
    • Elasticized cropped hem
    • Runs true to size

    Style Number/Barcode: 06204-1845

    Category Name: Back To Campus Outfits

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutely Casual Short Sleeve Denim Jacket

    Keep your look cutely casual in this short sleeve denim jacket, perfect layering over a crop top or styling on its own!

    Fit & Features

    • Light wash denim fabric
    • Short sleeves
    • Collar neckline
    • Button down front closures
    • Pockets
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06203-0588

    Category Name: Back To Campus Outfits

    Price: $39.90

    Availability: In Stock

    Available Color: LIGHT, DENIM

    Available Size: S, M, L, XL

  • Cute Guarantee Long Sleeve Henley Crop Top

    A casual and cute long sleeve henley crop top that guarantees a sweet look with your favorite bottoms! 

    Fit & Features

    • Stretchy ribbed knit cotton fabric
    • V-neckline with button accents
    • Long fitted sleeves
    • Raw-cut hem, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06002-2027

    Category Name: Back To Campus Outfits

    Price: $19.90

    Availability: In Stock

    Available Color: OFF, WHITE, SAGE

    Available Size: S, M, L, XS

  • Love Expression Heart Layered Necklace

    This dainty layered necklace features a heart charm on a delicate chain with adorable mini hearts. Perfect for everyday styling.

    Fit & Features

    • Layered necklace
    • Heart charm
    • Delicate chain with mini hearts
    • Lobster clasp closure

    Style Number/Barcode: 07002-1912

    Category Name: Back To Campus Outfits

    Price: $12.90

    Availability: Out of Stock

  • Major Sweetie Gingham Lace-Up Peplum Crop Top

    Have yourself the sweetest summer in this gingham peplum top! Featuring playful puff sleeves and a flattering lace-up peplum ruffle, this crop top is perfect for any occasion.

    Fit & Features

    • Gingham print, cotton woven fabric
    • Puff short sleeves
    • Sweetheart neckline
    • Spaghetti strap tie back design, stretchy smocked panel
    • Front lace-up
    • Peplum ruffle crop hem
    • Runs true to size

    Style Number/Barcode: 06003-000029

    Category Name: Back To Campus Outfits

    Price: $34.90

    Availability: In Stock

    Available Color: BLK/WHT

    Available Size: XS, S, M, L

  • Meet And Greet Ruched Sleeve Woven Blazer

    Perfect for networking or any social plans, this ruched sleeve woven blazer instantly elevates your OOTD!

    Fit & Features

    • Woven fabric, sewn-in woven lining
    • Ruched long sleeves, shoulder pads for structure
    • Lapel collar neckline
    • Single front button closure
    • Relaxed slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 06204-2102

    Category Name: Back To Campus Outfits

    Price: $49.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: S, M, L, XL

  • Biker Chic Crop Jacket

    Change gears in a cropped jacket and add a little biker chic-ness to your look! Create an edgy look in this biker moto jacket that features an asymmetrical zipper front with a lapel collar, snap button accents, and a chic adjustable waist belt. Complete the look with a crop top and combat boots for major biker babe vibes.

    Fit & Features

    • Asymmetrical zippered front
    • Lapel collar, long sleeves
    • Zipper and snap button accents
    • Adjustable waist belt
    • Faux leather fabric with no stretch
    • Smooth lining
    • Runs true to size

    Style Number/Barcode: 06204-2669

    Category Name: Back To Campus Outfits

    Price: $49.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L, XL

  • Alluring Moment Faux Suede Lattice Cutout Mini Dress

    Fit & Features

    • Faux suede fabric with knit lining, moderate stretch
    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Back zipper with hook-eye closure
    • Dual lattice side cutouts at bodice and waist
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5782

    Category Name: Back To Campus Outfits

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adorable Pose High-Rise Plaid Mini Skort

    A plaid mini skort features a flattering high-rise waist and bodycon silhouette. Perfect for back-to-school styling.

    Fit & Features

    • Plaid print, smooth knit stretchy fabric, shorts lining
    • High-rise waist
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 06503-1207

    Category Name: Back To Campus Outfits

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale