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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.

  • Bow Hair Tie Three Piece Set

    This bow hair tie three-piece set includes two solid colored hair bows and one leopard print hair bow. Perfect for everyday wear.

    Fit & Features

    • Bow hair tie three piece set
    • Two solid colored hair bows
    • One leopard print hair bow

    Style Number/Barcode: 07006-0558

    Category Name: Back To Campus Outfits

    Price: $12.90

    Availability: Out of Stock

  • High-Rise Straight Cropped Jeans by Windsor Denim

    Serve major style in these fabulous straight cropped jeans by Windsor Denim! They feature a flattering high-rise waist, a straight-leg silhouette, knee destruction accents, and a front cut-off style cropped hem. The medium-wash denim fabric offers a moderate stretch for comfortable wear. Complete the look in a cute corset top for a casual dinner!

    Fit & Features

    • High-rise waist
    • Straight-leg silhouette, knee destruction accents
    • Front cut-off cropped hem
    • Front button, hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Medium-wash denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06602-0416

    Category Name: Back To Campus Outfits

    Price: $46.90

    Availability: In Stock

    Available Color: MEDIUM, DENIM

    Available Size: 1, 3, 5, 7, 9, 11, 13

  • New York Baseball Cap

    This baseball cap features an embroidered "NY" script perfect for showing off your love for the Big Apple, a wide brim, and an adjustable back strap to get a snug fit. 

    Fit & Features

    • Wide brim
    • Embroidered "NY" script
    • Adjustable back strap

    Style Number/Barcode: 07302-1693

    Category Name: Back To Campus Outfits

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adorably Glam Multi Charm Necklace

    Style up your casual looks with this trendy paperclip chain necklace featuring multiple embellished charms for an adorably glam vibe. Complete your 'fits with hoop earrings and a mini shoulder bag!

    Fit & Features

    • Paperclip chain
    • Rhinestone cross charm
    • Textured heart charm
    • Rhinestone bow charm
    • Textured butterfly charm
    • Rhinestone flower charm
    • Back adjustable chain with lobster clasp closure

    Style Number/Barcode: 07002-1955

    Category Name: Back To Campus Outfits

    Price: $12.90

    Availability: Out of Stock

  • Pep It Up Cable Knit Sweater

    Keep it preppy with this varsity-inspired sweater! The cable knit sweater features V-neckline, long sleeves, contrasting striped trim, and a cropped hem. Complete look with a pleated mini skirt. 

    Fit & Features

    • V-neckline
    • Long sleeves
    • Contrast striped trim 
    • Cropped hem
    • Cable knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1040

    Category Name: Back To Campus Outfits

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Soar In Style Butterfly Hair Pin

    Soar in style adoring your tresses with this butterfly hair pin with a chic faux pearl accent. Complete the look in dressy heels for a semi-formal party or event. 

    Fit & Features

    • Butterfly hair pin with faux pearl accent

    Style Number/Barcode: 07006-0541

    Category Name: Back To Campus Outfits

    Price: $2.97 $7.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Isn't She Lovely Bow Hair Clips

    Adorn your tresses with these lovely bow hair clips secured with a clip closure. Complete the look with a cute purse for any occasion!

    Fit & Features

    • Hair bow clips
    • Clip closure

    Style Number/Barcode: 07006-0538

    Category Name: Back To Campus Outfits

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adorable Style Mid Rise Button Pleated Mini Skirt

    Show off your most adorable style in this pleated mini skirt perfect for weekly styling! Features a mid-rise waist with side button closures, creating a flattering A-line silhouette with a pleated mini-length hem. Complete the look in a cute short sleeve top.

    Fit & Features

    • Woven fabric with lining, no stretch
    • Mid-rise waist, side button closures
    • A-line silhouette
    • Pleated mini-length hem
    • Runs true to size

    Style Number/Barcode: 06401-0693

    Category Name: Back To Campus Outfits

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BEIGE

    Available Size: S

    Product Badge:
    • Sale
  • Pit Stop Strapless Cargo Acid Wide-Leg Denim Jumpsuit

    Make a pit stop looking edgy-cute in this acid wash denim jumpsuit on your next weekend adventure! The strapless neckline and fitted bodice flatter your figure, while the adjustable waist belt cinches your waist for a perfect fit. With side and back pockets, and four cargo flap pockets, this wide-leg jumpsuit is both stylish and functional. Complete the look in bold hoop earrings.

    Fit & Features

    • Acid wash non-stretch denim fabric
    • Back zipper closure
    • Adjustable waist belt
    • Side and back pockets, four cargo pockets
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06602-0482

    Category Name: Back To Campus Outfits

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Sweet Bow And Plaid Mini Skirt

    Bring the charm with a plaid mini skirt featuring a mid-rise drop waist and dual bow accents. Complete your look with a cardigan and sneakers.

    Fit & Features

    • Woven fabrication, moderate stretch
    • Plaid pattern
    • Mid-rise drop waist
    • Double bow accent
    • Hidden back zipper closure
    • Flared mini-length hem
    • Runs true to size

    Style Number/Barcode: 06401-0702

    Category Name: Back To Campus Outfits

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: M, L

    Product Badge:
    • Sale
  • Posh Faux Pearl Satin Bow Three-Pack Hair Ties

    Add a touch of elegance to your hair with these bow three-pack hair ties! These hair ties feature faux pearl embellishments on a luxurious satin bow, adding a sophisticated and chic touch to any hairstyle. Complete the look in an adorable skater dress for a shower, birthday, or graduation party!

    Fit & Features

    • Faux pearl-embellished satin bows
    • Three-pack hair ties

    Style Number/Barcode: 07006-0479

    Category Name: Back To Campus Outfits

    Price: $12.90

    Availability: Out of Stock

  • Lucky Thirteen Strapless Tube Crop Top

    Showcase your lucky number in this strapless tube top perfect for those off-duty days! This bold top features a striking contrast trim strapless neckline with a playful tie, and a statement-making thirteen graphic, and a cropped hem. Complete the look in jean shorts and sandals.

    Fit & Features

    • Double-lined knit fabric, moderate stretch
    • Contrast trim strapless neckline with tie
    • Thirteen graphic
    • Fitted crop length
    • Runs true to size

    Style Number/Barcode: 06002-1927

    Category Name: Back To Campus Outfits

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: L

    Product Badge:
    • Sale
  • Chic Fall Vibes Cabbie Hat

    This elevated cabbie hat will bring those chic fall vibes to your looks this season! It features a classic cabbie hat design with a rounded top composed of felt material and a sleek faux leather brim. Pair this hat with a faux leather blazer and knee-high boots.

    Fit & Features

    • Classic cabbie hat design
    • Felt material
    • Faux leather brim

    Style Number/Barcode: 07302-1510

    Category Name: Back To Campus Outfits

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Faux Leather Western Belt

    Keep your look sleek and on-trend with this faux leather western belt! Cinch your waistline with this must-have accessory featuring a stylish western-inspired design and a curved belt buckle closure. Complete the look in a denim jumpsuit.

    Fit & Features

    • Western-inspired design
    • Curved belt buckle closure
    • Faux leather material

    Style Number/Barcode: 07301-1138

    Category Name: Back To Campus Outfits

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

  • Covetable Cutie High-Rise Denim Mini Skirt

    This cute denim mini skirt features a classic high-rise waist, front pockets for stylish convenience, and a form-hugging fit. Perfect for everyday styling.

    Shop Matching Jacket: Covetable Cutie Contrast Stitch Denim Jacket

    Fit & Features

    • Dark wash denim, minimal stretch
    • High-rise waist
    • Form-hugging mini-length fit
    • Front button and hidden zipper closure
    • Front pockets
    • Runs true to size

    Style Number/Barcode: 06601-0216

    Category Name: Back To Campus Outfits

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: DARK, DENIM

    Available Size: S

    Product Badge:
    • Sale
  • Carefree Cool Mid Rise Belted Denim Skort

    A denim mini skort features a flattering mid-rise belted waist and a bodycon silhouette for a trendy look. Perfect for casual occasions.

    Fit & Features

    • Denim fabric, shorts lining minimal stretch
    • Mid-rise adjustable belted waist
    • Bodycon mini-length silhouette
    • Front button and hidden zipper closure
    • Two-pocket styling
    • Runs true to size

    Style Number/Barcode: 06303-0275

    Category Name: Back To Campus Outfits

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RUST

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Cute Vibes Satin Bow Crochet Tote Bag

    A crochet tote bag that features top handles, satin bow decorations, and a spacious interior perfect for carrying your essentials in.

    Fit & Features

    • Crochet material
    • Top handles
    • Satin bow decorations
    • Spacious interior

    Style Number/Barcode: 07203-2069

    Category Name: Back To Campus Outfits

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

  • She's A Flirt Faux Wrap Skort

    Bring the flirty vibes to your everyday look with this adorable crepe skort! It features a high-rise waist, a faux wrap-front design with a skater skirt overlay, and fitted shorts. Style with a basic bodysuit and strappy mules.

    Fit & Features

    • High-rise waist
    • Faux wrap-front design
    • Skater skirt overlay, mini-length hem
    • Fitted shorts
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06503-1023

    Category Name: Back To Campus Outfits

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Layer Rib Knit Leg Warmers

    Stay cozy with these rib knit leg warmers! Their calf-length fit provides warmth and comfort to your legs while adding a stylish touch to any look. Complete the look in a flirty skirt and sweater!

    Fit & Features

    • Rib knit leg warmers
    • Calf-length fit
    • Soft and comfortable

    Style Number/Barcode: 07306-0312

    Category Name: Back To Campus Outfits

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

  • Effortless Cutie Long Sleeve Plaid Shacket

    Layer on this effortlessly cute long sleeve plaid shacket perfect for pairing with a fitted top and denim jeans for everyday styling.

    Fit & Features

    • Plaid printed faux wool fabric, no stretch
    • Collared neckline
    • Button down front
    • Long sleeves with single-button detail
    • Dual chest pockets
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06204-1914

    Category Name: Back To Campus Outfits

    Price: $35.00 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NAVY

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Good Vibes High Rise Boyfriend Jeans

    Bring the good vibes to your casual everyday look with these trendy boyfriend jeans! They feature a high-rise waist, a straight leg, major destructed detailing at the knees, and a relaxed fit. The light wash denim fabric offers minimal stretch. Style these jeans with a cute crop top and clear heels.

    Fit & Features

    • High-rise waist
    • Straight leg
    • Destructed detailing at the knees
    • Relaxed fit, minimal stretch
    • Light wash denim fabric 
    • Traditional five-pocket and belt loop design
    • Hidden zipper and front button closure
    • Runs true to size

    Style Number/Barcode: 06602-0241

    Category Name: Back To Campus Outfits

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

  • Elevated Basic Long Sleeve Textured Top

    Elevate your basics in this long sleeve textured top to pair with your favorite bottoms! The fitted long sleeves and form-hugging design will accentuate your figure, while the crew neckline adds a classic touch. Complete with an asymmetrical hem and textured knit design, this top will be your fave! Style with high-rise jeans for casual plans!

    Fit & Features

    • Texture knit design, moderate stretch
    • Form-hugging fit
    • Asymmetrical hem
    • Runs true to size

    Style Number/Barcode: 06001-5154

    Category Name: Back To Campus Outfits

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S

    Product Badge:
    • Sale
  • Supportive Sheer Stockings

    Keep it classy and add some stockings to your look! This pair of support stockings are designed to keep you firm with lifting and toning support all while keeping a natural look. Complete the look in a chic mini skirt and boots.

    Fit & Features

    • Supportive high-rise waist
    • Firm, lifts, and tones
    • Natural look
    • 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: 07306-0042

    Category Name: Back To Campus Outfits

    Price: $8.90

    Availability: Out of Stock

  • Sleek Moment Tie-Waist Faux Leather Skort

    A faux leather skort offers a sleek and form-hugging fit with a trendy tie-waist along the front skirt overlay. Style with a basic tee for any outing.

    Fit & Features

    • Smooth faux leather fabric, minimal stretch
    • High-rise waist
    • Tie-waist, skirt overlay
    • Side zipper with hook-eye closure
    • Form-hugging mini-length silhouette
    • Skort in size small has an 11" front rise with a 2.5" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0516

    Category Name: Back To Campus Outfits

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S

    Product Badge:
    • Sale