Made fashionable in the late 1940s as the Ivy League style of dress, the preppy look remains popular for grown-ups and kids alike. This collections lets you bring a dash of modern prepster style to your little one’s wardrobe. Find all the classic options in kid size—from plaid shirts and seersucker pants to argyle sweaters and polo shirts (with plenty of collar-popping options).
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Kitestrings Boy’s Plaid Button-Up (Blue/Green)$44.0$17.0 -
Tilly & Jax Boy’s Crosby St Pant (Navy)$76.0$23.0 -
Kitestrings Boy’s Plaid Button-Up (Blue Plaid)$44.0$17.0 -
Kitestrings Boy’s Striped Hooded Sweater (White)$170.0$25.0 -
Moncler Kid’s Pique Polo (Blue)$110.0$70.0 -
Il Gufo Kid’s Corduroy Jeans (Stone)$40.0$49.0 -
Kitestrings Boy’s Polo Shirt (Blue And Red Multi Stripe)$110.0$14.0 -
Il Gufo Kid’s Stretch Pants (Mud)$34.0$49.0 -
Kitestrings Boy’s Pique Polo with Pocket (Red)$100.0$14.0 -
Kitestrings Boy’s Long Sleeve Raglan Tee (Red)$44.0$9.0 -
Il Gufo Kid’s Polo (White)$45.0$40.0 -
Kitestrings Boy’s Embroidered Golf Twill Short (Blue Embroidery)$110.0$15.0 -
K-Way Kid’s Claude Klassic Jacket (Navy)$110.0$24.0 -
Il Gufo Kid’s Polo with Contrast Collar (White/Beige)$68.0$49.0 -
Il Gufo Kid’s Polo with Contrast Collar (White/Blue)$170.0$49.0 -
K-Way Kid’s Claude Heathered Jacket (Heather Red)$30.0$27.0 -
Moncler Kid’s Pique Polo (White)$68.0$70.0 -
Kitestrings Boy’s Twill Short (Chino)$46.0$15.0 -
K-Way Kid’s Claude Heathered Jacket (Heather Navy)$48.0$34.0 -
Charlie Rocket Boy’s Twill Pant (Moss)$68.0$25.0 -
Kitestrings Boy’s Graphic Tee (Blue Stripe)$36.0$9.0 -
Kitestrings Boy’s Graphic Tee (White)$76.0$9.0 -
Kitestrings Boy’s Striped V-Neck Sweater (White)$76.0$25.0 -
Kitestrings Boy’s Graphic Tee (preppy green)$44.0$9.0 -
K-Way Kid’s Claude Heathered Jacket (Heather Black)$46.0$27.0 -
Kitestrings Boy’s Polo Shirt (White)$76.0$14.0 -
Tilly & Jax Boy’s Crosby St Pant (Grey)$46.0$23.0 -
Tilly & Jax Boy’s Crosby St Pant (green grey)$40.0$23.0 -
Kitestrings Boy’s Striped Button-Up (White Multi)$32.0$17.0 -
Kitestrings Boy’s Garment Dyed Flat Front Twill Pant (Bay Blue)$36.0$15.0 -
Kitestrings Boy’s Argyle Vest (White)$36.0$20.0 -
Tilly & Jax Boy’s Crosby St Pant (Blue Seersucker)$38.0$23.0 -
Kitestrings Boy’s Argyle Vest (Bay Blue)$32.0$19.0 -
Kitestrings Boy’s Garment Dyed Flat Front Twill Belted Short (Bay Blue)$28.0$15.0 -
Kitestrings Boy’s Zip Hoodie (Tango Blue)$32.0$16.0 -
Kitestrings Boy’s Woven Cargo Short (preppy green)$75.0$15.0 -
Kitestrings Boy’s Short Sleeve Knit Top (White)$115.0$9.0 -
Kitestrings Boy’s Graphic Tee (Blue Stripe)$75.0$9.0 -
Kitestrings Boy’s Graphic Tee (Dark Kelly)$130.0$9.0 -
Kitestrings Boy’s Woven Cargo Short (Tango Blue)$75.0$15.0 -
Kitestrings Boy’s Graphic Tee (Safety Yello)$68.0$9.0 -
Kitestrings Boy’s Casual Knit Pant (Red)$68.0$16.0 -
Kitestrings Boy’s Short Sleeve Polo Shirt (White)$64.0$9.0 -
Kitestrings Boy’s Casual Woven Pant (Navy)$68.0$15.0 -
Ben Sherman Boy’s Short Sleeve Shirt (American Beauty)$42.0$16.0 -
Ben Sherman Boy’s Short Sleeve Shirt (Red)$49.0$20.0 -
Kitestrings Boy’s Flat Front Twill Pant (Blue Stripe)$45.0$16.0 -
Kitestrings Boy’s Graphic Tee (Silver Myth)$54.0$9.0 -
Kitestrings Boy’s Graphic Tee (Cerulean)$54.0$9.0 -
Kitestrings Boy’s Woven Cargo Short (Grey Plaid)$45.0$15.0 -
Kitestrings Boy’s Graphic Tee (White)$54.0$9.0 -
Kitestrings Boy’s Graphic Tee (Flame)$45.0$9.0 -
Kitestrings Boy’s Casual Cargo Short (Dark Kelly)$49.0$15.0 -
Sierra Julian Boy’s Gino Bermuda (Yellow)$65.0$25.0 -
Sierra Julian Boy’s Gino Bermuda (Cobalt)$85.0$25.0 -
Moncler Kid’s Classic Polo (White)$64.0$59.0 -
Sierra Julian Boy’s Gino Bermuda (Navy)$89.0$25.0 -
Il Gufo Kid’s Shirt (Stone)$50.0$59.0 -
Sierra Julian Boy’s Gino Bermuda (Anthracite)$40.0$25.0 -
Tilly & Jax Boy’s Montauk Shortsleeve Shirt (Blue Seersucker)$42.0$24.0 -
Tilly & Jax Boy’s Montauk Shortsleeve Shirt (Navy Stripe)$100.0$24.0 -
Tilly & Jax Boy’s Lafayette Short (Camo)$185.0$22.0 -
Tilly & Jax Boy’s Montauk Shortsleeve Shirt (Chambray)$195.0$24.0 -
Lil Jachs Boy’s Woven Shirt (Blue)$64.0$19.0 -
Lil Jachs Boy’s Short (Shale)$68.0$19.0 -
K-Way Kid’s Claude Klassic Jacket (Burgundy)$79.0$18.0 -
Lil Jachs Boy’s Woven Shirt (Blue)$140.0$19.0 -
Lil Jachs Boy’s Woven Pants (Russet Brown)$110.0$17.0 -
K-Way Kid’s Claude Klassic Jacket (Army Green)$505.0$18.0 -
Lil Jachs Boy’s Woven Shirt (Blue)$120.0$19.0 -
K-Way Kid’s Claude Klassic Jacket (Black)$46.0$18.0 -
Lil Jachs Boy’s Short (Sun Dried Tomat)$46.0$19.0 -
K-Way Kid’s Claude Klassic Stripe Jacket (Logo Stripe)$40.0$26.0 -
Burberry Kid’s Check Pocket Tee (Navy)$30.0$49.0 -
Tilly & Jax Boy’s Lafayette Short (Navy)$68.0$22.0 -
Diesel Boy’s 2-7 Krooley-K Trousers (Beige)$40.0$18.0 -
Ben Sherman Boy’s Short Sleeve Shirt (Ribbon Red)$38.0$16.0 -
Izod Boy’s 8-20 Corduroy Pant (Black)$75.0$12.0 -
Lil Jachs Boy’s Woven Shirt (Blue)$64.0$19.0 -
Stella McCartney Kid’s Bermuda Short (Green)$$49.0 -
Burberry Kid’s Woven Check Shirt (Blue Marine)$$109.0 -
Burberry Kid’s Woven Check Shirt (Blue Marine)$$119.0 -
Tilly & Jax Boy’s Lafayette Short (Blue Seersucker)$$22.0 -
Burberry Kid’s Chambray Shirt (Denim)$$139.0 -
Tilly & Jax Boy’s Montauk Shortsleeve Shirt (Pink/Blue Check)$$24.0 -
Seven for All Mankind Boy’s 8-20 Slimmy Pant (Wild Dove)$$24.0 -
Moncler Kid’s Logo Tee (White)$$70.0 -
Moncler Kid’s Graphic Tee (White)$$66.0 -
Moncler Kid’s Jacket (White/Blue/Red)$$339.0 -
Moncler Kid’s Logo Tee (Royal Blue)$$67.0 -
Charlie Rocket Boy’s Twill Pant (Navy)$$25.0 -
Charlie Rocket Boy’s Twill Pant (Arctic)$$25.0 -
Levi’s Big Boys’ 550 Relaxed Jean (Coal Miner)$$12.0 -
Kitestrings Boy’s Twill Short (White)$$15.0 -
Tilly & Jax Boy’s Montauk Shortsleeve Shirt (Green Seersucker Gingham)$$24.0 -
Wes and Willy Boys 8-20 Flat Front Short (Khaki)$$12.0 -
Kitestrings Boy’s Woven Cargo Short (Flame)$$15.0 -
Kitestrings Boy’s Casual Short (Red)$$15.0 -
Sierra Julian Boy’s Gino Bermuda (Turquoise)$$25.0 -
Tilly & Jax Boy’s Lafayette Short (Green Seersucker Gingham)$$22.0
