52 results
- All
- Auction
- Buy It Now
- Polo Ralph Lauren Bermuda Shorts Kids 18 White Preppy Neutral Spring SummerOpens in a new window or tabPre-Owned$24.95or Best Offer+$6.75 delivery in 2-4 daysLocated in United StatesFree returnsTop Rated Plus
- POLO Ralph Lauren Cargo Boys Shorts Size 18 Khaki Tan Straight Leg Cotton ChinoOpens in a new window or tabPre-Owned$15.00or Best Offer+$12.71 deliveryLocated in United States
- NWT CREWCUTS CHINO SHORTS BOYS SIZE 4 YELLOW SPRING EASTEROpens in a new window or tabBrand New$19.99or Best Offer+$6.95 deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Boys Size 18 Blue Chino Shorts Flat Front Preppy CottonOpens in a new window or tabPre-Owned$14.88or Best Offer+$6.99 delivery in 2-4 daysLocated in United StatesFree returnsTop Rated Plus
- Gap Boy's Elastic Waistband Front & Back Pockets Stretch Soft Twill ShortsOpens in a new window or tabBrand New$14.99List price: $30.9952% offBuy It NowFree delivery in 2-4 daysLocated in United StatesFree returnsSave up to 30% when you buy moreTop Rated Plus
- Vineyard Vines Breaker Shorts Boys 18 Khaki Casual Performance Adjustable WaistOpens in a new window or tabPre-Owned$17.95or Best Offer+$10.60 deliveryLocated in United States
- Vineyard Vines Camo Breaker Shorts Boys Size 18 Embroidered Dog Surfboard PreppyOpens in a new window or tabPre-Owned$16.02Was: $22.8830% offor Best Offer+$5.85 deliveryLocated in United StatesFree returnsTop Rated Plus
- NWT! Vineyard Vines Boys Sailors Red Performance Breaker Shorts Size 18Opens in a new window or tabBrand New$40.00or Best Offer+$4.69 delivery in 2-4 daysLocated in United States
- Boys Tony Hawk Shorts Green Plaid Size 18 Skater PreppyOpens in a new window or tabPre-Owned$7.99Was: $9.9920% offBuy It Now+$7.99 deliveryLocated in United States
- Boys Ralph Lauren Classic Polo Chino Shorts 18 29 in waist White Navy Ponys GolfOpens in a new window or tabPre-Owned$22.07Was: $23.998% offor Best Offer+$5.25 deliveryLocated in United States
- Polo Ralph Lauren Shorts Boy’s 18 Chino Golf Flat Front Preppy Khaki Tan 30x11Opens in a new window or tabPre-Owned$11.99or Best Offer+$5.90 deliveryLocated in United StatesFree returnsTop Rated Plus
- NWT Polo Ralph Lauren PREPSTER PACTHWORK INDIAN MADRAS Plaid Shorts Boys 18 PONYOpens in a new window or tabBrand New$36.99Buy It NowFree deliveryLocated in United StatesFree returns20% off 3+Top Rated Plus
- Janie and Jack Boys Size 4 Linen Cotton Pink Chino Shorts EasterOpens in a new window or tabPre-Owned$8.99or Best Offer+$5.10 deliveryLocated in United StatesFree returnsTop Rated Plus
- Brooks Brothers Shorts Youth Boy 18 Patchwork Madras Plaid 28x10 Preppy AcademiaOpens in a new window or tabPre-Owned$17.42Was: $24.8830% offBuy It Now+$5.26 deliveryLocated in United States
- Polo Ralph Lauren Chino Shorts Boys 20 Blue Bermuda PocketsOpens in a new window or tabBrand New$19.95Buy It Now+$5.95 deliveryLocated in United StatesFree returnsTop Rated Plus
- Lands End Shorts Boys 20H Red Plaid Flat Front Adjustable Waist Elastic PreppyOpens in a new window or tabPre-Owned$9.99or Best Offer+$6.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Prepster Corduroy Shorts Navy Blue Youth Size 20Opens in a new window or tabPre-Owned$32.00or Best Offer+$6.36 deliveryLocated in United States
- Polo Ralph Lauren Cargo Chino Shorts Boy's 18 White 100% Cotton Preppy BeachOpens in a new window or tabBrand New$25.00or Best Offer+$11.95 deliveryLocated in United States
- BROOKS BROTHERS Seersucker Stripe & Whale Shorts Kid's Boy's Size 20 100% CottonOpens in a new window or tabPre-Owned$5.99Was: $18.0067% offor Best Offer+$6.02 deliveryLocated in United States
- Vineyard Vines Boys 18 Pastel Stripe Pull On Shorts Preppy Cotton StretchOpens in a new window or tabPre-Owned$19.00or Best Offer+$8.00 deliveryLocated in United StatesFree returnsExtra 10% off with couponTop Rated Plus
- Polo Ralph Lauren Boys Flat Front Chino Shorts Dark Blue Size 20 Mid RiseOpens in a new window or tabBrand New$23.00or Best OfferFree deliveryLocated in United States
- Vans Brown Multicolor Plaid Boys Shorts Size 18Opens in a new window or tabPre-Owned$2.00Was: $4.0050% offBuy It Now+$5.41 deliveryLocated in United States
- Sz 18 Husky Boys Shorts, Khaki Chino 10" Inseam Flat Front NewOpens in a new window or tabNew (Other)$10.99or Best Offer+$5.80 deliveryLocated in United States
- NWT Brookstone Brothers Boy's Khaki Shorts Preppy Summer 18YOpens in a new window or tabBrand New$20.00or Best Offer+$5.95 deliveryLocated in United States
- Tommy Hilfiger Boys Size 20 Husky Navy Blue Shorts Uniform PreppyOpens in a new window or tabPre-Owned$12.00Buy It Now+$5.00 deliveryLocated in United States
- Polo Ralph Lauren Pink Preppy Oxford Bermuda Shorts Young Men's 20 30 WaistOpens in a new window or tabBrand New$33.39Was: $66.7950% offBuy It Now+$10.60 deliveryLocated in United States
- Vtg Polo Ralph Lauren Shorts Chino Khaki Boys Size 20 Beige Preppy Golf PonyOpens in a new window or tabPre-Owned$25.73Was: $27.085% offor Best Offer+$9.31 deliveryLocated in United States
- Vintage Youth Izod Lacoste Pocket Shorts Boys Size 4 Blue PreppyOpens in a new window or tabPre-Owned$2.80Was: $13.9980% offBuy It Now+$7.00 deliveryLocated in United StatesFree returnsTop Rated Plus
- J.Crew Crewcuts BOYS GRAMERCY COTTON DINO SHORT, Size 4, imperial Blue GreenOpens in a new window or tabPre-Owned$18.95or Best Offer+$8.75 deliveryLocated in United States
- Polo Ralph Lauren Conductor Engineer Shorts Striped Cotton Retro Boys Size 20Opens in a new window or tabPre-Owned$19.99or Best Offer+$7.10 deliveryLocated in United States
- Land's End Boy's Short Bermuda Flat Front Red Pink Salmon Summer Preppy Size 20Opens in a new window or tabPre-Owned$16.14Was: $17.8810% offor Best Offer+$6.02 deliveryLocated in United StatesFree returnsExtra 25% off with couponTop Rated Plus
- NEW Boys La Jenns 4T Brown Gingham Shorts PreppyOpens in a new window or tabBrand New$12.00or Best Offer+$4.50 deliveryLocated in United States
- POLO RALPH LAUREN BOY Preppy Pleated Bermuda Chino Summer Shorts 4 Yrs KhakiOpens in a new window or tabPre-Owned$9.99or Best Offer+$8.70 delivery in 2-4 daysLocated in United StatesFree returnsTop Rated Plus
- POLO Ralph Lauren Seersucker Shorts Preppy Blue White - Size Boy's 18Opens in a new window or tabPre-Owned$14.99or Best Offer+$10.60 deliveryLocated in United States
- JANIE AND JACK Boys’ Blue Pink Plaid Linen Blend Shorts Size 4 Preppy CountryOpens in a new window or tabPre-Owned$12.99Buy It Now+$9.02 deliveryLocated in United States
- Gap Kids Boys Size 4 Madras Patchwork Plaid Adjustable Waist ShortsOpens in a new window or tabPre-Owned$7.99or Best Offer+$5.60 deliveryLocated in United StatesFree returnsTop Rated Plus
- Gymboree 4 4T Boys Shorts Plaid EUC adjustable waist preppy vintageOpens in a new window or tabPre-Owned$8.75or Best Offer+$4.95 deliveryLocated in United States
- Carters Kids Size 4 Chino Short Blue Adjustable Waist Casual Stretch PreppyOpens in a new window or tabBrand New$10.94or Best Offer+$5.83 deliveryLocated in United States
- Polo Ralph Lauren Chino Shorts Youth Boys Size 20 Fits 30x11 Beige Preppy CasualOpens in a new window or tabPre-Owned$19.90Was: $24.8820% offor Best Offer+$5.95 deliveryLocated in United StatesFree returnsExtra 25% off with couponTop Rated Plus
- Hurley Nike Dri-Fit Mens Boys Sz 18 Gray Shorts Golf Casual Spring Summer PreppyOpens in a new window or tabPre-Owned$11.70Was: $13.0010% offBuy It Now+$8.75 deliveryLocated in United States
- Polo Ralph Lauren Pink Preppy Bermuda Long Shorts boys 18Opens in a new window or tabPre-Owned$22.00or Best Offer+$8.90 deliveryLocated in United States
- Vineyard Vines by Shep & Ian Boys Coral Chino Shorts Size 18Opens in a new window or tabPre-Owned$9.95or Best Offer+$7.90 deliveryLocated in United States
- Seed heritage 4 boys lobster print casual summer beach shorts cotton preppyOpens in a new window or tabPre-Owned$16.00Was: $20.0020% offor Best Offer+$4.99 deliveryLocated in United States
- Brooks Brothers Shorts Youth 20 Red Striped Seersucker Embroidered Crab PreppyOpens in a new window or tabPre-Owned$24.99or Best Offer+$6.75 deliveryLocated in United States
- Mini Boden Boy's Techno Shorts Size 4Y Bermudas Brown Blue PreppyOpens in a new window or tabPre-Owned$12.50or Best Offer+$5.50 deliveryLocated in United States
- Tommy Hilfiger Boys Sz 20 Shorts Blue Flat Front Chino 100% Cotton Preppy SummerOpens in a new window or tabPre-Owned$10.12or Best Offer+$7.88 deliveryLocated in United StatesFree returnsExtra 10% off with couponTop Rated Plus
- Brooks Brothers Shorts Boys 10 Red Striped Seersucker Embroidered Crab PreppyOpens in a new window or tabPre-Owned$16.00Buy It Now+$7.45 deliveryLocated in United States
- Polo Ralph Lauren Boys Straight Fit Stretch Golf Shorts Size 4 NewOpens in a new window or tabBrand New$25.00or Best Offer+$8.75 deliveryLocated in United States
- Oscar de la Renta Plaid Shorts 4YOpens in a new window or tabPre-Owned$50.00or Best Offer+$5.02 deliveryLocated in United States
- Youth Boys Ralph Lauren Polo Navy Blue Chino Shorts Size 20 Golf PreppyOpens in a new window or tabPre-Owned$19.95or Best OfferFree deliveryLocated in United States
- Cat & Jack Boys Flat Front Shorts Green Size 4Opens in a new window or tabPre-Owned$6.97or Best Offer+$5.02 deliveryLocated in United States
- Oshkosh Genuine Kids Plaid Cargo Shorts Boys Size 4T Preppy Casual Summer Y2KOpens in a new window or tabPre-Owned$4.75Was: $5.005% offBuy It Now+$8.30 deliveryLocated in United States
