75 results
- 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 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
- 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
- Polo Ralph Lauren Navy Blue Boy 10 Blue Pony Preppy Parachute Rugby Twill ShortsOpens in a new window or tabPre-Owned$9.59Was: $11.9920% offor Best Offer+$6.95 deliveryLocated in United States
- All In Motion Boys Sz 10 Golf Shorts Blue Gray Active Activewear Preppy StretchOpens in a new window or tabBrand New$16.95or Best Offer+$5.58 deliveryLocated in United StatesFree returns
- 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
- 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
- Johnnie-O Shorts Boys 10 Green Twill Youth Adjustable Waist Chino Preppy CasualOpens in a new window or tabPre-Owned$13.95or Best Offer+$5.01 deliveryLocated in United StatesFree returnsTop Rated Plus
- 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
- Polo Ralph Lauren Boys Chino Shorts Blue 8 Adjustable WaistOpens in a new window or tabPre-Owned$14.99Buy It Now+$5.02 deliveryLocated in United States
- NWT Gap Boy's Elastic Waistband Stretch Soft Twill Shorts Size M (8) BlueOpens in a new window or tabBrand New$14.99or Best Offer+$6.02 deliveryLocated 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 Madras Patchwork Prospect & Preppy plaid shorts boy's size 10Opens in a new window or tabPre-Owned$23.00or Best Offer+$8.71 deliveryLocated in United States
- GapKids Cotton Cargo Patchwork Madras Boys Shorts size 10Opens in a new window or tabPre-Owned$19.98or Best Offer+$7.80 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 StatesExtra 5% off with coupon
- Vineyard Vines Breaker Shorts Boys Island Paradice green blue 10 NWTOpens in a new window or tabBrand New$19.000 bids · Time left2d 22hor Best Offer+$4.99 deliveryLocated in United States
- JANIE AND JACK Plaid Shorts Boys Size 8 Adjustable Waist Blue Pink Navy WITH TAGOpens in a new window or tabBrand New$19.99or Best Offer+$8.75 deliveryLocated in United States
- Polo Ralph Lauren Boys Size 10 Khaki Shorts Polo Crest Green Number 5 PreppyOpens in a new window or tabPre-Owned$25.00or Best Offer+$6.02 deliveryLocated in United States
- Polo Ralph Lauren Plaid Shorts Boys 12 Cotton Preppy Coastal Academia SummerOpens in a new window or tabPre-Owned$18.88or Best Offer+$7.85 deliveryLocated in United States
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Based on number of views and purchases | Sponsored- GapBrand New$14.99+$6.02 delivery
- NikePre-Owned$11.70+$8.75 delivery
- Class Club Boy's Size 8 Navy Blue Modern Fit Adjustable Waist Shorts UniformOpens in a new window or tabPre-Owned$5.89or Best Offer+$2.89 deliveryLocated in United States
- 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
- Murrays Toggery Shop Boys Sz 10 Shorts Nantucket Reds Cotton Adjustable WaistOpens in a new window or tabPre-Owned$24.00or Best OfferFree deliveryLocated in United StatesFree returnsTop Rated Plus
- Vineyard Vines Boys 'Whale' Embroidered Club Shorts Flag Blue $59.50 10,14,16Opens in a new window or tabBrand New$29.49Buy It NowFree deliveryLocated in United StatesFree returns1+ watchersTop Rated Plus
- Vineyard Vines Performance Breaker Shorts Chinos Boys 10 Khaki Flat Front PreppyOpens in a new window or tabPre-Owned$11.99or Best Offer+$6.99 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
- Gap Kid Boy Pull On Elastic Waistband Front Back Pocket Soft Twill Green Sz 8 L5Opens in a new window or tabBrand New$6.99Buy It Now+$5.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- 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
- 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
- Boys shorts size 10, dress shorts, school shorts, preppyOpens in a new window or tabPre-Owned$10.00or Best Offer+$6.20 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 Plaid Madras Cotton Shorts Blue Red Kids Size 10Opens in a new window or tabPre-Owned$11.99Was: $15.9925% offBuy It Now+$4.99 deliveryLocated in United States
- Gap Boy's Elastic Waistband Front & Back Pockets Stretch Soft Twill Shorts 10/12Opens in a new window or tabBrand New$12.59Was: $17.9930% offor Best OfferFree delivery in 2-4 daysLocated in United States
- Vintage Red Gap Kids Cargo Shorts size 8 Spring 2004 Line Y2K PreppyOpens in a new window or tabPre-Owned$15.00or Best Offer+$4.54 deliveryLocated in United States
- GAP Kids Gray Seersucker Shorts, Size Large (10), NEWOpens in a new window or tabBrand New$12.99or Best Offer+$5.51 deliveryLocated in United States
- HURLEY Boys Plaid Shorts SIZE 8 Navy 100% Cotton Pockets LOGOsOpens in a new window or tabPre-Owned$7.46Was: $9.9525% offor Best Offer+$5.99 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
- J.Crew Boys Crewcuts Active Shorts Size 8 Brown Tan Outdoors Training PreppyOpens in a new window or tabPre-Owned$20.97Buy It Now+$6.02 deliveryLocated in United States
- Polo Ralph Lauren Boy’s Size 10 Blue and White Seersucker ShortsOpens in a new window or tabPre-Owned$15.90Was: $26.5040% offor Best Offer+$6.54 deliveryLocated in United States
- Hannah Andersson Terry cloth shorts boys 8 pull on drawstring beach summerOpens in a new window or tabPre-Owned$11.04Was: $12.9915% offBuy It Now+$5.02 deliveryLocated in United States
- Tucker+Tate boys cotton shorts, navy blue Size 8 Playtime School Vacation PreppyOpens in a new window or tabPre-Owned$11.24Was: $14.9925% offor Best OfferFree deliveryLocated in United States
- 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
- Crewcuts Blue Chino Khaki Shorts Preppy 7" Inseam - Size Boy's 8Opens in a new window or tabPre-Owned$9.99or Best Offer+$8.75 deliveryLocated in United States
- Boys Size 8 * J Crew Crewcuts* Lot Of 4 Items Polos And Shorts* Blue NauticalOpens in a new window or tabPre-Owned$24.99Buy It Now+$8.71 deliveryLocated in United States
- Polo Ralph Lauren Boys Sz 8 Seersucker Shorts Blue White Adj WaistOpens in a new window or tabPre-Owned$15.00Buy It Now+$6.25 deliveryLocated in United States
- Gap Kid Boy Pull On Elastic Waistband Front Back Pockets Soft Twill Navy Sz 8 L5Opens in a new window or tabBrand New$6.99Buy It Now+$5.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- Crewcuts Boys Blue Seersucker Shorts Size 8 NEW W TAG Preppy Shorts Size SmallOpens in a new window or tabBrand New$36.99Buy It Now+$9.99 deliveryLocated in United States
- 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
- Children's Place Size 8 Burnt Orange/Red Boys Chino Shorts Stylish Preppy SummerOpens in a new window or tabPre-Owned$9.99or Best Offer+$5.02 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
- NWT Peek Boys Plaid Cotton Shorts Size 10 With Pockets Holiday Preppy PhotosOpens in a new window or tabBrand New$13.99or Best Offer+$5.02 deliveryLocated in United States
- NWOT Gap Kids Boys Stretch Twill Shorts Navy Blue Sz M (8) 98%cotton 2% spandexOpens in a new window or tabNew (Other)$10.95Buy It Now+$6.95 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
- IZOD Boys Plaid Shorts SIZE 8 Blue Adjustable Waist 100% Cotton PocketsOpens in a new window or tabPre-Owned$7.46Was: $9.9525% offBuy It Now+$5.99 deliveryLocated in United States
- NWT Gap Kids Navy Blue Cargo Shorts Adjustable Tab Waist Size 8Opens in a new window or tabBrand New$15.99or Best Offer+$8.75 deliveryLocated in United States
- NWT Tailor Vintage Boys Pineapple Bermuda Shorts 8 ResortwearOpens in a new window or tabBrand New$22.99or Best Offer+$5.00 deliveryLocated in United States
- Zara boys checkered shorts with rope tie and pockets. Preppy shorts sz 8 128cmOpens in a new window or tabPre-Owned$16.00or Best Offer+$15.70 deliveryLocated in United States
- Gap Kids Boys Pull On Elastic Waistband Front & Back Pockets Stretch ShortsOpens in a new window or tabBrand New$12.00or Best Offer+$7.60 delivery in 2-4 daysLocated in United States
- Kelly’s Kids Boys 7-8 Madras Patchwork Preppy Nantucket Shorts Elastic waistOpens in a new window or tabPre-Owned$14.00Buy It Now+$4.00 deliveryLocated in United States
- Zara Blue Flat Front Shorts Boys Size 8 Linen Blend Preppy Casual Summer CoastalOpens in a new window or tabPre-Owned$16.00or Best Offer+$15.70 deliveryLocated in United States
- Children's Place Blue White Stripe Palm Tree Boys Chino Shorts Size 8 PreppyOpens in a new window or tabPre-Owned$10.00or Best Offer+$5.02 deliveryLocated in United States
- Abercrombie Kids Shorts Boys 10 Tan Cargo PreppyOpens in a new window or tabPre-Owned$15.99or Best Offer+$11.00 deliveryLocated in United States
- Vineyard Vines Boys Seersucker Breaker Shorts Size 8Opens in a new window or tabPre-Owned$11.70Was: $18.0035% offor Best Offer+$11.95 deliveryLocated in United States
- 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
- Lands' End Boy's 10 Tangerine Orange Shorts Chino Cotton Adjustable Waist PreppyOpens in a new window or tabPre-Owned$12.60Buy It Now+$8.90 delivery in 2-4 daysLocated in United States
- Lands End Kids S Small 8 Rust Khaki Striped Shorts Dress Preppy Drawstring ChinoOpens in a new window or tabPre-Owned$14.99or Best Offer+$8.75 deliveryLocated in United States
- Preppy Zara boys khaki basic tan shorts for school sz 9/10Opens in a new window or tabPre-Owned$10.00or Best Offer+$15.70 deliveryLocated in United States
- OshKosh Boys Size 10 Pink Red Draw String Elastic Cargo Preppy Dressy ShortsOpens in a new window or tabPre-Owned$13.99Buy It NowFree deliveryLocated in United States
- Red Snap Belted Plaid Cargo Shorts Size 10 Blue Red EUC Casual Preppy CottonOpens in a new window or tabPre-Owned$10.99Buy It Now+$8.45 deliveryLocated in United States
- White Blue Striped Preppy Shorts Boy’s 8 Adjustable Waist Lightweight Fall trendOpens in a new window or tabPre-Owned$15.00or Best Offer+$25.04 deliveryLocated in United States
- Hartstrings 10 Boys Shorts Dress Preppy Plaid Madras Blue White Green PatchworkOpens in a new window or tabPre-Owned$14.99or Best Offer+$8.75 deliveryLocated in United States
- White Blue Striped Preppy Shorts Boy’s 8 Adjustable Waist Lightweight Fall trendOpens in a new window or tabPre-Owned$18.00or Best Offer+$28.49 deliveryLocated in United States
- NWT Brooks Brothers Big Boys Pull-On Fleece Shorts Coral Preppy 10Opens in a new window or tabBrand New$20.00or Best Offer+$5.95 deliveryLocated in United States
- NWT Brookstone Brothers Boy's Khaki Shorts Preppy Summer 10YOpens in a new window or tabBrand New$20.00or Best Offer+$5.95 deliveryLocated in United States
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