62 results
- Rip Curl Shorts Boys 23 Gray Chino Outdoors Casual Comfort PreppyOpens in a new window or tabPre-Owned$19.99or Best Offer+$6.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- Lacoste Boys Two Tone White/ Olive Green Logo Sweat Shorts W/Pockets Kids Sz 10Opens in a new window or tabPre-Owned$25.00or Best Offer+$8.54 deliveryLocated in United States
- 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
- NWT Gap Boy's Elastic Waistband Stretch Soft Twill Shorts Size M (8) BlueOpens in a new window or tabBrand New$13.49Was: $14.9910% offor Best Offer+$5.80 deliveryLocated in United States
- 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 deliveryLocated in United StatesFree returnsSave up to 30% when you buy moreTop Rated Plus
- Vineyard Vines Breaker Shorts Boys Island Paradice green blue 10 NWTOpens in a new window or tabBrand New$19.000 bids · Time left4d 13hor Best Offer+$4.99 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+$5.17 deliveryLocated in United StatesFree returnsTop Rated Plus
- Boys Under Armour Chino Golf Adjustable Waist Khaki Shorts size Youth MediumOpens in a new window or tabPre-Owned$11.00or Best Offer+$4.84 deliveryLocated in United States
- 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
- Class Club Boy's Size 8 Navy Blue Modern Fit Adjustable Waist Shorts UniformOpens in a new window or tabPre-Owned$8.88or Best Offer+$2.89 deliveryLocated in United States
- Polo Ralph Lauren Shorts Boys Sz 10 Chino White CasualOpens in a new window or tabBrand New$15.95or Best Offer+$5.99 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 deliveryLocated in United States
- 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
- NWOT Gap Kids Boys Stretch Twill Shorts Navy Blue Sz M (8) 98%cotton 2% spandexOpens in a new window or tabNew (Other)$12.95Buy It Now+$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+$5.40 deliveryLocated in United StatesFree returns
- J.Crew Boys Crewcuts Active Shorts Size 8 Brown Tan Outdoors Training PreppyOpens in a new window or tabPre-Owned$16.78Was: $20.9820% offBuy It Now+$5.84 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
- Gap Boy's Elastic Waistband Front & Back Pockets Stretch Soft Twill ShortsOpens in a new window or tabPre-Owned$7.99Buy It Now+$6.55 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
- Hannah Andersson Terry cloth shorts boys 8 pull on drawstring beach summerOpens in a new window or tabPre-Owned$9.74Was: $12.9925% offBuy It Now+$4.84 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
- Polo Ralph Lauren Plaid Madras Cotton Shorts Blue Red Kids Size 10Opens in a new window or tabPre-Owned$9.59Was: $15.9940% offBuy It Now+$4.99 deliveryLocated in United States
- Polo Ralph Lauren Boys Chino Shorts Navy Blue NWT Size 14 Youth Kids PreppyOpens in a new window or tabBrand New$19.95Buy It Now+$4.84 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+$6.55 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
- 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+$14.25 deliveryLocated in United States
- HURLEY Boys Plaid Shorts SIZE 8 Navy 100% Cotton Pockets LOGOsOpens in a new window or tabPre-Owned$9.95Buy It Now+$5.99 deliveryLocated in United States
- IZOD Boys Plaid Shorts SIZE 8 Blue Adjustable Waist 100% Cotton PocketsOpens in a new window or tabPre-Owned$9.95Buy It Now+$5.99 deliveryLocated in United States
- Polo Ralph Lauren Boy’s Size 10 Blue and White Seersucker ShortsOpens in a new window or tabPre-Owned$19.60Was: $24.5020% offor Best Offer+$8.00 delivery in 2-4 daysLocated in United States
- Vineyard Vines Boys Seersucker Breaker Shorts Size 8Opens in a new window or tabPre-Owned$9.90Was: $18.0045% offor Best Offer+$9.45 deliveryLocated in United States
- Gap Shorts Boys Medium Husky Chino Khaki Bermuda Tan Elastic Drawstring Waist MOpens in a new window or tabPre-Owned$8.99or Best Offer+$5.75 deliveryLocated in United StatesFree returnsTop Rated Plus
- 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
- 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
- NWT Peek Boys Plaid Cotton Shorts Size 10 With Pockets Holiday Preppy PhotosOpens in a new window or tabBrand New$13.99or Best Offer+$4.84 deliveryLocated in United States
- Gap Boy's Navy Elastic Waistband Front & Back Pockets Stretch Soft Twill ShortsOpens in a new window or tabBrand New$13.56Was: $16.9520% offBuy It NowFree deliveryLocated in United States
- 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
- NWT Gap Kids Navy Blue Cargo Shorts Adjustable Tab Waist Size 8Opens in a new window or tabBrand New$15.99or Best Offer+$6.55 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$35.00Buy It Now+$8.71 deliveryLocated in United States
- Abercrombie Kids Shorts Boys 10 Tan Cargo PreppyOpens in a new window or tabPre-Owned$15.99or Best Offer+$10.10 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$12.99or Best Offer+$4.84 deliveryLocated 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
- 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+$14.25 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+$4.84 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
- 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
- Polo Ralph Lauren Plaid Shorts Boys 12 Cotton Preppy Coastal Academia SummerOpens in a new window or tabPre-Owned$19.88or Best Offer+$6.30 deliveryLocated in United StatesExtra 18% off with coupon
- Gap Boy Elastic Waistband Pockets Stretch Soft Twill Shorts Green M 8 NWTOpens in a new window or tabBrand New$11.21Was: $13.6718% offor Best Offer+$6.55 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+$7.00 deliveryLocated in United States
- Crewcuts Factory Tan Shorts Boy’s Size 10 Cotton Adjustable Waist Preppy EasterOpens in a new window or tabPre-Owned$14.00Was: $20.0030% offor Best Offer+$6.99 deliveryLocated in United States
- GAP Kids Gray Seersucker Shorts, Size Large (10), NEWOpens in a new window or tabBrand New$12.99or Best Offer+$5.31 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+$6.20 deliveryLocated in United States
- VGUC JCrew M Boys Shorts Chambray Blue Elastic Pull On Preppy School DrawstringOpens in a new window or tabPre-Owned$15.00or Best Offer+$5.00 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+$6.15 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+$9.45 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+$14.25 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+$9.45 deliveryLocated 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+$6.55 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+$6.90 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
- Hartstrings 10 Boys Shorts Dress Preppy Plaid Madras Blue White Green PatchworkOpens in a new window or tabPre-Owned$14.99or Best Offer+$6.55 deliveryLocated in United States
- Columbia Youth Medium Blue Chino Shorts Outdoors Gorpcore Preppy HikingOpens in a new window or tabPre-Owned$14.50Buy It Now+$6.55 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
- Items Per Page
