335 results
- Polo Ralph Lauren Short Boys 8 Khaki Classic Chino Cargo Adjustable Waist PreppyOpens in a new window or tabPre-Owned$18.95Was: $19.955% offor Best Offer+$6.99 deliveryFree returnsExtra 20% off with couponTop Rated Plus
- JANIE & JACK Boys Striped Seersucker Capri Blue Shorts 10 Preppy Casual ClassicOpens in a new window or tabPre-Owned$19.80Was: $22.0010% offor Best Offer+$4.84 delivery
- 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 delivery
- NWT Boy’s Polo Ralph Lauren Khaki Pants “Basic Sand” Sz 8 preppy classicOpens in a new window or tabBrand New$26.00or Best Offer+$3.99 deliverySave up to 20% when you buy more
- Ralph Lauren Polo Blue chambray shorts. Drawstring in waist. Size 10Opens in a new window or tabBrand New$25.00or Best Offer+$6.22 delivery
- Carter’s Boy’s Shorts Lot Of 3 • Tan, Olive, Navy Size 10Opens in a new window or tabPre-Owned$37.99Buy It Now+$6.31 delivery
- Vineyard Vines Boys Size 10 Chino Breaker Shorts Adjustable Waist Lot of 3Opens in a new window or tabPre-Owned$30.00Buy It Now+$10.08 delivery10 watchers
- New Boys Chaps Blue White Striped Seersucker Shorts 100% Cotton Pockets Size 10Opens in a new window or tabNew (Other)$19.95or Best Offer+$4.95 delivery
- Vineyard Vines boys size 10 Performance Adj. Waist pockets shortsOpens in a new window or tabPre-Owned$15.70or Best Offer+$4.84 delivery
- Univibe Boys Khaki Cargo Shorts Sz 8 Small LotOpens in a new window or tabPre-Owned$18.00or Best Offer+$9.45 delivery
- Gap Kids Boys Size 8 Light Gray Chino Shorts 100% Cotton Adjustable WaistOpens in a new window or tabPre-Owned$15.00or Best Offer+$5.80 delivery
- Polo RALPH LAUREN Classic 9” All Over PONY Shorts Boys 10 BLUE/WHITE PinstripeOpens in a new window or tabPre-Owned$19.99Buy It Now+$4.84 delivery
- Lacoste Sports Kid’s White Shorts Size 10Opens in a new window or tabPre-Owned$15.00Buy It Now+$4.84 delivery
- Tommy Hilfiger Shorts Boys Chinos Khakis Tan School Uniform Size 10 Kids PreppyOpens in a new window or tabPre-Owned$17.92or Best Offer+$7.35 deliveryFree returnsExtra 10% off with couponTop Rated Plus
- Vineyard Vines Performance Blue Chino Shorts Adjustable Waist Boys Size 10Opens in a new window or tabPre-Owned$18.05Was: $19.005% offBuy It NowFree delivery
- Enyce Shorts Boys 10 Denim Jean Jorts Pockets Casual Y2K Stitched YOUTHOpens in a new window or tabPre-Owned$18.98or Best Offer+$6.95 deliveryFree returnsLast oneTop Rated Plus
- Essentials Fear Of God Boy's 8 Medium Streetwear Drawstring Sweat ShortsOpens in a new window or tabPre-Owned$25.00or Best Offer+$6.40 delivery
- BROOKS BROTHERS Madras Plaid Shorts 10 $58 Boys Preppy Patchwork Flat FrontOpens in a new window or tabPre-Owned$9.990 bids · Time left6d 20h$14.00Buy It Now+$5.80 delivery
- POLO Ralph Lauren Corduroy Colorblock Shorts Boy size 8 Drawstring PreppyOpens in a new window or tabPre-Owned$17.00or Best Offer+$4.71 delivery
- Boy’s Gymboree Size 8 Summer Dress ShortsOpens in a new window or tabPre-Owned$7.75or Best Offer+$4.71 delivery
From our popular brands
Based on number of views and purchases | Sponsored- WranglerPre-Owned$17.77+$6.95 delivery
- GapPre-Owned$12.99+$6.95 deliveryExtra 10% off with coupon
- GapBrand New$18.88+$6.99 deliveryExtra 15% off with coupon
- NikePre-Owned$5.39+$4.95 delivery
- HurleyPre-Owned$10.99+$5.00 delivery
- WranglerBrand New$14.95+$7.00 delivery
- NWT Vineyard Vines Boys' Breaker Club Shorts Size 10 Stone ChinoOpens in a new window or tabBrand New$16.90or Best Offer+$8.71 delivery
- J.Crew Boys Crewcuts Active Shorts Size 8 Brown Tan Outdoors Training PreppyOpens in a new window or tabPre-Owned$20.98Buy It Now+$5.84 delivery
- Vineyard Vines Breaker Shorts Boys 10 Ocean Breeze Striped Seersucker Casual NWTOpens in a new window or tabBrand New$26.99Buy It Now+$6.80 deliveryExtra 25% off with coupon
- 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 delivery
- Crewcuts J Crew Boy Blue Cotton Pull-On Drawstring Shorts Size 12Opens in a new window or tabPre-Owned$10.45or Best Offer+$4.75 delivery
- J. Bailey Boys Seersucker Shorts Blue White Striped Preppy Southern Style Size 8Opens in a new window or tabPre-Owned$22.85or Best Offer+$7.25 deliveryFree returnsTop 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 15hor Best Offer+$4.99 delivery
- 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 delivery
- J Crew Crewcuts Shorts Youth 8 Khaki Cotton Adjustable Waist Chino Shorts PreppyOpens in a new window or tabPre-Owned$12.79Was: $15.9920% offor Best Offer+$5.00 deliveryFree returnsTop Rated Plus
- Vintage Polo Jeans Co. Ralph Lauren Jean Shorts Boys 10 Black Denim CarpenterOpens in a new window or tabPre-Owned$24.95or Best Offer+$7.95 deliveryFree returnsExtra 10% off with couponTop Rated Plus
- Vineyard Vines Performance Chino Shorts Boys 8 Tan Adjustable WaistOpens in a new window or tabPre-Owned$17.00or Best Offer+$4.71 delivery
- Polo Ralph Lauren Shorts Youth 8 Green Vintage Plaid Preppy Classic ChinoOpens in a new window or tabPre-Owned$17.99or Best Offer+$6.99 deliveryFree returns
- Ralph Lauren Boy'sPull On Shorts Polo 1992 Blue Size M (10-12)Opens in a new window or tabPre-Owned$11.49or Best Offer+$6.55 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- Ralph Lauren Shorts Boys 10 Beige Chino Seer Sucker Flat Front Golf Preppy BeachOpens in a new window or tabPre-Owned$12.00or Best Offer+$5.95 delivery
- True Religion Shorts Boys 10 Geno Relaxed Slim Blue Denim Cuffed Bermuda ShortOpens in a new window or tabPre-Owned$14.95or Best Offer+$5.95 delivery
- Polo Ralph Lauren Boys White Straight Fit Chino Shorts with Pockets Size 10Opens in a new window or tabPre-Owned$20.00or Best Offer+$6.40 delivery
- NWT Nautica Big Boys Heather Gray French Terry Sweat Shorts sz 8 SOpens in a new window or tabBrand New$12.00Buy It Now+$4.99 deliverySave up to 10% when you buy more
- Crewcuts Factory Pink Shorts Boy’s Size 10 Cotton Adjustable Waist Preppy EasterOpens in a new window or tabPre-Owned$20.00or Best Offer+$6.99 delivery
- VINTAGE Wrangler Denim Cargo Shorts Youth Boys 10 Husky Adjustable Waist Y2KOpens in a new window or tabPre-Owned$17.77or Best Offer+$6.95 delivery
- Polo Ralph Lauren Boys All Over Pony Print Chino Shorts White/Blue Size 10Opens in a new window or tabPre-Owned$15.96Buy It Now+$5.99 delivery
- J Crew Crewcuts Boys Classic Khaki Shorts Tan Beige Adjustable Waist Size 8Opens in a new window or tabPre-Owned$15.44or Best Offer+$5.54 deliveryFree returnsTop Rated Plus
- NEW! NWT Children's place Boys Uniform Hybrid Quick Dry Chino Shorts Flax KhakiOpens in a new window or tabBrand New$9.50or Best Offer+$4.71 delivery
- Gap Shorts Boys Size 10 Husky Brown Chino Khaki Preppy Youth KidsOpens in a new window or tabBrand New$18.88or Best Offer+$6.99 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- Southern Tide Shorts Boys 10 Beige Flat Front Lightweight Adjustable WaistOpens in a new window or tabPre-Owned$9.02Was: $12.8830% offor Best Offer+$4.71 deliveryFree returnsExtra 26% off with couponTop Rated Plus
- Vineyard Vines Stretch Breaker Sea Swell Green Shorts Boys Sz 10 NWTOpens in a new window or tabBrand New$19.99Buy It Now+$7.35 delivery
- Nautica Shorts Youth 10 Turquoise Chino Casual Cotton Preppy KidsOpens in a new window or tabPre-Owned$5.00Buy It Now+$4.52 delivery
- Polo Ralph Lauren Boys Size 8 Yellow Flat Front Chino ShortsOpens in a new window or tabPre-Owned$22.98or Best Offer+$5.95 deliveryFree returns
- Polo Ralph Lauren Boys Slim Fit Blue and White Seersucker Preppy Shorts Size 10Opens in a new window or tabPre-Owned$12.00or Best Offer+$8.00 delivery
- Hanna Andersson Jersey Stripey Shorts Size 8Opens in a new window or tabPre-Owned$9.99or Best Offer+$4.57 delivery
- BNWT Vineyard Vines Boys 10 Tan Breaker Short Classic Preppy Very Nice QualityOpens in a new window or tabBrand New$19.99Buy It Now+$6.75 delivery
- Kuhl Youth Outdoor Hiking Charcoal Shorts Built in Recco Nature Size 10 #6362Opens in a new window or tabPre-Owned$12.88or Best Offer+$5.00 delivery
- NWT J.Crew Crewcuts Kids' printed pull on short in linen, WHITE VIVID BLUE, Sz 8Opens in a new window or tabBrand New$24.95Buy It Now+$7.35 delivery
- J Crew Crewcuts Seersucker Shorts Boys Size 10 Green White Striped 100% CottonOpens in a new window or tabBrand New$18.99or Best Offer+$5.80 delivery in 2-4 days
- 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 delivery
- Murrays Toggery Shop Boys Sz 10 Shorts Nantucket Reds Cotton Adjustable WaistOpens in a new window or tabPre-Owned$14.40Was: $24.0040% offor Best OfferFree deliveryFree 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 delivery
- new Carter's Boys Flat Front Shorts khaki beige Size 8 adj waistband School PrepOpens in a new window or tabNew (Other)$12.45Was: $13.9911% offBuy It NowFree delivery
- Vintage Abercrombie & Fitch Shorts Boys 10 Camo Cargo Surplus DrawstringsYouthOpens in a new window or tabPre-Owned$8.80Was: $22.0060% offor Best Offer+$9.00 delivery
- Boys Elastic Waist Drawstring Cotton Blend Army Camouflage Kids Cargo ShortsOpens in a new window or tabBrand New$26.74Buy It NowFree deliveryFree returnsTop Rated Plus
- 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 delivery
- 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 delivery
- Old Navy Pull On Linen Blend Shorts Boys Size Medium 8 Tan Drawstring WaistOpens in a new window or tabPre-Owned$5.60Was: $7.0020% offor Best Offer+$4.98 deliveryFree returnsTop Rated Plus
- American Flag Shorts Sz 8 Longer Length Gymboree GAP Kids TCP Tshirt LotOpens in a new window or tabPre-Owned$25.00or Best Offer+$7.35 delivery
- Polo Ralph Lauren Flat Front Shorts Grey Boys SIZE 8Opens in a new window or tabPre-Owned$12.95or Best Offer+$8.55 deliveryExtra 20% off with coupon
- Rylee Cru Shorts Kid 10Y Brown Pull On Floral Summer Beach Travel Preppy NeutralOpens in a new window or tabPre-Owned$18.00Buy It Now+$5.80 delivery
- Zone Pro OT Sport Athletech Shorts Sz 8 8/10 Small S Lot Longer LengthOpens in a new window or tabPre-Owned$30.00or Best Offer+$7.35 delivery
- Izod Boys Sz 10 Shorts Colorful Plaid Adjustable Waist 100% Cotton Preppy SummerOpens in a new window or tabPre-Owned$7.00or Best Offer+$6.00 deliveryFree returnsExtra 10% off with couponTop 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 delivery
- The Children's Place & Cherokee Boys Khaki Cargo Flat Front Shorts Size 8 BundleOpens in a new window or tabPre-Owned$18.00or Best Offer+$10.00 delivery
- Lands End Shorts Boys Size 10 Khaki Adjustable WaistOpens in a new window or tabPre-Owned$5.00Buy It Now+$7.35 deliveryFree returnsTop Rated Plus
- Janie And Jack Boy’s Dressy Shorts Sz 8 Pink Linen Cotton Adjustable Party BeachOpens in a new window or tabNew (Other)$19.00or Best Offer+$4.99 delivery
- 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+$5.80 delivery
- 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 delivery
- Polo Ralph Lauren Navy Blue Boy 10 Blue Pony Preppy Parachute Rugby Twill ShortsOpens in a new window or tabPre-Owned$10.79Was: $11.9910% offor Best Offer+$6.95 delivery
- Vineyard Vines Boy's Chino Shorts Navy Blue Preppy Cotton Twill Classic Size 10Opens in a new window or tabPre-Owned$19.99or Best Offer+$7.99 delivery
- Items Per Page
