429 results
- Boys Tony Hawk Shorts Green Plaid Size 18 Skater PreppyOpens in a new window or tabPre-Owned$16.99or Best OfferFree delivery
- Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 18Opens in a new window or tabPre-Owned$28.00or Best Offer+$7.25 delivery
- Vineyard Vines Shorts Boy 8 Youth Blue Performance Golf Chino Stretch Flat FrontOpens in a new window or tabPre-Owned$15.99Was: $19.9920% offor Best Offer+$6.99 deliveryFree returnsTop Rated Plus
- Gap Kids Boys Stretch Twill Shorts, Size L (10/12) Medieval Blue, Free ShippingOpens in a new window or tabBrand New$11.99or Best OfferFree delivery
- Polo Ralph Lauren Shorts 4T Navy Blue Big Pony Casual Flat Front ChinoOpens in a new window or tabPre-Owned$15.00or Best Offer+$5.80 delivery
- Mini Boden Shorts Boy 4Y Blue White Seersucker Stripe Roll-Up Hem Elastic WaistOpens in a new window or tabPre-Owned$12.95or Best Offer+$5.50 deliveryFree returnsTop Rated Plus
- Lot of 2 Boys Children’s Place Cargo Shorts, Gray, Black Size 8 Slim, Cute!Opens in a new window or tabPre-Owned$6.00Buy It Now+$6.85 delivery
- LOT OF 4 Boys Shorts-Nike, Chaps, Reebok, Old Navy - Size 14/16Opens in a new window or tabPre-Owned$20.00or Best Offer+$14.00 delivery
- Chubbies Baby Blue 100% Cotton Shorts Boys Sz M Minimalist Preppy Beach CoastalOpens in a new window or tabPre-Owned$20.00or Best Offer+$4.33 delivery
- 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 deliveryFree returnsSave up to 30% when you buy moreTop Rated Plus
- Travis Mathew Shorts Boys Size 8 Blue Golf Preppy Sports Casual OutdoorOpens in a new window or tabPre-Owned$10.77Was: $17.9540% offor Best Offer+$5.95 deliveryFree returnsExtra 20% off with couponTop Rated Plus
- NWT Polo Ralph Lauren $50 Big Boy's Chino Drawstring Short, Newport Navy, Sz LOpens in a new window or tabBrand New$29.99Buy It Now+$5.85 delivery
- Vineyard Vines Shorts Boys 18 Blue Shorts 10 Inseam ChinoOpens in a new window or tabPre-Owned$20.00Was: $25.0020% offBuy It NowFree delivery
- Vineyard Vines Boys Aqua Blue Green Embroidered Whale Breaker Shorts 18 PreppyOpens in a new window or tabPre-Owned$11.96Was: $14.9520% offor Best Offer+$6.99 delivery
- Under Armour Boys Golf Shorts Size Youth Large Uniform Black Adjustable CactusOpens in a new window or tabPre-Owned$14.99Was: $19.9925% offor Best Offer+$7.25 deliveryFree returnsExtra 10% off with couponTop Rated Plus
- Vineyard Vines Performance Shorts Boys Size 18 Beige Tan Outdoors Youth GolfOpens in a new window or tabPre-Owned$24.50or Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- Peter Millar Boys Salem Performance Shorts Skulls Size M 9-10 Adjustable WaistOpens in a new window or tabPre-Owned$26.99Was: $29.9910% offor Best Offer+$5.99 delivery
- Polo Ralph Lauren Boys L 14-16 Sweat Shorts Spell out Stretch French Terry WhiteOpens in a new window or tabPre-Owned$20.00Buy It Now+$5.80 delivery
- Polo Ralph Lauren Shorts Men's XS Youth Large Peeking Polo Bear Double KnitOpens in a new window or tabPre-Owned$34.99or Best Offer+$5.99 deliveryFree returnsExtra 10% off with couponTop Rated Plus
- 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+$6.00 deliveryFree returnsTop Rated Plus
From our popular brands
Based on number of views and purchases | Sponsored- GapGap Kids Boys Stretch Twill Shorts, Size L (10/12) Medieval Blue, Free ShippingOpens in a new window or tabBrand New$11.99Free delivery
- GapGap Kids Boys Youth Camo Cargo Shorts Size 14 Green Cotton Stretch 10"LOpens in a new window or tabPre-Owned$14.99+$7.95 deliveryExtra 25% off with coupon
- HurleyHurley Shorts Boys 22 Gray Chino Outdoors Casual Comfort PreppyOpens in a new window or tabPre-Owned$13.99+$6.99 delivery
- NikeNike Dri-Fit Athletic Shorts Youth Large Red 100% Polyester YGI L4-54Opens in a new window or tabPre-Owned$22.99+$6.99 delivery
- HurleyHurley Shorts Boys 22 Beige Chinos Khaki Outdoors Casual Comfort Dress PreppyOpens in a new window or tabPre-Owned$13.99+$6.99 delivery
- NikeNike Dri-Fit Athletic Shorts 9” Inseam Boys L Maroon Red Polyester YGI G4-143Opens in a new window or tabPre-Owned$29.00+$6.99 delivery
- WranglerWrangler Boy's Gamer Cargo Shorts 5-Star Premium Size 18 NEWOpens in a new window or tabBrand New$14.95+$7.00 delivery
- Gap Kids Boys Youth Camo Cargo Shorts Size 14 Green Cotton Stretch 10"LOpens in a new window or tabPre-Owned$14.99or Best Offer+$7.95 deliveryFree returnsExtra 25% off with couponTop Rated Plus
- Vineyard Vines Boys Pastel Pink Yellow Blue Plaid Shorts Sz 18Opens in a new window or tabPre-Owned$7.99Was: $9.9920% offor Best Offer+$5.80 delivery
- Signature Levi Strauss Jean Denim Cutoff Shorts Boy's 18 Adjustable WaistOpens in a new window or tabPre-Owned$8.99Was: $9.9910% offor Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- Lucky Brand Boys Shorts L Camouflage Cargo Chino Khaki Pockets Drawstrings YouthOpens in a new window or tabPre-Owned$11.98Buy It NowFree delivery
- NWOT Tommy Hilfiger Boys Khaki Shorts Size 18 Twill Blend School Uniform BeigeOpens in a new window or tabNew (Other)$19.99or Best Offer+$5.00 delivery in 2-3 days
- Vineyard Vines Performance Shorts Youth Size 18 Blue 11.5" Inseam LightweightOpens in a new window or tabPre-Owned$25.00or Best Offer+$6.40 delivery
- NWT OLD NAVY BOY L 10-12 Built-N-Flex Above Knee Linen Blend Chino Shorts GreenOpens in a new window or tabBrand New$5.99Buy It Now+$5.25 deliveryExtra 10% off with coupon
- Polo Ralph Lauren Boys Polyester Golf Shorts 18 Blue 29x10.5 New With TagOpens in a new window or tabBrand New$20.00Buy It NowFree deliveryFree returns
- Polo Ralph Lauren Flat Front Casual Shorts Boys Size 18Opens in a new window or tabPre-Owned$25.00or Best Offer+$7.25 delivery
- Vintage Polo Jeans Co Ralph Lauren Boys Cargo Shorts Size 4 Beige ChinoOpens in a new window or tabPre-Owned$29.90or Best Offer+$4.79 deliveryFree returns
- Polo Ralph Lauren Shorts Boys Size 8 Flat Front Cotton Green Chino Casual PreppyOpens in a new window or tabPre-Owned$19.99or Best Offer+$5.99 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- Under Armour Boys Size 18 Gray Casual Preppy Golf ShortsOpens in a new window or tabPre-Owned$5.99Buy It Now+$8.84 delivery
- Nike Shorts Boys Large Green White Active Basketball Drawstring Pocket ActiveOpens in a new window or tabPre-Owned$12.46Was: $13.8510% offor Best Offer+$7.98 delivery
- Vineyard Vines Performance Khaki Chino Shorts Adjustable Waist Boys Size 8Opens in a new window or tabPre-Owned$15.00or Best Offer+$5.25 delivery
- Gymboree 4 4T Boys Shorts Plaid EUC adjustable waist preppy vintageOpens in a new window or tabPre-Owned$8.00or Best Offer+$4.95 delivery
- Under Armour Shorts Boys L Gray Lightweight Cargo Youth Golf PerformanceOpens in a new window or tabPre-Owned$14.99or Best Offer+$8.71 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Boy Shorts Size 18 Off White Cream w/Pockets Flat 28" WaistOpens in a new window or tabPre-Owned$9.99or Best Offer+$6.84 deliveryFree returns
- Cat & Jack Boys Shorts Summer Pants Size 8 Gray Chino Active Uniform PreppyOpens in a new window or tabPre-Owned$5.59Was: $12.9957% offor Best Offer+$7.99 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- Vineyard vines boys chino shorts classic fit flat front size 18 color greenOpens in a new window or tabPre-Owned$20.00or Best Offer+$5.97 delivery
- Polo Ralph Lauren Chino Shorts Youth 18 Pink Corduroy Sailboats All Over PrintOpens in a new window or tabPre-Owned$11.99Was: $19.9940% offor Best Offer+$5.95 deliveryFree returnsTop Rated Plus
- NWT Lucky Brand Boys Shorts L Camouflage Cargo Chino Khaki Pockets DrawstringsOpens in a new window or tabBrand New$19.99or Best Offer+$8.35 delivery
- Polo Ralph Lauren Shorts RL 4T Boys Size Tan Cargo y2k tan great conditionOpens in a new window or tabPre-Owned$16.00or Best Offer+$7.00 delivery
- Polo Ralph Lauren Black Shorts Youth Boys Size L (14-16) Chino DrawstringOpens in a new window or tabPre-Owned$16.99Buy It Now+$7.84 delivery
- Tommy Hilfiger Youth Cargo Shorts Stretch Boys Sz 14 Pink Preppy NewOpens in a new window or tabBrand New$12.95or Best Offer+$8.19 delivery
- Vintage Nike Athletic Shorts, Large (12-14) Youth, Dark Blue Grey Tag DrawstringOpens in a new window or tabPre-Owned$13.50or Best Offer+$6.35 delivery
- Polo by Ralph Lauren Big Boys Shorts- Blue with Orange Pony Logo - Size 18Opens in a new window or tabPre-Owned$12.00or Best Offer+$7.35 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Madras Cargo Shorts Plaid Boy's Size 18Opens in a new window or tabBrand New$24.99Buy It Now+$6.85 delivery
- Vineyard Vines Classic Whale USA Casual Shorts (Boys Size 18) Yellow PreppyOpens in a new window or tabPre-Owned$12.95Buy It Now+$6.84 delivery
- Gap Fit Lot of 2 Boys Shorts L 10 Navy Grey 1 Is NWTOpens in a new window or tabBrand New$17.99or Best Offer+$4.99 deliveryFree returnsTop Rated Plus
- New Vineyard Vines Boys Sz Large 16 Blue Elastic Drawstring Shorts CampfireOpens in a new window or tabBrand New$22.87or Best Offer+$6.99 delivery2 watchers
- 2011 GYMBOREE BOYS Deep Sea Adventure Dude Plaid Bermuda Summer Shorts 4T 4 YrsOpens in a new window or tabPre-Owned$7.99or Best Offer+$6.75 delivery in 2-4 daysFree returnsTop Rated Plus
- Boys Crown & Ivy Motion Flex Shorts Size 18 Blue Adjustable WaistOpens in a new window or tabPre-Owned$8.96Was: $11.9525% offor Best Offer+$5.80 delivery
- Gymboree boys 8 madras preppy plaid Bermuda shorts blue yellow summer brightOpens in a new window or tabPre-Owned$20.00or Best Offer+$7.35 delivery
- Polo Ralph Lauren Shorts Kids Boys Small 8 Navy Blue Fleece Drawstring PreppyOpens in a new window or tabPre-Owned$18.00or Best Offer+$7.25 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Boys Blue Fine Stripe All Over Pony ShortsOpens in a new window or tabBrand New$20.99Was: $29.9930% offBuy It Now+$8.71 delivery4+ watchers
- VINTAGE Bloomingdale’s The Next Generation Shorts Youth Large 16-18 Blue 80sOpens in a new window or tabBrand New$24.00or Best Offer+$6.55 deliveryFree returns
- Polo Ralph Lauren Boys' Paint Splatter Sullivan Slim Denim Shorts Size 12 NWTOpens in a new window or tabBrand New$29.99or Best Offer+$7.35 delivery
- The Children's Place Boys Shorts Multicolor Patchwork Boys Size 8 AdjustableOpens in a new window or tabPre-Owned$4.99Was: $9.9950% offor Best Offer+$5.75 delivery
- Polo Ralph Lauren Boys' Paint Splatter Sullivan Slim Denim Shorts Size 14 NWTOpens in a new window or tabBrand New$24.59Was: $29.9918% offor Best Offer+$7.25 deliveryLast one
- New Chubbies Shorts Youth Boys L 14/16 Sea Foam Originals Elastic WaistOpens in a new window or tabBrand New$30.00or Best Offer+$6.40 deliveryExtra 20% off with coupon
- Under Armour Boy's Size 18 Navy Blue Loose Heatgear Golf Preppy ShortsOpens in a new window or tabPre-Owned$14.99or Best OfferFree deliveryFree returnsTop Rated Plus
- Vineyard Vines Khaki Kids Size 8 Shorts Adjustable Waist Flat FrontOpens in a new window or tabPre-Owned$14.40or Best Offer+$4.84 deliveryExtra 15% off with coupon
- Old Navy Boys Black School Uniform Shorts Size 18 Knee Length PreppyOpens in a new window or tabPre-Owned$8.00or Best Offer+$5.00 delivery in 2-3 daysSave up to 15% when you buy more
- H&M Chino Shorts Boys 3-4 Y Striped Adjustable WaistOpens in a new window or tabPre-Owned$4.88or Best Offer+$6.45 delivery
- Hannah Kate Plaid Navy/White Shorts Size 4 SlimOpens in a new window or tabPre-Owned$18.00or Best Offer+$4.33 delivery
- Childrens Place Shorts Boys Size 8 Plaid Blue, Teal, Navy Preppy Academia SchoolOpens in a new window or tabPre-Owned$4.97or Best Offer+$4.99 deliveryFree returnsTop Rated Plus
- Janie & Jack Shorts Boys 4 Plaid Zipper Fly Pockets Preppy Casual Cotton BermudaOpens in a new window or tabPre-Owned$14.44Was: $16.9915% offor Best Offer+$5.75 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- Under Armour Boys Size 18 Gray Casual Preppy Golf ShortsOpens in a new window or tabPre-Owned$11.59Was: $12.8810% offor Best Offer+$4.71 deliveryFree returnsExtra 15% off with coupon
- Oscar de la Renta Plaid Shorts 4YOpens in a new window or tabPre-Owned$50.00or Best Offer+$4.84 delivery
- 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
- Gap Kids Boys Size 8 Lt. Gray Chino Shorts 100% Cotton Adjustable Waist 7” LongOpens in a new window or tabPre-Owned$7.99or Best Offer+$4.84 delivery
- Abercrombie Boys Size M Board Swim Blue Shorts Bermuda LinedOpens in a new window or tabPre-Owned$11.25or Best Offer+$5.80 delivery
- Wonder Nation Boys Sz 18 Shorts Blue Flat Front Chino Stretch Adjustable PreppyOpens in a new window or tabPre-Owned$7.00or Best Offer+$7.00 deliveryFree returnsExtra 5% off with couponTop Rated Plus
- Lot Of 2 Boys Short-1 Children’s Place S7 Jean Short, 1 Old navy Sz 8 Jean ShortOpens in a new window or tabPre-Owned$8.00or Best Offer+$8.71 delivery
- Polo Ralph Lauren Shorts Boys Large Tan Big Pony Logo Casual Preppy VintageOpens in a new window or tabPre-Owned$18.66or Best Offer+$5.99 deliveryFree returns
- Polo Ralph Lauren Shorts Youth Size 18 Color Block Preppy RetroOpens in a new window or tabBrand New$30.00or Best Offer+$4.71 delivery
- Items Per Page
