225 results
- Boys Tony Hawk Shorts Green Plaid Size 18 Skater PreppyOpens in a new window or tabPre-Owned$16.99or Best OfferFree delivery
- GAP Shorts Boys XXL 14-16 Red Relaxed Pull On NewOpens in a new window or tabBrand New$12.99Buy It Now+$5.95 deliveryFree returnsTop Rated Plus
- AFTCO Boy fish Shorts Youth Med Coral Pink Flat Nylon 6” Inseam EUC Preppy NiceOpens in a new window or tabPre-Owned$15.000 bids · Time left23h 33mor Best Offer+$4.84 delivery
- 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
- Little Britches Boy's Ole Miss Gingham Shorts Size 3T Preppy Ole Miss ShortsOpens in a new window or tabPre-Owned$14.25Was: $15.005% offor Best Offer+$6.40 deliveryExtra 5% off with coupon
- Lucky Brand Camouflage Cargo Shorts Youth Size Medium 10-12Opens in a new window or tabPre-Owned$9.85or Best Offer+$4.99 delivery
- Polo Ralph Lauren Boys All Over Pony Print Chino Shorts White/Blue Size 18 MoOpens in a new window or tabPre-Owned$9.99or Best Offer+$4.71 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 returnsExtra 20% off with couponTop Rated Plus
Picked For You
Top selling items from trusted sellers | Sponsored- Old Navy Boy’s Gray Cargo Pants Cotton Drawstring Elastic Waist Size Small 6/7Opens in a new window or tabPre-Owned$6.99or Best Offer+$5.50 delivery
- Burlebo Outdoor Preppy Athletic Blue Elastic Waist Snap Zip Closure Pockets 4/6Opens in a new window or tabPre-Owned$30.00or Best Offer+$8.84 delivery
- 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
- Vineyard Vines Shorts Boys 18 Blue Navy Breaker Solid Preppy Bermuda Whale KidsOpens in a new window or tabPre-Owned$18.88or Best Offer+$7.00 deliveryFree returns
- 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
- Polo Ralph Lauren Flat Front Casual Shorts Boys Size 18Opens in a new window or tabPre-Owned$25.00or Best Offer+$7.25 delivery
- 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
- Ralph Lauren Polo Youth Juniors Prepster Classic Elastic Waist Shorts Size 18Opens in a new window or tabPre-Owned$25.00or Best Offer+$7.35 delivery
- 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
- Nike Dri-Fit Basketball Shorts Size Youth Size S BlackOpens in a new window or tabPre-Owned$12.71or Best Offer+$5.99 delivery
- 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 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
From our popular brands
Based on number of views and purchases | Sponsored- Boys Wonder Nation Gray Tough Core Drawstring Shorts Size S(6-7) School ApprovedOpens in a new window or tabBrand New$8.50Buy It NowFree delivery20 watchers
- 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
- 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
- Old Navy Shorts Boys XXL Beige Linen Plus Built In Flex Drawstring Dock PreppyOpens in a new window or tabPre-Owned$16.64Was: $18.4910% offor Best Offer+$6.99 deliveryFree returnsTop Rated Plus
- Boys Polo Ralph Lauren White Shorts Pants Size 18 VEUCOpens in a new window or tabPre-Owned$8.000 bids · Time left1d 7h$16.00Buy It Now+$7.99 delivery
- 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
- 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
- Abercrombie Boys Size M Board Swim Blue Shorts Bermuda LinedOpens in a new window or tabPre-Owned$11.25or Best Offer+$5.80 delivery
- Gap Kids Shorts Boys 18 Husky Chino Cotton Stretch Flat Front Lot of 4 Gray BlueOpens in a new window or tabPre-Owned$18.89Was: $26.9930% offor Best Offer+$29.68 delivery
- VINEYARD VINES By Shep & Ian Pastel Pin Stripe Bermuda Board Shorts Boys Size 18Opens in a new window or tabPre-Owned$18.00or Best Offer+$5.95 delivery
- Polo Ralph Lauren Boys Cotton Ripstop Cargo Shorts Size 18 Shorts Gray 30x11Opens in a new window or tabPre-Owned$16.19or Best Offer+$7.35 delivery
- Chaps Bermuda Shorts Boys 18 Blue PlaidOpens in a new window or tabPre-Owned$10.00Buy It Now+$5.99 deliveryFree returnsTop Rated Plus
- Tony Hawk Hybrid Plaid Shorts Boys Size 18 Casual Cargo Short Pants - Worn OnceOpens in a new window or tabPre-Owned$14.00Buy It NowFree deliveryFree returnsTop Rated Plus
- US Polo Assn Plaid patchwork shorts boys 18 colorful madras cotton adjustableOpens in a new window or tabPre-Owned$8.29Was: $9.9917% offBuy It Now+$5.62 deliveryFree returnsTop Rated Plus
- Lands' End - Youth Boys Small (6-7) Navy Pocket Shorts Waist 20" Inseam 6"Opens in a new window or tabPre-Owned$8.66Was: $11.5525% offor Best Offer+$5.00 delivery
- Hurley Nike Dri-Fit Mens Boys 18 Gray Shorts Golf Casual Spring Summer PreppyOpens in a new window or tabPre-Owned$10.00or Best Offer+$4.84 delivery
- ABERCROMBIE KIDS Green Linen Blend SHORTS Boy’s Size 17/18 Drawstring & PocketsOpens in a new window or tabPre-Owned$10.00Buy It Now+$5.50 deliveryExtra 10% off with coupon
- Brooks Brothers Shorts Youth Boy 18 Patchwork Plaid Cotton 28x10 Preppy AcademiaOpens in a new window or tabPre-Owned$16.99Was: $19.9915% offBuy It Now+$5.26 delivery
- Vineyard Vines Shorts Boys Size 18 Blue Chino Whales Casual Preppy StretchOpens in a new window or tabPre-Owned$18.99or Best Offer+$5.95 deliveryFree returnsTop Rated Plus
- Polo By Ralph Lauren Shorts Boys 18 Tan Vintage Classic Chino Preppy Mid RiseOpens in a new window or tabPre-Owned$21.97or Best Offer+$5.95 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- Polo Ralph Lauren Boys' Paint Splatter Sullivan Slim Denim Shorts Size 18 NWTOpens in a new window or tabBrand New$34.95or Best Offer+$8.19 delivery
- Denizen By Levi’s Boys Cargo Shorts Size 30 Academia Preppy Uniform KhakiOpens in a new window or tabBrand New$9.99or Best Offer+$8.24 delivery
- Tommy Bahama Short Boys Sz Small Hybrid Casual Elastic Waist Pull-On Comfy BeachOpens in a new window or tabPre-Owned$8.11or Best Offer+$4.99 deliveryFree returnsTop Rated Plus
- 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
- 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
- Wrangler Boy's Gamer Cargo Shorts 5-Star Premium Size 18 NEWOpens in a new window or tabBrand New$14.95Buy It Now+$5.00 deliveryFree returns
- Nautica Boys BoardShorts-Small (4)navy BlueOpens in a new window or tabPre-Owned$5.98or Best Offer+$4.51 delivery
- Vineyard Vines Shep & Ian Size 18 Boy’s Chino Shorts Khaki PinkOpens in a new window or tabPre-Owned$15.99Was: $19.9920% offor Best Offer+$5.80 delivery
- Under Armour Boys Plaid Chino Shorts Size Small Blue Preppy GolfOpens in a new window or tabPre-Owned$11.96Was: $14.9520% offor Best Offer+$5.50 delivery
- 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
- O'Neill Hybrid Boy's Gray and Black Checkered Shorts - Size 26 -Opens in a new window or tabPre-Owned$3.500 bids · Time left5d 1h$4.75Buy It Now+$3.99 deliveryFree returnsTop Rated Plus
- Old Navy Boys Shorts Size XXL 18 Gray Blue Pull On Elastic DrawstringOpens in a new window or tabPre-Owned$8.00or Best Offer+$4.84 delivery
- Vintage Abercrombie & Fitch Shorts Boys Small Green Cargo Surplus Youth KidsOpens in a new window or tabPre-Owned$9.49Was: $18.9850% offor Best Offer+$7.95 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Boys' Paint Splatter Sullivan Slim Denim Shorts Size 18Opens in a new window or tabBrand New$29.99Buy It NowFree delivery
- Polo Ralph Lauren Shorts Boys Medium Blue Big Pony Embroidery Pull On ActiveOpens in a new window or tabPre-Owned$11.97or Best Offer+$6.20 deliveryFree returns
- NWT Gap Boys Chambray Shorts Youth Size XXL (14-16) WashwellOpens in a new window or tabBrand New$11.98or Best Offer+$4.84 deliveryFree returnsTop Rated Plus
- Nike Air Jordan Mesh Shorts Boys Small 8-10 Green Camo Woodland Basketball 8"Opens in a new window or tabPre-Owned$23.00or Best Offer+$4.99 deliveryFree returnsTop Rated Plus
- Vineyard Vines Boys Dark Blue Twill Breaker Bermuda Shorts 100% CottonOpens in a new window or tabPre-Owned$6.50Buy It Now+$8.40 delivery
- Vintage Polo Ralph Lauren Shorts Boys Size 18 Blue 11" Cargo Outdoor CasualOpens in a new window or tabPre-Owned$15.95or Best Offer+$6.95 deliveryFree returnsExtra 10% off with couponTop Rated Plus
- Cat & Jack Boys Quick-Dry Shorts In Khaki Size 4TOpens in a new window or tabPre-Owned$7.00or Best Offer+$6.55 delivery
- Vineyard Vines Shorts Boys Adjustable Waist Extenders Seersucker Size 18 BlueOpens in a new window or tabPre-Owned$15.00or Best Offer+$7.35 deliveryFree returns
- Polo Ralph Lauren Boys 18 Lime Green Flat Front Chino Shorts with Blue Belt MINTOpens in a new window or tabPre-Owned$24.00Buy It Now+$6.99 delivery
- Gap Kids Sweat Shorts ~ Two Pairs Gray and Navy ~ 100% Cotton ~ Zip Pockets SZ SOpens in a new window or tabPre-Owned$9.99or Best Offer+$6.99 delivery
- Polo Ralph Lauren Blue Spa Terry Shorts Boy’s Size M 10-12 Medium Drawstring NWTOpens in a new window or tabBrand New$39.90Buy It Now+$7.35 delivery9 watchers
- Polo Ralph Lauren Chino Shorts Youth 18 Pink Corduroy Sailboats All Over PrintOpens in a new window or tabPre-Owned$14.99Was: $19.9925% offor Best Offer+$5.95 deliveryFree returnsTop Rated Plus
- Ralph Lauren Polo Boys 18 Shorts Navy Blue Preppy Chino Cotton ClassicOpens in a new window or tabPre-Owned$10.79Was: $17.9940% offor Best Offer+$7.35 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Old Navy Boys Sz 18 Shorts Khaki Camo Cargo Chino Lot Of 3Opens in a new window or tabPre-Owned$45.00Buy It Now+$16.65 delivery
- Old Skool Boys 18 Plaid Bermuda Shorts Green Cream Blue LOGO Pockets PreppyOpens in a new window or tabPre-Owned$11.40Buy It Now+$5.90 deliveryFree returnsTop Rated Plus
- Lucky Brand Beige Cargo Shorts Size 18 30" Waist 10" Inseam Preppy RuggedOpens in a new window or tabPre-Owned$10.88or Best Offer+$6.99 delivery
- Signature Levi Strauss Jean Denim Cutoff Shorts Boy's 18 Adjustable WaistOpens in a new window or tabPre-Owned$9.09Was: $9.999% offor Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- 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
- 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 delivery
- Items Per Page