238 results
- Properly Tied Youth Small 8 Boys Shorts Grey Elastic Waist PreppyOpens in a new window or tabBrand New$20.26or Best Offer+$8.71 delivery
- Gap Kids Shorts Boys 18 Husky Chino Cotton Stretch Flat Front Lot of 4 Gray BlueOpens in a new window or tabPre-Owned$21.59Was: $26.9920% offor Best Offer+$29.68 delivery
- Boys Old Navy Brown Khaki Kratts Brothers Bermuda Shorts. Size X-large 14-16Opens in a new window or tabPre-Owned$10.50or Best Offer+$4.84 delivery
- Gap Kids Boys Chino Shorts Size XL 12 Blue Tan Lightweight Drawstring Lot of 2Opens in a new window or tabPre-Owned$15.99or Best Offer+$5.95 delivery
- Vineyard Vines Boys Fine Line Seersucker Breaker Shorts size 18 blue and whiteOpens in a new window or tabPre-Owned$17.00or Best Offer+$7.00 delivery
- Nike Youth Sz XL Tan/Gold Golf Flex Performance Chinos ShortsOpens in a new window or tabPre-Owned$15.99or Best Offer+$5.99 delivery
- Polo Ralph Lauren Shorts Men's XS Youth Large Peeking Polo Bear Double KnitOpens in a new window or tabPre-Owned$28.99Buy It NowFree deliveryFree returnsTop Rated Plus
- Boys Elastic Waist Drawstring Cotton Blend Army Camouflage Kids Cargo ShortsOpens in a new window or tabBrand New$26.74Buy It NowFree delivery in 2-4 daysFree returnsTop Rated Plus
- Carhartt Boys’ Elastic Waist Lightweight Shorts Size Large 14/16 NWTOpens in a new window or tabBrand New$17.99Buy It NowFree delivery
- Polo Ralph Lauren Shorts Youth Boys 18 Chino Khaki Pockets Belt Preppy NWTOpens in a new window or tabBrand New$17.99Was: $19.9910% offor Best Offer+$7.35 deliveryFree returnsTop Rated Plus
- Vintage Polo Ralph Lauren Boys Cargo Shorts Size 18 Blue ChinoOpens in a new window or tabPre-Owned$13.99Buy It Now+$7.69 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 delivery in 2-4 daysFree returnsSave up to 30% when you buy more
- 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
- Vineyard Vines Boy's Khaki Embroidered Whale Shorts Size 16 – Preppy Chino StyleOpens in a new window or tabNew (Other)$7.50or Best Offer+$8.71 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
- VTG Polo Ralph Lauren Boys Cargo Shorts Size 18 Khaki Cotton CanvasOpens in a new window or tabPre-Owned$18.69or Best Offer+$6.99 delivery
- Polo Ralph Lauren XL (18-20) Board Shorts Green Multicolor Plaid Swim Blue PonyOpens in a new window or tabPre-Owned$21.99or Best Offer+$7.80 delivery
- NWOT Tommy Hilfiger Boys Chino Shorts Size 18 School Uniform Beige Twill BlendOpens in a new window or tabNew (Other)$18.99or Best Offer+$5.00 delivery in 2-3 days
- Under Armour Shorts Boys Youth XL Blue Plaid Loose Heat Gear Golf Sports 11" NWTOpens in a new window or tabBrand New$19.95or Best Offer+$5.95 deliveryFree returnsTop Rated Plus
- Nike Shorts Boys XL Charcoal Gray Woven Elastic Waist Drawstring Cotton NylonOpens in a new window or tabPre-Owned$15.57Was: $22.2430% offor Best Offer+$6.84 deliveryFree returnsTop Rated Plus
From our popular brands
Based on number of views and purchases | Sponsored- GapGap Kids Shorts Boys 18 Husky Chino Cotton Stretch Flat Front Lot of 4 Gray BlueOpens in a new window or tabPre-Owned$21.59+$29.68 delivery
- GapGap Kids Boys Chino Shorts Size XL 12 Blue Tan Lightweight Drawstring Lot of 2Opens in a new window or tabPre-Owned$15.99+$5.95 delivery
- NikeNike Golf Shorts XL Boys 31 Waist Black Polyester Spandex Dri-Fit YGI T4-27Opens in a new window or tabPre-Owned$30.79+$6.99 delivery
- NikeNike Shorts Boys XL Charcoal Gray Woven Elastic Waist Drawstring Cotton NylonOpens in a new window or tabPre-Owned$15.57+$6.84 delivery
- WranglerWrangler Boy's Gamer Cargo Shorts 5-Star Premium Size 18 NEWOpens in a new window or tabBrand New$13.56+$6.25 delivery
- adidasADIDAS Golf Shorts Boy’s Size XL (15-16Y) Navy Blue NEW Active Uniform SportyOpens in a new window or tabBrand New$20.00+$5.49 delivery
- Polo Ralph Lauren Chino Shorts Youth 18 28x10 Pink Corduroy Sailboats AOPOpens in a new window or tabPre-Owned$9.74Was: $12.9925% offor Best Offer+$5.95 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Boys' Paint Splatter Sullivan Slim Denim Shorts Size 14 NWTOpens in a new window or tabBrand New$23.99Was: $29.9920% offor Best Offer+$7.25 deliveryLast one
- NEW Crown & Ivy Kids Boys Navy Blue Shorts Size 18 Regular Adjustable Waist NWTOpens in a new window or tabBrand New$14.25Was: $19.0025% offBuy It Now+$5.00 delivery
- Polo Ralph Lauren Boys 18 Lime Green Flat Front Chino Shorts with Blue Belt MINTOpens in a new window or tabPre-Owned$19.20Was: $24.0020% offor Best Offer+$6.99 delivery
- New Old Navy boys youth active go dry cool shorts XL 14/16Opens in a new window or tabBrand New$7.99or Best Offer+$5.84 delivery
- Vineyard Vines Performance Athletic Shorts Boys XL 18 Side Taped Lacrosse FLAWOpens in a new window or tabPre-Owned$9.99Buy It Now+$6.55 deliveryFree returnsTop Rated Plus
- NWT Chubbies Boys XS Stretch Short Khakinators Tan Khakis Uniform PreppyOpens in a new window or tabBrand New$30.00Buy It Now+$4.84 delivery
- CARHARTT BOYS ELASTIC WAISTBAND LIGHTWEIGHT SHORTS XL 18–20Opens in a new window or tabBrand New$16.00or Best Offer+$6.00 delivery
- Vintage Polo Ralph Lauren Shorts Youth 18 XL Green Cargo Utility Kids BoysOpens in a new window or tabPre-Owned$20.00Buy It Now+$8.50 deliveryFree returnsTop Rated Plus
- Levis Shorts Boys Extra Large Black Slim Fit Chino Drawstring Stretch PreppyOpens in a new window or tabPre-Owned$26.99Was: $29.9910% offor Best Offer+$9.95 deliveryFree returnsTop Rated Plus
- Nike Golf Shorts XL Boys 31 Waist Black Polyester Spandex Dri-Fit YGI T4-27Opens in a new window or tabPre-Owned$30.79Was: $34.9912% offor Best Offer+$6.99 delivery
- True Religion Boys Bermuda Jean Shorts Size 18 Blue Denim Relaxed DistressedOpens in a new window or tabPre-Owned$16.99or Best Offer+$9.99 deliveryFree returns
- Tony Hawk Boy's Size 18 Gray Lightweight Pocket Shorts-Hook & Loop Fly-ButtonOpens in a new window or tabPre-Owned$12.00or Best Offer+$5.62 delivery
- Vineyard Vines Shorts Boys 18 Navy Blue Chino Preppy Beach Casual WhaleOpens in a new window or tabPre-Owned$15.19Was: $16.8810% offor Best Offer+$6.50 delivery
- Boys Polo Ralph Lauren White Shorts Pants Size 18 VEUCOpens in a new window or tabPre-Owned$8.000 bids · Time left3d 3h$16.00Buy It Now+$5.99 delivery
- Children's Place Shorts Cargo Khaki Elastic Adjustable Boy Sizes 12, 14, or 18Opens in a new window or tabPre-Owned$5.00Buy It Now+$6.55 delivery
- Vintage Zero Xposur Shorts Boys XL 18 20 Red Nylon Cargo Surplus Youth KidsOpens in a new window or tabPre-Owned$22.46Was: $29.9525% offor Best Offer+$6.90 delivery
- Hurley Nike Dri-Fit Mens Boys Sz 18 Gray Shorts Golf Casual Spring Summer PreppyOpens in a new window or tabPre-Owned$12.60Was: $14.0010% offBuy It Now+$6.55 delivery
- Polo Ralph Lauren Bermuda Shorts Kids 18 White Preppy Neutral Spring SummerOpens in a new window or tabPre-Owned$22.45Was: $24.9510% offor Best Offer+$6.75 deliveryFree returnsTop Rated Plus
- VTG Polo Ralph Lauren Shorts Youth Boys 20 XL Green Cargos Utility Pockets 13494Opens in a new window or tabPre-Owned$17.46Was: $24.9530% offor Best Offer+$6.95 deliveryFree returnsTop Rated Plus
- Old Skool Boys 18 Plaid Bermuda Shorts Green Cream Blue LOGO Pockets PreppyOpens in a new window or tabPre-Owned$6.00Was: $10.0040% offor Best Offer+$5.90 deliveryFree returnsTop Rated Plus
- Nike Dri-Fit Athletic Shorts Boys XL Maroon Red Polyester YouthOpens in a new window or tabPre-Owned$8.00or Best Offer+$5.00 delivery
- Wrangler Boy's Gamer Cargo Shorts 5-Star Premium Size 18 NEWOpens in a new window or tabBrand New$13.56Was: $15.9515% offBuy It Now+$6.25 deliveryFree returns
- NWT POLO RALPH LAUREN Sullivan Slim Fit Stretch Blue Denim Jean Shorts Boys 18Opens in a new window or tabBrand New$26.10or Best Offer+$6.95 delivery
- Tommy Hilfiger Shorts Mens XL 20 Blue All Over Print Drawstring BermudaOpens in a new window or tabPre-Owned$4.79Was: $7.9940% offor Best Offer+$6.99 deliveryFree returnsExtra 10% off with couponTop Rated Plus
- Ralph Lauren Polo Classic Minimalist White Chino Bermuda 100% Cotton Shorts 18Opens in a new window or tabPre-Owned$28.39or Best Offer+$5.31 delivery
- Boys OLD NAVY BLUE Shorts 18 Cotton XXL Drawstring Active Breathe PocketsOpens in a new window or tabPre-Owned$6.60Was: $6.955% offor Best Offer+$5.80 delivery
- Polo Ralph Lauren Boys Fleece Shorts XL 18/20 Colorblock Blue Green YellowOpens in a new window or tabPre-Owned$18.99or Best Offer+$4.84 delivery
- Polo Ralph Lauren Shorts Boys Youth XL 18-20 Blue 2012 Olympics Sweatshorts LogoOpens in a new window or tabPre-Owned$14.99or Best Offer+$6.99 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Boy Shorts Size 18 Pepster Color Block Oxford Preppy AcademiaOpens in a new window or tabBrand New$59.99or Best Offer+$8.19 delivery
- Polo Ralph Lauren Boy's Madras Plaid Patchwork Shorts Sz 18 Youth PreppyOpens in a new window or tabPre-Owned$19.99or Best Offer+$6.17 delivery
- Polo Ralph Lauren Shorts Boy's Youth Size 20 Beige Classic Chino XLOpens in a new window or tabPre-Owned$20.00or Best Offer+$7.99 delivery
- Boys Plaid Shorts 4-5 Gap Golf Pleated Check Colorful Purple Green y2k Vtg XSOpens in a new window or tabPre-Owned$6.83Was: $9.7530% offor Best Offer+$5.80 delivery
- Under Armour Shorts Boys XL Beige Flat Front Golf Chino Loose Fit Preppy CasualOpens in a new window or tabPre-Owned$19.96or Best Offer+$6.99 deliveryFree returnsExtra 20% off with couponTop Rated Plus
- Brooks Brothers Boys' Nautical Chino Shorts In Navy, Embroidered Size: 18Opens in a new window or tabNew (Other)$14.40Was: $18.0020% offBuy It Now+$5.50 delivery
- Vineyard Vines Chino Shorts Boy’s Sz. 18 Red Cotton Spandex YGI R5-136Opens in a new window or tabPre-Owned$27.99or Best Offer+$6.99 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
- Gap Kids Size 18 Navy Blue Uniform School Shorts Elastic WaistOpens in a new window or tabPre-Owned$9.99Buy It Now+$6.99 deliveryExtra 10% off with coupon
- Adidas Golf Shorts Boy's XL Black Flat Front Pull On Stretch Junior Youth NWTOpens in a new window or tabBrand New$14.99or Best Offer+$4.45 delivery
- Under Armour Shorts Kids Boys Size 18 Black Golf Stretch HeatGear UPF 50 NewOpens in a new window or tabBrand New$24.99Buy It NowFree delivery
- Old Navy Kid Boys Knee Length Uniform Shorts 2-Pack Shore Enough Size 18 PlusOpens in a new window or tabBrand New$15.99Was: $19.9920% offBuy It Now+$8.35 delivery in 2-4 days
- Brooks Brothers Shorts Boys 18 Blue Green Chino Fleece Bug Stretch Preppy GolfOpens in a new window or tabBrand New$13.50Was: $16.8720% offor Best Offer+$6.49 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Shirt Boys Size XL (18-20) Blue Striped Preppy Red Pony GolfOpens in a new window or tabPre-Owned$18.00or Best Offer+$6.00 delivery
- Polo by Ralph Lauren Big Boys shorts Size 18Opens in a new window or tabPre-Owned$10.00or Best Offer+$4.71 delivery
- Columbia Shorts Boys XL Gray Cargo Hiking Terminal Tackle Outdoor CampOpens in a new window or tabBrand New$23.74Was: $24.995% offor Best Offer+$7.99 deliveryFree returnsTop Rated Plus
- Calvin Klein Boys shorts with Belt Sz.18 Black NWT Preppy Comfort Summer CasualOpens in a new window or tabBrand New$25.00or Best Offer+$4.70 delivery
- Under Armour Youth Boys 18 Golf Shorts Loose Fit Sharp Gray Comfort StretchOpens in a new window or tabPre-Owned$8.00or Best Offer+$6.55 delivery
- Brooks Brother Shorts Boys 18 Blue Fleece Preppy Casual Golf Chinos NWTOpens in a new window or tabBrand New$15.40Was: $28.0045% offor Best Offer+$9.00 deliveryFree returnsTop Rated Plus
- NeW Under Armour Shorts Boys Youth XL 28” Khaki Beige School Golf NWTOpens in a new window or tabBrand New$9.990 bids · Time left18h 17m$19.99Buy It Now+$4.85 delivery
- Ralph Lauren Polo Youth XL 18-20 Golf Athleisure Shirt Preppy Sporty ClassiccoreOpens in a new window or tabPre-Owned$10.00or Best Offer+$5.95 delivery
- Nike Shorts Boys XL Golf Flex Performance Chinos Long Casual Youth Stretch PrepOpens in a new window or tabPre-Owned$23.99Buy It Now+$6.89 deliveryFree returnsTop Rated Plus
- Vineyard Vines 3 Tone Summer Preppy Shorts (Boy's Size 18) Blue/PinkOpens in a new window or tabPre-Owned$18.04or Best Offer+$7.98 deliveryFree returnsTop Rated Plus
- Signature Levi Strauss Jean Denim Cutoff Shorts Boy's 18 Adjustable WaistOpens in a new window or tabPre-Owned$8.49Was: $9.9915% offor Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- 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
- Polo Ralph Lauren Shorts Youth 18 XL Beige Khaki Flat Front Cotton Preppy TwillOpens in a new window or tabPre-Owned$14.77Buy It Now+$5.95 delivery
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