345 results
- 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
- Boys Tony Hawk Shorts Green Plaid Size 18 Skater PreppyOpens in a new window or tabPre-Owned$16.99or Best OfferFree 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
- 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 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
- Vineyard Vines Performance Khaki Chino Shorts Adjustable Waist Boys Size 8Opens in a new window or tabPre-Owned$12.75Was: $15.0015% offor Best Offer+$5.25 delivery
- Polo Ralph Lauren The Sullivan Slim Denim Shorts Paint Splatter Boys Size 20 NWTOpens in a new window or tabBrand New$29.95Buy It NowFree delivery
- Under Armour Boys Size 18 Gray Casual Preppy Golf ShortsOpens in a new window or tabPre-Owned$14.40Was: $16.0010% offor Best Offer+$4.71 deliveryFree returnsExtra 15% off with coupon
- Polo Ralph Lauren Cargo Shorts Boys Size 20 Twill Light Khaki PreppyOpens in a new window or tabPre-Owned$21.89or Best Offer+$9.25 delivery
- 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
- 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
- Polo Ralph Lauren Gray Chino Cargo Shorts Youth Boys Size 20 (XL)Opens in a new window or tabPre-Owned$7.98Was: $17.9556% offBuy It Now+$5.95 delivery
- Polo Ralph Lauren Flat Front Casual Shorts Boys Size 20Opens in a new window or tabPre-Owned$25.00or 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
- Polo Ralph Lauren Shorts Youth 20 Beige Khaki Outdoor Fishing PreppyDesigner BoyOpens in a new window or tabPre-Owned$14.86or Best Offer+$6.95 deliveryFree returnsExtra 20% off with couponTop Rated Plus
- J Crew Crewcuts Shorts Youth 8 Khaki Cotton Adjustable Waist Chino Shorts PreppyOpens in a new window or tabPre-Owned$11.19Was: $13.9920% offor Best Offer+$5.00 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Red Chino Cargo Shorts Youth Boys Size 20 (XL)Opens in a new window or tabPre-Owned$8.98Was: $17.9550% offBuy It Now+$5.95 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
- Boys Polo Ralph Lauren White Shorts Pants Size 18 VEUCOpens in a new window or tabPre-Owned$8.000 bids · Time left2d 12h$16.00Buy It Now+$7.99 delivery
- 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
From our popular brands
Based on number of views and purchases | Sponsored- 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
- Polo Ralph Lauren Yellow Oxford Shorts Chino Khaki Boys Sz 8 Preppy SummerOpens in a new window or tabPre-Owned$12.00or Best Offer+$4.84 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
- 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
- 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
- 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
- Brooks Brothers Boys Kids Madras Print Cotton Shorts Size 20Opens in a new window or tabPre-Owned$24.42or Best Offer+$6.55 delivery
- 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
- Polo Ralph Lauren Shorts Boys Size 20 Beige Khaki Chino Casual Preppy YouthOpens in a new window or tabPre-Owned$14.66Was: $20.9530% offBuy It Now+$7.00 delivery
- Polo Ralph Lauren Boys Shorts Size 18 Beige Chino Pockets Flat Front Regular FitOpens in a new window or tabPre-Owned$18.14Was: $22.6820% offor Best Offer+$8.95 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- Ralph Lauren Shorts Youth 20 Beige Straight Outdoor PreppyOpens in a new window or tabPre-Owned$17.99or Best Offer+$6.99 deliveryFree returns
- 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
- 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
- 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
- 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
- Boden Chino Denim Shorts (2) Sz 8, EUC, Animal Print, Spring Casual DressOpens in a new window or tabPre-Owned$22.50or Best Offer+$5.80 delivery
- NWT Lands' End Boys Wrinkle Resistant Cotton Chino Shorts Navy Blue Size 8 , 12Opens in a new window or tabBrand New$13.99Buy It Now+$5.99 deliverySave up to 15% when you buy more
- OLD NAVY Boys Shorts SIZE 8 Navy Adjustable Waistband Casual School Uniform NEWOpens in a new window or tabBrand New$8.98Buy It Now+$6.99 delivery
- Polo Ralph Lauren Shorts Boys Youth 20 Multicolor Plaid Chino 11" Inseam PreppyOpens in a new window or tabPre-Owned$21.87or Best Offer+$8.99 deliveryFree returnsTop Rated Plus
- Chaps Bermuda Shorts Boys 18 Blue PlaidOpens in a new window or tabPre-Owned$10.00Buy It Now+$5.99 deliveryFree returnsTop Rated Plus
- 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
- 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 delivery
- Penguin By Munsingwear Boys Size 18 Shorts, Blue W/Penguins, Zipper ClosureOpens in a new window or tabPre-Owned$8.00or Best Offer+$7.29 delivery
- Cat & Jack Boys Shorts Summer Pants Size 8 Gray Chino Active Uniform PreppyOpens in a new window or tabPre-Owned$6.24Was: $12.9952% offBuy It Now+$7.99 delivery in 2-3 daysFree returnsExtra 15% off with couponTop Rated Plus
- 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 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
- 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
- Vineyard Vines Nantucket Red Club Shorts Boys Size 20 30 Inch WaistOpens in a new window or tabPre-Owned$16.95or Best Offer+$7.95 delivery
- VINEYARD VINES NWT Boys Seersucker Breaker Shorts Blue White Preppy Size 8Opens in a new window or tabBrand New$21.75or Best Offer+$4.71 delivery
- VV- NEW BOYS CAT & JACK GREEN STRIPED FLAT FRONT SHORTS SIZE 6Opens in a new window or tabBrand New$5.99Buy It Now+$5.00 delivery
- Polo Ralph Lauren Boys 20 Shorts Navy Blue Cotton Spring II Youth NEWOpens in a new window or tabBrand New$27.99Buy It Now+$5.80 delivery in 2-3 daysFree returnsTop Rated Plus
- 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$12.71Was: $14.9515% offBuy It Now+$5.00 deliveryFree returns
- Polo Ralph Lauren Shorts Boys 20 Blue & White Striped NEWOpens in a new window or tabBrand New$20.00or Best Offer+$4.84 delivery
- NWT POLO RALPH LAUREN Sullivan Slim Fit Distressed Denim Jean Shorts Boys 20Opens in a new window or tabBrand New$29.00or Best Offer+$6.95 delivery
- Polo Ralph Lauren Boys' Paint Splatter Sullivan Slim Denim Shorts Size 18Opens in a new window or tabBrand New$29.99Buy It NowFree delivery
- 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 delivery
- Brooks Brothers Shorts Boys Size 20 Red Seersucker Striped Bermuda EmbroideredOpens in a new window or tabBrand New$28.74or Best Offer+$9.45 delivery
- Polo Ralph Lauren Shorts Boys Size 20 Multicolor Plaid Patchwork Madra BermudaOpens in a new window or tabPre-Owned$13.99or Best Offer+$7.00 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
- Ralph Lauren Polo Boys Size 8 Beige Classic Cargo Shorts New w/tags RET: $49.50Opens in a new window or tabBrand New$25.49or Best Offer+$6.50 delivery
- Prodoh Inshore Performance Shorts Gingham Blue White Adjustable Boys Size 8Opens in a new window or tabPre-Owned$22.20or Best Offer+$4.71 delivery
- Vineyard Vines Shorts Boy 8 Youth Blue Performance Golf Chino Stretch Flat FrontOpens in a new window or tabPre-Owned$17.99Was: $19.9910% offor Best Offer+$6.99 deliveryFree returnsTop Rated Plus
- Lands End Shorts Boy 20 Husky Youth Tan Khaki Pleated School Adjustable WaistOpens in a new window or tabPre-Owned$14.96or Best Offer+$8.99 delivery in 2-4 daysFree returnsTop Rated Plus
- 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
- 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
- Children’s Place Shorts Boys Size 8 Plaid Red Blue White School Academia PreppyOpens in a new window or tabPre-Owned$4.97or Best Offer+$5.99 deliveryFree returnsTop Rated Plus
- 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
- Bundle Of 3 New Old Navy Twill Uniform Shorts Navy Blue Khaki Boys 8 SlimOpens in a new window or tabBrand New$22.39Was: $27.9920% offor Best Offer+$6.53 delivery
- Old Skool Boys 18 Plaid Bermuda Shorts Green Cream Blue LOGO Pockets PreppyOpens in a new window or tabPre-Owned$10.26Was: $11.4010% offBuy It Now+$5.90 deliveryFree returnsTop Rated Plus
- 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
- The Children's Place Boy Plaid Pocket Preppy Pull On Shorts Size 8 BundleOpens in a new window or tabPre-Owned$14.00or Best Offer+$8.71 delivery
- Polo Ralph Lauren Chino Shorts Youth 18 Pink Corduroy Sailboats All Over PrintOpens in a new window or tabPre-Owned$13.99Was: $19.9930% offor Best Offer+$5.95 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Logo Tan Khaki Boys Shorts Preppy Sz 20 Zipper and DrawstringOpens in a new window or tabBrand New$25.00or Best Offer+$9.25 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
- Polo Ralph Lauren Boys Shorts Size 20Opens in a new window or tabPre-Owned$11.00or Best Offer+$6.36 delivery
- Items Per Page