271 results
- Vineyard Vines Golf Club Shorts Boys Size 20 Khaki Regular *spots*Opens in a new window or tabPre-Owned$9.00or Best Offer+$8.71 delivery
- Polo Ralph Lauren Pants Youth Medium Athletic Gym Sweats Jogger Gray Preppy BoysOpens in a new window or tabPre-Owned$24.99or Best Offer+$8.99 deliveryFree returnsTop Rated Plus
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- NWT Crewcuts Boys' Spring/Summer Preppy Shorts - Gray - Cotton Size 7Opens in a new window or tabBrand New$13.95Buy It Now+$6.95 delivery in 2-4 days
- Polo Ralph Lauren Shorts Boys 20 Prepster Patchwork Plaid Madras PreppyOpens in a new window or tabPre-Owned$19.99or Best Offer+$6.99 deliveryFree returnsTop Rated Plus
- Nike Youth Boys Golf Shorts Sz M Black Stretch Chino Performance 10” PreppyOpens in a new window or tabPre-Owned$9.99or Best Offer+$6.50 deliveryFree returns
- J Crew Crewcuts Boys Classic Chino Bermuda Shorts Blue Adjustable Waist Size 7Opens in a new window or tabPre-Owned$15.44or Best Offer+$5.54 deliveryFree returnsExtra 40% off with couponTop Rated Plus
- 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
- Two Pack Lot GAP Boys Hybrid Khaki & Black Cargo Shorts Quick Dry Stretch NWTOpens in a new window or tabBrand New$28.60Buy It NowFree deliverySave up to 9% when you buy more
- Ralph Lauren Polo Navy Blue Classic Chino Shorts (Size: Boys 7)Opens in a new window or tabPre-Owned$15.00or Best Offer+$4.84 delivery
- Tommy Hilfiger Boy's Drawstring Waist Blue White Seersucker Shorts Size MediumOpens in a new window or tabPre-Owned$12.99or Best Offer+$5.80 deliveryFree returns
- Rip Curl Shorts Boys 23 Gray Chino Outdoors Casual Comfort PreppyOpens in a new window or tabPre-Owned$19.99or Best Offer+$6.99 delivery in 2-4 daysFree returnsTop Rated Plus
- Polo Ralph Lauren Boys 20 Shorts Navy Blue Cotton Spring II Youth NEWOpens in a new window or tabBrand New$19.59Was: $27.9930% offBuy It Now+$5.80 deliveryFree returnsTop Rated Plus
- Vineyard Vines by Shep & Ian Boy's Size 7 Flat Front Blue Casual Shorts PreppyOpens in a new window or tabPre-Owned$17.99Buy It Now+$5.99 delivery
- Tommy Hilfiger Boys Sz 20 Shorts Blue Flat Front Chino 100% Cotton Preppy SummerOpens in a new window or tabPre-Owned$13.00or Best Offer+$7.00 deliveryFree returnsExtra 10% off with couponTop Rated Plus
- Polo Ralph Lauren Shorts Boys 20 Blue & White Striped NEWOpens in a new window or tabBrand New$15.00or Best Offer+$4.84 delivery
- Eddie Bauer Big Boy's 2-pack Youth Hybrid Quick Dry Mesh Lined Active ShortsOpens in a new window or tabBrand New$24.99Buy It NowFree deliveryFree returnsSave up to 30% when you buy more
- Vineyard Vines by Shep & Ian Lacrosse Print Casual Shorts Boys Size 7 anchorOpens in a new window or tabPre-Owned$16.00or Best Offer+$6.90 delivery
- Cat & Jack Carter’s TCP Boys Shorts Lot Sz 7 Camo JeanOpens in a new window or tabPre-Owned$25.00or Best Offer+$9.45 delivery
- Oshkosh B’gosh First Wave Boys Shorts Jean Denim Cargo Khaki Sz 7 Lot Of 3Opens in a new window or tabPre-Owned$30.00Buy It Now+$7.35 delivery
- Vineyard Vines Boys Shorts Size 20 Chino Coral Flat Front Cotton YouthOpens in a new window or tabPre-Owned$14.99or Best Offer+$6.00 delivery
- Polo Ralph Lauren Lot of 2 Youth Boys Cotton Chino Shorts Size 20 Preppy, CasualOpens in a new window or tabPre-Owned$18.99or Best Offer+$10.00 delivery
- Boys Ralph Lauren Classic Polo Chino Shorts White With Navy Ponys Sz 20Opens in a new window or tabPre-Owned$16.19Was: $17.9910% offor Best Offer+$6.05 delivery
- NWT Childrens Place Boys Preppy Plaid Shorts Size 7Opens in a new window or tabBrand New$10.50or Best Offer+$4.50 delivery
- Under Armour Loose Fit Shorts Lot Of 2 Boys Youth M Stretch Logo Heatgear PreppyOpens in a new window or tabPre-Owned$19.95Buy It Now+$8.95 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
- Polo Ralph Lauren Shorts Youth Boys 20 Chino Flat Front Blue Khaki Casual PreppyOpens in a new window or tabPre-Owned$8.67Was: $12.9433% offor Best Offer+$6.29 deliveryFree returnsExtra 17% off with couponTop Rated Plus
- Under Armour Chino Shorts Youth Boys 14 Blue Loose Drive Athletic GolfOpens in a new window or tabPre-Owned$17.79Was: $19.7710% offor Best Offer+$7.45 deliveryFree returns
- Polo Ralph Lauren Boy's BLUE Khaki Shorts Size 20 Preppy Casual NEWOpens in a new window or tabBrand New$22.00Buy It Now+$6.84 delivery
- POLO Ralph Lauren Boys Sz 20 Cargo Shorts Beige Khaki Classic Chino CottonOpens in a new window or tabPre-Owned$17.09Was: $18.9910% offor Best Offer+$6.99 delivery
- 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
- Polo Ralph Lauren Shorts Boys 20 Navy Blue Chino Pockets Stretch Preppy SchoolOpens in a new window or tabBrand New$25.88or Best Offer+$6.99 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Flat Front Sweat Shorts Boys Size Medium (10/12)Opens in a new window or tabPre-Owned$20.00or Best Offer+$6.99 delivery
- Polo Ralph Lauren Chambray Shorts Boy's Size 20 Light Blue 10" Inseam PreppyOpens in a new window or tabPre-Owned$15.77or Best Offer+$7.35 deliveryFree returnsTop Rated Plus
- Vineyard Vines Blue White Green Patchwork Seersucker Shorts Boys Size 20Opens in a new window or tabPre-Owned$20.00Buy It Now+$6.84 deliveryFree returns
- Lands End Shorts Boy 20 Husky Youth Tan Khaki Pleated School Adjustable WaistOpens in a new window or tabPre-Owned$11.22Was: $14.9625% offor Best Offer+$8.99 delivery in 2-4 daysFree returnsTop Rated Plus
- Oshkosh Shorts Boys Size 6 Pink Casual Flat Preppy Chino Straight Pants 7 InseamOpens in a new window or tabPre-Owned$13.85or Best Offer+$6.98 deliveryExtra 5% off with coupon
- Polo Ralph Lauren Shorts Youth Boys Navy Blue Chino Shorts Size 20 Golf PreppyOpens in a new window or tabPre-Owned$12.50or Best Offer+$7.79 delivery
- Vineyard Vines Boy’s Size 7 White Whale/Baseballs Shorts Adjustable WaistOpens in a new window or tabPre-Owned$19.99or Best Offer+$5.99 delivery
- 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
- 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
- Polo Ralph Lauren Yellow Chino Shorts Boys Size 20 NEW Preppy CottonOpens in a new window or tabBrand New$17.00or Best Offer+$7.35 delivery
- FLAW Boys 7 Shorts LUCKY BRAND Cargo Solid Gray ADJUSTABLE WAIST Pockets 7Opens in a new window or tabPre-Owned$6.84Was: $7.205% offor Best Offer+$5.80 delivery
- Polo Ralph Lauren Boys Shorts Seersucker Striped Red White Size 16 Blue BeltOpens in a new window or tabPre-Owned$22.00or Best Offer+$8.71 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
- Polo Ralph Lauren Shorts Boys 20 (11” Inseam) Beige Classic Chino Preppy SchoolOpens in a new window or tabPre-Owned$17.95Was: $19.9510% offor Best Offer+$8.99 deliveryFree returnsExtra 12% off with couponTop Rated Plus
- Janie and Jack Seersucker Flat Front Chino Shorts Blue White Boys 7 NEWOpens in a new window or tabBrand New$12.99Buy It Now+$5.00 delivery
- $39.99 GAP Kids Boys Hybrid Khaki Cargo Shorts Quick Dry Stretch NWT You Pick!!Opens in a new window or tabBrand New$14.88Buy It Now+$2.00 delivery
- All In Motion Golf Shorts Boys 14 Khaki Brown Moisture Wicking Quick Dry StretchOpens in a new window or tabBrand New$11.99Buy It Now+$6.00 deliveryLast one
- Brooks Brothers Shorts Boys Size 20 Red Seersucker Striped Bermuda EmbroideredOpens in a new window or tabBrand New$24.43Was: $28.7415% offor Best Offer+$9.45 delivery
- Boys Sz 7 POLO Ralph Lauren Summer Lot Paint Splatter Bermuda Polo ShortsOpens in a new window or tabPre-Owned$55.00Buy It Now+$6.84 delivery
- Gap Place Chino Shorts Size 7 Seersucker Blue White Green Shark Print BeachOpens in a new window or tabPre-Owned$12.99or Best Offer+$5.80 delivery
- Tommy Hilfiger Boys Size 20 Slim Navy Blue Shorts Uniform Bermuda NWTOpens in a new window or tabBrand New$15.00or Best Offer+$7.35 delivery12% off 2+ with coupon
- Crewcuts Boys Size 7 Navy Blue 100% Linen Shorts Coastal Preppy Adjustable WaistOpens in a new window or tabPre-Owned$15.99or Best Offer+$4.95 delivery in 2-4 days
- NWT Polo Ralph Lauren Kids Size 7 (S) Blue Cotton Shorts Toddler Palm TreesOpens in a new window or tabBrand New$22.06Buy It Now+$5.79 delivery
- Polo Ralph Lauren 20 Big Boys Straight Fit Flex Abrasion Twill Shorts BlueOpens in a new window or tabBrand New$20.50Was: $25.0018% offBuy It Now+$4.99 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Shorts Youth 7 Green Blue Vintage Plaid Preppy Classic ChinoOpens in a new window or tabPre-Owned$15.99or Best Offer+$4.84 delivery
- Polo Ralph Lauren Shorts Boys 7 Khaki Flat Front Classic Polo Chino StretchOpens in a new window or tabPre-Owned$14.99or Best Offer+$4.84 delivery
- Cherokee Lee Dungarees Boys Shorts Cargo Khaki Sz 7 Lot Of 3Opens in a new window or tabPre-Owned$25.00Buy It Now+$7.35 delivery
- JANIE AND JACK BLACK SHORTS BOYS SIZE 7 PERFORMANCE STRETCHOpens in a new window or tabPre-Owned$18.99or Best Offer+$6.95 deliveryFree returnsTop Rated Plus
- Nautica Plaid Bermuda Shorts Boys Size 12 NWTOpens in a new window or tabBrand New$7.00or Best Offer+$4.84 delivery
- Adidas Pro Player Everlast Rawlings Boys Athletic Shorts Sz 7 LotOpens in a new window or tabPre-Owned$22.00or Best Offer+$7.35 delivery
- Lands' End Active Chino Shorts Boys Size 7 Khaki Beige Adjustable UniformOpens in a new window or tabPre-Owned$10.99Buy It Now+$4.84 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 delivery10 watchers
- Janie and Jack Boys Size 7 / Plaid Short, adjustable waist, Field Green and NavyOpens in a new window or tabPre-Owned$8.99or Best Offer+$4.99 delivery in 2-4 days
- Polo Ralph Lauren Boys Med Red Denim Shorts Frayed Hem Distressed Cutoff CottonOpens in a new window or tabPre-Owned$10.68or Best Offer+$5.62 deliveryFree returns
- 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
- Boys RALPH LAUREN Polo Sz 20 31” Waist Shorts Madras Plaid Patchwork PreppyOpens in a new window or tabPre-Owned$10.00Buy It Now+$6.25 delivery
- Royal and Awesome Boys Golf Shorts Medium Multicolor Cartoon Comic Birdie EagleOpens in a new window or tabPre-Owned$13.49Was: $14.9910% offBuy It Now+$5.95 delivery
- Vineyard Vines Nantucket Red Club Shorts Boys Size 20Opens in a new window or tabPre-Owned$20.00Buy It Now+$6.84 deliveryFree returns
- Lands' End - Youth Boys Small (6-7) Navy Pocket Shorts Waist 20" Inseam 6"Opens in a new window or tabPre-Owned$11.55or Best Offer+$5.00 delivery
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