250 results
- Lands End Shorts Boys 20H Red Plaid Flat Front Adjustable Waist Elastic PreppyOpens in a new window or tabPre-Owned$9.99or Best Offer+$6.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- AFTCO Blue Boys Active Preppy Outdoor Hunting Hiking Cargo Fishing Shorts Sz 20Opens in a new window or tabPre-Owned$18.00or Best Offer+$8.71 deliveryLocated in United States
- Janie And Jack Boys’ Linen Blend Shorts, Adjustable Waist, Pink , Size 6, NWTOpens in a new window or tabBrand New$19.39or Best Offer+$4.84 deliveryLocated in United States
- Polo Ralph Lauren Flat Front Casual Shorts Boys Size 20Opens in a new window or tabPre-Owned$20.00Was: $25.0020% offor Best Offer+$6.99 deliveryLocated in United StatesExtra 5% off with coupon
- NWT POLO RALPH LAUREN Sullivan Slim Fit Distressed Denim Jean Shorts Boys 20Opens in a new window or tabBrand New$23.49or Best Offer+$6.95 deliveryLocated in United States
- Polo Ralph Lauren boys size 7 beige cotton classic polo chino shortsOpens in a new window or tabPre-Owned$14.99or Best OfferFree deliveryLocated in United StatesFree returns
- Lacoste Sports Kid’s White Shorts Size 6Opens in a new window or tabPre-Owned$25.00or Best Offer+$5.57 deliveryLocated in United States
- Polo Ralph Lauren Yellow Chino Shorts Boys Size 20 NEW Preppy CottonOpens in a new window or tabBrand New$16.00or Best Offer+$7.35 deliveryLocated in United States
- Vtg Polo Ralph Lauren Shorts Chino Khaki Boys Size 20 Beige Preppy Golf PonyOpens in a new window or tabBrand New$27.08or Best Offer+$9.31 deliveryLocated in United States
- NWT Janie And Jack Linen Cotton Shorts 6 Boys Stripe Blue Adjustable WaistOpens in a new window or tabBrand New$17.99or Best Offer+$5.25 deliveryLocated in United States
- Polo Ralph Lauren Boys Flat Front Chino Shorts Dark Blue Size 20 Mid RiseOpens in a new window or tabBrand New$20.00or Best Offer+$8.71 deliveryLocated in United States
- Crewcuts kid boys' size 6 Stanton tech solid Red shortsOpens in a new window or tabPre-Owned$10.00or Best Offer+$13.84 deliveryLocated in United States
- NWT Polo Ralph Lauren The Sullivan Slim Denim Shorts Paint Splatter Size 16 (6)Opens in a new window or tabBrand New$32.94or Best Offer+$5.99 deliveryLocated in United States
- Johnnie-O Shorts Boys 6 Blue Youth Adjustable Waist Chino PreppyOpens in a new window or tabPre-Owned$11.00or Best Offer+$5.95 deliveryLocated in United StatesFree returnsExtra 15% off with coupon
- 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 deliveryLocated in United States
- Hurley Boy's Plaid Shorts 6 Green Blue Check Flat Front Casual Golf PreppyOpens in a new window or tabPre-Owned$13.95or Best Offer+$6.95 delivery in 2-4 daysLocated in United StatesFree returnsExtra 10% off with couponTop Rated Plus
- Vineyard Vines Boys Sz 6 Seersucker Shorts 416Opens in a new window or tabPre-Owned$13.99or Best Offer+$4.71 deliveryLocated in United States
- Polo Ralph Lauren Shorts Boys 7 Navy Blue Dress Chino Flat Front Classic PreppyOpens in a new window or tabPre-Owned$13.99or Best Offer+$9.00 deliveryLocated in United States
- Janie And Jack Boys’ White Linen Shorts Sz 6 Coastal Classic BeachOpens in a new window or tabPre-Owned$18.00or Best Offer+$6.55 deliveryLocated in United States
- Polo Ralph Lauren Prepster Corduroy Shorts Navy Blue Youth Size 20Opens in a new window or tabPre-Owned$32.00or Best Offer+$6.36 deliveryLocated in United States
- Vineyard Vines Classic Embroidered Whale Seersucker Shorts Boys Sz 7 PreppyOpens in a new window or tabPre-Owned$11.24Was: $14.9925% offor Best Offer+$6.55 deliveryLocated in United States
- 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 deliveryLocated in United States
- Abercrombie Kids Black Sweat Shorts Boys Kids 7 / 8 Elastic Waist DrawstringOpens in a new window or tabPre-Owned$8.00or Best Offer+$4.99 deliveryLocated in United States
- Rare VTG POLO RALPH LAUREN Classic Fit Checkered Plaid Zip Fly Shorts Size 6Opens in a new window or tabPre-Owned$19.99or Best Offer+$4.71 deliveryLocated in United States
- POLO RALPH LAUREN Kids Youth Navy Pique Embroidered Pony Shorts Sz 18/20Opens in a new window or tabPre-Owned$39.99or Best Offer+$7.10 deliveryLocated in United States
- Vintage 90s Levis Jean Cargo Short Boys Sz 7X Blue Jorts Skater Grunge OutdoorOpens in a new window or tabPre-Owned$20.00or Best Offer+$9.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Boy's The Sullivan Slim Splatter Denim Cut Off Jeans Size 20Opens in a new window or tabBrand New$24.99Was: $49.9950% offor Best Offer+$8.99 deliveryLocated in United StatesFree returnsTop Rated Plus
- Janie and Jack Boys Poplin Plaid Shorts Size 6 Red Blue 100% CottonOpens in a new window or tabPre-Owned$12.95or Best Offer+$4.95 deliveryLocated in United States
- Green Shorts Boys Size 7 - Crewcuts - Dress Or Casual WearOpens in a new window or tabPre-Owned$12.50or Best Offer+$4.84 deliveryLocated in United States
- Ralph Lauren Blue Seersucker Chino Shorts (Size: Boys 7)Opens in a new window or tabPre-Owned$15.00or Best Offer+$4.84 deliveryLocated in United States
- Ralph Lauren Shorts Youth 20 Beige Straight Outdoor PreppyOpens in a new window or tabPre-Owned$17.99or Best Offer+$6.99 deliveryLocated in United StatesFree returns
- 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 deliveryLocated in United States
- POLO RALPH LAUREN Boys Chino Shorts Sz 7 Khaki Tan Preppy School Uniform NWTOpens in a new window or tabBrand New$18.00or Best Offer+$8.00 deliveryLocated in United States
- 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 deliveryLocated in United States
- Nautica Cargo Shorts Boys 6 Tan Khaki Shorts Pockets Summer ReadyOpens in a new window or tabPre-Owned$10.10or Best Offer+$6.55 deliveryLocated in United States
- Polo Ralph Lauren Classic Chino Shorts Youth 7 Navy Blue Belted Preppy KidsOpens in a new window or tabPre-Owned$12.34or Best Offer+$5.50 deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Shorts Boys 7 Blue Straight Leg Preppy Casual Pockets CottonOpens in a new window or tabPre-Owned$14.00Was: $20.0030% offor Best Offer+$7.65 deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Twill Shorts Boys 6 Straight Fit Sand Khaki Preppy ClassicOpens in a new window or tabBrand New$19.00or Best Offer+$6.99 deliveryLocated in United States
- Boden Classic Chino Shorts Boys Size 7 College Navy Cotton PreppyOpens in a new window or tabPre-Owned$15.79or Best Offer+$5.91 deliveryLocated in United States
- 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 deliveryLocated in United States
- Gap Kids Boys Shorts Size 6 Navy Blue Adjustable Waist, PocketsOpens in a new window or tabBrand New$10.00or Best Offer+$5.80 deliveryLocated in United States
- Vineyard Vines Gymboree Khaki Cargo Size 5-7 Boys Shorts Lot Preppy CuteOpens in a new window or tabPre-Owned$18.99or Best Offer+$9.39 deliveryLocated in United States
- Gap Boy Sz 7 Shorts Multicolor Plaid Cargo 100% Cotton Adjustable Waist PreppyOpens in a new window or tabPre-Owned$12.00or Best Offer+$8.00 deliveryLocated in United StatesFree returnsExtra 5% off with couponTop Rated Plus
- Polo Ralph Lauren Cargo Shorts Youth Sz 20 Classic Polo Chino IvoryOpens in a new window or tabBrand New$19.99or Best Offer+$8.99 deliveryLocated in United States
- Mini Boden Blue/White Striped Drawstring Knee Shorts With Pockets Size 6Opens in a new window or tabPre-Owned$12.00or Best Offer+$5.62 deliveryLocated in United States
- Polo Ralph Lauren Shorts Youth 20 Beige Khaki Outdoor Fishing PreppyDesigner BoyOpens in a new window or tabPre-Owned$14.56or Best Offer+$6.95 deliveryLocated in United StatesFree returnsExtra 20% off with couponTop Rated Plus
- Polo Ralph Lauren Shorts Boys Size 20 (29x11) Beige Chino Casual PreppyOpens in a new window or tabPre-Owned$11.90Was: $14.0015% offor Best Offer+$7.95 deliveryLocated in United States
- Tommy Hilfiger Boys Bahama Shorts Chino Flat Front Beach Preppy School Sz 20Opens in a new window or tabBrand New$11.90Was: $17.0030% offor Best Offer+$7.35 deliveryLocated in United StatesFree returnsTop Rated Plus
- Tommy Hilfiger Boys Size 20 Slim Navy Blue Shorts Uniform Bermuda NWTOpens in a new window or tabBrand New$13.50Was: $15.0010% offor Best Offer+$7.35 deliveryLocated in United States10% off 2+ with coupon
- Old Navy Boys Khaki Shorts Size 6 - Free ShippingOpens in a new window or tabPre-Owned$12.95or Best OfferFree deliveryLocated in United StatesFree returnsTop Rated Plus
- NWT Lands End Cargo Shorts 100% Cotton Tan Twill Ripstrop Boy Size 6 School $26Opens in a new window or tabBrand New$7.99or Best Offer+$5.89 deliveryLocated in United States
- Polo Ralph Lauren Sweatshirt Kid's Size 7 Laguna Beach Bucket Hat Bear Blue EUCOpens in a new window or tabPre-Owned$45.88or Best Offer+$6.50 deliveryLocated in United States
- PLACE Preppy Patchwork Madras Shorts Adjust Waist Pockets Sz 6 Floral & StripesOpens in a new window or tabPre-Owned$12.95or Best Offer+$6.55 deliveryLocated in United States
- Vineyard Vines Boys 6 Stretch Breaker Shorts Blue Chino Board Short NauticalOpens in a new window or tabPre-Owned$18.00or Best Offer+$8.71 deliveryLocated in United States
- Vineyard Vines Boy’s Size 7 White Whale/Baseballs Shorts Adjustable WaistOpens in a new window or tabPre-Owned$18.99or Best Offer+$5.99 deliveryLocated in United States
- The Children's Place Boys Size 7 Hampton Red Boys Woven Chino ShortsOpens in a new window or tabPre-Owned$7.00or Best Offer+$4.84 deliveryLocated in United States
- 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 deliveryLocated in United States
- Polo Ralph Lauren Boy's Shorts Sz 20 Basic Sand MSRP $39.50Opens in a new window or tabBrand New$20.00or Best Offer+$8.71 deliveryLocated in United States
- NWT IZOD Youth Shorts Size 20 Husky Lightweight Adjustable WaistOpens in a new window or tabBrand New$16.20Was: $18.0010% offor Best Offer+$7.30 deliveryLocated in United States
- Janie and Jack Boys Size 7 / Plaid Short, adjustable waist, Field Green and NavyOpens in a new window or tabPre-Owned$8.00or Best Offer+$4.99 deliveryLocated in United States
- 2006 GYMBOREE BOYS Spring Training Plaid Check Cargo Pocket Shorts 6 Yrs NavyOpens in a new window or tabPre-Owned$7.99or Best Offer+$8.35 delivery in 2-4 daysLocated in United StatesFree returnsTop Rated Plus
- Boys BABY GAP Sz 6 Cargo Shorts Madras Plaid Patchwork adj waist PreppyOpens in a new window or tabPre-Owned$16.49or Best Offer+$5.00 deliveryLocated in United States
- Polo Ralph Lauren Short Boys Size 6 The Sullivan Slim Denim Raw Hem White NWTOpens in a new window or tabBrand New$39.95or Best Offer+$6.99 deliveryLocated in United States
- POLO RALPH LAUREN Boys Chino Shorts Sz 6 Khaki Tan Preppy School Uniform NWTOpens in a new window or tabBrand New$18.00or Best Offer+$6.00 deliveryLocated in United States
- Crewcuts Shorts 6 Boys Navy Preppy School Summer Beach Outdoor 1lot Of 3 PlayOpens in a new window or tabPre-Owned$12.00or Best Offer+$6.40 deliveryLocated in United States
- Garanimals Boys Sz 7 Shorts Gray Checkered Pull On 100% Cotton Preppy SummerOpens in a new window or tabPre-Owned$4.00or Best Offer+$6.00 deliveryLocated in United StatesFree returnsExtra 5% off with couponTop Rated Plus
- Vineyard Vines by Shep & Ian Lacrosse Print Casual Shorts Boys Size 7 anchorOpens in a new window or tabPre-Owned$11.75or Best Offer+$6.90 deliveryLocated in United States
- RALPH LAUREN Pink Shorts 6 Boys Salmon Cargo Cotton Vintage Pocket POLOOpens in a new window or tabPre-Owned$15.29Was: $17.9915% offor Best Offer+$5.80 deliveryLocated in United States
- Janie & Jack Madras Patchwork Shorts Boys 6 Plaid ChinoOpens in a new window or tabPre-Owned$14.99or Best Offer+$5.00 deliveryLocated in United States
- POLO Ralph Lauren Y2K Boys Size 6 Color Block Cotton Fleece Shorts with Logo EUCOpens in a new window or tabPre-Owned$15.50or Best Offer+$4.71 deliveryLocated in United StatesFree returns
- Janie and Jack Boys Shorts Seersucker Size 7 Pink White NEW 100% Cotton PreppyOpens in a new window or tabBrand New$20.00Was: $25.0020% offor Best Offer+$4.99 deliveryLocated in United States
- 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 deliveryLocated in United StatesFree returnsTop Rated Plus
- 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 deliveryLocated in United StatesFree returnsTop Rated Plus
- Crewcuts Shorts Boys 6 Brown Adjustable Stretch Gramercy Flex Chino Preppy ClubOpens in a new window or tabPre-Owned$18.50or Best Offer+$5.80 deliveryLocated in United StatesFree returnsTop Rated Plus
- Lands End Shorts Boy 20 Husky Youth Tan Khaki Pleated School Adjustable WaistOpens in a new window or tabPre-Owned$10.47Was: $14.9630% offor Best Offer+$8.99 delivery in 2-4 daysLocated in United StatesFree returnsTop Rated Plus
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