140 results
- 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 deliveryFree 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 delivery
- Polo Ralph Lauren Shorts Boys 20 Khaki Preppy Casual 11" Inseam Youth *Opens in a new window or tabPre-Owned$19.71Was: $24.9521% offor Best Offer+$8.95 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
- 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 moreTop Rated Plus
- Brooks Brothers Shirt Boys XS (4-6yrs) Blue White Fleece Button Up CheckeredOpens in a new window or tabBrand New$26.00Buy It Now+$6.30 delivery
- NWT Polo Ralph Lauren Shorts Youth Boys 20 Flat Front Light Blue NEWOpens in a new window or tabBrand New$20.00Buy It Now+$3.95 delivery
- Lands End Boys Chino Shorts 18-20H Husky Navy Blue Flat Front Preppy 100% CottonOpens in a new window or tabNew (Other)$14.95Buy It Now+$12.71 delivery
- NWT POLO RALPH LAUREN Sullivan Slim Fit Distressed Denim Jean Shorts Boys 20Opens in a new window or tabBrand New$26.10or Best Offer+$6.95 delivery
- Vintage 90s Lee Pipes XS Youth 23" Waist Denim Jnco Style Skater Jorts ShortsOpens in a new window or tabPre-Owned$50.00or Best Offer+$5.99 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 deliveryFree returnsTop Rated Plus
- NWT Gap Boys Chambray Shorts Youth Size XXL (14-16) WashwellOpens in a new window or tabBrand New$14.99or Best Offer+$4.84 deliveryFree returnsTop Rated Plus
- 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 delivery
- Polo Ralph Lauren Shorts Boys Size 20 (29x11) Beige Chino Casual PreppyOpens in a new window or tabPre-Owned$14.00or Best Offer+$7.95 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
- Brooks Brothers Boys Kids Madras Print Cotton Shorts Size 20Opens in a new window or tabPre-Owned$24.42or Best Offer+$6.55 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
- Polo Ralph Lauren Shorts Boys Size 20 Khaki Preppy Casual 11" Inseam YouthOpens in a new window or tabPre-Owned$12.99or Best Offer+$5.62 delivery
- Y2K Purple Plaid Shorts 4-5 Boys Gap Golf Pleated Check Colorful Green Vtg XSOpens in a new window or tabPre-Owned$14.25Was: $15.005% offor Best Offer+$5.80 delivery
- POLO Ralph Lauren Boys Sz 20 Cargo Shorts Beige Khaki Classic Chino CottonOpens in a new window or tabPre-Owned$18.99or Best Offer+$6.99 delivery
- 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 in 2-4 days
- Vineyard Vines Blue White Green Patchwork Seersucker Shorts Boys Size 20Opens in a new window or tabPre-Owned$12.00or Best Offer+$4.84 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
- 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 delivery12% off 2+ with coupon
- Gap Camouflage Cargo Shorts Green Drawstring Boys Size 2XL (14-16)Opens in a new window or tabBrand New$20.00or Best Offer+$6.95 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
- RALPH LAUREN Vintage 80s Tartan Plaid Preppy Bermuda Shorts Youth Waist Sz 20Opens in a new window or tabPre-Owned$14.00or Best Offer+$7.85 delivery
- 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 returnsExtra 20% off with couponTop Rated Plus
- 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 deliveryFree returnsExtra 20% off with couponTop Rated Plus
- Polo Ralph Lauren Cargo Shorts Size Boys 20 (29x11) Beige Flat Front PreppyOpens in a new window or tabPre-Owned$15.00or Best Offer+$7.95 delivery
- Polo Ralph Lauren Cargo Light Khaki Shorts Boy’s 20 - 31 Waist 12 InseamOpens in a new window or tabPre-Owned$18.00or Best Offer+$9.00 delivery
- Polo Ralph Lauren Shorts Boys Youth 20 Multicolor Plaid Chino 11" Inseam PreppyOpens in a new window or tabPre-Owned$15.31Was: $21.8730% offor Best Offer+$9.99 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
- 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
- Polo Ralph Lauren Chino Shorts Boys 20 Blue Bermuda PocketsOpens in a new window or tabBrand New$19.95Buy It Now+$5.95 deliveryFree returnsTop Rated Plus
- 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
- 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
- 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
- Vineyard Vines Nantucket Red Club Shorts Boys Size 20Opens in a new window or tabPre-Owned$20.00Buy It Now+$6.84 deliveryFree returns
- Polo Ralph Lauren Boys Madras Patchwork Plaid Shorts Size 20 PreppyOpens in a new window or tabPre-Owned$16.98or Best Offer+$4.99 deliveryFree returnsTop Rated Plus
- Eddie Bauer Shorts Boys Sz 5/6 XS Knee Flat Front .SHORTS ONLYOpens in a new window or tabBrand New$10.33or Best Offer+$4.99 delivery
- 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 deliveryFree returnsTop Rated Plus
- 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 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
- Boast Boys Club Shorts Navy Blue - Athletic Tennis Golf Casual Elastic Waist NWTOpens in a new window or tabBrand New$26.00Buy It Now+$9.45 delivery
- BROOKS BROTHERS Seersucker Stripe & Whale Shorts Kid's Boy's Size 20 100% CottonOpens in a new window or tabPre-Owned$16.56Was: $18.008% offor Best Offer+$5.80 delivery
- NEW Crown & Ivy Kids Boys Pink Shorts Size 20 Regular Adjustable Waist NWTOpens in a new window or tabBrand New$16.99Buy It Now+$8.99 delivery
- 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 returns
- NEW! Mayoral Boys Sz 9 Shorts Belt Blue Green Stripe Preppy Adjustable WaistOpens in a new window or tabBrand New$18.97Buy It Now+$6.20 delivery
- 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 delivery
- Polo Ralph Lauren White Cargo Shorts Size 20 Elastic Waist Pullon PreppyOpens in a new window or tabPre-Owned$28.00Buy It Now+$6.22 delivery
- Polo Ralph Lauren 20 Big Boys Straight Fit Flex Abrasion Twill Shorts BlueOpens in a new window or tabBrand New$17.50Was: $25.0030% offBuy It Now+$4.99 deliveryFree returnsTop Rated Plus
- Ralph Lauren Polo Shorts Boys 20 NEW Patchwork Plaid NWT Kids Chino Teen ChildOpens in a new window or tabBrand New$34.99or Best Offer+$5.99 delivery
- Jordan Shorts Boys Size 2XL Blue White Jumpman Active Athletic Gym KidsOpens in a new window or tabPre-Owned$24.95or Best Offer+$6.95 deliveryFree returnsTop Rated Plus
- 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 Spring II Beige Shorts w/Belt - NEW w/TAGS - Size 20 BoysOpens in a new window or tabBrand New$32.00or Best Offer+$6.84 delivery
- 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
- Polo Ralph Lauren Shorts Set of 2 Boys Size 20 Green Red Classic Preppy CasualOpens in a new window or tabPre-Owned$32.95or Best Offer+$7.25 delivery
- Vtg Polo Ralph Lauren Shorts Chino Khaki Boys Size 20 Beige Preppy Golf PonyOpens in a new window or tabBrand New$28.50or Best Offer+$9.31 deliveryExtra 5% off with coupon
- 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
- CARHARTT BOYS ELASTIC WAISTBAND LIGHTWEIGHT SHORTS XL 18–20Opens in a new window or tabBrand New$16.00or Best Offer+$6.00 delivery
- There Abouts- Boys Size 20 Bermuda Chino Shorts Navy Stretch Adjustable WaistOpens in a new window or tabBrand New$6.99or Best Offer+$6.75 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- Polo Ralph Lauren Shorts Boys 20 Biege Khaki Cargo Casual Preppy YouthOpens in a new window or tabPre-Owned$13.50Was: $15.0010% offor Best OfferFree delivery
- Polo Ralph Lauren Shorts Boys 20 (11” Inseam) Beige Classic Chino Preppy SchoolOpens in a new window or tabPre-Owned$19.95or Best Offer+$8.99 deliveryFree returnsExtra 12% off with coupon
- Lands End Boys Chino Shorts 20H Blue Husky Adjustable Waist Flat FrontOpens in a new window or tabPre-Owned$14.73Buy It Now+$6.50 deliveryFree returnsTop Rated Plus
- J Crew Shorts Boys 26x6 XS Cotton Blue Stripe Drawstring Pockets Preppy ClassicOpens in a new window or tabNew (Other)$22.77or Best Offer+$6.99 delivery
- Tommy Hilfiger Cargo Short Youth Size 5 Blue Jean Denim Adjustable Waste ComfortOpens in a new window or tabPre-Owned$19.99or Best Offer+$14.40 deliveryFree returns
- Lands End Shorts Boys 20H Red Plaid Flat Front Adjustable Waist Elastic PreppyOpens in a new window or tabPre-Owned$7.99Was: $9.9920% offor Best Offer+$6.99 deliveryFree returnsTop Rated Plus
- Lands End Boys Chino Shorts 20H Husky Blue Adjustable Waist Flat Front NWTOpens in a new window or tabBrand New$15.00or Best Offer+$6.55 delivery
- Tommy Hilfiger Boys Sz 20 Shorts Blue Flat Front Chino 100% Cotton Preppy SummerOpens in a new window or tabPre-Owned$8.00or Best Offer+$7.00 deliveryFree returnsExtra 10% off with couponTop Rated Plus
- Lands End Boys Chino Shorts 20H Husky Tan Adjustable Waist Flat FrontOpens in a new window or tabPre-Owned$14.58Buy It Now+$6.50 deliveryFree returnsTop Rated Plus
- Levis Shorts Boy Size 20 W 30 Cargo Relaxed Cotton Adjustable Elastic Waist KneeOpens in a new window or tabBrand New$19.50Was: $30.0035% offor Best Offer+$7.95 deliveryFree returnsTop Rated Plus
- Nautica Boys' Flat Front Twill Short Size 20 Adjustable Waist Beige KhakiOpens in a new window or tabPre-Owned$6.00or Best Offer+$5.80 delivery
- Ralph Lauren Shorts Youth 20 Beige Straight Outdoor PreppyOpens in a new window or tabPre-Owned$17.99or Best Offer+$6.99 deliveryFree returns
- Class Club Modern Fit Striped Chino Shorts Boys 20 Blue White Adjustable WaistOpens in a new window or tabPre-Owned$12.00or Best Offer+$9.45 delivery
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