494 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
- Polo Ralph Lauren Shorts Boys 12 White Cotton Preppy Pockets Pull on CasualOpens in a new window or tabPre-Owned$15.99or Best Offer+$7.25 delivery
- Polo Ralph Lauren Shorts Youth Boys Size 18 Pink Salmon Chino Preppy FlatOpens in a new window or tabPre-Owned$9.44Was: $18.8850% offor Best Offer+$7.96 delivery
- NWT Abercrombie Kids Boys 11/12 Navy Stretch Blend 8" Chino Shorts NEWOpens in a new window or tabBrand New$14.00or Best Offer+$6.99 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
- Polo Ralph Lauren Boys Madras Plaid Preppy Cotton Shorts Sz 12 (26x9)Opens in a new window or tabPre-Owned$25.00or Best Offer+$6.40 delivery
- Vintage 90s Guess Jeans Boys 12 Youth Bermuda Shorts Light Denim Triangle 1994Opens in a new window or tabPre-Owned$12.95Buy It Now+$6.70 delivery
Picked For You
Top selling items from trusted sellers | Sponsored- Hurley Boys Blue & Yellow Striped Shorts Above the Knee Shorts Size 12 Inseam 9"Opens in a new window or tab$16.95blueskysunrise (1,754) 100%
- NAUTICA Shorts Boys Size 18 Beige Chino Anchor School Uniform Boat PreppyOpens in a new window or tab$19.50tommycshop (1,565) 100%
- Vineyard Vines Blue White Green Patchwork Seersucker Shorts Boys Size 12Opens in a new window or tab$23.95bobiloo (2,812) 99.8%
- Vineyard Vines Kids Boys Cotton Summer Twill Club Shorts Starboard Green $59.50Opens in a new window or tab$34.49coachjustyou (2,246) 100%
- Vineyard Vines Boys 'Whale' Embroidered Club Shorts Stone $59.50 Size 12 nd 14Opens in a new window or tab$29.49coachjustyou (2,246) 100%2+ watchers
- Boys Polo Ralph Lauren White Shorts Pants Size 18 VEUCOpens in a new window or tabPre-Owned$8.000 bids · Time left1d 11h$16.00Buy It Now+$5.99 delivery
- Gymboree Boys Classic Seersucker Bermuda Shorts Blue White Pinstripe Size 5Opens in a new window or tabPre-Owned$14.44or Best Offer+$5.54 deliveryFree returnsExtra 20% off with couponTop Rated Plus
- Polo Ralph Lauren Shorts Youth Boys 18 Chino Khaki Pockets Belt Preppy NWTOpens in a new window or tabBrand New$19.99or Best Offer+$7.35 deliveryFree returnsTop Rated Plus
- Gap Kids Boys Youth Camo Cargo Shorts Size 12 Stretch Rip StopOpens in a new window or tabBrand New$18.95Buy It Now+$7.84 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
- 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
- Ralph Lauren/Tommy Bahama short/swim trunk bundle size 10/12Opens in a new window or tabPre-Owned$24.00or Best Offer+$8.71 delivery
- Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 12 (9.5" Inseam)Opens in a new window or tabPre-Owned$20.00Was: $25.0020% offor Best Offer+$6.99 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
- Adidas athletic shorts Boy Large (14/16)black+red trims/elstc w+drwstrn/pocketsOpens in a new window or tabPre-Owned$5.99or Best Offer+$4.52 delivery in 2-4 daysFree returnsTop Rated Plus
- NEW J.Crew Factory Crewcuts Boys Chino Gramercy Shorts, Barely Blue, Size 5Opens in a new window or tabBrand New$16.000 bids · Time left3d 19hor Best Offer+$10.55 delivery
- 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
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
- HurleyHurley Boys Blue & Yellow Striped Shorts Above the Knee Shorts Size 12 Inseam 9"Opens in a new window or tabNew (Other)$16.95Free delivery
- WranglerWrangler Boy's Gamer Cargo Shorts 5-Star Premium Size 18 NEWOpens in a new window or tabBrand New$15.95+$6.25 delivery
- NikeHurley Nike Dri-Fit Mens Boys Sz 18 Gray Shorts Golf Casual Spring Summer PreppyOpens in a new window or tabPre-Owned$12.60+$6.55 delivery
- GapGap Kids Boys Youth Camo Cargo Shorts Size 12 Stretch Rip StopOpens in a new window or tabBrand New$18.95+$7.84 delivery
- Vineyard Vines, Boys Performance And Breaker Shorts, Lot Of 2, Size 12Opens in a new window or tabPre-Owned$12.990 bids · Time left6d 7h+$18.95 delivery
- NWT J.Crew Crewcuts Kids' printed pull-on linen short, FLORAL/MAP PRINT, 8/10/12Opens in a new window or tabBrand New$22.95Buy It Now+$7.35 delivery
- Old Navy Carter’s TCP Jumping Beans Boys Shorts Cargo Khaki Sz 5 Lot Of 5Opens in a new window or tabPre-Owned$25.00Buy It Now+$7.35 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
- 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
- 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 deliverySave up to 20% when you buy more
- VINEYARD VINES Boys Preppy Blue Flat Front Adjustable Waist Cotton Shorts Sz 18Opens in a new window or tabPre-Owned$26.50or Best Offer+$7.95 delivery
- Polo Ralph Lauren Boys 12 White Embroidered Pony Logo 2.5” Twill Cotton ShortsOpens in a new window or tabBrand New$14.99Was: $22.9935% offBuy It Now+$5.31 delivery
- Polo Ralph Lauren Bermuda Shorts Kids 18 White Preppy Neutral Spring SummerOpens in a new window or tabPre-Owned$24.95or Best Offer+$6.75 deliveryFree returnsExtra 10% off with couponTop Rated Plus
- Vineyard Vines Shorts Boys 12 Mint Green Flat Front Breaker Club Golf ChinosOpens in a new window or tabPre-Owned$10.35Was: $23.0055% offor Best Offer+$9.00 deliveryFree returnsTop Rated Plus
- Old Navy Dry Quick Tech Khaki Shorts Boys 12 Xl Hybrid Tan Stretch Golf UniformOpens in a new window or tabPre-Owned$12.99or Best Offer+$6.40 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
- Crewcuts Shorts Boy’s Size 5 Cotton Adjustable Waist Preppy - Easter - PurpleOpens in a new window or tabPre-Owned$11.00Buy It NowFree deliveryFree returnsTop Rated Plus
- Gap Kids Shorts Boys, Size 12, Khaki Tan Beige Cargo Shorts, PocketsOpens in a new window or tabPre-Owned$12.99or Best Offer+$7.01 delivery
- 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
- Abercrombie Kids Active Shorts Black/Green/White Drawstring Boy’s 11/12 Worn 1xOpens in a new window or tabPre-Owned$7.99Buy It Now+$5.25 delivery
- Abercrombie Kids Shorts Boys Youth 11 12 Tan Khaki Chino Cotton AdjustableOpens in a new window or tabPre-Owned$10.99Buy It Now+$6.99 deliveryFree returnsExtra 10% off with coupon
- Ralph Lauren Boys Slim Stretch Embroidered Seersucker Shorts White/Pink Sz 5Opens in a new window or tabPre-Owned$13.50or Best Offer+$4.84 delivery11 watchers
- Brooks Brothers Boys Shorts Size 12 Madras Patchwork Plaid Preppy Cotton ClassicOpens in a new window or tabPre-Owned$38.88or Best Offer+$6.95 delivery in 2-4 daysFree returnsExtra 10% off with couponTop 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 Youth Cargo Shorts Boys 12 Beige Pockets Skater Vintage Y2k 7.5"Opens in a new window or tabPre-Owned$9.30Was: $11.9222% offor Best Offer+$5.62 delivery
- NWT Vineyard Vines Boys' Breaker Shorts Size 12 KhakiOpens in a new window or tabBrand New$25.00Buy It Now+$4.84 delivery
- Under Armour Shorts Youth Boys 12 Khaki Beige Golf Heat Gear Loose FitOpens in a new window or tabPre-Owned$15.29Was: $16.9910% offor Best Offer+$6.45 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Chino Shorts Youth 18 28x10 Pink Corduroy Sailboats AOPOpens in a new window or tabPre-Owned$7.79Was: $12.9940% offor Best Offer+$5.95 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Vintage Shorts Boys Size 5 Navy Plaid Chino Preppy LogoOpens in a new window or tabPre-Owned$10.00Buy It Now+$5.00 delivery
- Vineyard Vines Shorts Boy's Size 12 Khaki Tan Outdoors Youth EUCOpens in a new window or tabPre-Owned$8.98Was: $9.9810% offBuy It Now+$5.50 delivery
- 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
- Brooks Brothers Shorts Boys 18 Blue Green Chino Fleece Bug Stretch Preppy GolfOpens in a new window or tabBrand New$16.87or Best Offer+$6.49 deliveryFree returnsTop Rated Plus
- Polo by Ralph Lauren Big Boys shorts Size 18Opens in a new window or tabPre-Owned$10.00or Best Offer+$4.71 delivery
- Boy's Abercrombie Kids Khaki Shorts Size 11/12Opens in a new window or tabPre-Owned$9.00Buy It Now+$5.80 delivery
- Polo Ralph Lauren Boys 18 Lime Green Flat Front Chino Shorts with Blue Belt MINTOpens in a new window or tabPre-Owned$24.00or Best Offer+$6.99 delivery
- Vineyard Vines Blue Flat Front Shorts Boys size 12. Excellent condition!Opens in a new window or tabPre-Owned$7.000 bids · Time left4d 14h$12.00Buy It Now+$5.80 delivery
- Polo Jeans Co Ralph Lauren Boys Cargo Shorts Size 12 Beige 27"Waist 9.5"InseamOpens in a new window or tabPre-Owned$5.20Was: $14.8565% offor Best Offer+$5.99 deliveryFree returns
- 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
- Vineyard Vines Youth Boys Club Shorts Embroidered Football Whale Khaki Preppy 12Opens in a new window or tabBrand New$27.88or Best Offer+$6.55 deliveryFree returnsTop Rated Plus
- 2 Pair Abercrombie Kids Active Shorts Color Block Gray, Black, Blue Boy’s 11/12Opens in a new window or tabPre-Owned$12.00Buy It Now+$6.94 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
- Vineyard Vines Boys Whale Breaker Shorts 12 Preppy Tan Orange Twill Lot Of 2Opens in a new window or tabPre-Owned$16.50or Best Offer+$6.99 delivery
- VTG Polo Ralph Lauren Shorts Boys 12 White BIG Pony 3 Preppy Bermuda Chino PatchOpens in a new window or tabPre-Owned$29.99Buy It Now+$5.98 delivery
- 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
- Abercrombie Kids Khaki Shorts Sz 12 Board Skater Vintage Preppy Teen Tween Y2KOpens in a new window or tabPre-Owned$15.99or Best Offer+$9.25 delivery
- 2010 OLD NAVY BOYS Mixed Plaid Madras Patchwork Bermuda Trouser Shorts 5 YrsOpens in a new window or tabPre-Owned$7.99or Best Offer+$6.75 delivery in 2-3 daysFree returnsTop Rated Plus
- Gap Kids Shorts Boys Size 12 (26x7) Gray Stretch Uniform DressyOpens in a new window or tabBrand New$12.95or Best Offer+$5.80 delivery
- Old Navy Boys Size 12 Navy Blue Shorts NWT School Dressy PreppyOpens in a new window or tabBrand New$13.99Buy It NowFree delivery
- Old Navy Shorts Lot Of 3 Boys Size 12 Chino Preppy Schoolcore Minimalist CasualOpens in a new window or tabBrand New$31.99or Best Offer+$9.99 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 Shorts Boys 12 Blue Easter Nice Spring Adjustable Waist PreppyOpens in a new window or tabPre-Owned$22.88or Best Offer+$6.55 deliveryFree returns
- Polo Ralph Lauren Boys Kids Stretch Twill Cargo Shorts Tan Khaki Size 12Opens in a new window or tabPre-Owned$17.99or Best Offer+$7.95 delivery
- Vineyard Vines Youth Size 12 Boys Powder Blue Shorts 100% Cotton Shep & IanOpens in a new window or tabPre-Owned$14.99Buy It Now+$5.80 delivery
- Vineyard Vines Seersucker Swordfish Shorts Boys 12 Blue White Preppy CoastalOpens in a new window or tabPre-Owned$17.99Buy It Now+$4.84 delivery
- Polo Ralph Lauren Boy's Kids Blue Pincord Chino Shorts Size 12Opens in a new window or tabPre-Owned$24.42or Best Offer+$6.55 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
- Crewcuts Boys Size 5 Shorts Hawaiian Tropical Tech Linen Short Preppy BeachOpens in a new window or tabPre-Owned$16.79or Best Offer+$7.95 delivery
- 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
- 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
- Items Per Page
