320 results
- Under Armour Boys Plaid Chino Shorts Size Small Blue Preppy GolfOpens in a new window or tabPre-Owned$12.26Was: $14.9518% offor Best Offer+$5.50 delivery
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- Vineyard Vines by Shep & Ian Casual Shorts Boys Size 10Opens in a new window or tabPre-Owned$22.00or Best Offer+$7.25 delivery
- Little Britches Boy's Ole Miss Gingham Shorts Size 3T Preppy Ole Miss ShortsOpens in a new window or tabPre-Owned$14.25Was: $15.005% offor Best Offer+$6.40 deliveryExtra 5% off with coupon
- 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 deliveryFree returnsExtra 20% off with couponTop Rated Plus
- Chubbies Baby Blue 100% Cotton Shorts Boys Sz M Minimalist Preppy Beach CoastalOpens in a new window or tabPre-Owned$20.00or Best Offer+$4.33 delivery
- Vineyard Vines Chino Shorts Boys 10 Lt Blue EUCOpens in a new window or tabPre-Owned$5.000 bids · Time left7h 33m+$6.00 delivery
- Nike Dri-Fit Basketball Shorts Size Youth Size S BlackOpens in a new window or tabPre-Owned$12.71or Best Offer+$5.99 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
- NWT- UNDER ARMOUR GOLF Size Youth XL Adjustable Boy's Khaki Shorts MSRP- $39.99!Opens in a new window or tabBrand New$17.77Was: $19.7510% offBuy It NowFree deliveryFree returnsTop Rated Plus
- 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
- 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 Shorts Men's XS Youth Large Peeking Polo Bear Double KnitOpens in a new window or tabPre-Owned$34.99Buy It Now+$5.99 deliveryFree returnsTop Rated Plus
- JANIE & JACK Boys Striped Seersucker Capri Blue Shorts 10 Preppy Casual ClassicOpens in a new window or tabPre-Owned$22.00or Best Offer+$4.84 delivery
- Lacoste Boys Two Tone White/ Olive Green Logo Sweat Shorts W/Pockets Kids Sz 10Opens in a new window or tabPre-Owned$25.00or Best Offer+$8.54 delivery
- 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 returnsExtra 15% off with couponTop Rated Plus
- Boys Wonder Nation Gray Tough Core Drawstring Shorts Size S(6-7) School ApprovedOpens in a new window or tabBrand New$8.50Buy It NowFree delivery20 watchers
- Burlebo Outdoor Preppy Athletic Blue Elastic Waist Snap Zip Closure Pockets 4/6Opens in a new window or tabPre-Owned$30.00or Best Offer+$8.84 delivery
- Polo Ralph Lauren Cargo Shorts Youth Boys Size 8 Beige Outdoor Preppy SchoolOpens in a new window or tabPre-Owned$10.78Was: $12.9917% offor Best Offer+$5.85 deliveryFree returnsExtra 16% off with couponTop Rated Plus
- Peter Millar Boys Salem Performance Shorts Skulls Size M 9-10 Adjustable WaistOpens in a new window or tabPre-Owned$26.99Was: $29.9910% offor Best Offer+$5.99 delivery
- Wrangler Boy's Gamer Cargo Shorts 5-Star Premium Regular Size 10 NEWOpens in a new window or tabBrand New$14.95Buy It Now+$5.00 deliveryFree returns
- Abercrombie Boys Size M Board Swim Blue Shorts Bermuda LinedOpens in a new window or tabPre-Owned$11.25or Best Offer+$5.80 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
- 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
- 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
- Vineyard Vines Performance Blue Chino Shorts Adjustable Waist Boys Size 10Opens in a new window or tabPre-Owned$17.09Was: $18.9910% offBuy It Now+$5.80 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 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- Tea Collection Plaid Discovery Shorts Kids 10 Blue Teal White Brown Pull OnOpens in a new window or tabPre-Owned$17.10Was: $19.0010% offor Best OfferFree delivery
- Childrens Place Blue Brown Shorts Boys 8 School Uniform Adjustable Waist lot 4Opens in a new window or tabPre-Owned$23.77or Best Offer+$9.86 deliveryFree returnsExtra 25% off with couponTop Rated Plus
- Polo Ralph Lauren Boys All Over Pony Print Chino Shorts White/Blue Size 10Opens in a new window or tabPre-Owned$15.96Buy It Now+$5.99 delivery
- Nike Air Jordan Mesh Shorts Boys Small 8-10 Green Camo Woodland Basketball 8"Opens in a new window or tabPre-Owned$23.00or Best Offer+$4.99 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Shorts Boys Medium Blue Big Pony Embroidery Pull On ActiveOpens in a new window or tabPre-Owned$11.97or Best Offer+$6.20 deliveryFree returns
- Polo Ralph Lauren Boys Size 10 White Cotton Bermuda Shorts Preppy YouthOpens in a new window or tabPre-Owned$24.70Was: $29.0615% offBuy It Now+$8.85 delivery
- Polo Ralph Lauren Shorts Boys Sz 10 Blue Cotton Flat Front Youth Kids Preppy #26Opens in a new window or tabPre-Owned$10.00Buy It Now+$5.80 delivery
- Huk Youth Boys Size M Gray Pursuit Performance Hidden Elastic Waist Shorts EUCOpens in a new window or tabPre-Owned$10.88or Best Offer+$5.49 delivery
- Lot 3 Lands End Boys Khaki Chinos Shorts School Uniform Size 10Opens in a new window or tabPre-Owned$21.99or Best Offer+$10.00 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
- 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
- Polo Ralph Lauren Navy Blue Boy 10 Blue Pony Preppy Parachute Rugby Twill ShortsOpens in a new window or tabPre-Owned$24.99or Best Offer+$6.95 delivery
- J Crew Crewcuts Shorts Youth 8 Khaki Cotton Adjustable Waist Chino Shorts PreppyOpens in a new window or tabPre-Owned$11.24Was: $14.9925% offor Best Offer+$5.00 deliveryFree returnsTop Rated Plus
- Tommy Bahama Short Boys Sz Small Hybrid Casual Elastic Waist Pull-On Comfy BeachOpens in a new window or tabPre-Owned$8.11or Best Offer+$4.99 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- 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
- 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
- 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
- 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
- Vtg Boys Gap Golf Plaid Pleated Check Blue White Green 90s Shorts Size 4-5 XSOpens in a new window or tabPre-Owned$12.95or Best Offer+$5.80 delivery
- GapKids Cotton Cargo Patchwork Madras Boys Shorts size 10Opens in a new window or tabPre-Owned$19.98or Best Offer+$7.80 deliveryFree returnsTop Rated Plus
- NWT Vineyard Vines Stretch Breaker Sailors Red Shorts Boys Sz 10Opens in a new window or tabBrand New$17.99Buy It Now+$5.50 deliveryFree returnsTop Rated Plus
- Denizen By Levi’s Boys Cargo Shorts Size 30 Academia Preppy Uniform KhakiOpens in a new window or tabBrand New$9.99or Best Offer+$8.24 delivery
- Tailor Vintage Boys 10 Shorts Muted Red Pockets Drawstring Waist Preppy CoastalOpens in a new window or tabBrand New$8.99or Best Offer+$8.49 deliveryFree returnsTop Rated Plus
- O'Neill Hybrid Boy's Gray and Black Checkered Shorts - Size 26 -Opens in a new window or tabPre-Owned$3.000 bids · Time left2d 1h$4.25Buy It Now+$3.99 deliveryFree returnsTop Rated Plus
- Gap Kids Short Boys Sz 10 Patchwork Plaid Summer Colorful Casual Vacation PreppyOpens in a new window or tabPre-Owned$11.72or Best Offer+$6.99 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- Boy Size 10 Athletic Preppy Golf Shorts Gray Blue Khaki GAP Adjustable WaistOpens in a new window or tabPre-Owned$16.95or Best Offer+$5.65 delivery
- The Beaufort Bonnet Company Sheffield Shorts Blue Periwinkle Pima Cotton Boys 10Opens in a new window or tabNew (Other)$27.99or Best Offer+$6.95 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 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
- 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
- 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
- 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
- Vintage Abercrombie & Fitch Shorts Boys Small Green Cargo Surplus Youth KidsOpens in a new window or tabPre-Owned$9.49Was: $18.9850% offor Best Offer+$7.95 deliveryFree returnsTop Rated Plus
- Children's Place Boys Dressy Blue Green Gray Plaid Preppy Cotton Shorts Size 10Opens in a new window or tabNew (Other)$18.00or Best Offer+$6.40 delivery
- Coco au Lait Boys Size 10 Salmon Orange Cotton Chino Shorts NewOpens in a new window or tabBrand New$7.50Was: $10.0025% offor Best Offer+$4.95 delivery
- Nautica Boys BoardShorts-Small (4)navy BlueOpens in a new window or tabPre-Owned$5.98or Best Offer+$4.51 delivery
- Cat & Jack Boys Quick-Dry Shorts In Khaki Size 4TOpens in a new window or tabPre-Owned$7.00or Best Offer+$6.55 delivery
- Nike Shorts Boys 10R Blue Plaid Cargo Pockets Casual Golf Youth Pre-owned READOpens in a new window or tabPre-Owned$4.89Was: $5.155% offor Best Offer+$4.95 deliveryFree returnsTop Rated Plus
- Crewcuts Shorts Boys Size 10 Red Anchor Print Nautical Coastal Preppy CasualOpens in a new window or tabBrand New$9.72Was: $14.9535% offBuy It Now+$6.23 delivery
- 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 Navy Boys School Uniform Pants, Black Flat Front Adjustable Size 10 HuskyOpens in a new window or tabPre-Owned$8.99or Best Offer+$5.14 delivery
- Boys Gap Shorts Size 10 Slim patch Work Plaid Cotton Casual Preppy NWTOpens in a new window or tabBrand New$20.00or Best Offer+$5.95 delivery
- Old Navy Boys Khaki Shorts Adjustable Waist Chino Size 10 Uniform ShortsOpens in a new window or tabPre-Owned$7.99Buy It Now+$5.76 delivery
- Vineyard Vines Shorts Youth Size 10Opens in a new window or tabPre-Owned$5.00or Best Offer+$8.71 deliveryBenefits charity
- $58 BROOKS BROTHERS Boys Madras Plaid Preppy Patchwork Flat Front Shorts Size 10Opens in a new window or tabPre-Owned$27.50or Best Offer+$5.80 delivery
- Urban Pipeline Cargo Shorts Polyester Black Youth BOYS Size 10 Adj Waist Golf 1DOpens in a new window or tabBrand New$9.99Buy It Now+$4.71 delivery
- Gap Kids Madras Plaid Patchwork Shorts 10 Husky Preppy Knee Length Cargo PocketsOpens in a new window or tabPre-Owned$15.00or Best Offer+$9.45 delivery
- NEW Kids Boys Polo Ralph Lauren Belted Classic Pink Bedford Pony Shorts 10Opens in a new window or tabBrand New$27.99Was: $39.9930% offor Best Offer+$6.49 delivery in 2-4 daysFree returnsTop Rated Plus
- Aftco Chili Red Youth fishing Nylon Athletic Outdoor Preppy short Size M 22Opens in a new window or tabPre-Owned$35.00or Best Offer+$6.95 delivery
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