542 results
- James & Lottie Play Preppy Conrad Shorts - Let's Go Fishing Size 5Opens in a new window or tabPre-Owned$20.00or Best Offer+$4.33 delivery
- Vineyard Vines Boys 12 Breaker Whale Embroidered Party Shorts Preppy Easter NEWOpens in a new window or tabBrand New$19.99or Best Offer+$6.85 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 deliveryFree returnsExtra 20% off with couponTop Rated Plus
- Gap Boy's Navy Elastic Waistband Front & Back Pockets Stretch Soft Twill ShortsOpens in a new window or tabBrand New$13.56Was: $16.9520% offBuy It NowFree delivery
- 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
- Polo Ralph Lauren boys white cotton pony logo embroidered tie preppy shorts Sz MOpens in a new window or tabPre-Owned$29.99or Best Offer+$5.99 delivery
- 2 Pair Abercrombie Kids Active Shorts Color Block Gray, Black, Blue Boy’s 11/12Opens in a new window or tabPre-Owned$14.99Buy It Now+$6.94 deliveryExtra 10% off with coupon
- Gap Kids Cargo Shorts Boys Size 5 Regular Tan Lightweight Elastic Waist PocketsOpens in a new window or tabNew (Other)$9.99Buy It NowFree delivery
Picked For You
Top selling items from trusted sellers | Sponsored- Vineyard Vines Kids Boys Cotton Summer Twill Club Shorts Starboard Green $59.50Opens in a new window or tab$34.49coachjustyou (2,227) 100%
- Vineyard Vines Boys 'Whale' Embroidered Club Shorts Stone $59.50 Size 12 nd 14Opens in a new window or tab$29.49coachjustyou (2,227) 100%2+ watchers
- Vineyard Vines Boys 'Whale' Embroidered Club Shorts Flag Blue $59.50 10,14,16Opens in a new window or tab$29.49coachjustyou (2,227) 100%
- NWT Gap Boy's Elastic Waistband Stretch Soft Twill Shorts Size M (8) BlueOpens in a new window or tab$19.99julisant-58 (1,057) 99.7%
- NWT Vineyard Vines Boys' Breaker Club Shorts Size 10 Stone ChinoOpens in a new window or tabBrand New$16.90or Best Offer+$8.71 delivery
- Urban Pipeline Shorts Boys SIZE 12 / 10” Inseam Green Cargo Adjust. WaistOpens in a new window or tabPre-Owned$6.21Was: $6.758% offBuy It Now+$5.21 delivery
- EUC Polo Ralph Lauren Boys Preppy Madras Plaid Shorts Size 5 Adjustable WaistOpens in a new window or tabPre-Owned$13.80Buy It Now+$5.99 delivery
- Polo Ralph Lauren Shorts Youth sz 12 Pink Chino Flat Front BoysOpens in a new window or tabPre-Owned$5.00Buy It Now+$6.99 deliveryFree returnsTop Rated Plus
- Vineyard Vines by Shep & Ian Casual Shorts Boys Size 10Opens in a new window or tabPre-Owned$22.00or Best Offer+$7.25 delivery
- Vineyard Vines by Shep & Ian Flat Front Casual Shorts Boys Size 12 (9.5" Inseam)Opens in a new window or tabPre-Owned$25.00or Best Offer+$7.25 delivery
- Set Vintage ABERCROMBIE & FITCH Cargo Shorts 2 Pairs Blue Y2K Boys Youth Sz 12Opens in a new window or tabPre-Owned$36.74or Best Offer+$7.95 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
- Vineyard Vines Boys Kids 12 Light Blue Uniform Dress Shep Ian Chino Flat FrontOpens in a new window or tabPre-Owned$7.95Buy It Now+$5.95 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
- Abercrombie Kids Shorts Boys Size 12 Blue White Preppy CottonOpens in a new window or tabPre-Owned$8.00or Best Offer+$5.49 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
- J Crew Crewcuts Shorts Youth 8 Khaki Cotton Adjustable Waist Chino Shorts PreppyOpens in a new window or tabPre-Owned$13.99or Best Offer+$5.00 deliveryFree returnsTop Rated Plus
- Levi's 505 Regular short NWT brown size 12 (26x10) denim shorts jorts deadstockOpens in a new window or tabBrand New$12.79Was: $15.9920% offor Best Offer+$6.99 deliveryFree returnsTop Rated Plus
- 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
- 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
- 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
- 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
- Vineyard Vines Boys Chino Shorts Khaki Cotton Twill Sz 12Opens in a new window or tabPre-Owned$9.59Was: $11.9920% offor Best Offer+$4.84 delivery
- New Old Navy boys youth active go dry cool shorts XL 14/16Opens in a new window or tabBrand New$7.99or Best Offer+$5.84 delivery
- 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
- Polo Ralph Lauren Shorts Youth sz 12 Pink Chino Flat Front BoysOpens in a new window or tabPre-Owned$23.99Buy It Now+$5.95 delivery
- 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
- 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
- Abercrombie Boys Size M Board Swim Blue Shorts Bermuda LinedOpens in a new window or tabPre-Owned$11.25or Best Offer+$5.80 delivery
- Vineyard Vines Performance Shorts Boys Size 12 Blue Preppy Outdoor Casual GolfOpens in a new window or tabPre-Owned$14.97Was: $24.9540% offor Best Offer+$5.95 deliveryFree returnsExtra 20% off with couponTop Rated Plus
- Vineyard Vines Breaker Shorts Boys 10 Ocean Breeze Striped Seersucker Casual NWTOpens in a new window or tabBrand New$26.99or Best Offer+$7.80 deliveryFree returnsExtra 40% off with couponTop Rated Plus
- 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 Boys Chino Shorts Size 12 Green Cotton Belt Loops PocketsOpens in a new window or tabPre-Owned$16.99or Best Offer+$6.00 delivery
- 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
- New Crewcuts Boys Classic Gramercy Shorts Blue White Pinstripe Seersucker Sz 5Opens in a new window or tabNew (Other)$24.44or Best Offer+$5.54 deliveryFree returnsExtra 15% off with couponTop Rated Plus
- 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
- JANIE & JACK Boys Patchwork Shorts 5T Toddler Size 5 ~Navy Blue PlaidOpens in a new window or tabPre-Owned$15.00Buy It Now+$5.50 deliveryFree returns
- Janie & Jack Boys Sz 5 Linen Cotton Blend Blue Gingham Plaid Shorts Spring EUCOpens in a new window or tabPre-Owned$12.88or Best Offer+$4.84 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
- New Polo Ralph Lauren Shorts Boys Size 12 Uniform Navy Blue Pleated Vintage W 26Opens in a new window or tabBrand New$11.90Was: $14.0015% offBuy It Now+$9.25 delivery
- Johnnie-O Boy’s Beige Adjustable Waist Performance Golf Shorts Size 10Opens in a new window or tabPre-Owned$23.11or Best Offer+$9.25 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
- Polo Ralph Lauren Chino Shorts Boys Sz 5 NavyOpens in a new window or tabPre-Owned$14.99or Best Offer+$4.99 delivery
- The Oaks Apparel Size 5 Boys? Shorts Preppy Aqua Blue Linen Cotton BoutiqueOpens in a new window or tabPre-Owned$14.39Was: $15.9910% offor Best Offer+$6.99 delivery
- Wrangler Boy's Gamer Cargo Shorts 5-Star Premium Regular Size 10 NEWOpens in a new window or tabBrand New$12.71Was: $14.9515% offBuy It Now+$5.00 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% offor Best Offer+$8.85 delivery
- Vineyard Vines Chino Shorts Boys Size 12 Flag Boat 4th Of July Adjustable WaistOpens in a new window or tabPre-Owned$10.00or Best Offer+$4.90 delivery
- Cat & Jack Boys Shorts Jean Denim Navy Sz 5 5T Lot Of 3Opens in a new window or tabPre-Owned$25.00Buy It Now+$6.55 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
- 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
- Vineyard Vines Bermuda Shorts Boys Size 12 Orange 100% Cotton 9 Inseam PreppyOpens in a new window or tabPre-Owned$13.44Was: $16.8020% offor Best Offer+$7.99 delivery
- 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
- 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
- 2010 GAP KIDS Embroidered Pirate Skull Crossbones Bermuda Shorts 5 Yrs KhakiOpens in a new window or tabPre-Owned$9.99or Best Offer+$6.75 deliveryFree returnsTop Rated Plus
- Under Armour Shorts Youth Size 12 Loose Navy Blue BOYSOpens in a new window or tabPre-Owned$7.99Buy It Now+$6.55 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
- 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
- Lot 3 Lands End Boys Khaki Chinos Shorts School Uniform Size 10Opens in a new window or tabPre-Owned$17.59Was: $21.9920% offor Best Offer+$10.00 delivery
- 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
- 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
- Urban Pipeline Shorts Boys SIZE 12 / 10” Inseam Lt Gray Cargo Adjust. WaistOpens in a new window or tabPre-Owned$6.30Was: $6.858% offBuy It Now+$5.21 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
- BNWT Vineyard Vines Boys 10 Tan Breaker Short Classic Preppy Very Nice QualityOpens in a new window or tabBrand New$19.99Buy It Now+$6.75 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
- 2010 GAP KIDS FACTORY Beach Resort Madras Plaid Bermuda Shorts 5 Yrs Light BlueOpens in a new window or tabPre-Owned$5.99or Best Offer+$6.75 deliveryFree returnsTop Rated Plus
- 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
- Abercrombie & Fitch Shorts Boys 12 Madras Patchwork Chino Colorful Plaid PreppyOpens in a new window or tabPre-Owned$12.75or Best Offer+$7.99 deliveryFree returns
- American Eagle Shorts Boys 12 Camo Cargo Paratrooper Youth 77Kids Preppy 9"Opens in a new window or tabPre-Owned$19.99or Best Offer+$7.99 deliveryFree returnsTop Rated Plus
- Items Per Page
