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- Janie and Jack Plaid Tartan Pants Preppy Flannel Lined Photo Holiday Boys Size 5Opens in a new window or tabPre-Owned$17.99or Best Offer+$6.49 deliveryLocated in United StatesFree returnsTop Rated Plus
- Polo Ralph Lauren Pants Youth Boys Cotton Chino Drawstring Pant Blue Size 5 NWTOpens in a new window or tabBrand New$39.95or Best OfferFree deliveryLocated in United States
- Boys Preppy Khaki Pants Carter's 5T WhalesOpens in a new window or tabPre-Owned$12.99or Best OfferFree deliveryLocated in United States
- Mini Boden Cargo Pants Boys 5Y Madras Plaid Pull On Yellow Core Kidcore PreppyOpens in a new window or tabPre-Owned$16.88or Best Offer+$6.95 deliveryLocated in United StatesFree returnsTop Rated Plus
- Vineyard Vines Navy Blue Breaker Casual Pants Boys Kids Size 5 NEWOpens in a new window or tabBrand New$17.49or Best OfferFree deliveryLocated in United States
- NWT JANIE AND JACK Linen Double Waistband Pant in Tosh Blue SZ 5 PREPPY CLASSICOpens in a new window or tabBrand New$19.99or Best OfferFree deliveryLocated in United States
- Cat & Jack Boys' size 5 Straight Fit Chino Pants Blue School Uniform ChurchOpens in a new window or tabBrand New$10.49Was: $20.9850% offor Best Offer+$12.05 deliveryLocated in United States
- Class Club Boys 5 Dress Pants Tan Flat Front 100% Cotton Adjustable Waist PreppyOpens in a new window or tabPre-Owned$22.24or Best OfferFree deliveryLocated in United StatesFree returnsExtra 10% off with couponTop Rated Plus
- Polo Ralph Lauren Cordoroy Pants Boys 5T Blue Wide Leg Adjustable Waist StretchOpens in a new window or tabPre-Owned$23.95or Best Offer+$6.92 delivery in 2-4 daysLocated in United StatesFree returnsTop Rated Plus
- NWT Boys size 5 Gray Crewcuts Adjustable Waist Corduroy Pants sealed in bagOpens in a new window or tabBrand New$15.43or Best Offer+$5.41 deliveryLocated in United States
- Gap 1969 Boys Blue Corduroy Pants Size 5 Straight Fit Adjustable Waist CottonOpens in a new window or tabPre-Owned$14.00or Best Offer+$5.19 delivery in 2-4 daysLocated in United States
- FLAWS Vineyard Vines Boys Chinos Dress Pants 5 Solid Beige Clasp Khaki $70Opens in a new window or tabPre-Owned$14.25Was: $15.005% offor Best Offer+$7.10 deliveryLocated in United States
- Vintage Oshkosh B'Gosh Kids Corduroy Pants Football Print Size 5 BlueOpens in a new window or tabPre-Owned$49.99or Best Offer+$6.02 deliveryLocated in United States
- Disney Kids 5T Cargo Pants Corduroy Tan Pockets Outdoors Cabincore Casual PreppyOpens in a new window or tabPre-Owned$8.99or Best Offer+$5.95 deliveryLocated in United States
- Tommy Hilfiger Pull-On Woven Khaki Joggers Pants Chino Boys White Tie Size 5Opens in a new window or tabPre-Owned$19.00or Best Offer+$6.00 deliveryLocated in United States
- J.Crew Crewcuts Thompson Chino Pants Boys 5 Black Stretch Straight Leg PreppyOpens in a new window or tabBrand New$29.99or Best Offer+$7.99 deliveryLocated in United StatesFree returnsExtra 10% off with couponTop Rated Plus
- Boys 5 Hope & Henry Blue & White Striped Seersucker PantsOpens in a new window or tabPre-Owned$14.00or Best Offer+$5.02 deliveryLocated in United States
- Hanna Andersson Corduroy Pull-On Pants Size Boy's HA 110/Size US 5Opens in a new window or tabPre-Owned$18.00or Best Offer+$6.99 deliveryLocated in United States$10 off $50+ with coupon
- Three Pairs Polo Ralph Lauren Khaki Chino pants Boys 7 and 8Opens in a new window or tabPre-Owned$40.00or Best Offer+$16.75 deliveryLocated in United States
- Janie & Jack Tartan Plaid Holiday Pants Boys Size 5 Green Blue Wool BlendOpens in a new window or tabPre-Owned$11.25Was: $15.0025% offor Best Offer+$10.60 deliveryLocated in United States
- Polo Ralph Lauren Pants Size 5 Khaki Lightweight Beige Dress Pant Preppy EUCOpens in a new window or tabPre-Owned$19.97or Best Offer+$6.94 deliveryLocated in United States
- Polo Ralph Lauren Boys Navy Blue Corduroy Pants Size 5 Logo PreppyOpens in a new window or tabPre-Owned$19.50or Best Offer+$5.99 deliveryLocated in United States
- VINTAGE CLAIBORNE Seersucker Kids Boys Trousers Sz 5 Blue White Classic PreppyOpens in a new window or tabPre-Owned$17.92or Best Offer+$7.10 deliveryLocated in United States
- Papo d’Anjo Boys Preppy Chino Pants Size 5 Brown Cotton Straight Leg EUCOpens in a new window or tabPre-Owned$23.00or Best Offer+$5.75 deliveryLocated in United States
- Janie And Jack Linen/cotton Blend Pants Boys Sz 5 Navy Blue Straight Leg PreppyOpens in a new window or tabPre-Owned$8.50Was: $10.0015% offor Best Offer+$8.71 deliveryLocated in United States
- The Beaufort Bonnet Company Boys Prep School Pants Corduroy Green Size 5 PreppyOpens in a new window or tabBrand New$27.29Was: $38.9930% offor Best Offer+$5.99 deliveryLocated in United States
- New Polo Ralph Lauren Boys Khakis Chinos Size 5Opens in a new window or tabNew (Other)$35.00or Best Offer+$9.60 deliveryLocated in United States
- Polo Ralph Lauren Boys 5 Navy Corduroy Embroidered Pleated Straight Leg PantsOpens in a new window or tabBrand New$45.00or Best Offer+$12.71 deliveryLocated in United States
- Vineyard Vines Corduroy Pants Kids Size 5 100% Cotton Comfy Preppy AcademiaOpens in a new window or tabPre-Owned$20.00or Best Offer+$8.99 deliveryLocated in United States
- Cat & Jack Blue Searsucker Material Adjustable Waist Boys Sz 5 Easter PreppyOpens in a new window or tabPre-Owned$9.97or Best Offer+$5.02 deliveryLocated in United States
- MADE WITH LOVE CLASSIC CHILD INC SEERSUCKER PANTS BOYS SZ 5 Dressy PreppyOpens in a new window or tabPre-Owned$25.00or Best Offer+$4.75 deliveryLocated in United States
- Polo Ralph Lauren Pants Youth Boys Cotton Chino Drawstring Pant Khaki Size 5 NWTOpens in a new window or tabBrand New$44.95or Best OfferFree deliveryLocated in United States
- EDDIE BAUER BOYS SCHOOL PANTS ADJUSTABLE WAIST NAVY BLUE SKINNY LEG SZ 5 NEW!Opens in a new window or tabBrand New$21.00or Best Offer+$6.00 deliveryLocated in United States
- Janie & Jack Jogger Pants Boys Size 5 Black Stretch PocketsOpens in a new window or tabBrand New$15.99or Best Offer+$4.90 deliveryLocated in United States
- Janie and Jack Khaki Corduroy Trousers Casual Pants Boy’s 5 preppy casualOpens in a new window or tabPre-Owned$16.00or Best Offer+$9.39 deliveryLocated in United States
- Vineyard Vines Pants Khaki Pocket Casual New Without TagsOpens in a new window or tabNew (Other)$19.99or Best Offer+$13.31 deliveryLocated in United States
- Crewcuts Factory Boys White Skinny Fit Chino Pants Size 5 Adjustable Waist NWTOpens in a new window or tabNew (Other)$20.00or Best Offer+$6.50 deliveryLocated in United States
- Polo Ralph Lauren Boys Pants Size 5 Blue Corduroy Straight Leg PocketsOpens in a new window or tabPre-Owned$24.00or Best Offer+$12.71 deliveryLocated in United States
- Class Club Gold Label Boys Tan Linen Blend Dress Pants 5 Classic Preppy SummerOpens in a new window or tabPre-Owned$38.00or Best Offer+$8.30 deliveryLocated in United States
- Boy (sz5) True Religion Gold Stripe Sweatpants/joggers in Black & GoldOpens in a new window or tabBrand New$16.50or Best Offer+$5.25 deliveryLocated in United States
- Posh Kiddos Camo Biker Pants Size 5Opens in a new window or tabPre-Owned$14.95or Best Offer+$5.95 deliveryLocated in United States
- Aeropostale Boys Jogger Pants SZ 5 Maroon Elastic Waist & Cuffs Drawstring PcktsOpens in a new window or tabBrand New$9.99or Best Offer+$9.95 deliveryLocated in United States
- Abercrombie Kids Boys Blue Slim Fit Pants Size 5/6Opens in a new window or tabPre-Owned$30.00or Best Offer+$16.11 deliveryLocated in United States
- Polo Brown Faded Kids Chino Pants Ralph Lauren Preppy Academia School Sz 5Opens in a new window or tabPre-Owned$12.99or Best Offer+$10.07 deliveryLocated in United States
