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If you're looking for an affordable way to keep your boy looking stylish, consider buying used boys' shorts on sale at thredUP at up to 90% off estimated retail prices.

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97 items
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    Matilda Jane Shorts (view 2)Matilda Jane Shorts (view 1)
    View Product: Matilda Jane Shorts

    Matilda Jane

    Shorts
    Size 4
    $12.99
    51% off estimated retail
    Gap Kids Shorts (view 2)Gap Kids Shorts (view 1)
    View Product: Gap Kids Shorts

    Gap Kids

    Shorts
    Size 5
    $15.99
    50% off estimated retail
    Gap Kids Shorts (view 2)Gap Kids Shorts (view 1)
    View Product: Gap Kids Shorts

    Gap Kids

    Shorts
    Size 4
    $15.99
    50% off estimated retail
    Polo by Ralph Lauren Athletic Shorts (view 2)Polo by Ralph Lauren Athletic Shorts (view 1)
    View Product: Polo by Ralph Lauren Athletic Shorts

    Polo by Ralph Lauren

    Athletic Shorts
    Size 5
    $13.99
    56% off estimated retail
    The Edit. Forever Classic, Get perfectly polished in trousers, blazers, and more. Shop The Edit
    Du Pareil Au Meme DPAM Shorts (view 2)Du Pareil Au Meme DPAM Shorts (view 1)
    View Product: Du Pareil Au Meme DPAM Shorts

    Du Pareil Au Meme DPAM

    Shorts
    Size 5
    $9.99
    63% off estimated retail
    Under Armour Athletic Shorts (view 2)Under Armour Athletic Shorts (view 1)
    View Product: Under Armour Athletic Shorts

    Under Armour

    Athletic Shorts
    Size 5
    $13.99
    39% off estimated retail
    Crewcuts Shorts (view 2)Crewcuts Shorts (view 1)
    View Product: Crewcuts Shorts

    Crewcuts

    Shorts
    Size 5
    $9.99
    63% off estimated retail
    Adidas Athletic Shorts (view 2)Adidas Athletic Shorts (view 1)
    View Product: Adidas Athletic Shorts

    Adidas

    Athletic Shorts
    Size 4
    $13.99
    39% off estimated retail
    Marvel Shorts (view 2)Marvel Shorts (view 1)
    View Product: Marvel Shorts

    Marvel

    Shorts
    Size 5
    $12.99
    27% off estimated retail
    Huntington Beach Club Shorts (view 2)Huntington Beach Club Shorts (view 1)
    View Product: Huntington Beach Club Shorts

    Huntington Beach Club

    Shorts
    Size 5
    $10.99
    63% off estimated retail
    Hanna Andersson Board Shorts (view 2)Hanna Andersson Board Shorts (view 1)
    View Product: Hanna Andersson Board Shorts

    Hanna Andersson

    Board Shorts
    Size 4
    $21.99
    46% off estimated retail
    Lands' End Khaki Shorts (view 2)Lands' End Khaki Shorts (view 1)
    View Product: Lands' End Khaki Shorts

    Lands' End

    Khaki Shorts
    Size 4
    $13.99
    44% off estimated retail
    Tommy Bahama Shorts (view 2)Tommy Bahama Shorts (view 1)
    View Product: Tommy Bahama Shorts

    Tommy Bahama

    Shorts
    Size 4
    $8.99
    60% off estimated retail
    Disney Store Board Shorts (view 2)Disney Store Board Shorts (view 1)
    View Product: Disney Store Board Shorts

    Disney Store

    Board Shorts
    Size 5
    $9.99
    41% off estimated retail
    Vintage Board Shorts (view 2)Vintage Board Shorts (view 1)
    View Product: Vintage Board Shorts

    Vintage

    Board Shorts
    Size 4
    $5.99
    33% off estimated retail
    Janie and Jack Khaki Shorts (view 2)Janie and Jack Khaki Shorts (view 1)
    View Product: Janie and Jack Khaki Shorts

    Janie and Jack

    Khaki Shorts
    Size 5
    $13.99
    61% off estimated retail
    Janie and Jack Shorts (view 2)Janie and Jack Shorts (view 1)
    View Product: Janie and Jack Shorts

    Janie and Jack

    Shorts
    Size 4
    $8.99
    60% off estimated retail
    Janie and Jack Khaki Shorts (view 2)Janie and Jack Khaki Shorts (view 1)
    View Product: Janie and Jack Khaki Shorts

    Janie and Jack

    Khaki Shorts
    Size 4
    $11.99
    66% off estimated retail
    Lands' End Khaki Shorts (view 2)Lands' End Khaki Shorts (view 1)
    View Product: Lands' End Khaki Shorts

    Lands' End

    Khaki Shorts
    Size 5
    $13.99
    44% off estimated retail
    Smockingbird Board Shorts (view 2)Smockingbird Board Shorts (view 1)
    View Product: Smockingbird Board Shorts

    Smockingbird

    Board Shorts
    Size 5
    $17.99
    33% off estimated retail
    Hanna Andersson Board Shorts (view 2)Hanna Andersson Board Shorts (view 1)
    View Product: Hanna Andersson Board Shorts

    Hanna Andersson

    Board Shorts
    Size 4
    $15.99
    46% off estimated retail
    Polo by Ralph Lauren Board Shorts (view 2)Polo by Ralph Lauren Board Shorts (view 1)
    View Product: Polo by Ralph Lauren Board Shorts

    Polo by Ralph Lauren

    Board Shorts
    Size 5
    $15.99
    43% off estimated retail
    Reebok Athletic Shorts (view 2)Reebok Athletic Shorts (view 1)
    View Product: Reebok Athletic Shorts

    Reebok

    Athletic Shorts
    Size 4
    $11.99
    47% off estimated retail
    Janie and Jack Board Shorts (view 2)Janie and Jack Board Shorts (view 1)
    View Product: Janie and Jack Board Shorts

    Janie and Jack

    Board Shorts
    Size 4
    $11.99
    61% off estimated retail
    Janie and Jack Board Shorts (view 2)Janie and Jack Board Shorts (view 1)
    View Product: Janie and Jack Board Shorts

    Janie and Jack

    Board Shorts
    Size 4
    $10.99
    52% off estimated retail
    Gap Kids Shorts (view 2)Gap Kids Shorts (view 1)
    View Product: Gap Kids Shorts

    Gap Kids

    Shorts
    Size 4
    $14.99
    53% off estimated retail
    Janie and Jack Shorts (view 2)Janie and Jack Shorts (view 1)Flawed Gem
    View Product: Janie and Jack Shorts

    Janie and Jack

    Shorts
    Size 5
    $11.99
    47% off estimated retail
    Adidas Athletic Shorts (view 2)Adidas Athletic Shorts (view 1)
    View Product: Adidas Athletic Shorts

    Adidas

    Athletic Shorts
    Size 5
    $9.99
    56% off estimated retail
    Nike Athletic Shorts (view 2)Nike Athletic Shorts (view 1)
    View Product: Nike Athletic Shorts

    Nike

    Athletic Shorts
    Size 4
    $10.99
    59% off estimated retail
    Crewcuts Denim Shorts (view 2)Crewcuts Denim Shorts (view 1)
    View Product: Crewcuts Denim Shorts

    Crewcuts

    Denim Shorts
    Size 5
    $12.99
    68% off estimated retail
    5.11 Tactical Series Cargo Shorts (view 2)5.11 Tactical Series Cargo Shorts (view 1)
    View Product: 5.11 Tactical Series Cargo Shorts

    5.11 Tactical Series

    Cargo Shorts
    Size 4
    $10.99
    38% off estimated retail
    Adidas Athletic Shorts (view 2)Adidas Athletic Shorts (view 1)
    View Product: Adidas Athletic Shorts

    Adidas

    Athletic Shorts
    Size 4
    $9.99
    56% off estimated retail
    Lands' End Cargo Shorts (view 2)Lands' End Cargo Shorts (view 1)
    View Product: Lands' End Cargo Shorts

    Lands' End

    Cargo Shorts
    Size 4
    $11.99
    56% off estimated retail
    Tea Board Shorts (view 2)Tea Board Shorts (view 1)
    View Product: Tea Board Shorts

    Tea

    Board Shorts
    Size 4
    $17.99
    59% off estimated retail
    Kaalu Khaki Shorts (view 2)Kaalu Khaki Shorts (view 1)New With Tags
    View Product: Kaalu Khaki Shorts

    Kaalu

    Khaki Shorts
    Size 5
    $12.99
    53% off estimated retail
    Rockets of Awesome Shorts (view 2)Rockets of Awesome Shorts (view 1)
    View Product: Rockets of Awesome Shorts

    Rockets of Awesome

    Shorts
    Size 4
    $11.99
    33% off estimated retail
    Polo by Ralph Lauren Cargo Shorts (view 2)Polo by Ralph Lauren Cargo Shorts (view 1)
    View Product: Polo by Ralph Lauren Cargo Shorts

    Polo by Ralph Lauren

    Cargo Shorts
    Size 4
    $18.99
    66% off estimated retail
    Hanna Andersson Board Shorts (view 2)Hanna Andersson Board Shorts (view 1)
    View Product: Hanna Andersson Board Shorts

    Hanna Andersson

    Board Shorts
    Size 4
    $17.99
    40% off estimated retail
    Disney for Baby Gap Shorts (view 2)Disney for Baby Gap Shorts (view 1)
    View Product: Disney for Baby Gap Shorts

    Disney for Baby Gap

    Shorts
    Size 4
    $10.99
    38% off estimated retail
    Distortion Board Shorts (view 2)Distortion Board Shorts (view 1)
    View Product: Distortion Board Shorts

    Distortion

    Board Shorts
    Size 5
    $12.99
    38% off estimated retail
    Hanna Andersson Board Shorts (view 2)Hanna Andersson Board Shorts (view 1)
    View Product: Hanna Andersson Board Shorts

    Hanna Andersson

    Board Shorts
    Size 5
    $17.99
    40% off estimated retail
    Class Club Athletic Shorts (view 2)Class Club Athletic Shorts (view 1)
    View Product: Class Club Athletic Shorts

    Class Club

    Athletic Shorts
    Size 4
    $8.99
    35% off estimated retail
    Adidas Athletic Shorts (view 2)Adidas Athletic Shorts (view 1)
    View Product: Adidas Athletic Shorts

    Adidas

    Athletic Shorts
    Size 4
    $13.99
    39% off estimated retail
    Adidas Athletic Shorts (view 2)Adidas Athletic Shorts (view 1)
    View Product: Adidas Athletic Shorts

    Adidas

    Athletic Shorts
    Size 5
    $13.99
    39% off estimated retail
    Gap Kids Board Shorts (view 2)Gap Kids Board Shorts (view 1)
    View Product: Gap Kids Board Shorts

    Gap Kids

    Board Shorts
    Size 4
    $16.99
    56% off estimated retail
    Minecraft Athletic Shorts (view 2)Minecraft Athletic Shorts (view 1)
    View Product: Minecraft Athletic Shorts

    Minecraft

    Athletic Shorts
    Size 5
    $9.99 $11
    Adidas Athletic Shorts (view 2)Adidas Athletic Shorts (view 1)
    View Product: Adidas Athletic Shorts

    Adidas

    Athletic Shorts
    Size 4
    $12.99
    43% off estimated retail
    Hanna Andersson Shorts (view 2)Hanna Andersson Shorts (view 1)
    View Product: Hanna Andersson Shorts

    Hanna Andersson

    Shorts
    Size 4
    $16.99
    33% off estimated retail
    Xtreme Board Shorts (view 2)Xtreme Board Shorts (view 1)
    View Product: Xtreme Board Shorts

    Xtreme

    Board Shorts
    Size 4
    $6.99
    22% off estimated retail
    Hanna Andersson Shorts (view 2)Hanna Andersson Shorts (view 1)
    View Product: Hanna Andersson Shorts

    Hanna Andersson

    Shorts
    Size 4
    $9.99
    52% off estimated retail
    Capelli Sport Athletic Shorts (view 2)Capelli Sport Athletic Shorts (view 1)
    View Product: Capelli Sport Athletic Shorts

    Capelli Sport

    Athletic Shorts
    Size 4
    $11.99
    47% off estimated retail
    Capelli Sport Athletic Shorts (view 2)Capelli Sport Athletic Shorts (view 1)
    View Product: Capelli Sport Athletic Shorts

    Capelli Sport

    Athletic Shorts
    Size 4
    $11.99
    47% off estimated retail
    Gap Fit Shorts (view 2)Gap Fit Shorts (view 1)
    View Product: Gap Fit Shorts

    Gap Fit

    Shorts
    Size 4
    $12.99
    43% off estimated retail
    Kana Board Shorts (view 2)Kana Board Shorts (view 1)
    View Product: Kana Board Shorts

    Kana

    Board Shorts
    Size 5
    $9.99 $7.99 20% off with code HOTDEAL
    35% off estimated retail
    Under Armour Athletic Shorts (view 2)Under Armour Athletic Shorts (view 1)
    View Product: Under Armour Athletic Shorts

    Under Armour

    Athletic Shorts
    Size 5
    $16.99 $11.04 35% off with code HOTDEAL
    30% off estimated retail
    OshKosh B'gosh Shorts (view 2)OshKosh B'gosh Shorts (view 1)
    View Product: OshKosh B'gosh Shorts

    OshKosh B'gosh

    Shorts
    Size 5
    $15.99 $12.79 20% off with code HOTDEAL
    56% off estimated retail
    Nike Athletic Shorts (view 2)Nike Athletic Shorts (view 1)
    View Product: Nike Athletic Shorts

    Nike

    Athletic Shorts
    Size 4
    $11.99 $8.99 25% off with code HOTDEAL
    59% off estimated retail
    Janie and Jack Shorts (view 2)Janie and Jack Shorts (view 1)
    View Product: Janie and Jack Shorts

    Janie and Jack

    Shorts
    Size 4
    $13.99 $11.19 20% off with code HOTDEAL
    47% off estimated retail
    Gap Kids Board Shorts (view 2)Gap Kids Board Shorts (view 1)
    View Product: Gap Kids Board Shorts

    Gap Kids

    Board Shorts
    Size 4
    $17.99 $13.49 25% off with code HOTDEAL
    53% off estimated retail
    OshKosh B'gosh Shorts (view 2)OshKosh B'gosh Shorts (view 1)
    View Product: OshKosh B'gosh Shorts

    OshKosh B'gosh

    Shorts
    Size 4
    $10.99 $8.79 20% off with code HOTDEAL
    57% off estimated retail
    Runway Athletic Shorts (view 2)Runway Athletic Shorts (view 1)
    View Product: Runway Athletic Shorts

    Runway

    Athletic Shorts
    Size 4
    $10.99 $8.79 20% off with code HOTDEAL
    60% off estimated retail
    Copper Athletic Shorts (view 2)Copper Athletic Shorts (view 1)
    View Product: Copper Athletic Shorts

    Copper

    Athletic Shorts
    Size 4
    $9.99 $7.99 20% off with code HOTDEAL
    $9
    Janie and Jack Shorts (view 2)Janie and Jack Shorts (view 1)
    View Product: Janie and Jack Shorts

    Janie and Jack

    Shorts
    Size 4
    $12.99 $10.39 20% off with code HOTDEAL
    52% off estimated retail
    OAS Shorts (view 2)OAS Shorts (view 1)
    View Product: OAS Shorts

    OAS

    Shorts
    Size 4
    $19.99 $14.99 25% off with code HOTDEAL
    71% off estimated retail
    Billabong Board Shorts (view 2)Billabong Board Shorts (view 1)
    View Product: Billabong Board Shorts

    Billabong

    Board Shorts
    Size 5
    $15.99 $11.99 25% off with code HOTDEAL
    43% off estimated retail
    Quiksilver Shorts (view 2)Quiksilver Shorts (view 1)
    View Product: Quiksilver Shorts

    Quiksilver

    Shorts
    Size 5
    $13.99 $11.19 20% off with code HOTDEAL
    33% off estimated retail
    Nine West Shorts (view 2)Nine West Shorts (view 1)
    View Product: Nine West Shorts

    Nine West

    Shorts
    Size 4
    $13.99 $11.19 20% off with code HOTDEAL
    47% off estimated retail
    Shein Denim Shorts (view 2)Shein Denim Shorts (view 1)
    View Product: Shein Denim Shorts

    Shein

    Denim Shorts
    Size 4
    $6.99 $5.59 20% off with code HOTDEAL
    50% off estimated retail
    Gap Denim Shorts (view 2)Gap Denim Shorts (view 1)
    View Product: Gap Denim Shorts

    Gap

    Denim Shorts
    Size 5
    $15.99 $11.19 30% off with code HOTDEAL
    59% off estimated retail
    SwimZip Board Shorts (view 2)SwimZip Board Shorts (view 1)
    View Product: SwimZip Board Shorts

    SwimZip

    Board Shorts
    Size 5
    $11.99 $8.99 25% off with code HOTDEAL
    38% off estimated retail
    Gap Kids Shorts (view 2)Gap Kids Shorts (view 1)New With Tags
    View Product: Gap Kids Shorts

    Gap Kids

    Shorts
    Size 4
    $17.99 $12.59 30% off with code HOTDEAL
    53% off estimated retail
    Evolution Jeans Shorts (view 2)Evolution Jeans Shorts (view 1)
    View Product: Evolution Jeans Shorts

    Evolution Jeans

    Shorts
    Size 4
    $8.99 $7.19 20% off with code HOTDEAL
    11% off estimated retail
    J.Crew Shorts (view 2)J.Crew Shorts (view 1)
    View Product: J.Crew Shorts

    J.Crew

    Shorts
    Size 4
    $12.99 $9.74 25% off with code HOTDEAL
    55% off estimated retail
    The New Society Khaki Shorts (view 2)The New Society Khaki Shorts (view 1)
    View Product: The New Society Khaki Shorts

    The New Society

    Khaki Shorts
    Size 4
    $31.99 $19.19 40% off with code HOTDEAL
    74% off estimated retail
    Coogi Athletic Shorts (view 2)Coogi Athletic Shorts (view 1)
    View Product: Coogi Athletic Shorts

    Coogi

    Athletic Shorts
    Size 5
    $27.99 $16.79 40% off with code HOTDEAL
    78% off estimated retail
    Nike Athletic Shorts (view 2)Nike Athletic Shorts (view 1)
    View Product: Nike Athletic Shorts

    Nike

    Athletic Shorts
    Size 4
    $17.99 $10.79 40% off with code HOTDEAL
    44% off estimated retail
    Billabong Athletic Shorts (view 2)Billabong Athletic Shorts (view 1)
    View Product: Billabong Athletic Shorts

    Billabong

    Athletic Shorts
    Size 4
    $16.99 $11.89 30% off with code HOTDEAL
    39% off estimated retail
    Sunshine Swing Shorts (view 2)Sunshine Swing Shorts (view 1)
    View Product: Sunshine Swing Shorts

    Sunshine Swing

    Shorts
    Size 4
    $10.99 $8.79 20% off with code HOTDEAL
    35% off estimated retail
    Harmont & Blaine Denim Shorts (view 2)Harmont & Blaine Denim Shorts (view 1)
    View Product: Harmont & Blaine Denim Shorts

    Harmont & Blaine

    Denim Shorts
    Size 4
    $26.99 $14.84 45% off with code HOTDEAL
    68% off estimated retail
    Lands' End Khaki Shorts (view 2)Lands' End Khaki Shorts (view 1)
    View Product: Lands' End Khaki Shorts

    Lands' End

    Khaki Shorts
    Size 4
    $12.99 $10.39 20% off with code HOTDEAL
    62% off estimated retail
    Lullaby Set Shorts (view 2)Lullaby Set Shorts (view 1)
    View Product: Lullaby Set Shorts

    Lullaby Set

    Shorts
    Size 5
    $26.99 $14.84 45% off with code HOTDEAL
    53% off estimated retail
    Gymboree Shorts (view 2)Gymboree Shorts (view 1)
    View Product: Gymboree Shorts

    Gymboree

    Shorts
    Size 5
    $10.99 $8.79 20% off with code HOTDEAL
    43% off estimated retail
    Andy & Evan Shorts (view 2)Andy & Evan Shorts (view 1)Price Drop
    View Product: Andy & Evan Shorts

    Andy & Evan

    Shorts
    Size 5
    $15.99 $11.19 30% off with code HOTDEAL
    71% off estimated retail
    Nike Athletic Shorts (view 2)Nike Athletic Shorts (view 1)Price Drop
    View Product: Nike Athletic Shorts

    Nike

    Athletic Shorts
    Size 4
    $17.99 $9.00 50% off with code HOTDEAL
    44% off estimated retail
    Just One Year by Carter's Shorts (view 2)Just One Year by Carter's Shorts (view 1)
    View Product: Just One Year by Carter's Shorts

    Just One Year by Carter's

    Shorts
    Size Preemie
    $7.99 $4.79 40% off with code HOTDEAL
    $7
    Crewcuts Athletic Shorts (view 2)Crewcuts Athletic Shorts (view 1)
    View Product: Crewcuts Athletic Shorts

    Crewcuts

    Athletic Shorts
    Size 4
    $12.99 $7.14 45% off with code HOTDEAL
    59% off estimated retail
    Assorted Brands Shorts (view 2)Assorted Brands Shorts (view 1)Price Drop
    View Product: Assorted Brands Shorts

    Assorted Brands

    Shorts
    Size 4
    $11.99 $7.19 40% off with code HOTDEAL
    44% off estimated retail
    Unbranded Shorts (view 2)Unbranded Shorts (view 1)Price Drop
    View Product: Unbranded Shorts

    Unbranded

    Shorts
    Size 4
    $10.99 $6.59 40% off with code HOTDEAL
    44% off estimated retail
    Jumping Beans Cargo Shorts (view 2)Jumping Beans Cargo Shorts (view 1)Price Drop
    View Product: Jumping Beans Cargo Shorts

    Jumping Beans

    Cargo Shorts
    Size Preemie
    $9.99 $5.49 45% off with code HOTDEAL
    23% off estimated retail
    Baby Gap Shorts (view 2)Baby Gap Shorts (view 1)Price Drop
    View Product: Baby Gap Shorts

    Baby Gap

    Shorts
    Size 4
    $10.99 $6.59 40% off with code HOTDEAL
    57% off estimated retail
    Gap Shorts (view 2)Gap Shorts (view 1)Price Drop
    View Product: Gap Shorts

    Gap

    Shorts
    Size 4
    $11.99 $7.19 40% off with code HOTDEAL
    68% off estimated retail
    Baby Gap Denim Shorts (view 2)Baby Gap Denim Shorts (view 1)Price Drop
    View Product: Baby Gap Denim Shorts

    Baby Gap

    Denim Shorts
    Size 5
    $11.99 $7.19 40% off with code HOTDEAL
    52% off estimated retail
    Gap Cargo Shorts (view 2)Gap Cargo Shorts (view 1)Price Drop
    View Product: Gap Cargo Shorts

    Gap

    Cargo Shorts
    Size Preemie
    $10.24 $5.63 45% off with code HOTDEAL
    57% off estimated retail
    Skechers Athletic Shorts (view 2)Skechers Athletic Shorts (view 1)Price Drop
    View Product: Skechers Athletic Shorts

    Skechers

    Athletic Shorts
    Size 5
    $12.24 $7.34 40% off with code HOTDEAL
    65% off estimated retail
    Gap Shorts (view 2)Gap Shorts (view 1)Price Drop
    View Product: Gap Shorts

    Gap

    Shorts
    Size 4
    $12.24 $7.34 40% off with code HOTDEAL
    73% off estimated retail
    OshKosh B'gosh Khaki Shorts (view 2)OshKosh B'gosh Khaki Shorts (view 1)Price Drop
    View Product: OshKosh B'gosh Khaki Shorts

    OshKosh B'gosh

    Khaki Shorts
    Size 5
    $8.99 $5.39 40% off with code HOTDEAL
    33% off estimated retail
    Puma Athletic Shorts (view 2)Puma Athletic Shorts (view 1)Price Drop
    View Product: Puma Athletic Shorts

    Puma

    Athletic Shorts
    Size 5
    $8.99 $5.39 40% off with code HOTDEAL
    53% off estimated retail
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