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Headwear Drawing Hats

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Shop Headwear Drawing Hats at Threadless. Every hat here started out as art by an independent artist — printed on demand and ready to ship.

  1. Still Caring
    Still Caring by HabbyArt
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  2. Ghost Of Disapproval
    Ghost Of Disapproval by obinsun
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  3. Lost in Glitch
    Lost in Glitch by digitalcarbine
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  4. The Auryn (Color Version)
    The Auryn (Color Version) by HabbyArt
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  5. MY BODY IS IN DECLINE
    MY BODY IS IN DECLINE by nathanwpyle1982
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  6. HEARTLESS
    HEARTLESS by ounom
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  7. Vintage Halloween
    Vintage Halloween by camillechew
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  8. STRANGE PLANET SPECIAL PRODUCT: I AM A BEACON OF JOY
    STRANGE PLANET SPECIAL PRODUCT: I AM A BEACON OF JOY by nathanwpyle1982
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  9. Cat Tree
    Cat Tree by tobefonseca
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  10. Woodpecker's Jenga
    Woodpecker's Jenga by goshwowartwear
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  11. Felix the cat vintage
    Felix the cat vintage by rocketmantees
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  12. oeuf
    oeuf by nathanwpyle1982
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  13. STRANGE PLANET SPECIAL PRODUCT: DIFFICULT DAY YET I MAINTAIN COMPOSURE
    STRANGE PLANET SPECIAL PRODUCT: DIFFICULT DAY YET I MAINTAIN COMPOSURE by nathanwpyle1982
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  14. Flock of Birds
    Flock of Birds by radiomode
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  15. Cat Mornings
    Cat Mornings by obinsun
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  16. Sliced Mario Mushroom (Color Version)
    Sliced Mario Mushroom (Color Version) by HabbyArt
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  17. Mister Mittens' Big Adventure
    Mister Mittens' Big Adventure by speedyjvw
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  18. Making New Friends
    Making New Friends by stevenrhodes
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  19. Side Quest
    Side Quest by TeoZ
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  20. Doodletown Kitties - Neon
    Doodletown Kitties - Neon by jclovely
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  21. Retro Hoth
    Retro Hoth by rocketmantees
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  22. Y'all Need to Read More Books
    Y'all Need to Read More Books by wasabisnake
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  23. Recipes For Children
    Recipes For Children by stevenrhodes
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  24. Funkalicious
    Funkalicious by Fen
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  25. STRANGE PLANET SPECIAL PRODUCT: ODD BUT HARMLESS
    STRANGE PLANET SPECIAL PRODUCT: ODD BUT HARMLESS by nathanwpyle1982
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  26. The Collector
    The Collector by camillechew
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  27. Sleepy Sushi
    Sleepy Sushi by Benjimoji
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  28. Let's Summon Demons
    Let's Summon Demons by stevenrhodes
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  29. Riot
    Riot by TeoZ
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  30. Flight
    Flight by trabu
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  31. Flynn's Arcade
    Flynn's Arcade by rocketmantees
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  32. Spirit of Halloween
    Spirit of Halloween by Bosatsu
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  33. The Communist Party
    The Communist Party by tomburns
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  34. FRANKIE GOES TO HOLLYWOOD
    FRANKIE GOES TO HOLLYWOOD by los tomatos
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  35. Suspicious Meow
    Suspicious Meow by artlahdesigns
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  36. Furr Division
    Furr Division by tobefonseca
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  37. We've Got Some Work To Do Now
    We've Got Some Work To Do Now by alternate persona
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  38. Prehistoric Monster Japan Mount Fuji
    Prehistoric Monster Japan Mount Fuji by rocketmantees
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  39. Not Fast, Not Furious
    Not Fast, Not Furious by DinoMike
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  40. Meteor Thrower
    Meteor Thrower by digitalcarbine
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  41. Worry Later
    Worry Later by TeoZ
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  42. The Great Retro Wave
    The Great Retro Wave by vincenttrinidad
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  43. Earth with Moon balloon
    Earth with Moon balloon by wawawiwa
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  44. Hugs Keep Us Alive!
    Hugs Keep Us Alive! by ilovedoodle
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  45. EXISTENCE IS TERRIFYING ICON
    EXISTENCE IS TERRIFYING ICON by nathanwpyle1982
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  46. Pocket pet sleepy sloth
    Pocket pet sleepy sloth by trabu
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  47. Ah The Element of Surprise Project Hail Mary
    Ah The Element of Surprise Project Hail Mary by rocketmantees
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22
  48. Kiwi Anatomy
    Kiwi Anatomy by McDanger
    $27.45Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time. $22

Step into a world where creativity flows and imagination takes shape with Threadless' drawing-themed collection. Our carefully curated selection showcases the beauty and intricacy of drawing, offering artist-designed t-shirts, hoodies, and tank tops adorned with stunning sketches, detailed line art, and imaginative compositions. Each piece invites you to wear your love for art while expressing your personal style. In addition to apparel, explore our range of accessories—tote bags, phone cases, and stickers—all embellished with captivating drawing motifs that inspire and delight. For those looking to transform their space, our wall art selection offers eye-catching designs that celebrate the art of drawing, perfect for adding an artistic touch to any room. Join a community of art enthusiasts and let your personality shine through with Threadless' expressive drawing-themed collection. Discover our unique designs and embrace the creativity today!

* Comparison prices are references to regular retail prices of the same or similar items in Artist Shops or at third party retail locations. Savings may vary over time.