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Chicago T-Shirts From the Hometown of Threadless

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Threadless started as a t-shirt company in Chicago in 2000, so we take Chicago t-shirts personally. Deep dish, Italian beef, hot dogs and river bridges, all drawn by independent artists and printed on demand. The artist earns on every sale. Curious how it began? Read the Threadless story.

  1. CHICAGO BARS
    CHICAGO BARS by bossdog
  2. Sürly Türt (on dark colors)
    Sürly Türt (on dark colors) by Phineas X. Jones
  3. The Wetter The Better
    The Wetter The Better by Harebrained
  4. Chicago Dive Bars
    Chicago Dive Bars by Harebrained
  5. Chicago Italian Beefs
    Chicago Italian Beefs by Harebrained
  6. Chicago Lit since 1871
    Chicago Lit since 1871 by Harebrained
  7. Retro Chicago Hot Dog
    Retro Chicago Hot Dog by 5EyeStudio
  8. Vintage Chicago Bears Mascot
    Vintage Chicago Bears Mascot by Harebrained
  9. Malörtov Cocktail
    Malörtov Cocktail by Phineas X. Jones
  10. State Street Bridge
    State Street Bridge by ScienceMarchChi
  11. Chicago Dog with Everything
    Chicago Dog with Everything by Phineas X. Jones
  12. Chicago Style Pizza Box
    Chicago Style Pizza Box by Harebrained
  13. Pope Chicago
    Pope Chicago by Harebrained
  14. Chicago
    Chicago by chidm
  15. Oh Hey Chicago!
    Oh Hey Chicago! by campkatie
  16. Gone Feral In Chicago
    Gone Feral In Chicago by kilkennycat
  17. Chicago Hot Dog (Pink)
    Chicago Hot Dog (Pink) by 5EyeStudio
  18. Chicago Cubs Champions
    Chicago Cubs Champions by 5EyeStudio
  19. CHICAGO MAP
    CHICAGO MAP by JazzberryBlue
  20. Chicago Pride
    Chicago Pride by k_lukes
  21. Bulls (Red)
    Bulls (Red) by 5eth
  22. DA BEARS
    DA BEARS by bossdog
  23. Threadless Hot Dog
    Threadless Hot Dog by Steger
  24. C.O.W.L.
    C.O.W.L. by radiantblack
  25. Bulls (Grey)
    Bulls (Grey) by 5eth
  26. Bulls (Black)
    Bulls (Black) by 5eth
  27. Bulls (White)
    Bulls (White) by 5eth
  28. Chicago Tsunami Flag
    Chicago Tsunami Flag by transittees
  29. Blue Tiger
    Blue Tiger by ppmid
  30. "Chicago Knows How to Handle ICE"
    "Chicago Knows How to Handle ICE" by craightonberman
  31. Chicago Cicada Mascot
    Chicago Cicada Mascot by Harebrained
  32. Abolish Ice
    Abolish Ice by Harebrained
  33. Cheers, Chicago
    Cheers, Chicago by Harebrained
  34. Chicago House Music Rocks
    Chicago House Music Rocks by Harebrained
  35. Chicago Wet Beefs
    Chicago Wet Beefs by Harebrained
  36. Chicago Glizzies
    Chicago Glizzies by Harebrained
  37. Hey Chicago
    Hey Chicago by losereputation
  38. Chicago Rat with Chicago Dog
    Chicago Rat with Chicago Dog by annalisaillo
  39. The Chicago Grid System
    The Chicago Grid System by Harebrained
  40. Chicago Style Scorpion
    Chicago Style Scorpion by Phineas X. Jones
  41. Vintage Chicago Bulls Mascot
    Vintage Chicago Bulls Mascot by Harebrained
  42. Vintage Chicago Baseball Northside Team
    Vintage Chicago Baseball Northside Team by Harebrained
  43. CTA: One El Of A Ride
    CTA: One El Of A Ride by Harebrained
  44. Chicago Mothman Mascot
    Chicago Mothman Mascot by Harebrained
  45. Vintage Southside Chicago Baseball Mascot
    Vintage Southside Chicago Baseball Mascot by Harebrained
  46. Chicago
    Chicago by coyote_alert
  47. Chicago Skyline Art by Marian Nixon Paintings
    Chicago Skyline Art by Marian Nixon Paintings by Marian1
  48. Chicago Fan Cub
    Chicago Fan Cub by coyote_alert
* 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.