Chicago Bucket List

Chicago sunset

Two years ago, I spent Thanksgiving weekend apartment hunting in Chicago.
On December 23, 2011, I became a part-time resident of Logan Square.
On April 2, 2012, I became a full-time resident of Pilsen.

In the two years since I first signed a lease in Chicago, I have covered much of the city on foot and by bike. I have gone to bars and shows and farmers markets and beaches. I have visited the sand cat a number of times. I have had a whole lot of Chicago-specific adventures, but feel like I have barely scratched the surface of what Chicago has to offer.

I am not planning on leaving my beloved city any time soon, but I expect I will leave eventually, and in anticipation of that day in the far off future, I have started a bucket list of Chicago sights and eats and scenes that I want to be sure not to miss. Some of the items on my list are things I have always wanted to do. Some are very unlikely to get done. Some I have done before, but want to repeat with someone who has not yet done them. Some might require winning the lottery or overcoming severe phobias. Some will likely be removed from the list, and others added.

Without further ado, and with a promise to tell you about each of these adventures as they happen, I present the first draft of my Chicago bucket list:

  1. Adler Planetarium
  2. Art Chicago at Merchandise Mart
  3. Bike the Drive
  4. Bike to Milwaukee
  5. Bike to the Botanic Gardens
  6. Bike to Three Floyds
  7. Brunch or drinks at North Pond
  8. Carillon tour with Mom
  9. Chicago Architecture Foundation walking tour
  10. Chicago History Museum
  11. Chicago marathon
  12. Complete tour of all Chicago beaches
  13. Complete tour of all El lines
  14. Cubs game with Nicolas
  15. Deep dish pizza
  16. Dinner at Bistronomic
  17. Dinner at EL Ideas
  18. Dinner at Elizabeth
  19. Dinner at Next or Alinea
  20. Donuts from Do-Rite
  21. Drinks at a shitty Wrigleyville bar
  22. Drinks at the Half Acre tap room
  23. Drinks at the Signature Room
  24. Ferris wheel at Navy Pier
  25. Festival of Barrel Aged Beers
  26. Field Museum
  27. Frank Lloyd Wright walking tour in Oak Park
  28. Hemingway birthplace tour in Oak Park
  29. Hot Doug’s
  30. Hot pot in Chinatown
  31. Ice skating at Millennium Park
  32. Kuma’s Corners
  33. Last call at a shitty 4am bar
  34. Live jazz on Rush St/River North
  35. Lunch at Calumet Fisheries
  36. Museum of Contemporary Art
  37. National Museum of Mexican Art
  38. Newberry Library
  39. Oriental Institute
  40. Pie at Hoosier Mama Pie Company
  41. Polish food
  42. Printers Row book fair
  43. Rainbo with Nicolas
  44. Robie House tour
  45. Sailing on Lake Michigan
  46. Sears Tower observation deck
  47. See a race at Arlington Park
  48. Shedd Aquarium with Nicolas
  49. Show at the Double Door
  50. Show at the Empty Bottle
  51. Sushi at Kai Zan
  52. Taste of Chicago
  53. Tea at Allium
  54. Tea at Pleasant House Bakery
  55. Vegan Korean at the Dragon Lady Lounge with Karen
  56. Visit one new street festival
  57. Vosges with Nicolas
  58. Walk or run the entire Lakefront Path
  59. Water taxi
  60. White Sox game

4 thoughts on “Chicago Bucket List”

  1. Many, many of these things I have done. And will be happy to do many, many of these things with you. So much time, so much city.

  2. #27 — I studied the list to make sure that one was there. Whew. Bravo.

    Suggested addition: Blackhawks vs. Detroit Red Wings game

Comments are closed.