Plant Nursery Chicago Spring Things to Do The Haute Seeker

40+ Fun Things To Do in Chicago in the Spring

Melting snow, lingering sunlight, and outdoor dining expansion are clear cues that spring in Chicago has arrived. After fridge temperatures and extensive nights of binge streaming shows, spring is the break we all need from the long and hibernation-heavy months of winter. In the spring, Chicago awakens from its arctic slumber and welcomes in an ample amount of reasons to get outdoors. This spring, take advantage of the warmer months with our guide to forty fun things to do in Chicago.

Reminder: While we encourage you to enjoy one or all of these activities, we recommend keeping yourself and others safe by practicing safe social distancing rules and regulations.


  1. Cheer for your favorite Chicago baseball team. Go Cubbies or Sox’s!
  2. Hit the great outdoors by hiking a nearby trail with a few adventurous friends.
  3. Admire the waterfront at Navy Pier.
  4. Spot something new on a long bike ride through the city.
  5. Plan a picnic in a hidden park or garden.
  6. Catch a cool breeze with a walk on the lakefront.
  7. Admire ornamental architecture on Terra Cotta Row.
  8. Get some Dim Sum, and then some, as you taste your way through Chinatown.
  9. Delight in delectable dessert from a famous bakery.
  10. Venture overnight to a small town or cool city near you.
  11. Savor an icy treat from a local ice cream shop.
  12. Take a day trip to an Illinois nature preserve.
  13. Grab a drink from your favorite neighborhood bar. 
  14. Adopt a pretty plant for your home from a local nursery.
  15. Check out an under the radar museum.
  16. Go mural scouting in Chicago’s coolest neighborhoods.
  17. Shop for trendy threads at a local boutique.
  18. Step beyond Western culture with a trip to Roger’s Park.
  19. Pass the time with a scenic drive through rural Illinois byways or backroads.
  20. Take insta-worthy photos in one or all of the 77 neighborhoods.
  21. Sit and sip at a hip rooftop bar.
  22. Take a charming stroll on the Chicago Riverwalk.
  23. Elevate your outdoor run on the 606 Trail.
  24. Watch fowl in their natural habitat at the bird sanctuary at Montrose Beach.
  25. Laugh out loud to witty jokes at a local improv or comedy show.
  26. Top off your weekend with a bottomless and boozy brunch.
  27. See the best views in the city from Willis Tower and the John Hancock Tower.
  28. Travel back in time with a visit to the Pullman Historic Neighborhood.
  29. Add to your vinyl collection from a local record shop.
  30. Visit the birthplace of famous Chicagoans in Bronzeville.
  31. Spot your favorite exotic animal at a zoo.
  32. Marvel at large-scale street art on the Wabash Arts Corridor.
  33. Stream a cultural event online with your family or friends.
  34. Shop on the famous ‘Magnificent Mile’.
  35. Take your booze to go from a pick-up window at a bar.
  36. Get an informal education at the Chicago Museum Campus.
  37. Reserve a table for dinner at a sidewalk patio or rooftop bar.
  38. Go house hunting for Gilded Age mansions in the South Loop.
  39. See the latest luxury fashions on Rush Street on the Gold Coast.
  40. Plan a spring break stay-cation at a swanky hotel in downtown Chicago.
  41. Arrange a romantic picnic in a historical park.
  42. Rummage through odd and mysterious trinkets at a quirky novelty shop.
  43. Pursue the spectacular selection of books at the Harold Washington public library.
  44. Play tourist and take a photo in front of the Cloud Gate (The Bean) at Millennium Park.

What are your favorite things to do in Chicago during the Spring? sHARE THEM IN THE COMMENTS BELOW!


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