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101 things to do in Chicago

Feeling bored? We've gathered 101 things to do in Chicago, including attractions, experiences and places that you can't afford to miss

Chicago is a city filled with possibilities. Whether it's the place you call home or the site of your latest weekend getaway, there's no shortage of exciting ways to fill your day with fun. You can spend time in the Loop and visit some world-famous museums and cultural institutions or journey to surrounding neighborhoods to scope out local stores and hangouts. We've rounded up 101 of our favorite things to do in Chicago. You can take a look at the whole list, or tackle them by category—the choice is yours. Go forth and explore.​

Do you have a favorite thing to do that didn't make our list? Tell us about it and we may include it in a future update.

Explore the best things to do in Chicago by category

Attractions
Things to do

Attractions

Art, theater and comedy
Things to do

Art, theater and comedy

Restaurants and bars
Things to do

Restaurants and bars

Music and nightlife
Things to do

Music and nightlife

Shopping
Things to do

Shopping

Kids' activities
Things to do

Kids' activities

Free things to do
Things to do

Free things to do

Offbeat
Things to do

Offbeat

Checklist
Things to do

Checklist

How many have you done?

Full list of 101 things to do in Chicago

41
Get your comedy uncensored at The Annoyance
Comedy

Get your comedy uncensored at The Annoyance

Users say
  • 5 out of 5 stars
42
See 30 plays in 60 minutes at the Neo-Futurarium
Theater

See 30 plays in 60 minutes at the Neo-Futurarium

Users say
  • 4 out of 5 stars
43
Catch stand-up sets for a song
Comedy

Catch stand-up sets for a song

44
Eat a Mexican cemita at Cemitas Puebla
Restaurants

Eat a Mexican cemita at Cemitas Puebla

45
Get a taste of Chicago history at Calumet Fisheries
Restaurants

Get a taste of Chicago history at Calumet Fisheries

46
Try two styles of pizza at Pequod’s and Coalfire
Restaurants

Try two styles of pizza at Pequod’s and Coalfire

47
Eat the best burger in town at Au Cheval
Restaurants

Eat the best burger in town at Au Cheval

Time Out says
  • 3 out of 5 stars
Users say
  • 4 out of 5 stars
48
Travel to the tropics with a tiki drink at Three Dots and a Dash & Lost Lake

Travel to the tropics with a tiki drink at Three Dots and a Dash & Lost Lake

Time Out says
  • 4 out of 5 stars
Users say
  • 4 out of 5 stars
Book online
49
Start your day with brunch at the Publican
Restaurants Book online

Start your day with brunch at the Publican

Time Out says
  • 4 out of 5 stars
Users say
  • 5 out of 5 stars
Book online
50
Learn about gin by drinking at Scofflaw
Bars

Learn about gin by drinking at Scofflaw

Users say
  • 5 out of 5 stars
51
Eat Macanese fare at Fat Rice
Restaurants

Eat Macanese fare at Fat Rice

Time Out says
  • 4 out of 5 stars
Users say
  • 5 out of 5 stars
52
Try Rick Bayless’s food at Topolobampo
Restaurants Book online

Try Rick Bayless’s food at Topolobampo

Book online
53
Explore birrieria at Birrieria Zaragoza
Restaurants

Explore birrieria at Birrieria Zaragoza

54
Head to Logan Square to eat at Lula Cafe and Longman & Eagle
Restaurants

Head to Logan Square to eat at Lula Cafe and Longman & Eagle

55
Eat a Pleasant House Bakery pie at Maria’s Packaged Goods & Community Bar
Things to do

Eat a Pleasant House Bakery pie at Maria’s Packaged Goods & Community Bar

56
Buy fresh fruits, veggies and local products at the Green City Market
Shopping

Buy fresh fruits, veggies and local products at the Green City Market

Users say
  • 5 out of 5 stars
57
Sample spicy Chinese dishes at Lao Sze Chuan in Chinatown
Restaurants

Sample spicy Chinese dishes at Lao Sze Chuan in Chinatown

58
Take a tour of Half Acre Beer Company or Revolution Brewing
Bars

Take a tour of Half Acre Beer Company or Revolution Brewing

59
Try a Chicago-style hot dog at Superdawg
Restaurants

Try a Chicago-style hot dog at Superdawg

60
Explore pan-Asian cuisine on Argyle Street
Restaurants

Explore pan-Asian cuisine on Argyle Street

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