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Things to do in Chicago

Top recommendations from locals

From sightseeing to hidden gems, find out what makes the city unique with the help of the locals who know it best.
Brewery
$$
“This is one of the original Chicago craft breweries despite only being around 10 years. This is on a great stretch of Milwaukee avenue with multiple food and bar options nearby. Great people watching up next to the windows.”
  • 200 locals recommend
Building
“Explore Chicago like never before with Skydeck Chicago. Offering spectacular views spanning up to four states. A one-stop Chicago experience”
  • 118 locals recommend
Speakeasy
$$$
“One of the city's most reputable cocktail bars. No reservations. Only craft products used. Proper attire requested. ”
  • 218 locals recommend
Planetarium
“Right on Lake Michigan, the Adler is a state of the art facility that makes a great day trip.”
  • 126 locals recommend
Jewelry Store
“Shopping, Shopping, Shopping!! Enjoy this multi-level shopping experience while being downtown Chicago. Macy's, Sephora, and Victoria's Secrets are just a few of the stores located here ”
  • 94 locals recommend
Indie Movie Theater
“Classic old Movie theatre with latest movies as well as older movies. Featuring a full bar for you drink lovers!”
  • 197 locals recommend
Fried Chicken Joint
$$
“This is a great hangout either winter or summer. This place has a slushy machine with rotating drinks but their standard is a Frozen Negroni”
  • 199 locals recommend
Building
“The Willis Tower, built as and still commonly referred to as the Sears Tower, is a 110-story, 1,450-foot skyscraper. Take cool pics from the Skydeck! ”
  • 124 locals recommend
Building
“Has Food and Drink, excellent service, buffet. Ll you can eat brunch made fresh to order. Is Now Called: 875 North Michigan Avenue, formerly the John Hancock Center, is a 100-story, 1,128-foot supertall skyscraper located in Chicago, Illinois. Located in the Magnificent Mile district, its name was changed to 875 North Michigan Avenue on February 12, 2018.  Height: 1,054′, 1,499′ to tip Floors: 100 ”
  • 146 locals recommend
Burger Joint
$$
“If there's ever a discussion about the best burger in Chicago, Au Cheval is in that discussion (I put it in the top three for sure). It even has smaller satellite locations around town called Small Cheval, where you'll get more of a traditional diner atmosphere as opposed to the main restaurants upscale diner feel.”
  • 164 locals recommend
Football Stadium
“Five miles away - Home of the Chicago Bears and world class musicians (last year the Rolling Stones).”
  • 92 locals recommend
Cocktail Bar
$$
“Great cocktails and food. Don’t leave before midnight when chocolate chip cookies are served.”
  • 157 locals recommend
Neighborhood
“See and be seen with cool restaurants, coffee shops, and shopping on Milwaukee avenue. It's also easy to catch the Blue Line train downtown.”
  • 140 locals recommend
American Restaurant
$$$
“Visit the Signature Lounge on the 96th floor of the John Hancock building for one of the best views of the city. ”
  • 156 locals recommend
Beer Bar
$$
“Since 1992, Hopleaf has been a both a mecca for craft beer fans and a relaxed convivial neighborhood pub in Andersonville. For over 15 years, Hopleaf has also offered thoughtfully sourced, in-house prepped, chef-inspired dining. ”
  • 172 locals recommend
Pool
“This is a prominent Puerto Rican neighborhood. They have a lot of modern buildings getting built. Beautiful area with the taste of Puerto Rico. A lot of great Puerto Rican and Hispanic restaurants.”
  • 127 locals recommend