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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.
Building
“The Willis Tower is a 110-story, 1,450-foot skyscraper in Chicago, Illinois.”
  • 118 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! ”
  • 131 locals recommend
Scenic Viewpoint
“Explore Chicago like never before with Skydeck Chicago. Offering spectacular views spanning up to four states, a one-stop Chicago experience full of interactive ”
  • 48 locals recommend
Building
“Formerly known as the Sears Tower, this is still one of the world's tallest buildings. The skydeck entrance is NOT in the main lobby of the building, but can be found on the Jackson Blvd side of the building. Lines can be long, so plan accordingly. Check out the skydeck website for ticket prices and IMPORTANT rules about what you can and cannot bring with you.”
  • 13 locals recommend
Market
“This is a European style market in the train station. You have have to down from the platforms. It has some great eats and interesting snacks. Good place to get something for the train. ”
  • 33 locals recommend
Theatre
“If you're willing to shell out some cash, the Lyric Opera has some of the best Opera out there.”
  • 20 locals recommend
Theatre
“Into plays? Chicago has many of the same Broadway plays that New York host. Such as Hamilton and Phantom of the Opera. ”
  • 13 locals recommend
Restaurant
$$
“Pizza! Pizza! Pizza! Known for deep-dish pizza, this casual chain serves other classic Italian food, plus beer & wine.”
  • 17 locals recommend
Steakhouse
$$$$
“Best steakhouse in Chicago (there are so many choices, but you won't go wrong with this one for sure). Also very nice river views!”
  • 19 locals recommend
Opera House
“North America's 2nd-largest opera venue has over 3,500 seats & houses the Lyric Opera of Chicago.”
  • 8 locals recommend
Pub
$$
“Located in the Loop. Popular during weekday lunch and Happy Hour. Hidden spot serving Belgian beers and pub food. You'd never know this place was here!”
  • 6 locals recommend
Bridge
  • 3 locals recommend
University
“World Class - something for everyone. The Impressionist collection is terrific!”
  • 4 locals recommend
Breakfast Spot
$$
“Elaborate menu with something for everyone. Is inside the Ogilvie Transportation Center on Madison & Clinton. Parking can be scarce, so take the 20 Madison bus and get off at Ogilvie. Still one of my favorite breakfast spots.”
  • 2 locals recommend
Train Station
“Massive, iconic beaux arts train station with urban & commuter rail lines, plus shops & eateries. Take the bus #28 (Southbound) straight to home!”
  • 21 locals recommend
Italian Restaurant
$$$
“Great views of downtown. I like this spot for a glass of bubbly and some oysters while taking in the view. 2nd floor bar more casual and preferred. ”
  • 4 locals recommend

Top restaurants

Restaurant
“Pizza! Pizza! Pizza! Known for deep-dish pizza, this casual chain serves other classic Italian food, plus beer & wine.”
  • 17 locals recommend
Steakhouse
“Best steakhouse in Chicago (there are so many choices, but you won't go wrong with this one for sure). Also very nice river views!”
  • 19 locals recommend
Breakfast Spot
“Elaborate menu with something for everyone. Is inside the Ogilvie Transportation Center on Madison & Clinton. Parking can be scarce, so take the 20 Madison bus and get off at Ogilvie. Still one of my favorite breakfast spots.”
  • 2 locals recommend
Italian Restaurant
“Great views of downtown. I like this spot for a glass of bubbly and some oysters while taking in the view. 2nd floor bar more casual and preferred. ”
  • 4 locals recommend
Bar
“Food and drinks that will blow you away. Prime is an upscale dining location great for fun yet more relaxing evenings where you can focus on friends and family. ”
  • 2 locals recommend
Café
“Coffeehouse specializing in pressed Cuban sandwiches plus salads, platters & more in modern digs. ”
  • 3 locals recommend
Cocktail Bar
“Bohemian-inspired interiors with views of the Chicago River gives an other-worldly feel. The beverage program at Beatnik pairs a cocktail list full of fun, creative, beautiful, and unstuffy drinks that come in three varieties: shaken, stirred and frozen. Their wine list is varied and unique with bottles from emerging regions and countries, representing sustainably farmed indigenous varietals. ”
  • 1 local recommends
Bar
“312 Chicago is centrally located the Loop Theater and Financial District. Iconic city views including City Hall, the Thompson Center, the Board of Trade and the Cadillac Palace Theatre.”
  • 1 local recommends

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