A handpicked archive of essential things to do in Chicago. Featuring classic architectural tours, cultural institutions, neighborhood staples, and top food and drink destinations for a seamless weekend itinerary
Map
Sections
4
Experiences
Restaurants
Venues
Landmarks
Experiences
A collection of favorite activities, outings, and things to do around the city.
I have been on this tour multiple times. The sunset tours are the best IMO.
First Lady - Chicago Architecture Boat Tour
Great museum for kids and adults.
Field Museum
Restaurants
Go-to spots to eat, favorite meals, and standout dining across Chicago.
Really good pizza. Get the garlic sauce.
Lou Malnati's Pizzeria
They always have fun seasonal drinks and tons of sweets. A must visit on The Magnificent Mile.
Starbucks Reserve Roastery
Great beer and a cool vibe.
Goose Island Beer Co.
Chicago dogs or beef sandwiches are a must try!
Portillo's & Barnelli's Chicago
Venues
Favorite spaces for live music, performances, events, and nights out.
Super cool music venue. Visit Goose Island next door right after a show for a $5 burger!
The Salt Shed
Go see a game and explore the surrounding area after.
Wrigley Field
This venues hosts sporting events and concerts.
United Center
Experience live blues music and grab some food. Open super late.
Kingston Mines
Landmarks
Iconic spots, historic locations, and must-see Chicago sights.
It's as cool as it looks in photos.
The Bean (Cloud Gate) in Chicago
A ton of stuff to do here! They often have fireworks shows at night.
Navy Pier
Views of the river and downtown buildings. Tons of restaurants along the walk.
Chicago Riverwalk
Visit the Skydeck for great views of the city.
Willis Tower
Beautiful Neo-Gothic building.
Tribune Tower
Several locations in this list are along the Magnificent Mile, but make sure to walk the entire thing while you're visiting.
