What to do in Chicago


We have handpicked some of the best things to do in Chicago, so now you do not have to wonder ‘what to do in Chicago??’ – we’ve got you covered!

Lakeside Laziness

The city of Chicago is not a coastal one. Well, depending upon who you’re talking to, terms like “third coast” or “inland sea” might surface in the conversation. But anyone who claims that Chicago doesn’t have legit beaches is lying to you. There are miles upon miles of mighty beaches in Chicago, and the city has a longstanding policy to keep the entire lakefront free from development.  That means that any day, weather permitting of course, you can pack up a picnic and make your way to the beach for a bit of cozy time by the lake. Having the best of big city living and miles of natural beachfront is a good balance that propels Chicago into upper tiers of exciting cities with no limits on interesting things to do.

Get Up Out of Your Chair

Ping pong, great food and jokes. Dude. When you’re looking to combine the best things to do in Chicago, definitely help yourself to a heaping portion of delicious food by an award-winning chef, throw in an activity (such as ping pong) and sprinkle some of the city’s finest performers plucked from the ranks of Second City or Improv Olympic to show you a few trick shots. The end result is a new phenomenon called AceBounce. Order food that’s unreasonably tasty while you bat away flying ping pong balls and jam in a party space that’s emcee’d by hilarious Games Gurus. Mix in a couple of strong signature cocktails and you’ve got a recipe for winning your night out.

The Best of Fest

Pitchfork, Riotfest and of course the big cheese Lollapalooza. All of them are big time festivals and all are available in Chicago’s city limits. These three major festivals may not be in the program if you’re not willing to tough out multi-day, open air music festivals with sweaty crowds, the obligatory jam bands and tedious DJ tents. There will probably be lots of regrettable behavior, odd fashion choices and henna tattoos. But these big time festivals do present the best chance to see legendary headliners back-to-back, like how 2017’s lineup for Pitchfork includes A Tribe Called Quest, LCD Soundsystem and George Clinton. Smaller festivals take place on a weekly basis in the warmer months, each neighborhood getting a chance to block off some streets and open the bandstand for up-and-coming local acts to serenade their hometown crowd.