Hey Chicago's Free Guide To the Best of Chicago
Chicago has no shortage of hidden gems, from architectural wonders to mouthwatering eats. So what are the best of the best? The City Cast Chicago team put together our ultimate guide to getting the most out of life in the Windy City.
An illustrated map of Chicago, Illinois. (City Cast)
- Eat Chicago classics like jibaritos, sweet steak, deep-dish, and Italian beef.
- Get free passes to city museums and other attractions with your Chicago library card.
- Looking for more budget-friendly options? Here are our tips to spend a day in Chicago for less than $50.
- Bike for over 20 miles along the Chicago River using the bike trails through the LaBagh Woods.
- Show your date the stars at Adler Planetarium, which is open late and free for Illinois residents on Wednesday nights.
- Snap a picture with your Rainbow Cone at the original location in Beverly.
The Original Rainbow Cone in Beverly. (Jacoby Cochran / City Cast Chicago)
- Play Chicago Architecture Bingo to see how many different vintage styles you can cross off as you walk around.
- Pro tip: Use our guide to Chicago architecture to help you spot them.
- Find Chicago's secret speakeasies like Punch House, The Library, and The Drifter.
- Take the after party to The Owl in Logan Square for craft beer on tap, a jukebox, and usually the Tamale Guy waiting outside.
- Take an in-person language learning course and get to know other locals while doing it.
- Borrow supplies and camping equipment from the Chicago Park District and Chicago Tool Library.
- Take part in monarch butterfly preservation and learn how to build your own butterfly garden.
- Catch a blues show at Buddy Guy’s Legends or a jazz show at Andy’s Jazz Club.
- Meet up with fellow Chicago bibliophiles to discuss the books you’re reading.
The Chicago Skyline. (Jermaine Thomas II / City Cast)
- Play a 9-hole game of golf at the South Shore Golf Course with incredible views of Lake Michigan and the city skyline.
- Get a cocktail and enjoy one of the best views in the city at Cindy’s Rooftop.
- Reminisce about your childhood at The Rink, Chicago’s world famous roller skating destination.
- Plus, learn why Chicago roller skaters reign supreme.
- Eat at one of Chicago’s many Michellin Star restaurants like Elske in Fulton Market or Schwa in Wicker Park.
- Explore the halls of the National Museum of Mexican Art to find your new favorite artist.
- And if you’re dying to leave the city, take off on a weekend trip and get a break from the busy streets.
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