Close Icon
Gear IconImportant Reminder:The City Guide app will be sunsetting on December 15, 2024, with the web version to follow in early 2025. Please visit our FAQ to learn more or to download our Swarm app.
Learn more
Chicago
Rootstock is one of Chicago.

1. Rootstock

9.2
954 N California Ave (at Augusta Blvd), Chicago, IL
New American Restaurant · Humboldt Park · 58 tips and reviews
The Matchbox is one of Chicago.

2. The Matchbox

8.7
770 N Milwaukee Ave, Chicago, IL
Bar · River West · 73 tips and reviews

EsquireEsquire: Congratulations, you've found one of Esquire's Best Bars in America. We'd recommend getting a lemon drop, but you can't go wrong with whatever the bartender's in the mood for. Read more.

Hopleaf Bar is one of Chicago.

3. Hopleaf Bar

9.1
5148 N Clark St (at W Foster Ave), Chicago, IL
Beer Bar · Andersonville · 335 tips and reviews

EsquireEsquire: Congratulations, you've found one of Esquire's Best Bars in America. With 150 beers on tap, including Trappist ales and mead, try to order something other than a Stella Artois. Read more.

The Art Institute of Chicago is one of Chicago.

4. The Art Institute of Chicago

9.5
111 S Michigan Ave (btwn Monroe St & Jackson Dr), Chicago, IL
Art Museum · Grant Park · 685 tips and reviews

AskMenAskMen: Through June 20, visitors can peruse a groundbreaking collection of Matisse’s works, which showcase the talents of one of the greatest painters of the 20th century. There will be an $18 admission fee. Read more.

5. Millennium Park Chiropractic

155 N Michigan Ave (Randolph and Michigan), Chicago, IL
Chiropractor · The Loop · No tips or reviews

AskMenAskMen: The park will re-ignite its free & explosive Downtown Sound: New Music Mondays series just in time for the warm weather. Through July 26th. Kicking things off will be The Besnard Lakes & The Ponys. Read more.

The Chicago Theatre is one of Chicago.

6. The Chicago Theatre

9.5
175 N State St (at E Lake St), Chicago, IL
Theater · The Loop · 92 tips and reviews

Ellen DeGeneresEllen DeGeneres: This is a great room to see music! Plus I’ve done my stand up here and two specials for TBS here. Be sure to catch a show while you’re in the neighborhood. Read more.

Dos Diablos is one of Chicago.

7. Dos Diablos

15 W Hubbard St (at N State St), Chicago, IL
Mexican Restaurant · Near North Side · 44 tips and reviews

ThrillistThrillist: Feast on culinary creations like a 3.5lb (!!) 'Big Mel' chimichanga, buffalo chicken nachos, & Mexican saganaki. Wash it down w/ a specialty Marg Read more.

Grant Park is one of Chicago.

8. Grant Park

9.5
337 E Randolph Dr (at Michigan Ave), Chicago, IL
Park · 135 tips and reviews

IFCIFC: Chicago: Any park that plays host to a Barack Obama victory speech and a Radiohead show in the same year deserves to be at the top of this list. -IFC Viewer