Must

1. Green Mill Cocktail Lounge

8.8

4802 N Broadway St (at W Lawrence Ave), Chicago, IL

Jazz and Blues Venue · Uptown · 136 tips and reviews

2. Smartbar

8.1

3730 N Clark St (btwn Grace & Waveland), Chicago, IL

Night Club · Wrigleyville · 56 tips and reviews

Time Out Chicago: This venerated dance club housed in Metro’s basement received a makeover in 2006, slicking up the looks significantly and bringing back a vibrant crowd. Read more.

3. iO Chicago

8.8

1501 N Kingsbury St (Blackhawk), Chicago, IL

Comedy Club · 88 tips and reviews

4. Empty Bottle

8.7

1035 N Western Ave (at W Cortez St), Chicago, IL

Music Venue · Ukrainian Village · 84 tips and reviews

5. California Clipper

1002 N California Ave (at Augusta Blvd.), Chicago, IL

Bar · Humboldt Park · 48 tips and reviews

Time Out Chicago: The Clipper is a photo booth away from exhibiting the same shabby hipster cool as Goldstar. Slide into one of the gorgeous old booths on a Friday or Saturday for no-cover live rockabilly groups.

Garfield Park Conservatory is one of Must.

6. Garfield Park Conservatory

9.4

300 N Central Park Ave (at Lake St), Chicago, IL

Garden · East Garfield Park · 75 tips and reviews

7. The Poetry Foundation

7.9

61 W Superior St (at N Dearborn St), Chicago, IL

Library · Near North Side · 10 tips and reviews

8. Kilbourn Park

8.3

3501 N Kilbourn Ave (at W. Cornelia Ave.), Chicago, IL

Park · Kilbourn Park · 8 tips and reviews

9. Cascade Drive-In

1100 E North Ave (at Prince Crossing Rd), West Chicago, IL

Drive-in Theater · 43 tips and reviews