Must
Green Mill Cocktail Lounge is one of Must.

1. Green Mill Cocktail Lounge

8.9
4802 N Broadway St (at W Lawrence Ave), Chicago, IL
Jazz and Blues Venue · Uptown · 135 tips and reviews
Smart Bar is one of Must.

2. Smart Bar

7.7
3730 N Clark St (btwn Grace & Waveland), Chicago, IL
Night Club · Wrigleyville · 56 tips and reviews

Time Out ChicagoTime 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.

iO Chicago is one of Must.

3. iO Chicago

8.8
1501 N Kingsbury St (Blackhawk), Chicago, IL
Comedy Club · 88 tips and reviews
Empty Bottle is one of Must.

4. Empty Bottle

8.8
1035 N Western Ave (at W Cortez St), Chicago, IL
Music Venue · Ukrainian Village · 84 tips and reviews
California Clipper is one of Must.

5. California Clipper

1002 N California Ave (at Augusta Blvd.), Chicago, IL
Bar · Humboldt Park · 48 tips and reviews

Time Out ChicagoTime 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
The Poetry Foundation is one of Must.

7. The Poetry Foundation

8.3
61 W Superior St (at N Dearborn St), Chicago, IL
Library · Near North Side · 10 tips and reviews
Kilbourn Park is one of Must.

8. Kilbourn Park

8.4
3501 N Kilbourn Ave (at W. Cornelia Ave.), Chicago, IL
Park · Kilbourn Park · 8 tips and reviews
Cascade Drive-In is one of Must.

9. Cascade Drive-In

1100 E North Ave (at Prince Crossing Rd), West Chicago, IL
Drive-in Theater · 43 tips and reviews