Cool Chicago Places
The Fifty/50 is one of Cool Chicago Places.

1. The Fifty/50

7.6
2047 W Division St (btwn Damen Ave & Hoyne Ave), Chicago, IL
Sports Bar · Ukrainian Village · 96 tips and reviews
iO Chicago is one of Cool Chicago Places.

2. iO Chicago

8.8
1501 N Kingsbury St (Blackhawk), Chicago, IL
Comedy Club · 88 tips and reviews

Time Out ChicagoTime Out Chicago: Not only has iO churned out legendary folk like Mike Meyers and Amy Poehler, but it consistently puts the art of improv first. The shows are cheap and the classes a must for budding improvisers.

Annoyance Theatre & Bar is one of Cool Chicago Places.

3. Annoyance Theatre & Bar

8.4
851 W Belmont Ave (at Clark St), Chicago, IL
Theater · Lakeview · 23 tips and reviews

Time Out ChicagoTime Out Chicago: Annoyance put itself on the map with its famously distasteful gross-out musical Co-Ed Prison Sluts. Twenty years later, it still cranks out bizarre, unconventional comedy. Read more.

Easy Bar is one of Cool Chicago Places.

4. Easy Bar

7.2
1944 W Division St (at N Damen Ave), Chicago, IL
Bar · Wicker Park · 33 tips and reviews
Late Bar is one of Cool Chicago Places.

5. Late Bar

7.5
3534 W Belmont Ave (at N Drake Ave), Chicago, IL
Bar · Northwest Side · 29 tips and reviews
Streeter's Tavern is one of Cool Chicago Places.

6. Streeter's Tavern

6.2
50 E Chicago Ave (at N Rush St), Chicago, IL
Dive Bar · Near North Side · 52 tips and reviews
Kingston Mines is one of Cool Chicago Places.

7. Kingston Mines

9.0
2548 N Halsted St (at Wrightwood Ave), Chicago, IL
Jazz and Blues Venue · Lincoln Park · 111 tips and reviews
Beaumont is one of Cool Chicago Places.

8. Beaumont

5.6
2020 N Halsted St, Chicago, IL
Sports Bar · North Side · 9 tips and reviews