Classic Chicago!
Fireside Bowl is one of Classic Chicago!.

1. Fireside Bowl

8.2
2648 W Fullerton Ave (btwn Washtenaw Ave & Talman Ave), Chicago, IL
Bowling Alley · Logan Square · 19 tips and reviews
The Hideout is one of Classic Chicago!.

2. The Hideout

8.7
1354 W Wabansia Ave (btwn Elston Ave & Throop St), Chicago, IL
Rock Club · 57 tips and reviews

Time Out ChicagoTime Out Chicago: An eclectic musical appetite, commitment to community building and friendly staff keep this cozy bar in a class of its own. Don't leave without ordering a Wooden Leg.

California Clipper is one of Classic Chicago!.

3. 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.

Music Box Theatre is one of Classic Chicago!.

4. Music Box Theatre

9.4
3733 N Southport Ave (btwn Grace St & Waveland Ave), Chicago, IL
Indie Movie Theater · Lakeview · 88 tips and reviews

Time Out ChicagoTime Out Chicago: For old-time charm and movies that aren't the usual blockbusters, no place beats the Music Box.

Green Mill Cocktail Lounge is one of Classic Chicago!.

5. Green Mill Cocktail Lounge

8.9
4802 N Broadway St (at W Lawrence Ave), Chicago, IL
Jazz and Blues Venue · Uptown · 136 tips and reviews

Time Out ChicagoTime Out Chicago: This jazz institution is legendary for three things: it was once a Capone hangout, it’s haunted, and the no-nonsense staff will shush you and the friends who dragged you in during jazz sets.

Alliance Bakery is one of Classic Chicago!.

6. Alliance Bakery

8.2
1736 W Division St (at N Hermitage Ave), Chicago, IL
Bakery · Wicker Park · 67 tips and reviews