Skip to content
Sunset

Old Town Sunset & Sketch

Catch the golden hour in Old Town before heading to a late-night comedy show.

Best time: 16:01About 240 min

Timeline

  1. 15:01

    Old Town Ale House

    Grab a pint at the dive bar favored by Second City alumni. The walls are lined with photos and clippings of legends like Bill Murray and John Belushi.

  2. 15:46

    Second City

    Walk to the Second City main stage. Arrive early to settle in before the 8PM show. The separate revues on the Mainstage and e.t.c. theaters are consistently smart and funny.

  3. 16:01

    Second City

    Watch the show. The comedy is timely and sharp, featuring graduates like Stephen Colbert and Tina Fey.

  4. 17:31

    Old Town Ale House

    End the night back at Old Town Ale House. It stays open until 4AM on weekdays, making it the perfect spot to decompress after the show.

Local tip

Tickets are cheaper on Sundays and Tuesdays through Thursdays. The bar has very late hours, so you can stay as long as you like.

Check before you go

  • Second City shows start at 8PM (7PM on Sundays).
  • Old Town Ale House is open Mo-Fr 08:00-04:00 and Sa 08:00-05:00.

Built from places in the Wikivoyage guide to Chicago (CC BY-SA 4.0), with open map data from OpenStreetMap contributors (ODbL).

Back to Chicago