The Matchbox

The Matchbox Chicago dive bar
Image: Yelp/Hope C.
MONDAY - THURSDAY: 4 P.M. - 2 A.M. | FRIDAY: 4 P.M. - 3 A.M. | SATURDAY - SUNDAY: 3 P.M. - 2 A.M.
312.666.9292 | WEBSITE

The Matchbox is a Chicago institution that dates to the 1990s, well before mustachioed mixologists entered the scene. This is the kind of place where classic Collinses are still mixed with powdered sugar by a staff that truly understands that a few good Daiquiris can fix just about any bad day. Aptly named, the place is limited to less than two-dozen barstools tucked into a long, narrow room. But if the bar stools are all full—and they almost always are—there’s an outdoor patio that’s oddly charming despite its proximity to the highway.

Known For
  • day drinking
  • historic
  • outdoor / patio
What to drink
Pretty much anything classic is going to be good: Gimlets, Manhattans, Martinis, you get the idea.
River West
If the bar stools are all full, there’s no use hovering (and no room to do so). Despite its tiny footprint, patrons tend to plant themselves at The Matchbox for hours. Take to the patio, or try again another time.


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