South Branch Tavern & Grille
American · $$
100 S Wacker Dr (at W Monroe St)
"Buffalo chicken rolls are the best I've had ! Awesome way to start off happy hour at this popular loop bar"
Sidebar Grille
221 N La Salle St (btwn Wacker Dr & Lake St)
"Great stop for an after-work Happy Hour. They're easy to work with if you're looking to host an event with a lot of people. The reserved space in the back is a bit quieter and offers more elbow room!"
Plymouth Restaurant & Rooftop Bar
American · $
327 S Plymouth Ct
"Great rooftop bar and the cheapest drink prices I've found in the loop. $5 Martinis every day."
Brando's Speakeasy
Speakeasy · $$
343 S Dearborn St (at Van Buren St)
"Chill place, cool ambiance that gives you the sensation of a tiny, secretive bar. The drinks were on point and our bartender was awesome. The happy-hour food is really great!"
Cactus Bar & Grill
Bar · $$
404 S Wells St (at Van Buren St)
"Great game positioned directly inside the entrance. Players can spend countless hours attempting to swing a ring onto a hook. A few afterwork beverages and this game can get extremely intense!!!"
Elephant & Castle
Pub · $$
111W W Adams St (Clark)
"Had a yummy, comforting dinner after a long day of walking around the city. Shepard's pie, bread pudding, and a pint. I'd make a point to go back next time I'm in Chicago."
The best after-work drink spots in Chicago, IL
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