"When: Tues-Thurs 4-6pm The Deal: $2 Oysters, $8 Olives, $20 Charcuterie Board, $8 Old Fashioneds and Martinis, $10 Wine, $45 Dozen Oysters and Bottle of Sparkling Wine The West Loop has plenty of loud party bars—but after an exhausting day, sometimes the last thing we want is a busy spot filled with untz-untz music. Luckily, the area is also home to The Press Room, a speakeasy-esque, basement wine bar. And we like coming here for Happy Hour when we want a relaxing drink after impatiently waiting eight hours to set our Slack status to "Away." They only offer Happy Hour Tuesday through Thursday, but $8 Old Fashioneds and martinis plus $1 oysters are exactly the midweek pick-me-ups we need." - adrian kane, john ringor, veda kilaru