"When: Daily 4-5:30pm The Deal: $7-$12 Snacks, $8 Old Fashioneds, $7 Highballs, $7 Teeny Martinis, $6 Wine and Beer Like most restaurants from the team behind Bavette’s, Armitage Alehouse, and Trivoli Tavern, this place’s dim lighting, jazz playlist, and vintage decor seems like you just walked into a 1920s speakeasy. But unlike those restaurants, grabbing a seat at this upscale River North spot is easy—which is essential because time is of the essence when Happy Hour is literal. From meatball sliders to beer and cocktails, you have plenty of $6 options. You can even make a light meal of a slider, mussels, and a drink for just $25—and then brainstorm all the ways to use the extra $4 you saved, because a full order of mussels is normally $29." - adrian kane, john ringor, veda kilaru