ZipPicks Awards
Best Happy Hour in Loop
Master Critic Review
Brando's Speakeasy
8.2
A late-running Loop speakeasy-karaoke hybrid that doubles as a happy hour option when your priority is cheap cocktails and a playful room, not a formal food program. It’s best as a pre-plan stop: grab the deal cocktails, snack lightly, and keep the night flexible.
Must-Try Dishes:
Happy-hour cocktails, Cheese pizza appetizer, Bar snacks
Scores:
Value: 8.6
Service: 8.1
Consistency: 8.6
Food Quality: 7.4
Atmosphere: 8.7
Cultural Relevance: 8
What makes it special: A Loop speakeasy vibe where happy hour blends into karaoke energy.
Who should go: Groups who want cheap drinks and a lively room
When to visit: Weekdays 4–6pm, then stay if the night builds
What to order: Happy-hour cocktails, a quick snack, pizza appetizer
Insider tip: Use it as the first stop—lock in the deals before the room fills.
Logistics & Planning
Parking: Street parking is limited and inconsistent in the Loop; nearby public garages are the most reliable option, especially after 5pm.
Dress code: Casual to smart-casual — jeans are fine, but groups tend to lean fun-night-out rather than business attire.
Noise level: Loud — conversation is easy early during happy hour, but drops once karaoke and live energy kick in.
Weekend wait: 20–40 minutes later in the evening, especially after 8pm if karaoke is active
Weekday lunch: Not applicable — this is primarily an after-work and late-night spot
Dietary Options
Vegetarian options: Limited — a few snack-style items work, but food is not the focus.
Vegan options: Very limited — best to eat beforehand and come for drinks.
Gluten-free options: Limited — some cocktails are fine, but food options are minimal.
Best For
Better for: Cheap cocktails, playful speakeasy energy, and happy hour that easily turns into a late night.
Consider Alternatives If: You want food-driven happy hour, quiet conversation, or a polished cocktail lounge experience.