The Boss Bar
$$ • Bars, American, Vegetarian Book a table: 7:00 PM 7:15 PM 7:30 PM MoreAbout The Boss Bar
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I appreciated the service that was given and Roberto & Jose ensured that A1 customer service was provided to all their patrons. Because of them and the servers, I will come back and make sure me and my friends visit this bar. Amazing service and great food thank you! ♥️ it was my first time in Chicago and they gave me a reason to love my first time!
This wasn't the quiet night I expected, but it was lively! The music was a little loud for conversation at times, but the energy was fantastic. Everyone seemed to be having a good time.
Vicki and Silvia are two of the most amazing bartenders I’ve ever dealt with. Fantastic bar, 10/10
Hours
| Monday | 3PM - 3AM |
| Tuesday | 3PM - 4AM |
| Wednesday | 3PM - 4AM |
| Thursday | 3PM - 4AM |
| Friday | 3PM - 4AM |
| Saturday | 1PM - 4AM |
| Sunday | 1PM - 3AM |
The Boss Bar combines the atmosphere of a sports bar and a dive bar, making it popular among locals. The bar features a knowledgeable bartender, Victoria, who makes excellent recommendations on scotch options and mixed drinks. Kyle keeps the pool table area entertaining, and servers like Alexandra are attentive and friendly. Customers often visit to watch football games and enjoy a couple of drinks, even during busy nights when service remains on point. The bar is open until 4 AM, making it a great spot for late-night fun with friends. Located on Clark Street, it is convenient for those looking to meet up for pool and draft beers. Despite its size, the floors can get sticky late at night, and the place can get crowded, making it sometimes harder to order drinks. The overall vibe is lively, although it can lack a special atmosphere and sometimes feels more like a place to get drunk. The bar’s good service and friendly staff help create a welcoming environment, even if assistance in getting a cab is not always available. Customers enjoy the beautiful little patio out front to have a cocktail and often order appetizers for their group. The place has a long-standing history, with the same owner present daily, which adds to its authentic Chicago feel. It’s a solid bar with a pool table, attracting great traffic and good players, although drinks are on the expensive side. Pool costs $2/game on a fairly decent table, fitting the bar’s target crowd.