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    The Orphanage

    4.1 (11 reviews)
    InexpensiveMusic Venues

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    Review Highlights - The Orphanage

    BYOB is the pathos, and the love of music is shared in the air.

    Mentioned in 2 reviews

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    Jazz Showcase

    Jazz Showcase

    4.4
    (236 reviews)
    2.5 mi
    $$

    everything heres amazing. drinks, music, people, bartender. great experience overall, itll be worth…read moreyour time and money.

    This place has a magical feel IF you're into jazz. If you aren't a jazz lover, you just may become…read moreone here. Well, I love jazz and it's a great place to be. I came here for the first time knowing my grandparents started coming here in the 50's for date night jazz. This place was founded in 1947 and you can see they've preserved this place to keep that same feel with all the greats from the past... Count Basie, Dizzy Gillespie, George Benson, Lonnie Liston Smith, Hugh Masekela, Dexter Gordon, etc. (those are my favorites!). I saw the Kyle Swan Quartet. They were absolutely amazing. You see young and seasoned musicians that are so talented. I usually go to Birdland in NYC but this place, Jazz Showcase, is better to me because it feels more welcoming and like home here versus a production at a theater. We interact with the artists here-- well, they interact with us and make us feel like we are at home and like we are supposed to be there with them, not a performance transaction. $25+ for a show and booking online was a breeze. It's comfortable here, chairs are good and there's sofas in reserved areas but the whole seating area has a great view of the stage no matter where you're sitting. The staff seems gracious and kind of everyone who visits and genuinely wants you to have a great time. They see very selective in their talent that performs here... but why wouldn't they when they've been here for so long and had the best artists perform here?! I came the night that The only downside that may be for some people is they don't have food... only drinks. Me personally, I ate before and don't come for food, I come for the jazz... but they've got beer, cocktails, and other spirits. Macallan and Laphroaig for those who need a good whiskey. Come here if you're ready to relax and listen to great jazz with artists who know their craft. I'm coming back with friends... or even alone. Yeah, it's cool like that. ***Side note: the GPS may take you to the Main Street and you may not see the sign right away and actually have to turn the corner on Plymouth and walk down that side street to get to the end of the block (where the dead end/no outlet is).

    Photos
    Enjoying drinks while waiting for the performance
    Enjoying drinks while waiting for the performance
    Jazz Showcase
    Omar Sosa performing

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    Omar Sosa performing
    Kingston Mines

    Kingston Mines

    4.2
    (662 reviews)
    6.3 mi
    $$

    Kingston Mines is a legendary blues club in Chicago. In my 9 years living in that city I'd estimate…read moreI went there no less than 40 times. It's just that good! In a city with hundreds of options for nightlife and entertainment, people just want to be repeat customers there. The talent is awesome. Mike Wheeler Band is definitely at the top, Mike slays on the slide guitar -- check him out! You meet fun people there, they draw a good crowd of quality individuals. Can't wait come back next time I'm in Chicago again!

    Great place for some Booze and Blues. We went on a Saturday night and of course it was busy. The…read morebig room with the band wasn't bad. Lots of people standing around and on tables. There are servers but if you're deep inside their long tables, you're pretty much on your own for drinks. They serve your typical bottled beers and standard bar fare. There is a restaurant which is technically not Kingston mines but you can order online and pick up from the back and get the food and eat it at your table. There's another room with what seems to be the main act. It is long narrow has a lot more tables and plenty of people that are standing as well. The music was great. It was very lively and there was a lot of people having a great time. It's a great place to catch some blues and a drink. There's a cover charge, but if the bands are good, then it's worth it.

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    Kingston Mines
    Chicken Caesar Salad
    Chicken Caesar Salad
    Storefront / entrance

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    Storefront / entrance

    The Orphanage - musicvenues - Updated July 2026

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