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    Tuesdays On the Terrace

    4.0 (2 reviews)
    ModerateJazz & Blues

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    2 months ago

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    9 years ago

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    Jazz Showcase - The photos alone are worth the visit!

    Jazz Showcase

    4.4(238 reviews)
    1.8 miSouth Loop
    $$

    I love this jazz club! Established in 1947, it's the oldest jazz club in Chicago and the second…read moreoldest in the country. As soon as I walked in, I could feel I was somewhere truly special. The dark lighting and swanky vibe creates a lovely ambiance. A variety of seating options, including sofas. Attentive service and excellent cocktails and mocktails. The musicians are incredible!

    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).

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    Jazz Showcase
    Jazz Showcase - Omar Sosa performing

    Omar Sosa performing

    Jazz Showcase

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    Buddy Guy's Legends - Gumbo+ rice, cornbread

    Buddy Guy's Legends

    3.8(710 reviews)
    1.7 miSouth Loop
    $$

    I always wanted to come and visit The Legendary Buddy Guy's for a night of Jazz. This particular…read morenight Toronzo Cannon was getting married at Buddy Guy's & after will be performing. I got there early to get a good seat close to the stage. It was a packed out night. Grown Vibes and some of the best performances. I enjoyed the atmosphere and show. The flip side is the service & food sucked. The server Katarzyna was rude and unprofessional. I understand it was crowded that night and service was slow. It was the attitude and demeanor and rudeness. The staff also seemed to be unorganized and unprepared on that night. I ordered the fish and chip and it was greasy and very salty. I did enjoy the performance of Toronzo. But, disappointed with the service and food.

    This was around the corner from Blackstone Hotel, Marriott…read moreAutograph Collection. They have good food so you can arrive before 7:30 and have dinner and enjoy live music. But for the main entertainer/event you have to pay for cover charge which is about $25 pp and so reasonable considering it starts at 8 and ended at 11 pm. We had dinner there and enjoyed Louisiana food. During break around 9 pm Buddy Guy, the living legend (pleasant surprise) sang the blues for about 30 minutes. The legend is 89 and he is so sharp, funny, and solid entertainer! Chicago is known for its jazz and blues and Buddy Guy is a must see/visit when in Chicago!

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    Buddy Guy's Legends
    Buddy Guy's Legends - Wings and Fries

    Wings and Fries

    Buddy Guy's Legends

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    Andy's Jazz Club - New york strip steak

    Andy's Jazz Club

    3.7(719 reviews)
    0.6 miNear North Side
    $$

    We loved our experience at Andy's Jazz Club!…read more We went to the first seating & were seated very close to the big jazz band in the front of house. The service was attentive and swift! We had some nice nicely executed cocktails (I love a good dirty martini) and some scrumptious crabcakes to start! Burgers were the entrée of the evening and they were cooked to perfection. The band was outstanding the night we were there - there had to be 16 to 18 people, playing together with perfect, experienced execution of every song. The singers they brought on really stole the show - the blonde gal in the black satin evening gown (who was absolutely incredible) and one of the gentlemen (who was also playing an instrument) did a really great job of playing off of each other (but she was an absolute 15 on a 10 scale - from the outfit, to the spectacular voice, to the whole vibe of being the lead singer with a big jazz band - we agreed we would definitely love to see HER again). Highly recommended you go and experience this lovely jazz club! We had a five star experience!

    We had a great time at Andy's Jazz Club! We didn't eat, but we had a few drinks and the cocktails…read morewere really good. The music was fantastic, and the ambiance made the whole experience feel very special and authentically Chicago. The service was good, and it's definitely a great place to enjoy live jazz and have a few drinks. I would have loved to see a little more variety in the performance, like a saxophone or a vocalist, but overall, we really enjoyed the experience. Definitely a great spot for a night of jazz, drinks, and a nice atmosphere!

    Photos
    Andy's Jazz Club - Sabertooth takes the stage on a Thursday night.

    Sabertooth takes the stage on a Thursday night.

    Andy's Jazz Club - Old Fashioned.

    Old Fashioned.

    Andy's Jazz Club - The band!

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    The band!

    Chicago Theatre - One of the concession stands area

    Chicago Theatre

    4.2(570 reviews)
    0.9 miThe Loop
    $$$

    Short but sweet review - the experiences we've had at the Chicago Theater have always been…read moreconsistently good. This time was no different. My last review still stands. We arrived on time, were seated, and the concert started on time. The acoustics are great and our seats were in a good spot. We used their concession stand to get water and snacks - because we bought our tickets and paid for the concessions using a Chase card, we were given a big discount - nice. We'll continue to go to the Chicago theater when they have shows we want to see. It's a great theater and a wonderful experience.

    I have been to the Chicago Theatre several times for concerts and have had experiences in all of my…read morevisits. It's an iconic Chicago landmark for catching live events. I like its ornate décor, the stadium style seats set-up which offers good stage view, the acoustics, and the overall aesthetics of this venue which makes it an ideal place to watch live events. On my recent (late June 2026) visit to see The Human League, Soft Cell, and Alison Moyet for the Generations tour, overall, I had a good experience. There were couple of issues that we had such as lack of cool air circulation inside the auditorium (it was hot and sweaty) and a couple of people standing throughout the show to dance, blatantly blocking other peoples' view and not caring about being inconsiderate and uncourteous to people behind them to which the theatre ushers had no problem with it. Otherwise, I have not had issues at this venue. So, 4.5 stars but rounded up to five. I look forward to going back here.

    Photos
    Chicago Theatre - Stage - they have added portable chairs in the orchestra pit area

    Stage - they have added portable chairs in the orchestra pit area

    Chicago Theatre - Balcony row a seat 315

    Balcony row a seat 315

    Chicago Theatre - Magnificent ceiling of lobby with beautiful chandelier

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    Magnificent ceiling of lobby with beautiful chandelier

    Tuesdays On the Terrace - jazzandblues - Updated September 2026

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