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    Tuesdays On the Terrace

    4.0 (2 reviews)
    ModerateJazz & Blues

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    9 years ago

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    19 hours ago

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    Jazz Showcase

    Jazz Showcase

    4.4
    (236 reviews)
    1.8 mi
    $$

    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).

    Great time! The performance was really good and the venue was huge! Random comfortable seats in the…read moreform of chairs, sofas, couches, and loveseats. A little on the expensive side for a one hour show! Shocked that a complementary drink was not included in the fee.

    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
    Andy's Jazz Club

    Andy's Jazz Club

    3.7
    (707 reviews)
    0.6 mi
    $$

    Lovely spot for jazz. The customer service was amazing from start to finish. Everyone was genuinely…read morekind, from the moment you walk in and pay the cover charge to the server who went out of their way to make you feel comfortable and stayed very attentive throughout the night. The music itself was also really good and felt like the main focus of the whole experience. If you are solo, there are not always the best views of the stage depending on where you sit, but it still felt worth it because the performance is strong enough that you stay engaged no matter where you are seated. They ask that conversation volume be kept to a minimum for the performers. The food was decent and a little pricey, but for the overall experience it felt worth spending a bit more. Between the atmosphere, service, and music, it added to the night rather than taking away from it. Overall the combination of great customer service, good energy, and the location near the riverfront made it a really enjoyable experience! I was also able to walk from my accommodation to the venue and back, and it felt safe and easy to navigate.

    Great spot to enjoy a night. Food was good too. We enjoyed…read morevisiting with others around us and it was just relaxing while filling our brains with jazz. I wished there was some swag to buy as my husband's name is Andy. But that's okay.

    Photos
    Sabertooth takes the stage on a Thursday night.
    Sabertooth takes the stage on a Thursday night.
    Old Fashioned.
    Old Fashioned.
    View of stage from my table

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    View of stage from my table
    Chicago Theatre

    Chicago Theatre

    4.2
    (565 reviews)
    0.9 mi
    $$$

    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.

    Beautiful building, been here for several performances. Friendly staff. Usually use SpotHero to…read morefind a decent priced parking nearby. Holds about 3,500 people I believe, so the lines for drinks etc can get very crowded. The trick for entry is to use the side entrance which has 3 security lines and moves fairly quickly.

    Photos
    Stage - they have added portable chairs in the orchestra pit area
    Stage - they have added portable chairs in the orchestra pit area
    Balcony row a seat 315
    Balcony row a seat 315
    Magnificent ceiling of lobby with beautiful chandelier

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    Magnificent ceiling of lobby with beautiful chandelier
    Redhead Piano Bar

    Redhead Piano Bar

    3.4
    (881 reviews)
    0.5 mi
    $$

    My friends and I went to Chicago for a girls' trip and discovered Redhead our first night. Kaleen…read moreDolan was playing piano that night and was so amazing that we kept going back all weekend! Her energy is amazing and she is so interactive with the crowd. We were all in awe of how talented she is at singing (absolutely anything!) and playing the piano!!

    If you're looking for a great night out in River North, Redhead Piano Bar is always a solid choice…read more Kaleen Dolan and Michelle have this place moving like a well oiled machine between the music and keeping drinks moving! It has that classic Chicago piano bar feel -- lively but comfortable, energetic without being overwhelming. From the moment you walk in, you can feel the fun atmosphere. The lighting, the music, and the mix of people all come together to create a really welcoming vibe. The staff truly adds to the experience. Everyone is friendly and attentive, and you never feel overlooked. A special shoutout to Michelle, who goes above and beyond to make sure guests are taken care of. She's warm, professional, and genuinely makes you feel welcome, which makes a big difference on a busy night. Of course, the highlight is the live music. The performers are incredibly talented and know how to read the room, keeping the energy up while still creating moments where you can sit back and enjoy the music. Kaleen Dolan is especially impressive -- an amazing musician with a great voice and presence. She connects with the crowd effortlessly and makes every set feel personal and engaging. Whether you're out with friends, on a date, or just stopping in for a drink and some live music, Redhead Piano Bar consistently delivers a fun, memorable experience. Take it from the #1 Steve - this place is TOP SHELF fun!!

    Photos
    Back here in the back of the venue. A few tables up front with not posts. But can't sit there
    Back here in the back of the venue. A few tables up front with not posts. But can't sit there
    Women's bathroom
    Women's bathroom
    Piano bar

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    Piano bar

    Tuesdays On the Terrace - jazzandblues - Updated July 2026

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