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Chicago Jazz Festival

3.9 (29 reviews)
InexpensiveJazz & Blues, Festivals

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Michelle B.

An unexpected treat during the visit to Chicago. I can't believe the free jazz in the park. That is amazing and great artistry with done awesome jazz musicians.

Sarah S.

Chicago Jazz Fest is one of the rare FREE fests in the city. You get to chill out with friends or your partner or family and relax while listening to some free music. The fest goes from Thursday-Sunday usually in late August/early September. It's best to arrive early to get a seat on the lawn. Bring your blankets, chairs, coolers and food then you'll be set up for a good night at Millennium Park chilling out. Not gonna lie, when we went, the first hour wasn't very good. Everyone in the audience was looking around wondering if this was a joke. I get jazz is subjective but this was...just no. It was so odd. Second hour was better. Third hour was money. We got sleepy after that because we're old and rolled out! If you don't bring drinks or snacks, they do sell some but just know you'll be paying a premium price for subpar items. No need for that when you can tote all your own goodness. Bathrooms are the usual Millennium Park ones, so they vary in cleanliness, convenience and wait times. No smoking allowed! Don't be rude peoples! Sadly, no animals allowed either. Overall, we had an awesome time at Jazz Fest relaxing for a few Sunday hours. I'd totally do it all over again!

Grant A.

There are the big name acts and smaller acts. I even got to hear my high schools jazz band perform a few numbers. The jazz festival is once a year but it's really special because it's 1. Outside and 2. In a central accessible place in the city that jazz lovers can enjoy in addition to tourists that are just wondering by in the area. It's tremendous that it's free as well because if you saw a third of the acts you'd normally have to go to a bunch of different venues.

Ariella G.

As someone who could really care less about jazz, the Chicago Jazz Fest turns you into a lover. The music was so soothing and impeccably performed. The atmosphere was a complete 180 to the Taste of Chicago. It's classy and open, there is no riff-raff or horrible stench. The fest was well organized and a perfect way to sort of end the summer. You are able to bring anything you want or need - blankets, chairs, drinks, food, tables, coolers, the list can go on. It is a perfect outing for families, an intimate date, friends or even coworkers. Will definitely be back next year.

One of the limitedly open side stages.
Michael G.

Jazz is many different sounds to people. So many that it's hard to define. But I guess if I were to pull some descriptives, I would include expansive, innovative, inclusive, exciting, and a music for the common people. While jazz may be all of these things, unfortunately Jazz Fest is almost none of them. Jazz Fest is not expansive. I know Chicago is a Blues town but there is a very big jazz scene here too. Jazz Fest should be, in theory, the second or third biggest Grant Park festival. But besides having music on the Petrillo Stage, it felt incredibly small. There were huge areas of Grant Park used for other festivals and their stages completely unused. Jazz Fest is not innovative. Well, I shouldn't say that entirely. The participants on the stages are some of Chicago's (and the world's) most forward thinking jazz musicians. Where the lack of creativity comes in is with the vendors. There are some absolutely amazing pieces of art in the artists row included in the festival (including many abstract paintings of jazz musicians). But besides those, every stall seemed to be either for a jazz publication or a radio station that has a jazz program. Jazz Fest is not inclusive. The jazz scene in Chicago is a pretty tight knit group, I realize. But both years I've gone to the festival, everyone there seemed to know each other. It must be said that the freak flag flies high here with a hodge-podge of Chicago's lunatic fringe (this festival may have more crazy homeless people than any other per capita). Still, in general, the lineup chosen is for jazz aficionados and they are who shows up. Jazz Fest is not exciting. When I went last year, also with Kyle H., I turned to him and said, "we're the youngest people here by 20 years." Jazz might be a dying art form judging by the age of the crowd. While I have nothing against old people (I hope to be one someday), they don't exactly bring the noise (though sometimes they do bring the funk). I swear that Jazz Fest might be the most relaxing festival in Chicago with everyone just sitting around listening dead still to the music. But mostly, Jazz Fest is not a festival for the people. While it's great that like every other festival, it brings big names to Chicago, the food prices at this particular fest are mind blowing. Jazz Fest uses the typical 12 tickets for $8 Grant Park system. But the smattering of restaurants present charge 10 or 12 tickets for a portion (including a 6 ounce glass of wine). The food is what one would expect (or hope for) for this sort of music - Robinson's Ribs and Manny's, for example - but at 10 tickets for a sandwich, it's not exactly cheap food (even for Grant Park). I got the world's smallest portion of Mac and Cheese for six tickets (the cheapest main there) and it wasn't even any good. The music's great (what there is of it, all but the Petrillo Stage shut by 4:30) but what should be one of Chicago's greatest festivals is instead one of Chicago's biggest letdowns. It's sad because jazz needs a new generation of fans.

Visual riffs
Brandon B.

I am not a huge Jazz fan in general but I try to appreciate all types of music. My major exposure to Jazz has been to live music in famous venues: it seems like a type of music you really need to see rather than hear on the radio, since the energy and interaction of the performers is as much of the performance as any part of it. Thankfully they have moved this as of 2013 to Millennium Park which is a much better sound; however, I did rather like the way that the crowd seemed bigger with a much more spread out stage system in previous festivals. Also you can't really see the stage as well here and you have to watch the annoying blow up screen which sort of defeats the purpose of the live performance. Mixed quality of music but the variety is key and the people watching is fun.

Beautiful night!

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11 years ago

Byob chilling with your loved ones under the beautiful Chicago skyline listening to music...

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17 years ago

Not over crowded. Several stages to choose from including one in the shade! The weather is perfect. Come out!

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10 years ago

Interpreters for the def did not interpret MUSIC which is why anyone even goes.....barely interpreted the artists before playing..

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Review Highlights - Chicago Jazz Festival

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Jazz Showcase

Jazz Showcase

4.4
(236 reviews)
0.8 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
(712 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
The Bassment - Chicago

The Bassment - Chicago

4.0
(248 reviews)
1.0 mi
$$

I turned to ChatGPT for recommendations on live music with good vibes near my hotel, and The…read moreBassment was at the top of the list. I decided to live a little and give it a try. I arrived a little after 9 and was greeted with no line. Since I didn't have a reservation, I paid a $10 cover. Walking downstairs, I was immediately impressed with the British décor, lots of IG-worthy spots. Because it was still early, I was able to head straight to the bar for a drink. The bartender mentioned the band would start at 9:30 and that things usually pick up around 10. He also let me know the couches were open seating until reserved groups arrived. The band was fantastic and had people dancing not long after they started. By 11, the place was standing room only. I tapped out around 1 and walked past a long line waiting to get in. I'm happy I trusted ChatGPT's suggestion. The Bassment delivered a fun night with great music, drinks, and energy. I'll definitely visit again.

Really happy to have found this spot for live music on a Saturday night. We arrived right around 8,…read morewhen doors open. Musics starts at 930ish so it's a bit of a wait if you get there that early, but potentially worth it to snag a lounge/table until reservations show up. Reservations are pricey, but with a group would be super fun and worth it. Workout having reservations, we gave up our seats and headed to the front to hang around the bar near the stage. Really awesome staff, and a coat check if you need it. The bar tenders were friendly and attentive. The music was fabulous. Fun crowd. The drink list was super fun with pop star nmes, the Taylor Swift was the fav, and not just bc I am a Swiftie. The bathtub drink is cute, get one for the photo and move on. The cream didn't work for me. Highly recommend for a fun live music experience and vibe.

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The Bassment - Chicago
The Bassment - Chicago
The Bassment - Chicago

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Chicago Theatre

Chicago Theatre

4.2
(565 reviews)
0.3 mi
$$$

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
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
(884 reviews)
0.8 mi
$$

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!!

Went here after a delicious dinner near by. Wow- better and more fun than I remember from 15 years…read moreago. No nonsense bartender-don't ask questions about drinks. The place was packed with people of all ages- which is part of the fun. The singer was the best I've ever heard (7/18/26). Love this place because they don't hound u for money. Heard the song Caroline twice in an hour because someone paid $250. Don't go if you don't like musicals

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

Chicago Jazz Festival - jazzandblues - Updated July 2026

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