Nightlife in Chicago

Top Nightlife in Chicago, IL

Nightlife in Chicago

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Nightlife
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465 places sorted by traveller favourites.
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Tours, activities and experiences bookable on Tripadvisor, ranked using exclusive Tripadvisor data including reviews, ratings, photos, popularity, user preferences, price, and bookings made through Tripadvisor.
Showing results 1-30 of 465

What travellers are saying

  • Eric R
    Macon, MO7 contributions
    Wife and I went here for her birthday, and from the moment we walked in until we left we was highly entertained. Great close up magic by great magicians!
    Written 24 February 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Erw2126
    Grandview Heights, OH79 contributions
    We did the $10 comedy show with our teenage kids the last night of our trip. It was great. Despite the groans beforehand, everyone had a good time. Out of the note and off the electronic devices for an hour! We would do it again for sure!
    Written 14 March 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • strudwick
    Thirsk, UK189 contributions
    Absolutely brilliant live blues band. Buch of virtuosi on their respective instruments and voices. Good crowd who seemed to appreciate the great music. $12 entry fee was good value but cash only at the bar.
    Written 29 December 2022
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • mylesfire
    Austin, TX231 contributions
    Super fun on a Thursday night while on holiday in Chicago. $15 is very reasonable cover for two good bands each playing full hour sets. It is set up as two separate, adjacent rooms, each with a stage for bands which rotate sets through the night, so we just went from one room to the other for three plus hours. The music was very good, starting with singer/guitar slinger Joanna Connor supported by very capable young band, playing blues but not the usual limited three chord changes. Keyboardist was very talented. Song "People Get Ready" was superb showcase for her voice, while other tunes were more upbeat. Vance Kelly band was a larger group playing funk, soul and R&B in the larger room (e.g. James Brown, Kool & the Gang, and Ike & Tina) and there was a lot of orderly audience dancing. Sax player was outstanding. Some folks ordered food which looked good; I had only a large, heated pretzel which hit the spot. Location felt safe with police car parked across street as we exited at midnight. I did not know to ask so I missed the senior discount when ordering tix at the window. does not matter. Highly recommended.
    Written 28 May 2022
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Charleen D
    4 contributions
    Must See! I wasn't expecting to much as usually this type of humor isn't my thing. It was a great night of laughs and because its called Drunken Shakespeare, you could go again and get a totally different experience. Getting tickets was a last minute decision and I am so glad we did.
    Written 15 March 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Clint
    London, UK15 contributions
    Warm welcome at the door; really friendly staff; m.c. for the night very entertaining and funny; we were there on a jam night which was amazing and the man himself made an appearance doing a few numbers. Good food and drink lots of memorabilia to take in. Wondefull experience
    Written 6 February 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Cintia2014
    Sao Paulo, SP12 contributions
    Awesome venue with high class jazz musicians. We went on a Tuesday with free admission with CAMILA MENNITTE GROUP. Just amazing!
    Written 15 March 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Rafael L
    Quito, Ecuador69 contributions
    Jazz band was good, food ok and service, did their best, but, softdrinks were almost water and cocktails could do better. Enjoy the show (worth it) and try to enjoy dinner.
    Written 20 March 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Odette O
    Amsterdam, The Netherlands10 contributions
    Visiting Chicago and had the most amazing night at Rosa’s Lounge. Intimate lounge with out of this world artists on the stage. Absolutely LOVED it!
    Written 4 September 2022
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Travelling86
    London, UK31 contributions
    My friend and I went for a cocktail after brunch as I’d not done any of the observatories during my visit to the city. This was a great way to see the view whilst enjoying a cocktail (approx $16 a cocktail but not entrance fees). It was very busy when we went but tables turn pretty quickly and we sat at the bar so only waited about 5 minutes. The lounge and restaurant felt like they had seen much better days and were very dated and worn - I would have given 3 stars had it not been such a great way to see the views and have a cocktail.
    Written 3 October 2022
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Edie S
    28 contributions
    We had a wonderful experience recently at Winter's Jazz Club, where the music (Pharez Whitted Quintet) and venue were both outstanding. This is the place to go for true music lovers! It is elegant and sophisticated without being pretentious at all, and the focus is very much on the music.
    As others have mentioned, this is a performance venue that serves drinks, definitely not a "see and be seen" type of club or place to socialize (although it would be highly romantic for a date).
    I attended with my jazz-loving teenager, and we felt totally comfortable and welcome. Staff were warm and professional. Soft drinks are offered along with bar menu. We had VIP seating, but truly it is so small that all the seats are excellent. I would love to return here if I'm ever in Chicago again.
    Written 1 March 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Peter G
    3 contributions
    Once one of the best blues clubs in Chicago, I passed by on 8 October. It was closed, with a "For Sale" sign posted on the door. Sad to see it go. One hopes for a second coming.
    Written 10 October 2022
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Stacy
    Darlington, IN6 contributions
    Our family attended the 8 pm Friday show of ComedySportz while on vacation in Chicago. Having never been to an improv show we didn’t know what to expect but I am so glad we decided to go. The show was very upbeat and interactive with audience members. The improv actors are entertaining and talented beyond belief. It was a great night out with our two teenagers!!
    Written 22 October 2022
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Angelsinthesky
    Barcelona, Spain234 contributions
    We enjoyed a funny night with real blues music. Food and service were quite Good. I recommend nachos and pudding as a dessert.
    Written 6 March 2022
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Neven
    Ingolstadt, Germany49 contributions
    The tavern/club has superb historic ambient and at that particular night band and music were amazing. I need to admit, that only after I visited the place I found out how actually popular it is and that it's oldest jazz club in the USA.
    Only downside is that part of staff was pretty arrogant.
    Written 23 February 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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