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    Riddles Comedy Club

    3.5 (112 reviews)
    ModerateComedy Clubs
    Closed 7:00 am - 2:00 AM (Next day)

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    Old azz stage with the cheapest back splash that's coming off.
    Patrice P.

    I am here on Father's Day. The show started late- it was supposed to start at 7, we waited 40 mins. The venue is outdated. There is a 2 drink minimum. Cash only! Ridiculous drink prices... I don't drink but forced to drink with an automatic 20% gratuity. SMDH... Bottle water - $5 Cup of flat pop - $6 Bottle beer - $7 - $9 Glass of Wine - $8- $10 Mixed drinks - $10 - $18 If you are going to charge, put money back into the business. Update the place. It's so dated! The comedians were ok. The acoustics terrible. The reverend was the best followed by the head liner, and the guys who imitate voices. The host was a host, he was pretty funny and ignorant at the same time.

    Stage
    Joneice B.

    Comedy show right in Oak Lawn/Alsip. Show was really funny. We did the 8pm show and grabbed dinner right before at Barrel Club. With purchase of tickets here it gets you entry but there is a 2 drink minimum. Prices for wine was $9 but well liquor started at $13 and for premium $18. Show ran on time. Parking lot attached but up front spots go quickly. All in all, I would return. Cash only so bring cash or have to use atm in comedy club.

    Jenny J.

    Riddles is located in a small strip mall with very limited parking. Upon arrive, we noticed that all of the parking spots were taken. We ended up parking next to the Tile Store across the street, and had to cross the busy street which was pretty unsafe at that time of night. Cars were speeding! That is highly inconvenient. The seating in Riddles was very tight and compacted. I highly disliked sitting that close to other parties. I was kicked by the big lady in front of me several times. The seats were tiny, hard, and uncomfortable. I found it difficult to see the stage from the back. The opening comedians were not funny at all. The main act of T. K. Kirkland, and he was entertaining. Unfortunately, all of his materials were X-rated so please beware. This is not a clean comedy show. There is a 2-drink minimum, and that is fine as long as it is mentioned before the show starts. Unfortunately, the drinks were served in small cups with barely any liquor in it. It was just a cup of ice with a small amount of liquor, which is a waste of money for 10 dollars apiece. I suggest just ordering 1 watered down drink and a bottle of water to meet the 2 drink requirements. The wait staff was absolutely terrible. (Note that this is a cash only bar)! The waitress was uninformed about the beverages and unhelpful. She couldn't answer any questions. At the end of the night, the waitress attempted to run off with the change from several patrons. Many tables waited for their change back, but the waitress stressed that it was too dark and that she couldn't see the money to give the change back. When the lights came on after the show, she tried to run past, but the patrons began arguing with her about returning their change. My party was owed 14 dollars. The party behind us was owe 6 dollars. Another table was owed 20 dollars! Yes, she tried to keep the change as tip money! This tip situation is a major turn off. Don't steal people's money. Plus, the club also includes 20% gratitude on top of your bill! So yes you pay gratuity fees that are included in your bill. If you tip your waitress then you will be tipping 2 times. Patrons need to thoroughly read their receipts before paying!

    The bar
    Joee L.

    I suggested to a date that we go to a comedy club and I think he found this one on Groupon and it was close to his house so off we went. We got there about 15 minutes before the show started and there was no one there. The bartender was watching tv. It felt weird. Slowly more people came in. We got seated right up front...so of course I expected to get "picked on" by the comedians. We were informed there was a two drink minimum per guest. So I had to order two drinks and so did my date. The first two drinks I requested, I was told they didn't have. Essentially you can order beer or the drinks on their drink menu...which are premixed. Each drink was about $10 and "ok". So my date probably spent around $50 for drinks. If you don't drink or don't want to spend $20 per person you might want to look elsewhere. The waitress was super sweet. Once seated there was probably about 20-30 people there on a Friday night. Jay Deep was the host and it was quite refreshing as I was a bit worried this was gonna go bad quick. He was very funny and poked fun at the fact there was only 17 people there. He did point jokes out to my date and I as "the only two white people there" however it was funny. After Jay Deep I was excited thinking man this place is great. However, as the night went on the comedians got worse. Some were funny and some made me feel downright uncomfortable. My date and I were consistently pointed out as the white people and at one point I looked over at my date and saw his arms crossed and could tell he was over it. So I dunno. I feel like if you are Jay Deep you could point us out as the white people and it's ok cause he is FUNNY but other comedians weren't and made us feel alienated from the audience rather than a part of it.

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    1 year ago

    Good times great laughs ! Atmosphere is cozy. Even though it was packed the place is too small to be crowded. I'll go back for more shows.

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    4 years ago

    Went for the first time with my girlfriend we had a great time it was funny from start to finish

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    5 years ago

    As always Damon delivers. I had an amazing time laughing at the comedians yesterday night! Thanks for making my birthday an enjoyable one!

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    7 years ago

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    7 years ago

    Omg we had a blast and everybody was super funny my cheeks hurt we will be back soon!

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    7 years ago

    Great entertainment! Friendly staff! I will definitely go again! We got two hours of laughs!

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    5 years ago

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    7 years ago

    I had a great time at Riddles Comedy Club on May 24, 2018. All of the comedians were hilarious. I laughed so hard that I cried.

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    7 years ago

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    Ask the Community - Riddles Comedy Club

    Review Highlights - Riddles Comedy Club

    The evening was hosted by Jay Deep with special guests Hot Sauce, headliner B Cole & 2 others.

    Mentioned in 6 reviews

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    CG's Comedy Club - It was AWESOME I was visiting from Texas I would highly recommend CG's. The only negative was NO FOOD and you have to purchase 2 drinks

    CG's Comedy Club

    4.1(20 reviews)
    15.4 mi

    The manager/ owner of this place Glen Martino was verbally and physically abusive and seems like he…read morewas on something. The comedians were fine but the service was horrible. There's been bad reviews in the past but he truly does not care about how he treats the people that spend money at his establishment. I wish I could leave a better review, but our experience at CG's was absolutely unacceptable. The manager/ owner Glen Martino completely mishandled a situation with my family while one of my family members was getting sick in the bathroom. Instead of showing concern for a guest's wellbeing, he assumed they were dining and dashing, yelling curse words and slurs in the process at my female family members. This lack of professionalism not only disrupted the show completely and then throwing the rest of us out even though they had our cards for the bill during this whole process. To make matters worse, the manager physically assaulted my brother during the commotion which stopped the show in front of the rest of the guests. This was supposed to be a fun family night out, but it turned into a nightmare because of the manager's (Glen Martino's) hot-headed and rude behavior. It's shocking that someone like this is allowed to run a business. I highly recommend avoiding CG's Comedy Club. Save your money and spend it somewhere that values and respects its guests. Glen Martino should be ashamed of his behavior, and honestly, he should be fired if he could be. This was hands down the worst experience we've ever had at any venue. 0 stars if possible would not recommend.

    Small place but accommodating…read more Parked up the street. Entered into a small waiting room. The lady behind the window checked us in, then a gentleman came in and explained the rules. We had to silence our phones and make sure to buy 2 drinks each. We were a little late for the opener was performing. They sat us at the middle front table. I liked the way you light up the menu to get a waitress to come. We each had a tropical cocktail then a seltzer. Comedy was great. We were at the later show. At the end, we were talking to one of the comedians and the workers kept pushing us out which was a little rude. That's the reason for minus 1 star. Other than that we had a great experience.

    Photos
    CG's Comedy Club - Comedian Bryan McCree

    Comedian Bryan McCree

    CG's Comedy Club - Storefronts

    Storefronts

    CG's Comedy Club - Facade

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    Facade

    Chicago Improv

    Chicago Improv

    3.7(386 reviews)
    28.6 mi
    $$

    First Time In This Place watching a comedy show. We watched Jr De Guzman and he was so funny I…read moredidn't expect that very thankful that my friend invited me to go to the show we were in the second row table and the ticket was $53 which is super worth it. Parking was in an issue the place is small their stairs but there's also an elevator which I like the fact that it is small because it's more intimate that way and the comedian can actually interact with the audience. We didn't really try the food but there is a two drink minimum or an order of food so we just did two drinks it's a bit pricey so just need to expect that. The service was great the our server was always there checking up on us and asking what we needed so that's also a good thing. Will definitely come back and see more shows here. Happy watching!

    Went to see Shular King Sunday night and it was a treat! The MC and opening comedians were awesome…read moreand hilarious! They warmed up the crowd for Shular indeed! Shular was fantastic! Great time, he was hilarious and we definitely need to laugh more! We enjoyed our first time here! It's a 2 item minimum (drinks OR food) which is cool. We aren't drinkers all the time and we drove 45 minutes so we didn't wanna drink. We ordered food and it was good! We had a Caesar salad, seasoned fries, cheeseburger eggrolls and a brownie sundae. All tasted great! Looking forward to catching another show soon!

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    Chicago Improv
    Chicago Improv - The improv marquee

    The improv marquee

    Chicago Improv

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    The Second City - UP theater

    The Second City

    4.1(1.4k reviews)
    16.3 miLincoln Park
    $$

    Second City Chicago never fails to deliver. Every show I've seen has been genuinely funny on an…read moreintelligent, sharp, and expertly crafted level. The cast is consistently brilliant, and the comedy feels effortless while clearly being the result of immense talent, timing, and skill. The food and drinks are also something to note - some places just do the basics, but I like that Second City takes pride in what they serve. I also had the incredible opportunity to take classes here back in 2017 with my husband, which gave me an even deeper appreciation for what happens on stage. The entire concept - how the sketches are written, how they flow seamlessly from one to the next, and how improv is woven throughout - is truly genius. What's especially impressive is how expertly the performers handle audience members who may be a bit too enthusiastic or disruptive. They manage these moments with wit, grace, and humor, turning potential interruptions into laugh-out-loud highlights without ever derailing the show. Second City isn't just a comedy show, it's an institution. Whether you're there as an audience member or fortunate enough to study there, the experience is consistently memorable, inspiring, and endlessly entertaining. A must-see in Chicago, every single time.

    First time at an improv show, Second City was a recommendation from a friend…read more The place is really big & well decorated. We got reasonably priced tickets and headed up to the 3rd floor. The space was small and intimate but it was great being so close to the stage. Very cute little spot and fun activity with friends or a date.

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    The Second City
    The Second City
    The Second City

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    Riddles Comedy Club - comedyclubs - Updated May 2026

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