I'm only going to give Riddles 4 start because I've never been. I will say that of all of the places that I haven't been to, it is one of my favorites. There is a place just like it that I have never been to, but I can't remember it's name...or even if it exists, but Riddles is way better. Every time I drive by Riddles, the "old school" look of it's sign and front entrance reminds me of The Chuckle Hut. Truth be told, I don't even know if there is, or has ever been, a place called The Chuckle Hut...but if there was...Riddles would be right on par with it. All of that being said...I am looking forward to actually going sometime. read more

JD opened the show and killed it! What a great night out to see JJ Williamson headline! We laughed all night! What a great line up. 10 min before the show you get seated and buy drinks. Great atmosphere and a great show! Lots of value for the money! 5 funny comedians for 15 bucks??! We will be back! read more

Great laughter and great prices... only bad thing is just need to get more organized with checking in for tickets purchase and seating... drinks was okay.... parking lot is free but small...arrive early for a parking spot read more

First time here and it did not disappoint. Parking is free and easy, waitstaff is great, comedians were hilarious. We will definitely be back and highly recommended! read more

You know what this place needs, to give out free tickets. The place seems ok but not for the money you spend. I went on a Saturday night and it was not even close to full. The comics were ok. No one famous but they seemed like they could get there with a little more publicity. The inside of the club is nothing like what I expected. There is long cafeteria style seating, so no intimate moments and chances are good you will be seated with strangers so the place looks crowded from the stage. There is a two drink minimum and you will need at least 3 to get any type of buzz. Also, why can't you split checks? I mean come on. My recommendations to the owners: 1. Score some big names or even slightly big names to headline. 2. Give away some free tix to boost up your crowd (Check out the Funny Bone model it works.) 3. If you are going to have a two drink minimum, make it worth the customer's wild. No more extra ice or short pours. 4. Invest in 2-4 person seating. Your current digs seem cheap. That is all. read more

Good show, enjoyable throughout. Go check it out. Best comedy club on the Southside. Black business that is diverse in its approach. Definitely worth your time. read more

Nice small comedy club in the south suburbs only second time and had a good time will do again

I took a date there 2 weeks ago and we had a blast! The only thing I wasn't crazy about was that the bartender gave me a hard time. I found a Groupon for Riddles but couldn't find it on my phone for some reason. She said let me take a look. So I gave her my phone and she yells oh look this! A strip club! I just played it cool. Luckily my date has a sense of humor otherwise I wouldn't be seeing date #3. The comedians were all funny. I just didn't like sitting up front but who does? The last guy was the funniest. He did a perfect imitation of Beavis and Butt head and Ozzy Osborne. He had the glasses and was stuttering like we all know Ozzy does. So if you're looking for a place to go with friends or a date I would definitely recommend it. read more

Heavy handed drinks, J Deep, and suave customer service earned this place 5 stars. Straight facts. Great ambiance. And great drink prices!!!! Realistic prices for everything. And Jay Jay from Good Times has history there! It's dope. read more

Jay Deep and Damn Fool were Hilarious!! Great venue, Classic comedy club feel with a decent bar. Groupon deals available for friday shows so it's a nice cheap option for a fun night out read more

Decided to check this place out because of how cheap it was on Groupon. Well, after going there I understand why the tickets were dirt cheap. The bartender that greeted us was rude and abrasive, the staff was slow, the drinks are overpriced and the room the show was in was sweltering hot. I have 6 free tickets to go back that I will definitely not be using. read more

The first time I went to Riddles was a complete disaster. A friend of mine wanted to do an open mic and bombed it after drinking too much and could barely articulate a sentence. That was many years ago. A different friend of mine (who's good at comedy) invited us to a showcase. We decided to go on a Monday night and it was great. The bartender was super friendly and welcoming. Sometimes places like this cater to a regular crowd and ignore newbies. Not here! The bartender was great and made sure we had drinks all throughout the show. Yes, there's a two drink minimum but the drinks were good. My partner ordered a jack n coke and said it was great. I had pop because I wasn't in the mood to drink and they didn't seem to care what I ordered. The comedians up there were fantastic. I've seen my friend do stand up elsewhere and she usually ends up being the only funny person all night. But here, she did good and everyone (almost everyone) did fantastic. Our entire table was laughing out loud all night. For a Monday night out, this was so much fun. It's a comedy place so I'm sure they have bad nights where the jokes fall flat, but I had a great experience. I hope everyone else has a good time here. I'm definitely going to come back. And if you had a bad experience here before, I'd say try again and hopefully you have better luck. read more

Had a great time tonight. We really enjoyed the show. Great comedy at a good price. Keep doing what you're doing Damon!

I came here on a Saturday night in the middle of October. I had no idea that Riddles was at the end of the shopping center next to El Gallo. The price was ok a little more than I expected. Plus, they have a two drink minimum per person which makes sense. The drinks you buy at the bar outside do not count towards the two drink minimum. The opening comics were decent. The reason I went to Riddles was for the headliner Michael Palascak! I have been a fan of Mike for a long time. If he has gigs close to my place I head out to see him. I have seen him at Zanies in Old Town and even watched his half hour special on Comedy Central. I enjoyed seeing Mike and the openers were also funny. Riddles, I will be sure to come and visit again the next time Michael Palascak is in town! read more

Seeing Jay_Deep tonight was wonderful! My favorite, Shaun Jones was so funny & amazing ! They kept us laughing !!!! The waitresses were awesome at taking our orders . Nice and friendly staff!! read more

Great show !! Funny asl!!! S/O to my boy Talent who happened to be there tonight !! One of my favorite comedians!! Great show !!

Enjoyed myself, great comedians. They made real life situations so darn funny! Reasonably priced entertainment. Appreciate you guys much!!! Thanks and continued success. Recommend people come out and get a great laugh. Nice stress reducer read more

The show was nice/funny. Buttttt the organization was absolutely horrific we had tickets for 7p was told that there weren't enough seats and to come back at 845. We asked if we could stay and buy drinks from the bar,we were told "NO" because it would be a fire hazard. Well actually it was already a fire hazard because it was over compasated already. We were also told that we could possibly get a refund though Eventbrite if we wanted. We decided to go to the Mexican restaurant next door to wait until the 9p show. Well we weren't let in until 931p standing out in the cold from 845p until 931pget inside the show didn't start until after 10p. 2 drink min ok cool but the server didn't come around but 1time when the bill came her tip was included our bill was 82.00. We get ready to leave got stopped at the door being asked about a red ticket which we never received from the server to exit out saying that we'd paid for our drinks. Venue terrible very unorganized unsafe along with bad customer service. I'd never visit this place again. read more

Great time! Great night! I've been to Riddles three times - once with my friends and twice with my boyfriend. I watch Comedy Central a lot so wasnt too sure if it would be worth it - but I swear to god I haven't laughed that hard in months :D They always have 2 opening comics from the area then their headliner. All 3 were hysterical. Also, its waay nicer on the inside then I thought and the show room is really big and lit really cool with lil candles. Drinks are good but I like hearing the people with goofy laughter in the audience - it always makes me smile and laugh even more. I will definitely go back. My boyfriend and I both lost our jobs recently and a funny show was exactly what we needed & really cheered us up. The whole next day we were quoting and laughing about the show. Waay better than just going to a bar or see the lame unfunny movies out lately. read more

Riddles allowed a group of people to bring in food from outside. Hot wings, fries, and other greasy smelly food. It was disgusting, and I will never go back. read more

I attended a comedy show 5/4/19... 8pm Show it was great customer service. The atmosphere was positive and humorous. I look forward to attending more shows there and will even suggest the location to friends. The comedians are Awesome and full of jokes. A great place to unwind after a long week and let your hair down and have a great time laughing. The price for the tickets are reasonable and not sky high. Great drink specials also. Try it out you won't be disappointed. The host Jay Deep is a Pure Natural. read more

Went to a show last night, bad weather so not too many people showed up... the comedians were hysterical, will definitely be back!

A great outing. Damon has done great things with the place. I'm looking forward to attending more shows here. You can't beat the price and quality of talent that takes the stage. read more

Came here a few months back. Wasn't too crowded. Service was ok. Some of the opening acts had some funny moments. The main act wasn't that great. I would go back to check out other acts in the future. Laid back place to get a few drinks and to watch some comedy. read more

What a great inexpensive quality show. Has really great Comedians. They exceeded my expectations. I will definitely return again.

I've been to Riddles a few times this year and I must say that I have a great time every time I go. The comedians never disappoint. My only con are the drinks... they are extremely watered down. Which is understandable being that it's a two drink minimum... I'm assuming they want you to buy more than two drinks. Customer service there is always accommodating. I highly recommend read more

Here tonight wth my wife my wife to see Judy Tenuta. We have been huge Judy fans for at least twenty years. After all that time she has not skipped a beat in her approch to comedy. The club itself was very conducive to the audience atmosphere. Definitely in our sites for future comedy acts. read more

Riddles Comedy Club - It was so great to see Judy Tenuta after years of being a fan. It was nice to see she still looked great. - Comedy Clubs Near Me - Alsip, Illinois

Awesome cozy venue. Reasonable priced drinks and the stage is up close and personal. The host of the show was hilarious and makes you feel really lose. I'd suggest that anyone who needs to lose up drop by and grab the shows. Loving it! read more

I attended Riddles on Friday, what a great event! The evening was hosted by Jay Deep with special guests Hot Sauce, headliner B Cole & 2 others. They were all amazing. I laughed so hard that my stomach hurt afterwards! The space was nice, they seated us right away, a two drink minimum is required but they were quite tasty! I'm so happy I went! Great job Damon Williams, who coordinated the event. read more

We went as a group of 4 and everyone had a great time! Although ticket prices were reasonable, the cost of the drinks was high. Reasons for not giving 5 stars was the price of the drinks and the aesthetic setup. Would I go again? ABSOLUTELY!! read more

I have been to riddles twice in the last three months, once for a girls night- the other a date night. Both times the comedians exceeded my expectations. Absolutely Hilarious!!! The only negative is the mandatory 20% gratuity. That rate of gratuity means excellent service and the service is just average. Additionally, the waitress appeared frustrated that I (and other customers) needed change. In a cash only establishment you should be prepared to give change especially since gratuity was already included. However, do not let the service keep you from a great night out. You will be entertained. Support black comedy. read more

I have visited 3 times and had a laughing good time but Jay Dub has repeated 50-75% of his act. Get some new jokes man!! I'm now ready to get up there and perform his jokes for him. Lol. The drinks are inconsistent and wait staff is inattentive. But overall a great, inexpensive, convenient fun evening. read more

It was funny but the drinks were not good especially for $10.00. I ended up getting beer after my 1st drink (margarita) was not good. It would be good if they had snacks. Also, there's no heat in the place. It was freezing. read more

The best hangout spot in the whole area within 10 miles. Lots of great talent coming and going from here. Drinks are not too expensive. Bartenders are friendly. read more

The Comedy events are great! Really enjoyed the comics. But the 2 drink minimum + tax + mandatory 20% on every bill regardless of your parties size is a rip off! The drinks are overpriced too. Plus, it's CASH ONLY. Staff has a defensive attitude that they think they're masking when they communicate with you. Nope! We still sense it. Good luck if you decide to patronize this venue. Smh read more

Went to see uncle rail and coco it was off the chain both host were more than funny keep bringing those comedians and riddles is going to pop read more

I've been here a few times. There always seems to be one really funny comedian and one sort of funny comedian. I think they have a two drink minimum, which is fine, but I don't like being told to drink. Especially when I already paid like $10 for the show. The (woman's) bathroom is WAY too small, and yet they squeeze a bathroom attendant in there. Why? Where am I? Some over-priced club in Chicago? No, I'm in a strip mall in the OP. Get real. read more

What a terrible night. The comedians were ok, reminded me of someone's drunk uncle making awkward jokes. The drinks were awful. But what did it for me is when the bartender/"co-owner" started to argue with my friends and she started to insult them.. Claimed we wanted free drinks and a free show. We never asked for a free hand out, solely for her to fix our drinks. Also a mandatory 20% tip for a waitress that took forever to wait on us and took over 30 minutes to get back to us is ridiculous. This place is a dump and waste of time, save your money and go somewhere else. read more

I would like to be clear. The Comedy show hosted by Damon Williams was great. The drinks were horrible. My wife ordered a pineapple martini, they gave her pineapple juice(alcohol was missing). I drink crown a lot. I decided to order one, and it was disgusting. I sent it back, and got another one. The second one was horrible. I gave up because I think they were serving me something other than Crown. They automatically place 20% gratuity on your bill, which they do not deserve. The waitress attempted not to give my change back until I called her out on it. The next time I go back I will drink beforehand and order a sprite during the show!!!! read more

Had so much fun. Love this comedy club. Intimate setting, convenient parking, reasonable prices, awesome comedians!