When asking yourself about something to do near me in Chicago with a group of friends or family, consider
Comedians You Should Know (CYSK)

Why Comedians You Should Know (CYSK) is a fun option when searching for things to do near me with friends and family
Comedians You Should Know (CYSK) is a premier stand-up comedy showcase that originated in Chicago in 2008 and has grown into an acclaimed comedy collective known nationwide. Founded at the Fizz Bar and Grill, CYSK quickly earned a reputation for showcasing only the funniest local comedians and visiting guests from both alternative and mainstream comedy scenes. Over the years, it became a hub for diverse audiences — from hipsters and suburbanites to yuppies — all united by a love of high-quality stand-up comedy. Highlights include its relocation to Timothy O’Toole’s Pub in downtown Chicago, where it became a destination for comedy lovers, and the production of over 20 comedy albums, many reaching top spots on the iTunes comedy charts. Praised by The Onion A.V. Club as having "unrivaled" talent, CYSK expanded its weekly showcases to Los Angeles in 2015 and New York City in 2016, making it unique as a comedian-produced showcase present in the country's three biggest markets. CYSK’s NYC shows run every Wednesday and Saturday at The Gutter in Brooklyn, continuing its tradition of presenting some of the funniest up-and-coming comedians. This mix of scrappy comedic vision, DIY attitude, and consistently top-tier performances makes CYSK a fantastic place to meet up with friends for an unforgettable night of laughter and entertainment.
Here's what people think of Comedians You Should Know (CYSK)
As of recent, Comedians You Should Know (CYSK) holds a 4.9-star rating based on 36 reviews.
Reviews for Comedians You Should Know consistently praise the showcase for its high-quality stand-up comedy and vibrant atmosphere. Fans appreciate the carefully curated lineup that features some of the best comedic talents in the country, making each show a memorable experience. Positive reviews highlight the diversity of the shows, noting a mix of alternative and mainstream comedians that appeal to a broad audience. Several reviewers mention the intimate and friendly setting of the venues like Timothy O’Toole’s Pub in Chicago and The Gutter in New York, creating a welcoming environment to enjoy comedy with friends. Many users commend the affordable ticket prices and the ease of purchasing online, adding to the accessibility of the show. On the other hand, negative feedback is minimal but occasionally points to last-minute lineup changes or the occasional variability in individual comedian performances, which is common in live comedy showcases. Overall, the majority of reviews affirm that CYSK consistently delivers a top-tier comedy experience valued by both locals and visitors. This consistent acclaim, paired with its 4.9 rating from over 36 reviews, underscores CYSK’s reputation as a must-visit comedy destination in Chicago, New York, and beyond.
Highlights from reviewers (Most Relevant)
Zey Bautista
This comedy venue located inside Timothy O' Toole's restaurant is a great place to hear local Chicago-based comedians show their talents. Attended the Blackout Friday performance on Nov. 27, 2024 which showcased 8 different comedians. Be prepared to be part of the comedy as it's so cozy inside. You can order anything from the restaurant menu. Servers were very attentive. Will plan my next trip to Chicago to hopefully see another act here.
M T
Quite frankly best stand up in the city! Tickets are super cheap, especially if you buy online. Don't take yourself too seriously and you will have a blast! No minimum drinks or food. Order everything or nothinf, if you wish. Food is available and they have a wide selection of drinks. Shows do sell out! Get there early and get a good seat.
Ryan McKinley
This comedy show is AWESOME. I had no idea Timothy O’Toole’s has a comedy bar in the back. Found the show on a whim and attended on Wednesday 6/12/24. Every comedian was hilarious. We also ordered the pretzel bites that were deep fried and I dont think pretzels will ever be the same. Holy smokes that was an extremely satisfying app. Even if the comedy tanked, the pretzel would’ve saved the show. But the comedy was great. Highly recommend if you are looking for weeknight comedy in Streeterville. I’ll be back!
Naveed Nabavi
I have been to this show at least 25 times over the last 7 years since is was in a tiny back room of the bar. It's success made them build out a great space that is the best, most intimate space in Chicago. Think Zanies if Zanies gave a crap about their customer experience. You get as good if not better comedians than Laugh Factory and Zanies for a fraction of the price, they have cheep drinks and they get some awesome talent to come through. They always have new names, but at least one or two of the guys that started it usually do a set and they are all awesome.
Austin Swank
Got lucky it was a Wednesday night when I checked the website for a comedy show! My gf and I stopped in and got checked in smoothly. Service was great and the performers were awesome! Had us dying laughing all night.
How to reach Comedians You Should Know (CYSK)
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Why Comedians You Should Know (CYSK) may become Your Favorite Meetup Place for Catching Up, Celebrating or Just Hanging Out
Why rally at Comedians You Should Know (CYSK) with your friends?
Choosing a place to gather your friends or family for a memorable outing can be a challenge, especially when you want an experience that combines laughter, freshness, and communal joy. Comedians You Should Know (CYSK) stands out as an exceptional venue that ticks all these boxes, making it the perfect spot for a group meetup. Imagine an evening where you and your friends are immersed not just in entertainment but in a vibrant, intimate atmosphere where the best emerging comedic talent takes the stage each week. With a stellar rating of 4.9 based on 36 reviews, CYSK has earned a reputation for its high-caliber acts and warm ambiance. The joy of live comedy is unmatched—the spontaneity, the connection with performers, and the shared laughter create a unique bond among attendees, which makes any gathering more memorable. Unlike typical loud bars or distracted movie theaters, CYSK offers a focused setting where humor is celebrated, the audience is engaged, and every joke draws the group closer together. If you're looking to break from routine and enjoy a night that fosters great conversation, uncontrollable laughter, and lasting memories with your crew, rallying at CYSK is undoubtedly a brilliant choice.
What kinds of activities can you enjoy at Comedians You Should Know that make it ideal for group meetups?
The primary activity at Comedians You Should Know is its weekly stand-up comedy showcase, featuring some of the funniest and most promising comedians in the country. Every Wednesday night at 9 pm, the show takes place in The Spare Room of The Gutter Bar, located in Brooklyn, New York. Here, groups can settle in for an evening of side-splitting performances ranging from sharp observational comedy to clever satire, all performed by professionals who have honed their craft to perfection. This weekly event is designed not just as a comedy show but as a community experience where regulars and newcomers alike can enjoy fresh comedic voices in a friendly, inclusive environment. The venue’s intimate setup, with limited seating and close proximity to the stage, ensures that the humor feels personal and the reactions of the audience become part of the collective fun. Because of the relatively affordable ticket price ($10) and no mandatory drink minimum, it’s an accessible night out that won’t pressure your group into spending excessively. Beyond laughter, CYSK occasionally offers opportunities to meet and greet the comedians post-show, adding an interactive element to the outing that is perfect for groups who appreciate not only entertainment but also the art of comedy itself.
How does the ambiance at CYSK enhance your group’s night out?
The atmosphere at Comedians You Should Know is a significant reason why it excels as a meetup destination. Situated inside The Gutter, a laid-back Brooklyn bar known for its cozy and somewhat underground vibe, CYSK harnesses this setting to create an event that feels like more than just a night out — it feels like a clubhouse for comedy lovers. The low-lit rootsy ambiance helps the audience focus intently on the stage while also making it easy to interact with friends before, during breaks, and after the show. This balance of a casual bar environment with the charm and excitement of a performance venue creates a relaxed yet lively mood perfect for socializing. Because the shows are adult-only (21+) with no forced drink minimums, groups can choose how to pace their evening without external pressure. The venue's intimate dimensions ensure the whole group feels connected, avoiding the disconnected, impersonal nature of larger comedy clubs. Combined, these factors mean your group can enjoy vibrant laughter in a comfortable, inviting setting that encourages friendly banter, shared reactions, and those unforgettable moments that happen only with live comedy shows.
What makes the comedian lineup at CYSK a unique draw for group visitors?
The comedian roster at Comedians You Should Know is truly what sets this experience apart from many other comedy nights. Founded in Chicago in 2008 and later expanded to New York City, CYSK has built a brand around showcasing the “comedians you really should know” — a carefully curated group of performers who are either rising stars on the comedy scene or established talents worth discovering. Unlike some showcases that prioritize celebrity names or broad appeal, CYSK focuses on originality, fresh perspectives, and quality humor that resonates deeply with comedy enthusiasts and casual audiences alike. Media outlets like The Onion AV Club have gone so far as to praise the “genuine quality of talent” as unrivaled. For groups who appreciate comedy beyond the standard punchlines, attending a CYSK performance is like getting a glimpse behind the curtain of stand-up’s future headliners. The nightly lineup is dynamic, meaning every visit offers something new, which makes it especially appealing for groups who want to return regularly and encounter new, exciting acts each time. This ever-changing showcase adds an element of discovery, making group meetups at CYSK not only enjoyable but also culturally enriching.
Why is CYSK a perfect choice for different types of group gatherings?
Comedians You Should Know caters to a broad spectrum of visitors, from friends seeking a fun midweek break to families looking for an older-teen or young adult night out. Its adaptable environment makes it suitable for many group types because it blends entertainment, socialization, and cultural engagement seamlessly. The bar setting offers a casual atmosphere for conversation before and after the show, which is ideal for people catching up or celebrating occasions without the pressure of formal dining or expensive cover charges. The show’s 21+ age requirement means it’s best suited for adult groups but perfect for friends or family members who appreciate humor and live performances. The affordable ticket price and lack of a drink minimum mean you can budget easily, making it accessible for larger or more budget-conscious groups. Additionally, the central Brooklyn location is convenient for locals and visitors alike, facilitating easy meetups without complicated travel arrangements. This balance of accessibility, entertainment quality, and social ambiance means CYSK is well positioned to suit birthday parties, casual hangouts, after-work outings, and special group celebrations equally well.
What practical amenities and extras at Comedians You Should Know enhance the group experience?
Beyond the core comedy showcase, CYSK provides several practical features that make group visits smooth and enjoyable. Since the venue limits seating to create intimacy, groups are encouraged to purchase tickets in advance to secure seats together, which helps everyone stay in close proximity — essential for shared laughter and reactions. The modest ticket pricing ($10) combined with no obligatory drink minimum removes some common pressure found at nightlife venues, letting guests focus on enjoying the show and each other's company. The Gutter Bar’s selection of drinks and casual bites offers convenient options for those wanting to eat or drink without leaving the venue, streamlining your night out. The consistent Wednesday 9 pm showtime creates a dependable weekly destination that groups can plan around regularly, forming a fun tradition or routine. Lastly, the venue’s in-person format fosters real-time connection, a welcome antidote to the isolating effects of screens and recorded content, making each visit to CYSK a refreshingly live and personal experience for friends and family alike.
How does the history and reputation of Comedians You Should Know build trust for new visitors?
Comedians You Should Know is more than just a comedy show; it’s an institution in the stand-up scene with strong roots and a proven track record of delivering exceptional entertainment. Originating in Chicago in 2008, it quickly earned acclaim for showcasing top local talent and special guests, growing to sell out audiences regularly. Its expansion to major comedy hubs like Los Angeles and New York City speaks volumes about its quality and appeal, making it a nationally recognized name among comedy insiders. The positive critical reception, including notable praise from The Onion AV Club for its unmatched talent level, reassures new visitors that attending CYSK means experiencing comedy at a genuinely high standard. This brand legacy creates confidence for groups who want reliability in their night out—a guarantee of good laughs and an uplifting atmosphere. For first-timers seeking a place where the community values truly funny comedians and excellent production, CYSK’s history and reputation offer an inviting welcome.
What should groups know before planning their night at Comedians You Should Know?
When organizing a group meetup at CYSK, there are a few important details to keep in mind to ensure a seamless experience. Shows are held weekly on Wednesday nights at 9:00 pm in The Spare Room of The Gutter Bar, located at 200 North 14th Street in Brooklyn, so plan for an evening midweek outing. The venue is strictly 21+ with no exceptions, so all attendees need to meet this age requirement. Tickets cost $10 and are best purchased in advance online, especially for groups wanting to sit together, as seating is limited. The line-up features different comedians each week, so checking the latest show information ahead of time can help set expectations and build excitement. Since there is no required minimum order, groups can decide whether to enjoy drinks or just focus on the show. Additionally, early arrival is recommended to secure the best seats and enjoy some social time beforehand. Keeping these points in mind ensures your group maximizes the entertainment and camaraderie that Comedians You Should Know is famous for delivering.