When asking yourself about something to do near me in Chicago with a group of friends or family, consider
Brando's Speakeasy

Why Brando's Speakeasy is a fun option when searching for things to do near me with friends and family
Brando's Speakeasy is a unique and vibrant spot located in the heart of Chicago's Loop, offering a perfect blend of vintage speakeasy charm and modern nightlife excitement. This intimate lounge features cozy leather seating, dim lighting, and vintage décor that evoke the old-school jazz era, making it an inviting destination for friends looking to unwind and socialize. Known for its lively atmosphere, Brando's provides an upscale yet casual environment where guests can enjoy handcrafted cocktails and some of the city's best karaoke. With over 300,000 songs available, karaoke enthusiasts—from novices to pros—can express themselves on stage while enjoying affordable daily drink specials. The bartenders are skilled artists who mix classic libations like Old Fashioneds and Manhattans alongside signature drinks such as the Purple Rain. Whether you're celebrating with a group or on a date night aiming to impress, Brando's mix of vintage ambiance and energetic karaoke makes it an excellent place to meet up with friends and create unforgettable memories.
Here's what people think of Brando's Speakeasy
As of recent, Brando's Speakeasy holds a 4.3-star rating based on 2007 reviews.
Reviews of Brando's Speakeasy reveal a generally positive reception, with users appreciating the unique vibe and karaoke experience. Many reviewers highlight the friendly and competent bartenders, the reasonable prices for drinks and snacks, and the expansive karaoke song selection as standout features. Positive reviews often emphasize the fun atmosphere and the welcoming crowd that combines locals and visitors, making it a favorite spot for casual nights out and celebrations.
On the other hand, some negative reviews note inconsistencies such as the absence of an advertised martini menu on the website and occasional noise levels that may not appeal to everyone. A few guests have remarked on the small size of the venue and the sometimes crowded nature during peak times, which can affect comfort.
Overall, Brando's Speakeasy is praised for its nostalgic décor, quality cocktails, and karaoke that truly sets it apart. While some minor drawbacks exist, the majority of visitors find it a lively and enjoyable place to socialize and sing their heart out in Chicago's downtown scene.
Highlights from reviewers (Most Relevant)
Nick Radoicic
What a cool place. $5 drinks 😯 for happy hour 5-7. Need I say more. We purchased some pizza and it was good. 5 in the group and no one was disappointed and the bill was something I'm not used to. Will be back to check out the karaoke. 👍👍
Athonia Cappelli
I didnt eat anything but i will say service was decent and i felt bad for the bar tender. but she was having fun. happy hour singers are pretty good. dance floor pretty active too!! The karaoke dj impressive. I recommend eating at Native Foods one block down before grabbing happy hour drinks here. Thats right: happy hour is still M-F 5-7 in Spring 2025!
Quincy Duncan
Karaoke is amazing. Staff is nice and fun. Drinks are excellent. Great environment for groups of friends or if you are on a date and like to sing. Even if you don't sing, it's fun to watch everyone else do their thing.
Jule Kilgore-Reed
So very crowded, not enough seating options. Drinks are small but really good, very generous happy hour which is nice The pizza was decent. The overlapping noise (music playing AND karaoke is also heard over music/you can hear other music during karaoke) was a little rough but nothing a few drinks could handle.
Raymond Carbonneau Robles
Friendly bartenders. Karaoke jockey (KJ) was also quite friendly. Decent wait between songs (like 10), but there was no apparent limit to putting in multiple ones. The stage and dancing area were pretty intimate. I'd visit again !
How to reach Brando's Speakeasy
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Why Brando's Speakeasy may become Your Favorite Meetup Place for Catching Up, Celebrating or Just Hanging Out
Why rally at Brando’s Speakeasy with your friends? Because it is more than just a bar — it’s a vibrant, inclusive, and electrifying space where laughter, music, and camaraderie come alive. This Chicago gem has been a favorite since 2007 for those seeking the perfect blend of classic speakeasy charm and contemporary nightlife energy. The venue’s warm and welcoming atmosphere draws a diverse crowd — locals and visitors alike — all eager to unwind and celebrate with good drinks and great company. Imagine stepping into a place echoing the roaring twenties’ secretive vibe but infused with modern comforts where fun is inevitable. Here, friends can bond over the exhilaration of karaoke performances, savor expertly crafted cocktails, and indulge in delicious pizza, all while sharing unforgettable moments. Whether you’re planning a casual night out or a special celebration, Brando’s Speakeasy offers the perfect rallying point to connect, let loose, and create lively memories together in the heart of Chicago’s Loop.
What kind of activities does Brando’s Speakeasy offer for groups and why is it perfect for meetups? The heart of Brando’s experience is its world-class karaoke. With an extensive library of over 300,000 songs and a state-of-the-art karaoke system, it empowers guests to take the spotlight at their own pace, catering to both performers and supportive audiences. Karaoke here isn’t just singing; it’s a heartfelt group entertainment that encourages everyone to join in, whether you’re a seasoned crooner or a first-timer. The on-demand style ensures spontaneity, letting groups easily select their favorite tunes for a personalized night. Beyond music, there’s an inviting cocktail lounge called The East Room, which offers a cozier environment for those who want conversation and crafted cocktails without the performance spotlight. The venue also serves tasty pizzas and offers happy hour specials, giving guests more reasons to relax and stay awhile. Whether engaging in spirited singing competitions or enjoying quiet chats over drinks, the space’s versatile design and accommodating staff keep groups comfortable, entertained, and connected throughout the night.
Why do people rave about the atmosphere and service at Brando’s Speakeasy? Visitors consistently highlight the venue’s welcoming vibe and top-notch hospitality as key reasons they return. The staff is regarded as friendly, fun, and attentive — able to maintain the fast-paced energy of a lively karaoke bar while ensuring every guest feels at home. The bartenders are skilled mixologists, known for crafting excellent cocktails at reasonable prices, making drinks accessible while elevating the overall experience. The vibe is a unique nexus of locals, tourists, young professionals, and diverse music lovers united by a shared love of fun and music. The vintage speakeasy theme adds a distinctive charm, creating an immersive environment that feels like stepping back to an era of secret parties and jazz. This seamless blend of old-world allure with modern nightlife amenities makes Brando’s an alluring destination to gather friends for a night where socializing feels effortless and memorable.
How can Brando’s Speakeasy accommodate larger groups or special occasions? Brando’s is not only an ideal place for casual outings but also a premier venue for corporate parties, private events, and large group meetups. They offer spaces that can comfortably accommodate over 100 guests, featuring modern karaoke equipment that’s easy to use, ensuring group activities run smoothly. The venue’s private event options include tailored packages with food and drink specials, making planning stress-free for hosts. Their staff is experienced in managing group dynamics, creating an engaging atmosphere that promotes bonding and celebration. The versatile rooms, such as the upscale East Room, offer a different ambiance for groups desiring a more intimate experience within the lively setting. For company parties, birthdays, or any special occasion, Brando’s provides a unique blend of entertainment and hospitality that ensures memorable gatherings, combining the excitement of karaoke with premium service and delicious offerings.
What makes the food and drink offerings at Brando’s Speakeasy stand out for groups? Beyond music, the culinary and cocktail offerings complement the social experience, enhancing the overall enjoyment of any meetup. Brando’s serves pizzas that are perfect for sharing, pairing exceptionally well with their drink menu and fostering a communal dining atmosphere. Their cocktail selection features classic favorites and creative homemade concoctions, designed to suit varying tastes and elevate the celebratory mood. Reasonably priced happy hour specials make it easy to enjoy high quality drinks without breaking the bank, encouraging guests to linger and socialize longer. The bartenders’ expertise in mixing cocktails quickly and competently ensures groups never go thirsty, keeping energy and fun levels high. Whether you’re grabbing a bite between songs or toasting to a friend’s milestone, the food and beverage options are crafted to satisfy appetites and enhance the festive ambiance at Brando’s.
Why is the location and setting of Brando’s Speakeasy ideal for a group night out in Chicago? Nestled at 343 S Dearborn Street in Chicago’s Loop, Brando’s boasts a prime downtown location easily accessible for both locals and visitors. The historic Fisher Building that houses the speakeasy adds architectural character and a sense of occasion to gatherings. Being in the heart of Chicago’s vibrant nightlife district means guests have the flexibility to extend their evening before or after their visit, with many dining or entertainment options nearby. The speakeasy’s interior design — a stylish nod to the prohibition era’s glamorous secrecy — creates an intimate yet energetic vibe, perfect for groups looking to escape the bustle and immerse themselves in a memorable experience. Its reputation as “The Chicago Loop’s Best Kept Secret” and appearance on popular TV shows enhance its allure, promising guests a night filled with unique stories to share. Accessibility, ambiance, and a central location make Brando’s an outstanding choice for group outings in the city.
How does Brando’s Speakeasy support inclusivity and create a welcoming environment? A cornerstone of Brando’s reputation is its commitment to inclusivity and a fun, judgment-free zone that invites people from all walks of life to enjoy themselves fully. Whether you’re a local regular, a tourist from abroad, or somewhere in between, the staff and community foster a feeling of belonging. The karaoke stage, serving as a physical and symbolic spotlight, encourages everyone to express themselves without fear of embarrassment. This approach cultivates a space where diversity is celebrated, laughs are shared, and friendships are forged easily. The venue’s open-minded vibe makes it a top pick for varied social groups, from diverse friend circles to corporate teams seeking informal bonding. Overall, Brando’s embraces the joyous unpredictability of nightlife while maintaining a warm, safe, and inclusive atmosphere where all can be themselves.
What are the top reasons to book your next celebration or company party at Brando’s Speakeasy? When planning a special event, Brando’s offers a unique, lively setting that guarantees a memorable experience for all attendees. Their extensive karaoke setup, spacious layout, and private event options cater to various group sizes and needs, making it easy to host everything from casual get-togethers to polished corporate functions. The professional staff assist in coordinating event details, taking stress off hosts and allowing guests to focus on fun. The combination of on-demand karaoke, quality cocktails, and appetizing food ensures that every guest remains entertained and satisfied. Additionally, the venue’s distinct vintage charm adds flair that few other event spaces in Chicago can match, helping your celebration stand out. Choosing Brando’s Speakeasy means investing in an event with exceptional ambiance, enthusiastic service, and genuine fun.
How can you stay informed about events and special offers at Brando’s Speakeasy? To make the most of your visits and plan group outings wisely, staying updated on Brando’s events, promotions, and news is key. They offer a mailing list called “Get On The List,” which delivers regular updates directly to your inbox, including details about upcoming themed parties, happy hour specials, and exclusive private event opportunities. This ensures you never miss a chance to join in on unique celebrations or take advantage of favorable deals that enhance your outings. Following their official website and social media channels provides additional real-time insights and a glimpse into the venue’s vibrant atmosphere. Engaging with their communications allows guests and planners to stay ahead with the latest happenings, making each Brando’s visit as exciting and rewarding as possible.