Two floors offer distinct atmospheres with dueling piano performances upstairs and a DJ-driven speakeasy downstairs. The space combines futuristic and astrology-themed decor with energetic, authentic Chicago vibes. Music ranges from jazz and blues to R&B, creating a lively and friendly environment.
Live music features a mix of karaoke, live piano singing, and DJ sets that energize the space. The music creates a lively atmosphere in this cocktail bar and late night spot.
Super cool decor blends diner vibes with astrology themes. The whole spot has a consistently cool vibe throughout.
Good to know
Parking garages are nearby, and street parking is available.
Credit cards and mobile payments are accepted, but cash may be preferred.
The venue features live jazz, blues, and piano performances regularly.
Small venue with live blues music creates an authentic blues atmosphere filled with enthusiastic energy. Interior features beautiful woodwork and psychedelic decor with unique side rooms. Crowds enjoy music alongside strong cocktails in a warm, pleasant setting.
Live music features singers and bands performing with fantastic sound quality. The atmosphere supports enjoying music during dinner or casual visits.
Immaculate vibes fill the space with funky art and aesthetic decor. The setup feels cool and intimate, paired with incredible music.
Good to know
Parking at the venue is valet only, which can be expensive.
Brunch is available 30 minutes before the show and throughout the performance.
Expect a limited food menu with generous portion sizes.
Small, vintage blues bar with an intimate, no-frills setup focused on live music. Atmosphere feels authentic and cozy, with close proximity to local talent performing on a narrow stage at the back. Venue stays lively until late, attracting an enthusiastic crowd and offering cash-only service with room to dance.
Phenomenal live band music plays late into the night, creating a cozy spot downtown. The shows offer top-notch entertainment that transports listeners to another time and place.
Classic jazz and blues music create a cool atmosphere with old school Chicago style vibes. Live bands and singers keep the energy authentic and lively.
Good to know
Blue Chicago is a cash-only bar, so bring cash for drinks.
There is a $15 cover charge to enter Blue Chicago.
Live performances start at 9pm, with doors opening at 8pm.
Rocking piano bar with live music and high energy atmosphere. Crowded seating near the stage creates an intimate vibe while the buzzing sound level keeps the energy lively. Specialty drinks come with sweet, cutesy presentations and the food offers elevated bar fare.
High-energy live band plays a wide variety of songs and switches instruments often. The music is talented, amazing, and keeps the atmosphere fun.
Piano bar vibes set a cool tone with good music and a great atmosphere. Emo night adds a unique edge to the overall cool experience.
Good to know
There is a $12 cover charge to enter the venue.
Happy hour offers the first two drinks for $2 each.
Dueling piano nights are popular and feature audience requests.
Mediterranean restaurant with a rooftop bar offering spectacular city views and multiple seating options including fire pits and private couches. Live music creates a lively atmosphere that balances well with conversation. Cocktails and food receive strong praise, contributing to an overall vibrant and welcoming vibe.
A live Jazz trio plays on the terrace, creating a fantastic ambiance that blends well with the setting. The music adds to the atmosphere without overpowering conversation.
Rooftop offers a cool space with relaxing upbeat music and cool decor. The atmosphere stays consistently cool and inviting throughout the day.
Good to know
Happy hour is available 7 days a week from 5-7pm.
Reservations are typically required, but walk-ins may be accommodated if available.
The happy hour offers a great selection of drinks and appetizers at unbeatable prices.
Restored brownstone with early 1900s decor and photos of local celebrities creates a traditional steakhouse atmosphere. Live piano music plays softly, adding to the luxurious and old-fashioned vibe. Comfortable seating and personalized touches enhance a refined dining experience.
Live piano music plays throughout, creating a cozy and inviting atmosphere. The setting blends an old-school steakhouse vibe with a historic ambiance.
A very cool spot with an old school steakhouse vibe. Walls feature historic pictures and memorabilia that add to the atmosphere.
Good to know
During the 40th anniversary, all food ordered was 40% off.
Valentineโs Day celebrations offer special menu items.
Reservations are recommended, especially during holidays.
Bar space divides into three distinct rooms featuring live jazz and funk music, karaoke, and a pool table area. Atmosphere shifts from vibrant and lively to cozy with nostalgic decor and multiple bars across two levels. Frequented by a diverse crowd, it offers specialty cocktails and TV screens throughout for entertainment.
Basement bar hosts live bands and karaoke with sound separation between them. Main floor features live jazz and funk music alongside games and pool, creating an electric atmosphere nightly.
A cool dive bar vibe fills the space with lively atmosphere and chill staff. Drinks come out solid while the decor and live band add to the overall cool feel.
Good to know
Karaoke happens every Tuesday night, so arrive early to secure a spot.
Expect long wait times on Thursdays for karaoke; plan for at least 1.5 hours.
The bar has a $5 cover charge at night for entry.
Piano bar offers live piano music with a phenomenal, engaging pianist in a small, crowded space that encourages standing and dancing. An outdoor cigar lounge provides additional seating with couches and ashtrays. The atmosphere is lively and packed, creating an intense but vibrant vibe.
Live music features phenomenal piano performances with artists who take requests and interact with the crowd. The music creates a great late night vibe that lasts into the early morning.
Outdoor cigar-smoking area hides behind a secret path, giving an exclusive vibe. Redhead Piano Bar hosts live music and draws cool people from around the world.
Good to know
Expect large crowds on weekends, especially after 10 PM.
Reservations are recommended for special events or large groups.
Happy hour offers discounted drinks from 4 PM to 7 PM on weekdays.