Small, intimate venue offers live blues and jazz music with local talent on stage. Atmosphere feels cozy and welcoming, reminiscent of classic blues clubs. Shared tables and a dance floor create a relaxed, friendly environment where every seat feels close to the action.
Live blues performances happen five nights a week with top notch musicians creating a raw, authentic vibe. The atmosphere feels like a friendly local bar where every show is personal and the crowd is welcoming.
Live shows deliver authentic Chicago blues with a raw, soulful vibe that feels like a personal jam session. The crowd stays electric and welcoming, and prices remain reasonable for a genuine blues experience.
"You can catch authentic Chicago blues and feel the passion of the music."
"This blues bar is a true Chicago gem."
"It's a cozy dive bar with an intimate atmosphere."
Good to know
Tickets are required to enter Rosa’s Lounge but can be purchased at the door.
Live blues performances occur five nights a week, featuring various artists.
Parking is on the street, so consider using public transport to avoid tickets.
Bar combines live music with an upscale cocktail lounge vibe in a cozy, low-light setting. Space includes multiple seating areas and a patio, creating a relaxed yet lively atmosphere. Music volume balances well for both listening and conversation.
Cocktail offerings stand out with high quality and unique flavors. The bar balances an elevated yet unpretentious vibe, making it a notable spot in the neighborhood.
A lively spot with live music and a mix of classic cocktails and unique drinks. It blends a jazz club feel with chill lounge vibes and an upscale cocktail lounge atmosphere.
Good to know
Live music performances occur from Thursday to Saturday, featuring various bands.
Happy hour runs from 4-7pm with $5 shots and beers.
Bingo night is hosted every Wednesday at 8pm with a small entry fee.
Classic dive bar with dark, gritty atmosphere and punk rock decor sets a raw, authentic tone. Loud, powerful live music energizes the space, attracting fans of punk and rock scenes. Tight layout offers room to dance without feeling cramped, creating a vibrant, underground vibe.
Dark, gritty dive bar with a punk rock vibe and heavy music sets the tone. Walls show weird art and Kiss posters, creating a loud, authentic atmosphere for live music fans.
Punky dive bar vibe with red lights and punk tunes sets a raw, energetic mood. Live shows feature rock and alternative bands with solid sound and attentive staff, making it a solid late-night hangout.
Good to know
Liar’s Club is cash only, so bring cash for drinks.
Street parking is the only option available near Liar’s Club.
They host Kiss karaoke around Halloween every year.
Small lounge offers cozy seating and dim lighting that create a warm, inviting atmosphere. Music selection includes Russian tunes, adding a unique vibe to the relaxing environment. Premium hookahs provide smooth, flavorful sessions that last long, making it a favored spot for chill and work.
The bar features a hookah lounge with relaxing environment and excellent customer service. It stands out as a top spot for hookah in the city.
Small lounge offers a friendly staff and a relaxing atmosphere for hookah. Known for a solid selection of flavors, it stands out among Chicago hookah spots.
Good to know
Reservations are not required but recommended for larger groups.
The lounge allows outside food delivery, but only dessert is served on-site.
Credit cards and mobile payments are accepted; cash is preferred for tips.
Modern, cozy space with classic decor and two bartending rooms creates a stylish yet relaxed vibe. Expertly made martinis draw a diverse crowd, making it easy to enjoy without the usual bar crowding. Eclectic music and welcoming atmosphere add to the inviting experience.
Martinis here stand out with better quality and a timeless lounge vibe. Bartenders offer friendly, accommodating service in a spacious, relaxed setting.
Classic and cozy decor sets the scene for a timeless lounge experience with stellar service. The crowd leans Uptown/Edgewater, and the martinis stand out as better than most other spots.
Good to know
Expect a short wait during peak hours, especially on weekends.
The prices for martinis are among the most reasonable in Chicago.
The lounge is often busy, so arrive early to secure a spot.
Cocktail bar blends Italian disco theme with a speakeasy vibe and European coastal beach bar feel. Bright, breezy interior resembles a tropical library with sleek bar and communal seating. Music features vinyl-spun jazz and 80s tunes, creating a chill atmosphere with indoor and outdoor options.
Cocktails come beautifully crafted with a mix of classics and unique options. The bar blends a listening lounge and dance club vibe with high-fidelity speakers and great DJs, plus a sleek patio for people watching.
A mix of listening bar and dance club creates a unique nightlife vibe with high-fidelity speakers and great DJs. The cocktail lounge offers inventive drinks and friendly bartenders, making it a chill spot for both weeknights and Fridays.
Good to know
Happy hour runs from 4-7pm on weekdays with mix and match highballs.
The venue gets very busy on weekends, so arrive early.
They operate as a cafe in the morning, offering coffee and light bites.
Cocktail bar with industrial art deco style and live jazz music creates a cozy, inclusive atmosphere where seating adjusts to the vibe. The space feels upscale but unpretentious, attracting a diverse crowd who enjoy crafty cocktails and engaging entertainment.
A spacious, LGBTQ-friendly bar with a talented mixologist crafting quality cocktails. Live music and a chill, welcoming vibe make it a standout spot.
Upscale cocktail lounge offers a jazz lounge vibe with music reminiscent of Smokey lounge. Atmosphere stays true to Wicker Park's character without feeling pretentious.
Good to know
Happy hour runs from Wednesday to Sunday, between 4 and 6 PM.
Clara offers live music on Fridays and Saturdays.
Cocktails cost $15 each, with a variety of options available.
English pub-style space combines wood paneling, snugs, and velvet lounges for a mix of casual and sophisticated vibes. Warm lighting and personable staff create a comfortable atmosphere where conversation flows easily. Multiple TVs show major European soccer leagues, making it a popular spot for sports fans.
Wood paneling and snugs create a British pub vibe with personable bar staff and TVs showing games. The lounge upstairs offers a more intimate experience, and the bar serves notable Irish coffee alongside pub fare like curry fries.
Upstairs offers an old school English lounge vibe with comfy couches and a knowledgeable bar staff. The space feels cozy and intimate, perfect for date nights or small gatherings.
Good to know
Happy hour offers half-price appetizers from 4-7pm on weekdays.
Trivia night occurs every Sunday at 7pm with a competitive atmosphere.
The burlesque shows are held on Saturday nights with a lively crowd.
Hidden underground bar with soft red glow and jazzy atmosphere creates an intimate, cozy vibe. Space feels mysterious and character-rich, attracting an upbeat crowd for fun nights out or romantic dates. Creative cocktails and unique design details add to its distinct charm.
A basement bar with dark disco vibes offers expertly crafted cocktails and tasty bar snacks. Friendly, knowledgeable staff create a welcoming atmosphere that feels like home.
A basement lounge offers dark disco vibes with a romantic, rustic atmosphere. The space feels like a speakeasy with touches of European nightlife and serves craft cocktails, Italian beer, and wine.
Good to know
Happy hour offers discounted drinks and bites after work.
The bar features a rotating menu of small shareable plates and pasta.
Reservations are recommended for busy evenings, especially weekends.
Cocktail bar with a retro/vinyl records theme and 70’s music creates a nostalgic energy. Atmosphere stays cozy and intimate while maintaining a lively but chill vibe. Unique cocktails like highballs and tiki drinks complement satisfying food options such as burgers and onion rings.
Cozy atmosphere with unique cocktails and attentive staff create a welcoming vibe. The bar offers solid food standbys alongside a great drink selection.
Cool cocktail lounge atmosphere offers unique cocktails and a relaxed vibe. The Cactus Club features spicy tequila and mezcal drinks alongside casual food like burgers and onion rings.
Good to know
Happy hour offers classic cocktails and a $10 burger with fries.
Parking is free and readily available on Sundays.
The venue has plenty of seating for both small and large groups.
Cozy modern lounge with stylish interior and excellent ventilation ensures a clean, pleasant environment. Music and karaoke create a lively vibe on weekends, while comfortable seating invites relaxation. Hookahs offer top-quality, smooth flavors that last long without bitterness.
Strong hookah and a wide tobacco selection create the core of the experience. Weekends bring great music and a vibrant crowd without feeling overcrowded, all backed by exceptional customer service.
A cozy and relaxing atmosphere sets the tone with top-quality hookahs crafted by a skilled maker. Friendly staff create a welcoming vibe that shifts to a lively spot with great music on weekends.
Good to know
The lounge offers a wide selection of tobacco flavors.
Prices at the lounge are fair and reasonable.
The lounge is clean and well-maintained.
Neighborhood pub with eclectic decor and a laid-back vibe offers live Americana music and a well-maintained pool table. Outdoor patio provides a relaxed space often visited by a friendly cat. Atmosphere stays friendly and welcoming, attracting open-minded locals who enjoy good humor and art.
A cozy, laid-back spot with great drink prices and a welcoming vibe. It features fun events like trivia nights and live performances, plus a well-maintained pool table and a friendly bar cat named MEL.
Cozy, laid-back vibe with a small outdoor patio and an upstairs art gallery. Service stays exceptional, and the spot hosts fun events and entertainment.
Good to know
Trivia night happens every Tuesday at 8pm with a $5 entry fee.
Live music events often start in the afternoon on weekends.
Food delivery is allowed, but limited food options are available on-site.
Retro garage decor and 1950s wallpaper set a unique tone, complemented by a spacious back patio with an open lounge vibe. Energetic music, often with a DJ on weekends, creates a lively atmosphere that can get loud. The place suits larger groups and hosts parties well, offering a functional bingo board as a distinctive feature.
A retro garage vibe with 1950s wallpaper sets the tone. Friendly staff serve exceptional bar food and a solid drink selection. A back open patio lounge offers a nice spot to relax, especially in summer.
A back open patio lounge offers a nice spot during summer. The place serves great drinks and even better bar bites, with a team providing excellent service.
Good to know
Karaoke happens every Sunday night at 9 PM, drawing a lively crowd.
Brunch costs around $30 for food and unlimited mimosas.
Bingo night takes place every Monday, adding to the weekly fun.
Cozy cocktail lounge with speakeasy vibes and tasteful decor offers a romantic atmosphere and excellent cocktails. Music ranges from a great lounge playlist to occasionally loud, affecting conversation. Frequented for tranquil, refined drinking and date night rendezvous.
Cozy cocktail lounge with speakeasy vibes and refined atmosphere. Drinks show creativity and precision, served with attentive, personalized service.
A cozy cocktail lounge with speakeasy vibes offers a quiet, refined spot for nightlife. The great music playlist adds to the intimate, lounge-style atmosphere.
Good to know
Reservations are suggested, but same-day tables are often available online.
Valet parking is available for guests visiting the bar.
Most cocktails range from $20 to $30 each.
Classic dive bar with cheap drinks, pool table, and loud music that stays conversational. Crowd is diverse and lively, creating a solid, low-key vibe. Space feels chill and unpretentious, perfect for casual nights out.
Huge energy fills the room with a rowdy, beautiful crowd creating a true dive bar atmosphere. Drinks come at unbelievable prices, and the bartenders offer exceptionally welcoming service.
A dive bar with a rowdy, beautiful crowd creates a huge energy for a low-key night out. Exceptional service pairs with unbelievable beer prices and a phenomenal pool for drinks-only fun.
Good to know
Lange's Lounge does not serve food.
The beer prices are some of the best deals in the area.
On Saturday nights, expect a half-full bar at 9:30 PM and nearly full by 11 PM.
Rooftop lounge offers incredible 18th-floor views with a chic, modern design featuring plush seating and ambient lighting. Atmosphere stays vibrant and inviting, balancing lively music and conversation without overwhelming noise. Guests enjoy thoughtful cocktails and a mix of small plates in a stylish, energetic setting.
Cozy and unique rooftop lounge with a knowledgeable bar team. Offers a fresh alternative to older crowd spots with a vibrant atmosphere.
Cozy rooftop lounge with a mid-century modern design featuring leather couches, emerald green accents, and brass hardware. Atmosphere shifts from sun-soaked to chic lounge as the evening progresses.
Good to know
Reservations are recommended for the best seating experience.
Pandan offers Southeast Asian inspired small plates and unique cocktails.
The outside seating area can fill up quickly.
Old-school bar extends deep inside with a pool table, jukebox, and popcorn machine adding to the casual vibe. Loud, fun crowd creates a welcoming, neighborhood atmosphere where people relax and socialize. Outdoor patio offers a perfect spot for warm days, enhancing the laid-back energy.
Dive bar vibe with friendly locals and fairly priced drinks stands out here. Plenty of activities keep the atmosphere lively and casual.
A traditional sports and dive bar vibe dominates with a divey atmosphere and free popcorn at the bar. Service happens all at the bar, making it a straightforward spot to unwind after work or celebrate events like St Patrick's Day.
Good to know
Happy hour runs from 4-7pm on weekdays with half-price appetizers.
Expect the bar to get crowded around 6-7 PM.
Pitchers are available for $13, making it a budget-friendly option.
Three-story brewpub offers spacious patio, cozy basement lounge, and rooftop bar with a fun, relaxed atmosphere. Outdoor seating includes a heated tent, creating a comfortable space for gatherings. The vibe suits pre- and post-game crowds with a mix of casual and swanky areas.
A swanky bar downstairs offers unique and delicious cocktails in a cozy, dungeon-like setting. The spot features a spacious patio and a great vibe for pre and post-game gatherings.
A basement cocktail lounge offers a cozy, dungeon-like vibe with unique cocktails. Multiple levels include a rooftop and large patio, making it a solid spot for pre and post-game gatherings.
Good to know
The Devious Lounge is only a two-minute walk to Wrigley Field.
They offer a variety of great beer options and plenty of appetizers.
The brewery is dog-friendly, so feel free to bring your pet.
Cocktail bar showcases edgy and classy decor with amazing sculptures behind the bar, creating a warm, inviting ambiance. Lounge and bar seating offer intimate and Instagram-worthy spaces enhanced by live jazz and DJ sets. Signature craft cocktails and unique dishes complement the visually stunning, chic atmosphere.
Specialty cocktails get serious attention with every detail crafted. The bar area features amazing sculptures that create a regal vibe in a beautiful setting.
Specialty cocktail lounge offers intimate lounge seating and pays close attention to every detail. The space feels beautiful and cool, located near many shops, restaurants, and clubs.
Good to know
Happy hour runs from 4-6 PM Monday through Friday, offering half off all specialties.
Enjoy $2 oysters and $10 martinis during happy hour every day.
Reservations are recommended, especially during busy hours.
Rooftop bar offers unbeatable city skyline views with both indoor and outdoor lounges. Atmosphere stays peaceful and spacious, with a vibe suited for quiet evenings rather than loud crowds. Cocktails are well-crafted and flavorful, complementing the setting for dates or nightcaps.
A rooftop pool sits just beyond the bar, adding a summer vibe. Clear ice signals quality cocktails, and the European-style views create a unique ambiance.
A rooftop lounge and an indoor lounge create two distinct spaces for nightlife. No food options exist at the lounge.
Good to know
Reservations are recommended as the space fills quickly, especially on weekends.
The Up Room closes at midnight, but no new guests are allowed after 11pm.
Happy hour is a great time to visit on weeknights for discounted drinks.
Speak-easy bar with dim lighting and comfortable lounge seating creates an intimate, cozy atmosphere ideal for quiet conversation. Upstairs event space offers a mingle-friendly setup with leather couches and high-top tables. Outdoor patio is dog friendly and opens to the sidewalk, blending indoor and street vibes.
Dim lighting and comfortable lounge seats create a relaxed vibe. A full service bar, loud speakers, and a pool table add to the atmosphere, which stays open late and stays quiet enough for talking.
Dim lighting and velvet lounge chairs create a cozy, low key vibe. Comfortable seating and quiet atmosphere make it good for talking and dates.
Good to know
Happy hour runs from 4-7pm on weekdays with discounted drinks.
Live music performances occur on Wednesdays and Thursdays.
The venue offers a spacious event space suitable for 40-50 guests.
Classic dive bar with vintage interior and eclectic art on the walls creates a laid-back, authentic vibe. Lighting suits reading or laptop work, and a film photo booth adds a unique touch. Crowd tends to be chill and quiet, with cash-only transactions and inexpensive drinks.
Dive bar vibe stands out with authentic old school ambiance and cash-only, local bar prices. The atmosphere is dark, no frills, and unpretentious, with good music and friendly bar staff.
A cash-only dive bar with a super cool vibe operates throughout the day and night. The spot keeps things simple and authentic for a laid-back nightlife experience.
Good to know
Rainbo Club only accepts cash payments.
Rainbo Club does not serve food, but they have chips if asked.
The crowd at Rainbo Club is mostly artists and locals.
Small lounge with a back patio and newly remodeled bar offers a chill and friendly atmosphere. Crowd leans toward older, local grown folks creating a cozy, character-filled vibe. Karaoke and adult entertainment add to the relaxed, family-like environment.
Small and cozy with a back patio and a newly remodeled bar in the back, this lounge serves skillful bartenders and good drinks. The vibe suits an older crowd looking for friendly, chill spots with decent regulars and good music.
Small and cozy with a back patio and a newly remodeled bar in the back. Drinks are pretty good and bartenders are skillful, attracting an older crowd in a family-like environment.
Good to know
Parking near Po Fred's Lounge can be difficult; plan to arrive early.
Po Fred's Lounge does not sell food; it's catered from nearby vendors.
Karaoke happens regularly at Po Fred's Lounge, attracting a lively crowd.
Cozy space with Hollywood regency decor and mood lighting creates a speakeasy vibe. Bartenders craft exceptional cocktails, including standout Old Fashioneds and martinis. Atmosphere suits jazzy date nights and sophisticated dining with white tablecloths.
Gorgeous bar with a classic Chicago vibe despite being new. Bartender Colin knows his craft well.
An intimate supper club with a 1950s vibe offers a unique nightlife experience. The atmosphere blends old fashioned supper club charm with Hollywood nights energy.
Good to know
Reservations are recommended, especially during busy weekend nights.
The restaurant closes early at 11 pm, so plan your visit accordingly.
They often run out of popular menu items by 8 pm on weekends.
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.
Rooftop bar offers great views and a lively atmosphere. Happy hour runs daily from 5-7pm with great cocktails and attentive service.
Outdoor lounge tables by the firepit create a relaxed vibe for groups and dogs. Friendly hosts add to the welcoming atmosphere that invites easy socializing.
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.
Speakeasy-style cocktail bar with a hidden entrance and vaporwave aesthetic creates a unique, intimate setting. The atmosphere is lively and energetic, driven by a live DJ booth and upbeat music. Comfortable seating invites guests to relax while enjoying creative, Asian-inspired cocktails.
Craft cocktails and great bartenders create a memorable experience. The loungey seats and dim corners offer a welcoming vibe for quick stops or longer visits.
Hidden entrance creates a secret club feel. Cocktail lounge blends Chinatown-tiki vibe with a speakeasy style. Craft cocktails come with great bartenders behind the counter.
Good to know
Getting there early is necessary to grab a seat at Nine Bar.
Parking at Chinatown Parking costs $2 for nearby businesses that validate.
Nine Bar does not validate parking.
Bar offers cozy atmosphere with dim lighting and a vintage speakeasy vibe. Seating includes a front area and back lounge with sofas and fireplace, creating a comfortable space for mingling. Cocktails are a highlight, featuring creative and well-crafted drinks alongside a relaxed, inviting energy.
A beautiful bar offers a front seating area and a cozy back lounge with sofas and a fireplace. A small DJ booth plays on weekends, creating a fun cocktail lounge vibe.
A cozy back lounge with sofas and a fireplace creates a relaxed vibe. Weekends feature a small DJ booth for music, and Tuesdays host a knitting night in the lounge.
Good to know
Happy hour runs from 4-7pm on weekdays with discounted drinks.
Karaoke night is on Thursdays starting at 10pm with a two-drink minimum.
The Getaway hosts a knitting night every Tuesday in the back lounge.
Bar with intimate setting and old school decor featuring bookshelves and vinyl music creates a low-key, welcoming vibe. Small tables suit quiet conversations, making it ideal for dates or casual meetups. Cocktails are thoughtfully crafted, complementing the relaxed atmosphere.
Cozy atmosphere with old brown painted brick walls and dark wood trim lined with books creates a historic pub vibe. The bar offers a welcoming respite from pretentious or party spots, making it a favored place when Adam is behind the bar.
A super swanky cocktail lounge sets the tone with a stylish vibe. It hosts book clubs, blending nightlife with a relaxed, social atmosphere.
Good to know
Happy hour offers $12 old fashioneds and runs from 4-7pm on weekdays.
Inkwell tests out new cocktails every weekend, providing a fresh experience.
Drink prices range from $15-20, with food priced similarly.