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New Yorkers 1st Choice
Best of Chicago

Live music and cocktails

A cocktail enjoyed while listening to live music is the only way to fully unwind.

Based on 899 Opinions
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Updated May 2026
01
Bistro Monadnock image 1
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French restaurant

Historic building hosts a French bistro with European charm and elegant design. Live jazz music creates a relaxing atmosphere complemented by a skilled bar offering standout cocktails. The space feels cozy and stylish, attracting those seeking a refined dining experience.

Cocktails stand out for their delicious flavors and creative mixes. The melon sour and a dealer’s choice cocktail/mocktail crafted by Eric the bartender highlight the menu's variety and quality.

Live jazz fills the space with the Daniel Chavez Trio performing on Wednesday nights. The music creates a vibrant atmosphere that draws attention.

People are saying

"The escargot here is outstanding and alone worth the visit."

"I found the cocktails to be exceptional and well prepared."

"The live music here creates a great ambiance."

Good to know

1

Reservations are recommended, especially on weekends, to avoid being turned away.

2

Happy hour runs from 4-6pm on weekdays with discounted drinks and appetizers.

3

Expect a $10 charge for each cheese on the charcuterie board.

02
Garcia’s Chicago image 1

Intimate concert venue with excellent sound system and great sight lines puts audiences just feet from performers. Cozy atmosphere supports live jazz and jam band performances with crisp, clear audio at comfortable volume. Two bar areas and well-spaced tables create a relaxed setting for music lovers.

An extensive cocktail list offers a variety of excellent drinks. The club's soulful vibe pairs well with the great cocktails and clear sight lines.

Live music features excellent jazz performances and is booked by a great booker. The venue combines dinner and music for a solid night out.

People are saying

"The food here is delicious and expertly prepared."

"It's an intimate concert venue where you're feet away from performers."

"The sound quality for live music here is crisp and clear."

Good to know

1

Valet parking is available for $20, but street parking is cheaper if timed right.

2

The venue accepts only card payments; cash is not accepted.

3

Dinner and show experiences are available, enhancing the visit.

03
Winter's Jazz Club image 1

Small, intimate jazz club with phenomenal acoustics and a speakeasy atmosphere. Live performances happen up close, creating a relaxed and welcoming vibe. Cocktails stand out as among the best, complementing the music well.

Cocktails here are consistently excellent and very good, with the bartender crafting delightful drinks including non-alcoholic options that stand out for their flavor.

Intimate setting hosts live jazz performances where the audience listens attentively. Great bands play regularly, creating a perfect spot for live music lovers.

People are saying

"It's a beautiful, intimate room for enjoying jazz."

"The cocktails here are amazing and refreshing."

"The live music here is top tier and always gets the room grooving."

Good to know

1

Tickets can be purchased online, with VIP seating available for $40.

2

Winter's Jazz Club does not serve food or snacks.

3

Getting to the club can be somewhat hidden and may require some effort.

04
Jazz Showcase image 1
Jazz club

Intimate jazz club with historic décor and excellent acoustics creates a cozy, relaxed atmosphere. Live performances feature talented musicians playing in a setting that honors jazz legends. Dim lighting and comfortable seating offer a balanced sound experience ideal for soaking in pure jazz.

Jazz and great cocktails come together here. The cocktail menu offers excellent choices, though it lacks a signature house cocktail.

Live jazz fills the room with talented musicians delivering engaging performances. The venue offers a great atmosphere that enhances the experience of enjoying local talent.

People are saying

"I enjoyed the great live jazz performances here."

"I enjoyed the excellent cocktails and draft beers."

"I enjoyed the great live music and had a fun time."

Good to know

1

Admission is $20 per person for entry.

2

Jazz Showcase does not serve food but allows patrons to bring their own.

3

It is advisable to buy tickets in advance as shows often sell out.

05
Barrel cheese & wine | cocktails | Event Space image 1

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.

Amazing cocktails feature prominently with a great cocktail list offering a variety of options. Personalized recommendations lead to phenomenal drinks crafted by skilled bartenders.

Talented live music plays regularly, including on Wednesdays. The setting features sultry decor and pairs well with quality drinks and yummy charcuterie.

People are saying

"I loved the wine selection, especially with the cheese boards."

"The cocktails here were amazing and enjoyable."

"I loved the talented live music that matched the wine selection."

Good to know

1

Happy hour runs from 4-7pm on weekdays with discounted drinks.

2

Live music performances occur on Wednesdays and Thursdays.

3

The venue offers a spacious event space suitable for 40-50 guests.

06
Brando's Lincoln Park image 1

Bar offers an upscale karaoke setup with an easy queue system and live music on Sundays. Decor combines cozy lounge-like and beautiful aesthetic elements, creating a classy and fun atmosphere. DJs and karaoke hosts maintain a lively vibe with great music and song availability.

Cocktails here have a well balanced flavor and a generous alcohol content. The manager crafts excellent drinks that stand out for their quality.

Live band plays on Sundays, adding a fun atmosphere with karaoke nights that bring energy and engagement.

People are saying

"The bartenders here are phenomenal, especially during karaoke."

"I found the happy hour deals here to be amazing."

"I found the cocktails to be excellent and well balanced."

Good to know

1

Karaoke is free, but tips for the DJ are appreciated.

2

Happy hour runs daily from 5 to 7 PM with discounted drinks.

3

There is no cover charge to enter the bar.

07
Velour Restaurant image 1

Elegant space combines stylish design with a cozy atmosphere and live music that energizes evenings. Guests enjoy a warm, inviting vibe with attention to detail in decor and presentation. Seating can feel heavy, but the overall environment supports both intimate dinners and celebrations.

Creative cocktails stand out with innovative flavors like lavender lattes and the Lychee Martini. The drink menu pairs well with dishes and includes aromatic wines alongside unique beverages.

Saturday nights feature live music that creates a festive atmosphere for dates and celebrations. Performances often include an excellent lady singer adding a special touch.

People are saying

"The food here feels like love, peace, and human dignity."

"The live music here creates a wonderful atmosphere."

"You have to try the cocktails; they're creative and unlike anything I've tasted."

Good to know

1

Reservations are recommended for events to ensure availability.

2

Expect a 21% service charge automatically added to your bill.

3

The restaurant is suitable for hosting events like weddings and family gatherings.

08
Turquoise Cafe & Restaurant image 1
Mediterranean restaurant

Mediterranean restaurant offers spacious outdoor patio with live jazz music creating a warm and inviting atmosphere. The setting suits casual sit-down meals with a vibrant, welcoming vibe. Seating options include a cozy back room and beautiful sidewalk dining.

Specialty cocktails like the Turquoise Martini stand out with their visual appeal and taste. The selection includes margaritas and a well-chosen wine list, all enjoyed in a calm, comfortable space.

Live piano music sets a great ambience inside. Outdoor seating features live jazz music for a relaxed sidewalk dining vibe.

People are saying

"The food here is delicious and satisfying."

"The cocktails here are unique and really good."

"The live piano music here creates a great ambience."

Good to know

1

Happy hour runs daily with special discounts on drinks and appetizers.

2

Live music is featured every Saturday evening, creating a lively atmosphere.

3

Daily specials are available, offering unique dishes each day of the week.

09
Lemon image 1

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.

Cocktails show thoughtful creativity with a level of novelty and complexity rare even in Chicago. Drinks include a sake-based cocktail with egg white that is light and silky, all crafted with amazing attention to detail.

Great bands play here with phenomenal live music at just the right volume. The spot combines casual ambience with a cocktail lounge vibe, making it ideal for enjoying drinks and tunes.

People are saying

"The cocktails here are thoughtful, creative, and perfectly balanced."

"The cocktails were incredible and very well made."

"The live music here is great."

Good to know

1

Live music performances occur from Thursday to Saturday, featuring various bands.

2

Happy hour runs from 4-7pm with $5 shots and beers.

3

Bingo night is hosted every Wednesday at 8pm with a small entry fee.

10
Carol's Pub image 1

Classic honky-tonk bar with live country music and a lively atmosphere that balances energy without overwhelming. Small venue with up-close concert feel and generous, tasty food like cheeseburgers and fries. Crowd enjoys affordable drinks and a neighborhood vibe with artsy, charming decor.

Excellent cocktails and signature drinks keep the group happy. Reasonable daily specials on beer and cocktails add value.

A classic honky-tonk bar with great live music ranging from classic rock to 90s pop and country favorites. Local bands play regularly, creating a lively crowd and a spot to catch live bands and dance.

People are saying

"I loved the live music and the lively crowd."

"I thought the burgers here were pretty good for the price."

"The cocktails here were amazing and excellent."

Good to know

1

Karaoke events happen on Thursdays with a two-drink minimum.

2

Trivia night is every Wednesday at 8pm with no entry fee.

3

Happy hour runs from 4-7pm on weekdays with discounted drinks.

11
Reclaimed Bar & Restaurant - Chicago image 1
Southern restaurant (US)

Gastro pub with live music and a woody, charming interior creates a fun, low-key vibe. Outdoor seating includes a cool patio that suits both small and large groups. Music ranges from 90's alternative sing-alongs to vinyl house tracks, keeping energy lively without overpowering conversation.

Cocktails come with precision and a southern inspired touch. The list pairs well with BBQ and includes great beer options.

Live music creates a fun atmosphere with a 90’s alternative sing-along vibe. Bands like Summer of George perform regularly, adding to the lively nights.

People are saying

"The burgers and pulled pork sandwiches here are amazing."

"I found the craft cocktails here to be great and original."

"I loved the live music nights here."

Good to know

1

Parking is available on the side and in the neighborhood, but some spots require a permit.

2

The restaurant offers a nice menu with a good mix of comfort food and healthy options.

3

Live music nights are a regular feature at the restaurant.

12
Tortoise Supper Club image 1
American restaurant

Elegant supper club blends live jazz music with a cozy, lively atmosphere featuring dark wood and colorful jazz-inspired wallpaper. Dining spaces include a private room with a bar, creating intimate vibes amid a bustling crowd. The setting combines elements of a jazz club and restaurant for a unique experience.

Skilled bar chefs craft creative cocktails that pair well with food. The blood orange harpoon stands out, and happy hour offers half-off cocktails plus $1 oysters and shrimp cocktail.

Excellent live jazz band performances create a vibrant atmosphere. A larger space called The Lounge hosts live music for about 100 guests during welcome receptions.

People are saying

"The food at these dinner spots was spectacular and delicious."

"The live music here is amazing, especially the cocktails."

"You have to try the beef Wellington; it's expertly prepared and tender."

Good to know

1

Reservations are required for private events and should be made well in advance.

2

Happy hour runs from 4-6pm on weekdays with discounted drinks and appetizers.

3

Valet parking costs $16 for three hours, making it convenient for guests.

13
Clara image 1
Cocktail bar

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.

Crafty cocktails stand out with fun and unique flavors. The lounge offers a top tier drink menu that pairs well with live music and a welcoming vibe.

Live music fills the spacious, LGBTQ-friendly bar on many nights, creating a lively atmosphere. The artist-owned spot pairs crafty cocktails with a genuinely welcoming vibe and often gets packed.

People are saying

"The spicy margarita was a highlight, truly spicy and delicious."

"I loved the live music and the creative craft cocktails."

"The dairy-free options here have great vibes and live music."

Good to know

1

Happy hour runs from Wednesday to Sunday, between 4 and 6 PM.

2

Clara offers live music on Fridays and Saturdays.

3

Cocktails cost $15 each, with a variety of options available.

14
Vitalogy on Dearborn image 1

Small, intimate bar with upscale décor and a stylish lounge vibe offers a chill, eclectic atmosphere with live music from emerging bands. The space feels queer centric and LGBTQ+ friendly, attracting a crowd for craft cocktails and small bites in a welcoming setting.

Creative cocktails stand out here with drinks like Dante’s Inferno and Beeside offering a balanced mix of liquor and other flavors. The spot nails a craft cocktail vibe perfect for pregame drinks and small bites.

Live jazz music plays on Saturday nights with performances from up and coming bands like Lavenoak. Shows start around 7 PM and can be a bit loud but lively.

People are saying

"I loved their creative cocktails; they were delicious."

"I thought the burger was the best I had ever eaten."

"They had live music during my visit."

Good to know

1

Happy hour runs from 4 to 7 PM with special pricing on drinks and appetizers.

2

Enjoy a burger and beer deal for $20 during happy hour.

3

Live jazz music is featured on Saturday nights, starting at 9 PM.

15
Vincent image 1
American restaurant

Small space with chic interior and patio adorned with planters creates a cozy, romantic vibe. Live entertainment features top-notch musicians and comedians, making the atmosphere lively but sometimes loud. Craft cocktails and select dishes stand out amid a stylish, intimate setting.

Craft cocktails show complex flavor and stay well-balanced without too much sweetness. The menu changes often, keeping the selection fresh and consistently outstanding.

Live music features piano performances and acts like Molly & Alex and Amy Armstrong. Shows have no cover charge and create a casual, sing-along vibe.

People are saying

"Kenny makes the most delectable cocktails."

"I loved the live music, especially the piano."

"It's a cute and cozy spot with an inviting atmosphere."

Good to know

1

Happy hour is available seven days a week with special cocktail deals.

2

Live music occurs on Tuesdays featuring an electric baby grand.

3

There is no cover charge for live music events.

16
The 101 Bar, Grill & Rooftop image 1
Mediterranean restaurant

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.

Cocktails here feature a unique choice and are often described as outstanding and gorgeous. Both alcoholic and mocktail options taste really good, and service complements the drinks well.

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.

People are saying

"The rooftop views of the city are beautiful."

"The bar staff, especially Trevor, were the sweetest and best."

"The live jazz trio really added to the lovely evening."

Good to know

1

Happy hour is available 7 days a week from 5-7pm.

2

Reservations are typically required, but walk-ins may be accommodated if available.

3

The happy hour offers a great selection of drinks and appetizers at unbeatable prices.

17
Chicago Chop House image 1

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.

Bartenders like Derrick craft amazing cocktails while servers such as Julio offer unique, contest-winning drinks. Staff show strong knowledge of cocktail preparation and pairings with food and wine.

Live piano music plays throughout, creating a cozy and inviting atmosphere. The setting blends an old-school steakhouse vibe with a historic ambiance.

People are saying

"I found the steak to be tender and flavorful."

"The live piano music really added to the charming atmosphere."

"The cocktails here are amazing."

Good to know

1

During the 40th anniversary, all food ordered was 40% off.

2

Valentine’s Day celebrations offer special menu items.

3

Reservations are recommended, especially during holidays.

18
Grill on 21 image 1
Restaurant

Restaurant occupies a sleek, upscale space on the 21st floor with an art deco and speakeasy vibe. Ambient live jazz music plays softly, creating a lively yet inviting atmosphere. Booths accommodate small groups comfortably, enhancing the overall elegant dining experience.

Old Fashioned stands out with its bourbon base. Cocktail and wine menus offer a good variety. Staff share menu knowledge and recommend drinks.

Live music features a live jazz band that plays softly, adding to the atmosphere without overwhelming it. The style leans toward Renaissance, creating a lovely and pleasant backdrop for dining.

People are saying

"The food here tasted lovely and was outstanding."

"The live jazz here is a wonderful addition to the atmosphere."

"The cocktails here are amazing, thanks to the warm and welcoming service."

Good to know

1

Live jazz performances happen every Friday and Saturday evening.

2

A 20% gratuity is automatically added to bills for parties of two.

3

Sourdough bread is often out of stock, so consider alternatives.

19
Epiphany Center for the Arts image 1

Historic church converted into an event venue offers intimate acoustics and rotating art displays. The atmosphere blends inviting neighborhood vibe with diverse live music, including jazz and DJ sets. Outdoor terrace and garden spaces complement the indoor bar and dance floor areas.

Cocktails here come with a fresh twist and are part of a terrific lineup alongside food and entertainment. The drinks lean toward the very expensive side but match the warm vibe of live music shows.

Multiple live music venues offer rotating featured art and performances. Outdoor courtyard hosts sick bands while inside features jam sessions and dance-friendly shows.

People are saying

"I found the renovated church space really cool and artsy."

"I saw fantastic art exhibitions from Chicago's top emerging artists."

"I found the cocktails here to be fresh and perfectly balanced."

Good to know

1

Happy hour runs from 4-7pm in the main bar with discounted drinks.

2

Free or low-cost events are available all weekend long.

3

Parking is limited; nearby street and garage options are available.

20
The California Clipper image 1

Vintage lounge with art deco decor and leather booths creates a timeless atmosphere. Live jazz and DJ sets energize the space, with a dance floor and two bars supporting a lively crowd. Ambiance shifts from chill cocktail vibes to a bustling dance scene as the night progresses.

Creative cocktails offer a complex blend of flavors that feel like tasting liquid history. The lounge serves a wide variety of bittersweet, well-crafted drinks in a setting with a vintage jazz vibe.

Great live music plays almost every night with a cool setup that includes DJs and performances. The vibe feels lively and the music pairs well with drinks and the menu.

People are saying

"The cocktails here taste like liquid history."

"This bar is a center for DJs and dance music."

"I loved the great live music and vibes here."

Good to know

1

Karaoke night happens every Thursday with a two-drink minimum.

2

The venue hosts a $5 cover charge on weekends for DJ events.

3

Happy hour runs from 5-7pm on weekdays with discounted drinks.

21
the Albert image 1
American restaurant

Space combines vintage scholarly decor with modern touches and thousands of old books. Atmosphere feels vibrant and lively with live music from guitar duos or three-piece bands enhancing the mood. Guests enjoy outdoor seating and a full bar offering standout cocktails like the Smokey Old Fashioned.

Bartenders Matt, Chris, and Patrick craft fabulous cocktails like the Smokey Old Fashioned and Smoke and Mirrors. The Vesuvius cocktail features a fun smoke release, and the Rhuby Slippers stands out as well.

Wednesdays feature live jazz music that creates a magical ambience. The bands add a great touch to the atmosphere.

People are saying

"The dinner spots here are seriously so good and delicious."

"The cocktails here are cleverly done and fun, especially the Vesuvius."

"The live music really adds a magical touch to the atmosphere."

Good to know

1

Wednesdays feature live music, enhancing the dining experience.

2

Unlimited mimosas for two hours at $26 are available during brunch.

3

Happy hour offers three daily bar specials, perfect for budget-friendly drinks.

22
Thalia Hall image 1
Live music venue

Historic opera house converted into a modern music venue offers intimate concerts with great acoustics and vintage architecture. Spacious layout includes a balcony and multiple bars, creating a cool atmosphere with excellent views from all angles.

Two bars upstairs serve cocktails, beer, wine, and spirits with reasonably priced draft cocktails that taste decent. The basement hosts a juice-based cocktail bar called The Punch Bowl and offers a variety of N/A specialty cocktails that are well balanced.

Sound quality stands out with clear and balanced audio. The venue size feels just right for an intimate yet lively live music experience.

People are saying

"It's an intimate venue with awesome sound and good acoustics."

"I found it to be a great venue for live music."

"The cocktails here are great and the sound quality is lovely."

Good to know

1

Parking in the area can be rough; add time for street parking.

2

The coat check costs $5.

3

Food is reasonably priced, with popcorn at $4 and hot dogs at $5.

23
Coq d'Or image 1
Restaurant

Classic bar and restaurant with an old-school charm and 1930s cozy atmosphere featuring live piano and jazz performances. The space feels dark and crowded, often lively with music and sports on TVs. It attracts a mix of guests seeking a timeless, elegant vibe with a touch of history.

Specialty cocktails like the Gold Coast and Cran Sparkle stand out on the menu. Drinks come well prepared and pair nicely with food or lunch.

Live jazz music plays on Friday and Saturday nights, adding to the laid back and cozy 1930s atmosphere. A live piano player performs sing-along songs, creating a vibe like a dueling piano bar.

People are saying

"It's a cozy spot with a nice, quiet atmosphere."

"The bar service from Brian was outstanding and made my stay exceptional."

"The live music here creates such a warm and cozy atmosphere."

Good to know

1

Live jazz music is offered on Friday and Saturday nights.

2

Reservations are recommended during busy holiday seasons.

3

Expect higher prices due to the restaurant's location in a hotel.

24
The Wolfhound Bar and Kitchen image 1

Exposed brick walls and twinkling ceiling lights create a cozy, modern Irish pub atmosphere with a warm, inviting vibe. Live traditional Irish music and sports broadcasts add to the friendly, lively energy. The place stands out for its authentic drinks and excellent food with American twists.

Exceptional cocktails stand out here, offering a quality that surpasses many fancy spots. Drinks come with great flavor and complement the overall dining experience well.

Live music happens every Tuesday night. The shows create a lively atmosphere on those evenings.

People are saying

"The bar has a warm, lively, and welcoming atmosphere."

"I thought the cocktails here were outstanding."

"I loved the live music on Tuesday night."

Good to know

1

Reservations are recommended, especially on busy evenings.

2

Trivia night happens every Wednesday at 7:30pm with a lively atmosphere.

3

Live Irish music sessions occur on Thursdays, open to all who drop in.

25
Sleeping Village image 1

Intimate music venue with great sound system and spacious outdoor area creates a cozy, chill atmosphere. Bar and patio offer clear acoustics for ambient music and conversation. Crowd stays low key, enjoying live shows and craft beers in a friendly setting.

Negroni cocktails come on tap alongside a very good selection of craft beers and rare bourbons. Cocktails taste good and prices stay reasonable, with options like $5 PBRs also available.

Small venue hosts local Chicago bands and DJs regularly. Live music pairs well with their craft beers for a solid night out.

People are saying

"They have an awesome selection of craft beers."

"The cocktails here have an immaculate vibe and atmosphere."

"I found it to be a great small venue for live music."

Good to know

1

Sleeping Village hosts local bands and live music events regularly.

2

Parking is available on the street, but avoid sketchy side lots.

3

You can bring outside food into Sleeping Village, as no food is sold on-site.

26
Chief O'Neill's Pub Restaurant Beer Garden image 1

Beer garden features twinkling string lights and lush greenery, creating an enchanting atmosphere with an authentic Irish pub feel. Large covered patio hosts live traditional music and special events, adding to the festive vibe. The space balances festive decorations with a cozy, lively energy.

Craft cocktails include classic and obscure options served without hesitation. The Ramblers Rest features prominent pomegranate notes, while a citrusy cocktail offers a refreshing, well-balanced mix with spices and lime.

Traditional live music plays regularly, creating a lively atmosphere. Nights with music stand out, often paired with festive decorations and a setting suited for parties.

People are saying

"The food here is delicious and fantastic."

"I loved the traditional live music and festive atmosphere here."

"The cocktails here are unique and delicious."

Good to know

1

The Sunday brunch buffet is all-you-can-eat for $32.

2

Reservations are recommended for the Sunday brunch due to high demand.

3

Live Irish music is featured on Sundays from 5-7 PM.

27
GG Piano Bar Cocktail Lounge image 1

Dark, lively space with a 1930s distillery basement vibe and live piano music that fills the room loudly. Comfortable seating and an upscale speakeasy style create a cozy yet energetic atmosphere. The crowd gathers mainly on weekends, enjoying unique cocktails and interactive music experiences.

Cocktails come in a diverse array and are expertly mixed with nuanced flavors. The spot offers an upscale vibe that pairs well with live piano music and a patio setting.

Live piano music plays on Friday and Saturday nights, creating a warm and inviting atmosphere. Guests can make song requests and enjoy the vibe with open garage doors leading to a patio area.

People are saying

"The bar staff here are attentive and friendly."

"I loved the live piano music here."

"You'll love the live piano music with your cocktails."

Good to know

1

A $20 cover charge applies for live music nights.

2

An automatic gratuity of 21% is added to all bills.

3

Happy hour features $25 bottles of wine on Wednesdays.

28
Willie Lill's Spirits & Kitchen image 1

Bar combines indoor/outdoor seating with numerous TV screens tuned to games, creating a loud, energetic sports vibe. Music from DJs and live band karaoke adds to the lively atmosphere, while the crowd often aligns with local team loyalties. Board games and themed decor contribute to a casual, engaging environment.

Special cocktails stand out as delicious and well-crafted. The selection pairs well with food and suits both day and night visits.

Live band karaoke happens every Sunday at 9 p.m. It features a full band backing singers, creating a unique karaoke experience.

People are saying

"It's the closest you can get to game day for watching live sports."

"I really loved the special cocktails here."

"I love the live band karaoke here; you can even sing yourself!"

Good to know

1

Live band karaoke happens every Sunday at 9:00 p.m.

2

Trivia night takes place every Tuesday evening.

3

The kitchen last call is at 9:50 p.m. on Fridays.

29
Cary's Lounge image 1

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.

Strong cocktails come with a rotating selection that keeps choices fresh. The bartenders know how to mix drinks well, matching the excellent beer on tap.

Live music happens in the back room with performances from a few different bands. Events like trivia and bingo often accompany the afternoon shows, creating a lively atmosphere with on point vibes.

People are saying

"It's a great neighborhood bar where you can hang out and meet interesting people."

"You can relax on the beautiful back patio."

"I caught some live music and the vibes were on point."

Good to know

1

Trivia night happens every Tuesday at 8pm with a $5 entry fee.

2

Live music events often start in the afternoon on weekends.

3

Food delivery is allowed, but limited food options are available on-site.

30
Gale Street Inn Chicago image 1

Newly remodeled space combines Great Gatsby decor with a supper club vibe and a small stage for live jazz and ukulele performances. Atmosphere feels cozy and inviting with ample table spacing for comfortable conversation. Lively evenings feature phenomenal live music that enhances the classic old school Chicago environment.

Hub 45 cocktail blends chocolate and orange with a Manhattan base. The cocktail menu is well curated and the drinks are made with care and precision.

People are saying

"These ribs are the best in town, truly fall-off-the-bone perfection."

"The live music here is incredible, just like the ribs."

"The cocktails here are made with love and something for everyone."

Good to know

1

Reservations are recommended because the place fills up quickly.

2

Live jazz music happens on Thursday, Friday, and Saturday nights.

3

The free parking is convenient.

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