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New Yorkers 1st Choice
Top picks in Near South Side

Bars

You want a bar that serves a solid drink and provides a space where you can actually hear yourself think.

Based on 530 Opinions
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Updated May 2026
01
Duneyrr Wine and Beer Company image 1
Duneyrr Wine and Beer Company image 2
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Compact two-level space offers a cozy atmosphere with dog-friendly tasting room and chill music. Owner and brewer's passion shines behind the bar, creating a welcoming vibe with unique blends of wine and beer.

Owner and brewer stands behind the bar, showing clear passion for the menu. Seating at the bar is sought after for a direct connection to the craft.

People are saying

"The beer here is really interesting and well-crafted."

"It's a cozy, friendly, and beautiful spot."

"The beer here has a unique style."

Good to know

1

Duneyrr Wine and Beer Company is dog-friendly and kid-friendly.

2

The brewery allows guests to bring their own food (BYOF).

3

They close early at 8 pm on Saturdays, with last call even earlier.

02
Buttercup image 1

Small, intimate space shifts from cozy daytime cafe to swanky speakeasy bar with soft lighting and curated 1940s/50s decor. Friendly bartender crafts excellent cocktails and offers fun non-alcoholic options. Atmosphere stays chill and welcoming, perfect for quiet dates or after-work drinks.

Cozy daytime cafe turns into an excellent cocktail bar at night with a friendly, attentive bartender who knows the menu well. The drink selection includes fun options for both alcoholic and non-alcoholic tastes.

People are saying

"The cafe's specialty coffees are unique and fantastic."

"You have to try the cocktails; the menu is unique and they taste phenomenal."

"This bar has an unreal selection of amaro bottles."

Good to know

1

Happy hour runs from 4-7pm with a great menu of drinks and appetizers.

2

Buttercup transforms into a cocktail bar after 4pm.

3

Street parking is available nearby for easy access.

03
Reggies Chicago image 1
Bar & grill

Multilevel bar and grill buzzes with live bands and a rooftop basketball hoop. Dive bar vibe shines through cool graffiti and loud, moody lighting. Comfy balcony seats and great food make it a fun, energetic spot.

A dive bar with a unique atmosphere featuring cool graffiti and an off the beaten path vibe. The bar offers great food and a fun spot for live music in a small setting.

People are saying

"The bar food, especially the pulled pork, is some of the best I've had."

"It's a live music hub with gritty charm and energetic vibes."

"It's a super chill place to hang out with a relaxed vibe."

Good to know

1

Parking can be challenging; consider using public transport or rideshares.

2

The venue hosts live music events almost every weekend.

3

Food service ends at 10pm, so plan accordingly.

04
The Staley image 1
Sports bar

Large sports bar feels like a dark basement man cave with upscale gastropub décor. Friendly bartenders serve solid drinks in a classy neighborhood bar setting. Free arcade games and a mini game room add casual entertainment beyond sports viewing.

A large and classy neighborhood bar offers a welcoming atmosphere without any dive bar vibes. Bartenders are friendly, fast, and knowledgeable, providing solid drink recommendations.

People are saying

"The food here is unique, delicious, and top-notch."

"The staff here is super friendly during live sports."

"The food at this bar is amazing and top notch."

Good to know

1

Reservations are not accepted on game days; plan accordingly.

2

A 20% service charge is automatically added to bills on game days.

3

Happy hour features discounted drinks and appetizers from 4-7pm on weekdays.

05
Brûlée image 1
Restaurant

Warm, modern space with thoughtful decor and a spacious bar creates a lively yet elegant vibe. Friendly staff enhance the welcoming atmosphere. Music ranges from R&B at moderate volume to occasionally loud, adding energy to the busy setting.

A beautiful full bar stands out in a spacious, elegant area that feels comfortable and simple. Staff at the bar and throughout are friendly and welcoming.

People are saying

"The food here is so flavorful and fresh."

"The shrimp and grits at brunch were some of the best I've ever had."

"The drinks here are immaculate and the food is almost too good to be true."

Good to know

1

Reservations are recommended for large groups or after 10 PM on weekends.

2

Expect a wait for tables, especially during peak brunch hours.

3

Brûlée enforces a strict 90-minute table limit for diners.

06
Casa Tulum image 1
Mexican restaurant

Mexican restaurant buzzes with an energetic vibe and live DJ. Two bars with TVs offer ample seating and friendly service by Rafael and Nia. Guests enjoy flaming desserts and great margaritas in a clean, vibrant space.

Two bars offer ample seating even on weekdays. Staff like Rafael and Bar Manager Nia provide efficient, welcoming service that enhances the experience.

People are saying

"The food here is amazing, fresh, and perfectly seasoned."

"The service here for Date Spots is attentive and above and beyond."

"Nia at the bar was amazing and made great suggestions."

Good to know

1

Happy hour starts at 3 PM.

2

Ask for the $10 margaritas special on Mondays and Tuesdays.

3

Street parking is easy to find and free on Sundays.

07
MIKAMI IZAKAYA & RAMEN image 1
Japanese restaurant

Japanese restaurant blends industrial-chic design with an upscale vibe and quiet, spacious atmosphere. Bar shines with whiskey and scotch selection plus flawless service. Rare ramen varieties add a unique twist to the vibrant, casual setting.

The bar offers an impressive whiskey and scotch selection alongside a variety of sake. Service at the bar stays flawless and attentive, even when busy, making it easy to enjoy drinks paired with food.

People are saying

"The Japanese food, especially the ramen, is flavorful and comforting."

"The gyoza here are great and crispy."

"I loved pairing the delicious starters with a beer at the bar."

Good to know

1

Lunch specials are available for $21.95, including a side, main dish, and drink.

2

Happy hour features discounted cocktails and appetizers, making it a great time to visit.

3

The restaurant offers a variety of Japanese dishes beyond ramen, like gyudon.

08
Signature Steak image 1
Restaurant

Upscale sports bar buzzes with large screen TVs and lively crowds. Dim lounge offers intimate vibe with great music. Bar shines with signature cocktails and unique dill sauce for fries and sandwiches.

Bar offers a moody ambiance with a great R&B playlist and big screens showing sports all night. Unique dill sauce stands out for dipping fries and topping the chicken sandwich.

People are saying

"The food and drinks here are thoughtful, indulgent, and expertly executed."

"The cocktails here are delicious and perfectly balanced."

"The oysters were the best bite, perfectly balanced and decadent."

Good to know

1

Reservations are recommended, especially during peak hours.

2

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

3

Expect small portion sizes relative to the price.

09
VU Rooftop image 1
Restaurant

Rooftop spot shines with spectacular city views and a full bar serving diverse drinks. Live jazz and fire pits add warmth and energy. Cozy lounge and dance floor make it perfect for group gatherings and lively nights.

A full bar offers quick, knowledgeable bartenders and a wide selection of drinks. The space includes a large dance floor, an indoor restaurant, and an outdoor area with breathtaking views that create a lively atmosphere.

People are saying

"The food here is great, and the staff are so friendly."

"The rooftop views of the city and lake are impressive."

"The bar has incredible views and a chic ambiance."

Good to know

1

Reservations are recommended, especially on weekends due to high demand.

2

A 20% automatic gratuity is added to all bills, regardless of party size.

3

Security checks are similar to TSA procedures before entry.

10
Arc Bar image 1

Bar inside a convention center buzzes with lively atmosphere and fills up at dinner. Friendly staff like Gabriel and Darryl serve excellent bar food that beats typical hotel bars. Small portions come at higher prices, but some dishes truly stand out.

Seated at the bar, friendly staff like Gabriel and Darryl provide excellent service. The bar offers a solid variety of bar food and stands out as a step up from typical hotel lobby bars near the convention center.

People are saying

"I found the food here surprisingly good and delicious."

"Darryl at the Bar is so kind and personable."

"It's a great dinner spot if you want to stay in after a busy day."

Good to know

1

Arc Bar is the only full-service restaurant open for lunch and dinner at the hotel.

2

Expect the Arc Bar to be very busy during dinner hours.

3

Credit cards are accepted, but cash is recommended for quick transactions.

11
Southern Chicago image 1

Elegant space shines with beautiful décor and a warm atmosphere. Bar offers thoughtfully crafted cocktails served by friendly staff like Richard. Southern-inspired dishes match the refined vibe, making it both inviting and stylish.

Amazing bar offerings fill a beautiful space with a great aesthetic. Service is warm and friendly, especially from Richard at the bar.

People are saying

"The food here is amazing, fresh, and thoughtfully prepared."

"The desserts here are phenomenal, sealing the deal for me."

"The food and drinks at this Bar were outstanding."

Good to know

1

Happy hour offers great prices on food and drinks.

2

Reservations are recommended for dinner, especially on weekends.

3

Valet parking is available for guests.

12
Williams Inn Pizza & Sports Bar image 1

Big-screen TVs create a sports-focused environment with rustic charm. A very large bar offers a warm, inviting ambiance and excellent service. Loud music from a live DJ adds energy, making it great for family dinners and lively game nights.

A very large bar creates an intimate, neighborhood feel with a warm, inviting ambiance. Staff provide excellent service even when busy, making it a lively spot for sports and socializing.

People are saying

"This deep dish pizza is amazing and straight out of the oven."

"The bar staff treated me like a regular with a smile."

"The wings here are amazing, especially with the pizza."

Good to know

1

Happy hour runs from 4-7pm on weekdays with great drink specials.

2

Parking is difficult; consider using a ride share or park a block away.

3

A DJ performs on Friday nights, creating a lively atmosphere.

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Near South Side, Chicago

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