The 16 Best Bars in Southside Chicago

For those looking to explore the vibrant bar scene in Southside Chicago, finding the right spot can make all the difference. Whether you're in the mood for a cozy neighborhood dive or a bustling sports bar, Southside Chicago has a diverse selection to choose from.
From hip cocktail bars to laid-back pubs, Southside Chicago offers a range of options for every taste and occasion. To help you navigate the choices, here are some key features to consider when deciding on the best bar for your night out:
- Atmosphere
- Drink selection
- Happy hour specials
- Live music or events
- Food options
- Location and accessibility
With so many great options to choose from, you're sure to find the perfect spot for a night out in Southside Chicago. Here are the 16 best bars in the area to help you make your decision:
- 1. Reggies Chicago
- 2. Maria's Packaged Goods and Community Bar
- 3. Kasey's Tavern
- 4. Family Den
- 5. Bernice's Tavern
- 6. City Life Restaurant & Lounge
- 7. Frances Cocktail Lounge
- 8. Fifty Yard Line
- 9. Reynold's Lounge
- 10. Woodlawn Tap
- 11. Bar106 The Neighborhood Tavern
- 12. VU Rooftop Bar
- 13. Cove Lounge
- 14. Arteck Side Bar
- 15. O'Rourkes Office
- 16. J & R's Lounge

- Monday: 11 AM–2 AM
- Tuesday: 11 AM–2 AM
- Wednesday: 11 AM–2 AM
- Thursday: 11 AM–2 AM
- Friday: 11 AM–2 AM
- Saturday: 11 AM–3 AM
- Sunday: 11 AM–2 AM
1. Reggies Chicago
Information and Reviews
With a rating of 4.5, Reggies Chicago has garnered 4160 reviews, showcasing the positive experiences of its patrons. Some key points from customer reviews include:
- Immaculate vibes, food, and service
- Great beer and liquor selection
- Awesome live music and events
- Old-school punk atmosphere with reasonably priced tickets
The venue is known for its diverse offerings such as alcohol, beer, cocktails, comfort food, dancing, and more. It also provides various amenities like a bar on site and gender-neutral toilets. Whether you're looking for a casual hangout spot or a trendy music venue, Reggies Chicago has something for everyone.

- Monday: 5 PM–12 AM
- Tuesday: 3 PM–12 AM
- Wednesday: 3 PM–12 AM
- Thursday: 3 PM–12 AM
- Friday: 3 PM–2 AM
- Saturday: 3 PM–2 AM
- Sunday: 3 PM–12 AM
2. Maria's Packaged Goods and Community Bar
Information and Reviews
Customer reviews rave about the exceptional experience at Maria's Packaged Goods and Community Bar. Some key points from customer reviews include:
- The bar offers delicious drinks and a laid-back atmosphere, making it a gem in the Bridgeport neighborhood.
- Customers appreciate the warm and friendly space, with bartenders going above and beyond to provide excellent service.
- Many patrons enjoy the great beer list, yummy food options, and lively atmosphere that make this bar a community favorite.
- While most experiences are positive, some customers have encountered minor issues with service, such as understaffing and select rude interactions.
Overall, Maria's Packaged Goods and Community Bar stands out as a top-tier destination for those seeking great drinks, tasty food, and a welcoming environment to gather with friends and family.

- Monday: 11 AM–2 AM
- Tuesday: 11 AM–2 AM
- Wednesday: 11 AM–2 AM
- Thursday: 11 AM–2 AM
- Friday: 11 AM–2 AM
- Saturday: 11 AM–3 AM
- Sunday: 11 AM–2 AM
3. Kasey's Tavern
Information and Reviews
Here are some summarized reviews:
- A guest mentioned the friendly service and cozy environment of the tavern, making them feel at home.
- Another reviewer praised the music selection, cider offerings, and the support for Pints for Paws initiative, giving extra points for it.
- A customer highlighted the excellent bartender, great recommendations, and the welcoming atmosphere of the place.
- One visitor described it as the perfect dive bar with an extensive selection of drinks and a classic old bar feel, suitable for a neighborhood hangout.

- Monday: 12 PM–2 AM
- Tuesday: 12 PM–2 AM
- Wednesday: 12 PM–2 AM
- Thursday: 12 PM–2 AM
- Friday: 12 PM–2 AM
- Saturday: 12 PM–2 AM
- Sunday: 12 PM–2 AM
4. Family Den
Information and Reviews
- A great neighborhood place to stop by for a cocktail, good music, and conversation.
- Best chicken wings around, with a taste reminiscent of old-school fried chicken.
- Real mellow atmosphere with a mature crowd, welcoming for all visitors.
Overall, customers appreciate the fun and lively vibe of the lounge, the quality of the food and drinks, and the welcoming environment. If you're looking for a casual, trendy spot to enjoy good music and drinks, The Family Den Lounge is the place to be.

- Monday: Closed
- Tuesday: Closed
- Wednesday: 5 PM–2 AM
- Thursday: 5 PM–2 AM
- Friday: 5 PM–2 AM
- Saturday: 5 PM–2 AM
- Sunday: 5 PM–2 AM
5. Bernice's Tavern
Information and Reviews
Some key points from customer reviews:
- Family-run neighborhood bar with good music and a laid-back atmosphere.
- Great old neighborhood bar with bands and friendly staff and customers.
- One of the best dive bars with a good selection of beers and great bartenders.
- Friendly environment with good prices on beer and occasional live music performances.

- Monday: 12 PM–2 AM
- Tuesday: 12 PM–2 AM
- Wednesday: 12 PM–2 AM
- Thursday: 12 PM–2 AM
- Friday: 12 PM–2 AM
- Saturday: 12 PM–2 AM
- Sunday: 12 PM–2 AM
6. City Life Restaurant & Lounge
Information and Reviews
Customers have praised City Life Restaurant & Lounge for several reasons:
- Great place but needs more bartenders, as it can take too long to get a drink.
- Good drinks and a welcoming atmosphere.
- The atmosphere and service were good, with some minor issues that were quickly addressed by the staff.
- If you want a great cocktail, good laugh, and a cool atmosphere, this is the place for you.

- Monday: 4 PM–2 AM
- Tuesday: 4 PM–2 AM
- Wednesday: 4 PM–2 AM
- Thursday: 4 PM–2 AM
- Friday: 4 PM–2 AM
- Saturday: 2 PM–3 AM
- Sunday: 12 PM–2 AM
7. Frances Cocktail Lounge
Information and Reviews
- Customers praise the great beer selection and cocktails available.
- They also appreciate the live music and live performances that create an entertaining atmosphere.
- The fast service ensures that guests are promptly attended to, contributing to a positive experience.
- Many patrons highlight the ambiance, describing it as casual, cozy, and trendy, catering to different preferences.
If you are looking for a place to have a good time, enjoy excellent drinks, and experience live entertainment, Frances Cocktail Lounge is the place to be. Feel the warmth of the atmosphere and indulge in their impressive offerings.

- Monday: 5 PM–12 AM
- Tuesday: 5 PM–12 AM
- Wednesday: 7 PM–2 AM
- Thursday: 5 PM–12 AM
- Friday: 5 PM–12 AM
- Saturday: 2 PM–12 AM
- Sunday: 12 AM–12 PM
8. Fifty Yard Line
Information and Reviews
- One customer mentioned the lack of condiments and small drink cups but found the speed dating event interesting.
- Another visitor described the place as welcoming and cool, recommending it for others.
- A patron praised the fried perch and live music experience, calling it a hidden gem in the neighborhood.
- Someone noted that the establishment is more suitable for older individuals who enjoy dancing and loud music.
With 327 customer reviews and a rating of 4.4, Fifty Yard Line seems to be a well-loved spot for those looking for a fun night out in Chicago.

- Monday: 11 AM–2 AM
- Tuesday: 11 AM–2 AM
- Wednesday: 11 AM–2 AM
- Thursday: 11 AM–2 AM
- Friday: 11 AM–2 AM
- Saturday: 11 AM–3 AM
- Sunday: 2 PM–2 AM
9. Reynold's Lounge
Information and Reviews
Customer reviews highlight the following key points:
- Local, Grown-up atmosphere; great for Private events.
- Small but quaint bar off the beaten path; perfect for small gatherings or watching sports.
- Grown Folks Place with great atmosphere and excellent bartenders.
- Legendary spot for Chicago house music with amazing crowd and comfortable vibe.

- Monday: 10:30 AM–2 AM
- Tuesday: 10:30 AM–2 AM
- Wednesday: 10:30 AM–2 AM
- Thursday: 10:30 AM–2 AM
- Friday: 10:30 AM–2 AM
- Saturday: 11 AM–3 AM
- Sunday: 11 AM–2 AM
10. Woodlawn Tap
Information and Reviews
- Customers appreciate the fast service and the welcoming atmosphere of the bar.
- They also rave about the great beer selection and cocktails offered.
- The food options are a hit, with generous portions and delicious flavors.
- Many customers enjoy the live performances and sport events that add to the lively vibe of Woodlawn Tap.
Whether you're looking for a cozy spot to unwind with friends or a place to enjoy some tasty food and drinks, Woodlawn Tap is a fantastic choice in the Chicago area. So why not stop by and experience it for yourself?

- Monday: 2 PM–12 AM
- Tuesday: 2 PM–12 AM
- Wednesday: 2 PM–12 AM
- Thursday: 2 PM–12 AM
- Friday: 2 PM–12 AM
- Saturday: 11 AM–12 AM
- Sunday: 11 AM–12 AM
11. Bar106 The Neighborhood Tavern
Information and Reviews
With a stellar rating of 4.7, it's no surprise that customers have left glowing reviews for Bar106 The Neighborhood Tavern. Here are some key points from the reviews:
- Fun bar with a beautiful enclosed space for events and fundraisers
- Excellent service and top-notch food
- Cozy and welcoming atmosphere with friendly staff
- Great place to watch a game with TVs everywhere and a fantastic beer garden

- Monday: 6–10 AM
- Tuesday: 6–10 AM
- Wednesday: 6–10 AM
- Thursday: 6–10 AM
- Friday: 6–10 AM
- Saturday: 7 AM–3 PM
- Sunday: 7 AM–3 PM
12. VU Rooftop Bar
Information and Reviews
Here are some key points from customer reviews:
- High above the city with sick views
- Great cocktails and food, especially the popcorn shrimp
- Attentive staff and cozy atmosphere
- Perfect for a date night or brunch
Customers like Dawn Callahan and Porsche Cayenne rave about the hidden gem aspect of the bar, the delicious food, and the attentive service. From the fast service to the great beer selection and rooftop seating, VU Rooftop Bar offers a memorable experience for all who visit. So, whether you're looking for a casual hangout or a trendy spot with a view, this bar has something for everyone.

- Monday: 11 AM–1 AM
- Tuesday: 11 AM–1 AM
- Wednesday: 11 AM–1 AM
- Thursday: 11 AM–1 AM
- Friday: 11 AM–1 AM
- Saturday: 11 AM–1 AM
- Sunday: 11 AM–1 AM
13. Cove Lounge
Information and Reviews
Some of the highlights of Cove Lounge include bar games, fast service, great beer selection, great cocktails, karaoke, and more. The atmosphere is described as casual and cosy, making it a comfortable spot to unwind with friends.
Reviews from customers highlight the following key points:
- Nice neighborhood bar with good drinks at a good price
- Great dive bar that reflects the diverse community of Hyde Park
- Spacious inside, with pleasant staff and cheap beer
- Local neighborhood bar where building relationships with staff leads to great service
Whether you're looking for a place to relax with a drink, play some bar games, or enjoy a karaoke night, Cove Lounge has something for everyone. Stop by and experience this local gem for yourself!

- Monday: 5 PM–2 AM
- Tuesday: 5 AM–2 AM
- Wednesday: 5 AM–2 AM
- Thursday: 5 AM–2 AM
- Friday: 3 AM–2 AM
- Saturday: 12 PM–3 AM
- Sunday: 12 PM–2 AM
15. O'Rourkes Office
Information and Reviews
Customer reviews highlight the following key points:
- This place is the $h!t! Live band, chat with the owner, and Chicago bar crawl approved!
- Great neighborhood bar with nice staff, free party room, and small beer garden.
- Sad experience of racial discrimination reported by a customer.
- Great cocktails, beer selection, prices, and atmosphere for parties and events.

- Monday: 7 AM–2 AM
- Tuesday: 7 AM–2 AM
- Wednesday: 7 AM–2 AM
- Thursday: 7 AM–2 AM
- Friday: 7 AM–2 AM
- Saturday: 7 AM–2 AM
- Sunday: 9 AM–12 AM
16. J & R's Lounge
Information and Reviews
- Customers enjoy the wide variety of drinks and welcoming atmosphere.
- Great beer selection and cocktails.
- Older crowd and excellent service that ensures you get your money's worth.
- Engaging bartenders and good music for a fun night out.
With a rating of 4.1 stars, J & R's Lounge is praised for its great drinks, friendly staff, and lively atmosphere. Whether you're looking for a relaxing place to enjoy drinks with friends or a fun night out with dancing and music, this bar has something for everyone. Don't miss out on the experience at J & R's Lounge!
Map of Bars in Southside Chicago
Looking for a night out in Southside Chicago? Explore our comprehensive map showcasing all the bars in the area. From trendy lounges to traditional pubs, there's something for everyone in this vibrant neighborhood. Whether you're looking for craft cocktails or a good old-fashioned beer, this map will help you find the perfect spot to unwind and socialize.
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