Time Out gets crowded in the evenings, but in the best way possible — with people dancing and knocking back well-priced beer and wine. There’s good food, too (try the fried shrimp dinner). Every day is an occasion for a party, and you’ll often find balloons strung to the back of chairs. The bar also hosts a booze cruise.
Englewood, Auburn Gresham, Chatham Outdoor Drinks, Happy Hours and Entertainment!
Bars in Englewood, Auburn Gresham and Chatham are a great way to enjoy the warm weather. But who has the best happy hour? The best drinks? The best views? We're here to help you figure that out. In these neighborhoods, you’ll find plenty of mom and pop shops, cheap eats and Auburn Park (complete with a lagoon and waterfall). The area is filled with residents working together to make sure their communities thrive.
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Time Out Lounge
8216 S. Vincennes Ave., Chicago, Illinois 60620
773-224-8430
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Red Pepper Lounge
Looking for jazz on the South Side? Red Pepper has it. The front is a sports bar and the back is where the music happens, though both sections have full bars. Regular food specials include $1 tacos and $.50 wings. The bar itself pays homage to the place’s name — it’s a bright peppery red.
428 E. 87th St., Chicago, Illinois 60619
773-873-5700
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City Life Cocktail Lounge
Karaoke comes paired with liquid courage at this South Side hotspot, which has live music and overflowing plates of food. This summer, City Life is opening a backyard clubhouse with a mini-bar, games, drink specials and outdoor seating. Take a selfie in the bathroom mirror — it’ll get you a free shot.
712 E. 83rd St., Chicago, Illinois 60619
773-723-6700
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J&R Cocktail Lounge
Cocktail lovers will appreciate the cheap brand-name booze at J&R, making for an inexpensive night out. The jukebox has retro tunes and a Ms. Pac-Man game solidifies that feel. Drinks are always on special at this cocktail lounge and sports bar mash-up loved by locals. No outside space, but a good-sized bar.
612 E. 79th St., Chicago, Illinois 60619
773-874-0670
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Licorice Lounge
Every Tuesday at Licorice Lounge, sit back in a smoky room and enjoy a cigar during Stogie Life exclusive events, with Long Islands and Jameson on sale. A DJ spins live music almost every night. With regular happy hour specials, locals love Licorice Lounge for its relaxed vibe.
607 E. 87th St., Chicago, Illinois 60619
773-962-2000