First of all we didn't really narrow down anything we just found a dozen great places to go to have a very entertaining evening. The list is a great place to start your exploration of the city at night. It's not meant to be definitive or the final word for a night out in Chi-town.
However, we had to employ some sort of qualification. We needed at least one criterion in which to whittle down the plethora of choices.
The factor we used was the city itself. The 12 places we've listed are quintessential Chicago. They are as much a part of the Windy City as the Magnificent Mile, Grant Park, and the Cubs. Visiting any of these night time hot sports will guarantee you a true Chicago experience.
Andy's Jazz Club
11 East Hubbard Street
312-642-6805
One of Chicago's best-known jazz clubs, Andy's dates all the way back to 1951 when it was the drinking hole of choice for the city's bustling newspaper industry. Nowadays, the club, which is located two blocks west of the Magnificent Mile, offers patrons all types of jazz including mainstream, bebop and swing-jazz combos. Andy's Jazz Club has a reasonable priced menu and a full bar.
Bar Novo
1 West Wacker Drive
312-372-7200
Located in the Renaissance Chicago Downtown Hotel in the city's theater district, Bar Novo provides patrons an elegant and sophisticated place to converge. Bar Novo features a delicious small plate menu and a full bar that mixes up savory cocktails like the spicy cucumber pepper margarita and the basil tangerine gimlet. The bar's contemporary decor is designed for intimacy and conversation.
Buddy Guy's Legends
754 South Wabash Avenue
312-427-0333
Buddy Guy's Legends presents live blues music seven nights a week. Local acts perform during the week, big time acts on the weekend, and a jam every Monday night. Buddy Guy's is huge and may lack the coziness of some of the other Chicago haunts. However, the club does have its advantages like its mouthwatering shrimp Creole and its tasty barbecued ribs. Adding to the atmosphere, museum-quality blues memorabilia hangs on the walls. Get their early as seating is hard to come by. Visitors should expect a cover charge of around $15.
Checkerboard Lounge
5201 South Harper Avenue
773-684-1472
Recently relocated to Hyde Park's Harper Court Mall, the new Checkerboard Lounge is the place to go for great blues and jazz. The spacious bar welcomes students from the University of Chicago, patrons of the original Checkerboard Lounge location and plain old music lovers. Live tunes begin after 9:30pm. And yes, the lounge utilizes a checkerboard motif in its decor.
Club Blujazz
1540 West North Avenue
773-360-0846
Club Bluejazz brings some of the best jazz and improvised music to the city of Chicago. Owned by famous jazz artists Greg Pasenko and Diane Delin, Club Blujazz presents sets at 8pm, 9:45pm, and a late night set at 11:30pm. Admission is $5-$8 during the week and $20-$30 on the weekends. The late night set is just $5. The bar caters to beer and wine drinkers and the kitchen cooks up a light dinner menu.
Metro
3730 North Clark Street
733-549-0203
Smashing Pumpkins and Ministry got their start at Metro which is one of the best live concert venues in Chi-Town. Metro is located inside a theater that has had its floor seats removed. The venue brings the best new local, regional, and national acts to the city. The list of legends that have graced its stage is staggering: James Brown, Prince, Bob Dylan, and Joe Strummer. The Metro's typical admission price is around $10.
Murphy's Bleachers
3655 North Sheffield Avenue
733-281-5356
Murphy's Bleachers is a quiet and quaint neighborhood pub... when the Cubs aren't playing. When the Cubs are playing Murphy's is the place to be (besides the ballpark of course). Located across the street from Wrigley Field, Murphy's is an open-air bar that serves burgers and beers to sports fans. From Murphy's roof you can look into the Friendly Confines and watch the Cubs choke away another season. Try the pink vodka lemonade. It's a home run.
Paddy Long's
1028 West Diversey Parkway
773-290-6988
One of Chicago's best Irish pub and grills, Paddy Long's is an inviting and welcoming place to sip a pint and enjoy some delicious fish and chips. Dublin natives have created a truly fabulous pub atmosphere in Chicago's Sheffield/De Paul neighborhood. Some of the beers Paddy Long's has on tap include Guinness, Stella, and Smithwicks. Come to Paddy Long's to watch the football game on the teley and by "football" we mean soccer.
Spoon
1240 North Wells Street
312-654-5522
Spoon bills itself as a "high-energy restaurant and lounge." Located in the heart of Old Town, Spoon features 18-foot ceilings, leather ottomans, a cutting edge sound system, and eight 42-inch HD plasma televisions. Deejays spin the latest tunes as patrons dance well into the night at this swanky modern night club. Spoon has a full bar, bottle service and their kitchen dishes out American cuisine with Latin and Asian influences.
Timothy O'Toole's Pub
622 North Fairbanks Court
312-642-0700
Perhaps the best sports bar in Chicago, Timothy O'Toole's is a happening joint that has poured more than 4 million pints of beer and served more than 150 tons of wings since it opened in 1992. The pub has 23 satellite receivers and 48 television screens so it's the perfect place to visit if you're a fan of a team that doesn't hail from Chicago. Besides watching sports, patrons can play pool, darts, and trivia.
Vintage 338
338 West Armitage Avenue
773-525-0521
Vintage 338 is a contemporary European wine bar and restaurant. It features wines from Spain, France and Italy all offered by the glass and by the bottle. Located in the Lincoln Park area of Chicago, Vintage 338 has a streamlined menu of light faire and sandwiches. Visiting Vintage 338 is really like visiting a small wine bar in Southern Europe. They open every day at 4pm.
Vision
632 North Dearborn Street
312-266-1944
Vision is a mega club. In fact, it was voted the number one mega club in the United State and one of the top 100 clubs in the world. Vision's 3-room, nine-level design offers clubbers a mix of house, trance, techno, progressive, and hip hop music. The club regularly brings world class deejays to its turntables. Vision has a full bar, bottle service, basement level VIP rooms, mink swings, and leopard print overstuffed furniture. Visitors should expect to pay a cover charge of $20.
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