Headquarters Beercade
Bars
10
3
Even though a few places like this are springing up across the country, it's still a pretty novel idea, and one of the biggest venues of its kind. You'll get to enjoy all those throwback arcade games without having to pay for them. Whether it's Mortal Kombat, Street Fighter, Pac-Man, Time Crisis, or Pinball, plenty of classics are covered. Game on!
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Green Mill Theater
Lounges
17
4
It is the most popular place for music in Chicago. Chicago artists themselves come to this joint to appreciate true talent. It is known all over the world however it still manages to give you the feel of an intimate bar and well kept secret by locals.
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Hopleaf Bar
Bars
11
4
This is one of the most local feeling bars in Chicago. You can defiantly pick out the regulars by the way they interact with the waiters and bartenders. It defiantly has a community feel. Plan to see other parts of Andersonville during your visit since Chicago is a large city and distances can seem shorter than they are in reality.
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Lottie's Pub
Budget Meals
5
1
Lottie was a transvestite. This info is 2nd-hand from a tour, Drinks W Locals & Travelers by Marco of LikeALocalGuide. Lottie held underground/bar activities & eventually got busted for. The bar closed down in 66' and Lottie was long gone. They reopened in 2000's and say her ghost looms the scene happy that customers still have a good time.
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Winter's Jazz Club
Lounges
3
0
Baffled at how they have never heard of it yet or that it is the name that is trickling & tickling musical ears around town. Acoustics: well placed, technology is so new, and the place isn't boisterous so you feel like you are among the select few who get to watch the best Chicago musicians up close. The walk in is out of the ordinary & romantic
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The Northman
Bars
3
1
Visitors will enjoy the cozy atmosphere and an extensive menu of ciders and other beverages you might not find anywhere else in the city. The food is top-notch and the staff is incredibly friendly. It's outside downtown which gives you the chance to explore the North Center neighborhood.
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The Publican
Bars
10
1
You should visit to try their amazing culinary skills and be absorbed in the trendy atmosphere. Experiencing this restaurant is very defiantly a unique experience. The locals like it so much they have their weddings in the restaurant!
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Pequod's Pizza
Budget Meals
15
4
Their deep dish pizza is baked in a pan lined with cheese, which leaves a delicious carmelized crust along the edges of the crust. You'll avoid the huge crowds at places like Gino's East, Lou Malnati's, Giordano's, and Pizzeria Uno (all great, but very touristy). It spans two floors, and the seating area runs deep into the building.
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The Violet Hour
Bars
3
0
This bar is the epitome of dark and stormy. It's great for quiet conversations while you and a date get tipsy. Every drink on the menu is worth the price (typically $12), but you can't go wrong with the Lazarus Reviver (stellar gin drink).
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City Winery Chicago Riverwalk
Sights
15
4
You should go for the great view of the river and great wine. The Riverwalk has been newly renovated so it still has the "new and shinny" feel. You can come here for a meal or just for drinks. I would recommend going early-ish to be the crowd since the place has become very popular
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Phyllis' Musical Inn
Bars
1
0
Atmosphere is unassuming and down to earth, drinks are cheap, and this place is nestled in a quaint residential neighborhood. Tons of other spots within walking distance.
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Slippery Slope
Nightclubs
1
0
When you head for the Slippery Slope you know what kind of night you are going to have because you are literally going to a bar called Slippery Slope (drunk and sensual). Keep in mind that the majority of Slippery's customers are also thinking this.
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Monk's Pub
Bars
3
1
They have filling food. Cold Beer. And its the best bar closest to the Thompson Center where most train lines are. It is packed after work hours everyday but it doesn't give you that annoying "too many people feel." Instead It is bustling with the happy energy of loop professionals and the bar gives free peanuts that you can toss on the floor.
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Local Experience
1893 Chicago World's Fair Walking Tour with Bars
Prices from
58
USD
Duration
2.8 h
Languages
English
Drumbar
Lounges
1
0
This bar is defiantly popular. It fills up quickly on the weekends. There is a DJ on the weekends which is pretty cool when it is such a small space they still value live turntable action. If you want to see the part of the nicely dressed Chicago population come here.
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Skylark
Bars
1
1
There is more to this bar than meets the eye. It is known for yummy eats at a good price and bartenders that are good conversationalists. It maybe dimly lit but that's part of its charm! Taking a turn in the photo-booth is a nice touch to a summer evening.
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