Guidebook for Chicago
Food Scene
My favorite pizza place in Chicago. It is a pan pizza with a fantastic caramelized crust. You can’t make reservations and there will be a wait on weekend days, but there is a bar next door called the Drinking Bird where you can have drinks/shoot pool while you wait for them to text you saying your table is ready
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Pequod's Pizza
2207 North Clybourn AvenueMy favorite pizza place in Chicago. It is a pan pizza with a fantastic caramelized crust. You can’t make reservations and there will be a wait on weekend days, but there is a bar next door called the Drinking Bird where you can have drinks/shoot pool while you wait for them to text you saying your table is ready
Beer is brewed in house and nice rooftop weather permitting
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Rock Bottom Restaurant & Brewery
1 W Grand AveBeer is brewed in house and nice rooftop weather permitting
Fantastic Italian restaurant started by Bill Rancic, the winner of the first season of the Apprentice
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RPM Italian
52 W Illinois StFantastic Italian restaurant started by Bill Rancic, the winner of the first season of the Apprentice
Portillo's Hot Dogs
100 W Ontario St A Chicago classic for Italian Beef and Hotdogs
Drinks & Nightlife
One of the best views of the city from the top floor of this hotel. It will most likely be crowded, but I think this is truly a must see when visiting Chicago
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London House Rooftop Bar
85 E Wacker DrOne of the best views of the city from the top floor of this hotel. It will most likely be crowded, but I think this is truly a must see when visiting Chicago
This is a Speakeasy/Tiki Bar that has great ambiance and unique drinks (entrance is in the alley between Dearborn and Clark)
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Three Dots and a Dash
435 N Clark StThis is a Speakeasy/Tiki Bar that has great ambiance and unique drinks (entrance is in the alley between Dearborn and Clark)
IO Godfrey Rooftop Lounge
127 W Huron StGreat rooftop bar.
Arbella
112 W Grand AveCool place to grab an interesting drink and very close by
Cindy's
12 S Michigan AveRooftop bar with view looking out over the Bean
Underground
56 W Illinois StChicago athletes have been known to frequent this nightclub
Studio Paris Nightclub
59 W Hubbard StHowl at the Moon Chicago
26 W Hubbard StGetting Around
Grand
521 N State StRed Line L stop.
Essentials
Jewel-Osco
550 N State StThey also have a great selection of Beer, Wine, and Liquor.
Sightseeing
Navy Pier
600 E Grand AveWillis Tower Skydeck
John Hancock Center
875 North Michigan AvenueSkýjagat
201 E Randolph StShopping
Water Tower Place
835 Michigan AveThe Shops at North Bridge
520 N Michigan AveEntertainment & Activities
Zanies Comedy Night Club
1548 N Wells StGreat stand up comedy for date night