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
536 locals recommend
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
16 locals recommend
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
41 locals recommend
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
38 locals recommend
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)
125 locals recommend
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 AvenueCloud Gate
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