Jessie + Chris
Things To Do
Lincoln Park Zoo
Be sure to take a stroll around (and check out the AMAZING waterfront views of) Lincoln Park, and be sure to check out the FREE zoo while you're there.
Portillo's Hot Dogs
Indulging in a Chicago-Style Hot Dog is a MUST! Check out Portillo's, with various locations surrounding Chicago.
Chicago Riverwalk
The Chicago Riverwalk is an iconic 3ish mile trail situated in the heart of Chicago. Whether you're feeling like jogging or biking, OR simply taking in the mesmerizing architecture and views of the city, the Riverwalk is the ultimate place to stretch your legs, while offering beautiful views of the Chicago River.
Cindy's
Arguably the best rooftop (year-round) dining, with incredible views of Grant Park, Lake Michigan, The Art Institute of Chicago, and more. New American Cuisine with a great selection of biodynamic wines.
The Art Institute of Chicago
The Art Institute of Chicago is one of the oldest and largest art museums in the United States. It's truly an incredible place.
Prost!
Winter temps make this little gem THAT much more appealing. Warm up with steins of German beer, along with wurts, curds & pretzels.
Rossi's
Chris's most favorite dive bar in Chicago -- not for the faint of heart, but for those looking for a good time (and a room temperature Miller Lite)
The Wiener's Circle
Not your typical restaurant. The Weiner's circle serves delicious hot dogs with a side of backtalk and verbal insults to every customer. People don’t just come for the food -- they come, and stay, for the profane insults. Don't say we didn't warn you...
Field Museum
The Field Museum is one of the world's greatest museums of natural history, with artifacts dating from prehistoric times.
Lou Malnati's Pizzeria
Our favorite spot for Chicago's infamous deep dish pizza. There are a handful of locations in Chicago that offer dine-in or take out depending on where you're staying. We love Lou Malnati's!
Museum of Science and Industry, Chicago
The Museum of Science and Industry is the largest science center in the Western Hemisphere.