Sam's exploring everything Chicago has to offer. From the delicious art of molecular gastronomy, to the improvisational comedy of Second City -- can the Windy City teach this die-hard New Yorker a thing or ...Go to Episode
Sam visits one of the largest fountains in the world.
500 South Shore Dr., Chicago, IL 60605
Critical Mass of 2,000 cyclists raise eco awareness all year long and cycle around the city.
50 West Washington, Chicago, IL 60602
Sam strolls through this 24.5-acre park with a 3-story Bean.
201 East Randolph St., Chicago, IL 60601
Sam makes a stop at this legendary improv comedy theatre.
1616 North Wells, Chicago, IL 60614
Sam's in the mood to hear some blues!
754 South Wabash, Chicago, IL 60605
Sam roots for Chicago baseball on the rooftop bar.
3617 North Sheffield, Chicago, IL 60613
Horse-racing kicks up the pace for the weekend.
Thank you! your flag was submitted.
More Chicago Travel Guides
Find out where to get some of the best takeout food in Chicago.
Find out where to get some of the best burgers in Chicago!
Bert surprises 2 friends with an all-expenses-paid dream adventure to the Windy City. While in Chicago, our ...
Other Samantha Brown Travel Guides
This weekend Sam's getting scared to death ...
Check out Sam's itinerary from Napa.
Check out everywhere Sam went in Cambodia.
Check out the places Sam visited on her trip ...
More Travel Inspirations
See home cooks compete on Food Network to win the coveted title.
Learn the fundamentals of cooking with Cooking Channel’s tips and videos.
Do you have what it takes to live in Alaska? Tour Alaskan Homes on HGTV.