Collected by Danesha Langley
26 W Randolph St, Chicago, IL 60601, USA
A combination of sugar and salt, sweet and savory, there's nothing like Garrett's "Chicago Mix"—a combination of caramel corn and cheese popcorn. It's the kind of thing I crave in such a way that it's a good thing I don't live in Chicago....
233 S Wacker Dr, Chicago, IL 60606, USA
100+ stories, on top of the world, at the skydeck of the Willis Tower in Chicago. The city is extremely beautiful, and especially awesome from up here. On a pretty clear day like this one was, you can see quite far in all directions. This is a...
1616 N Wells St, Chicago, IL 60614, USA
The Second City has come a long way since the small cabaret theater that launched in 1959. As a sketch comedy and improvisational performance theater, the venue has been keeping people laughing for over 50 years. Situated in the historic Old Town...
6836 N Sheridan Rd, Chicago, IL 60626, USA
Ask any local where to try your first real deep-dish pizza and they'll say "Giordanos." It's obviously the best in town. Chicago-style pizza is unique and totally different than what you'll find in Italy. More like a pie, the crust is tall and...
111 S Michigan Ave, Chicago, IL 60603, USA
Wow. The last time I was here was on a high school field trip 35 years ago, and the museum has definitely grown. What an amazing collection—I could have spent days here, but I only had two hours. I followed the museum's suggested top 10, and...
Streeterville, Chicago, IL 60611, USA
The architectural boat tour of downtown Chicago is the single best way to see this city in a whole new way. From first-timers to lifers, it doesn't matter how long you've been in town, this perspective is going to be new to all. There are many...
1060 W Addison St, Chicago, IL 60613, USA
201 E Randolph St, Chicago, IL 60602, USA
After walking the entire city I easily decided Millennium Park is hands-down Chicago's best attribute. I imagine the weather's not always as perfect as it was on my visit, but in the summer that attraction is unbeatable. (Ok, Central Park has it...
401 N Franklin St, Chicago, IL 60654, USA
I have two pieces of advice for you regarding the Doughnut Vault: 1. Go early. They open at 8am Tuesday-Friday and 9:30am on Saturdays and if you want a breath of a hope of a chance of getting a doughnut before they sell out, you want to be there...
Magnificent Mile, Chicago, IL 60611, USA
Chicago’s Magnificent Mile runs along Michigan Avenue between the Gold Coast and the Loop. There are 460 retail stores, from high-end designers like Gucci, Cartier, and Louis Vuitton to local boutiques and trendsetting fashion stores. In between...
Old Town, Chicago, IL, USA
Located a short train ride from the Loop, this wrought-iron doorway marks the entrance to Chicago’s Old Town. You'll find plentiful shopping and restaurant options in the neighborhood, as well as St. Michael’s Church, one of the city's oldest...
1300 S Lake Shore Dr, Chicago, IL 60605, USA
It’s difficult to design a museum suitable for both kids and adults, but Adler makes it look easy. Children will love the area known as Planet Explorers, where they can play astronaut with space rovers and rocket-launch simulators, peer...
1601 N Clark St, Chicago, IL 60614, USA
The Chicago History Museum examines Chicago’s local history as well as its position in the larger scope of American history. The engaging exhibits cover a wide range of subjects such as Abraham Lincoln’s life and presidency, the first locomotive...
2391 N Stockton Dr, Chicago, IL 60614, USA
78 E Washington St, Chicago, IL 60602, USA
Chicago's art scene is often overshadowed by the ever-increasing foodie scene but the Windy City offers just as much contemporary and historical art as pizzas and gourmet doughnuts. The Chicago Cultural Center is one of my favorite art-focused...
951 Chicago Ave, Oak Park, IL 60302, USA
Frank Lloyd Wright built 700+ houses all over this nation but he lived and worked in Oak Park, just a 45 minute train ride from the city center of Chicago. His house and studio are now a museum with guided tours that let you see the playroom he...
5751 S Woodlawn Ave, Chicago, IL 60637, USA
Located in the basement of the Theological Seminary, the Seminary Co-op is the only bookstore I've encountered where you might actually get lost. It's a basement labyrinth of books where you must duck beneath pipes as you browse the endless, dense...
4839 N Western Ave, Chicago, IL 60625, USA
Tucked away behind an unassuming storefront you will find a shop with a misnomer of a name: Ravenswood Used Bookstore (it's located in Lincoln Square, not Ravenswood). Our hero and proprietor, Jim, has gathered such an incredible collection of...
1564 N Milwaukee Ave, Chicago, IL 60622, USA
A good used bookstore is a glorious thing and Myopic is one of the great ones. They have a giant selection of new, used, rare and out of print books on 3 floors, they’re well organized, they're open until 11pm and there’s a store cat! There's also...
163 W North Ave, Chicago, IL 60610, USA
Chicago may be known for its deep dish, but it's just as easy to rustle up a jumbo slice — without having to pay extra for a soda. The slices at Bacci Pizzeria are as big as any you'll find in New York City. A slice and soda cost $5, except on...
3908 N Sheridan Rd, Chicago, IL 60613, USA
Chicago is known for its deep dish Chicago style pizza, this however is not what you'll sink your teeth in at Pizza Rustica. Pizza Rustica serves a square thin northern style Italian pizza and they do it well! However they also serve many other...
9501 W Devon Ave, Rosemont, IL 60018, USA
It’s all but illegal to visit the Chicago area without eating at least one slice of Chicago-style deep dish pizza, and Gino’s has mastered the form. Be warned that the made-to-order pie takes about 30 to 45 minutes to arrive after ordering.
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