Explore Chicago

If you’re unfamiliar with Chicago and want to check out some great places, check out our staff’s favorite places in Chicago!

Art Institute of Chicago
Located in the heart of downtown near Millennium Park, this museum contains one of the biggest collections of art in the country. Check out the featured exhibition while you’re in town because if you don’t live here, then you’ll probably miss out by the time you come back to visit!

Millennium Park
This beautiful 24.5 acre park is located in downtown Chicago and is famous for the architecture, art, and design. Visit the famous “Bean” sculpture, the Jay Prtizker Pavilion, the Crown Fountain, Harris Theater, and more.

Harold Washington Library
For those that love literature, check out the Harold Washington Library. At one time, this has been featured in the Guinness World Records as the largest public library building. Also, if you’re a musician, you’ll feel right at home as the music floor also contains practice rooms!

The Skydeck
Perched over 1,300 feet above the city of Chicago, the Skydeck is located on the world famous Willis Tower, formerly known as the Sears Tower.

The Green Mill Cocktail Lounge
This historic bar is now a popular jazz bar located in the historic Uptown neighborhood of Chicago. Built in the era of of the 1910s, this “joint” was a favorite hangout spot for Al Capone and was a speakeasy through the 1920s and 1930s.

The Second City
Hailed as “A Comedy Empire,” the Second City is a famous comedy club and school of improvisation.  Some famous alumni of the Second City includes Stephen Colbert, Tina Fey, Mike Myers, Chris Farley, Steve Carell, and more.

Eat: Is there anything more quintessential to Chicago’s gastronomic scene than Chicago dogs and Chicago deep dish pizza?

Hot Doug’s: The Sausage Superstore and Encased Meat Emporium
Did you ever think that a restaurant specializing in hot dogs would be so famous? Hot Doug’s has been featured in food TV shows such as Anthony Bourdain’s No Reservations as well as featured in Bon Appetite as one of the 50 BEST restaurants on the planet. Yes, I kid you not, best. Be prepared for a wait, the followers of Hot Doug’s keeps about a half hour wait at any time of the day through rain, sleet, and snow.

Pequod’s Pizzeria
Chicago deep dish pizza is not quite the typical pizza. This monstrous variant of what we all love so much is heart, delicious, generous in portion. At Pequod’s, the pizzas are baked in a cast iron skillet that caramelizes the crust for that perfect crisp while holding up to its own toppings.  Call to order in advance otherwise, plan on waiting with friends because these fresh made pizzas take about forty minutes at the least to cook!

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