Chicago, Illinois

Chicago is the second-largest city in the Midwest and the third-largest in the United States. There are 77 distinct cultural areas within Chicago, each with its personality and vibe. This means that there is something for everyone regardless of where they live. You'll find the right scene for your mood. It could be the artsy vibes of Wicker Park/Bucktown or the historic charm of the 19th-century Pullman Historic District.

Chicago has a lot to offer. The Chicago Riverwalk runs 1.25 miles between Lake Michigan and Lake Street. There are many places to stop for refreshments, such as bars and wineries, cafes and bars, as well public art installations, museums, and monuments.

Chicago is home to a vibrant theater scene. It's known as the birthplace of improv comedy through groups such as The Second City. The Steppenwolf Theatre Company is one example. It has had an all-star cast that includes Gary Sinise and John Malkovich over the years. Chicago Shakespeare Theater hosts 20 productions each year and 650 shows every year. These include musicals, plays, musical premieres, and family programming, and all are inspired by (arguably), the greatest playwright in the world.

It is also one reason Chicago is one of the most popular cities in America. The famous deep dish pizza is a classic Chicago style delight. It was invented in the 1940s and is instantly recognized for its bowl-shaped crust with cheese, sauce, toppings, and toppings. But the city is more than a deep-dish pizza. It is a city that you could eat your way around for months!

Best Things To Do

Enjoy kayaking on the Chicago River
Explore the Morton Arboretum
Visit Ping Tom Memorial Park
Take a walk at Midway Plaisance
Meet rare wildlife at Lincoln Park Zoo
Stroll across Navy Pier
Explore Millennium Park
Shop & eat at Magnificent Mile

Best Time To Go

Many consider the shoulder seasons of Spring (April-June), and Fall (September–October) to be the best times to visit the city. These are when the temperatures are mild, and there are many festivals and events.

Summer can be very hot and busy. Chicago winters are notoriously cold, but you can find more affordable accommodations and use the winter season to explore Chicago's indoor attractions like its famous museums and vibrant theater scene.