Things To Do in Chicago

Things to do in Chicago

There may be affiliate links in this post, which means we may get a small commission. It's at no extra cost to you and helps keep TLT free. Everybody wins!

There are so many things to do in Chicago, it's hard to know where to start. It's a world-class city with world-class attractions. Chicago has some of the best museums in the world, and an art scene that rivals Paris and New York. You can see a show at hundreds of theaters throughout the city and suburbs. Families will never be bored since there are so many things to do with kids. Music fans will love the number of options for seeing live shows, from arena concerts to smaller music venues to jazz and blues bars. 

There are outdoor activities all year long, from ice skating in the winter to beaches and boat tours when it's warmer.  Speaking of tours, there are options for just about every interest. Food tours, walking tours, bus tours - Chicago has it all. The whole city is just bursting with fun, so the question is never if there's anything to do, it's what to do in Chicago. 

If you're looking for things to do in Chicago today, check out our events calendar. Events are added daily, so there's always something new to add to your itinerary. 

Take a gander at some of our favorites below, and start planning how you're going to enjoy this incredible, vibrant, exciting city. You'll find Chicago's most popular attractions, as well as some places that are off the beaten path.

Things To Do in Chicago


Chicago Attractions

We may be in the Second City, but Chicago attractions are second to none! We've got a tasty Chicago Riverwalk, two observatories (soon to be three), and the epic Lakefront Path, just to name a few.

360 Chicago

Perched 94 stories above the Windy City, 360 Chicago provides commanding views of Lake Michigan and Chicago’s towering skyscrapers, including Willis Tower. 875 N Michigan Ave - 

Find tours & tickets to 360 Chicago

Chicago Riverwalk

The Chicago Riverwalk is one of the city's must-visit summer destinations. Located on the south side of the Chicago River, in addition to renting boats and cycles there are also lots of great open-air restaurants

Garfield Park Conservatory

The Garfield Park Conservatory has showcased "landscape art under glass" for over 100 years on the West Side of Chicago. 300 N Central Park Ave

Lakefront Path

One of Chicago's true gems, the Lakefront Path is 28 miles along Lake Michigan. Whether you're riding, running, or walking, just being on the path feels like a mini-vacation. Stop for a game of volleyball at North Avenue Beach or stroll after a great brunch at The Promontory. Now matter how you enjoy it, there's no denying this path is one of the city's greatest assets.

Lincoln Park Zoo

Lincoln Park Zoo is a free Chicago zoo that's open 365 days a year and features animals from every climate.Some of the most popular residents are the polar bears and the gorillas. 2200 N Cannon Dr

Get the goods with our guide to Lincoln Park Zoo

Navy Pier

Navy Pier is one of Chicago’s most popular destinations for a multitude of reasons. Visitors can experience everything from fast food to fine dining, cover bands to Shakespeare, speedboats to serene sailing. 600 E Grand Ave

Click here for everything you need to know about Navy Pier

Skydeck Chicago

Go out on a ledge and take in some of the best views in the Midwest! You can see four states from the 103rd floor observation lounge of the Sears - ahem - Willis Tower. 233 S Wacker Dr. 

Find tickets to Skydeck Chicago

Browse our interactive directory of Chicago Attractions


Chicago Beaches

Chicago has 26 miles of lakefront along the banks of Lake Michigan, with several beaches that'll make you forget you're in the middle of the country. They're free and open to the public. Some, like Montrose and Oak Street Beaches, have places to eat during the summer. North Avenue Beach is known for its beach volleyball, and you can even rent paddleboards. The beaches stretch from one end of the city to the other, and with the Lakefront Path connecting them all, you can explore several in one day. Or, just kick back, relax, and enjoy the sun and sand of the third coast.

Find Chicago beaches



Festivals in Chicago

Chicago loves festivals. Seriously LOVES festivals. Set up a stage and some tents and the city comes out to play. Some of the biggest free fests are listed below:

Check our events calendar for more festivals


Famous Chicago Landmarks

Chicago's the birthplace of the skyscraper and home to incredible architecture. These are some of the most recognized and historical landmarks in Chicago, and many of them are right on Michigan Avenue.

Buckingham Fountain

The Clarence F. Buckingham Memorial Fountain is a dazzling monument to a sister’s love and an appropriately theatrical entrance to this great city. 301 S Columbus Dr

Get the story behind Buckingham Fountain

Chicago Cultural Center

The Chicago Cultural Center is one of the city's most popular resources and offers free programs throughout the year. 78 E Washington St

Here's the inside scoop on the Chicago Cultural Center

Fine Arts Building

Across from Grant Park in the Chicago Landmark Historic Michigan Boulevard District, the Fine Arts Building is home to visual artists, musicians, performers, booking agents, yoga studios, dance instructors, voice coaches, architects, designers, and musical instrument makers. Get an inside look every month on Second Fridays, when various studios open their doors to the public. 401 S Michigan Ave

875 North Michigan (Formerly the John Hancock Building)

Towering over the Magnificent Mile, the former John Hancock Center is one of the tallest buildings in the world and is an iconic symbol of Chicago's skyline. Its trademark criss-cross exterior makes it easily recognized from miles around. Inside this towering skyscraper are shops, residences, restaurants, and an innovative observatory. 875 N Michigan Ave

Historic Water Tower

Just two years after the Water Tower was built the Great Chicago Fire raged through the city burning all of the wooden structures. Nearly every building was destroyed, but its stone construction meant the Water Tower was the only public building to escape. Inside is the free City Gallery, a small museum that features the work of local photographers and artisits.  800 N Michigan Ave

Tribune Tower

With its flying buttresses and neo-Gothic architecture, the Tribune Tower is one of Chicago's most distinctive skyscrapers. Embedded around the base of the Tribune Tower are bits and pieces of the world's history. This "rock collection" comes from such significant places as Petra, the Berlin Wall, and the original tomb of Abraham Lincoln. Some were obtained with permission; some were not. 435 N Michigan Ave

Willis Tower

Rising high above the Chicago skyline the Willis Tower is one of the city's most recognized landmarks. The skyscraper has 110 stories and over four and a half million square feet. If it were one story, it would spread out over 105 acres, or sixteen city blocks. 233 S Wacker Dr

Wrigley Building

The Wrigley Building is known for its clock tower and its gleaming white façade, which is made of glazed terra cotta. Situated across from the Tribune Tower, this skyscraper was the first major office building to break ground north of the Chicago River. The Michigan Avenue Bridge wasn’t even completed when they began construction in 1920. The gamble paid off, as did the installation of air conditioning, making this the first office building to offer that amenity. 400 - 410 N Michigan Ave


Live Music Venues in Chicago

Live music is not just something you do in Chicago; it's a way of life. There are hundreds of places to hear live music. This is the home of the blues, after all. But Chicago's passion goes beyond just one genre. These are some of the best places for live music in Chicago:

  • Buddy Guys Legends
  • BLUES & Kingston Mines
  • Civic Opera House, home of Lyric Opera
  • Green Mill
  • Lincoln Hall
  • The Promontory
  • Ravinia Music Festival
  • Symphony Center, home of the Chicago Symphony Orchestra
  • Thalia Hall

Browse our interactive calendar of Chicago Live Music


Chicago Museums

Chicago is filled with incredible museums that are worth visiting multiple times by both locals and tourists. Browse the top Chicago museums below and then find more museums in Chicago.

Adler Planetarium

Visit the oldest planetarium in the U.S. This Chicago museum features three full-size theaters and several interactive exhibits. It also boasts an extensive collection of historical artifacts that reach back to medieval Europe and the Middle East.  1300 S Lake Shore Dr

Reach for the sky - get tickets to Adler Planeterium

Art Institute of Chicago

With its stately lions gracing its Michigan Avenue Entrance, the Art Institute of Chicago welcomes art fans from all over the world to see its extensive collections. Exhibitions span all art genres and multiple centuries to bring a comprehensive experience to anyone who visits. 111 S Michigan Ave

Find tours and tickets to the Art Insitute

Chicago History Museum

From stinky onion to a shoreline made of trash, Chicago's history is filled with stories. Find out what makes the city tick at this museum. 1601 N Clark St

Get tickets to the Chicago History Museum

Field Museum of Natural History

No trip to Chicago is complete without a visit to the Field Museum of Natural History. The museum tells the story of the lions of Tsavo and covers four billion years of history in its Evolving Planet exhibit. The Grainger Hall of Gems is a must-see with items like a 3,400-year-old Egyptian garnet and the The King William III Diamond Stick Pin. 1400 S Lake Shore Dr

Get tickets to the Field Museum of Natural History

Museum of Contemporary Art

Most museums feature the works of artists who are long gone. This museum highlights artists who are more contemporary. In addition to displays of innovative works, the museum also hosts several events and performances. 220 E Chicago Ave

Find more museums on the Magnificent Mile

Museum of Science & Industry

The only permanent building from the Columbian Exposition of 1893, the Museum of Science & Industry houses such diverse exhibits as a German U-Boat and an indoor tornado. 5700 S Lake Shore Dr

Get tickets to the Museum of Science & Industry

National Hellenic Museum

The National Hellenic Museum, located in Chicago's Greektown neighborhood, celebrates the cultural contributions of Greeks and Greek Americans. It is the only institution of its kind that showcases the journey from ancient times to modern day. 333 S Halsted St

National Museum of Mexican Art

Located in the Pilsen neighborhood of Chicago, the National Museum of Mexican Art features Latino art. With over 7,000 objects it is one of Chicago'a major museums, and is the only one that offers free admission daily. 1852 W 19th St

Peggy Notebaert Nature Museum

Nestled into a corner of Lincoln Park, the Peggy Notebaert Nature Museum brings nature and science to Chicago. With the most hands-on activities of any museum in the city it connects the urban community with the world that surrounds it. 2430 N Cannon Dr

Shedd Aquarium

Not only can you see thousands of specimens of aquatic, mammalian, and reptilian life in the various tanks at the John G. Shedd Aquarium, you can also see them up close with the Beluga and Penguin Encounters and by being a Trainer for a Day. 1200 S Lake Shore Dr

Get tickets to the Shedd Aquarium

Are you planning on exploring multiple museums? Save money with the GoChicagoCard.



Parks in Chicago

Chicago's motto, Urbs in horto, means city in a garden. These most popular parks bring that saying to life.

  • The 606 - rail trail from West Town to Humboldt Park
  • Garfield Park - home of the Garfield Park Conservatory
  • Grant Park - Chicago's front yard
  • Humboldt Park - Designed by Jens Jensen and home to Little Cubs Field
  • Jackson Park - south of the Museum of Science & Industry, its most popular feature is the Japanese garden
  • Lincoln Park - this huge park is home to the Lincoln Park Zoo and stretches all the way to Montrose Harbor
  • Millennium Park - Chicago's most popular attraction (click here for everything you need to know about Millennium Park)
  • Washington Park - this South Side park was designed by Frederick Law Olmsted and Calvert Vaux

Find more Chicago parks


Theater in Chicago

With literally hundreds of theaters in Chicago, the city's theater scene is bustling. There are well-recognized theaters, like Victory Gardens Theater and Steppenwolf, as well as smaller storefront stages in every neighborhood that showcase the immense talent this city possesses. The Chicago Theatre District is home to Broadway In Chicago and the famed Goodman Theatre and The Chicago Theatre. Get thee to Navy Pier for Chicago Shakespeare Theatre, and the Magnificent Mile offers Broadway Playhouse and Lookingglass Theatre, just a block apart from each other.

The city also has a thriving comedy scene, the most famous of which is Second City, but there are improv and stand-up rooms throughout Chicago.

If you'd like discounted tickets to Chicago shows, check out Goldstar


Chicago Tours

One of the best ways to explore Chicago is by taking a tour. You'll be led by an expert who has the inside scoop and you'll get to see the city in a new way, and from different perspectives.

Walking tours include exploring the Loop's skyscrapers, downtown deco buildings, and Tiffany windows and domes. There are pedway walking tours, and tours themed around art, history, food, and drink. There's even a Chicago Crime and Pizza Walk! If you prefer to move a little bit faster, take one of the many bike tours. Chicago's one of the most bike-friendly cities in the country, and touring on two wheels is a fun way to explore.

Find Chicago walking and bicycle tours

Chicago boat tours are extremely popular and often allow you to experience two of Chicago's favorite activities: eating and enjoying our waterways. You can take either a Lake Michigan tour, a Chicago River tour, or both.

Find Chicago boat tours

Bus tours can let you venture beyond downtown, to places like Jackson Park and Chicago Botanic Garden. If you take a hop-on/hop-off Trolley Tour, you can combine your tour and your transportation so you can see different parts of the city without worrying about parking or taking the CTA.

There are segway tours, bike and beer tours, lots and lots of food tours, film tours, and, of course, architecture tours. Want to get above it all? Take a helicopter tour, where the sky is literally the limit. Truly, there's a tour for everyone.

Find and book Chicago sightseeing tours


Whew! That's a LOT of things to do in Chicago, and that's only a taste of all of the activities. This page will be updated frequently, so be sure to bookmark it. You'll want to keep all these places to visit in Chicago handy. And don't forget to sign up for our newsletter. We'll send your our Things to do in Chicago this weekend email every Thursday, so you'll always know what to do.