35+ Must-Do Activities and Attractions in Chicago

Must-Do Activities and Attractions in Chicago: Chicago is a mix between history, culture, delicious food, and some of the most beautiful architecture we have ever seen. From Millennium Park’s famous Cloud Gate, or the wildest ride at Willis Tower, to a lazy afternoon on the Chicago River, the city has adventures in spades. Chicago’s world-class museums to its quirky neighborhoods to its top-notch deep-dish pizza, it’s no wonder why this American city is one of the most 10 most popular travel destinations. From bustling Navy Pier and Magnificent Mile to more obscure destinations like Garfield Park Conservatory, there is no shortage of things to see. This list of 35+ best things to do in Chicago gives you plenty of ideas for an epic trip loaded with excitement and local flavor.

Things to do in Chicago​

1. Explore Chicago’s Iconic Landmarks

For sightseeing, take in Chicago’s top landmarks:

1. Willis Tower Skydeck –Take in the views from the 103rd floor on The Ledge.
2. Cloud Gate (The Bean) – A sculpture not to be missed for photos in Millennium Park.
3. Navy Pier – Rides, theaters, restaurants and seasonal events by the pier.
4. Chicago Riverwalk – A beautiful pedestrian walkway with bars, cafes, and a view of the river.
5. Magnificent Mile – Most famous street for shopping, branded shops like in Paris or dining.

These attractions really reflect the city’s vibe and they’re great for beginners.

2. Get lost in Chicago’s Art and Museum World

Chicago is a cultural titan, and houses some of the best museums in the nation.

1. Art Institute of Chicago – Where you can marvel at the likes of American Gothic and Nighthawks.
2. Museum of Science and Industry – Hands-on displays, as well as a WWII sub.
3. Field Museum — Meet “Sue,” the longest T. rex that has ever been found.
4. Shedd Aquarium – Discover marine life with more than 32,000 animals.
5. Adler Planetarium – You can’t miss this if you are fascinated with space.
6. Museum of Contemporary Art – Great for fans of modern art.

These venues showcase Chicago’s commitment to art, history and innovation.

3. Enjoy Chicago’s Food Scene

Chicago is a foodie heaven, mixing local staples with international eats.

1. Deep-Dish Pizza — You cannot go wrong with Giordano’s, Lou Malnati’s, or Gino’s East.
2. Chicago-Style Hot Dog – A must-try at Portillo’s or a local food stand.
3. Garrett Popcorn – Their well-known “Chicago Mix” caramel and cheese popcorn.
4. West Loop Eats – Full of cool new restaurants and celebrity chef spots.
5. Chinatown – Genuine Asian tastes and bubble tea joints.

Pro tip: Try a Chicago food tour to sample all the best in a day.

4. Explore Chicago’s Parks and Outdoor Fun

The city’s green spaces and lakefront activities make it perfect for nature enthusiasts.

1. Millennium Park – In addition to The Bean, there are concerts, gardens, and public art to enjoy.
2. Grant Park — “The front yard of Chicago” is where you’ll find Buckingham Fountain.
3. Lincoln Park Zoo – Free admission and the best family-friendly option.
4. Chicago Lakefront – 18 miles of biking, walking and jogging paths.
5. Maggie Daley Park – Adventure playgrounds and mini-golf and climbing walls.
6. Chicago Botanic Garden – For a tranquil getaway and themed gardens.

In the summer time, Lake Michigan becomes the city’s playground, with long, wide beaches, kayaking and boat cruises.

5. Enjoy the Culture of Chicago, Theater, Music, and Sports

Huffington Post “It’s fun, it’s entertaining.” Time Out Chicago review Entertaining is central to the culture of Chicago.

1. Chicago Theatre – With its sparkling marquee and Broadway performances.
2. Second City Comedy Club– Where stars, such as; Tina Fey and Steve Carrell got their start.
3. House of Blues – Known for great live music and soul food.
4. Chicago Symphony Orchestra – The legendary home of classical music.
5. Wrigley Field – Enjoy a game of Chicago Cubs baseball at one of the oldest ballparks.
6. United Center – Chicago Bulls and Blackhawks.

No matter if you’re a sports, jazz or comedy fan, Chicago gives the people what they want, around the clock.

6. Hidden Gems and Unique Experiences in Chicago

In addition to the popular tourist spots, Chicago has plenty of hidden treasures you should check out.

1. Chicago Architecture Boat Tour – The river is a great place to learn about the city’s skyscrapers.
2. Garfield Park Conservatory – One of the largest botanical conservatories in America.
3. Andersonville & Pilsen – This is an area that is famous for murals, boutiques, and local food.
4. 360 Chicago Observation Deck with Tilt, at 1,000 feet.
5. Chicago History Museum – Good place for learning about the city’s history.
6. Lincoln Square: German-inspired shops and cozy cafes.
7. Skyline Helicopter Tour – View Chicago from on high for an unparalleled experience.

These are all pursuits that let you explore a city like a local and find its creative side.