Best Things To Do in Chicago, Illinois
Visit Millennium Park and explore The Art Institute of Chicago. Enjoy panoramic views from Skydeck Chicago at Willis Tower.
Chicago, Illinois, offers a vibrant mix of attractions for all interests. Start at Millennium Park, where you can see the iconic Cloud Gate sculpture. Art lovers should not miss The Art Institute of Chicago, home to an extensive collection of artworks.
For breathtaking city views, head to the Skydeck Chicago at Willis Tower. Stroll along the Magnificent Mile for shopping and dining. Don’t forget to explore the Navy Pier, a hub for entertainment and scenic lake views. Whether you’re a foodie, culture enthusiast, or adventure seeker, Chicago has something special to offer. Discover the best of this bustling city with its rich history and diverse experiences.

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Top Places to Stay in Chicago, IL
| Hotel | Reviews |
|---|---|
| Spacious and Airy Apartment for Big Groups! 4867 North Winthrop Avenue Apt 2, Chicago, IL 60640, United States of America | 109 |
| Stone Mansion Sleeps 10-20 Free TV & Parking 3152 North Pine Grove Avenue, Lakeview, Chicago, IL 60657, United States of America | 157 |
| Lowest Rates! Spacious Duplex with Free Parking! 4867 N Winthrop Ave Apt 5, Chicago, IL 60640, United States of America | 106 |
| River North 3BR/2BA: HUGE, Parking, Center Chicago 353 West Chicago Avenue, River North, Chicago, IL 60654, United States of America | 88 |
| Ray's Bucktown Bed and Breakfast 2144 North Leavitt, Chicago, IL 60647, United States of America | 156 |
| The Guesthouse Hotel 4872 North Clark, Chicago, IL 60640, United States of America | 155 |
| ENTIRE MODERN 2 BR APT HAVEN 2124 North Lorel Avenue Basement, Chicago, IL 60639, United States of America | 152 |
| The Peninsula Chicago 108 East Superior, River North, Chicago, IL 60611, United States of America | 181 |
| The Langham Chicago 330 North Wabash Avenue, River North, Chicago, IL 60611, United States of America | 367 |
| The Sono Chicago 1428 North Cleveland, Chicago, IL 60610, United States of America | 221 |
| Amazing Gold Coast Apt w/ Rooftop Pool & Gym 21 East Chestnut Street 11B, Chicago, IL 60611, United States of America | 104 |
| Spacious 4 Bedroom Condo 1454 West Chestnut Street, Chicago, IL 60642, United States of America | 58 |
| Hotel Zachary, Chicago, a Tribute Portfolio Hotel 3630 North Clark Street, Lakeview, Chicago, 60613, United States of America | 222 |
| Spacious Gold Coast Apartment Rooftop Pool 21 East Chestnut Street 23A, Chicago, IL 60611, United States of America | 98 |
| 2 bed 2 bath Smart Loft in Prime Location 1345 South Wabash Avenue 1404, South Loop, Chicago, IL 60605, United States of America | 81 |
| Luxury Gold Coast Home w/ Rooftop Pool & Gym 21 East Chestnut Street 7G, Chicago, IL 60611, United States of America | 105 |
| Viceroy Chicago 1118 North State Street, Chicago, IL 60610, United States of America | 1,574 |
| 2BR Well-Equipped Apartment with Laundry and Wi-Fi - Crosby 205 943 North Crosby Street, Chicago, IL 60610, United States of America | 58 |
| Pendry Chicago 230 North Michigan Avenue, Chicago Loop, Chicago, IL 60601, United States of America | 1,339 |
| Hotel Blake, an Ascend Hotel Collection Member 500 South Dearborn Street, Chicago Loop, Chicago, IL 60605, United States of America | 1,315 |
| Sable At Navy Pier Chicago, Curio Collection By Hilton 900 E Grand, Chicago, IL 60611, United States of America | 1,239 |
| Trump International Hotel & Tower Chicago 401 North Wabash Avenue, River North, Chicago, IL 60611, United States of America | 1,077 |
| Gold Coast Lavish Home w/ Roof Pool & Gym 21 East Chestnut Street 18A, Chicago, IL 60611, United States of America | 74 |
| The Avondale Guesthouse 2973 North Elston Avenue, Chicago, IL 60618, United States of America | 105 |
| Amazing Location Luxury Apt Rooftop Pool 21 East Chestnut Street 23G, Chicago, IL 60611, United States of America | 71 |
| Well-Decorated One-Bedroom with Wi-Fi and Laundry - Crosby 209 943 North Crosby Street, Chicago, IL 60610, United States of America | 52 |
| SpringHill Suites by Marriott Chicago Chinatown 2357 South Wentworth Avenue, Chicago, 60616, United States of America | 547 |
| Nobu Hotel Chicago 155 North Peoria Street, West Loop, Chicago, IL 60607, United States of America | 439 |
| 1BR Attractive Rental Unit in Chicago - Broadway 404 3122 North Broadway Apt 404, Lakeview, Chicago, IL 60657, United States of America | 55 |
| Hyatt Place Chicago Wicker Park 1551 West North Ave, Wicker Park, Chicago, 60622, United States of America | 405 |
| Kasa Magnificent Mile Chicago River North, Chicago, IL 60654, United States of America | 399 |
| Gold Coast Luxury Home w/Rooftop Pool & Gym 21 East Chestnut Street 2G, Chicago, IL 60611, United States of America | 85 |
| Peaceful & Complete 1BR Apt in West Loop - Lake 303 630 West Lake Street, West Loop, Chicago, IL 60661, United States of America | 71 |
| Amazing 3BR 3 BA Property in Chicago 2154 West Ohio Street, Chicago, IL 60612, United States of America | 43 |
| Sophy Hyde Park 1411 East 53rd Street, Hyde Park, Chicago, IL 60615, United States of America | 353 |
| citizenM Chicago Downtown 80 East Wacker Place, Chicago Loop, Chicago, IL 60601, United States of America | 1,777 |
| Stylish & Fully Furnished Studio Apt in Lakeview - Oakdale G 931 West Oakdale Avenue, Lakeview, Chicago, IL 60657, United States of America | 47 |
| Loews Chicago Hotel 455 North Park Drive, Streeterville, Chicago, IL 60611, United States of America | 1,421 |
| Sofitel Chicago Magnificent Mile 20 East Chestnut Street, Chicago, IL 60611, United States of America | 1,302 |
| 20th Floor Gold Coast Lux Apt w/ Pool and Gym 21 East Chestnut Street 20H, Chicago, IL 60611, United States of America | 94 |
| Sentral Michigan Avenue 808 South Michigan Avenue, Chicago Loop, Chicago, IL 60605, United States of America | 639 |
| Hotel EMC2, Autograph Collection 228 East Ontario Street, Streeterville, Chicago, IL 60611, United States of America | 569 |
| One-Bedroom Nicely Decorated Apartment with Laundry - Crosby 202 943 North Crosby Street, Chicago, IL 60610, United States of America | 51 |
| Moxy Chicago Downtown 530 North LaSalle Drive, River North, Chicago, 60654, United States of America | 425 |
| Level Chicago - Old Town 1140 North Wells Street, Chicago, IL 60610, United States of America | 424 |
| Virgin Hotels Chicago 203 N Wabash Ave, Chicago Loop, Chicago, 60601, United States of America | 1,435 |
| LondonHouse Chicago, Curio Collection by Hilton 85 East Wacker Drive , Chicago Loop, Chicago, IL 60601, United States of America | 1,374 |
| Forrestville Ave Large Suite Bronzeville, Chicago, IL 60653, United States of America | 73 |
| Kimpton Hotel Monaco Chicago, an IHG Hotel 225 North Wabash Street, Chicago Loop, Chicago, IL 60601, United States of America | 298 |
| The Polo Inn Bridgeport U.S.A. 3322 South Morgan Street, Bridgeport, Chicago, IL 60608, United States of America | 61 |
Iconic Landmarks
Chicago, Illinois, is home to many iconic landmarks. These landmarks showcase the city’s rich history and vibrant culture. From towering skyscrapers to bustling piers, there is much to explore.
Willis Tower
The Willis Tower is one of Chicago’s most famous buildings. Standing at 1,450 feet, it offers stunning views of the city. The Skydeck on the 103rd floor is a must-visit.
- Skydeck Chicago – Step out onto The Ledge, a glass box extending outside the building.
- Interactive exhibits – Learn about the history of the Willis Tower.
- 360-degree views – See four states on a clear day.
Plan your visit to the Willis Tower early in the day. This helps avoid long lines. The experience is unforgettable, especially for first-time visitors.
Navy Pier
Navy Pier is a top attraction in Chicago. It stretches over 3,300 feet along the shoreline of Lake Michigan.
- Centennial Wheel – Enjoy a ride on this 200-foot Ferris wheel.
- Restaurants and shops – Find a variety of dining and shopping options.
- Cultural attractions – Visit the Chicago Children’s Museum and the Crystal Gardens.
During the summer, Navy Pier hosts many events and fireworks. It’s a lively place perfect for families and friends. Don’t miss the chance to stroll along the pier and take in the sights.
Cultural Attractions
Chicago is a city rich in culture. It offers a variety of museums, galleries, and historical sites. Here, you can immerse yourself in art, history, and science. Below are some of the best cultural attractions in Chicago.
Art Institute Of Chicago
The Art Institute of Chicago is one of the oldest and largest art museums in the United States. It houses over 300,000 works of art. These include famous pieces like American Gothic and Sunday Afternoon on the Island of La Grande Jatte.
Visitors can explore diverse collections. These range from ancient artifacts to modern art. The museum also offers special exhibitions and educational programs.
- Location: 111 S Michigan Ave, Chicago, IL 60603
- Hours: Daily 10 AM – 5 PM, Thursdays until 8 PM
- Website: artic.edu
Field Museum
The Field Museum is a must-visit for history buffs. It is home to the famous T. rex named Sue. This museum offers a deep dive into natural history.
Exhibits cover a wide range of topics. These include ancient civilizations, fossils, and rare gems. There are also interactive exhibits for kids.
| Location | 1400 S Lake Shore Dr, Chicago, IL 60605 |
|---|---|
| Hours | Daily 9 AM – 5 PM |
| Website | fieldmuseum.org |
Outdoor Activities
Chicago offers a variety of outdoor activities that cater to all interests. Whether you love parks, trails, or scenic views, the Windy City has it all. Enjoy the fresh air and explore the city’s beautiful outdoor spaces.
Millennium Park
Millennium Park is a must-visit spot in Chicago. This park features some of the city’s most iconic attractions. One of the highlights is the famous Cloud Gate, also known as “The Bean.” This large, reflective sculpture provides fantastic photo opportunities.
Don’t miss the Crown Fountain. This interactive fountain displays digital images of Chicago residents. Children love to splash in the water here during summer.
Millennium Park also offers free concerts at the Jay Pritzker Pavilion. Enjoy music under the stars in this stunning open-air venue. The park’s lush lawns are perfect for picnics and relaxation.
Lakefront Trail
The Lakefront Trail is a beautiful path along Lake Michigan. This 18-mile trail connects several neighborhoods and parks. It’s ideal for biking, running, or a leisurely stroll.
Along the trail, you can enjoy stunning views of the lake and skyline. There are many spots to stop and take in the scenery. The trail passes through popular areas like Navy Pier and Grant Park.
If you’re a beach lover, visit one of the many beaches along the trail. North Avenue Beach and Oak Street Beach are top choices. These beaches offer swimming, sunbathing, and beach volleyball.
The Lakefront Trail is also home to various outdoor fitness areas. You’ll find spots with exercise equipment and spaces for yoga. It’s a great way to stay active while enjoying the outdoors.
Shopping Destinations
Chicago is a haven for shoppers. The city offers numerous shopping spots. From luxury boutiques to department stores, there’s something for everyone. Let’s explore some of the best places to shop in Chicago.
Magnificent Mile
The Magnificent Mile is Chicago’s premier commercial district. Located on Michigan Avenue, it’s a shopper’s paradise. Here, you’ll find a mix of high-end retailers and popular brands.
- Water Tower Place: This multi-level mall has over 100 stores.
- Nordstrom: A popular spot for fashion enthusiasts.
- Apple Store: Discover the latest tech gadgets here.
Besides shopping, enjoy the stunning architecture. The Magnificent Mile is also home to several top restaurants.
State Street
State Street is another iconic shopping destination. This historic street is located in the Loop community area. It offers a variety of stores ranging from local shops to big-name retailers.
| Store | Highlights |
|---|---|
| Macy’s | One of the largest department stores in the world. |
| Target | Great for budget-friendly shopping. |
| Block 37 | Offers a mix of shops and eateries. |
State Street is perfect for those who enjoy a mix of history and modern shopping. It’s also a great place to find souvenirs.
Food And Dining
Chicago offers a vibrant food scene. The city is famous for its unique dishes. Explore the culinary delights that make Chicago special.
Deep Dish Pizza
Deep dish pizza is a must-try in Chicago. It features a thick crust, lots of cheese, and chunky tomato sauce. The crust is buttery and crunchy. The pizza is baked in a pan, giving it a pie-like appearance. Popular toppings include sausage, pepperoni, and vegetables.
| Restaurant | Location | Specialty |
|---|---|---|
| Lou Malnati’s | Multiple locations | Classic deep dish |
| Giordano’s | Multiple locations | Stuffed deep dish |
| Pequod’s | 2207 N Clybourn Ave | Carmelized crust |
Chicago Hot Dogs
Chicago hot dogs are a local favorite. They are unique and flavorful. The hot dog is topped with mustard, onions, relish, tomatoes, pickles, and sport peppers. A poppy seed bun holds everything together. No ketchup allowed!
- Portillo’s: Known for its classic Chicago-style hot dogs.
- Superdawg: Offers a retro drive-in experience.
- Gene & Jude’s: Famous for their no-frills approach.
Each place offers a different experience. Try them all to find your favorite.
Entertainment Venues
Chicago, Illinois is a hub for some of the most iconic entertainment venues. Whether you love theater, comedy, or live shows, the city offers a plethora of options to satisfy your cravings for fun. Below, we explore some of the best entertainment spots in Chicago.
Chicago Theatre
The Chicago Theatre is a landmark in the heart of the city. Known for its grand marquee, it attracts thousands of visitors each year. The theatre hosts a variety of events, from concerts to Broadway shows.
- Location: 175 N State St, Chicago, IL 60601
- Seating Capacity: 3,600 seats
- Events: Musicals, comedy acts, and live concerts
Built in 1921, the Chicago Theatre boasts a stunning French Baroque interior. Its iconic marquee is a must-see photo op.
Second City
Second City is the birthplace of improvisational comedy. Many famous comedians started their careers here. It remains a hot spot for comedy lovers.
- Location: 1616 N Wells St, Chicago, IL 60614
- Seating Capacity: 300 seats
- Events: Improv shows, sketch comedy, and classes
Founded in 1959, Second City has a rich history. The venue offers both shows and training programs. It’s a great place to laugh and learn about comedy.
Sports Experiences
Chicago, Illinois, is a haven for sports enthusiasts. The city’s rich sports culture offers memorable experiences. Whether you’re a die-hard fan or a casual observer, Chicago’s sports scene has something for everyone.
Wrigley Field
Wrigley Field is one of baseball’s most iconic stadiums. Home to the Chicago Cubs, it offers a unique atmosphere. The ivy-covered outfield walls are a sight to behold. Attending a game here is a must.
- Historic ballpark tours available
- Catch a game and enjoy classic stadium snacks
- Experience the seventh-inning stretch
Don’t miss the chance to explore the surrounding Wrigleyville neighborhood. It’s filled with bars and restaurants perfect for pre- and post-game activities.
United Center
The United Center is another must-visit. It’s the home of the Chicago Bulls and the Chicago Blackhawks. This arena is known for its electric atmosphere.
- Attend a Bulls basketball game
- Cheer on the Blackhawks in an NHL match
- Enjoy concerts and other events
Explore the statues of Michael Jordan and other legends outside the arena. Inside, the venue offers a variety of food and merchandise options.
| Venue | Team | Experience |
|---|---|---|
| Wrigley Field | Chicago Cubs | Baseball games, tours |
| United Center | Chicago Bulls, Chicago Blackhawks | Basketball, Hockey, concerts |
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Hidden Gems
Chicago, Illinois is famous for its tall buildings and deep-dish pizza. But the city has many hidden gems that are less known. These spots offer unique experiences and beautiful sights. Discovering these hidden gems can make your visit to Chicago even more special.
Chicago Riverwalk
The Chicago Riverwalk is a must-see hidden gem. This scenic path runs along the Chicago River. It offers stunning views of the city’s architecture. You can enjoy a peaceful stroll, rent a kayak, or dine at one of the riverside cafes.
- Peaceful stroll along the river
- Stunning city architecture views
- Riverside cafes and restaurants
- Kayak rentals available
There are also many public art installations. These add a touch of culture to your walk. The Riverwalk is a perfect place to relax and enjoy the city’s beauty.
Lincoln Park Conservatory
The Lincoln Park Conservatory is another hidden gem in Chicago. This beautiful glass building houses many exotic plants. It’s located in Lincoln Park, one of the city’s largest green spaces.
Inside the conservatory, you can explore different rooms, each with unique plants. The Palm House, Fern Room, and Orchid House are some of the highlights.
- Palm House: Tall palm trees
- Fern Room: Lush greenery
- Orchid House: Colorful orchids
Admission to the conservatory is free. This makes it a great option for budget-friendly outings. It’s a peaceful retreat from the hustle and bustle of the city.

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Frequently Asked Questions
What Are The Top Attractions In Chicago?
Chicago offers iconic attractions like Millennium Park, Navy Pier, and the Art Institute. Don’t miss Willis Tower’s Skydeck for stunning views. The city’s diverse neighborhoods also offer unique experiences.
Where Can I Enjoy Chicago’s Famous Deep-dish Pizza?
For authentic deep-dish pizza, visit Giordano’s, Lou Malnati’s, or Pequod’s. Each offers a delicious and unique take on this Chicago classic. Make sure to arrive hungry!
What Are The Best Museums In Chicago?
Chicago’s top museums include the Art Institute, Field Museum, and Museum of Science and Industry. Each offers unique exhibits. The Shedd Aquarium is also a must-visit for marine life enthusiasts.
How Can I Explore Chicago’s Architecture?
Take an architecture boat tour on the Chicago River. It’s a popular way to see the city’s famous skyline and learn about its history. Walking tours and bike tours are also great options.
Conclusion
Chicago offers endless activities for all interests. From iconic landmarks to hidden gems, there’s always something new to explore. Plan your visit to experience the best of Chicago. You’ll create unforgettable memories in this vibrant city. Enjoy the rich culture, delicious food, and welcoming atmosphere.
Don’t miss out on Chicago’s unique charm.
