Things to do in Chicago

More about Chicago

About Chicago, the Windy City

Chicago, Illinois – a city that truly lives up to its nickname, the Windy City! But it's not just the breeze that'll sweep you off your feet. This Midwestern marvel boasts a unique blend of architectural wonders, vibrant arts scenes, and a seriously delicious food culture. Think stunning skyscrapers piercing the skyline, alongside charming neighbourhoods brimming with character. From world-class museums to lively blues clubs, Chicago offers a diverse experience that'll leave you wanting more. Get ready for a trip that's as exciting as it is unforgettable, easily planned with Traveloka, Southeast Asia’s leading travel platform, offering extensive transportation options like flights, car rentals, and airport transfers.

Top Attractions & Must-Visit Places in Chicago

Iconic Landmarks

• Millennium Park: Home to the iconic Cloud Gate ("The Bean"), Crown Fountain, and Lurie Garden – perfect for Insta-worthy shots!
• Navy Pier: A classic Chicago experience with Ferris wheel rides, restaurants, and stunning lake views.
• Willis Tower (formerly Sears Tower): Ascend to the top for breathtaking panoramic views of the city and Lake Michigan.

Cultural Gems

• Art Institute of Chicago: Explore a world-renowned collection of art, from Impressionist masterpieces to ancient artifacts.
• Museum of Science and Industry: A fantastic interactive museum perfect for all ages.
• Field Museum: Discover Sue, the largest, most complete Tyrannosaurus Rex fossil ever found!

What Makes Chicago Unmissable?

Chicago's magic lies in its blend of old and new. The city's impressive architecture showcases a stunning evolution of styles, from the grand Beaux-Arts buildings to the sleek modern skyscrapers. Beyond the iconic landmarks, explore the hidden alleyways, discover vibrant street art, and soak up the friendly atmosphere of local neighbourhoods. The city's diverse culinary scene, from deep-dish pizza to gourmet burgers, is another major drawcard. And let's not forget the stunning lakefront, perfect for a relaxing stroll or a thrilling boat tour.

The Ultimate Chicago Bucket List

1. Catch a Cubs game at Wrigley Field (a true Chicago experience).
2. Take an architectural boat tour on the Chicago River.
3. Explore the vibrant street art in Pilsen.
4. Indulge in a deep-dish pizza feast.
5. Wander through Lincoln Park Zoo (it's free!).
6. Visit the stunning Garfield Park Conservatory.
7. Experience a blues show in Lincoln Park.

Best Zones & Areas to Explore in Chicago

Chicago is a city of neighbourhoods, each with its own unique personality. The Loop is the bustling heart of the city, while Wicker Park and Bucktown offer trendy boutiques and cool cafes. Lincoln Park is perfect for a relaxing stroll along the lakefront, while Wrigleyville is buzzing with energy, especially during baseball season. Pilsen is a vibrant Mexican-American neighbourhood known for its colourful murals and delicious food.

Best Areas for Different Travellers in Chicago

• Solo Travellers: Wicker Park/Bucktown for trendy vibes and independent cafes.
• Families: Lincoln Park with its zoo, conservatory, and lakefront.
• Adventure Seekers: Explore the city's diverse neighbourhoods on foot or by bike.
• Luxury Lovers: The Gold Coast offers high-end shopping and elegant hotels.

Eat Like a Local: Must-Try Foods in Chicago

• Deep-dish pizza: A Chicago classic – you haven't truly experienced Chicago until you've tried it!
• Chicago-style hot dog: A simple but iconic street food.
• Italian beef sandwich: Juicy roast beef, giardiniera peppers, and au jus – a flavour explosion!
• Garrett Popcorn Shops: Famous for their caramel crisp mix.

Festivals, Events & Local Traditions in Chicago

Chicago hosts numerous festivals throughout the year, celebrating everything from food and music to art and culture. Check local event listings closer to your travel dates for the latest happenings. Look out for events around the lakefront and in various neighbourhoods.

When’s the Best Time to Go?

Summer (June-August) offers warm weather perfect for exploring the city and enjoying outdoor activities. However, it's also the busiest and most expensive time to visit. Spring (April-May) and Autumn (September-October) offer pleasant temperatures and fewer crowds. Winter (November-March) can be cold, but offers a unique charm and festive events.

Transportation Options in Chicago

Chicago boasts an extensive public transportation system, including the 'L' train (elevated train) and buses, making it easy to get around. Walking is also a great way to explore many neighbourhoods. Consider purchasing a day or multi-day pass for cost-effective travel. Traveloka can assist with airport transfers and car rentals for added convenience.

Shopping Highlights

From high-end boutiques on Michigan Avenue to independent shops in Wicker Park and vintage finds in Pilsen, Chicago offers a diverse shopping experience. Don't forget to pick up some local souvenirs to remember your trip!

Hidden Gems & Off-the-Beaten-Path Spots

Venture beyond the main tourist attractions to discover Chicago's hidden gems. Explore the charming streets of Ukrainian Village, discover the unique shops and cafes of Andersonville, or take a stroll through the beautiful Lincoln Park Conservatory.

Staying Connected in Chicago

Staying connected is easy in Chicago with readily available Wi-Fi in many cafes, hotels, and public spaces. Ensure your phone is unlocked or purchase a local SIM card for convenient mobile data.

Final Call: Is Chicago Your Next Trip?

With its stunning architecture, vibrant culture, and delicious food scene, Chicago is a city that truly has it all. Whether you're a seasoned traveller or a first-time explorer, Chicago promises an unforgettable adventure. Start planning your trip today with Traveloka, and let the Windy City blow you away!