Chicago, famously known as The Windy City, is an essential destination for any traveler. Discover why as we explore its iconic landmarks and hidden gems, revealing a city that offers something for everyone.
Architecture Aficionados:
Take a tour to see Chicago’s architectural wonders! Chicago has a stunning skyline, showcasing the evolution of architectural styles from the Art Deco Wrigley Building to the modern Willis Tower. Take a river cruise for a unique perspective on the city’s architectural wonders, or join a walking tour led by a passionate local who can share the stories behind the structures.
Bean There, Done That?
Of course, no trip to Chicago is complete without snapping a selfie with Cloud Gate, aka “The Bean.” But don’t stop there! Explore Millennium Park, home to stunning sculptures like Anish Kapoor’s Cloud Gate and the Crown Fountain by Jaume Plensa. Millennium Park also offers stunning green spaces perfect for a picnic lunch or a relaxing afternoon people-watching.
Landmarks & Bites:
Wander through the Magnificent Mile, lined with high-end shops and iconic landmarks like the Tribune Tower. Here you can also find the world’s largest Starbucks – The Starbucks Reserve Roastery, so make sure to stop by and check out this immersive experience! You can also refuel with a deep-dish pizza, which was invented by Nancy’s Pizzeria, a Chicago-style hot dog (with all the toppings!), or a delicious Garrett Popcorn Mix.
Chicago’s skyline is one of a kind, and the city is filled with rooftops that showcase the beauty of the city from above. Some rooftops that not only offer great views but also have great cuisine are:
- Cabra: Known for its vibrant Peruvian-inspired dishes, including ceviche and anticuchos.
- Bar Avec: Famous for its Mediterranean small plates and wood-fired fare.
- Kennedy Rooftop: Offers a variety of American classics, including gourmet burgers and shareable appetizers.
- Miru: Specializes in contemporary Japanese cuisine, featuring sushi and robata-grilled items.
- LondonHouse: Renowned for its upscale American cuisine and craft cocktails, perfect for pairing with the stunning views.
Hidden Gems:
Discover some of Chicago’s vibrant neighborhoods. Explore Pilsen’s colorful murals and authentic Mexican cuisine, or delve into the rich history of Bronzeville with a visit to the DuSable Museum of African American History. Don’t miss the Garfield Park Conservatory, a hidden oasis filled with exotic plants and flowers, or Wicker Park, a trendy neighborhood known for its independent boutiques, art galleries, and restaurants.
Nightlife:
As the sun sets, Chicago’s nightlife scene comes alive. Discover hidden speakeasies with handcrafted cocktails and live jazz music. Chicago’s love affair with jazz began in the early 1920s, during Prohibition. Speakeasies flourished, offering at the time illegal liquor and a space for African American musicians to thrive. Legends like Louis Armstrong and Earl Hines honed their craft in these hidden clubs, creating a unique sound that blended blues and ragtime. Today, the Windy City continues to be a jazz haven. Catch the sounds of the past at historic speakeasies like The Violet Hour, The Drifter, or Blind Barber, all known for their intimate settings, innovative cocktails, and top-notch live jazz acts. Chicago’s nightlife scene caters to every taste, so you’re sure to find something to keep you entertained after dark.