Chicago

Discovering the Windy City: A Traveler’s Guide to Chicago

Chicago, the third-largest city in the United States, is a world-class destination that offers something for everyone. From its stunning architecture and beautiful lakeshore to its vibrant cultural scene and mouth-watering culinary delights, Chi-Town (as locals affectionately call it) is a must-visit destination for any traveler.

Where to Visit

Millennium Park

Start your Chicago adventure at Millennium Park, one of the city’s most iconic attractions. Take a stroll through the beautiful Lurie Garden, snap a photo in front of the “Cloud Gate” sculpture (also known as “The Bean”), and catch a free outdoor concert or movie during the summer months.

Willis Tower (formerly Sears Tower)

For panoramic views of the city, head to the Skydeck on the 103rd floor of the Willis Tower. On a clear day, you can see up to four states from this dizzying height!

The Art Institute of Chicago

Art lovers won’t want to miss the world-renowned Art Institute of Chicago, which boasts an impressive collection of Impressionist, Post-Impressionist, and American art.

This lakefront attraction offers boat cruises, an amusement park, and entertainment options galore. Catch a show at the Chicago Shakespeare Theater or enjoy the views from the Crystal Gardens indoor botanical garden.

Wrigley Field

Even if you’re not a baseball fan, a visit to historic Wrigley Field is a must. Take a guided tour of the stadium, which includes a visit to the press box and the iconic scoreboard.

Where to Eat

Deep-Dish Pizza

You can’t leave Chicago without trying a slice (or three) of its famous deep-dish pizza. Try Lou Malnati’s, Pequod’s, or Gino’s East for an authentic experience.

Alinea

For a truly unique dining experience, book a table at Alinea, a Michelin three-star restaurant known for its avant-garde and experimental cuisine.

Girl & the Goat

Top Chef winner Stephanie Izard’s Mediterranean-inspired eatery is a must-visit for foodies. Be sure to try the wood-fired seafood dishes and creative cocktails.

Portillo’s

This Chicago institution has been serving up hot dogs, Italian beef sandwiches, and chocolate cake since 1963. Don’t miss it!

Where to Stay

The Langham Chicago

For a luxurious stay in the heart of downtown, book a room at The Langham Chicago, which offers stunning views of the city skyline.

The Wit Hotel

This trendy boutique hotel is located in the vibrant River North neighborhood and features stylish rooms and a rooftop lounge with great city views.

Airbnb Options

Consider staying in a charming neighborhood like Logan Square or Wicker Park, where you can find unique apartments and houses through Airbnb.

Activities and Events

Take an Architecture River Cruise

Learn about Chicago’s rich architectural history on a guided cruise along the Chicago River.

Explore the 606 Elevated Trail

This former rail line turned park offers great views of the city and is perfect for walking, jogging, or biking.

Attend a Festival

Chicago hosts many world-class festivals throughout the year, including Lollapalooza, Pitchfork Music Festival, and the Taste of Chicago.

Take in a Show at Second City

This legendary comedy club has launched the careers of many famous comedians, including Bill Murray, Tina Fey, and Amy Poehler.

Insider Tips

  • Purchase a Chicago CityPASS for discounted admission to many top attractions.
  • Use public transportation or ride-share services to get around the city – parking can be a challenge!
  • Don’t forget to try some of Chicago’s famous craft beer scene, with breweries like Lagunitas and Half Acre.

Conclusion

Chicago is a city that has something for everyone. From its stunning architecture and beautiful lakeshore to its vibrant cultural scene and mouth-watering culinary delights, Chi-Town is a must-visit destination for any traveler. Whether you’re interested in history, art, food, or entertainment, Chicago has it all. So pack your bags, grab your camera, and get ready to discover the Windy City!