Chicago 3 days

Explore Chicago's world-renowned architecture through interactive exhibits and models. Learn about the city's iconic skyscrapers and design history.

• Book tickets online in advance.
• Consider a guided architecture boat tour departing from nearby.
• Check for special exhibits or talks.

Stroll along the scenic Chicago Riverwalk, offering stunning views of the city's architecture from water level. Enjoy a variety of cafes and restaurants lining the path.

• Great photo opportunities, especially of the bridges.
• Can be a starting point for boat tours.

Experience a Chicago institution known for its classic American cuisine and historic ambiance. Founded in 1898, it offers a taste of old-world charm.

• Try their famous Reuben sandwich or Wiener Schnitzel.
• Reservations recommended for dinner.

Catch a baseball game at the iconic Wrigley Field, one of the oldest ballparks in Major League Baseball. Experience the electric atmosphere and classic American pastime.

• Check the Cubs schedule and book tickets well in advance.
• The surrounding Wrigleyville neighborhood has many bars and restaurants.

Home to a vast collection of Impressionist and Post-Impressionist masterpieces, along with American art and contemporary works. It's one of the oldest and largest art museums in the United States.

• Allocate at least 3 hours to see the highlights.
• Don't miss 'A Sunday on La Grande Jatte' by Seurat or the Thorne Miniature Rooms.

A vibrant urban park featuring public art, gardens, and ice skating in winter. It's most famous for 'The Bean' (Cloud Gate) and the Crown Fountain.

• Take photos reflecting the city skyline in Cloud Gate.
• The Pritzker Pavilion hosts free concerts and events in summer.

Enjoy panoramic views of Millennium Park, Lake Michigan, and the city skyline from this popular rooftop bar. Sip craft cocktails and enjoy small bites.

• Reservations are highly recommended, especially for sunset.
• Can get crowded; consider a weekday visit if possible.

A critically acclaimed restaurant by Chef Stephanie Izard, offering inventive, globally inspired dishes meant for sharing. Known for its lively atmosphere and creative menu.

• Book reservations months in advance; they are notoriously hard to get.
• The menu changes seasonally, but many signature dishes remain.

One of the oldest continuously operating zoos in North America, offering free admission. It's set within the beautiful Lincoln Park, featuring diverse animal exhibits.

• Combine with a visit to the nearby Lincoln Park Conservatory.
• Check for feeding times or keeper talks.

A popular spot on the Lake Michigan shoreline, known for its iconic beach house and views of the city skyline. Enjoy a walk along the lakefront path or relax by the water.

• Rent bikes to explore the lakefront trail.
• The beach house has concessions and restrooms.

Explore the charming streets of Old Town, known for its Victorian architecture, boutique shops, and historic theaters like The Second City. It offers a more intimate urban experience.

• Wander down Wells Street for a variety of dining and shopping options.
• Consider catching a comedy show at The Second City.

Famous for its deep-dish pizza with a caramelized crust, Pequod's offers a unique and delicious Chicago pizza experience. Expect a casual, lively atmosphere.

• The caramelized crust is the signature; don't miss it.
• Can have a wait, especially on weekends; consider going slightly off-peak.