5-Day Chicago Highlights and Culinary Delights Itinerary

Begin at the world-renowned Art Institute of Chicago, exploring its vast collection. For breakfast, indulge in the ambiance of Palmer House Hilton [28057], where you can enjoy a sumptuous meal in historic surroundings.

After the art, take a leisurely walk to Millennium Park to see the famous Cloud Gate (The Bean) and the Crown Fountain. For lunch, head to Gilt Bar for a sophisticated yet casual dining experience.

As the sun sets, experience the vibrant performances at the Chicago Theatre or opt for a more tranquil evening at the Chicago Cultural Center. Conclude with a dinner at Cindy's Rooftop, offering both exquisite cuisine and a panoramic view of the city.

Enjoy the morning at the serene Lincoln Park & Zoo, followed by a hearty breakfast at Elephant & Castle in the Lincoln Park area.

Spend the afternoon exploring the wonders of the Shedd Aquarium and the Adler Planetarium on the Museum Campus. For lunch, visit Sweetwater Tavern & Grille (Michigan Plaza - Chicago) for a classic Chicago meal.

Take a relaxing walk at the Navy Pier, enjoying the lake breeze and the various attractions. Dine at Billy Goat Tavern (Millennium Park) for a taste of local legend, then cap off the night with a ride on the Centennial Wheel for stunning views of the city and Lake Michigan.

Embark on an architectural cruise along the Chicago River, learning about the city's famous buildings. For breakfast, head to FireLake Grill House and Cocktail Bar for a hearty start to the day.

After the cruise, take a walk down the Magnificent Mile, exploring the upscale shops and iconic landmarks. For lunch, enjoy the contemporary American cuisine at About Last Knife.

Experience the city's skyline from the Skydeck Chicago at Willis Tower (Sears Tower), then have a memorable dinner at Venteux Brasserie, Cafe & Oyster Bar in the River North area.

Start with a visit to the historic Wrigley Field, home of the Chicago Cubs. Enjoy breakfast at Miller's Pub, a classic Chicago spot with a warm atmosphere.

Spend the afternoon at Grant Park, visiting the Field Museum to explore natural history and the Museum of Science and Industry for interactive exhibits. For lunch, head to 312 Chicago for a modern take on classic dishes.

Conclude your trip with a visit to the Chicago Pedway, a unique underground network, and a delightful dinner at South Branch Tavern & Grille (The Loop - Chicago).