Chicago's Iconic Landmarks, Green Spaces, and Jazz Joints Itinerary

Embrace the morning with a visit to the Art Institute of Chicago, home to an impressive collection of art spanning centuries. For breakfast, enjoy a hearty meal at Wildberry Pancakes and Cafe - Prudential Plaza, known for its delectable pancake varieties.

Stroll along the picturesque Chicago Riverwalk and then take an architectural boat tour to admire the city's skyline and learn about its famous buildings. For lunch, head to The Purple Pig, a popular spot for Mediterranean-inspired dishes.

Immerse yourself in the vibrant atmosphere of Navy Pier, where you can enjoy entertainment, rides, and stunning views of Lake Michigan. Dine at The Signature Room at the 95th, a restaurant with a breathtaking view of the city, and savor a sophisticated meal.

Spend your morning exploring the natural world at the Shedd Aquarium, home to a diverse range of marine life. Enjoy a refreshing breakfast at Yolk - Streeterville, known for its creative egg dishes and fresh juices.

After the aquarium, take a short walk to the Field Museum to delve into the world of natural history. For lunch, visit The Berghoff Restaurant, a historic establishment serving classic German cuisine and a wide selection of beers.

Conclude your day with a leisurely walk through Grant Park, also known as Chicago's "front yard." For dinner, experience the elegance of Alinea, a three-Michelin-star restaurant offering a multi-sensory dining experience.

Begin your day with a visit to the historic Wrigley Field, the iconic home of the Chicago Cubs. Enjoy a breakfast sandwich at Beatrix - Streeterville, known for its healthy and flavorful options, to fuel up for the morning.

Spend your afternoon at the expansive Lincoln Park & Zoo, where you can admire a wide variety of animals and explore the park's natural beauty. For a classic Chicago lunch, head to The Wiener's Circle and savor their famous hot dogs in a lively atmosphere.

Conclude your day with a relaxing evening at South Pond in Lincoln Park Zoo, where you can take a peaceful stroll and enjoy the skyline. Then, immerse yourself in the vibrant jazz scene of Chicago with live music at Green Mill, a historic speakeasy known for its legendary performances.

Explore the vibrant neighborhood of Wicker Park, known for its unique shops and street art. Start your day with a delicious breakfast at Dove's Luncheonette, where you can enjoy a mix of Southern-inspired dishes and classic comfort food.

After breakfast, take a walk to the historic Robie House, designed by Frank Lloyd Wright. Then, spend the rest of your afternoon browsing the boutiques and vintage stores in the area. For lunch, stop by Big Star, a popular spot for tacos and margaritas.

End your trip with a memorable dinner at Au Cheval, famous for its mouthwatering burgers and upscale diner atmosphere. After dinner, take a walk through the lively streets of Wicker Park and enjoy the local nightlife.