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2 Days of Musical Traditions in Chicago

2 Days of Musical Traditions in Chicago Itinerary

Last updated: 2024 Jun 14

Exploring Chicago's Musical Roots

Morning
Start your day with a hearty breakfast at Au Cheval, known for its delicious breakfast options and one of the best burgers in the city. Afterward, head to Millennium Park to enjoy the beautiful surroundings and perhaps catch some live music or street performances.
Afternoon
In the afternoon, visit Chicago Cultural Center, which often hosts free concerts and events. It's a great place to immerse yourself in Chicago's rich musical heritage. For lunch, stop by The Purple Pig for some Mediterranean-inspired dishes.
Evening
End your day with an unforgettable experience at House of Blues. Enjoy dinner and live music in this iconic venue that has hosted countless legendary performances. The atmosphere is electric, making it a perfect way to wrap up your first day.
Bedtime
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Jazz and Blues Extravaganza

Morning
Begin your second day with a visit to Grant Park, where you can take a leisurely stroll and enjoy the serene environment. For breakfast, try Lou Malnati's Pizzeria, famous for its deep-dish pizza which is a must-try when in Chicago.
Afternoon
In the afternoon, explore the vibrant neighborhood around The Magnificent Mile. This area is filled with shops, cafes, and street performers. Have lunch at Portillo's Hot Dogs to taste some classic Chicago-style hot dogs.
Evening
Conclude your trip with an evening at the renowned jazz club, The Green Mill Cocktail Lounge (not on wishlist but highly recommended). This historic venue has been a cornerstone of Chicago's jazz scene since 1907. Enjoy dinner at Girl & the Goat before heading over for an evening of soulful jazz.
Bedtime
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