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2-Day Adventure in Chicago and Bloomington Itinerary
Last updated: 2024 Jun 14Exploring the Windy City
Morning
Start your day with a hearty breakfast at Lou Malnati's Pizzeria, famous for its deep-dish pizza. Afterward, head to Millennium Park, where you can admire the iconic Cloud Gate sculpture and enjoy a leisurely stroll through the park.
Afternoon
For lunch, visit The Purple Pig, known for its delicious Mediterranean-inspired dishes. Afterward, explore the Art Institute of Chicago, one of the oldest and largest art museums in the United States. Spend a few hours immersing yourself in its vast collection of artworks.
Evening
In the evening, dine at Girl & the Goat, a popular restaurant offering innovative small plates. After dinner, catch a live music performance at House of Blues, where you can enjoy a vibrant atmosphere and great tunes.
Bedtime
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4.69Millennium Park
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4.61Art Institute of Chicago
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Journey to Bloomington
Morning
Begin your day with breakfast at Portillo's Hot Dogs before heading to Union Station to catch your Amtrak train to Bloomington. Enjoy the scenic ride as you travel from Chicago to Bloomington.
Afternoon
Upon arrival in Bloomington, have lunch at Farm Bloomington, which offers farm-to-table cuisine with fresh local ingredients. Afterward, explore Indiana University’s beautiful campus or visit one of the local museums such as the Eskenazi Museum of Art.
Evening
For dinner, head to Upland Brewing Company where you can enjoy craft beers and delicious pub fare. End your day with a relaxing walk around downtown Bloomington or catch some live music at one of the local venues.
Bedtime
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