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2-Day Chicago and Bloomington Adventure

2-Day Chicago and Bloomington Adventure Itinerary

Last updated: 2024 Jun 14

Exploring Chicago's Icons

Morning
Start your day with a visit to Millennium Park, where you can admire the iconic Cloud Gate sculpture, also known as 'The Bean.' This park is a must-see for any visitor to Chicago and offers beautiful gardens, art installations, and stunning architecture. After exploring the park, head over to Lou Malnati's Pizzeria for a classic deep-dish pizza experience. This renowned pizzeria is famous for its buttery crust and rich tomato sauce.
Afternoon
In the afternoon, take a stroll along the Chicago Riverwalk. This scenic walkway along the Chicago River offers beautiful views of the city's architecture and is perfect for a leisurely walk or bike ride. For lunch, stop by The Purple Pig, known for its Mediterranean-inspired small plates and extensive wine list.
Evening
End your day with some live music at House of Blues. This iconic venue hosts performances from top artists across various genres. For dinner, enjoy a meal at Girl & the Goat, one of Chicago's most popular restaurants known for its innovative dishes and vibrant atmosphere.
Bedtime
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Cultural Gems in Bloomington

Morning
After arriving in Bloomington via Amtrak, start your day with breakfast at Farm Bloomington, which offers farm-to-table dishes made from locally sourced ingredients. Then, explore the local culture by visiting some of Bloomington's unique attractions.
Afternoon
For lunch, head to Mother Bear's Pizza, a beloved local spot known for its delicious pizzas and cozy atmosphere. Spend your afternoon exploring more of what Bloomington has to offer or simply relax at one of its many parks.
Evening
In the evening, dine at The Irish Lion Restaurant & Pub, which serves hearty Irish fare in a historic setting. Enjoy traditional dishes like shepherd's pie or fish and chips while soaking in the pub's charming ambiance.
Bedtime
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