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Roam Around

3-Day Chicago Adventure Itinerary

Last updated: 2024 Jun 14

Exploring the Heart of Chicago

Morning

Start your day with a visit to Millennium Park, where you can marvel at the iconic Cloud Gate sculpture and enjoy the lush greenery. For breakfast, head to Lou Malnati's Pizzeria for a taste of Chicago's famous deep-dish pizza.

Afternoon

After exploring Millennium Park, take a short walk to The Art Institute of Chicago. Spend a few hours admiring its vast collection of artworks. For lunch, dine at The Purple Pig, known for its delicious Mediterranean-inspired dishes.

Evening

In the evening, stroll along Chicago Riverwalk and enjoy the beautiful views of the city skyline. For dinner, make your way to Girl & The Goat, one of Chicago's most popular restaurants.

Bedtime

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Cultural and Historical Highlights

Morning

Begin your day with a visit to Skydeck Chicago at Willis Tower (Sears Tower). Enjoy breathtaking views from one of the tallest buildings in the world. For breakfast or brunch, stop by Au Cheval for their famous burgers.

Afternoon

Next, head over to Field Museum and spend a few hours exploring its fascinating exhibits. For lunch, try some classic Italian dishes at RPM Italian.

Evening

In the evening, catch a show at the historic Chicago Theatre. Afterward, have dinner at Bavette's Bar & Boeuf, known for its excellent steaks and cocktails.

Bedtime

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Nature and Science Extravaganza

Morning

Start your day with a visit to Lincoln Park & Zoo, one of the oldest zoos in North America. It's perfect for a morning stroll. Grab breakfast nearby at Quartino Ristorante & Wine Bar, offering delightful Italian pastries.

Afternoon

Afterward, head over to the impressive Museum of Science and Industry. Spend several hours exploring its interactive exhibits. For lunch nearby try some BBQ delights at Smoque BBQ.

Evening

End your trip with an evening visit to the iconic Navy Pier. Enjoy rides and attractions before dining at Gene & Georgetti, one of Chicago's oldest steakhouses.

Bedtime

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