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3-Day Chicago Getaway

3-Day Chicago Getaway Itinerary

Last updated: 2024 Jun 14

Iconic Chicago Landmarks

Morning
Start your day with a visit to Millennium Park, home to the iconic Cloud Gate sculpture, also known as 'The Bean.' This park is a must-see for any first-time visitor to Chicago. After exploring the park, head over to Wildberry Pancakes and Cafe for a delicious breakfast that will fuel you for the rest of the day.
Afternoon
In the afternoon, take part in the Chicago Architecture River Cruise Skip-the-Ticket Line. This cruise offers an in-depth look at Chicago's stunning architecture from the unique vantage point of the river. Afterward, explore The Magnificent Mile, a bustling area filled with shops and restaurants. For lunch, stop by Giordano's to try some famous Chicago deep-dish pizza.
Evening
End your day with a visit to Navy Pier, where you can enjoy various attractions and beautiful views of Lake Michigan. Don't miss out on riding the Ferris wheel for a spectacular view of the city skyline. For dinner, dine at Riva Crabhouse, which offers delicious seafood and stunning waterfront views.
Bedtime
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Cultural and Historical Gems

Morning
Begin your second day at Field Museum, one of the largest natural history museums in the world. Spend your morning exploring its vast exhibits, including Sue, the most complete T-Rex skeleton ever discovered. For breakfast, visit Yolk, known for its hearty breakfast options.
Afternoon
After lunch at The Gage, head over to Art Institute of Chicago. This renowned museum houses an impressive collection of art from around the world. Make sure to see iconic pieces like Grant Wood's 'American Gothic' and Georges Seurat's 'A Sunday on La Grande Jatte.' In addition, participate in the Chicago Art Institute Skip-the-Line Tour with Guide for an enriched experience.
Evening
In the evening, explore Chicago Riverwalk, a scenic promenade along the river that offers dining options and entertainment. Enjoy dinner at City Winery, where you can savor delicious food while enjoying live music.
Bedtime
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Adventure and Entertainment

Morning
Kick off your final day with an exciting adventure on an Amazing Lakefront Segway Tour of Chicago. Glide along Chicago's beautiful lakefront while learning about its history from your guide. For breakfast, stop by Lou Mitchell's, a classic diner that's been serving up hearty breakfasts since 1923.
Afternoon
Spend your afternoon visiting one of Chicago's most famous landmarks: Skydeck Chicago at Willis Tower (Sears Tower). Take in breathtaking views from one of the tallest buildings in North America. Afterward, have lunch at The Dearborn, which offers modern American cuisine in a stylish setting.
Evening
Conclude your trip with an evening at House of Blues. Enjoy live music performances while dining on Southern-inspired dishes. It's a perfect way to end your three-day getaway in Chicago.
Bedtime
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Amazing Lakefront Segway Tour of Chicago

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Skydeck Chicago at Willis Tower (Sears Tower)

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