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3 Days in Chicago Itinerary
Last updated: 2024 Jun 14Romantic Start in Chicago
Morning
Start your day with a visit to Millennium Park. This iconic park is home to the famous Cloud Gate sculpture (The Bean), where you can take romantic photos and enjoy a leisurely walk through the beautiful gardens. For breakfast, head to Lou Malnati's Pizzeria for their famous deep-dish pizza.
Afternoon
In the afternoon, explore The Magnificent Mile, Chicago's premier commercial district. Stroll hand-in-hand along this bustling street, lined with shops, boutiques, and cafes. Stop for lunch at The Purple Pig, known for its delicious Mediterranean-inspired dishes.
Evening
End your day with a visit to Chicago Riverwalk. This scenic waterfront area is perfect for a romantic evening stroll. For dinner, dine at Girl & the Goat, one of Chicago's most celebrated restaurants.
Bedtime
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4.69Millennium Park
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4.69
Millennium Park
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4.65The Magnificent Mile
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4.65
The Magnificent Mile
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4.72Chicago Riverwalk
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4.72
Chicago Riverwalk
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Iconic Landmarks and Fun Experiences
Morning
Begin your day with a trip to Skydeck Chicago at Willis Tower (Sears Tower). Enjoy breathtaking views of the city from one of the tallest buildings in the world. For breakfast, stop by Au Cheval, renowned for its mouthwatering burgers.
Afternoon
Afterward, head to Art Institute of Chicago, one of the oldest and largest art museums in the United States. Spend a few hours exploring its extensive collection of artworks. For lunch, visit Frontera Grill, offering delicious Mexican cuisine.
Evening
In the evening, make your way to Navy Pier, a lively entertainment destination on Lake Michigan. Enjoy rides, games, and live performances. For dinner, savor some seafood at Joe's Seafood, Prime Steak & Stone Crab.
Bedtime
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4.27Skydeck Chicago at Willis Tower (Sears Tower)
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4.27
Skydeck Chicago at Willis Tower (Sears Tower)
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4.61Art Institute of Chicago
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4.61
Art Institute of Chicago
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4.48Navy Pier
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4.48
Navy Pier
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Cultural Gems and Hidden Treasures
Morning
Start your day with a visit to Field Museum, where you can explore fascinating exhibits on natural history and science. Have breakfast at Smoque BBQ, known for its delectable barbecue dishes.
Afternoon
Next, head to Adler Planetarium for an out-of-this-world experience exploring space exhibits and enjoying stunning views of Lake Michigan. For lunch, stop by Portillo's Hot Dogs for some classic Chicago-style hot dogs.
Evening
Conclude your trip with an evening at the historic Chicago Theatre. Catch a show or simply admire its stunning architecture. For dinner, indulge in fine dining at Alinea, one of Chicago's most acclaimed restaurants.
Bedtime
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4.56Field Museum
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4.56
Field Museum
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4.61Adler Planetarium
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4.61
Adler Planetarium
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4.71Chicago Theatre
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4.71
Chicago Theatre
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