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Weekend Getaway to Chicago: A City of Wonders Itinerary
Last updated: 2024 Jun 14Chicago's Architectural Wonders and Iconic Landmarks
Morning
Kick off your Chicago adventure with a hearty breakfast at Lou Malnati's Pizzeria. Then, head to Skydeck Chicago at Willis Tower (Sears Tower) for a breathtaking view of the city. Don't forget to step onto the glass ledge if you dare!
Afternoon
Grab a quick lunch at The Purple Pig before heading to The Magnificent Mile for some shopping. Then, take a stroll along the Chicago Riverwalk and admire the city's stunning architecture, including the Wrigley Building, Marina City, and Tribune Tower.
Evening
As the day winds down, enjoy a delicious dinner at Alinea, one of Chicago's finest restaurants. After dinner, catch a show at the historic Chicago Theatre to end your day on a high note.
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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4.65The 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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4.39Wrigley Building
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4.39
Wrigley Building
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4.84Marina City
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4.84
Marina City
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4.61Tribune Tower
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4.61
Tribune Tower
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4.71Chicago Theatre
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4.71
Chicago Theatre
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Exploring Chicago's Rich History and Vibrant Culture
Morning
Start your day with a delicious breakfast at Girl & the Goat. Then, immerse yourself in Chicago's rich history and culture at the Art Institute of Chicago and the Chicago Cultural Center.
Afternoon
After a light lunch at Au Cheval, head to Field Museum to explore the world's wonders. Then, visit the Adler Planetarium and Shedd Aquarium for an afternoon of discovery.
Evening
For dinner, head to Gibsons Bar & Steakhouse for a classic Chicago steak. After dinner, take a leisurely walk in Grant Park and enjoy the city lights reflecting off the Chicago River.
Bedtime
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4.61Art Institute of Chicago
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4.61
Art Institute of Chicago
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4.71Chicago Cultural Center
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4.71
Chicago Cultural Center
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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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4.75Shedd Aquarium
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4.75
Shedd Aquarium
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4.70Grant Park
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4.70
Grant Park
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4.61Chicago River
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4.61
Chicago River
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A Day of Fun and Excitement in Chicago
Morning
Afternoon
Grab a quick lunch at Portillo's Hot Dogs before heading to Wrigley Field for a classic Chicago Cubs baseball game. Then, explore Lincoln Park & Zoo for a relaxing afternoon.
Evening
End your weekend getaway with a delicious dinner at Giordano's, known for its deep-dish pizza. After dinner, take a stroll through Millennium Park and snap a selfie with the famous Cloud Gate sculpture, also known as "The Bean".
Bedtime
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4.48Navy Pier
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4.48
Navy Pier
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4.86Wrigley Field
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4.86
Wrigley Field
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4.29Lincoln Park & Zoo
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4.29
Lincoln Park & Zoo
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4.69Millennium Park
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4.69
Millennium Park
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