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Weekend Getaway to Chicago: A City of Wonders

Weekend Getaway to Chicago: A City of Wonders Itinerary

Last updated: 2024 Jun 14

Chicago'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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Visit Skydeck Chicago at Willis Tower (Sears Tower) in Chicago
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Skydeck Chicago at Willis Tower (Sears Tower)

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Visit The Magnificent Mile in Chicago
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The Magnificent Mile

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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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Visit Art Institute of Chicago in Chicago
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Art Institute of Chicago

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Chicago Cultural Center

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A Day of Fun and Excitement in Chicago

Morning
Start your day with a breakfast at Xoco, then head to Navy Pier for a morning of fun. Take a ride on the iconic Ferris wheel and enjoy the stunning views of the city and Lake Michigan.
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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Visit Navy Pier in Chicago
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Navy Pier

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Visit Wrigley Field in Chicago
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Wrigley Field

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