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Weekend Getaway in Chicago Itinerary
Last updated: 2024 Jun 14Exploring the Heart of Chicago
Morning
Start your day with a hearty breakfast at Little Goat Diner. Then, head over to the Skydeck Chicago at Willis Tower (Sears Tower) for a breathtaking view of the city. Next, stroll along the Chicago Riverwalk and enjoy the beautiful Chicago River .
Afternoon
Grab a quick lunch at Portillo's Hot Dogs before exploring the Art Institute of Chicago. Afterward, take a leisurely walk in the Millennium Park and don't forget to take a selfie with the famous "Bean".
Evening
For dinner, head to Girl & the Goat for some delicious dishes. End your day with a show at the iconic Chicago Theatre.
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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4.72Chicago Riverwalk
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4.72
Chicago Riverwalk
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4.61Art Institute of Chicago
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4.61
Art Institute of Chicago
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4.69Millennium Park
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4.69
Millennium Park
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4.71Chicago Theatre
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4.71
Chicago Theatre
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Immersing in Chicago's Culture and History
Morning
Kick off your day with breakfast at Eataly Chicago. Then, visit the Field Museum to learn about natural history. Continue your museum tour with a visit to the Shedd Aquarium and the Adler Planetarium.
Afternoon
Enjoy a Chicago-style pizza for lunch at Lou Malnati's Pizzeria. After lunch, take a stroll in the Grant Park and visit the Chicago Cultural Center.
4.56Field Museum
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4.56
Field Museum
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4.75Shedd Aquarium
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4.75
Shedd Aquarium
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4.61Adler Planetarium
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4.61
Adler Planetarium
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4.70Grant Park
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4.70
Grant Park
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4.71Chicago Cultural Center
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4.71
Chicago Cultural Center
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4.48Navy Pier
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4.48
Navy Pier
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Sports and Shopping in Chicago
Morning
Start your day with breakfast at The Publican. Then, visit the Wrigley Field for a tour of this historic baseball stadium. Next, head to the United Center to see the home of the Chicago Bulls and Blackhawks.
Afternoon
Have lunch at Big Star before spending the afternoon shopping on The Magnificent Mile. Make sure to visit the Water Tower Place for a variety of shopping options.
Evening
For your final dinner in Chicago, head to Alinea for a unique dining experience. After dinner, enjoy a leisurely walk in the Chicago Loop to end your weekend getaway in Chicago.
Bedtime
Find amazing hotels in Chicago.
4.86Wrigley Field
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4.86
Wrigley Field
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4.86United Center
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4.86
United Center
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4.65The Magnificent Mile
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4.65
The Magnificent Mile
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4.62Water Tower Place
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4.62
Water Tower Place
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4.83Chicago Loop
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4.83
Chicago Loop
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