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7 Days in Chicago Iconic Spots Itinerary
Last updated: 2024 Jun 26Exploring the Heart of Chicago
Morning
Start your first day in Chicago with a visit to Millennium Park. This iconic park is home to the famous Cloud Gate sculpture, also known as 'The Bean.' It's a perfect spot for some morning photos and a leisurely stroll. Afterward, head over to The Magnificent Mile, Chicago's premier commercial district, for some shopping and sightseeing.
Afternoon
In the afternoon, take the Chicago: Art Institute of Chicago Guided Tour. The Art Institute is one of the oldest and largest art museums in the United States, featuring an extensive collection of Impressionist and Post-Impressionist paintings. This guided tour will provide you with fascinating insights into the museum's most famous works.
Evening
4.69Millennium Park
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4.69Millennium Park
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4.65The Magnificent Mile
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4.65The Magnificent Mile
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Architectural Wonders and Scenic Views
Morning
Begin your second day with a trip to Skydeck Chicago at Willis Tower (Sears Tower). The Skydeck offers unparalleled views of Chicago from its glass-floored ledge. It's an exhilarating experience that gives you a bird's-eye view of the city's architectural marvels.
Afternoon
After descending from the Skydeck, join the Chicago River: 1.5-Hour Guided Architecture Riverboat Tour. This tour provides an in-depth look at Chicago's world-renowned architecture as you cruise along the Chicago River. You'll learn about the history and design of some of the city's most iconic buildings.
Evening
Spend your evening exploring Chicago Riverwalk. This pedestrian-friendly path along the river is lined with restaurants, bars, and public art installations. It's a great place to unwind with dinner at one of its many eateries while enjoying scenic river views.
Bedtime
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4.27Skydeck Chicago at Willis Tower (Sears Tower)
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4.27Skydeck Chicago at Willis Tower (Sears Tower)
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4.71Chicago River: 1.5-Hour Guided Architecture Riverboat Tour
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4.71Chicago River: 1.5-Hour Guided Architecture Riverboat Tour
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Cultural Gems and Historic Landmarks
Morning
Kick off your third day with a visit to Field Museum. This natural history museum boasts an impressive collection that includes Sue, the largest and most complete T. rex skeleton ever discovered. Spend your morning exploring its fascinating exhibits.
Afternoon
In the afternoon, take part in Chicago: Underground Pedway & Downtown Secrets Walking Tour. This unique tour will guide you through Chicago's hidden underground pedestrian pathways while uncovering intriguing stories about downtown landmarks.
Evening
End your day at House of Blues, where you can enjoy live music performances in an intimate setting. The venue also offers Southern-inspired cuisine if you're looking for dinner options.
Bedtime
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4.56Field Museum
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4.56Field Museum
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4.73Chicago: Underground Pedway & Downtown Secrets Walking Tour
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4.73Chicago: Underground Pedway & Downtown Secrets Walking Tour
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Science and Industry Marvels
Morning
Start your fourth day with a visit to Museum of Science and Industry. This museum is one of the largest science museums in the world, featuring interactive exhibits on everything from space exploration to genetics. It's a great place to spend your morning exploring and learning.
Afternoon
In the afternoon, take part in the Chicago: Lakefront and Museum Campus Segway Tour. This tour will take you along Chicago's beautiful lakefront, offering stunning views of Lake Michigan and the city's skyline. You'll also get to see some of the city's most famous landmarks, including Grant Park and Soldier Field.
Evening
Conclude your day with a visit to Second City. This iconic comedy club has launched the careers of many famous comedians and offers nightly performances that are sure to make you laugh. Enjoy dinner at one of the nearby restaurants before heading in for a night of comedy.
Bedtime
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4.31Museum of Science and Industry
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4.31Museum of Science and Industry
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4.93Chicago: Lakefront and Museum Campus Segway Tour
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4.93Chicago: Lakefront and Museum Campus Segway Tour
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Historic Architecture and Local Flavors
Morning
Begin your fifth day with a visit to Rookery Building. This historic building is one of Chicago's architectural gems, featuring a stunning lobby designed by Frank Lloyd Wright. Take some time to admire its intricate details before moving on.
Afternoon
Afterward, join the Chicago: Classic Food Walking Tour with Bike or Kayak Rental. This tour will take you through some of Chicago's most famous neighborhoods, where you'll get to sample local delicacies like deep-dish pizza and Chicago-style hot dogs. The tour also includes an optional bike or kayak rental for those who want to explore further.
Evening
Spend your evening at Chicago Theatre, where you can catch a live performance or simply admire its beautiful architecture. The theater is an iconic landmark in Chicago's entertainment scene, offering a variety of shows ranging from concerts to Broadway productions.
Bedtime
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4.73Rookery Building
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4.73Rookery Building
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4.82Chicago: Classic Food Walking Tour with Bike or Kayak Rental
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4.82Chicago: Classic Food Walking Tour with Bike or Kayak Rental
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Cultural Exploration and Scenic Cruises
Morning
Kick off your sixth day with a visit to Adler Planetarium. This planetarium offers fascinating exhibits on astronomy and space exploration, as well as stunning views of the city skyline from its location on Northerly Island.
Afternoon
In the afternoon, take part in the Chicago: 1.5-Hour Lake and River Architecture Cruise. This cruise offers a unique perspective on Chicago's architecture as you sail along both Lake Michigan and the Chicago River. It's a relaxing way to see some of the city's most famous buildings.
Evening
End your day at Palmer House Hilton, where you can enjoy dinner at one of its elegant restaurants or simply relax in its historic lobby. The Palmer House is one of Chicago's oldest hotels, offering a glimpse into the city's rich history.
Bedtime
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4.61Adler Planetarium
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4.61Adler Planetarium
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4.75Chicago: 1.5-Hour Lake and River Architecture Cruise
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4.75Chicago: 1.5-Hour Lake and River Architecture Cruise
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Final Day of Chicago Adventures
Morning
Start your final day in Chicago with a visit to Lincoln Park & Zoo. This free zoo is one of the oldest in the country and offers a wide variety of animals to see. The surrounding Lincoln Park also provides beautiful green spaces and walking paths, perfect for a relaxing morning stroll.
Afternoon
In the afternoon, join the Chicago: Gangsters and Ghosts Guided Walking Tour. This tour will take you through some of Chicago's most infamous locations, uncovering stories of notorious gangsters and haunted sites. It's a fascinating way to learn about the city's darker history.
Evening
Conclude your trip with a visit to Wrigley Field. If there's a game on, catching a Cubs game is an unforgettable experience. If not, consider taking a tour of this historic ballpark. End your evening with dinner at one of the nearby restaurants or bars, soaking in the lively atmosphere.
Bedtime
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4.29Lincoln Park & Zoo
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4.29Lincoln Park & Zoo
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4.68Chicago: Gangsters and Ghosts Guided Walking Tour
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4.68Chicago: Gangsters and Ghosts Guided Walking Tour
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