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![5-Day Chicago Adventure with Iconic Landmarks and Culinary Delights](https://storage.googleapis.com/bd-app-dev-375714.appspot.com/itineraries/018c6b6a-19d0-715c-a422-063286f4a459/location234.jpg)
5-Day Chicago Adventure with Iconic Landmarks and Culinary Delights Itinerary
Last updated: 2024 Jun 14City Icons and River Views
Morning
Start your Chicago journey with a bird's-eye view from the 360 Chicago Observation Deck (Formerly John Hancock Observatory). After taking in the skyline, head to the historic Miller's Pub for a classic Chicago breakfast.
Afternoon
Immerse yourself in the city's architecture with a Chicago River 1.5-Hour Guided Architecture Cruise. Post-cruise, enjoy a leisurely lunch at Sweetwater Tavern & Grille in the heart of the city.
Evening
Witness the dazzling lights at The Magnificent Mile, and then take a stroll along the Chicago Riverwalk. For dinner, indulge in the vibrant atmosphere and cuisine at Gilt Bar.
Bedtime
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![Visit 360 Chicago Observation Deck (Formerly John Hancock Observatory) in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/a7/0e/e7.jpg)
4.17360 Chicago Observation Deck (Formerly John Hancock Observatory)
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![Visit 360 Chicago Observation Deck (Formerly John Hancock Observatory) in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/a7/0e/e7.jpg)
360 Chicago Observation Deck (Formerly John Hancock Observatory)
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![Visit Chicago River 1.5-Hour Guided Architecture Cruise in Chicago](https://cdn.getyourguide.com/img/tour/b4b30c0c6eccc80e.jpeg/21.jpg)
4.77Chicago River 1.5-Hour Guided Architecture Cruise
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![Visit Chicago River 1.5-Hour Guided Architecture Cruise in Chicago](https://cdn.getyourguide.com/img/tour/b4b30c0c6eccc80e.jpeg/21.jpg)
Chicago River 1.5-Hour Guided Architecture Cruise
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![Visit The Magnificent Mile in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/bb/eb.jpg)
4.65The Magnificent Mile
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![Visit The Magnificent Mile in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/bb/eb.jpg)
The Magnificent Mile
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![Visit Chicago Riverwalk in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/5c/d3.jpg)
4.72Chicago Riverwalk
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![Visit Chicago Riverwalk in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/5c/d3.jpg)
Chicago Riverwalk
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Art, Parks, and Cultural Gems
Morning
Explore the world-class exhibits at the Art Institute of Chicago. For a morning pick-me-up, visit The Franklin Room for a delightful coffee and pastry.
Afternoon
After the art, take a walk to the nearby Millennium Park to see the famous "Bean" (Cloud Gate) and enjoy the serene atmosphere. Have a relaxed lunch at State and Lake Chicago Tavern.
Evening
Experience the vibrant theater district and historic architecture around the Chicago Theatre and Tribune Tower. For dinner, savor the flavors at Bar Siena.
Bedtime
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![Visit Art Institute of Chicago in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/33/15/da.jpg)
4.61Art Institute of Chicago
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![Visit Art Institute of Chicago in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/33/15/da.jpg)
Art Institute of Chicago
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![Visit Millennium Park in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/5c/00.jpg)
4.69Millennium Park
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![Visit Millennium Park in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/5c/00.jpg)
Millennium Park
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![Visit Chicago Theatre in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/80/84.jpg)
4.71Chicago Theatre
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![Visit Chicago Theatre in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/80/84.jpg)
Chicago Theatre
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![Visit Tribune Tower in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/85/73.jpg)
4.61Tribune Tower
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![Visit Tribune Tower in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/85/73.jpg)
Tribune Tower
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Lakeside Wonders and Family Fun
Morning
Start your day with a visit to the Shedd Aquarium, where you can explore the amazing aquatic world. Enjoy a family-friendly breakfast at Lockwood Restaurant & Bar.
Afternoon
Post-aquarium, take a short walk to the Adler Planetarium to continue your journey through the cosmos. For lunch, head to Old Town Pour House for a wide selection of brews and hearty dishes.
![Visit Shedd Aquarium in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/2e/46/94.jpg)
4.75Shedd Aquarium
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![Visit Shedd Aquarium in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/2e/46/94.jpg)
Shedd Aquarium
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![Visit Adler Planetarium in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/59/29.jpg)
4.61Adler Planetarium
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![Visit Adler Planetarium in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/59/29.jpg)
Adler Planetarium
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![Visit Navy Pier in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/5b/85.jpg)
4.48Navy Pier
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![Visit Navy Pier in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/5b/85.jpg)
Navy Pier
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Sports, Parks, and Sky-high Thrills
Morning
Kick off the day with a visit to the historic Wrigley Field, home of the Chicago Cubs. Grab a hearty breakfast at Five Star Bar to fuel up for the morning.
Afternoon
After the game-day spirit, take a serene walk in the Lincoln Park & Zoo, one of the nation's oldest zoos. For lunch, enjoy the relaxed atmosphere and delicious food at LUXBAR.
Evening
Conclude your day with a visit to the Skydeck Chicago at Willis Tower (Sears Tower), where you can step out onto The Ledge for a thrilling experience. Then, dine with a view at Cindy's Rooftop.
Bedtime
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![Visit Wrigley Field in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/31/bd/97.jpg)
4.86Wrigley Field
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![Visit Wrigley Field in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/31/bd/97.jpg)
Wrigley Field
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![Visit Lincoln Park & Zoo in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/62/3b.jpg)
4.29Lincoln Park & Zoo
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![Visit Lincoln Park & Zoo in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/62/3b.jpg)
Lincoln Park & Zoo
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![Visit Skydeck Chicago at Willis Tower (Sears Tower) in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/ed/38/5d.jpg)
4.27Skydeck Chicago at Willis Tower (Sears Tower)
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![Visit Skydeck Chicago at Willis Tower (Sears Tower) in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/ed/38/5d.jpg)
Skydeck Chicago at Willis Tower (Sears Tower)
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History, Science, and Culinary Delights
Morning
Begin with a journey through time at the Field Museum, exploring the natural world and human history. Enjoy a breakfast with a view at Emerald Loop Bar & Grill.
Afternoon
Continue your scientific exploration at the Museum of Science and Industry, where interactive exhibits bring learning to life. For lunch, head to House of Blues Restaurant & Bar for a rockin' meal.
Evening
Reflect on your trip as you wander through the serene Grant Park, known as Chicago's "front yard." Conclude your Chicago adventure with a farewell dinner at Plymouth Restaurant & Rooftop Bar.
Bedtime
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![Visit Field Museum in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/33/16/53.jpg)
4.56Field Museum
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![Visit Field Museum in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/33/16/53.jpg)
Field Museum
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![Visit Museum of Science and Industry in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/60/79.jpg)
4.31Museum of Science and Industry
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![Visit Museum of Science and Industry in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/60/79.jpg)
Museum of Science and Industry
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![Visit Grant Park in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/54/eb.jpg)
4.70Grant Park
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![Visit Grant Park in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/54/eb.jpg)
Grant Park
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