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Ultimate Chicago Experience in 7 Days Itinerary
Last updated: 2024 Jun 14Iconic Chicago Landmarks
Morning
Start your Chicago adventure with a delicious breakfast at Au Cheval, known for its famous egg-topped burger. Afterward, head to the Willis Tower Skydeck and The Ledge for panoramic views of the city.
Afternoon
For lunch, savor a deep-dish pizza at Lou Malnati's Pizzeria. Then, take a stroll down the Magnificent Mile for some shopping and visit the historic Wrigley Building.
Evening
Enjoy a fine dining experience at Alinea, a three-Michelin-star restaurant. Afterward, take a leisurely walk along the Chicago Riverwalk to admire the city lights.
Bedtime
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4.41Willis Tower Skydeck and The Ledge
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4.41
Willis Tower Skydeck and The Ledge
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4.65Magnificent Mile
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4.65
Magnificent Mile
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4.39Wrigley Building
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4.39
Wrigley Building
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4.72Chicago Riverwalk
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4.72
Chicago Riverwalk
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Art and Culture Day
Morning
Indulge in a delightful brunch at Lula Cafe, known for its farm-to-table dishes. Then, immerse yourself in art at the Art Institute of Chicago, home to a world-class collection.
Afternoon
For a late lunch, experience the vibrant atmosphere of Xoco by Rick Bayless. Afterward, take a relaxing bike ride through the Lakefront Neighborhoods.
Evening
Dine at The Purple Pig, a popular spot for small plates and charcuterie. End the day with a visit to the iconic Chicago Theatre for a guided tour.
Bedtime
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4.61Art Institute of Chicago
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4.61
Art Institute of Chicago
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4.87Lakefront Neighborhoods
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4.87
Lakefront Neighborhoods
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4.71Chicago Theatre
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4.71
Chicago Theatre
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Museum and Science Day
Morning
Start your day with a hearty breakfast at Little Goat Diner, a favorite for its creative menu. Then, explore the Field Museum of Natural History and the Shedd Aquarium.
Afternoon
Enjoy a casual lunch at Pequod's Pizza, known for its caramelized crust. Afterward, visit the Adler Planetarium for a journey through the universe.
Evening
For dinner, try the famous Chicago-style hot dogs at Portillo's Hot Dogs. Take a leisurely walk in Grant Park and enjoy the evening skyline.
Bedtime
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4.56Field Museum of Natural History
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4.56
Field Museum of Natural History
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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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Gangsters and Ghosts
Morning
Start your day with a classic Chicago breakfast at Wildberry Pancakes and Cafe. Then, embark on the Gangsters and Ghosts Guided Walking Tour to learn about the city's dark history.
Afternoon
For lunch, enjoy a casual meal at Big Star in Wicker Park. Afterward, take a self-guided tour of the Chicago Loop and visit the Chicago Cultural Center.
Evening
Dine at Girl & The Goat, a top-rated restaurant by Chef Stephanie Izard. Conclude your day with a thrilling Prohibition Speakeasies Bus Tour.
Bedtime
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4.68Gangsters and Ghosts Guided Walking Tour
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4.68
Gangsters and Ghosts Guided Walking Tour
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4.83Chicago Loop
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4.83
Chicago Loop
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4.71Chicago Cultural Center
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4.71
Chicago Cultural Center
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4.90Prohibition Speakeasies Bus Tour
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4.90
Prohibition Speakeasies Bus Tour
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Culinary Delights
Morning
Enjoy a leisurely breakfast at Cafe Ba-Ba-Reeba!, known for its Spanish tapas. Then, explore the Lincoln Park Zoo, one of the oldest zoos in the country.
Afternoon
For lunch, indulge in Italian cuisine at RPM Italian, a favorite among locals. Afterward, take a food, history, and architecture tour to sample the city's diverse culinary scene.
Evening
Dine at Gibsons Bar & Steakhouse, a classic Chicago steakhouse. After dinner, take a relaxing Lake Michigan Gourmet Dinner Cruise.
Bedtime
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4.29Lincoln Park Zoo
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4.29
Lincoln Park Zoo
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4.34Lake Michigan Gourmet Dinner Cruise
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4.34
Lake Michigan Gourmet Dinner Cruise
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Architectural Marvels
Morning
Start your day with a delicious breakfast at The Publican, known for its farm-to-table fare. Then, take the Chicago Architecture River Cruise to learn about the city's iconic buildings.
Afternoon
For lunch, enjoy a barbecue feast at Smoque BBQ. Afterward, visit the 360 Chicago Observation Deck for stunning views of the city.
Evening
Dine at Giordano's for their famous stuffed deep-dish pizza. Conclude your day with a Chicago River Guided Sunset Cocktail & Architecture Tour.
Bedtime
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4.85Chicago Architecture River Cruise
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4.85
Chicago Architecture River Cruise
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4.17360 Chicago Observation Deck
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4.17
360 Chicago Observation Deck
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4.24Chicago River Guided Sunset Cocktail & Architecture Tour
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4.24
Chicago River Guided Sunset Cocktail & Architecture Tour
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Farewell to Chicago
Morning
Enjoy a relaxed breakfast at Mindy's HotChocolate, known for its decadent hot chocolate. Spend the morning at the Museum of Science and Industry, a perfect way to end your trip.
Afternoon
For a farewell lunch, savor the flavors of Mexico at Frontera Grill by Rick Bayless. Take a final walk along the Navy Pier and ride the Centennial Wheel.
Evening
End your Chicago journey with a memorable dinner at The Signature Room at the 95th, offering breathtaking views of the city. Afterward, take a twilight Lake Michigan Skyline Cruise to see the city lights.
Bedtime
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4.31Museum of Science and Industry
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4.31
Museum of Science and Industry
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4.48Navy Pier
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4.48
Navy Pier
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4.43Centennial Wheel
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4.43
Centennial Wheel
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4.59Lake Michigan Skyline Cruise
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4.59
Lake Michigan Skyline Cruise
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