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7-Day Chicago Itinerary for Foodies and Explorers

7-Day Chicago Itinerary for Foodies and Explorers Itinerary

Last updated: 2024 Jun 14

Iconic Landmarks and Skyline Views

Morning
Begin your Chicago adventure with a delicious breakfast at Lou Malnati's Pizzeria, known for its famous deep-dish pizza. Afterward, take a stroll along the Chicago Riverwalk and marvel at the city's architecture.
Afternoon
Enjoy a classic Chicago hot dog for lunch at Portillo's Hot Dogs. Then, visit the John Hancock Center's 360 Chicago Observation Deck for stunning panoramic views of the city.
Evening
Dine at The Signature Room at the 95th, where you can savor fine cuisine while overlooking the Chicago skyline. End the night with a walk on the lively Michigan Avenue (The Magnificent Mile).
Bedtime
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Museums and Science

Morning
Start with a hearty breakfast at Wildberry Pancakes and Cafe, known for its variety of pancakes. Then, immerse yourself in the natural world at the Field Museum.
Afternoon
For lunch, head to Xoco for a taste of Mexican street food. Spend your afternoon exploring the interactive exhibits at the Museum of Science and Industry.
Evening
Enjoy a sophisticated dinner at RPM Italian, offering modern Italian cuisine. Cap off the night with a leisurely walk at Navy Pier, lit up with colorful lights and entertainment.
Bedtime
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Art and Architecture

Morning
Indulge in a delightful breakfast at Little Goat Diner, known for its creative menu. Then, admire the masterpieces at the Art Institute of Chicago with a fast-pass ticket.
Afternoon
For lunch, visit Eataly Chicago, an Italian marketplace with a variety of dining options. Afterward, take a guided Chicago River Architecture Cruise to learn about the city's famous buildings.
Evening
Dine at Gibsons Bar & Steakhouse, a classic Chicago steakhouse. Then, take a walk to see the historic Wrigley Building and the nearby Tribune Tower.
Bedtime
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Cultural Delights and Scenic Views

Morning
Start your day with a relaxing breakfast at Lula Cafe, a neighborhood favorite. Then, take a walk through the serene Lincoln Park and visit the animals at the Lincoln Park Zoo.
Afternoon
Enjoy a casual lunch at Big Star, known for its tacos and whiskey selection. Spend your afternoon at the 360 Chicago Observation Deck and TILT, where you can also experience the thrill of TILT.
Evening
For dinner, try the innovative small plates at The Purple Pig. Then, take a stroll along the picturesque Chicago River to digest your meal.
Bedtime
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Gastronomic Journey and Historic Theaters

Morning
Savor a sumptuous breakfast at Girl & the Goat, offering a range of flavors. Then, take a walk on the Chicago River and capture the morning light on the city's iconic bridges.
Afternoon
Have lunch at Smoque BBQ, known for its mouthwatering barbecue. Spend your afternoon exploring the historic Chicago Theatre and take a guided tour to learn about its rich history.
Evening
Dine at The Gage, an iconic restaurant known for its rustic, yet refined cuisine. Afterward, enjoy a live performance at a local theater or jazz club.
Bedtime
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Culinary Exploration and River Cruising

Morning
Start with a delicious breakfast at Pancake Cafe, offering a wide variety of pancakes. Then, take a walk along the Chicago River and capture the morning reflections of the city's skyscrapers.
Afternoon
Enjoy a gourmet lunch at Au Cheval, famous for its award-winning burgers. Afterward, take a Chicago River 1.5-Hour Guided Architecture Cruise to see the city's stunning architecture from a different perspective.
Evening
Dine at Longman & Eagle, a Michelin-starred gastropub known for its innovative menu. End the night with a walk at Navy Pier, enjoying the lights and the cool lake breeze.
Bedtime
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Final Day of Sights and Bites

Morning
Have a delightful breakfast at Cafe Ba-Ba-Reeba!, known for its Spanish tapas and lively atmosphere. Then, take a morning walk on the Chicago River and bid farewell to the city's stunning skyline.
Afternoon
Enjoy a leisurely lunch at Kuma's Corner, a rock music-themed burger bar with unique, creative offerings. Spend your final afternoon at the serene Garfield Park Conservatory, surrounded by beautiful blooming flowers and plants.
Evening
For your last dinner in Chicago, indulge in the famous caramelized crust deep dish pizza at Pequod's Pizza. Reflect on your trip over this iconic Chicago dish and a glass of local craft beer.
Bedtime
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