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7 Days Chicago Exploration and Cuisine

7 Days Chicago Exploration and Cuisine Itinerary

Last updated: 2024 Jun 14

City Highlights and Gourmet Dining

Morning
Start your day with a delicious breakfast at Au Cheval, known for its mouth-watering dishes. Then, embark on a guided tour of the iconic Wrigley Field to explore the history of Chicago sports.
Afternoon
Indulge in a gourmet lunch at The Signature Room at the 95th, offering stunning views of the city skyline. After lunch, visit the renowned Chicago Art Institute of Chicago Guided Tour to admire world-class art collections.
Evening
In the evening, savor a fine dining experience at Alinea, a three-Michelin-starred restaurant known for its innovative cuisine and molecular gastronomy.
Bedtime
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Cultural Exploration and Culinary Delights

Morning
Enjoy a delightful breakfast at The Purple Pig, famous for its Mediterranean-inspired dishes. Then, take a leisurely stroll along the Chicago River 1.5-Hour Guided Architecture Riverboat Tour to admire the city's stunning architecture.
Afternoon
For lunch, head to The Publican to experience farm-to-table dining. Afterward, explore the vibrant Chicago Loop area known for its cultural attractions and shopping.
Evening
Dine at Girl & the Goat, a popular restaurant offering a creative menu with bold flavors. After dinner, unwind at The Aviary, a stylish cocktail bar known for its innovative drinks.
Bedtime
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Historical Sites and Local Cuisine

Morning
Start your day with a hearty breakfast at Gibsons Bar & Steakhouse, a classic Chicago steakhouse. Then, visit the historic Chicago Board of Trade Building for a glimpse into the city's financial history.
Afternoon
Enjoy a traditional Chicago-style deep-dish pizza for lunch at Lou Malnati's Pizzeria. After lunch, explore the Chicago Prohibition Speakeasies Bus Tour or Walking Tour to learn about the city's prohibition era.
Evening
For dinner, head to Pequod's Pizza to savor another iconic Chicago pizza experience. After dinner, relax at The Gage, a cozy gastropub known for its extensive beer selection.
Bedtime
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Art and Culinary Exploration

Morning
Kick off your day with a delicious breakfast at Cafe Ba-Ba-Reeba, a Spanish tapas restaurant. Then, immerse yourself in art at the Chicago Art Institute Skip-the-Line Tour with Guide to discover masterpieces.
Afternoon
For lunch, enjoy a fusion of flavors at Xoco, a Mexican street food eatery. After lunch, explore the vibrant Marina City and its unique architecture.
Evening
Indulge in a culinary adventure at Frontera Grill, known for its authentic Mexican cuisine. After dinner, unwind at The Aviary, a top-rated cocktail bar for a nightcap.
Bedtime
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Outdoor Adventures and Local Eats

Morning
Start your day with a tasty breakfast at Lula Cafe, a cozy neighborhood spot. Then, embark on a fun Chicago Lakefront Neighborhoods Bike Tour to explore the city's scenic lakeside neighborhoods.
Afternoon
For lunch, try the delicious Korean fried chicken at Crisp. Afterward, visit the iconic United Center, home to the Chicago Bulls and Blackhawks, for a sports experience.
Evening
Dine at Duck Duck Goat, a trendy Chinese restaurant known for its innovative dishes. After dinner, enjoy a leisurely walk along the Chicago Pedway to discover hidden gems in the city.
Bedtime
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Culinary Delights and City Sights

Morning
Enjoy a delightful breakfast at Honey Butter Fried Chicken, known for its mouth-watering fried chicken. Then, explore the city's culinary scene on a Chicago Full Day Food Walking Tour + FREE Bike/Kayak Rental to sample local delicacies.
Afternoon
For lunch, savor the flavors of Southern BBQ at Smoque BBQ. After lunch, visit the iconic The Chicago Theatre for a glimpse into the city's entertainment history.
Evening
Indulge in a steak dinner at Gibsons Bar & Steakhouse, a classic Chicago institution. After dinner, experience the vibrant nightlife at House of Blues for live music and entertainment.
Bedtime
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Final Explorations and Farewell Feasts

Morning
Start your day with a delicious breakfast at Beatrix, known for its healthy and flavorful dishes. Then, explore the city's hidden gems on a Chicago Secret Interiors Architecture Walking Tour to discover unique architectural marvels.
Afternoon
For lunch, head to Velvet Taco for a modern twist on tacos. After lunch, visit the iconic Chicago Riverwalk for a leisurely stroll along the waterfront.
Evening
End your trip with a memorable dinner at Band of Bohemia, a Michelin-starred brewpub offering innovative cuisine. Finally, toast to your Chicago adventure at The Dearborn, a stylish bar known for its craft cocktails.
Bedtime
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