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Solo Female Traveler's Chicago Adventure: Culture, Dining & Landmarks

Solo Female Traveler's Chicago Adventure: Culture, Dining & Landmarks Itinerary

Last updated: 2024 Jun 14

Iconic Landmarks and Skyline Views

Morning
Start your day with a delightful brunch at The Purple Pig, known for its Mediterranean-inspired small plates. Afterward, head to the Art Institute of Chicago to immerse yourself in world-class art and culture.
Afternoon
For lunch, savor the famous deep-dish pizza at Lou Malnati's Pizzeria. Then, take a walk to Millennium Park to see the iconic Cloud Gate sculpture, also known as "The Bean."
Evening
In the evening, enjoy a sophisticated dinner at The Signature Room at the 95th, offering stunning views of the city. Afterward, take a leisurely walk along the Chicago Riverwalk to admire the city lights.
Bedtime
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Art Institute of Chicago

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Millennium Park

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Chicago Riverwalk

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Culinary Delights and River Cruises

Morning
Enjoy a relaxed breakfast at Lula Cafe, a cozy spot known for its farm-to-table dishes. After breakfast, take a stroll through the charming neighborhood of Lincoln Park.
Afternoon
For lunch, indulge in a gourmet experience at Alinea, a three-Michelin-star restaurant. Afterward, take the Chicago Architecture River Cruise to learn about the city's stunning architecture.
Evening
For dinner, try the innovative cuisine at Girl & the Goat, a popular spot with a vibrant atmosphere. Afterward, take a walk along the Chicago River to see the city lights reflected in the water.
Bedtime
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Museum Day and Navy Pier Excursion

Morning
Start your day with a hearty breakfast at Wildberry Pancakes and Cafe, known for its delicious pancake varieties. Afterward, visit the Field Museum of Natural History to explore the world of natural science.
Afternoon
For lunch, enjoy a casual meal at Portillo's Hot Dogs, a Chicago institution. Afterward, take a leisurely walk to Navy Pier and take a ride on the Centennial Wheel.
Evening
In the evening, have a seafood dinner at Shaw's Crab House and enjoy the live music at the restaurant. After dinner, take a relaxing evening stroll along the Lake Michigan shoreline.
Bedtime
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Chicago Field Museum of Natural History Ticket or VIP Tour

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Navy Pier

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Final Day of Exploration and Departure

Morning
For your last morning in Chicago, have a classic Chicago-style breakfast at Wildberry Pancakes and Cafe. Afterward, visit the 360 Chicago Observation Deck for panoramic views of the city.
Afternoon
Enjoy a leisurely lunch at Giordano's, famous for its stuffed deep-dish pizza. After lunch, take a walk down the Magnificent Mile for some last-minute shopping and sightseeing.
Evening
Conclude your Chicago adventure with a memorable dinner at Au Cheval, known for its delicious burgers. After dinner, take a walk around the vibrant neighborhood of Wicker Park before heading to the airport for your departure.
Bedtime
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The Magnificent Mile

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