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Ultimate 9-Day Chicago, Detroit, and Atlanta Adventure

Ultimate 9-Day Chicago, Detroit, and Atlanta Adventure Itinerary

Last updated: 2024 Jun 14

Iconic Chicago Landmarks and Skyline Views

Morning
Start 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 enjoy the morning views of the city's architecture.
Afternoon
For lunch, head to The Signature Room at the 95th and savor a meal with stunning panoramic views of Chicago. Afterward, visit the iconic Willis Tower Skydeck and The Ledge to experience the city from 1,353 feet above the ground.
Evening
Dine at The Purple Pig, offering a menu filled with bold flavors and a lively atmosphere. End your day with a relaxing 360 Chicago Observation Deck Sip and View experience, enjoying the city lights with a drink in hand.
Bedtime
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Willis Tower Skydeck and The Ledge

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Art and Science in the Windy City

Morning
Enjoy a morning coffee and pastry at Eataly Chicago, a vibrant Italian marketplace. Then, immerse yourself in art at the renowned Art Institute of Chicago with a fast-pass ticket, allowing you to explore the museum's incredible collection with ease.
Afternoon
Have a leisurely lunch at Little Goat Diner, a cozy spot with a menu featuring creative comfort food. Spend your afternoon learning about natural history at the Field Museum or exploring the wonders of the universe at the Adler Planetarium.
Evening
Indulge in a sophisticated dinner at Gibsons Bar & Steakhouse, a classic Chicago steakhouse. Afterward, take a relaxing walk through Grant Park, also known as Chicago's "front yard," and enjoy the evening ambiance.
Bedtime
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Art Institute of Chicago

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Cruises, Piers, and Magnificent Views

Morning
Start your day with a coffee and pastry at Millennium Park [1212], and then head out for a morning cruise on the Chicago River with a guided architecture tour, taking in the city's stunning skyline.
Afternoon
Enjoy a delightful lunch at Navy Pier [1214], where you can choose from a variety of dining options. Spend your afternoon exploring the attractions at the pier, including the Chicago Children's Museum or taking a family-friendly architecture cruise.
Evening
Dine at Big Star, a lively spot known for its tacos and whiskey selection. After dinner, take a walk along The Magnificent Mile and explore the premier shopping and dining district of Chicago.
Bedtime
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Exploring Detroit's History and Culture

Morning
Start your day with a hearty breakfast at Cafe Ba-Ba-Reeba!, offering a taste of Spain in a lively setting. Then, take a guided tour of the Detroit Institute of Arts, exploring one of the largest and most significant art collections in the United States.
Afternoon
For lunch, visit Smoque BBQ and indulge in some of the best barbecue in the city. Afterward, immerse yourself in the history of music at the Motown Museum, where you can discover the legendary sound of Motown Records.
Evening
Dine at Longman & Eagle, a Michelin-starred restaurant known for its innovative, farm-to-table cuisine. Afterward, take a leisurely walk through Milliken State Park, enjoying the serene waterfront views.
Bedtime
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Detroit Institute of Arts

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Milliken State Park

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Motor City's Highlights and Hidden Gems

Morning
Grab a quick breakfast at , and then spend your morning exploring the exhibits and interactive displays at the Henry Ford Museum, a tribute to American innovation and the spirit of ingenuity.
Afternoon
Enjoy a delicious lunch at Xoco, where you can savor the flavors of Mexico in the heart of Detroit. Afterward, take a guided tour of the Detroit Historical Museum, learning about the city's rich history and cultural heritage.
Evening
For dinner, head to RPM Italian and indulge in modern Italian cuisine in a sleek and stylish setting. End your day with a visit to Detroit Riverfront, taking in the beautiful views of the city skyline and the Ambassador Bridge.
Bedtime
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Detroit Riverfront

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Historic Sites and Southern Flavors

Morning
Start your day with a classic Southern breakfast at Atlanta Breakfast Club, known for its delicious comfort food. Then, immerse yourself in the history of the civil rights movement with a visit to the Center for Civil and Human Rights.
Afternoon
For lunch, enjoy the vibrant atmosphere and eclectic menu at Krog Street Market [1235]. Spend your afternoon exploring the market's unique shops and stalls, and then take a guided tour of the Georgia State Capitol, where you can learn about the state's history and government.
Evening
Dine at Girl & the Goat, a popular spot known for its creative dishes and lively ambiance. After dinner, take a leisurely stroll through Piedmont Park, Atlanta's "green heart," and enjoy the beautiful scenery and skyline views.
Bedtime
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Piedmont Park

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Animal Encounters and Urban Exploration

Morning
Enjoy a delicious breakfast at Zoo Atlanta [1236], where you can dine with a view of the zoo's famous giant pandas. Afterward, spend your morning exploring the zoo's diverse animal exhibits and conservation programs.
Afternoon
For lunch, head to The Varsity [1237], an iconic Atlanta institution known for its classic American fare and drive-in dining experience. Afterward, visit the Atlanta History Center and immerse yourself in the rich history and culture of the American South.
Evening
Dine at The Optimist [1239], a stylish seafood restaurant known for its fresh oysters and innovative dishes. End your day with a visit to SkyView Atlanta, where you can take in panoramic views of the city from the 20-story Ferris wheel.
Bedtime
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Flavors of Chicago: Food Tours and Gourmet Dining

Morning
Start your day with a guided food tour of Chicago's Chinatown, exploring the vibrant culinary scene and tasting a variety of Asian-inspired dishes. After the tour, take a walk to The Magnificent Mile for some morning shopping and sightseeing.
Afternoon
Enjoy a leisurely lunch at Au Cheval, known for its award-winning burgers and upscale diner atmosphere. Afterward, satisfy your sweet tooth with a visit to the Museum of Ice Cream, where you can indulge in interactive and Instagram-worthy exhibits.
Evening
Dine at Portillo's Hot Dogs, a Chicago classic known for its iconic hot dogs and Italian beef sandwiches. End your day with a relaxing stroll along the Chicago River, taking in the beautiful evening views of the city's architecture.
Bedtime
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Chicago's Chinatown

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Final Day in the Windy City: Parks, Zoos, and Farewells

Morning
Start your day with breakfast at Lula Cafe, a neighborhood favorite known for its seasonal and sustainable menu. Then, spend your morning exploring the lush landscapes and exotic animals at Lincoln Park Zoo, one of the oldest zoos in the United States.
Afternoon
For lunch, indulge in the wood-fired pizzas at Pequod's Pizza, a local gem with a loyal following. Afterward, take a leisurely bike ride or walk along the Chicago Lakefront Trail, enjoying the scenic views of Lake Michigan and the city skyline.
Evening
Dine at Green Mill Cocktail Lounge, a historic jazz club with a speakeasy vibe, and enjoy live music with your meal. End your trip with a visit to the iconic Chicago Theatre, where you can take a photo to remember your time in the Windy City.
Bedtime
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