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Ultimate 10-Day Midwest Adventure: Chicago, IL to Dallas, TX

Ultimate 10-Day Midwest Adventure: Chicago, IL to Dallas, TX Itinerary

Last updated: 2024 Jun 14

Iconic Chicago Welcome

Morning
Start your day with a delightful breakfast at Lula Cafe, known for its cozy atmosphere and delicious dishes. Afterward, embark on the Chicago River 1.5-Hour Guided Architecture Cruise to witness the city's stunning skyline from a unique perspective.
Afternoon
For lunch, head to Giordano's for a taste of their famous deep-dish pizza. Afterward, visit the Art Institute of Chicago, one of the oldest and largest art museums in the country, to immerse yourself in world-class art.
Evening
Enjoy a sophisticated dinner at The Signature Room at the 95th, offering panoramic views of the city. Afterward, take a leisurely stroll along the Chicago Riverwalk to soak in the evening ambiance.
Bedtime
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Chicago's Cultural Gems

Morning
Start your day with a visit to the Museum of Science and Industry, where you can explore interactive exhibits and learn about science and innovation. For a quick bite, grab lunch at Xoco, known for its authentic Mexican cuisine.
Afternoon
Spend the afternoon at the 360 Chicago Observation Deck (Formerly John Hancock Observatory), enjoying breathtaking views of the city. Later, take a Chicago Gangsters and Ghosts Guided Walking Tour to uncover the city's darker history.
Evening
Indulge in a memorable dinner at Girl & The Goat, a renowned restaurant offering a creative menu. Afterward, experience the vibrant nightlife at The Magnificent Mile, known for its upscale shopping and entertainment.
Bedtime
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Chicago's Skyline and Waterfront

Morning
Start your day with a visit to the Shedd Aquarium, home to a diverse range of aquatic species. For lunch, enjoy a gourmet meal on the Chicago Lake Michigan Gourmet Brunch/Lunch/Dinner Cruise.
Afternoon
After lunch, explore the Navy Pier, where you can ride the Centennial Wheel and enjoy the various attractions. Later, visit the Chicago River for a relaxing stroll along the waterfront.
Evening
For dinner, savor the flavors of Pequod's Pizza, known for its unique caramelized crust. Afterward, take a Chicago River Guided Sunset Cocktail & Architecture Tour to see the city's skyline illuminated at dusk.
Bedtime
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Chicago's Historic and Artistic Side

Morning
Start your day with a visit to the Wrigley Building and the Tribune Tower, two iconic landmarks in the city. For breakfast, enjoy a meal at Little Goat Diner, known for its creative take on classic dishes.
Afternoon
Explore the Millennium Park, home to the famous Cloud Gate sculpture. Afterward, visit the The Chicago Theatre for a guided tour of this historic venue.
Evening
Enjoy a memorable dinner at Au Cheval, known for its award-winning burgers. Afterward, catch a show at the Chicago Theatre, if there's a performance scheduled.
Bedtime
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Chicago's Culinary Delights

Morning
Start your day with a visit to the Lincoln Park & Zoo, a beautiful urban oasis. For breakfast, indulge in the donut delights of the Chicago Downtown Donut Tour with Tastings.
Afternoon
Spend the afternoon exploring the vibrant neighborhood of Wicker Park. For lunch, try the acclaimed dishes at Big Star, a popular spot for tacos and margaritas.
Evening
Enjoy a dinner at Gibsons Bar & Steakhouse, known for its prime steaks and lively atmosphere. Afterward, experience the city's nightlife at one of the local bars or lounges in the area.
Bedtime
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Detroit's Rich History and Culture

Morning
Begin your day with a hearty breakfast at The Hudson Cafe, known for its delicious brunch options. Afterward, visit the Detroit Institute of Arts Museum to explore its impressive collection.
Afternoon
For lunch, head to Slows Bar BQ, a local favorite for its mouthwatering barbecue dishes. Spend the afternoon exploring the Motown Museum, where you can learn about the history of Motown music.
Evening
Enjoy a relaxing dinner at Chartreuse Kitchen & Cocktails, known for its farm-to-table cuisine. Afterward, take a stroll along the Detroit Riverwalk to enjoy the views of the city skyline.
Bedtime
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Scenic Beauty of Brighton

Morning
Start your day with a visit to the Brighton State Recreation Area, where you can enjoy hiking, picnicking, and other outdoor activities. For breakfast, try the delicious pastries at Ohana Karaoke & Sushi.
Afternoon
Spend the afternoon exploring the charming downtown area of Brighton, with its unique shops and boutiques. For lunch, enjoy a meal at The Wooden Spoon, known for its comfort food and friendly atmosphere.
Evening
Relax and unwind with a dinner at Downtown Main Martini Bar & Grille, where you can enjoy a variety of cocktails and dishes. Afterward, take a leisurely walk around the Mill Pond and soak in the peaceful ambiance.
Bedtime
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Southgate's Local Flavors and Entertainment

Morning
Start your day with a visit to the Elizabeth Park, a beautiful riverside park with walking trails and picnic areas. For breakfast, try the delicious dishes at The Roc Restaurant & Wine Bar.
Afternoon
Spend the afternoon exploring the Southgate Shopping Center, where you can find a variety of shops and boutiques. For lunch, enjoy a meal at Andiamo Italia, known for its authentic Italian cuisine.
Evening
Enjoy a dinner at Big Bear Lodge, a cozy restaurant with a rustic ambiance. Afterward, catch a movie at the MJR Southgate Digital Cinema 20 or enjoy a live performance at the Southgate Community Players.
Bedtime
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Peoria's Riverfront and Cultural Attractions

Morning
Begin your day with a visit to the Peoria Riverfront Museum, where you can explore the galleries and exhibits. For breakfast, try the delicious pastries at One World Cafe.
Afternoon
Spend the afternoon exploring the Peoria Zoo, home to a variety of animals from around the world. For lunch, enjoy a meal at Jim's Steakhouse, a local favorite for its steaks and seafood.
Evening
Enjoy a relaxing dinner at Edge by Chef Dustin Allen, known for its innovative cuisine and elegant ambiance. Afterward, take a stroll along the Peoria Riverfront and enjoy the views of the Illinois River.
Bedtime
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Dallas Welcome and Cultural Exploration

Morning
Start your day with a visit to the Dallas Museum of Art, where you can explore its impressive collection of art. For breakfast, try the delicious dishes at The Original Pancake House.
Afternoon
Spend the afternoon exploring the Dallas Arboretum and Botanical Garden, a beautiful oasis in the city. For lunch, enjoy a meal at The Rustic, known for its live music and Southern-inspired cuisine.
Evening
Enjoy a dinner at Uchi Dallas, a renowned restaurant offering exceptional Japanese cuisine. Afterward, experience the vibrant nightlife at the Bishop Arts District, known for its unique shops, galleries, and restaurants.
Bedtime
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