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4-Day Dallas to Chicago Adventure Itinerary
Last updated: 2024 Jun 14Iconic Landmarks and River Cruises
Morning
Start your Chicago adventure with breathtaking views from the 360 Chicago Observation Deck (Formerly John Hancock Observatory). Skip the line and enjoy a bird's-eye perspective of the city.
Afternoon
Afterward, head to the Chicago River 1.5-Hour Guided Architecture Cruise for a narrated tour of the city's famous architecture. For lunch, savor the flavors at Sweetwater Tavern & Grille (Michigan Plaza - Chicago).
Evening
Conclude your day with a visit to the historic Wrigley Building and an evening stroll at the Michigan Avenue Bridge, admiring the city lights and the Chicago River. Dine at City Social for a sophisticated rooftop experience.
Bedtime
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4.17360 Chicago Observation Deck (Formerly John Hancock Observatory)
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4.17360 Chicago Observation Deck (Formerly John Hancock Observatory)
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4.77Chicago River 1.5-Hour Guided Architecture Cruise
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4.77Chicago River 1.5-Hour Guided Architecture Cruise
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Cultural Exploration and Navy Pier
Morning
Immerse yourself in art at the Art Institute of Chicago, home to a world-class collection. Grab a quick breakfast at Miller's Pub nearby.
Afternoon
Walk off your meal at the nearby Millennium Park, where you can't miss the famous "Bean" (Cloud Gate). For lunch, enjoy the lakefront views at Cindy's Rooftop.
Evening
Spend the rest of your day at the Navy Pier, hopping on the Chicago Navy Pier Centennial Wheel Regular & Express Ticket for a stunning panorama. Dine at The Gage, known for its innovative cuisine.
Bedtime
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4.61Art Institute of Chicago
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4.61Art Institute of Chicago
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4.69Millennium Park
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4.69Millennium Park
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Science and Wildlife
Morning
Begin with a journey through the universe at the Adler Planetarium. Grab a coffee at FireLake Grill House and Cocktail Bar before exploring.
Afternoon
Have a wild time at the Shedd Aquarium, where you can witness marine life from around the globe. For lunch, head to Doc B's Restaurant (River North) for their fresh, flavorful dishes.
Evening
Conclude your day with a visit to the Field Museum, immersing yourself in natural history and world cultures. Enjoy a hearty dinner at Longman & Eagle for a taste of Chicago's culinary scene.
Bedtime
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4.61Adler Planetarium
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4.61Adler Planetarium
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4.75Shedd Aquarium
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4.75Shedd Aquarium
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Parks, Zoos, and Farewell
Morning
Spend a peaceful morning at the Lincoln Park & Zoo, one of the oldest zoos in the country. Have breakfast at Townhouse Restaurant & Wine Bar before exploring the exhibits.
Afternoon
After the zoo, take a leisurely walk through Grant Park and enjoy the serene atmosphere. For lunch, indulge in the comfort food at Roanoke Restaurant.
Evening
Conclude your trip with a visit to the Chicago Theatre for a memorable show. Dine at Bar Mar by José Andrés for a culinary experience that will leave a lasting impression.
Bedtime
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4.29Lincoln Park & Zoo
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4.29Lincoln Park & Zoo
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4.70Grant Park
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4.70Grant Park
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