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29 Mar 2025

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Iowa to Chicago Road Trip Itinerary

Iowa to Chicago Road Trip Overview

Embark on an exciting road trip from the heart of Iowa to the bustling cityscape of Chicago. Begin your journey in Des Moines, the lively capital of Iowa, known for its dynamic arts scene and attractions like the Pappajohn Sculpture Park. As you drive towards the east, stop in Iowa City, where the literary heritage and cultural vibrancy offer a unique charm, with highlights such as the Old Capitol Building and numerous cozy bookshops.

Continue your adventure to Davenport, a city that sits gracefully alongside the majestic Mississippi River. Here, you can enjoy picturesque riverfront views, visit engaging museums like the Figge Art Museum, and immerse yourself in the local brewery scene. Just across the river, explore Rock Island, known for its rich history and the fascinating Rock Island Arsenal Museum. The city's parks provide a serene retreat to appreciate the natural beauty of the region.

Finally, reach your destination in Chicago, a city renowned for its iconic architecture, such as the Willis Tower and Cloud Gate. Dive into Chicago's vibrant culture with visits to world-class museums like the Art Institute of Chicago, and experience the dynamic neighborhoods bustling with unique culinary delights and entertainment options. This road trip offers a blend of history, culture, and natural beauty, making for an enriching travel experience. Enjoy the diverse landscapes and iconic highlights each stop has to offer on this unforgettable journey from Iowa to Chicago.

Recommended Explorations

1
Des Moines
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Des Moines, the capital of Iowa, offers a vibrant arts scene, beautiful parks, and attractions like the Science Center of Iowa and the Pappajohn Sculpture Park. It's also known for its lively downtown area and a variety of local dining experiences.
2
Iowa City
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Home to the University of Iowa, Iowa City is renowned for its literary history and vibrant cultural scene. Visitors can explore the Old Capitol Building, enjoy the local bookstores, or engage with the thriving arts and music community.
3
Davenport
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Davenport, part of the Quad Cities, offers scenic views of the Mississippi River, diverse museums such as the Figge Art Museum, and relaxing riverfront parks. It also has a growing craft brewery scene and hosts various festivals throughout the year.
4
Rock Island
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Rock Island is part of the Quad Cities and is known for its historic sites, such as the Rock Island Arsenal Museum, which offers insights into military history. The area also features beautiful parks along the Mississippi River and unique attractions like the Hauberg Estate.
5
Chicago
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Chicago is a vibrant metropolis famous for its architectural marvels, world-class museums, and a rich cultural scene. Visitors can explore iconic sites like Millennium Park, the Art Institute of Chicago, and Willis Tower, while also enjoying diverse culinary experiences and lively neighborhoods.

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The Des Lux Hotel - Des Moines, IA
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The Des Lux Hotel - Des Moines, IA
Located in Des Moines, this boutique hotel offers a lavish stay with uniquely styled rooms and a touch of historic charm.
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Graduate Iowa City - Iowa City, Iowa
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Graduate Iowa City - Iowa City, Iowa
This themed hotel in Iowa City boasts eclectic decor inspired by local university culture, creating a fun and nostalgic atmosphere.
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Hotel Blackhawk
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Hotel Blackhawk
In Davenport, Hotel Blackhawk combines historic elegance with modern luxury, offering amenities like a bowling alley and spa.
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The Robey
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The Robey
Situated in Chicago's Wicker Park neighborhood, The Robey features striking Art Deco architecture and offers panoramic city views.
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The Publishing House Bed and Breakfast, IL
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The Publishing House Bed and Breakfast, IL
Experience a unique stay in Chicago at this B&B within a former publishing house, offering individually designed rooms and a cozy atmosphere.
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