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7-Day Road Trip from Chicago to Colorado

7-Day Road Trip from Chicago to Colorado Itinerary

Last updated: 2024 Jun 14

Exploring Downtown Chicago

Morning
Start your day with a visit to Millennium Park, one of Chicago's most iconic green spaces. Take a leisurely stroll and admire the famous Cloud Gate sculpture (also known as 'The Bean'). For breakfast, head over to Au Cheval, renowned for its delicious breakfast options.
Afternoon
In the afternoon, explore the Art Institute of Chicago, home to an extensive collection of art from around the world. Spend a few hours here soaking in the masterpieces. For lunch, enjoy a meal at The Purple Pig, known for its Mediterranean-inspired small plates.
Evening
End your day with a visit to the historic Chicago Theatre. Catch a show or simply admire the beautiful architecture. For dinner, indulge in some deep-dish pizza at Lou Malnati's Pizzeria.
Bedtime
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Cultural and Historical Highlights

Morning
Begin your day with a trip to the Field Museum, where you can explore fascinating exhibits on natural history. Afterward, grab breakfast at Portillo's Hot Dogs, famous for its classic Chicago-style hot dogs.
Afternoon
Head over to the iconic Skydeck Chicago at Willis Tower (Sears Tower) in the afternoon. Experience breathtaking views of the city from one of its tallest buildings. For lunch, dine at Gibsons Bar & Steakhouse, known for its prime steaks and seafood.
Evening
Spend your evening at Navy Pier, enjoying various attractions and entertainment options. Don't miss out on taking a ride on the Ferris wheel for stunning views of Lake Michigan. Have dinner at Girl & the Goat, offering innovative dishes that are sure to delight.
Bedtime
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University Visits and More

Morning
Start your day by visiting Northwestern University in Evanston (a short drive from downtown Chicago). Explore its beautiful campus and enjoy breakfast at nearby local favorite coffee shop Unicorn Cafe.
Afternoon
Return to Chicago and visit The University of Chicago in Hyde Park. Stroll through its historic campus and take some time to appreciate its Gothic architecture. Have lunch at Medici on 57th Street, a popular spot among students.
Evening
In the evening, head back downtown and visit House of Blues for some live music entertainment. Enjoy dinner there as well; their Southern-inspired menu is perfect for ending your day on a high note.
Bedtime
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Final Day in Chicago

Morning
Kick off your last day in Chicago with a visit to Lincoln Park & Zoo . This free zoo offers an array of animals and beautiful park scenery perfect for a morning stroll. Grab breakfast nearby at Batter & Berries known for their delicious French toast.
Afternoon
Make your way towards Adler Planetarium after spending time at Lincoln Park Zoo. Enjoy interactive exhibits about space exploration while taking in stunning views of Lake Michigan from this lakeside planetarium location. Stop by R-Joe's Seafood Prime Steak & Stone Crab afterward which is conveniently located close by offering fresh seafood dishes ideal lunchtime meal option!
Evening
Wrap up final evening within city limits exploring bustling nightlife scene along Magnificent Mile. Start off grabbing cocktails atop Signature Lounge located inside John Hancock Center before heading towards Frontera Grill savoring authentic Mexican cuisine prepared Chef Rick Bayless himself!
Bedtime
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Exploring Denver's Urban Charm

Morning
Start your day with a visit to the University of Denver. Stroll through its picturesque campus and take in the beautiful architecture. For breakfast, head to Snooze, an A.M. Eatery, known for its creative breakfast dishes and vibrant atmosphere.
Afternoon
In the afternoon, explore the Denver Art Museum, which boasts an impressive collection of Native American art and contemporary pieces. Spend a few hours here appreciating the diverse exhibits. For lunch, dine at Sam's No. 3, a local favorite offering classic American comfort food.
Evening
End your day with a visit to Larimer Square, Denver's oldest and most historic block. Enjoy dinner at Mercantile Dining & Provision, which offers farm-to-table cuisine in a stylish setting.
Bedtime
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Boulder's Natural Beauty and Academia

Morning
Begin your day with a visit to the University of Colorado Boulder. Explore its scenic campus nestled against the backdrop of the Rocky Mountains. For breakfast, stop by The Buff Restaurant, known for its hearty breakfast options and welcoming atmosphere.
Afternoon
Head to Chautauqua Park in the afternoon for some outdoor adventure. Take a hike on one of the many trails and enjoy breathtaking views of the Flatirons. For lunch, have a picnic in the park or dine at Chautauqua Dining Hall, offering delicious meals with stunning views.
Evening
Spend your evening exploring Pearl Street Mall, Boulder's vibrant pedestrian street filled with shops, cafes, and street performers. Have dinner at Frasca Food & Wine, renowned for its Italian-inspired cuisine and extensive wine list.
Bedtime
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Fort Collins' Collegiate Vibes

Morning
Kick off your final day with a visit to Colorado State University in Fort Collins. Wander through its beautiful campus and enjoy breakfast at The Silver Grill Cafe, famous for its cinnamon rolls.
Afternoon
In the afternoon, explore Old Town Fort Collins, known for its charming historic buildings and lively atmosphere. Have lunch at Coopersmith's Pub & Brewing, where you can enjoy locally brewed beers and pub fare.
Evening
Wrap up your trip with a relaxing evening at Horsetooth Reservoir. Take in the stunning sunset views over the water before heading back into town for dinner at Jay's Bistro, offering contemporary American cuisine in an elegant setting.
Bedtime
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