Discover Illinois: A 7-Day Journey Through Chicago and Springfield
Illinois, a state rich in history and culture, offers a diverse range of experiences for travelers. From the bustling metropolis of Chicago, known for its stunning architecture and vibrant arts scene, to Springfield, the heart of Abraham Lincoln's legacy, Illinois promises an unforgettable journey. Whether you're a history buff, a foodie, or an architecture enthusiast, this itinerary will guide you through the best of what Illinois has to offer.
Chicago, the Windy City, is a hub of innovation and creativity. Known for its iconic skyline, the city is a treasure trove of architectural marvels, world-class museums, and diverse culinary delights. Meanwhile, Springfield, the state capital, offers a glimpse into the life of one of America's most revered presidents, Abraham Lincoln. With its historic sites and charming downtown, Springfield is a must-visit for history enthusiasts.
As you explore Illinois, you'll discover a state that seamlessly blends the past with the present. From the towering skyscrapers of Chicago to the historic landmarks of Springfield, this itinerary will ensure you experience the best of Illinois in just seven days. Prepare to be captivated by the state's rich history, vibrant culture, and warm hospitality.
Chicago
Welcome to Chicago, a city that never fails to impress with its stunning architecture, vibrant arts scene, and diverse culinary offerings. Known as the birthplace of the skyscraper, Chicago's skyline is a testament to its innovative spirit. The city is also home to world-class museums, beautiful parks, and a lively music scene, making it a must-visit destination for travelers.
For accommodations, consider staying at a centrally located hotel or a cozy VRBO rental. Check out options on VRBO or Hotels.com for a range of options to suit your preferences.
Day 1: Arrival in Chicago
Afternoon: Arrive in Chicago and settle into your accommodation. Start your journey with a visit to Millennium Park, home to the iconic Cloud Gate sculpture, affectionately known as "The Bean." Stroll through the park and enjoy the vibrant atmosphere.
Evening: Head to the West Loop for dinner at Girl & the Goat, a popular restaurant known for its innovative dishes and lively ambiance. After dinner, explore the nearby bars and enjoy a cocktail at The Aviary, a renowned cocktail lounge offering creative drinks in a chic setting.
Day 2: Exploring Chicago's Architecture
Morning: Begin your day with a visit to the Skydeck Chicago at Willis Tower. Enjoy breathtaking views of the city from the 103rd floor and experience the thrill of stepping onto The Ledge, a glass balcony extending four feet outside the building.
Afternoon: Embark on a Chicago River 90-Minute Architecture Tour to admire the city's stunning skyline and learn about its architectural history. Book your tour here.

Evening: Dine at The Purple Pig, a Mediterranean-inspired restaurant offering a variety of small plates perfect for sharing. After dinner, catch a show at the Chicago Theatre, a historic venue known for its stunning architecture and diverse performances.
Day 3: Museums and Culture
Morning: Visit the Art Institute of Chicago, home to an impressive collection of artworks spanning centuries and cultures. Don't miss iconic pieces like Grant Wood's "American Gothic" and Georges Seurat's "A Sunday on La Grande Jatte."
Afternoon: Head to the Museum of Science and Industry, where you can explore interactive exhibits and learn about the wonders of science and technology. Highlights include the U-505 Submarine and the Coal Mine exhibit.
Evening: Enjoy dinner at Lou Malnati's Pizzeria, a Chicago institution known for its deep-dish pizza. Afterward, take a leisurely stroll along the Chicago Riverwalk and enjoy the city's illuminated skyline.
Day 4: Day Trip to Springfield
Travel to Springfield, the state capital, to explore the rich history of Abraham Lincoln. Take a morning train from Chicago to Springfield, which takes approximately 3.5 hours and costs around $30. Book your tickets on Trip.com.
Springfield
Springfield, Illinois, is a city steeped in history and charm. As the home of Abraham Lincoln, Springfield offers a wealth of historical sites and attractions that provide insight into the life and legacy of one of America's most beloved presidents. From the Lincoln Home National Historic Site to the Abraham Lincoln Presidential Library and Museum, Springfield is a must-visit for history enthusiasts.
For accommodations, consider staying at a cozy bed and breakfast or a comfortable hotel in the heart of the city. Explore options on VRBO or Hotels.com.
Day 5: Discovering Lincoln's Legacy
Morning: Start your day with a visit to the Lincoln Home National Historic Site, where you can tour the only home Abraham Lincoln ever owned. Learn about his life and legacy through guided tours and interactive exhibits.
Afternoon: Explore the Abraham Lincoln Presidential Library and Museum, which offers a comprehensive look at Lincoln's life and presidency. The museum features immersive exhibits and artifacts that bring history to life.
Evening: Dine at Maldaner's Restaurant, a Springfield institution known for its farm-to-table cuisine and historic ambiance. After dinner, take a leisurely walk through downtown Springfield and enjoy the city's charming atmosphere.
Day 6: Exploring Springfield's Attractions
Morning: Visit the Illinois State Capitol, an architectural marvel that offers guided tours of its stunning interior. Learn about the state's legislative process and admire the building's intricate design.
Afternoon: Head to the Dana-Thomas House, a masterpiece of Prairie School architecture designed by Frank Lloyd Wright. Explore the beautifully preserved interiors and learn about Wright's innovative design principles.
Evening: Enjoy dinner at Obed & Isaac's Microbrewery and Eatery, a local favorite known for its craft beers and delicious pub fare. Afterward, catch a performance at the Hoogland Center for the Arts, a cultural hub offering a variety of shows and events.
Day 7: Return to Chicago
Return to Chicago for your final day in Illinois. Take a morning train back to the city, allowing you to enjoy a leisurely afternoon before your departure. Spend your last hours exploring any remaining attractions or indulging in some last-minute shopping on the Magnificent Mile.
As your journey through Illinois comes to an end, you'll leave with a deeper appreciation for the state's rich history, vibrant culture, and warm hospitality. From the bustling streets of Chicago to the historic landmarks of Springfield, this itinerary has offered a perfect blend of modern attractions and historical charm.