With its dazzling blend of Midwest charm and urban sophistication, Chicago enjoys an iconic location on the shores of Lake Michigan. A buzzing metropolis known for its deep-dish pizza, legendary jazz and blues, cutting-edge architecture, and rich history, Chicago is one of the largest cities in the whole of the United States of America and offers visitors a dynamic cultural experience, from world-class museums and theatres to diverse cuisines and vibrant street art. Arriving at Chicago O’Hare International Airport (ORD), one of the world’s busiest airports, ensures you land just a short drive (27 km / 17 miles) from downtown. The airport connects Chicago with cities across the globe, including London, Tokyo, Mexico City, Dubai, and domestic hubs like New York City, Miami and Los Angeles. Alternatively you can arrive at Chicago Midway International Airport (MDW) around 13 km (8 miles) southwest. It primarily serves domestic flights to cities like Atlanta, Orlando, Dallas, and Denver, as well as some international routes to destinations in colour-rich Mexico and the palm-scattered Caribbean. 

Another option is Chicago Rockford International Airport (RFD) approximately 145 km (90 miles) northwest of the city. This airport serves low-cost carriers with domestic flights to cities like Las Vegas, Orlando, and Tampa, as well as some seasonal international destinations and is a great option for those seeking to explore rural Illinois. All three airports provide hire car facilities. Picking up a hire car at the airport gives you the flexibility to explore the city's vibrant neighbourhoods and beyond. There’s no better way to explore the Windy City and its surroundings than by car, from the famed Magnificent Mile to hidden gems in lesser-known districts like Pilsen and Logan Square, a hire car opens up a world of possibilities. Start your journey downtown, where Chicago’s legendary skyline takes center stage. Cruise down Michigan Avenue, also known as the Magnificent Mile, and take in stunning architecture like the historic Tribune Tower and the ultra-modern John Hancock Center. Stop by Millennium Park to marvel at Cloud Gate, affectionately known as "The Bean," and enjoy the lush greenery of Grant Park, often called “Chicago’s front yard.” Driving along Lake Shore Drive, with views of Lake Michigan on one side and the city's towering buildings on the other, is an unforgettable experience. Don't forget to visit Navy Pier, home to family-friendly attractions, boat tours, and stunning views of the lake. For history and culture buffs, the Museum Campus houses the Field Museum, the Shedd Aquarium, and the Adler Planetarium, all within walking distance of each other. Parking is readily available, making it easy to explore at your own pace. 

Chicago's diverse neighbourhoods are the soul of the city, each offering its own unique charm. Wicker Park and Bucktown: are the trendy and artsy districts, and perfect for boutique shopping, sipping craft cocktails, and enjoying live music. Pilsen is known for its vibrant murals and authentic Mexican cuisine, Pilsen is a must-visit for foodies and art enthusiasts alike. Home to the University of Chicago and the Obama Presidential Center, Hyde Park also boasts the historic Museum of Science and Industry. Whether you’re heading to the towering skyscrapers of downtown, the sandy shores of Lake Michigan, or the rolling farmland of the Midwest, Chicago has something for everyone. A hire car makes it easy to hop between neighbourhoods, experiencing the many cultures and cuisines that make Chicago so special. The surrounding areas offer equally exciting adventures - if you’re looking for an epic road trip on the historic Route 66, it begins right in downtown Chicago! This legendary highway, often called the “Main Street of America,” takes you through picturesque small towns and sprawling countryside.