Trains from Chicago to Indianapolis

Known for its innovative architecture, cultural contributions to jazz and house music, and of course that irresistible deep-dish pizza, the many sights and experiences in Chicago make it one of the best urban vacation destinations for millennials and a top destination in Illinois.

You can't beat the views of the city and Lake Michigan from the SkyDeck in the Willis Tower; at over 1,300 feet, this is the highest observation deck in the U.S. Snap that classic selfie with the Bean in Millennium Park, then wander the many museums in nearby Grant Park. Navy Pier is a popular tourist hotspot for its parks, restaurants, and attractions right on Lake Michigan, and baseball fans will find paradise in Wrigleyville, home to the Chicago Cubs' Wrigley Field and sports bars galore.

Chicago's enormous parks offer plentiful opportunities for outdoor activities in gorgeous urban settings. Many companies offer kayak rentals or boat tours on the Chicago River, with special tours running on Saint Patrick's Day, when the entire river is dyed green. When you’re ready to buy some souvenirs from your epic trip, hit the big brand stores on the Magnificent Mile, or shop local in neighborhoods like Andersonville and Wicker Park. And don't miss the chance to laugh until you cry at The Second City comedy theater, famous for launching the careers of comedians like Tina Fey and Stephen Colbert.

Chicago is one of the biggest transportation hubs in the Midwest, and provides easy access to nearby destinations ideal for day trips, as well as international travel from two airports. Thanks to plenty of bus and train stations throughout the city, getting to the Windy City is a breeze.

Indianapolis, or often referred to as just Indy, is the capital and largest city in the state of Indiana. While the city attracts thousands of visitors from the area every month, it is during Memorial Day weekend that Indianapolis becomes the place to be for over 300,000 race car fans from all over the globe. The reason for that is the Indianapolis 500, an annual automobile race and the world’s largest single day sporting event, taking place at the iconic Indianapolis Motor Speedway.

If you’re not in Indianapolis for Memorial Day weekend, you can learn about the race and see a rare collection of 500 Indy race vehicles and memorabilia at the Indianapolis Motor Speedway Museum. And while you’re on a history streak, stop by at one of the many war memorials found throughout the city, like the Soldiers and Sailors monument, the World War II memorial, and the Indiana War Memorial where you must check out the Shrine Room for a stunning one-of-a-kind experience.

Over the past few years, Indianapolis has also been cultivating a vibrant restaurant scene, offering classic American dishes made with ingredients from local farmers, and a growing selection of international cuisine. If you’re a beer fan, you will be happy to know that Indianapolis has some of the highest quality breweries in the U.S.

Located in the heart of America’s Midwest, Indianapolis offers easy connections by bus and train to other Midwestern hubs like Chicago, Louisville, and Cincinnati, while the conveniently located airport connects Indy with the rest of the world.