Chicago to Milwaukee by train

Traveling between Illinois and Wisconsin is simple on the Amtrak network. The route connects two major Midwestern cities along the western shore of Lake Michigan. Passengers have two main choices for this short trip. The Hiawatha provides a frequent commuter style service, while the Borealis offers a daily option that continues further north. Both trains share the same tracks between the two cities. Whether you are traveling for business or planning a weekend visit, taking the train avoids the heavy traffic on the interstate highway. Booking in advance is recommended during busy holiday periods.

Your train options

Two direct Amtrak trains run on this route. The Hiawatha operates many round trips a day as of 2026. The journey takes about 1 hour 30 minutes. The train features Coach and Business Class seating. The Borealis runs daily in each direction, taking about 1 hour 30 minutes to 2 hours. It also offers Coach and Business Class, but adds a Café car for purchasing snacks and drinks. Neither train involves an overnight stay on this trip, as it is a short daytime run. When choosing between the two, the Hiawatha provides the most flexibility with its frequent schedule. The Borealis is a great alternative if its daily departure time aligns with your plans, especially if you want access to the Café car. Both trains offer comfortable seating for the quick journey north.

The journey

The journey north from Illinois into Wisconsin covers a relatively short distance. Departing Chicago, the train passes through the city's North Side and its surrounding suburbs before reaching the first stop in Glenview. Depending on the time of year and your departure schedule, you might make this trip during daylight or after dark. If you travel during the day, the scenery transitions from urban neighborhoods to open spaces. After crossing the state line, the route continues through Wisconsin farmland. The train stops in Sturtevant before making its final approach into Milwaukee. The landscape is primarily residential and agricultural, offering a quiet view of the Midwest. Because the trip is brief, passengers spend most of the time passing through these suburban and rural communities before arriving in the city center.

The stations

Trains depart from Chicago Union Station, located in the West Loop just west of the Chicago River. It is a short walk or bus ride from the Loop. The station features the Great Hall, a classic Beaux Arts waiting room opened in 1925. Premium passengers can use the Amtrak Metropolitan Lounge. The CTA Blue Line Clinton stop and many buses are nearby. You will arrive at Milwaukee Intermodal Station downtown. This facility serves Amtrak trains, including the Hiawatha, Borealis and Empire Builder, as well as intercity buses. The Hop streetcar connects nearby for onward travel.