There are 6 ways to get from Wisconsin to Chicago by train (Amtrak), bus, car, plane, or subway. Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

There are 5 ways to get from Chicago to Wisconsin by train (Amtrak), bus, car, or plane. Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

Amtrak Hiawatha train offers seven roundtrips daily between Milwaukee and Chicago and features First class seating, 95% on-time rating, easy access and a stop at the brand new Amtrak station at Mitchell International Airport in Milwaukee.

Find all the transport options for your trip from Madison to Chicago right here. Rome2Rio displays up to date schedules, route maps, journey times and estimated fares from relevant transport operators, ensuring you can make an informed decision about which option will suit you best.

The journey from Wisconsin Dells to Chicago can take as little as 3 hours 55 minutes and starts from as little as $41.98. The earliest bus leaves at 1:15 am and the last bus leaves at 6:35 pm . Greyhound schedules 3 buses per day from Wisconsin Dells to Chicago.

Book your next Greyhound bus from Madison, WI to Chicago, IL. Get free Wi-Fi & plug outlets on board, extra legroom and 2 pieces of free luggage.

Find flights to Chicago from $55. Fly from Wisconsin on Sun Country Air, Frontier, Southwest and more. Search for Chicago flights on KAYAK now to find the best deal.

Find United Airlines cheap flights from Madison to Chicago. Enjoy a Madison to Chicago modern flight experience in premium cabins with Wi-Fi.

How far is Chicago, Illinois from Wisconsin (WI)? The driving distance is 233 miles.