The cheapest way to get from Chicago to Milwaukee costs only $15, and the quickest way takes just 1½ hours. Find the travel option that best suits you.

In Chicago, connect to over 500 other destinations across North America. Or take the Hiawatha Service to Milwaukee's General Mitchell International Airport. With seven roundtrips a day (six on Sunday) it's …

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 …

The cheapest way to get from Chicago to Milwaukee (Station) costs only $15, and the quickest way takes just 1½ hours. Find the travel option that best suits you.

Book your train and bus tickets today by choosing from over 30 U.S. train routes and 500 destinations in North America.

Feb 4, 2026 · Plan your perfect weekend road trip itinerary from Chicago to Milwaukee with must-see attractions and top stops for a memorable getaway.

Flying from Chicago to Milwaukee American Airlines offers convenient flights from Chicago O'Hare International Airport (ORD) to Milwaukee Mitchell International Airport (MKE). Whether you're …

Jun 13, 2026 · Book a cheap train ticket from Chicago, IL to Milwaukee, WI from $20 (€17) with Amtrak. Search train times and schedules and travel by train from Chicago, IL to Milwaukee, WI in 1h 41m on …

Driving directions from Chicago, Illinois 60602, US, Chicago, Illinois to Milwaukee, Wisconsin 53202, US, Milwaukee, Wisconsin including road conditions, live traffic updates, and reviews of local …

The drive from Chicago to Milwaukee covers approximately 92 miles via I-94 W and I-41 N, taking around 1 hour and 52 minutes under typical conditions. This route offers a direct and efficient …