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Train tickets from Brooklyn to Chicago start at $96, and the quickest route takes just 21h 14m. Check timetables and book your tickets with Rome2rio.
Find trains to Chicago's Union Station from New York, Milwaukee, and 500 other cities. Plan your trip to Chicago and find the nearest train station today.
There are 9 ways to get from Brooklyn to Chicago (Station) by subway, plane, train, bus or car. Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
The cheapest way to get from Brooklyn to Chicago Union Station costs only $111, and the quickest way takes just 5 hours. Find the travel option that best suits you.
See below for the list of routes that travel to Chicago to find a station near you, or start the booking process on Amtrak.com. For specific directions and schedules, you can also use Google Maps with your starting location and Chicago Union Station as the destination (click on the train icon to view transit routes).
You can pick from 5 daily train trips between New York and Chicago. The average train journey from New York to Chicago takes 22 hours and 46 minutes, but some Amtrak Lake Shore Limited train trips are as short as 19 hours and 32 minutes.