Find trains from Toronto to Chicago

Search for cheap train tickets from Toronto to Chicago and book your trip in minutes.

YTO — CHI
Apr 4 — Apr 111
One-way
1 adult
Tue 4/4

Toronto Train Station Directory

Location of major train stations in Toronto
Toronto MaltonToronto, 43.704865, -79.63814
Toronto BloorToronto, 43.6573165161707, -79.45046250793457
Toronto WestonToronto, 43.70008, -79.5129
Toronto Oshawa StationToronto, 43.870958, -78.884719
Toronto Whitby goToronto, 43.865723, -78.938
Toronto KitchenerToronto, 43.455597, -80.49309

Chicago Train Station Directory

Location of major train stations in Chicago
Chicago UnionChicago, 41.87864, -87.64025

FAQs for booking trains from Toronto to Chicago

The straight-line distance from Toronto to Chicago is 435.3 mi, but the actual distance you’ll travel by train depends on the route taken.


Popular train routes to Chicago

Most frequently searched train routes to Chicago, along with the cheapest price and shortest travel time.
Trains to Chicago from St. Louis
Fastest travel time5h 09m
Cheapest price$50
Trains to Chicago from Detroit
Fastest travel time5h 06m
Cheapest price$80
Trains to Chicago from Grand Rapids
Fastest travel time4h 08m
Cheapest price$70
Trains to Chicago from Los Angeles
Fastest travel time42h 55m
Cheapest price$292
Trains to Chicago from New York
Fastest travel time19h 32m
Cheapest price$180
Trains to Chicago from Omaha
Fastest travel time9h 36m
Cheapest price$126
Trains to Chicago from Pittsburgh
Fastest travel time9h 46m
Cheapest price$122
Trains to Chicago from New Orleans
Fastest travel time19h 30m
Cheapest price$220
Trains to Chicago from Syracuse
Fastest travel time13h 07m
Cheapest price$134
Trains to Chicago from Indianapolis
Fastest travel time3h 30m
Cheapest price$59
Trains to Chicago from Milwaukee
Fastest travel time1h 19m
Cheapest price$50
Trains to Chicago from Memphis
Fastest travel time10h 35m
Cheapest price$178

Other train routes from Toronto

Find and compare cheap train tickets from Toronto to other popular destinations on momondo
Trains from Toronto to Montreal
Fastest travel time4h 11m
Cheapest price$79
Trains from Toronto to Ottawa
Fastest travel time3h 38m
Cheapest price$79

Start planning your trip to Chicago