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Find trains from Toronto to Chicago

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

YTO — CHI
May 18 — May 251
1 adult
Sun 5/18

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 KitchenerToronto, 43.455597, -80.49309
Toronto Oshawa StationToronto, 43.870958, -78.884719
Toronto Whitby goToronto, 43.865723, -78.938

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

How far is Toronto to Chicago by train?

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 Detroit
Fastest travel time5h 06m
Cheapest price$96
Trains to Chicago from St. Louis
Fastest travel time4h 55m
Cheapest price$72
Trains to Chicago from Milwaukee
Fastest travel time1h 19m
Cheapest price$48
Trains to Chicago from Indianapolis
Fastest travel time3h 30m
Cheapest price$76
Trains to Chicago from Cleveland
Fastest travel time6h 46m
Cheapest price$149
Trains to Chicago from New York
Fastest travel time19h 32m
Cheapest price$230
Trains to Chicago from Memphis
Fastest travel time10h 35m
Cheapest price$201
Trains to Chicago from Champaign
Fastest travel time2h 36m
Cheapest price$36
Trains to Chicago from Toledo
Fastest travel time4h 23m
Cheapest price$105
Trains to Chicago from Grand Rapids
Fastest travel time4h 08m
Cheapest price$73
Trains to Chicago from Washington, D.C.
Fastest travel time17h 40m
Cheapest price$275
Trains to Chicago from Orlando
Fastest travel time38h 55m
Cheapest price$238

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 16m
Cheapest price$100
Trains from Toronto to Ottawa
Fastest travel time3h 31m
Cheapest price$86

Start planning your trip to Chicago

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Get the latest Chicago flight insights

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Start planning your trip today

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