Find trains from Toronto to Chicago

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

YTO — CHI
Apr 29 — May 61
1 adult
Mon 4/29

Toronto to Chicago train information

Find information about ticket prices, popular stations, and train companies that offer trains from Toronto to Chicago

ONE-WAY FROM

$249

TRAIN COMPANIES

Lufthansa
The best one-way train deal from Toronto to Chicago found on momondo in the last 72 hours is $249
There is 1 train company servicing this route: Lufthansa

Toronto Train Station Directory

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

Chicago Train Station Directory

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

Book one-way train tickets from Toronto to Chicago

Below are the fastest and cheapest one-way train tickets from Toronto to Chicago we’ve found in the last 72 hours. Select a deal below or use the search form above to find train tickets by date.
Lufthansa
Jun 24
1:00 pmToronto Pearson Intl
2h 02m
2:02 pmChicago O'Hare Intl

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$78
Trains to Chicago from St. Louis
Fastest travel time4h 55m
Cheapest price$52
Trains to Chicago from Cleveland
Fastest travel time6h 46m
Cheapest price$98
Trains to Chicago from Indianapolis
Fastest travel time3h 30m
Cheapest price$75
Trains to Chicago from Memphis
Fastest travel time10h 35m
Cheapest price$179
Trains to Chicago from New York
Fastest travel time19h 32m
Cheapest price$185
Trains to Chicago from Omaha
Fastest travel time9h 29m
Cheapest price$144
Trains to Chicago from Pittsburgh
Fastest travel time9h 46m
Cheapest price$168
Trains to Chicago from Grand Rapids
Fastest travel time4h 08m
Cheapest price$67
Trains to Chicago from Syracuse
Fastest travel time13h 07m
Cheapest price$153
Trains to Chicago from Rochester
Fastest travel time11h 43m
Cheapest price$153
Trains to Chicago from Milwaukee
Fastest travel time1h 19m
Cheapest price$42

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$81
Trains from Toronto to Ottawa
Fastest travel time3h 35m
Cheapest price$81

Start planning your trip to Chicago

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Get the latest Chicago flight insights

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