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Next bus departures

Next departures for Toronto to Chicago on April 28
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
FlixBus + Greyhound Lines, Inc.	Bus	2:15pm	Union Station Bus Terminal	16h 10m	5:25am	Downtown Greyhound Station	CheapestFastest
FlixBus + Greyhound Lines, Inc.	Bus	1:25pm	Scarborough - 55 Town Centre Court	17h	5:25am	Downtown Greyhound Station	No tags
FlixBus + Greyhound Lines, Inc. + FlixBus	Bus	2:15pm	Union Station Bus Terminal	19h 5m	8:20am	Chicago 95Th & Dan Ryan	No tags
FlixBus + Greyhound Lines, Inc. + FlixBus	Bus	1:25pm	Scarborough - 55 Town Centre Court	19h 55m	8:20am	Chicago 95Th & Dan Ryan	No tags

Next departures for Toronto to Chicago on April 29
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
FlixBus + Greyhound Lines, Inc.	Bus	7:40pm	Union Station Bus Terminal	15h 20m	10:00am	Downtown Greyhound Station	Cheapest
FlixBus + Greyhound Lines, Inc.	Bus	8:00am	Union Station Bus Terminal	14h 25m	9:25pm	Downtown Greyhound Station	Fastest
FlixBus + Greyhound Lines, Inc.	Bus	2:15pm	Union Station Bus Terminal	16h 10m	5:25am	Downtown Greyhound Station	No tags
FlixBus + Greyhound Lines, Inc.	Bus	8:00am	Union Station Bus Terminal	1d 1h	8:00am	537-517 W. Jackson Blvd	No tags
FlixBus + Greyhound Lines, Inc.	Bus	7:05am	Scarborough - 55 Town Centre Court	15h 20m	9:25pm	Downtown Greyhound Station	No tags

Next departures for Toronto to Chicago on May 1
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
	Bus	11:00pm	Union Station Bus Terminal	13h 25m	11:25am	Downtown Greyhound Station	Cheapest
	Bus	11:55pm	Mississauga	12h 30m	11:25am	Downtown Greyhound Station	Fastest
FlixBus + Greyhound Lines, Inc.	Bus	8:00am	Union Station Bus Terminal	14h 25m	9:25pm	Downtown Greyhound Station	No tags
	Bus	10:20pm	Scarborough - 55 Town Centre Court	14h 5m	11:25am	Downtown Greyhound Station	No tags
FlixBus + Greyhound Lines, Inc.	Bus	2:15pm	Union Station Bus Terminal	16h 10m	5:25am	Downtown Greyhound Station	No tags

Next departures for Toronto to Chicago on May 2
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
FlixBus + FlixBus + Greyhound Lines, Inc.	Bus	12:45pm	Pearson International Airport, Terminal 1	17h 40m	5:25am	Downtown Greyhound Station	Cheapest
	Bus	11:55pm	Mississauga	12h 30m	11:25am	Downtown Greyhound Station	Fastest
	Bus	2:00am	Union Station Bus Terminal	16h 35m	5:35pm	Downtown Greyhound Station	No tags
FlixBus + Greyhound Lines, Inc.	Bus	8:00am	Union Station Bus Terminal	14h 25m	9:25pm	Downtown Greyhound Station	No tags
FlixBus + Greyhound Lines, Inc.	Bus	2:15pm	Union Station Bus Terminal	16h 10m	5:25am	Downtown Greyhound Station	No tags

Next departures for Toronto to Chicago on May 3
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
	Bus	11:00pm	Union Station Bus Terminal	13h 25m	11:25am	Downtown Greyhound Station	Cheapest
	Bus	11:55pm	Mississauga	12h 30m	11:25am	Downtown Greyhound Station	Fastest
	Bus	2:00am	Union Station Bus Terminal	16h 35m	5:35pm	Downtown Greyhound Station	No tags
FlixBus + Greyhound Lines, Inc.	Bus	8:00am	Union Station Bus Terminal	14h 25m	9:25pm	Downtown Greyhound Station	No tags
FlixBus + Greyhound Lines, Inc.	Bus	2:15pm	Union Station Bus Terminal	16h 10m	5:25am	Downtown Greyhound Station	No tags

Last refresh of the prices: Yesterday at 12:20 PM EDT.

Find cheapest prices for buses

Price is for a one-way ticket for one passenger and based on past searches.

Best price found

04/26

₪365

04/27

₪304

Today

No data

04/29

No data

04/30

₪282

05/01

₪255

05/02

₪298

05/03

₪282

The cheapest trip from Toronto to Chicago was searched and found on May 1, 2026 with a price of ₪255

To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Toronto to Chicago, as early as possible.

You can expect to pay from ₪255 to ₪405 for a bus ticket from Toronto to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at ₪255 which is on 2026-05-01.