There are 11 ways to get from Chicago to Milton by plane, train (Amtrak), bus (Greyhound, Flixbus), car, shuttle, or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Chicago O'Hare International Airport to Toronto Pearson International Airport
best- Fly from Chicago O'Hare International Airport (ORD) to Toronto Pearson International Airport (YYZ)ORD - YYZ
5h 47m$250–632Bus
cheapest- Take the bus from Chicago Bus Station to Detroit Bus StationGreyhound US0160
- Take the bus from Detroit Bus Station to MississaugaFlixBus N2706
13h 49m$105–286Train via Detroit
- Take the train from Chicago Union Station to DetroitWolverine
- Take the train from Windsor to OakvilleVIA Rail
12h 3m$124–339Drive 777.3 km
- Drive from Chicago to Milton777.3 km
8h 4m$152–219Fly Chicago Midway International Airport to Buffalo Niagara International Airport, shuttle
- Fly from Chicago Midway International Airport (MDW) to Buffalo Niagara International Airport (BUF)MDW - BUF
- Take a shuttle bus from Buffalo Airport to Pearson International Airport Terminal 1
6h 46m$390–1,692Fly Chicago Midway International Airport to Toronto Island Airport, train
- Fly from Chicago Midway International Airport (MDW) to Toronto Island Airport (YTZ)MDW - YTZ
- Take the train from Toronto Union Station to Milton GO
6h 38m$177–625Fly Chicago O'Hare International Airport to Buffalo Niagara International Airport, shuttle
- Fly from Chicago O'Hare International Airport (ORD) to Buffalo Niagara International Airport (BUF)ORD - BUF
- Take a shuttle bus from Buffalo Airport to Pearson International Airport Terminal 1
7h 16m$340–1,392Fly Chicago Midway International Airport to Toronto Pearson International Airport
- Fly from Chicago Midway International Airport (MDW) to Toronto Pearson International Airport (YYZ)MDW - YYZ
7h 1m$490–1,132Fly Chicago O'Hare International Airport to Toronto Island Airport, train
- Fly from Chicago O'Hare International Airport (ORD) to Toronto Island Airport (YTZ)ORD - YTZ
- Take the train from Toronto Union Station to Milton GO
6h 54m$267–675Bus via London
- Take the bus from Chicago Bus Station to Detroit Bus Station
- Take the bus from Detroit Bus Station to London
- Take the bus from London, ON to Kitchener, ON
- Take the bus from Sportsworld Dr. @ Hwy. 8 Park & Ride to Regional Rd. 25 @ Hwy. 401 Park & Ride25
14h 14m$131–269Train
- Take the train from Chicago Union Station to Buffalo Depew StationLake Shore Limited
- Take the train from Buffalo to OakvilleVIA Rail
16h 55m$112–406
Chicago to Milton by train, car, and bus
Questions & Answers
The cheapest way to get from Chicago to Milton is to bus which costs $100 - $290 and takes 13h 49m.
The fastest way to get from Chicago to Milton is to fly which takes 5h 47m and costs $250 - $650.
No, there is no direct bus from Chicago station to Milton. However, there are services departing from Chicago Bus Station and arriving at Regional Rd. 25 @ Hwy. 401 Park & Ride via Detroit Bus Station and Square One. The journey, including transfers, takes approximately 13h 49m.
The distance between Chicago and Milton is 765 km. The road distance is 777.3 km.
The best way to get from Chicago to Milton without a car is to bus which takes 13h 49m and costs $100 - $290.
It takes approximately 5h 47m to get from Chicago to Milton, including transfers.
Chicago to Milton bus services, operated by Greyhound USA, depart from Chicago Bus Station.
The best way to get from Chicago to Milton is to fly which takes 5h 47m and costs $250 - $650. Alternatively, you can train via Detroit, which costs $120 - $340 and takes 12h 3m, you could also bus, which costs $100 - $290 and takes 13h 49m.
Chicago to Milton bus services, operated by Greyhound USA, arrive at Detroit Bus Station.
Milton is 1h ahead of Chicago. It is currently 10:31 PM in Chicago and 11:31 PM in Milton.
What companies run services between Chicago, IL, USA and Milton, ON, Canada?
American Airlines, Air Canada, and United Airlines fly from Chicago O'Hare International Airport (ORD) to Toronto Pearson International Airport (YYZ) hourly. Alternatively, you can take a train from Chicago Union Station to Milton GO Bus via Detroit, Windsor, Oakville, and Oakville GO Bus in around 12h 3m.
- Website
- aircanada.com
Flights from Chicago O'Hare International Airport to Toronto Pearson International Airport
- Ave. Duration
- 1h 44m
- When
- Every day
- Estimated price
- $55–340
Flights from Chicago O'Hare International Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 50m
- When
- Every day
- Estimated price
- $200–1,200
Flights from Chicago Midway International Airport to Toronto Pearson International Airport via Detroit
- Ave. Duration
- 3h 10m
- When
- Monday, Tuesday, Friday, and Sunday
- Estimated price
- $70–420
Flights from Chicago Midway International Airport to Toronto Pearson International Airport via Pittsburgh
- Ave. Duration
- 4h 5m
- When
- Monday, Tuesday, Friday, and Sunday
- Estimated price
- $85–460
Flights from Chicago Midway International Airport to Toronto Pearson International Airport via Reagan Washington
- Ave. Duration
- 4h 52m
- When
- Monday, Tuesday, Friday, Saturday, and Sunday
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Toronto Pearson International Airport via Cleveland
- Ave. Duration
- 4h 34m
- When
- Wednesday and Thursday
- Estimated price
- $75–430
Flights from Chicago O'Hare International Airport to Toronto Island Airport
- Ave. Duration
- 1h 41m
- When
- Every day
- Estimated price
- $60–360
- Website
- united.com
Flights from Chicago O'Hare International Airport to Toronto Pearson International Airport
- Ave. Duration
- 1h 44m
- When
- Every day
- Estimated price
- $55–340
Flights from Chicago O'Hare International Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 50m
- When
- Every day
- Estimated price
- $200–1,200
Flights from Chicago Midway International Airport to Toronto Pearson International Airport via Detroit
- Ave. Duration
- 3h 10m
- When
- Monday, Tuesday, Friday, and Sunday
- Estimated price
- $70–420
Flights from Chicago Midway International Airport to Toronto Pearson International Airport via Pittsburgh
- Ave. Duration
- 4h 5m
- When
- Monday, Tuesday, Friday, and Sunday
- Estimated price
- $85–460
Flights from Chicago Midway International Airport to Toronto Pearson International Airport via Reagan Washington
- Ave. Duration
- 4h 52m
- When
- Monday, Tuesday, Friday, Saturday, and Sunday
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Toronto Pearson International Airport via Cleveland
- Ave. Duration
- 4h 34m
- When
- Wednesday and Thursday
- Estimated price
- $75–430
Flights from Chicago O'Hare International Airport to Toronto Island Airport
- Ave. Duration
- 1h 41m
- When
- Every day
- Estimated price
- $60–360
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Toronto Pearson International Airport
- Ave. Duration
- 1h 46m
- When
- Every day
- Estimated price
- $55–340
Flights from Chicago O'Hare International Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 45m
- When
- Every day
- Estimated price
- $200–1,200
- Website
- flyporter.com
Flights from Chicago O'Hare International Airport to Toronto Pearson International Airport
- Ave. Duration
- 1h 46m
- When
- Every day
- Estimated price
- $55–340
Flights from Chicago Midway International Airport to Toronto Island Airport
- Ave. Duration
- 1h 42m
- When
- Every day
- Estimated price
- $160–550
- Website
- southwest.com
Flights from Chicago Midway International Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 27m
- When
- Every day
- Estimated price
- $250–1,500
- Website
- delta.com
Flights from Chicago Midway International Airport to Buffalo Niagara International Airport via Detroit
- Ave. Duration
- 3h 25m
- When
- Every day
- Estimated price
- $250–1,500
Flights from Chicago Midway International Airport to Toronto Pearson International Airport via Detroit
- Ave. Duration
- 4h 41m
- When
- Every day
- Estimated price
- $70–420
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Detroit
- Ave. Duration
- 5h 20m
- Frequency
- 3 times a day
- Estimated price
- $70–200
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Buffalo Depew Station
- Ave. Duration
- 10h 23m
- Frequency
- Twice daily
- Estimated price
- $75–280
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 888 842-7245
- Website
- viarail.ca
Train from Windsor to Oakville
- Ave. Duration
- 3h 44m
- Frequency
- 4 times a day
- Estimated price
- $45–130
- Website
- https://www.viarail.ca/en
- Economy Adult - same day booking
- $55–130
- Economy Adult - Advanced Booking
- $55–110
- Economy Escape Advanced Booking - Adult
- $45–65
Train from Buffalo to Oakville
- Ave. Duration
- 3h 47m
- Frequency
- Once daily
- Estimated price
- $29–120
- Website
- https://www.viarail.ca/en
- Economy Adult - same day booking
- $30–120
- Economy Adult - Advanced Booking
- $30–90
- Economy Escape Advanced Booking - Adult
- $29–45
- Phone
- +1 888-438-6646
- Website
- gotransit.com
Train from Toronto Union Station to Milton GO
- Ave. Duration
- 1h
- Frequency
- Every 4 hours
- Estimated price
- $10–14
- Website
- https://www.gotransit.com/
- Website
- https://www.gotransit.com/en/see-schedules
- Passenger
- $10–14
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Chicago Bus Station to Detroit Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- 3 times a day
- Estimated price
- $45–140
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Chicago Bus Station to Detroit Bus Station
- Ave. Duration
- 7h 55m
- Frequency
- Twice daily
- Estimated price
- $50–150
- Schedules at
- flixbus.com
Bus from Detroit Bus Station to Mississauga
- Ave. Duration
- 5h 45m
- Frequency
- 5 times a week
- Estimated price
- $50–130
- Schedules at
- flixbus.com
Bus from Detroit Bus Station to London
- Ave. Duration
- 3h 5m
- Frequency
- Twice daily
- Estimated price
- $29–45
- Schedules at
- flixbus.com
- Phone
- 905-374-8111
- airsales@niagaraairbus.com
- Website
- niagaraairbus.com
Shuttle from Buffalo Airport to Pearson International Airport Terminal 1
- Ave. Duration
- 2h
- Frequency
- On demand
- Estimated price
- $120–160
- Website
- https://www.niagaraairbus.com
- Schedules at
- https://www.niagaraairbus.com
- Book at
- https://www.niagaraairbus.com
- Phone
- +1-844-800-6828
- pr@ourbus.com
- Website
- ourbus.com
Bus from London, ON to Kitchener, ON
- Ave. Duration
- 1h 40m
- Frequency
- Every 4 hours
- Estimated price
- $27–75
- Website
- https://www.ourbus.com
- Phone
- 1-833-583-3636
- contact@riderexpress.ca
- Website
- riderexpress.ca
Bus from London, ON to Kitchener, ON
- Ave. Duration
- 1h 30m
- Frequency
- Twice daily
- Estimated price
- $45–65
- Website
- https://riderexpress.ca/
- Standard
- $45–65
- Phone
- +1 888-438-6646
- Website
- gotransit.com
Bus from Sportsworld Dr. @ Hwy. 8 Park & Ride to Regional Rd. 25 @ Hwy. 401 Park & Ride
- Ave. Duration
- 46 min
- Frequency
- Hourly
- Estimated price
- $9–12
- Website
- https://www.gotransit.com/
- Website
- https://www.gotransit.com/en/see-schedules
- Passenger
- $9–12
Want to know more about travelling around Canada
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More Questions & Answers
Yes, the driving distance between Chicago to Milton is 777 km. It takes approximately 8h 4m to drive from Chicago to Milton.
There are 441+ hotels available in Milton.




















