There are 9 ways to get from Chicago to Waterloo by plane, bus, train (Amtrak), bus (Amtrak, Flixbus), car, train, or bus (Greyhound, Flixbus)
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, bus
best- Fly from Chicago O'Hare International Airport (ORD) to Toronto Pearson International Airport (YYZ)plane ORD - YYZ
- Take the bus from Bramalea GO Bus to Kitchener GO Busbus
6h 36m$572–1,428Bus
cheapest- Take the bus from Chicago Bus Station to Detroit Bus Stationbus Greyhound US0160
- Take the bus from Detroit Bus Station to Kitchenerbus FlixBus N2710
12h 10m$104–170Train
- Take the train from Chicago Union Station to Port Huron Stationtrain Blue Water
- Take the train from Sarnia to Kitchenertrain VIA Rail
11h 9m$290–625Bus via Detroit
- Take the bus from Chicago Union Station to Detroitbus Amtrak Thruway Connecting Service
- Take the bus from Detroit Bus Station to Kitchenerbus FlixBus N2710
12hDrive 719.1 km
- Drive from Chicago to Waterloocar 719.1 km
7h 57m$145–209Fly Chicago O'Hare International Airport to Toronto Island Airport, train
- Fly from Chicago O'Hare International Airport (ORD) to Toronto Island Airport (YTZ)plane ORD - YTZ
- Take the train from Union Station GO to Kitchener GOtrain
7h 40m$301–1,929Fly Chicago O'Hare International Airport to Buffalo Niagara International Airport, bus
- Fly from Chicago O'Hare International Airport (ORD) to Buffalo Niagara International Airport (BUF)plane ORD - BUF
- Take the bus from Buffalo to Mississaugabus
- Take the bus from Winston Churchill Transitway Station to Wilfrid Laurier Universitybus
9h 11m$288–534Fly Chicago Midway International Airport to Buffalo Niagara International Airport, bus
- Fly from Chicago Midway International Airport (MDW) to Buffalo Niagara International Airport (BUF)plane MDW - BUF
- Take the bus from Buffalo to Mississaugabus
- Take the bus from Winston Churchill Transitway Station to Wilfrid Laurier Universitybus
8h 51m$268–654Fly Chicago O'Hare International Airport to Erie International Airport, drive
- Fly from Chicago O'Hare International Airport (ORD) to Erie International Airport (ERI)plane ORD - ERI
- Drive from Erie-Airport-ERI to Waterloocar
7h 31m$134–502
Chicago to Waterloo by train and car
Comparing Your Travel Options
The cheapest way to get from Chicago to Waterloo is to bus which costs $100 - $170 and takes 12h 10m.
The fastest way to get from Chicago to Waterloo is to fly and bus which takes 6h 36m and costs $550 - $1,500.
No, there is no direct bus from Chicago station to Waterloo. However, there are services departing from Chicago Union Station and arriving at Kitchener via Cass & Milwaukee and Detroit Bus Station. The journey, including transfers, takes approximately 12h.
No, there is no direct train from Chicago station to Waterloo. However, there are services departing from Chicago Union Station and arriving at Kitchener via Sarnia. The journey, including transfers, takes approximately 11h 9m.
The distance between Chicago and Waterloo is 826 km. The road distance is 719.1 km.
The best way to get from Chicago to Waterloo without a car is to bus via Detroit which takes 12h and costs .
It takes approximately 6h 36m to get from Chicago to Waterloo, including transfers.
Chicago to Waterloo bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago to Waterloo train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Waterloo is to train which takes 11h 9m and costs $290 - $650. Alternatively, you can bus via Detroit, which costs and takes 12h.
What companies run services between Chicago, IL, USA and Waterloo, ON, Canada?
You can take a train from Chicago Union Station to Kitchener via Port Huron Station and Sarnia in around 11h 9m. Alternatively, you can take a bus from Chicago Union Station to Kitchener via Detroit, Cass & Milwaukee, Larned & Shelby, and Detroit Bus Station in around 12h.
- Website
- aircanada.com
Flights from Chicago O'Hare International Airport to Toronto Pearson International Airport
- Ave. Duration
- 1h 49m
- When
- Every day
- Estimated price
- $60–370
Flights from Chicago O'Hare International Airport to Toronto Island Airport
- Ave. Duration
- 1h 47m
- When
- Every day
- Estimated price
- $60–380
Flights from Chicago O'Hare International Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 44m
- When
- Every day
- Estimated price
- $100–650
- Website
- united.com
Flights from Chicago O'Hare International Airport to Toronto Pearson International Airport
- Ave. Duration
- 1h 49m
- When
- Every day
- Estimated price
- $60–370
Flights from Chicago O'Hare International Airport to Toronto Island Airport
- Ave. Duration
- 1h 47m
- When
- Every day
- Estimated price
- $60–380
Flights from Chicago O'Hare International Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 44m
- When
- Every day
- Estimated price
- $100–650
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Toronto Pearson International Airport
- Ave. Duration
- 1h 52m
- When
- Every day
- Estimated price
- $60–370
Flights from Chicago O'Hare International Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 45m
- When
- Every day
- Estimated price
- $100–650
Flights from Chicago O'Hare International Airport to Erie International Airport
- Ave. Duration
- 1h 45m
- When
- Every day
- Estimated price
- $65–400
- Website
- southwest.com
Flights from Chicago Midway International Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 31m
- When
- Every day
- Estimated price
- $150–950
- Website
- flyporter.com
Flights from Chicago O'Hare International Airport to Toronto Pearson International Airport
- Ave. Duration
- 1h 52m
- When
- Every day
- Estimated price
- $60–370
Flights from Chicago O'Hare International Airport to Toronto Island Airport
- Ave. Duration
- 1h 46m
- When
- Every day
- Estimated price
- $230–1,600
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Buffalo Niagara International Airport via Detroit
- Ave. Duration
- 3h 52m
- When
- Every day
- Estimated price
- $100–650
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Port Huron Station
- Ave. Duration
- 6h 31m
- Frequency
- Once daily
- Estimated price
- $240–390
- Website
- Amtrak
- Phone
- +1 888 842-7245
- Website
- VIA Rail
Train from Sarnia to Kitchener
- Ave. Duration
- 3h 22m
- Frequency
- Twice daily
- Estimated price
- $40–240
- Website
- VIA Rail
- Escape
- $40–130
- Business
- $90–230
- Business Plus
- $100–240
- Economy
- $45–140
- Economy Plus
- $50–150
- Phone
- +1 888 438 6646
- Website
- GO Transit
Train from Union Station GO to Kitchener GO
- Ave. Duration
- 1h 52m
- Frequency
- Every 3 hours
- Estimated price
- $17–22
- Website
- GO Transit
- Passenger
- $17–22
- Phone
- +1 888 438 6646
- Website
- GO Transit
Bus from Bramalea GO Bus to Kitchener GO Bus
- Ave. Duration
- 1h 8m
- Frequency
- Hourly
- Estimated price
- $14–17
- Website
- GO Transit
- Passenger
- $14–17
Bus from Winston Churchill Transitway Station to Wilfrid Laurier University
- Ave. Duration
- 1h 25m
- Frequency
- Hourly
- Estimated price
- $14–17
- Website
- GO Transit
- Passenger
- $14–17
Bus from Winston Churchill Transitway Station to Wilfrid Laurier University
- Ave. Duration
- 1h 25m
- Frequency
- Hourly
- Estimated price
- $14–17
- Website
- GO Transit
- Passenger
- $14–17
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Bus from Chicago Union Station to Detroit
- Ave. Duration
- 5h 20m
- Frequency
- Twice a week
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Detroit Bus Station to Kitchener
- Ave. Duration
- 4h 55m
- Frequency
- 3 times a week
- Estimated price
- $40–65
- Schedules at
- Flixbus USA
Bus from Chicago Bus Station to Detroit Bus Station
- Ave. Duration
- 7h 25m
- Frequency
- Twice daily
- Estimated price
- $60–95
- Schedules at
- Flixbus USA
Bus from Detroit Bus Station to Kitchener
- Ave. Duration
- 4h 55m
- Frequency
- 3 times a week
- Estimated price
- $40–65
- Schedules at
- Flixbus USA
- Phone
- +1 800-858-8555
- Website
- Trailways
Bus from Buffalo to Mississauga
- Saver
- $30–75
- Flexible
- $60–80
Bus from Buffalo to Mississauga
- Saver
- $30–75
- Flexible
- $60–80
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Chicago Bus Station to Detroit Bus Station
- Ave. Duration
- 6h 15m
- Frequency
- 3 times a day
- Estimated price
- $70–110
- Website
- Greyhound
Want to know more about travelling around Canada
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
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Booking & Getting There
Chicago to Waterloo bus services, operated by Greyhound USA, arrive at Detroit Bus Station.
Waterloo is 1h ahead of Chicago. It is currently 4:53 PM in Chicago and 5:53 PM in Waterloo.
Chicago to Waterloo train services, operated by Amtrak, arrive at Port Huron Station.
Yes, the driving distance between Chicago to Waterloo is 719 km. It takes approximately 7h 57m to drive from Chicago to Waterloo.
Book your Chicago to Waterloo train tickets online with Omio.
Book your Chicago to Waterloo bus tickets online with Omio and FlixBus.
There are 219+ hotels available in Waterloo.












