There are 10 ways to get from Chicago to Waterloo by plane, bus, train (Amtrak), bus (Amtrak, Flixbus), car, train, shuttle, 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 Toronto Pearson Airport to Kitchenerbus
6h 31m$515–1,425Bus
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$102–165Train
- Take the train from Chicago Union Station to Port Huron Stationtrain Blue Water
- Take the train from Sarnia to Kitchenertrain VIA Rail
11h 9m$161–503Bus 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
12h$151–228Drive 719.1 km
- Drive from Chicago to Waterloocar 719.1 km
7h 57m$145–210Fly 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 35m$291–2,129Fly 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 8m$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 46m$268–544Fly 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 9m$134–522Fly Chicago Midway International Airport to Detroit, shuttle, bus
- Fly from Chicago Midway International Airport (MDW) to Detroit (DTW)plane MDW - DTW
- Take a shuttle bus from Detroit Airport to Days Inn by Wyndham London
- Take the bus from London to Kitchenerbus
9h 2m$267–808
Chicago to Waterloo by train and car
Questions & Answers
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 31m and costs $500 - $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 817 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 $150 - $230.
It takes approximately 6h 31m 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 $160 - $550. Alternatively, you can bus via Detroit, which costs $150 - $230 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
- united.com
Flights from Chicago O'Hare International Airport to Toronto Pearson International Airport
- Ave. Duration
- 1h 50m
- When
- Every day
- Estimated price
- $60–390
Flights from Chicago O'Hare International Airport to Toronto Island Airport
- Ave. Duration
- 1h 41m
- When
- Every day
- Estimated price
- $65–400
Flights from Chicago O'Hare International Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 37m
- When
- Every day
- Estimated price
- $100–650
Flights from Chicago O'Hare International Airport to Erie International Airport
- Ave. Duration
- 1h 40m
- When
- Every day
- Estimated price
- $65–420
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
- $110–260
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Toronto Pearson Airport to Kitchener
- Ave. Duration
- 1h 5m
- Frequency
- 5 times a day
- Estimated price
- $11–18
- 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
Bus from London to Kitchener
- Ave. Duration
- 1h 10m
- Frequency
- 4 times a day
- Estimated price
- $13–21
- 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
Want to know more about travelling around Canada
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More Questions & Answers
Chicago to Waterloo bus services, operated by Greyhound USA, arrive at Detroit Bus Station.
Waterloo is 1h ahead of Chicago. It is currently 9:11 AM in Chicago and 10:11 AM 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 217+ hotels available in Waterloo.




