There are 9 ways to get from Chicago to Waterloo by train, bus, car or plane

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2rio's travel planner.

Recommended option

Train  •  9 h 46 min

  1. Take the train from Chicago Union Station Amtrak to Detroit Amtrak
  2. Take the train from Windsor to London
  3. Take the train from London to Kitchener

$103 - $285

Cheapest option

Bus  •  11 h 14 min

  1. Take the bus from Chicago, IL to London, ON 5509 / 5534 / ...
  2. Take the bus from London, ON to Kitchener St Charles St W, ON 5540 / ...

$50 - $122

7 alternative options

Train, bus  •  11 h 3 min

  1. Take the train from Chicago Union Station Amtrak to Dearborn Amtrak
  2. Take the bus from Windsor, On to London, On
  3. Take the train from London to Kitchener

$95 - $239

Drive  •  7 h 57 min

  1. Drive from Chicago to Waterloo 465.5 miles

$60 - $90

Fly Chicago O'Hare to Toronto, train  •  6 h 54 min

  1. Fly from Chicago O'Hare (ORD) to Toronto (YYZ) ORD - YYZ
  2. Take the train from Toronto to Kitchener

$130 - $435

Fly Chicago Midway to Billy Bishop Toronto City, train  •  6 h 40 min

  1. Fly from Chicago Midway (MDW) to Billy Bishop Toronto City (YTZ) MDW - YTZ
  2. Take the train from Toronto to Kitchener

$129 - $437

Fly Chicago Midway to Buffalo, bus, train  •  9 h 19 min

  1. Fly from Chicago Midway (MDW) to Buffalo (BUF) MDW - BUF
  2. Take the bus from Buffalo, Ny to Toronto, On
  3. Take the train from Toronto to Kitchener

$172 - $534

Fly Chicago O'Hare to Buffalo, bus, train  •  9 h 41 min

  1. Fly from Chicago O'Hare (ORD) to Buffalo (BUF) ORD - BUF
  2. Take the bus from Buffalo, Ny to Toronto, On
  3. Take the train from Toronto to Kitchener

$162 - $505

Train to Milwaukee, fly to Toronto, train  •  8 h 11 min

  1. Take the train from Chicago Union Station Amtrak to Milwaukee Intermodal Station Amtrak
  2. Fly from Milwaukee (MKE) to Toronto (YYZ) MKE - YYZ
  3. Take the train from Toronto to Kitchener

$198 - $594

Questions & Answers

The cheapest way to get from Chicago to Waterloo is to drive which costs $60 - $90 and takes 7 h 57 min.

More details

The quickest way to get from Chicago to Waterloo is to fly and train which costs $120 - $440 and takes 6 h 40 min.

More details

The distance between Chicago and Waterloo is 380 miles. The road distance is 465.5 miles.

Get driving directions

It takes approximately 9 h 46 min to get from Chicago to Waterloo, including transfers.

More details

No, there is no direct bus from Chicago to Waterloo. However, there are services departing from Chicago, IL and arriving at Kitchener St Charles St W, ON via London, ON. The journey, including transfers, takes approximately 11 h 14 min.

More details

The nearest airport to Waterloo is Kitchener (YKF) Airport which is 6.6 miles away. Other nearby airports include Toronto (YYZ) (47.9 miles), Billy Bishop Toronto City (YTZ) (57.6 miles), Buffalo (BUF) (97.7 miles) and Rochester (ROC) (146.1 miles).

Search flights

Chicago to Waterloo bus services, operated by Greyhound Canada, depart from Chicago station.

More details

Map of how to get from Chicago to Waterloo.
Launch map view
  • Distance: 379.7 miles
  • Duration: 9 h 46 min

What companies run services between Chicago, IL, USA and Waterloo, ON, Canada?

You can take a train from Chicago to Waterloo via Detroit Amtrak, Windsor, and London in around 9 h 46 min. Alternatively, you can take a bus from Chicago to Waterloo via London, ON in around 11 h 14 min.

Airlines
United Airlines
Website
united.com
Flights from Chicago O'Hare to Toronto
Ave. Duration
1 h 39 min
When
Every day
Estimated price
$150 - $700
Flights from Chicago O'Hare to Buffalo
Ave. Duration
1 h 34 min
When
Every day
Estimated price
$140 - $750
Flights from Milwaukee to Toronto
Ave. Duration
1 h 26 min
When
Every day
Estimated price
$370 - $1,600
Flights from Milwaukee to Toronto via Chicago O'Hare
Ave. Duration
3 h 44 min
When
Every day
Estimated price
$330 - $1,000
Air Canada
Website
aircanada.com
Flights from Chicago O'Hare to Toronto
Ave. Duration
1 h 37 min
When
Every day
Estimated price
$130 - $700
Flights from Chicago O'Hare to Buffalo
Ave. Duration
1 h 35 min
When
Every day
Estimated price
$140 - $750
Flights from Milwaukee to Toronto
Ave. Duration
1 h 26 min
When
Every day
Estimated price
$370 - $1,600
American Airlines
Website
aa.com
Flights from Chicago O'Hare to Toronto
Ave. Duration
1 h 38 min
When
Every day
Estimated price
$130 - $800
Flights from Chicago O'Hare to Buffalo
Ave. Duration
1 h 35 min
When
Every day
Estimated price
$120 - $650
Flights from Milwaukee to Toronto via Chicago O'Hare
Ave. Duration
3 h 33 min
When
Every day
Estimated price
$260 - $750
Southwest Airlines
Website
southwest.com
Flights from Chicago Midway to Buffalo
Ave. Duration
1 h 26 min
When
Every day
Estimated price
$160 - $750
Porter Airlines
Website
flyporter.com
Flights from Chicago Midway to Billy Bishop Toronto City
Ave. Duration
1 h 42 min
When
Every day
Estimated price
$120 - $700
Delta
Website
delta.com
Flights from Milwaukee to Toronto via Detroit
Ave. Duration
3 h 23 min
When
Every day
Estimated price
$270 - $950
Train operators
Amtrak
Rome2rio's guide to Amtrak
Contact Details
Phone
+1 1-800-872-7245
Website
amtrak.com
Train from Chicago Union Station Amtrak to Detroit Amtrak
Ave. Duration
5 h 4 min
Frequency
3 times a day
Estimated price
$50 - $130
Website
amtrak.com
Coach Seat
$50 - $75
Flexi Coach Seat
$90 - $130
Business Coach Seat
$90 - $130
Room
$230 - $320
Train from Chicago Union Station Amtrak to Dearborn Amtrak
Ave. Duration
4 h 34 min
Frequency
3 times a day
Estimated price
$45 - $130
Website
amtrak.com
Coach Seat
$45 - $75
Flexi Coach Seat
$85 - $130
Business Coach Seat
$90 - $130
Room
$230 - $320
Train from Chicago Union Station Amtrak to Milwaukee Intermodal Station Amtrak
Ave. Duration
1 h 29 min
Frequency
Every 4 hours
Estimated price
$28 - $60
Website
amtrak.com
Coach Seat
$28 - $45
Flexi Coach Seat
$50 - $75
Business Coach Seat
$40 - $60
Room
$150 - $210
VIA Rail
Phone
+1 1 888 842-7245
Website
viarail.ca
Train from Windsor to London
Ave. Duration
1 h 51 min
Frequency
Every 30 minutes
Estimated price
$28 - $85
Website
viarail.ca
Escape
$28 - $40
Economy
$40 - $55
Economy Plus
$60 - $85
Business
$55 - $80
Business Plus/Sleeper
$100 - $150
Train from London to Kitchener
Ave. Duration
1 h 44 min
Frequency
Hourly
Estimated price
$23 - $70
Website
viarail.ca
Escape
$23 - $35
Economy
$30 - $40
Economy Plus
$45 - $70
Business
$40 - $60
Business Plus/Sleeper
$75 - $110
Train from Toronto to Kitchener
Ave. Duration
1 h 35 min
Frequency
Hourly
Estimated price
$24 - $70
Website
viarail.ca
Escape
$24 - $35
Economy
$30 - $45
Economy Plus
$45 - $70
Business
$40 - $60
Business Plus/Sleeper
$75 - $110
Bus operators
Greyhound USA
Rome2rio's guide to Greyhound USA
Contact Details
Phone
+1 214-849-8100/1-800-231-2222
Email
ifsr@greyhound.com
Website
greyhound.com
Bus from Windsor, On to London, On
Ave. Duration
2 h 5 min
Frequency
Hourly
Estimated price
$17 - $40
Website
greyhound.com
Economy
$17 - $27
Flexible
$30 - $40
Bus from Buffalo, Ny to Toronto, On
Ave. Duration
2 h 45 min
Frequency
Hourly
Estimated price
$16 - $40
Website
greyhound.com
Economy
$16 - $24
Flexible
$28 - $40
Greyhound Canada
Phone
+1 1-800-661-8747
Email
Canada.info@greyhound.ca
Website
greyhound.ca
Bus from Chicago, IL to London, ON
Ave. Duration
8 h 54 min
Frequency
3 times a day
Estimated price
$35 - $95
Website
Greyhound.ca
Advanced Purchase
$35 - $55
Online Fare
$50 - $75
Standard Fare
$65 - $95
Refundable
$70 - $110
Bus from London, ON to Kitchener St Charles St W, ON
Ave. Duration
1 h 20 min
Frequency
3 times a week
Estimated price
$11 - $30
Website
Greyhound.ca
Advanced Purchase
$11 - $17
Online Fare
$12 - $26
Standard Fare
$21 - $30
Refundable
$24 - $35
Megabus Canada

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