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

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

$105 - $290

Cheapest option

Bus, train  •  11 h 23 min

  1. 5509 / 5534 / ...
  2. VIA Rail

$63 - $164

7 alternative options

Train, bus  •  11 h 4 min

$96 - $239

Drive  •  7 h 57 min

  1. 465.5 miles

$60 - $90

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

  1. ORD - YYZ

$130 - $435

Fly Chicago Midway to Toronto Island, train  •  6 h 42 min

  1. MDW - YTZ

$129 - $437

Fly Chicago Midway to Buffalo, night bus, train  •  9 h 24 min

  1. MDW - BUF

$177 - $534

Fly Chicago O'Hare to Buffalo, night bus, train  •  9 h 47 min

  1. ORD - BUF

$167 - $505

Train to Milwaukee, fly to Toronto, train  •  8 h 12 min

  1. MKE - YYZ

$198 - $594

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.

Airlines
Air Canada
Website
aircanada.com
Flights from Chicago O'Hare to Toronto
Ave. Duration
1 h 36 min
When
Every day
Estimated price
$140 - $700
Flights from Chicago O'Hare to Buffalo
Ave. Duration
1 h 39 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
United Airlines
Website
united.com
Flights from Chicago O'Hare to Toronto
Ave. Duration
1 h 37 min
When
Every day
Estimated price
$150 - $700
Flights from Chicago O'Hare to Buffalo
Ave. Duration
1 h 39 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 40 min
When
Every day
Estimated price
$340 - $1,200
American Airlines
Website
aa.com
Flights from Chicago O'Hare to Toronto
Ave. Duration
1 h 41 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 30 min
When
Every day
Estimated price
$260 - $750
Porter Airlines
Website
flyporter.com
Flights from Chicago Midway to Toronto Island
Ave. Duration
1 h 40 min
When
Every day
Estimated price
$120 - $700
Southwest Airlines
Website
southwest.com
Flights from Chicago Midway to Buffalo
Ave. Duration
1 h 23 min
When
Every day
Estimated price
$160 - $750
Delta
Website
delta.com
Flights from Chicago O'Hare to Buffalo via Detroit
Ave. Duration
3 h 44 min
When
Every day
Estimated price
$130 - $800
Train operators
Amtrak
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
Hourly
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
$29 - $90
Website
viarail.ca
Escape
$29 - $45
Economy
$40 - $55
Economy Plus
$60 - $90
Business
$55 - $80
Business Plus/Sleeper
$100 - $150
Train from London to Kitchener
Ave. Duration
1 h 44 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
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
$50 - $70
Business
$40 - $60
Business Plus/Sleeper
$80 - $120
Bus operators
Greyhound USA
Phone
+1 214-849-8100
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
Night bus from Buffalo, Ny to Toronto, On
Ave. Duration
2 h 30 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 - $60
Online Fare
$50 - $75
Standard Fare
$65 - $95
Refundable
$70 - $110

Want to know more about travelling around Canada

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Questions & Answers

The distance between Chicago and Waterloo is 607 km. The road distance is 745 km.

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

The quickest way to get from Chicago to Waterloo is to fly and train which takes 6 h 42 min and costs $120 - $440.

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