Rome2Rio

Waterdown to Chicago buses

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Trip Overview

The average bus between Waterdown and Chicago takes 28h 15m and the fastest bus takes 23h 1m. The bus runs, on average, 5 times per week from Waterdown to Chicago. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

28h 15m
Duration
530 mi
Distance
$109
Average price
5 times a week
Frequency

Waterdown to Chicago bus times

Buses run 5 times a week between Waterdown and Chicago. The earliest departure is at 1:13 PM in the afternoon, and the last departure from Waterdown is at 9:18 PM which arrives into Chicago at 11:15 AM. All services require a transfer at Aldershot Go Via Station Platform 10 and take an average of 28h 15m. The schedules shown below are for the next available departures.

Departing Thursday, November 12, 2026

  •  → 

    Arrives next day

    Hamilton Street RailwayGO TransitFlixbus USAFlixbus USAFlixbus USA23h 1m • 4 changes

Departing Friday, November 13, 2026

  •  → 

    Arrives next day

    Hamilton Street RailwayGO TransitFlixbus USAFlixbus USAFlixbus USA23h 1m • 4 changes
  •  → 

    Arrives +2 days

    Hamilton Street RailwayGO TransitFlixbus USAFlixbus USAFlixbus USA38h 56m • 4 changes

Departing Monday, November 16, 2026

  •  → 

    Arrives next day

    Hamilton Street RailwayGO TransitFlixbus USAFlixbus USAFlixbus USA23h 6m • 4 changes

Departing Tuesday, November 17, 2026

  •  → 

    Arrives next day

    Hamilton Street RailwayGO TransitFlixbus USAFlixbus USAGreyhound USA33h 11m • 4 changes

Frequently asked questions

Want to know about travelling from Waterdown to Chicago? We have put together a list of the most frequently asked questions from our users such as: What is the cheapest mode of transport? What is the quickest option? How much do tickets usually cost? and many more.

Map of how to get from Waterdown to Chicago.ExpandLaunch map view
  • Distance: 529.7 mi
  • Duration: 28h 15m

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

You can take a bus from DUNDAS at HAMILTON to Chicago Bus Station via Aldershot Go Via Station Platform 10, Aldershot GO Bus, University of Guelph, Guelph, London, and Detroit Bus Station in around 17h 52m.

Operators