Previously seen journeys
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Train | Williamsburg Greyhound Bus Stop | Chicago (Union Station), IL | No tags | ||||
| Train | Williamsburg Greyhound Bus Stop | Chicago (Union Station), IL | No tags | ||||
| Train | Williamsburg Greyhound Bus Stop | Chicago (Union Station), IL | No tags | ||||
| Train | Williamsburg Greyhound Bus Stop | Chicago (Union Station), IL | No tags | ||||
| Train | Williamsburg Greyhound Bus Stop | Chicago (Union Station), IL | No tags |
Compare 2 ways to travel from Williamsburg to Chicago
Among the sustainable travel choices, the bus stands out as a good way to reach Chicago. The journey takes about 1 day, 2 hours 40 minutes and with fares starting at just R 1 916, it presents an excellent value for a comfortable ride.
Where are the popular train stations and stops in Williamsburg and Chicago?
Chicago
- A
Union Station
225 S Canal St, Chicago, IL 60606, USA
Train Companies
Based on 5632 reviews, the company was rated 4.1 stars on Busbud. Travellers were especially satisfied with the seats and the ticket access but often complained with the Wi-Fi. Amtrak ticket prices on this trip start at R 1 794
Frequently asked questions about travelling from Williamsburg to Chicago by train
Please note that timetables, routes, or operator details shown here may be updated or differ at the time of your trip.
How much is the train ticket from Williamsburg to Chicago?
The cheapest train tickets from Williamsburg to Chicago start from R 1 794. The average price for this train route is around R 5 338. Busbud recommends booking your tickets in advance for a better chance to secure the lowest possible price.
How long is the train journey from Williamsburg to Chicago?
The average train journey time from Williamsburg to Chicago is 1d 3h, covering a distance of 1067 km. The quickest train can get you there in 1d and is operated by Amtrak.
Which train operators serve the Williamsburg to Chicago route?
Several major train operators run on this route, with 1 trains available per day.
What are the earliest and latest departure times for the train from Williamsburg to Chicago?
The earliest train from Williamsburg to Chicago departs at 06:01. And the latest train departs at 08:52.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Williamsburg to Chicago was searched and found on 07 Dec 2025 with a price of R 1 713To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Williamsburg to Chicago as early as possible.
You can expect to pay from R 1 713 to R 22 851 for a train ticket from Williamsburg to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at R 1 922, which is on 2025-12-11.
